Sliding Doors and Missed Opportunities

[ursamajor69]

Here on the Wannabe’s forum, it is fantastic to see so many couples on their way forward, inching (or in some cases galloping) towards the Hotwife lifestyle. I love to read about the story of happy progress. However, in this post I look at the opposite: couples who seemed to be heading towards Hotwifing, but then due to circumstances not quite working out are now further away than ever. In other words, “Sliding Door” moments or missed opportunities where the outcome now would be radically different as the result of a minor decision.

This is where I find myself now, looking back at some of the near misses, where perhaps I should have pushed Elaine just a little harder or taken bolder action. But it is not all woe and regret. All of these events form the basis of what I masturbate to all the time. I have a pile of mental images based on what might have been. I will list our major Hotwife close-calls and my “spank bank” of fantasies based off them:

1) The online boyfriend: I have detailed Elaine’s intense 9 month long-distance online relationship with Dan in the library section and how this all started our journey into Hotwifing as a concept viewtopic.php?f=8&t=49123&p=937515#p937515. She was so hot for him that she kept telling him she wanted to swallow his cum (even though she was never able to do that for me) and letting him jizz in her pussy and ass (even though I wasn’t allowed to). Dan was in the armed forces and mostly based in Hawaii. My wife loves tropical islands and beaches. It would be a no brainer that I should have bought her a plane ticket for a week-long vacation with him. I bought the garter belt, stocking and high heels you see in my avatar pic with pleasing him in mind. I planned to pack that outfit along with a packet of condoms in her luggage. I certainly went some way into making plane and hotel bookings, but eventually didn’t go through with it. In hindsight, this is by far my biggest regret as I think Elaine would definitely have gone all the way at the time. Spank Bank: Elaine is giving her military man one of her fantastic blowjobs for the very first time and he quickly fills her mouth with a huge load of thick cum. She looks up at him, moaning on his cock, before swallowing a man’s love juice for the very first time. He spends the rest of the week exploring her body, no holes barred. The condom packet returns unopened, but the lingerie well worn.

2) Caught by the police: I go on conventions/conferences frequently and Elaine often comes along. Something about travelling and seeing a city by herself seems to open up a lot of opportunities. For example, Elaine went on a Supreme Court tour while I was at a convention in DC. She made a wrong turn down some stairs. She says that she went about 25 yards before she was surrounded by policemen with weapons and cuffs at the ready. As a petite Asian woman who obviously seemed lost, they assessed her as no risk and the policemen escorts her back to the tour...except that one stays with her and starts to ask her what she is doing the rest of the day and whether she would like a “private tour” of DC hotspots later. Elaine said that he looked pretty fit and cute (maybe she has a thing with men in uniform) and she had to think twice about saying no. He gave her his card and I really should have encouraged Elaine to call him. Spank Bank: After taking her out dancing, he takes her back to his place. My little Asian wife ends up on her knees, sucking dick with her hands cuffed behind her back. After that, she is pounded spreadeagled and handcuffed to his bed.

3) Art tour with a business rep: At a convention in Chicago, we were taken out to dinner by some business reps. One of the reps starts talking about art and Elaine says she would really like to go to the big art museum. He offers to take her while I am busy at the convention the next day and to my surprise, she enthusiastically said yes! I was quite surprised as there would obviously be the opportunity to do more than just admire art. I couldn’t sleep the whole night, my stomach in knots imagining what would happen. The next day at the convention was a blur to me – I could not concentrate on anything other than my wife alone with that guy. However, when I returned, Elaine said she got cold feet, and didn’t go through with the “date”. In hindsight, I think both of us were a bit anxious (it was a pretty obvious ploy, after all) and I really should have been more encouraging. Ambivalence is sometimes the enemy. Spank Bank: In the afternoon, I get a message on my cell phone not to return to our hotel room as she was going to be “busy” for a little while. However, I do sneak up to the room. Even from the other side of the door, I can hear slapping of skin on skin and Elaine moaning with pleasure. I then go down to the hotel lobby bar, awaiting her call to come up and reclaim her.

4) The blues bar singer: Again in Chicago, Elaine and I went to a blues bar one evening after a conference. She was dressed in a sexy short skirt and shiny black high-heeled knee boots. We sat at the bar, her quite close to the stage with me further back. She obviously caught the eye of the singer, because as soon as he finished a few songs, he sat himself at the bar between us and started chatting her up. He was a good looking young black man, so she was obviously lapping up the attention. When he left to prepare for the next set, I teased her about how he had his eyes on her, but she just laughed it off, unconvincingly. I purposely sat a little further away from her during the next set (she didn’t notice because she was focused on the singer) and sure enough in the next break, he came over to her again while I watched from down the bar. Unfortunately, the night ended without any further progress. Spank Bank: He takes her down to the dressing room where he bends her over a table, spreads her legs and pulls down her panties. She is fucked by him hard from behind, balancing on her stiletto boots, dress bunched around her waist and panties stretched between her ankles. It drives me wild imagining his big black cock reaming out her tight Asian pussy.

5) Double pool-side pickup: In sunny San Diego, we stayed at a resort hotel a little bit away from the conference. My wife spent most of the days alone by the pool and jacuzzi in a skimpy black bikini. She says 2 guys made a point of befriending her a couple of days in a row in the jacuzzi. Interestingly, this was just before her relationship with Dan and we discovered hotwifing; in a hotwife forum we found out that the hotel we were staying at had a reputation as a hotspot for swingers. Elaine says in retrospect, they were definitely trying to pick her up. From that time, discussing her being with 2 guys at the same time became a regular part of our dirty talk. If this incident had occurred during the peak of our hotwifing fantasies together, I think she might well have done it with at least one of them. Spank Bank: They take her to their room and spitroast her on her hands and knees. They swap sides a few times before erupting simultaneously, filling her up from both ends.

6) Partying in New Orleans: On a day off from a convention, we were wandering the French Quarter. The kids and I were looking at a menu outside a restaurant while Elaine was looking in the window of an antique shop. After a while, I noticed she was talking to a guy. We wander back to her and I ask how she is going. He doesn’t seem to notice us and I hear him asking “So, how about you and I be drinking buddies for today?”. She says no and he goes away. Then she tells me what his pickup line was: “Hey, you look just like my wife!”. To which Elain asked ‘Really? Is that a good thing or a bad thing?’. He then replies “Oh, definitely a good thing. Cos I’m not married.” Again, she was chuffed at being the center of male attention. I could have encouraged her to chase after him, but it was a little hard with the kids in tow. Spank Bank: After plying her with drinks at jazz bars, they end up at his hotel. He offers her Mardi Gras beads for each article of clothing she takes off. When she is completely naked, she is given more beads for each sex act she agrees to.

7) The work rival: At a previous job, my wife got into a long term rivalry with another woman. Their boss was newly divorced and my wife’s rival seemed to think my wife was getting too much of his attention. It happened that the boss was holding a big Christmas party at his place and we were invited. I came up with the plan of upstaging the rival by Elaine wearing a halter-top gold sequined cocktail minidress. It was body hugging and so short that she was afraid to sit down, lest it showed the thong panties she wore underneath, which was hard on her as she was wearing a pair of sexy ankle strap stilettoes. She was a smash hit at the party and her boss could not keep his eyes or hands off her all night. I kept my distance and let Elaine be her boss’s glamorous arm candy all night. Spank Bank: I lost sight of them plenty of times during the night (there were about 100 people there) and he lived in very a big house. I imaging him giving her a tour of his house and then she giving him a tour of her freshly shaved pussy.

8) The hiking trail: We once went on a hike on a trail that was not really that challenging or out of the way, but on the day we went, there seemed to be very few people around. I led Elaine a dozen yards or so off the main track, such that I felt we were not visible to anyone walking past. I got her to bend over and lean her hands on a tree and pulled down her shorts and panties and proceeded to fuck her from behind. The thrill of this public sex meant that I didn’t last long. I pulled out just as I began to cum (no condoms on us) and I cleaned myself up as Elaine pulled her pants up too. No sooner had we got ourselves somewhat respectable again and we both see a guy rounding a bend on the main trail, clearly visible to us and vice versa. We greeted each other, as hikers do. But had I lasted just a little longer, or had he come along a little earlier, and he would have caught us very much mid-act. Spank Bank: The guy came around the corner a minute earlier, silently watching us. We only notice him after I pull out, Elaine’s panties still around her thighs. He approaches us and asks if he can join the fun. I think it is rude not to share, but only if Elaine wants it. To my surprise, she says yes. To her surprise, he pulls out a monster cock. Her moans and squeals echo through the wilderness as he rides her, until he unloads his baby batter right into her unprotected pussy.

So, fellow Wannabes, have you got stories of sliding door moments where a little change may have turned a missed opportunity into a super sexy outcome? And have these fueled ever more vivid fantasies over time?

[MartasBoy]

Well, there was a time that a guy came to our house to share some Native American rituals with my wife. He studied Native American culture and my wife was interested in that. He offered to demonstrate some shamanic practices with her. But we were young and newly married and I was mostly focused on our marital sex life, and hadn't yet become aware of my fantasy of her being with another man. I was sort of limited, at that time, to fantasizing about her with another woman.

[wannabe72]

I am a wannabe who's wife is unaware. For me....

1. Guy at pool in Vegas - My wife, fit and busty, tends to get a good bit of attention when in her bikini. Once at a pool in Vegas I went to get us some drinks. When I was about to start walking back I saw a guy was talking to her. I stayed back and watched for a few minutes. When I went back the guy was not immediately scared off and stayed and chatted with us, mostly with my wife, but at one point he kind of abruptly stopped and left. I didn't know what to do or say to get them to continue and develop the situation further. I think just a slightly different course of events could have lead to he and my wife having sex.

2. Friend over - My wife came down when I had a buddy over in a low-cut shirt. She was showing quite a lot of cleavage. She sat down, he was standing, and gave my buddy quite a nice view down her shirt. They smiled (knowingly I think) at each other and chatted for a while. Another situation I wish would have developed further, but did not know what to do. I would have liked this scenario to have evolved into her showing off more of her body to him.

I have an open door right now, but I am not sure what steps I should take next. We met a younger guy recently who was respectful to me, but clearly comfortable flirting with my wife, which I could tell she enjoyed. He works at a local fancier restaurant. I have no specific plan but intend to take her back in the hopes he is there. I'd like to encourage further flirting in the hopes of things advancing to sex. Any advice is welcome.

[itsmagic1954]

There were acquaintances of ours where the husband was exactly her type. We were invited to their cabin with a few others for a painting party. We spent the night; she began pillow talk with me about how attracted she was to him and how aroused she was. The sex was unbelievably hot.

A few weeks later, we were invited to a dinner party at their home. We had never been there before. My wife decided to “sex” her outfit and makeup somewhat, nothing too outrageous As we drove to their place, she stroked my cock as she whispered in my ear that she wasn’t wearing underwear. She added that she hoped to have the opportunity to have him take her on a tour of the house. While in one of the bathrooms, she thought that she might be able to entice him to give her a quick fuck from behind as she bent over a sink. She knew he was strongly attracted to her.

Alas, the chance for her house tour with him never materialized But our sex that night was stratospheric.

[Blackjack4724]

We are a couple that has been in this lifestyle for many years. This thread caught my eye and thought I’d give it a read. I can tell you that having done this as long as we have, I’ve had many a missed opportunity myself. There are a lot of factors involved but one thing I might add is that at some point try stepping out of the fantasy zone just a little and see where it goes.

Every encounter doesn’t have to be wild fucking in some hidden corner of a building. Great satisfaction on my part has come from simple touches under a dinner table or hands on me on the dance floor. I have some very fond memories of men where it almost happened but never really did but the foreplay we had kind of innocently turned out to be the best part of the encounter.

So I encourage you to have your wives reach out and touch, kiss, give a sexy look, brush up against, flash a stocking top or anything that might be the catalyst to take your relationship to the next level.
-Tammy

[ursamajor69]

Well, there was a time that a guy came to our house to share some Native American rituals with my wife. He studied Native American culture and my wife was interested in that. He offered to demonstrate some shamanic practices with her. But we were young and newly married and I was mostly focused on our marital sex life, and hadn't yet become aware of my fantasy of her being with another man. I was sort of limited, at that time, to fantasizing about her with another woman.

A private lesson of any sort is a scenario ripe with so many possibilities. And it is also true that in youth we are not always aware of what we may really want later in life. Have you wondered what you might do differently now in the same situation?

[ursamajor69]

I am a wannabe who's wife is unaware. For me....

1. Guy at pool in Vegas - My wife, fit and busty, tends to get a good bit of attention when in her bikini. Once at a pool in Vegas I went to get us some drinks. When I was about to start walking back I saw a guy was talking to her. I stayed back and watched for a few minutes. When I went back the guy was not immediately scared off and stayed and chatted with us, mostly with my wife, but at one point he kind of abruptly stopped and left. I didn't know what to do or say to get them to continue and develop the situation further. I think just a slightly different course of events could have lead to he and my wife having sex.

2. Friend over - My wife came down when I had a buddy over in a low-cut shirt. She was showing quite a lot of cleavage. She sat down, he was standing, and gave my buddy quite a nice view down her shirt. They smiled (knowingly I think) at each other and chatted for a while. Another situation I wish would have developed further, but did not know what to do. I would have liked this scenario to have evolved into her showing off more of her body to him.

I have an open door right now, but I am not sure what steps I should take next. We met a younger guy recently who was respectful to me, but clearly comfortable flirting with my wife, which I could tell she enjoyed. He works at a local fancier restaurant. I have no specific plan but intend to take her back in the hopes he is there. I'd like to encourage further flirting in the hopes of things advancing to sex. Any advice is welcome.

1. I know what you mean. Things often seem to go along so well, and then a sudden dead end. However, if your wife is unaware, then at some point, she may have sent a "back-off" signal to the guy without you seeing.

2. That is hot! It certainly seems like things might evolve if he is invited over more often. However, without discussing things openly with your wife, this may lead to cheating rather than hotwifing.

In general the these here is that hotwifing needs *excellent* communication between you and your wife. Without your explicit approval and her agreement, all this (with your friend or the restaurant worker) will lead nowhere in the best case scenario, or cheating in the worst. It is daunting introducing the subject, but it often can be introduced gently in pillow talk etc.

[ursamajor69]

There were acquaintances of ours where the husband was exactly her type. We were invited to their cabin with a few others for a painting party. We spent the night; she began pillow talk with me about how attracted she was to him and how aroused she was. The sex was unbelievably hot.

A few weeks later, we were invited to a dinner party at their home. We had never been there before. My wife decided to “sex” her outfit and makeup somewhat, nothing too outrageous As we drove to their place, she stroked my cock as she whispered in my ear that she wasn’t wearing underwear. She added that she hoped to have the opportunity to have him take her on a tour of the house. While in one of the bathrooms, she thought that she might be able to entice him to give her a quick fuck from behind as she bent over a sink. She knew he was strongly attracted to her.

Alas, the chance for her house tour with him never materialized But our sex that night was stratospheric.

Sounds like your wife is really into it with this guy, which is great! The detail of your wife not wearing underwear is particularly hot!! We've fantasized about it, but my wife has never gone on any social events with guys (literally dates, really) with no underwear, but she has worn sexy lingerie underneath.

I may be assuming things, but dealing with his wife if she were ever to find out may be a complicating factor. That's kind of why my wife has always targeted younger single men or divorced men (with my encouragement).

[ursamajor69]

We are a couple that has been in this lifestyle for many years. This thread caught my eye and thought I’d give it a read. I can tell you that having done this as long as we have, I’ve had many a missed opportunity myself. There are a lot of factors involved but one thing I might add is that at some point try stepping out of the fantasy zone just a little and see where it goes.

Every encounter doesn’t have to be wild fucking in some hidden corner of a building. Great satisfaction on my part has come from simple touches under a dinner table or hands on me on the dance floor. I have some very fond memories of men where it almost happened but never really did but the foreplay we had kind of innocently turned out to be the best part of the encounter.

So I encourage you to have your wives reach out and touch, kiss, give a sexy look, brush up against, flash a stocking top or anything that might be the catalyst to take your relationship to the next level.
-Tammy

Thanks Tammy, that is a great insight. You are right and that is kind of what I had in mind. There are many close calls that may have gone differently had the starts aligned. And you are right: all out sex is not the be-all-and-end-all. For example, my wife was a maid of honor at a wedding and she had to do many things with the best man, who we both knew was very single. Watching my wife slow dance with him, especially as I knew she was only wearing thong panties that night, so just a thin bridesmaid dress between his hand and her butt.

So in the end to all the wannabes, grab each opportunity with both hands, and the more goes you have, the more your chances of success!

[Blackjack4724]

We are a couple that has been in this lifestyle for many years. This thread caught my eye and thought I’d give it a read. I can tell you that having done this as long as we have, I’ve had many a missed opportunity myself. There are a lot of factors involved but one thing I might add is that at some point try stepping out of the fantasy zone just a little and see where it goes.

Every encounter doesn’t have to be wild fucking in some hidden corner of a building. Great satisfaction on my part has come from simple touches under a dinner table or hands on me on the dance floor. I have some very fond memories of men where it almost happened but never really did but the foreplay we had kind of innocently turned out to be the best part of the encounter.

So I encourage you to have your wives reach out and touch, kiss, give a sexy look, brush up against, flash a stocking top or anything that might be the catalyst to take your relationship to the next level.
-Tammy

Thanks Tammy, that is a great insight. You are right and that is kind of what I had in mind. There are many close calls that may have gone differently had the starts aligned. And you are right: all out sex is not the be-all-and-end-all. For example, my wife was a maid of honor at a wedding and she had to do many things with the best man, who we both knew was very single. Watching my wife slow dance with him, especially as I knew she was only wearing thong panties that night, so just a thin bridesmaid dress between his hand and her butt.

So in the end to all the wannabes, grab each opportunity with both hands, and the more goes you have, the more your chances of success!

Agreed, and yes. Opportunities present themselves quite often and you just have to be ready to seize those opportunities and make the best of them. Be willing to push the envelope just a little and you might just be surprised where it will take you.
-Tammy

[itsmagic1954]

There were acquaintances of ours where the husband was exactly her type. We were invited to their cabin with a few others for a painting party. We spent the night; she began pillow talk with me about how attracted she was to him and how aroused she was. The sex was unbelievably hot.

A few weeks later, we were invited to a dinner party at their home. We had never been there before. My wife decided to “sex” her outfit and makeup somewhat, nothing too outrageous As we drove to their place, she stroked my cock as she whispered in my ear that she wasn’t wearing underwear. She added that she hoped to have the opportunity to have him take her on a tour of the house. While in one of the bathrooms, she thought that she might be able to entice him to give her a quick fuck from behind as she bent over a sink. She knew he was strongly attracted to her. The wife

Alas, the chance for her house tour with him never materialized But our sex that night was stratospheric.

Sounds like your wife is really into it with this guy, which is great! The detail of your wife not wearing underwear is particularly hot!! We've fantasized about it, but my wife has never gone on any social events with guys (literally dates, really) with no underwear, but she has worn sexy lingerie underneath.

I may be assuming things, but dealing with his wife if she were ever to find out may be a complicating factor. That's kind of why my wife has always targeted younger single men or divorced men (with my encouragement).

His wife was certainly a complicating factor, but…the house was large with a ready excuse for extending the tour. She has shared more than one fantasy about him with me. I found out after our day spent helping to paint their cabin, she had taken a few chances to touch his arm and his shoulder. Her top was tight over her large breasts that she occasionally lightly rubbed against him.

Late in the afternoon, we announced that we were borrowing their canoe for some sexy fun among the high reeds on the lake.She pulled off her top with her breasts naked where anyone might see us. Upon our return, I suggested that she find a quiet private moment to share with him what we had done, not really caring if he shared it with his wife.

We had many other “sliding door” moments, both together and her out with girlfriends. They always lead to amazing sex.