Dear Jay,
First, I am incredibly impressed with Your Wife and how She is navigating this situation with (Don't get me wrong but:) one nervous cuck-husband completely in love with Her and supporting Her beautiful relationship with A boyfriend who is nervous and having performance issues and can't give Her what She must be craving now.
What a wonderful Lady and you are right, how lucky you are to be married to Her.
Second, I would suggest that what you truly need is deep intimate and loving involvement with Your WIfe.
Have you asked if you can please worship Her Pussy Orally while She is telling you about Her day?
If I were you, I think feeling Her Hands caress my Hair as I am doing my utmost to please Her while She is telling me about Her day with Her Boyrfriend would somehow calm my nerves and make me feel that She held a special place for me in Her Heart.
Only a suggestion.
Sincerely
elina
The Boyfriend Quest
Re: The Boyfriend Quest
Thank you for the kind words, She is amazing kind and thoughtful and I am way beyond lucky.
The oral connection at night is one of the big things that we are missing. She is on her period right now and that is a no go for me. Plus we have been getting in late, very exhausted from the day and knowing we are getting up early the next morning to do it all again
The oral connection at night is one of the big things that we are missing. She is on her period right now and that is a no go for me. Plus we have been getting in late, very exhausted from the day and knowing we are getting up early the next morning to do it all again
Re: The Boyfriend Quest
Last hour in our condo, I am just trying to hold it together for another 1.5 hours. Dave drove up at 8a and he and S are on the patio. I served them coffee and made a nice breakfast for them, served outside. I put in my earbuds and listened to Art Pepper to stay calm while I cooked and I ate inside. S knows I am not doing well and I am determined to give them the best possible last morning together.
Yesterday after my last post, they stayed in the room for several more hours and my mind took a turn to the angst that I had experienced the previous evening. This time it was down and at a much more manageable level (I was happy about this as I had wondered how the angst may stabilize into something that will be ok).
I took a very short nap on the couch and lay there with my thoughts. Dave got up and said S was out on the patio, he was going to wash the sheets.
I went out and S and I had some talking time and lined up the conversation about vacation.
She also shared that at breakfast I had made a comment that he took the wrong way and had been stressed out about it all morning.
Sunday was her birthday and when we were eating, he had wished her a happy birthday day. I said “You should have a new experience in your life for your birthday”. I was talking in a fun way about this weekend and having a boyfriend, which is what she heard.
He thought I was making reference to being involved in the bed with the 2 of them that night and he was freaking in his head. Once she found out, all was made right
Dave came out and they snuggled in and started talking. He shared about another lady that he has been chatting with locally (before he had seen S’ profile and we knew about ahead of time). S had a subtle negative reaction to it (more on this shortly).
After a while I brought up the vacation idea and told him that we had a vacation time planned for S and I with no kids right after Christmas and wanted to talk about the concept of him joining us. He jumped on it and said that would be amazing. I had been expecting more neutral to warm response.
We went on to talk about our work trip next month that could be extended for the Monday holiday. We were thinking this could be a nice way to try staying under the same roof (we would get a 2 bed 2 bath Airbnb house).
He agreed that would be a nice way to try it and he blocked out the dates for his business appointments. We all agreed that we had a LOT of planning if we were going to pull it off well (I am still not sure how to make that work, but we have time).
They kept chatting and we made a plan that we needed to leave the house. I drove them downtown with them snuggling in the back (something that I had always that would be fun). My angst had been building and I was really trying to keep it in check.
We got a booth and ordered. I forced myself to eat, but I was feeling very nauseous. I also felt like I had a big neon sign on me and everyone around knew what was up with the couple giggling next to me in the U booth.
We finished dinner and made plans to walk to the nearby park for photos. We had boxed up our leftover food and S and I need to call the kids. So he went to the park and S and I walked back to the car. As soon as we turned the corner, we held hands and walked close.
Once the call was done, we met him in the park and they made out for about 20 minutes on an outlook, we started walking around with S posing for shoots. She had me carry her purse and once again I thought everyone could see what was going on.
The sunset light was perfect and she look so beautiful, he got some great shots. She got daring with our encouragement and posed some sexy positions and flashed her ass a little bit.
We had set a leave his house time at 9p as we started our drive back at 8p. I cleaned up the kitchen and put the dinner away while they started in on the couch.
My angst had been building and I was not feeling good at all. I went out on the patio as we had planned and watched a little through the open door. After about ten minutes, they went to the bedroom, the door was cracked I looked in a little. I could tell they were still trying to deal with his inability to preform and I just felt bad for everyone.
I went to the kitchen and watched a YouTube interview until they came out right before 9.
We said our goodbyes and agreed that he would come up to the condo for a couple of hours instead of meeting at a restaurant.
S and I drove home, I asked if we could not talk this evening and chat in the morning. I wanted to give her a break from our last 2 nights, we turned up the rock station and just drove. I was really feeling crappy and I just wanted to get home. I asked her if we could take a shower together when we got back and we reconnected with a bar of soap.
I asked if we could sleep on the couch as these had been our talking spot for the last couple of days and it was very comfortable (the bed was horrible). We made a nest and had wonder sleep, waking up about 5am. Coffee and debrief from the day before. We had an issue that had happened with her and I brought it to her attention and we talked about it. She was going to address it with Dave and we agreed that all was good.
I also brought up to her something that I had seen yesterday that had scared me. In my watching her during the day I saw that she was all in with him, the way she looked at him and the tone of her voice I had only seen and heard in one other instance, that was with me (along time ago, before the hard years of our marriage). This coupled, with her jealous reaction to him talking about another lady, prompted me to talk this over. I told her that I was concerned as she only had 1 relationship “box” in her head/heart and that she needed to create a new box for him that was different from the box that she and I had together.
She ready agreed with this and I told her how important it was going to be for her to be his cheerleader when it came to him being involved with another female. This is one of the things that was going to keep everyone in their own lane and make this all work.
Dave and I had chatted about this yesterday in private as he had picked up the same reaction from her when he talked about the “other” lady. I told him how important it was for him to keep talking to her about this lady.
She agreed and said she would chat with him this morning.
We got showered and packed our bags and Dave sent me his ETA. I stood on the balcony and kind of zoned out. I am at the end of my rope and just want to hold it together to get to the airport. S came out and held me, I could tell she was worried and asked. I said I wanted her to not worry about me and just have a nice morning.
I went and opened up for Dave, greeting him with a hug. Once again it felt surreal to bring up this man to our unit for my wife. I warned him that I was in a fog and all was well, not to read anything into me today.
They had some snuggle time on the bed and I am finishing this in hopes of posting it before we leave.
I am going to be offline to decompress and I am planning to write again on Friday.
Yesterday after my last post, they stayed in the room for several more hours and my mind took a turn to the angst that I had experienced the previous evening. This time it was down and at a much more manageable level (I was happy about this as I had wondered how the angst may stabilize into something that will be ok).
I took a very short nap on the couch and lay there with my thoughts. Dave got up and said S was out on the patio, he was going to wash the sheets.
I went out and S and I had some talking time and lined up the conversation about vacation.
She also shared that at breakfast I had made a comment that he took the wrong way and had been stressed out about it all morning.
Sunday was her birthday and when we were eating, he had wished her a happy birthday day. I said “You should have a new experience in your life for your birthday”. I was talking in a fun way about this weekend and having a boyfriend, which is what she heard.
He thought I was making reference to being involved in the bed with the 2 of them that night and he was freaking in his head. Once she found out, all was made right
Dave came out and they snuggled in and started talking. He shared about another lady that he has been chatting with locally (before he had seen S’ profile and we knew about ahead of time). S had a subtle negative reaction to it (more on this shortly).
After a while I brought up the vacation idea and told him that we had a vacation time planned for S and I with no kids right after Christmas and wanted to talk about the concept of him joining us. He jumped on it and said that would be amazing. I had been expecting more neutral to warm response.
We went on to talk about our work trip next month that could be extended for the Monday holiday. We were thinking this could be a nice way to try staying under the same roof (we would get a 2 bed 2 bath Airbnb house).
He agreed that would be a nice way to try it and he blocked out the dates for his business appointments. We all agreed that we had a LOT of planning if we were going to pull it off well (I am still not sure how to make that work, but we have time).
They kept chatting and we made a plan that we needed to leave the house. I drove them downtown with them snuggling in the back (something that I had always that would be fun). My angst had been building and I was really trying to keep it in check.
We got a booth and ordered. I forced myself to eat, but I was feeling very nauseous. I also felt like I had a big neon sign on me and everyone around knew what was up with the couple giggling next to me in the U booth.
We finished dinner and made plans to walk to the nearby park for photos. We had boxed up our leftover food and S and I need to call the kids. So he went to the park and S and I walked back to the car. As soon as we turned the corner, we held hands and walked close.
Once the call was done, we met him in the park and they made out for about 20 minutes on an outlook, we started walking around with S posing for shoots. She had me carry her purse and once again I thought everyone could see what was going on.
The sunset light was perfect and she look so beautiful, he got some great shots. She got daring with our encouragement and posed some sexy positions and flashed her ass a little bit.
We had set a leave his house time at 9p as we started our drive back at 8p. I cleaned up the kitchen and put the dinner away while they started in on the couch.
My angst had been building and I was not feeling good at all. I went out on the patio as we had planned and watched a little through the open door. After about ten minutes, they went to the bedroom, the door was cracked I looked in a little. I could tell they were still trying to deal with his inability to preform and I just felt bad for everyone.
I went to the kitchen and watched a YouTube interview until they came out right before 9.
We said our goodbyes and agreed that he would come up to the condo for a couple of hours instead of meeting at a restaurant.
S and I drove home, I asked if we could not talk this evening and chat in the morning. I wanted to give her a break from our last 2 nights, we turned up the rock station and just drove. I was really feeling crappy and I just wanted to get home. I asked her if we could take a shower together when we got back and we reconnected with a bar of soap.
I asked if we could sleep on the couch as these had been our talking spot for the last couple of days and it was very comfortable (the bed was horrible). We made a nest and had wonder sleep, waking up about 5am. Coffee and debrief from the day before. We had an issue that had happened with her and I brought it to her attention and we talked about it. She was going to address it with Dave and we agreed that all was good.
I also brought up to her something that I had seen yesterday that had scared me. In my watching her during the day I saw that she was all in with him, the way she looked at him and the tone of her voice I had only seen and heard in one other instance, that was with me (along time ago, before the hard years of our marriage). This coupled, with her jealous reaction to him talking about another lady, prompted me to talk this over. I told her that I was concerned as she only had 1 relationship “box” in her head/heart and that she needed to create a new box for him that was different from the box that she and I had together.
She ready agreed with this and I told her how important it was going to be for her to be his cheerleader when it came to him being involved with another female. This is one of the things that was going to keep everyone in their own lane and make this all work.
Dave and I had chatted about this yesterday in private as he had picked up the same reaction from her when he talked about the “other” lady. I told him how important it was for him to keep talking to her about this lady.
She agreed and said she would chat with him this morning.
We got showered and packed our bags and Dave sent me his ETA. I stood on the balcony and kind of zoned out. I am at the end of my rope and just want to hold it together to get to the airport. S came out and held me, I could tell she was worried and asked. I said I wanted her to not worry about me and just have a nice morning.
I went and opened up for Dave, greeting him with a hug. Once again it felt surreal to bring up this man to our unit for my wife. I warned him that I was in a fog and all was well, not to read anything into me today.
They had some snuggle time on the bed and I am finishing this in hopes of posting it before we leave.
I am going to be offline to decompress and I am planning to write again on Friday.
-
venus-can99
- OHW Addict
- Posts: 1828
- Joined: Thu May 25, 2023 11:57 am
- Location: Canada
Re: The Boyfriend Quest
Thanks for your honest post that describes your angst despite which you are trying to give S the best time of her life. Hope you both have restful few days to recover and plan for the next trip.
Re: The Boyfriend Quest
Dear Jay,
Thanks for your honest account.
I strongly understand and support to be offline for some days now to process and get some perspective on this with Your Wife; hopefully Her period will be ending and you can connect with Her again in the most initmate of ways.
Looking forward to hear from you again when you feel ready.
Sincerely
elina
Thanks for your honest account.
I strongly understand and support to be offline for some days now to process and get some perspective on this with Your Wife; hopefully Her period will be ending and you can connect with Her again in the most initmate of ways.
Looking forward to hear from you again when you feel ready.
Sincerely
elina
-
knight4princess
- Player
- Posts: 293
- Joined: Tue Nov 13, 2012 4:46 pm
- Location: Kentucky
Re: The Boyfriend Quest
This is a very well-written and entirely realistic thread and I'm hoping you can work through some of the problems you seem to be having.
I think that like myself, you do best when you can feel included and apart of your wife's activities. For me that usually means that I get to watch and quite possibly take part in her sexual trysts.
Sometimes after I cum, like you, I leave them to themselves because I'm content and I know everything is fine. I like to play the role of food-and-beverage service coordinator and help out generally with the day or evening. There are other times when my wife will play solo -- without me watching or even being there. But those are rare and only with guys we both know well. Otherwise, I'm certain I would react the way you have, which I think is entirely understandable. On one hand you want to be supportive but on the other, it's tearing you apart inside at times.
Finally, my HW and I can certainly relate to the frustration of performance issues by a boyfriend or potential boyfriend. It can happen on occasion, but as difficult as it may be, if he cannot ever seem to perform, then you should probably draw the relationship to an end or at least convert to a flirtatious friend status. A prescription for Cialis or Viagra could help too.
I've dealt with Hotwife issues for more than 20 years and have experienced many of the emotions you've gone through -- but never seemingly all at once as you have. Here's to regrouping and giving your new HW hobby some renewed vigor!
I think that like myself, you do best when you can feel included and apart of your wife's activities. For me that usually means that I get to watch and quite possibly take part in her sexual trysts.
Sometimes after I cum, like you, I leave them to themselves because I'm content and I know everything is fine. I like to play the role of food-and-beverage service coordinator and help out generally with the day or evening. There are other times when my wife will play solo -- without me watching or even being there. But those are rare and only with guys we both know well. Otherwise, I'm certain I would react the way you have, which I think is entirely understandable. On one hand you want to be supportive but on the other, it's tearing you apart inside at times.
Finally, my HW and I can certainly relate to the frustration of performance issues by a boyfriend or potential boyfriend. It can happen on occasion, but as difficult as it may be, if he cannot ever seem to perform, then you should probably draw the relationship to an end or at least convert to a flirtatious friend status. A prescription for Cialis or Viagra could help too.
I've dealt with Hotwife issues for more than 20 years and have experienced many of the emotions you've gone through -- but never seemingly all at once as you have. Here's to regrouping and giving your new HW hobby some renewed vigor!
Re: The Boyfriend Quest
First of all, thank you @knight4princess for taking the time to write a very kind, encouraging, and insightful post. I really appreciate it. I showed your post to S and she appreciated also (she has not yet read this account, we're waiting for some time to go by before she does).
We've had a good week and we're are in a really great spot and there is quite a bit to catch up on
Picking up on Monday.
We got everything closed up at the condo and took our bags down to the car and got on the other side of the security gate. I had to return back up to the unit to turn in the garage remote, so they had their last few moments together at his car.
I gave him a hug and we headed out. We had several hours to kill so we decided to go to a park and walk. We had previously found a park just a couple minutes from the airport. We started walking and I couldn't talk too much so S started talking and talking. The more she talked, the better I started feeling. We found a secluded spot and held each other for a while.
We ended up walking for about an hour before we return the rental car. When we got on the shuttle bus to go to the airport, I could feel the anxieties and fears lifting. I realized I had been pacing myself all week with the goal of getting back to the rental car return. We got checked in and through security and found a spot for a cold beer and some food and started talking. Also sent him a few thank you pictures. Our flights were smooth and we spent the time snuggling, talking, and reconnecting
The first couple of days we were readjusting to work and a regular routine with the kids. Lots and lots of talking and for me a big change started on Wednesday.
A few fun things to tell you about before I detail the changes this week.
S left Dave a pair of panties as a parting gift. On Sunday she had put on one of my favorite thongs, sky blue with a bow in the front and lots of lace. Dave spent lots of time on Sunday morning with her sitting on his lap on the couch and feeling her ass and thong.
We had talked ahead of time about how important it would be for her to leave a pair for him and she went and tucked it in the bed sheets. However part way through Sunday you'll remember that he did laundry so he found them and gave them back to her.
She had to explain that they had been left intentionally for him and she put them in a zip pocket and his pants. He had walked around with them in his pants all Sunday with a big smile on his face
We had talked about her getting one of his t-shirts to bring home to wear to bed. but she completely forgot about it over the weekend so they've been chatting in a fun way and are going to do that next time
Earlier in the week we were having an intimate moment and as she changed positions I noticed bruising on her ass. I looked closer and there were two sets of four small round bruises on the bottom of one cheek.
The perfect lineup for four fingertips, I think he left them when he was playing with her cheeks on Sunday on the couch. I was super happy because I always thought that would be a very fun thing to find. She cautioned me against telling him as she was worried that he would not be happy that he left a mark on her (he's just that kind of guy). It was sure fun to find and fun to think about now!
We spent a lot of time debriefing and working through the issues that I had experienced over the weekend. I had shared earlier that the first three-quarters of our marriage was pretty rough with me emotionally neglecting her needs. She reflected this week and realized that my emotional connection bucket with her was very low when we went into the weekend. I believe this caused a lot of the anxieties and fears that I felt. We're making a plan about how to meet that need before our next meetup.
We made our October tickets to return on another work trip, fortunately, it's lined up with the Columbus Day holiday so we can make a long weekend.
We have rented a three-bedroom pool house near the headquarters location that we are going to be working out of and Dave is going to be coming up and spending the nights with us at the house as a test run for a Christmas break vacation.
We still have lots to figure out about how that's going to work, but it looks like we will be together with him on Thursday, I have to work a long day on Friday and S has off so they'll be solo together. She and I both have to work on Saturday and then we'll have Sunday and Monday together so we're starting to figure out how to line that out.
We had a couple of close calls this week with our kids and her texting and phone calling him. We set up some boundaries; phone calls and video calls will only happen when either the kids are out of the house or she's out on a walk. We also agreed that her morning chatting with him will be confined to behind the bedroom door and not out in the open. Not worried so much about kids seeing any content but rather a change in her behavior and demeanor which are teenage daughter would pick up very quickly on.
Several fun things to report, I've been working very hard at giving Dave lots of pictures throughout the day so he feels connected and he and I have really started connecting as friends.
On Friday we had a video call together and cleared up a number of different concerns on his end so he is feeling much more relaxed. He had a compounding issue where an ex-girlfriend tried to get back together with him and manipulate him. He was feeling very bad about her situation, but he seems to have worked through that. He has realized that the situation is meeting all of his needs and he's experiencing a level of happiness and contentedness that he hasn't experienced before.
They have started having frequent telephone calls which is new for them. S takes long walks every day and so she is able to have private time talking to him. Thursday they had a several hour video call and are feeling very connected.
I did something cool for Dave on Friday morning. I had shot a video of their first meeting at the bridge. I filmed them seeing each other for the first time, the first hug and kisses (about a 2-minute video). He didn’t know I had taken it and I wanted to wait to send it to him until some time had gone by so that it would be extra fun. I set an alarm for the exact time on Friday, (9am) that they had met. I sent it to him at the exact moment. Of course, he loved it and many thank yous followed.
My normal sleep cycle is back and I'm feeling like I'm starting to catch up on sleep.
I'm very happy as my erections have seemed to begin to return. although not to the level that we are both happy about, but things are definitely improving.
We went on a date last night and had a fantastic time a good connection and were able to send him pictures from it. it was very fun being out on a date and her chatting and sending pictures to her boyfriend.
We watched a couple of the videos from the weekend together, which was really enjoyable. I have self-limited to not to watch them without her, as I don’t want it to be porn, but something for us together.
This morning we started the day with no kids as they were at their grandparents for an overnight and so S had a morning chat that turned into a pretty hot sex session for her. When I got out of the shower she was on the couch with a smile on her face and a hand between her legs. I went and retrieved a vibrator for her and she continued her chat. I was able to sit on the couch and rub her legs and she orgasmed and then I cooked her breakfast. It was a beautiful way to start the day
We had a very good group chat, again working through some things that have come up and we're all very happy with the level of communication and maturity that each of us is bringing. I'm still amazed at how smooth and easy it is to work through things.
In the last 3 days I've had a very good change in mindset, S has noted how much I'm smiling now and I do feel like a weight has been lifted.
We still have to figure out all the details for our October trip as him staying with us will be a change in dynamic that we haven't experienced. We know we're going to discover things that we have no way of anticipating.
I know this update has been a little scattered as I'm trying to put together 7 Days of details, but all in all, we feel like we are on a good track and things are definitely improving all the way around.
I will work to keep this updated, I would be happy to take questions, either here on DM.
We've had a good week and we're are in a really great spot and there is quite a bit to catch up on
Picking up on Monday.
We got everything closed up at the condo and took our bags down to the car and got on the other side of the security gate. I had to return back up to the unit to turn in the garage remote, so they had their last few moments together at his car.
I gave him a hug and we headed out. We had several hours to kill so we decided to go to a park and walk. We had previously found a park just a couple minutes from the airport. We started walking and I couldn't talk too much so S started talking and talking. The more she talked, the better I started feeling. We found a secluded spot and held each other for a while.
We ended up walking for about an hour before we return the rental car. When we got on the shuttle bus to go to the airport, I could feel the anxieties and fears lifting. I realized I had been pacing myself all week with the goal of getting back to the rental car return. We got checked in and through security and found a spot for a cold beer and some food and started talking. Also sent him a few thank you pictures. Our flights were smooth and we spent the time snuggling, talking, and reconnecting
The first couple of days we were readjusting to work and a regular routine with the kids. Lots and lots of talking and for me a big change started on Wednesday.
A few fun things to tell you about before I detail the changes this week.
S left Dave a pair of panties as a parting gift. On Sunday she had put on one of my favorite thongs, sky blue with a bow in the front and lots of lace. Dave spent lots of time on Sunday morning with her sitting on his lap on the couch and feeling her ass and thong.
We had talked ahead of time about how important it would be for her to leave a pair for him and she went and tucked it in the bed sheets. However part way through Sunday you'll remember that he did laundry so he found them and gave them back to her.
She had to explain that they had been left intentionally for him and she put them in a zip pocket and his pants. He had walked around with them in his pants all Sunday with a big smile on his face
We had talked about her getting one of his t-shirts to bring home to wear to bed. but she completely forgot about it over the weekend so they've been chatting in a fun way and are going to do that next time
Earlier in the week we were having an intimate moment and as she changed positions I noticed bruising on her ass. I looked closer and there were two sets of four small round bruises on the bottom of one cheek.
The perfect lineup for four fingertips, I think he left them when he was playing with her cheeks on Sunday on the couch. I was super happy because I always thought that would be a very fun thing to find. She cautioned me against telling him as she was worried that he would not be happy that he left a mark on her (he's just that kind of guy). It was sure fun to find and fun to think about now!
We spent a lot of time debriefing and working through the issues that I had experienced over the weekend. I had shared earlier that the first three-quarters of our marriage was pretty rough with me emotionally neglecting her needs. She reflected this week and realized that my emotional connection bucket with her was very low when we went into the weekend. I believe this caused a lot of the anxieties and fears that I felt. We're making a plan about how to meet that need before our next meetup.
We made our October tickets to return on another work trip, fortunately, it's lined up with the Columbus Day holiday so we can make a long weekend.
We have rented a three-bedroom pool house near the headquarters location that we are going to be working out of and Dave is going to be coming up and spending the nights with us at the house as a test run for a Christmas break vacation.
We still have lots to figure out about how that's going to work, but it looks like we will be together with him on Thursday, I have to work a long day on Friday and S has off so they'll be solo together. She and I both have to work on Saturday and then we'll have Sunday and Monday together so we're starting to figure out how to line that out.
We had a couple of close calls this week with our kids and her texting and phone calling him. We set up some boundaries; phone calls and video calls will only happen when either the kids are out of the house or she's out on a walk. We also agreed that her morning chatting with him will be confined to behind the bedroom door and not out in the open. Not worried so much about kids seeing any content but rather a change in her behavior and demeanor which are teenage daughter would pick up very quickly on.
Several fun things to report, I've been working very hard at giving Dave lots of pictures throughout the day so he feels connected and he and I have really started connecting as friends.
On Friday we had a video call together and cleared up a number of different concerns on his end so he is feeling much more relaxed. He had a compounding issue where an ex-girlfriend tried to get back together with him and manipulate him. He was feeling very bad about her situation, but he seems to have worked through that. He has realized that the situation is meeting all of his needs and he's experiencing a level of happiness and contentedness that he hasn't experienced before.
They have started having frequent telephone calls which is new for them. S takes long walks every day and so she is able to have private time talking to him. Thursday they had a several hour video call and are feeling very connected.
I did something cool for Dave on Friday morning. I had shot a video of their first meeting at the bridge. I filmed them seeing each other for the first time, the first hug and kisses (about a 2-minute video). He didn’t know I had taken it and I wanted to wait to send it to him until some time had gone by so that it would be extra fun. I set an alarm for the exact time on Friday, (9am) that they had met. I sent it to him at the exact moment. Of course, he loved it and many thank yous followed.
My normal sleep cycle is back and I'm feeling like I'm starting to catch up on sleep.
I'm very happy as my erections have seemed to begin to return. although not to the level that we are both happy about, but things are definitely improving.
We went on a date last night and had a fantastic time a good connection and were able to send him pictures from it. it was very fun being out on a date and her chatting and sending pictures to her boyfriend.
We watched a couple of the videos from the weekend together, which was really enjoyable. I have self-limited to not to watch them without her, as I don’t want it to be porn, but something for us together.
This morning we started the day with no kids as they were at their grandparents for an overnight and so S had a morning chat that turned into a pretty hot sex session for her. When I got out of the shower she was on the couch with a smile on her face and a hand between her legs. I went and retrieved a vibrator for her and she continued her chat. I was able to sit on the couch and rub her legs and she orgasmed and then I cooked her breakfast. It was a beautiful way to start the day
We had a very good group chat, again working through some things that have come up and we're all very happy with the level of communication and maturity that each of us is bringing. I'm still amazed at how smooth and easy it is to work through things.
In the last 3 days I've had a very good change in mindset, S has noted how much I'm smiling now and I do feel like a weight has been lifted.
We still have to figure out all the details for our October trip as him staying with us will be a change in dynamic that we haven't experienced. We know we're going to discover things that we have no way of anticipating.
I know this update has been a little scattered as I'm trying to put together 7 Days of details, but all in all, we feel like we are on a good track and things are definitely improving all the way around.
I will work to keep this updated, I would be happy to take questions, either here on DM.
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venus-can99
- OHW Addict
- Posts: 1828
- Joined: Thu May 25, 2023 11:57 am
- Location: Canada
Re: The Boyfriend Quest
Thanks for the detailed updates Jay. Great to hear that S and you are working through all the perceived issues and ending up in a good place. Looking forward to your October trip…
Re: The Boyfriend Quest
Almost a week has gone by since my last post and S and I have been covering a lot of ground.
In addition to exploring and trying to figure out this new adventure, we have also been working through some hurt and issues from our past, definitely a double emotional whammy. But things are really good.
I am falling back in love with her all over again and in a deeper way that we haven't had before. This has been compounding my emotional reactions to her deepening relationship with Dave.
I hate it all and want it to stop, but I also am loving every minute and don’t want it to ever go away. It is such a conflicting feeling……..
She has been making regular telephone calls and video chats with him. It's been nice for all of us that these interaction is beginning to normalize. Their connection has been continuing to grow deeper, it's really nice to see both of them diving in in such a safe way.
He was cautioned by a friend, who doesn't know our dynamic other than he has a girlfriend, that he is moving too fast.
We've been discussing this quite a bit and her analogy is that the relationship is like being in a cul-de-sac: we've arrived at what all three of us want and we're just enjoying it. There's no danger of anything going any further as there is no further to go. Both her and I are super secure in our marriage and he is very happy right now being a bachelor and happy with this dynamic.
I have been having a difficult time seeing their affirmations to each other written on the chat when I happened to glimpse it. I'm hoping that with time, it will get normalized.
We are now 4 weeks out from our October get away and we are starting to figure out the dynamics and how things are going to go as he will be staying with as at an Airbnb house. I have quite a bit of trepidation, but I'm trying to come in with the best attitude.
We will be arriving Thursday afternoon and leaving Monday morning and it is a work trip that we have extended.
The Friday of the visit, I'm going to be away from them at a training event for about 12 hours so I'm a little nervous to see how that goes, but we are gathering some ideas to make it happen smoothly.
I have committed to giving them a couple of things.
The first is for him to have the master bed with the ensuite bath so that she's the most comfortable when she's with him. I think it'll be a little bit of a harder sell for him to be okay with it, but she is going to approach it as this is what she wants. I know this approach with go over well with him
Secondly, I want to give them a night to sleep together. I have lots of anxiety about this idea, but I'm really wanting it to happen for their sake. We've been talking through this quite a bit and have some good ideas. She is going to make a couple of night time visits to him; We will go to sleep together and she will go to him in the middle of night coming back before I wake up. I think this will be a nice way to ease into it. The only thing I'm worried about is I'm a very light sleeper.
We have also talked about her going to his bed when we first get up in the morning. All three of us are early risers.
We both feel that our last night together on Sunday would be best for her to spend the whole night with him. This is something that we will keep working on, I really do want this for her.
There is also a discussion about them getting tested and not having condoms which she wants and I'm also very interested in. I have always been aroused by the idea of cleaning up a creampie and the prospect of being able to do that is very exciting to me. Over the past few years we've played around with clean up between the two of us and one of my biggest desires is to experience it for real.
So that is where we stand.
Her and I have been continuing to get up at 5:00 a.m, which gives us an hour and a half to have coffee in bed and talk. This has been a highlight for us and we've covered a lot of ground.
Our marriage feels stronger than ever and we're both grateful to be able to work through the past issues.
Today we had a fun group chat, exchanged some pictures, and had several inside jokes that we all laughed at.
Thanks everyone for reading and your kind DMs
In addition to exploring and trying to figure out this new adventure, we have also been working through some hurt and issues from our past, definitely a double emotional whammy. But things are really good.
I am falling back in love with her all over again and in a deeper way that we haven't had before. This has been compounding my emotional reactions to her deepening relationship with Dave.
I hate it all and want it to stop, but I also am loving every minute and don’t want it to ever go away. It is such a conflicting feeling……..
She has been making regular telephone calls and video chats with him. It's been nice for all of us that these interaction is beginning to normalize. Their connection has been continuing to grow deeper, it's really nice to see both of them diving in in such a safe way.
He was cautioned by a friend, who doesn't know our dynamic other than he has a girlfriend, that he is moving too fast.
We've been discussing this quite a bit and her analogy is that the relationship is like being in a cul-de-sac: we've arrived at what all three of us want and we're just enjoying it. There's no danger of anything going any further as there is no further to go. Both her and I are super secure in our marriage and he is very happy right now being a bachelor and happy with this dynamic.
I have been having a difficult time seeing their affirmations to each other written on the chat when I happened to glimpse it. I'm hoping that with time, it will get normalized.
We are now 4 weeks out from our October get away and we are starting to figure out the dynamics and how things are going to go as he will be staying with as at an Airbnb house. I have quite a bit of trepidation, but I'm trying to come in with the best attitude.
We will be arriving Thursday afternoon and leaving Monday morning and it is a work trip that we have extended.
The Friday of the visit, I'm going to be away from them at a training event for about 12 hours so I'm a little nervous to see how that goes, but we are gathering some ideas to make it happen smoothly.
I have committed to giving them a couple of things.
The first is for him to have the master bed with the ensuite bath so that she's the most comfortable when she's with him. I think it'll be a little bit of a harder sell for him to be okay with it, but she is going to approach it as this is what she wants. I know this approach with go over well with him
Secondly, I want to give them a night to sleep together. I have lots of anxiety about this idea, but I'm really wanting it to happen for their sake. We've been talking through this quite a bit and have some good ideas. She is going to make a couple of night time visits to him; We will go to sleep together and she will go to him in the middle of night coming back before I wake up. I think this will be a nice way to ease into it. The only thing I'm worried about is I'm a very light sleeper.
We have also talked about her going to his bed when we first get up in the morning. All three of us are early risers.
We both feel that our last night together on Sunday would be best for her to spend the whole night with him. This is something that we will keep working on, I really do want this for her.
There is also a discussion about them getting tested and not having condoms which she wants and I'm also very interested in. I have always been aroused by the idea of cleaning up a creampie and the prospect of being able to do that is very exciting to me. Over the past few years we've played around with clean up between the two of us and one of my biggest desires is to experience it for real.
So that is where we stand.
Her and I have been continuing to get up at 5:00 a.m, which gives us an hour and a half to have coffee in bed and talk. This has been a highlight for us and we've covered a lot of ground.
Our marriage feels stronger than ever and we're both grateful to be able to work through the past issues.
Today we had a fun group chat, exchanged some pictures, and had several inside jokes that we all laughed at.
Thanks everyone for reading and your kind DMs
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venus-can99
- OHW Addict
- Posts: 1828
- Joined: Thu May 25, 2023 11:57 am
- Location: Canada
Re: The Boyfriend Quest
Great to hear from you Jay. It is so interesting to read about your anxieties, fears and love for your wife so clearly expressed. Please do keep us updated as time permits
Re: The Boyfriend Quest
Just got a DM asking about how we are managing our kids in this and here it is:
The travel part is easy, we normally travel a lot to this area for work, plus my MIL lives in our town and loves having the kids.
we have a 16 daughter, and 2 boys 14 and 11. Boys are clueless, but my daughter picks up on everything so our main concern is changes in my wife's behaviors. Mainly with chatting. We have found an app called Signal that has great security, facial recognition, etc. So really its about her not chatting when the kids are around. We have made plan that she goes behind closed doors to chat (Which she does a lot of)
The phone calls and video chats ONLY happen when the kids are out, which is quite a bit as she has been calling him at least once a day of not more.
The travel part is easy, we normally travel a lot to this area for work, plus my MIL lives in our town and loves having the kids.
we have a 16 daughter, and 2 boys 14 and 11. Boys are clueless, but my daughter picks up on everything so our main concern is changes in my wife's behaviors. Mainly with chatting. We have found an app called Signal that has great security, facial recognition, etc. So really its about her not chatting when the kids are around. We have made plan that she goes behind closed doors to chat (Which she does a lot of)
The phone calls and video chats ONLY happen when the kids are out, which is quite a bit as she has been calling him at least once a day of not more.
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Sissy triple D
- Virgin
- Posts: 32
- Joined: Tue Oct 18, 2022 4:19 am
- Location: Belgium
Re: The Boyfriend Quest
Hello Jaydub,
I read with great pleasure and attention your reciprocal experience between the three of you. I recognize here a lot of the emotions and circumstances you describe, in myself. Sometimes you react like you don't want to at all. Then afterwards you get the explanation from your wife and then you come to the conclusion that she can't do anything about it either and it all finally gets reinforced in your mind. You see things that are simply not there.
Emotions like jealousy and worry and turning yourself all the way up....
With time this does diminish but always remains present, you do learn to deal with it better.
It remains an emotional rollercoaster for yourself, your wife and her lover. The important thing is that everyone feels good about it and gets pleasure out of it.
I look forward to your next updates with great interest.
I read with great pleasure and attention your reciprocal experience between the three of you. I recognize here a lot of the emotions and circumstances you describe, in myself. Sometimes you react like you don't want to at all. Then afterwards you get the explanation from your wife and then you come to the conclusion that she can't do anything about it either and it all finally gets reinforced in your mind. You see things that are simply not there.
Emotions like jealousy and worry and turning yourself all the way up....
With time this does diminish but always remains present, you do learn to deal with it better.
It remains an emotional rollercoaster for yourself, your wife and her lover. The important thing is that everyone feels good about it and gets pleasure out of it.
I look forward to your next updates with great interest.
Re: The Boyfriend Quest
Last Friday night we had a very fun interlude together.
S has been upping her PT workouts as she is recovering from her illness and trying to get her body’s physical fitness back up to where it normally is. She was pretty sore at the end of the day and had told him about this on their chat texting. We had gotten the kids settled in for their evening routine and she and I were enjoying some wine while laying on top of the covers, us talking and she and Dave texting.
After some time she started chuckling under her breath, I asked her what was up. She said he was describing how he would massage her sore body. She had a fun smile on her face and I had a really good idea about the direction that he was getting her to go in.
She was wearing a pair of purple Victoria’s Secret pajamas, I had her take them off, both the top and bottoms, and get under the covers. I got on top of her, I started kissing her and feeling the softness of her body. Eventually, I settled in to eating her pussy after putting a pillow on each side of her legs for her knees to rest on. She was really getting into his texting storyline and enjoying my work. She was throwing her head back and making lots of little, fun sounds between typing.
A new development for her is throwing her head back when the waves of pleasure hit. She had done this before, but not routinely. Now she does it almost all the time and I really enjoy it.
Other changes I’ve seen in her sexually is a lot more hip movement during foreplay and she’s getting much more audible in the form of moans and little noises, still not loud, but much more interactive as she had before. I am very happy about this and am enjoying these changes since Dave arrived in our lives.
After a little while of this, she started giggling and shaking her head at something. I pause and ask her what was up. She said the crazy thing was that he was describing everything that I was doing to her in almost real-time, he had no idea that I was with her or what I was doing but was being accurate at an uncanny level.
I had been alternating between working on her clit, burring my tongue in her tunnel, and lavishing her asshole. She was very bemused that he was describing exactly what I was doing.
After about 10 minutes, she was really starting to build towards her climax. I decided to have a little bit of fun with her and every time she started typing on her phone, I would come off her clit and work on her pussy and her ass. As soon as she stop typing and closed her eyes, I went back to her clit. She continued to build a more prolonged way with this approach and pretty soon she tipped over the edge and let go. I stayed in position and gave her very gentle kisses and licks as she came down.
As I climbed up to her, I asked her if she had told him that she had come. She said she had.
I’m happy to report to my erections have been starting to return, although not as strong as they’ve had once been. I grabbed the lube bottle from our nightstand and squeezed a little bop on my head before rubbing it up and down her lips. We both sighed a deep sigh of contentment as I sunk into her and slowly started our sequence together.
She continued to be focused on replying to his messages and I settled in trying to prolong my enjoyment for as long as I could. I was in no rush and was really in the moment. After a while, she started giggling again and I inquired about what was going on and she said he was again describing doing exactly what I was doing, again in almost real-time.
We both chuckled that the fact that him and I had the same ideas at the same time. 15 to 20 minutes went by (very rarely do I have good stamina, however, in the last couple of weeks, it has gone way up. Almost to the point that sometimes it’s difficult for me to finish).
I also am two weeks into a pretty intense kettlebell daily workout. One of the main purposes of the work trip coming up is for a significant promotional exam that requires a lot of physical endurance, so I’ve been in PT crunch mode. I have read that kettlebell exercises are good for building up the pelvic floor and can help the guys with their hang time so….. perhaps it’s working :-)
She got a very fun look on her face and said she wanted me to wait to come until he did so that we could do it at the same time.
I continued with my on again and off again pace. She was really getting into it moving making lots of sounds while she was typing into her phone. Finally, after about 20 minutes, she put her phone down, wrapped me in a big embrace and said it was time. I was drenched in sweat and loved the connection we were having as I filled her pussy.
Afterwards we held each other and laughed almost uncontrollably. She thought it was a lot of fun and that he didn’t necessarily know I was there, but was describing everything that I was doing almost in real-time. She really liked that both of the guys in her life had orgasmed at the same time.
Later on, she commented about how sweaty I’d become while I was thrusting into her and an observed that it was very rare for me to work up a sweat.
I was very happy with all this because typically I don’t last very long and to be able to hang for over 20 minutes was a huge confidence booster as well as something that was very enjoyable for me.
The rest of the weekend was nice, we are continuing to work through our past issues. She is chatted with him all the time, several phone calls a day with a video chat every few days, all the time being careful around the kids. My emotions are all over the place and haven’t settled out. I am still a mess, hoping things will even out over time.
Thanks, everyone for the comments and the really kind DMs. You guys make me feel a lot less alone out here :>
S has been upping her PT workouts as she is recovering from her illness and trying to get her body’s physical fitness back up to where it normally is. She was pretty sore at the end of the day and had told him about this on their chat texting. We had gotten the kids settled in for their evening routine and she and I were enjoying some wine while laying on top of the covers, us talking and she and Dave texting.
After some time she started chuckling under her breath, I asked her what was up. She said he was describing how he would massage her sore body. She had a fun smile on her face and I had a really good idea about the direction that he was getting her to go in.
She was wearing a pair of purple Victoria’s Secret pajamas, I had her take them off, both the top and bottoms, and get under the covers. I got on top of her, I started kissing her and feeling the softness of her body. Eventually, I settled in to eating her pussy after putting a pillow on each side of her legs for her knees to rest on. She was really getting into his texting storyline and enjoying my work. She was throwing her head back and making lots of little, fun sounds between typing.
A new development for her is throwing her head back when the waves of pleasure hit. She had done this before, but not routinely. Now she does it almost all the time and I really enjoy it.
Other changes I’ve seen in her sexually is a lot more hip movement during foreplay and she’s getting much more audible in the form of moans and little noises, still not loud, but much more interactive as she had before. I am very happy about this and am enjoying these changes since Dave arrived in our lives.
After a little while of this, she started giggling and shaking her head at something. I pause and ask her what was up. She said the crazy thing was that he was describing everything that I was doing to her in almost real-time, he had no idea that I was with her or what I was doing but was being accurate at an uncanny level.
I had been alternating between working on her clit, burring my tongue in her tunnel, and lavishing her asshole. She was very bemused that he was describing exactly what I was doing.
After about 10 minutes, she was really starting to build towards her climax. I decided to have a little bit of fun with her and every time she started typing on her phone, I would come off her clit and work on her pussy and her ass. As soon as she stop typing and closed her eyes, I went back to her clit. She continued to build a more prolonged way with this approach and pretty soon she tipped over the edge and let go. I stayed in position and gave her very gentle kisses and licks as she came down.
As I climbed up to her, I asked her if she had told him that she had come. She said she had.
I’m happy to report to my erections have been starting to return, although not as strong as they’ve had once been. I grabbed the lube bottle from our nightstand and squeezed a little bop on my head before rubbing it up and down her lips. We both sighed a deep sigh of contentment as I sunk into her and slowly started our sequence together.
She continued to be focused on replying to his messages and I settled in trying to prolong my enjoyment for as long as I could. I was in no rush and was really in the moment. After a while, she started giggling again and I inquired about what was going on and she said he was again describing doing exactly what I was doing, again in almost real-time.
We both chuckled that the fact that him and I had the same ideas at the same time. 15 to 20 minutes went by (very rarely do I have good stamina, however, in the last couple of weeks, it has gone way up. Almost to the point that sometimes it’s difficult for me to finish).
I also am two weeks into a pretty intense kettlebell daily workout. One of the main purposes of the work trip coming up is for a significant promotional exam that requires a lot of physical endurance, so I’ve been in PT crunch mode. I have read that kettlebell exercises are good for building up the pelvic floor and can help the guys with their hang time so….. perhaps it’s working :-)
She got a very fun look on her face and said she wanted me to wait to come until he did so that we could do it at the same time.
I continued with my on again and off again pace. She was really getting into it moving making lots of sounds while she was typing into her phone. Finally, after about 20 minutes, she put her phone down, wrapped me in a big embrace and said it was time. I was drenched in sweat and loved the connection we were having as I filled her pussy.
Afterwards we held each other and laughed almost uncontrollably. She thought it was a lot of fun and that he didn’t necessarily know I was there, but was describing everything that I was doing almost in real-time. She really liked that both of the guys in her life had orgasmed at the same time.
Later on, she commented about how sweaty I’d become while I was thrusting into her and an observed that it was very rare for me to work up a sweat.
I was very happy with all this because typically I don’t last very long and to be able to hang for over 20 minutes was a huge confidence booster as well as something that was very enjoyable for me.
The rest of the weekend was nice, we are continuing to work through our past issues. She is chatted with him all the time, several phone calls a day with a video chat every few days, all the time being careful around the kids. My emotions are all over the place and haven’t settled out. I am still a mess, hoping things will even out over time.
Thanks, everyone for the comments and the really kind DMs. You guys make me feel a lot less alone out here :>
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venus-can99
- OHW Addict
- Posts: 1828
- Joined: Thu May 25, 2023 11:57 am
- Location: Canada
Re: The Boyfriend Quest
Jay good to hear that you and S are enjoying the intimacy and having fun
Re: The Boyfriend Quest
Time is flying and I don’t want to get behind in this or forget about some of the updates to this adventure.
A whole lot of ups and downs, great highs and a couple of lows.
In general, it feels like it’s starting to stabilize although I know that we’re a long way from mid-line new normal. We are spending so much time together talking, we walk several hours each day together and are still getting up early to snuggle and talk.
In no particular order here are the highlights from last week:
We have been having lots of discussions about S and Dave not needing to use condoms. She really wants to go bareback with him and feel him cum inside of her and I want that too!
You may remember from an earlier post from the Monday at our condo unit that there is an issue that had come up and I referenced us working through it.
It was from the day before when they were in his bedroom that afternoon and fooling around, The issue was that while he wasn’t fully erect, he did go inside of her and cum with no condom. She had asked him to in the moment and this was against what the 3 of us had agreed to.
While both she and I were not overly concerned, we did know that we needed to address it. I was not really thrilled about them going against the plan in the heat of the moment. I also knew that this would start the path to bareback. They had a good and very open conversation about it that morning. They both felt that it was safe, but shouldn’t happen again without a plan.
S and I have been talking about it for a number of days and agreed that all three of us should get tested. None of us feel if there’s an issue, but we want to clear the plate as we knew it would be in the back of our heads. The other thing that we agreed on was that he would need to get a sperm test. He had a vasectomy about 20 years ago, but we both don’t want any lingering questions in the back of our minds.
She chatted with him on the phone in general about it. His main concern was that going forward was that he is worried that him cumming in S would cross a line with me. You may remember that he is completely grossed out at the idea of my sperm in her pussy when he is with her and he was assuming that I felt the same way (more on that later:>)
She said that I would call him and talk over the plan we had come up with.
On Sunday, I scheduled a phone call with him. He had a long drive back from work that day and had plenty of time to chat. We had a great discussion for about 60 minutes. He was on board with everyone getting tested and he has made himself an appointment with his doctor for both STD and sperm tests.
S and I have ordered home test kits as a doctors visit for that type of test in this small town just wouldn’t work. Dave and I also talked at length about the things that I’m comfortable with. He had confided that he had been holding back with some of the things that he was chatting with me about on text as well as some sexual worries that he had about him coming in her pussy and me being upset about it.
I cleared that up by saying that as long as everyone is staying in their lanes with this relationship, which we are all working hard to do that, I am good with whatever they want do sexually. I said that anything they do in the sex area, would be a big turn on for me and they should just go for it. He was happy!!
I also told him to feel free to talk openly to both her and I about anything without fear of how we would react. We chated about other topics and we are both feeling relieved and better grounded with each other. Everytime I interact with him and the things that S tells me about him, I am more impressed with his character and heart.
On a fun note, S and I have talked about once we get further down this relationship and things stabilize out, it would be fun to give him this link.
So who knows, maybe one day Dave will be reading this. So Dave, a Hi 5 for you!
We had a couple of fun things from our Saturday night date night together.
Her and I went out to a local bar and listened to some really good bluegrass music. She had dressed nicely and wore his bracelet, which we were both excited about. We snapped a couple of fun pictures for him which he appreciated.
Later that night in the hot tub, I asked her if she would feel comfortable sending him a fun video. Neither of us were wearing swimsuits; I outlined my idea for a video. Her rising up out of the water, covering her breasts, and saying a couple sweet things to him. She would turn around, leaning up against the edge of Hot Tub, showing her ass, and then turning through for a face shot at the end.
We rehearsed a couple of proofs before finding one that we liked and sent it to him. He was very, very happy. He may have used it later that night for some relief :-)
That same day before we had gone out on our date, we both gotten off work about noon and we’re feeling very tired so we went and took a nap together. When we woke up, I had a very strong erection and we ended up having some fun intercourse and all sorts of different positions. This was a great feeling for me as I was super hard and we went for 30 minutes without me coming. This is something that very rarely happens for me. I didn’t end up finishing as I wanted to wait for later that evening, but we created a great memory and a good ego boost for me.
We had a couple of hard discussions, one of them was my growing worry and the resentment that was building about how she was spending so much time throughout the day chatting with him.
I had to come home on Monday to find her in the kitchen chatting online with him with the kids present. This was something that we both agreed wasn’t going to happen. Also, their good night chat when we were in bed together on a regular night was getting longer and later, which I haven’t been too happy about. We talked it through in detail and figured out a good middle ground that we were both happy about. I need to back off on some of the things I was projecting.
She was going to tone down the time in the day she spent. She is going to move some of their conversation to our 3 way chat so I feel included (they talk about a lot of mundane, day to day things that can easily be shared) and we are going to communicate better at bedtime about what kind of night their chat should be.
We have been spending a lot of time talking about how the weekend is going to go, we’re only 15 days out from it and I do have some nervousness and anxiety about it, but in general I am looking forward to it.
A number of years ago at my asking, we had played around with denial, ruined orgasms, and chastity. None of them ended very well as we weren’t in the right headspace or situation, but the experimentation at the time was a whole lot of fun for both of us.
Out of the blue, she brought up that it might be good for all of us and a lot of fun if she played a denial game with me over the weekend. I was happy to hear that she was thinking like that on her own and I was also a little worried, however, the erection that popped up when she brought it up a good indication that it would be fun.
I’ve also had a long running interest and have a massive turn-on about the idea of cleanup. It has turned into a big fetish for me. It’s something that I’ve always look forward to although for some reason, I’m extremely embarrassed about it.
Knowing that they’re going bareback, I’m excited for the prospect of it happening for real. We have both put it on the list to be discussed in the next couple weeks when we’re both in the right mindset. This is something that we have played with on and off between the two of us, it is has been very fun although challenging once I am post orgasmic and let down. I’m very excited about the prospect of the real thing. I’m also looking forward to having a very open and honest conversation with her in the near future. We do know that it has to be between us for now as I’m pretty such Dave may just flip out about that idea :> That too could change in the future, but for now, just her and I.
Monday afternoon I was already at work, standing in the hallway of our company, when she walked in after picking up the kids from school. I could see her down the hallway and she was wearing a fantastic pair of new jeans and a pink top.
I can tell by the look on her face that she had been on the phone with Dave. Her skin absolutely radiated and she looked ripe with this incredible turned-on smile. It was fun to hug her and I asked how the call was (she hadn’t told me that she was going to call)? She just smiled at me and said it was really good. She had been on the way into the office and had talked to him on the road. It was fun for me to see how happy she was just having talked to him. She told me later that right before she had walked, she sent him a selfie. I asked for her to sent it to me and I got to see a great memory.
Last night was her night at home and my evening to work at our company. This is normally when she talks to him either on video call or on the phone.
We had worked out an early warning system for her that I would call 10 minutes before myself and the kids showed up at home so she could clear the call before we arrived. It had been set up that I would text her, however she wasn’t hearing or seen the text for whatever reason, so we decided that I would call her and she would just reject the call, but she would know what we were about ten minutes out.
Last week we had a close call when my son had unexpectedly come home and she was on the phone. Nothing weird, she was in the kitchen cooking and talking to him, but she had to abruptly end it.
So I knew that she was going to have a call with him last night.
She had a several hour window with no one home. She hadn’t told me that she was going do call, but I knew it was happening so I had some low level angst going on as well as a little bit of a thrill. The last 45 minutes at work were pretty rough, but I made the 10 minute out call which was immediately sent to voicemail and when I got home, she was acting like nothing had gone on.
I asked how the call was and she said it was great with a big smile. I went to our room to get showered and I noticed the pillows were rearranged on the bed. That night we went to bed. I asked her to tell me about the call the next morning as I just needed to reconnect and spend uninterrupted time holding her plus I was mentally exhausted from some things we had worked on monday.
This morning we got up early again and she told me about her call, she said they realized it was like they were on a date together however, his comment was it was a reverse date because there was sex first, then they hung out, then they made dinner and ate together before hanging up :-)
She had put on a skirt outfit that he really likes without any panties so he got some fun views. They had a prolonged sexual exchange before just spending time talking and then making food and eating.
This week has been busy with work, the kid’s school, and my daily preparation for my promotional exam that I’ll be doing on our visit the second weekend of october.
We also continue to work out some logistics for all three of us staying together in the same house as well as starting to think about our Vacation with him over Christmas break. We haven’t committed yet to the vacation with him as we are all waiting to see how this weekend is going to go. We all anticipate it going smoothly.
That’s it for now thanks for reading. I appreciated all the DMs, I think I have managed to respond to everyone!
A whole lot of ups and downs, great highs and a couple of lows.
In general, it feels like it’s starting to stabilize although I know that we’re a long way from mid-line new normal. We are spending so much time together talking, we walk several hours each day together and are still getting up early to snuggle and talk.
In no particular order here are the highlights from last week:
We have been having lots of discussions about S and Dave not needing to use condoms. She really wants to go bareback with him and feel him cum inside of her and I want that too!
You may remember from an earlier post from the Monday at our condo unit that there is an issue that had come up and I referenced us working through it.
It was from the day before when they were in his bedroom that afternoon and fooling around, The issue was that while he wasn’t fully erect, he did go inside of her and cum with no condom. She had asked him to in the moment and this was against what the 3 of us had agreed to.
While both she and I were not overly concerned, we did know that we needed to address it. I was not really thrilled about them going against the plan in the heat of the moment. I also knew that this would start the path to bareback. They had a good and very open conversation about it that morning. They both felt that it was safe, but shouldn’t happen again without a plan.
S and I have been talking about it for a number of days and agreed that all three of us should get tested. None of us feel if there’s an issue, but we want to clear the plate as we knew it would be in the back of our heads. The other thing that we agreed on was that he would need to get a sperm test. He had a vasectomy about 20 years ago, but we both don’t want any lingering questions in the back of our minds.
She chatted with him on the phone in general about it. His main concern was that going forward was that he is worried that him cumming in S would cross a line with me. You may remember that he is completely grossed out at the idea of my sperm in her pussy when he is with her and he was assuming that I felt the same way (more on that later:>)
She said that I would call him and talk over the plan we had come up with.
On Sunday, I scheduled a phone call with him. He had a long drive back from work that day and had plenty of time to chat. We had a great discussion for about 60 minutes. He was on board with everyone getting tested and he has made himself an appointment with his doctor for both STD and sperm tests.
S and I have ordered home test kits as a doctors visit for that type of test in this small town just wouldn’t work. Dave and I also talked at length about the things that I’m comfortable with. He had confided that he had been holding back with some of the things that he was chatting with me about on text as well as some sexual worries that he had about him coming in her pussy and me being upset about it.
I cleared that up by saying that as long as everyone is staying in their lanes with this relationship, which we are all working hard to do that, I am good with whatever they want do sexually. I said that anything they do in the sex area, would be a big turn on for me and they should just go for it. He was happy!!
I also told him to feel free to talk openly to both her and I about anything without fear of how we would react. We chated about other topics and we are both feeling relieved and better grounded with each other. Everytime I interact with him and the things that S tells me about him, I am more impressed with his character and heart.
On a fun note, S and I have talked about once we get further down this relationship and things stabilize out, it would be fun to give him this link.
So who knows, maybe one day Dave will be reading this. So Dave, a Hi 5 for you!
We had a couple of fun things from our Saturday night date night together.
Her and I went out to a local bar and listened to some really good bluegrass music. She had dressed nicely and wore his bracelet, which we were both excited about. We snapped a couple of fun pictures for him which he appreciated.
Later that night in the hot tub, I asked her if she would feel comfortable sending him a fun video. Neither of us were wearing swimsuits; I outlined my idea for a video. Her rising up out of the water, covering her breasts, and saying a couple sweet things to him. She would turn around, leaning up against the edge of Hot Tub, showing her ass, and then turning through for a face shot at the end.
We rehearsed a couple of proofs before finding one that we liked and sent it to him. He was very, very happy. He may have used it later that night for some relief :-)
That same day before we had gone out on our date, we both gotten off work about noon and we’re feeling very tired so we went and took a nap together. When we woke up, I had a very strong erection and we ended up having some fun intercourse and all sorts of different positions. This was a great feeling for me as I was super hard and we went for 30 minutes without me coming. This is something that very rarely happens for me. I didn’t end up finishing as I wanted to wait for later that evening, but we created a great memory and a good ego boost for me.
We had a couple of hard discussions, one of them was my growing worry and the resentment that was building about how she was spending so much time throughout the day chatting with him.
I had to come home on Monday to find her in the kitchen chatting online with him with the kids present. This was something that we both agreed wasn’t going to happen. Also, their good night chat when we were in bed together on a regular night was getting longer and later, which I haven’t been too happy about. We talked it through in detail and figured out a good middle ground that we were both happy about. I need to back off on some of the things I was projecting.
She was going to tone down the time in the day she spent. She is going to move some of their conversation to our 3 way chat so I feel included (they talk about a lot of mundane, day to day things that can easily be shared) and we are going to communicate better at bedtime about what kind of night their chat should be.
We have been spending a lot of time talking about how the weekend is going to go, we’re only 15 days out from it and I do have some nervousness and anxiety about it, but in general I am looking forward to it.
A number of years ago at my asking, we had played around with denial, ruined orgasms, and chastity. None of them ended very well as we weren’t in the right headspace or situation, but the experimentation at the time was a whole lot of fun for both of us.
Out of the blue, she brought up that it might be good for all of us and a lot of fun if she played a denial game with me over the weekend. I was happy to hear that she was thinking like that on her own and I was also a little worried, however, the erection that popped up when she brought it up a good indication that it would be fun.
I’ve also had a long running interest and have a massive turn-on about the idea of cleanup. It has turned into a big fetish for me. It’s something that I’ve always look forward to although for some reason, I’m extremely embarrassed about it.
Knowing that they’re going bareback, I’m excited for the prospect of it happening for real. We have both put it on the list to be discussed in the next couple weeks when we’re both in the right mindset. This is something that we have played with on and off between the two of us, it is has been very fun although challenging once I am post orgasmic and let down. I’m very excited about the prospect of the real thing. I’m also looking forward to having a very open and honest conversation with her in the near future. We do know that it has to be between us for now as I’m pretty such Dave may just flip out about that idea :> That too could change in the future, but for now, just her and I.
Monday afternoon I was already at work, standing in the hallway of our company, when she walked in after picking up the kids from school. I could see her down the hallway and she was wearing a fantastic pair of new jeans and a pink top.
I can tell by the look on her face that she had been on the phone with Dave. Her skin absolutely radiated and she looked ripe with this incredible turned-on smile. It was fun to hug her and I asked how the call was (she hadn’t told me that she was going to call)? She just smiled at me and said it was really good. She had been on the way into the office and had talked to him on the road. It was fun for me to see how happy she was just having talked to him. She told me later that right before she had walked, she sent him a selfie. I asked for her to sent it to me and I got to see a great memory.
Last night was her night at home and my evening to work at our company. This is normally when she talks to him either on video call or on the phone.
We had worked out an early warning system for her that I would call 10 minutes before myself and the kids showed up at home so she could clear the call before we arrived. It had been set up that I would text her, however she wasn’t hearing or seen the text for whatever reason, so we decided that I would call her and she would just reject the call, but she would know what we were about ten minutes out.
Last week we had a close call when my son had unexpectedly come home and she was on the phone. Nothing weird, she was in the kitchen cooking and talking to him, but she had to abruptly end it.
So I knew that she was going to have a call with him last night.
She had a several hour window with no one home. She hadn’t told me that she was going do call, but I knew it was happening so I had some low level angst going on as well as a little bit of a thrill. The last 45 minutes at work were pretty rough, but I made the 10 minute out call which was immediately sent to voicemail and when I got home, she was acting like nothing had gone on.
I asked how the call was and she said it was great with a big smile. I went to our room to get showered and I noticed the pillows were rearranged on the bed. That night we went to bed. I asked her to tell me about the call the next morning as I just needed to reconnect and spend uninterrupted time holding her plus I was mentally exhausted from some things we had worked on monday.
This morning we got up early again and she told me about her call, she said they realized it was like they were on a date together however, his comment was it was a reverse date because there was sex first, then they hung out, then they made dinner and ate together before hanging up :-)
She had put on a skirt outfit that he really likes without any panties so he got some fun views. They had a prolonged sexual exchange before just spending time talking and then making food and eating.
This week has been busy with work, the kid’s school, and my daily preparation for my promotional exam that I’ll be doing on our visit the second weekend of october.
We also continue to work out some logistics for all three of us staying together in the same house as well as starting to think about our Vacation with him over Christmas break. We haven’t committed yet to the vacation with him as we are all waiting to see how this weekend is going to go. We all anticipate it going smoothly.
That’s it for now thanks for reading. I appreciated all the DMs, I think I have managed to respond to everyone!
Re: The Boyfriend Quest
Love reading this thread, can't wait to hear about the October weekend!
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armyguyot1
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Re: The Boyfriend Quest
Welcome to the forum CzarWarp.
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venus-can99
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Re: The Boyfriend Quest
Jay - with the long weekend nearing S, Dave and you must be excited for the trip. Hope y’all have a lot of fun
Re: The Boyfriend Quest
Yikes, it's been 2 weeks since my last post and I'm trying to remember all the little details. This post will be in no particular order so hopefully it won’t throw off the timeline to much for everyone.
I will endeavor to do more posts during our upcoming visit.
First some things about Dave that I have come to realize and appreciate. He is proving himself to be an incredible man; kind, caring, appreciative, thoughtful, easy-going, straightforward (no drama or BS). The more S gets to know him, the more she is going deeper in her love for him (all a very healthy way). For me, my respect, appreciation, and admiration is growing. We both talk about how bizarre it is to find someone of his caliber and such a perfect fit the first time out of the gate. Still not quite sure how that happened.
Dave is a retired Air Force combat pilot, the real kind, who has been to several wars and come home when his adversaries did not. He is a true American warrior, someone who did his duty extremely well and is humble about it. You would never know his caliber of service by meeting him. He comes across as a normal, everyday retired guy. The fun thing about he is he says he should have died several times over and he is living life, having fun, and is even a little goofy. All in a way that I great respect given his life accomplishments.
On a side note, I am a retired Fireman so we get a long very well as our personalities and outlooks about life are well aligned.
Something that we feel really good about in this situation is a sad reality for him. His entire life he has been used and manipulated by women, taking advantage of his good, caring, and kind nature. He was married for 25 years to someone who only took advantage of him and didn't appreciate him and the single girlfriend since his divorce was manipulating and using him as well.
He told S that for the first time in his life, a female is loving him and appreciating him for who he is. He said he has never realized what it's felt like to be loved for what is inside of him and not manipulated or gamed. We are both really happy that she can give this to him.
Dave had a number of our pictures from our first weekend together printed and has them framed around his home now. We received a really fun selfie from him in his office. I could see them in the background and started spotting all sorts of pictures of S and S and him together. I ended up zooming in and finding five different ones. I told them that it's like a find Waldo book, we just have to find S :-)
Dave is working on a very cool gift for S for the upcoming weekend. He found a t-shirt with his old Squadron logo and numbers on it that he's going to gift her. She is very much into his fighter pilot history and says that every girl's dream is to score a fighter pilot and here she has one. He also has a matching hat with a profile of his F-16 that he flew. she is very stoked to have such a meaningful shirt to wear.
I have also worked on an idea with him for a way for us to have a picture of him up on our wall in the bedroom. He is going to design an artist-proof type poster with a really amazing picture that he took of an F-16 with a sunset in the background and inset in the picture it will be his Pilot photo, him with his helmet on and you can only see his eyes, obviously an older photo. He will sign it with a meaningful, but innocent message to both of us. An easy way for him to be hidden in plain sight.
S came up with a great idea the other day. She said she wants to figure out how to make Veterans Day very special for him. The stories he's told her about his ex-wife leads us to conclude that every time he was deployed, his homecoming was not enjoyable or welcoming at all. She has realized that he has probably never had a welcoming or honoring homecoming or even recognition. He is incredibly humble and draws no attention to his military service and as such he's not involved in any veterans groups.
She didn't have a clear idea of what she could do but she knows she wants to.
I gave her the idea of writing him, in her handwriting, a letter describing a fictitious homecoming where he is returning to her and the things that she would do to welcome him to her and show she would show her appreciation of him and his service in a loving and sexual way. She loved the idea and is going to work on it.
One thing that we are both realizing after the last couple weeks is the potential for this to be a very long-term relationship and situation. Obviously nothing is guaranteed and his desire to have an in-person partner on down the road may change, but the foundation and ground work that we're laying points to this being a good situation for a long time for all of us
Some of you guys have been asking about my highs and lows. Last week was pretty dark for me. A number of different things contributed to it, but I was pretty checked out last Sunday through Friday.
I didn't even participate in our group chats. I felt like a dark blanket had been pulled around me and I wanted to get out of it but couldn't figure out how. Even to the point of suggesting (stupidly) that I could just get a hotel for the time they are together over the coming weekend.
During this time S and I had many long conversations and did figure a lot of things out. I feel that since this last weekend and into this week I am definitely getting in to a better spot. One of the things that's helping greatly is our group chat has become more sexualized as well as her and I bedtime interactions.
I've also been having a hard time with our bedtime routine, mainly their sequence and duration of saying good night to each other over a chat. Lots of resentment on my end. We worked out several things about how to make it smooth because my reaction to what was going on was not making it fun for us. So far our plan has been working over the last few nights and I'm feeling good about that. Essentially once we are done with snuggling and talking or if we have sex, I will slide down and rest my head on a pillow and her thigh while she chats her good night message to him. She has agreed to keep that sequence short and then we will be going to sleep together.
We have all been working on the STD testing, him with his doctor and us with an at-home test. We are a little concerned as we are still waiting for the results and we're only a couple of days out, but I am confident that it will come together.
We did have a hardship on his end to work through this week. His ex-girlfriend who is unstable, dramatic, and has been very manipulative towards him has been in contact with him lately. He is the kind of guy who cares deeply and wants to help people so he has still been talking with her. He was on a work trip over the weekend and she called him one evening drunk and complaining about all the different things in her life.
One of the things that she offhandedly said is she had just tested positive for herpes that day. He got really upset, and scared, and was assuming the worst. He ended up canceling his trip to drive home. It was a several-hour block of time between that and when he was able to talk to us on the phone and in his mind he was sure that we were going to back out and dump everything because of it.
When S first told me about the situation, I was not worried at all and assumed that she had picked something up in the time since they were together. We had lots of good conversations and I called him on the phone to assure him that we were all good on our end. While it wasn't a fun time for him, I feel that because of it our relationship is stronger and he's more assured that we don't have drama or pull out at a little bit of a hiccup. Regardless he is climbing the walls waiting for his results
That night after the call we made him several fun videos. The first one was in the hot tub about 2 minutes long showing her face and cleavage with her talking to him about her feelings and all the things that she was looking forward to for this next weekend. He was very appreciative to receive it. We made a second one in the bedroom that was very sexual with her in different positions looking directly into the camera, masturbating, and saying sexy things. All in all it was a very fun adventure over that weekend.
Last week we set up a preventative FaceTime call with Dave. We had wanted to have a situation where S and I were the kitchen talking to him on FaceTime and having our kids walk in so that we could introduce them. We felt that if there was ever a situation of S was talking to him and one of them accidentally walked in, that it would be a more normal interaction as they would know that he was a friend of both ours. He was good to go with it and so we set that up on a Friday evening, it actually worked out well.
I started chatting with him on the laptop sitting at our breakfast bar when my daughter and one son walked in so I introduced them and then S walked up and said hello and we all started chatting. The kids were very disinterested after meeting him and wandered off and we chatted with him for about 30 more minutes
On to fun things, they have been continuing to chat call and video call in some form, daily or several times. S has got an iPad now so that she can see him better. Sunday night I had a work event and I knew that they were going to be having some time as the kids were out of the house as well.
When I got home I went up to our room and saw the pillows were completely rearranged and lube was left out on the night side stand. She said that they had a very fun time together and she had her first orgasm with him on facetime, They had had sex time before like this, but only with him finishing. She said not only had she come as well, but they had done it at the same time which she really enjoyed. I told them both on chat about how hot it was to come home and see the bedroom in that condition, knowing what had happened!!!
A couple of fun things that's been happening in the bedroom:
S has made it clear that she wants and needs to be more dominant towards me. she also realizes that in order for both Dave and I to be comfortable over the weekend, she needs to make it known that everything that's happening is because she wants it and that's what makes her happy. It'll be much easier for both of us to accept and go along with each of the situations if we know that. So she has started working to build up her confidence and being more dominant in her interactions with me in a sexual way. This has been very fun and I am on the receiving end of some really hot interactions with her.
One amazing thing is he has brought out her openness to trying anal. Our entire marriage, I have felt that that door has always been completely closed. Something she was surprised at because we'd never actually talked about it, obviously an assumption on my part.
This is something that Dave has experience in and is very interested in. He is helping her towards it, although not pushing and making it very clear that he doesn't want to do anything that she isn't interested in. So she has asked me to help her explore.
We've been doing a lot of reading and research on it and the last couple of evenings we have been working on first getting a finger in and then a couple of small dildos. We have quite a collection of sex toys.
On a side note the past year we've been exploring BDSM together. A completely different segment compared to this Kink with no crossover at all. We had bought a dildo set that had come with a set of three small, smooth anal dildos. So the last few nights she's been working to take those. She's working herself up to be able to have his cock in her ass over the weekend. I'm very excited for the possibilities that this is going to open up.
Something else that I've noticed a big change in her since the past weekend with him is her sexual response. She's always been very quiet, and non-vocal and it normally takes her a long time to reach orgasm. In the last 4 weeks she's been much more physically and vocally responsive, giving lots of fun feedback and movements. I've also noticed how much easier it is for her to orgasm and how much more stronger they are.
We just made tickets for the vacation over Christmas break although we have not talked to him about it at all. We are waiting for this weekend to take place before we talk to him about it as we want to see how things workout with all staying together.
We found the tickets to be prohibitively expensive over Christmas break flying directly to Palm Springs so we are going to fly into Las Vegas and spend a night on the strip (which we love and have spent lot of time over the years). Next day we will rent a car to drive as it ends up being quite a bit less expensive. We will also spend a night in Lake Havasu which is a favorite destination for us before driving over to Palm Springs. We have not yet booked the Airbnb for Palm Springs, but we have dates arriving and departing that are locked in. We are hoping this weekend goes well and that Sunday we will have a discussion with him about how that time over Christmas break will look.
Lastly, our outline for this weekend:
Thursday S and I will leave very early in the morning, changing planes and arriving into the area at 2:00 in the afternoon, renting a car. It’s about a 30-minute drive to the area of town where the house is that we're going to stay. S wants to meet him again in a park, she feels that this would be a fun tradition to start. Coincidentally there it looks to be a nice park just a couple blocks from the house so we're going to meet him there and spend some time with him as we won't be able to get quite to the house quite that early.
She will ride with him over to the house and we'll get unpacked. The plan is for me to go grocery shop for the food and beverages for our time together. I also need to do some equipment shopping that I can't do locally. I'm planning to give them several hours together before I come back. I'll make them dinner and we have agreed that we'll have a set bedtime and she will sleep with me that night as the next day is a significant day for us professionally with a new position and promotion on the line.
We will get up and have coffee together on Friday morning before I head out for headquarters. I'll be in a conference room for the day as part of the promotion. I have a physical performance exam that starts at 4:00 in the afternoon. We've made a plan that they will both come to it, it was an open-to-the-public type of event and so he will be introduced as a long time family friend who's also a professional photographer. She is very happy to be able to introduce him to some of our circle.
We're excited because he's going to take some professional action shots of me which I've never had before. We will go back to the house and spend the evening together. The next day S and I have a conference event at the headquarters until about 4:00 p.m. that day.
Sunday is still open, we are going to drive to an Apple Festival to hang out a little bit. A couple of things that we do know we want to do is I find it very hot to have them fooling around in the back seat while I drive them and that's something that they are both interested in doing. The drive is something that we've planned specifically for that, about an hour each direction.
We also want to redo our restaurant experience, a booth with her and a skirt and then fooling around during dinner so that's high on the priority list.
The thing that's still a little up in the air is the sleeping arrangements. We've had many discussions about this and different scenarios, I do have some anxiety and angst about her sleeping with him although I know it needs to happen that she wants it and he wants it, how it all looks and works out is yet to be determined. We have agreed to assess and talk each day.
Our thoughts are after the first night, she sneaks out in the middle of the night for sex with him (a surprise for him) and then comes back to me.
The next night we are hoping that it would work out that we all could sleep on the couch. Our idea is to hang out late together and then just happen to fall asleep. The house has a good-sized L couch, so they could be snuggled up on one part and me on the other. I think it would be really nice to be able to sleep and see them. It seems like a good transition without being alone and away from her.
Our last night there (Sunday) would be the night she could sleep in his bed, with a middle-of-the-night (short) hello to me.
All is still up in the air, but our initial thoughts on it.
Last night she had me wax her pussy and ass. Last visit she had me shave her and she did not enjoy the next week of it growing back. A number of years ago we had got a wax warming kit, so I dug it out and did the job (very sex to do). She looks amazing! So sexy and soft, everything looks great. I started laughing part way through and told her how crazy it was that I was trying to make her look perfect for her boyfriend. Never thought I would ever be in this positions.
We are leaving in just two more days and so I'm feeling excited with a sexual undercurrent, and anticipation of the new things we will discover but I also have quite a bit of anxiety and general scariness.
On a VERY fun note, I asked her about posting some pictures this morning and she said………… YES!!!!
So soon I will start a thread in the Hotties section. I just need to learn how to blur, size, and post.
We have a TON of pictures and I think it would be cool to go back and post them in sequence to the story.
If anyone has a direction to point me in blurring, I would appreciate a DM.
I will endeavor to do more posts during our upcoming visit.
First some things about Dave that I have come to realize and appreciate. He is proving himself to be an incredible man; kind, caring, appreciative, thoughtful, easy-going, straightforward (no drama or BS). The more S gets to know him, the more she is going deeper in her love for him (all a very healthy way). For me, my respect, appreciation, and admiration is growing. We both talk about how bizarre it is to find someone of his caliber and such a perfect fit the first time out of the gate. Still not quite sure how that happened.
Dave is a retired Air Force combat pilot, the real kind, who has been to several wars and come home when his adversaries did not. He is a true American warrior, someone who did his duty extremely well and is humble about it. You would never know his caliber of service by meeting him. He comes across as a normal, everyday retired guy. The fun thing about he is he says he should have died several times over and he is living life, having fun, and is even a little goofy. All in a way that I great respect given his life accomplishments.
On a side note, I am a retired Fireman so we get a long very well as our personalities and outlooks about life are well aligned.
Something that we feel really good about in this situation is a sad reality for him. His entire life he has been used and manipulated by women, taking advantage of his good, caring, and kind nature. He was married for 25 years to someone who only took advantage of him and didn't appreciate him and the single girlfriend since his divorce was manipulating and using him as well.
He told S that for the first time in his life, a female is loving him and appreciating him for who he is. He said he has never realized what it's felt like to be loved for what is inside of him and not manipulated or gamed. We are both really happy that she can give this to him.
Dave had a number of our pictures from our first weekend together printed and has them framed around his home now. We received a really fun selfie from him in his office. I could see them in the background and started spotting all sorts of pictures of S and S and him together. I ended up zooming in and finding five different ones. I told them that it's like a find Waldo book, we just have to find S :-)
Dave is working on a very cool gift for S for the upcoming weekend. He found a t-shirt with his old Squadron logo and numbers on it that he's going to gift her. She is very much into his fighter pilot history and says that every girl's dream is to score a fighter pilot and here she has one. He also has a matching hat with a profile of his F-16 that he flew. she is very stoked to have such a meaningful shirt to wear.
I have also worked on an idea with him for a way for us to have a picture of him up on our wall in the bedroom. He is going to design an artist-proof type poster with a really amazing picture that he took of an F-16 with a sunset in the background and inset in the picture it will be his Pilot photo, him with his helmet on and you can only see his eyes, obviously an older photo. He will sign it with a meaningful, but innocent message to both of us. An easy way for him to be hidden in plain sight.
S came up with a great idea the other day. She said she wants to figure out how to make Veterans Day very special for him. The stories he's told her about his ex-wife leads us to conclude that every time he was deployed, his homecoming was not enjoyable or welcoming at all. She has realized that he has probably never had a welcoming or honoring homecoming or even recognition. He is incredibly humble and draws no attention to his military service and as such he's not involved in any veterans groups.
She didn't have a clear idea of what she could do but she knows she wants to.
I gave her the idea of writing him, in her handwriting, a letter describing a fictitious homecoming where he is returning to her and the things that she would do to welcome him to her and show she would show her appreciation of him and his service in a loving and sexual way. She loved the idea and is going to work on it.
One thing that we are both realizing after the last couple weeks is the potential for this to be a very long-term relationship and situation. Obviously nothing is guaranteed and his desire to have an in-person partner on down the road may change, but the foundation and ground work that we're laying points to this being a good situation for a long time for all of us
Some of you guys have been asking about my highs and lows. Last week was pretty dark for me. A number of different things contributed to it, but I was pretty checked out last Sunday through Friday.
I didn't even participate in our group chats. I felt like a dark blanket had been pulled around me and I wanted to get out of it but couldn't figure out how. Even to the point of suggesting (stupidly) that I could just get a hotel for the time they are together over the coming weekend.
During this time S and I had many long conversations and did figure a lot of things out. I feel that since this last weekend and into this week I am definitely getting in to a better spot. One of the things that's helping greatly is our group chat has become more sexualized as well as her and I bedtime interactions.
I've also been having a hard time with our bedtime routine, mainly their sequence and duration of saying good night to each other over a chat. Lots of resentment on my end. We worked out several things about how to make it smooth because my reaction to what was going on was not making it fun for us. So far our plan has been working over the last few nights and I'm feeling good about that. Essentially once we are done with snuggling and talking or if we have sex, I will slide down and rest my head on a pillow and her thigh while she chats her good night message to him. She has agreed to keep that sequence short and then we will be going to sleep together.
We have all been working on the STD testing, him with his doctor and us with an at-home test. We are a little concerned as we are still waiting for the results and we're only a couple of days out, but I am confident that it will come together.
We did have a hardship on his end to work through this week. His ex-girlfriend who is unstable, dramatic, and has been very manipulative towards him has been in contact with him lately. He is the kind of guy who cares deeply and wants to help people so he has still been talking with her. He was on a work trip over the weekend and she called him one evening drunk and complaining about all the different things in her life.
One of the things that she offhandedly said is she had just tested positive for herpes that day. He got really upset, and scared, and was assuming the worst. He ended up canceling his trip to drive home. It was a several-hour block of time between that and when he was able to talk to us on the phone and in his mind he was sure that we were going to back out and dump everything because of it.
When S first told me about the situation, I was not worried at all and assumed that she had picked something up in the time since they were together. We had lots of good conversations and I called him on the phone to assure him that we were all good on our end. While it wasn't a fun time for him, I feel that because of it our relationship is stronger and he's more assured that we don't have drama or pull out at a little bit of a hiccup. Regardless he is climbing the walls waiting for his results
That night after the call we made him several fun videos. The first one was in the hot tub about 2 minutes long showing her face and cleavage with her talking to him about her feelings and all the things that she was looking forward to for this next weekend. He was very appreciative to receive it. We made a second one in the bedroom that was very sexual with her in different positions looking directly into the camera, masturbating, and saying sexy things. All in all it was a very fun adventure over that weekend.
Last week we set up a preventative FaceTime call with Dave. We had wanted to have a situation where S and I were the kitchen talking to him on FaceTime and having our kids walk in so that we could introduce them. We felt that if there was ever a situation of S was talking to him and one of them accidentally walked in, that it would be a more normal interaction as they would know that he was a friend of both ours. He was good to go with it and so we set that up on a Friday evening, it actually worked out well.
I started chatting with him on the laptop sitting at our breakfast bar when my daughter and one son walked in so I introduced them and then S walked up and said hello and we all started chatting. The kids were very disinterested after meeting him and wandered off and we chatted with him for about 30 more minutes
On to fun things, they have been continuing to chat call and video call in some form, daily or several times. S has got an iPad now so that she can see him better. Sunday night I had a work event and I knew that they were going to be having some time as the kids were out of the house as well.
When I got home I went up to our room and saw the pillows were completely rearranged and lube was left out on the night side stand. She said that they had a very fun time together and she had her first orgasm with him on facetime, They had had sex time before like this, but only with him finishing. She said not only had she come as well, but they had done it at the same time which she really enjoyed. I told them both on chat about how hot it was to come home and see the bedroom in that condition, knowing what had happened!!!
A couple of fun things that's been happening in the bedroom:
S has made it clear that she wants and needs to be more dominant towards me. she also realizes that in order for both Dave and I to be comfortable over the weekend, she needs to make it known that everything that's happening is because she wants it and that's what makes her happy. It'll be much easier for both of us to accept and go along with each of the situations if we know that. So she has started working to build up her confidence and being more dominant in her interactions with me in a sexual way. This has been very fun and I am on the receiving end of some really hot interactions with her.
One amazing thing is he has brought out her openness to trying anal. Our entire marriage, I have felt that that door has always been completely closed. Something she was surprised at because we'd never actually talked about it, obviously an assumption on my part.
This is something that Dave has experience in and is very interested in. He is helping her towards it, although not pushing and making it very clear that he doesn't want to do anything that she isn't interested in. So she has asked me to help her explore.
We've been doing a lot of reading and research on it and the last couple of evenings we have been working on first getting a finger in and then a couple of small dildos. We have quite a collection of sex toys.
On a side note the past year we've been exploring BDSM together. A completely different segment compared to this Kink with no crossover at all. We had bought a dildo set that had come with a set of three small, smooth anal dildos. So the last few nights she's been working to take those. She's working herself up to be able to have his cock in her ass over the weekend. I'm very excited for the possibilities that this is going to open up.
Something else that I've noticed a big change in her since the past weekend with him is her sexual response. She's always been very quiet, and non-vocal and it normally takes her a long time to reach orgasm. In the last 4 weeks she's been much more physically and vocally responsive, giving lots of fun feedback and movements. I've also noticed how much easier it is for her to orgasm and how much more stronger they are.
We just made tickets for the vacation over Christmas break although we have not talked to him about it at all. We are waiting for this weekend to take place before we talk to him about it as we want to see how things workout with all staying together.
We found the tickets to be prohibitively expensive over Christmas break flying directly to Palm Springs so we are going to fly into Las Vegas and spend a night on the strip (which we love and have spent lot of time over the years). Next day we will rent a car to drive as it ends up being quite a bit less expensive. We will also spend a night in Lake Havasu which is a favorite destination for us before driving over to Palm Springs. We have not yet booked the Airbnb for Palm Springs, but we have dates arriving and departing that are locked in. We are hoping this weekend goes well and that Sunday we will have a discussion with him about how that time over Christmas break will look.
Lastly, our outline for this weekend:
Thursday S and I will leave very early in the morning, changing planes and arriving into the area at 2:00 in the afternoon, renting a car. It’s about a 30-minute drive to the area of town where the house is that we're going to stay. S wants to meet him again in a park, she feels that this would be a fun tradition to start. Coincidentally there it looks to be a nice park just a couple blocks from the house so we're going to meet him there and spend some time with him as we won't be able to get quite to the house quite that early.
She will ride with him over to the house and we'll get unpacked. The plan is for me to go grocery shop for the food and beverages for our time together. I also need to do some equipment shopping that I can't do locally. I'm planning to give them several hours together before I come back. I'll make them dinner and we have agreed that we'll have a set bedtime and she will sleep with me that night as the next day is a significant day for us professionally with a new position and promotion on the line.
We will get up and have coffee together on Friday morning before I head out for headquarters. I'll be in a conference room for the day as part of the promotion. I have a physical performance exam that starts at 4:00 in the afternoon. We've made a plan that they will both come to it, it was an open-to-the-public type of event and so he will be introduced as a long time family friend who's also a professional photographer. She is very happy to be able to introduce him to some of our circle.
We're excited because he's going to take some professional action shots of me which I've never had before. We will go back to the house and spend the evening together. The next day S and I have a conference event at the headquarters until about 4:00 p.m. that day.
Sunday is still open, we are going to drive to an Apple Festival to hang out a little bit. A couple of things that we do know we want to do is I find it very hot to have them fooling around in the back seat while I drive them and that's something that they are both interested in doing. The drive is something that we've planned specifically for that, about an hour each direction.
We also want to redo our restaurant experience, a booth with her and a skirt and then fooling around during dinner so that's high on the priority list.
The thing that's still a little up in the air is the sleeping arrangements. We've had many discussions about this and different scenarios, I do have some anxiety and angst about her sleeping with him although I know it needs to happen that she wants it and he wants it, how it all looks and works out is yet to be determined. We have agreed to assess and talk each day.
Our thoughts are after the first night, she sneaks out in the middle of the night for sex with him (a surprise for him) and then comes back to me.
The next night we are hoping that it would work out that we all could sleep on the couch. Our idea is to hang out late together and then just happen to fall asleep. The house has a good-sized L couch, so they could be snuggled up on one part and me on the other. I think it would be really nice to be able to sleep and see them. It seems like a good transition without being alone and away from her.
Our last night there (Sunday) would be the night she could sleep in his bed, with a middle-of-the-night (short) hello to me.
All is still up in the air, but our initial thoughts on it.
Last night she had me wax her pussy and ass. Last visit she had me shave her and she did not enjoy the next week of it growing back. A number of years ago we had got a wax warming kit, so I dug it out and did the job (very sex to do). She looks amazing! So sexy and soft, everything looks great. I started laughing part way through and told her how crazy it was that I was trying to make her look perfect for her boyfriend. Never thought I would ever be in this positions.
We are leaving in just two more days and so I'm feeling excited with a sexual undercurrent, and anticipation of the new things we will discover but I also have quite a bit of anxiety and general scariness.
On a VERY fun note, I asked her about posting some pictures this morning and she said………… YES!!!!
So soon I will start a thread in the Hotties section. I just need to learn how to blur, size, and post.
We have a TON of pictures and I think it would be cool to go back and post them in sequence to the story.
If anyone has a direction to point me in blurring, I would appreciate a DM.
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Cuckcuckgoose1
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Re: The Boyfriend Quest
Oh man pictures would be awesome. The story alone is hotter than hell but adding pictures to the storyline puts this thread over the top.
Re: The Boyfriend Quest
First Picture has been posted!!!
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venus-can99
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Suedostbaier
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Re: The Boyfriend Quest
one wonders if such emotional and sensitive persons like you (2?) should ever engage in cuckolding...all is so minutely portrayed like a novel from the 19th cent. Drew Jay Dave is not portrayed (in my opinion) with an analogous depth in his motives and feelings... perhaps a change of perspective from time to time would be useful for the horny reader? Good work...thanx for taking the time and publishing it...
(((btw i personally would not like to be one of your children;-)
(((btw i personally would not like to be one of your children;-)
pls contact me if you want to share experiences with me
Re: The Boyfriend Quest
I am writing this at 6 AM on Friday morning trying to get thoughts down before my big day of testing.
Wednesday was busy in our preparations, getting the kids transitioned over to the grandparents, tieing up the business and getting packed.
Thursday’s flights were smooth, landing only slightly behind schedule, we got a four-door Jeep Wrangler from the rental car terminal and had a 30 minute drive to the park that David picked out.
He had given us directions to park in specific area that had access to a very scenic walking bridge. When we pulled in, I could see him up on the bridge and I told S that she should go out and meet him on her own. I went for a walk for about 20 minutes before sending her a message that I was going to head over to the house. We had brought down some local seafood and I wanted to get it in the fridge so that it wouldn’t go bad.
She texted that she was on her way and I was just leaving to do the equipment and grocery shopping.
I had angst and anxiety building all day plus we got up at 3 AM and I hadn’t eaten much that day and I could feel the end of my rope burning pretty fast.
A 30 minute drive to the equipment store that they didn’t have what I needed. I got an I love you text from S as I headed to the grocery store. I got home about seven to find them starting to unpack his car.
I was unfortunately pretty checked out at this point and started making them dinner while they snuggled by the breakfast bar and chatted
As they ate, I did the dishes and started unpacking our stuff in our room. They moved to the couch and she started riding him. I hung out in the bedroom for the evening. I did hear her have a very loud and long orgasm.
She had come in once to check on me. I told her that she should just go out and enjoy the evening
When she did come to bed, I was unfortunately, in a pretty bad mood and we talked through it with a short session of reclaimed sex.
I slept fitfully throughout the night and got up about 3 o’clock to write this and have some coffee.
She came out about four and we had a good discussion about how to get things back on track for the weekend some things that I’m going do and some things that she’s going do. We both fell back asleep for a little bit and now 530 and I just encouraged her to go into his room to. She went in and close the door and I can hear lots of fun sounds coming from it.
She gave me a rundown from their time yesterday his performance anxiety is completely gone, she said he is large and has great stamina. She said they fucked all over the house in each room and she is truly enjoying being filled up for the first time in her life.
Wednesday was busy in our preparations, getting the kids transitioned over to the grandparents, tieing up the business and getting packed.
Thursday’s flights were smooth, landing only slightly behind schedule, we got a four-door Jeep Wrangler from the rental car terminal and had a 30 minute drive to the park that David picked out.
He had given us directions to park in specific area that had access to a very scenic walking bridge. When we pulled in, I could see him up on the bridge and I told S that she should go out and meet him on her own. I went for a walk for about 20 minutes before sending her a message that I was going to head over to the house. We had brought down some local seafood and I wanted to get it in the fridge so that it wouldn’t go bad.
She texted that she was on her way and I was just leaving to do the equipment and grocery shopping.
I had angst and anxiety building all day plus we got up at 3 AM and I hadn’t eaten much that day and I could feel the end of my rope burning pretty fast.
A 30 minute drive to the equipment store that they didn’t have what I needed. I got an I love you text from S as I headed to the grocery store. I got home about seven to find them starting to unpack his car.
I was unfortunately pretty checked out at this point and started making them dinner while they snuggled by the breakfast bar and chatted
As they ate, I did the dishes and started unpacking our stuff in our room. They moved to the couch and she started riding him. I hung out in the bedroom for the evening. I did hear her have a very loud and long orgasm.
She had come in once to check on me. I told her that she should just go out and enjoy the evening
When she did come to bed, I was unfortunately, in a pretty bad mood and we talked through it with a short session of reclaimed sex.
I slept fitfully throughout the night and got up about 3 o’clock to write this and have some coffee.
She came out about four and we had a good discussion about how to get things back on track for the weekend some things that I’m going do and some things that she’s going do. We both fell back asleep for a little bit and now 530 and I just encouraged her to go into his room to. She went in and close the door and I can hear lots of fun sounds coming from it.
She gave me a rundown from their time yesterday his performance anxiety is completely gone, she said he is large and has great stamina. She said they fucked all over the house in each room and she is truly enjoying being filled up for the first time in her life.
Re: The Boyfriend Quest
". . . his performance anxiety is completely gone, she said he is large and has great stamina. She said they fucked all over the house in each room and she is truly enjoying being filled up for the first time in her life."
Uh-oh.
Uh-oh.