Wife on a date
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kellycuckoldsmark
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Wife on a date
My wife is currently on a date.
That in itself is nothing new. We have a date night every week - every marriage book says it is good for your marriage. Except for us she spends date night with someone else but it is a good cover for the sitters, especially when they are family!
So she is on the third date with this guy. Some of you have read my other posts that post Covid, Kelly likes to see out of town travelers. First date is purely drinks or dinner and at most he may get a kiss. Second date - if he gets one - she will go to his room and do everything but intercourse. That allows her to find out if he is any good in bed and if she wants to spend another date with him. This guy obviously made the grade because here we are, or better said there they are.
Me? Well I get to have a date night on my own. I drive her to wherever she is meeting him and often drive them both back to his hotel and then wait in the hotel parking lot till she texts me to drive to the front door. She always requires a condom but makes sure she always gets in the car having sucked their cock clean or given them head so she can kiss me and have me taste him.
So what is different tonight from the many other nights?
Well, it's my birthday Monday and she has promised a roller coaster of cuckold bliss from tonight through Monday. Usually 5-7 days from a sex date she stops doing anything to pleasure me. She will often have me pleasure her with my tongue but doesn't allow anything in her so she is nice and tight for him. That all happened this week - 7 days w/o coming. I am in panties for the two days before the date and the last 24 hours I am caged. All that happened. I always buy her new lingerie for every date and our agreement is I never get to see it. When she comes home she changes immediately into something plain and that's how - if I am very lucky - i get to cum eventhough she knows I adore lingerie.
(This post is getting long). So tonight she was changing and I am not allowed in when that happens. I literally can't see the lingerie on her except for pictures she takes and texts me as I wait for her to reveal what she looks like for her lover. So it was very strange when she calls me into the bathroom. She is dressed. She tells me to drop my pants which I do - very confused - and then takes the key off of her necklace and unlocks the cage. I daren't do anything lest I read the signals wrong. She then takes the cage of and tucks my cock back in my panties. I stay silent.
She then puts on a silk elbow length dress glove (because she doesn't want to touch me when she is technically his tonight) and with her gloved hand starts to stroke my cock through the panties. She leans and whispers as a birthday treat you are allowed to cum and starts to stroking harder telling me how much she is looking forward to his thick cock in her hand, her mouth and her pussy.
Of course soon I am unloading a weeks worth of cum into my panties. It is one big mess. She then tells me to pull my pants up. She doesn't put the cage back on so my cock is free and covered in its own cum. I am sitting in the hotel parking lot. They are probably in the hotel bar or maybe his room. My panties are wet, my legs are wet and I am so happy.
I guess I wrote because we have done almost everything cuckoldress/cuckold do and yet this was a new one tonight.
That in itself is nothing new. We have a date night every week - every marriage book says it is good for your marriage. Except for us she spends date night with someone else but it is a good cover for the sitters, especially when they are family!
So she is on the third date with this guy. Some of you have read my other posts that post Covid, Kelly likes to see out of town travelers. First date is purely drinks or dinner and at most he may get a kiss. Second date - if he gets one - she will go to his room and do everything but intercourse. That allows her to find out if he is any good in bed and if she wants to spend another date with him. This guy obviously made the grade because here we are, or better said there they are.
Me? Well I get to have a date night on my own. I drive her to wherever she is meeting him and often drive them both back to his hotel and then wait in the hotel parking lot till she texts me to drive to the front door. She always requires a condom but makes sure she always gets in the car having sucked their cock clean or given them head so she can kiss me and have me taste him.
So what is different tonight from the many other nights?
Well, it's my birthday Monday and she has promised a roller coaster of cuckold bliss from tonight through Monday. Usually 5-7 days from a sex date she stops doing anything to pleasure me. She will often have me pleasure her with my tongue but doesn't allow anything in her so she is nice and tight for him. That all happened this week - 7 days w/o coming. I am in panties for the two days before the date and the last 24 hours I am caged. All that happened. I always buy her new lingerie for every date and our agreement is I never get to see it. When she comes home she changes immediately into something plain and that's how - if I am very lucky - i get to cum eventhough she knows I adore lingerie.
(This post is getting long). So tonight she was changing and I am not allowed in when that happens. I literally can't see the lingerie on her except for pictures she takes and texts me as I wait for her to reveal what she looks like for her lover. So it was very strange when she calls me into the bathroom. She is dressed. She tells me to drop my pants which I do - very confused - and then takes the key off of her necklace and unlocks the cage. I daren't do anything lest I read the signals wrong. She then takes the cage of and tucks my cock back in my panties. I stay silent.
She then puts on a silk elbow length dress glove (because she doesn't want to touch me when she is technically his tonight) and with her gloved hand starts to stroke my cock through the panties. She leans and whispers as a birthday treat you are allowed to cum and starts to stroking harder telling me how much she is looking forward to his thick cock in her hand, her mouth and her pussy.
Of course soon I am unloading a weeks worth of cum into my panties. It is one big mess. She then tells me to pull my pants up. She doesn't put the cage back on so my cock is free and covered in its own cum. I am sitting in the hotel parking lot. They are probably in the hotel bar or maybe his room. My panties are wet, my legs are wet and I am so happy.
I guess I wrote because we have done almost everything cuckoldress/cuckold do and yet this was a new one tonight.
Re: Wife on a date
Having ejaculated already, it must have made it that much more emotionally difficult, no?
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venus-can99
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Re: Wife on a date
Interesting update mark. If this guy has additional dates with Kelly will it he be allowed to cum in her so you get to taste him as well ?
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Re: Wife on a date
She sounds sexy!
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kellycuckoldsmark
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Re: Wife on a date
No, Kelly has very strict rules re bareback. She doesn't have people that she sees more than maybe 4x as for her - and us - the turn on is more about the newness. She has never wanted a regular boyfriend.venus-can99 wrote: ↑Thu Mar 13, 2025 9:03 pmInteresting update mark. If this guy has additional dates with Kelly will it he be allowed to cum in her so you get to taste him as well ?
The only two people she goes bareback with are my best friend who sadly only gets to us about 1x a year and her best friends dad. I have written about this in parts elsewhere. He is also one of her own dad's best friends. She hadn't seen him for about 14/15 years until a DM from a reader on here made us reach out to them and we saw them this time last year and reacquainted everything.
He is flying up here tomorrow. The plan is as part of my birthday celebrations we will have an overnight stay Saturday night but in reality we will be away but she will spend the night with him. I have a room on the same floor and I am hoping she may let me fuck her right after her She knows this would be a great present. They will spend Sunday morning together and she hopes to skip out Sunday afternoon/evening to see him and then she has a plan for Monday (my actual birthday) and we are both working from home!
Tonight she has a few guys from Tinder. She never does Tinder but I aways loved when she would pick up a random guy in a bar but this was over 20 years ago so another present if she does this......
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venus-can99
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Re: Wife on a date
That sounds pretty hot ! Best wishes for an enjoyable birthday Mark and Kelly presents you with a wet juicy pussy
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kellycuckoldsmark
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Re: Wife on a date
That's my hope for tonight as Hal is allowed to cum in her pussy and I am sure he will several times over the next couple of days.venus-can99 wrote: ↑Fri Mar 14, 2025 8:20 pmThat sounds pretty hot ! Best wishes for an enjoyable birthday Mark and Kelly presents you with a wet juicy pussy
Last nights Tinder date was a huge success so the birthday presents continue!
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venus-can99
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Re: Wife on a date
Nice! Would be great to hear about Kelly's tinder datekellycuckoldsmark wrote: ↑Sat Mar 15, 2025 8:14 am
That's my hope for tonight as Hal is allowed to cum in her pussy and I am sure he will several times over the next couple of days.
Last nights Tinder date was a huge success so the birthday presents continue!
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kellycuckoldsmark
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Re: Wife on a date
(Probably just an update for me but it is fun to record it somewhere)
So her TInder date worked great and didn't flake! We did the usual kid stuff and then she got ready with our usual routine and left around 10 to meet him at a bar/club. He was 27 and had a MILF fantasy. Kelly doesn't see guys this young but she knew it was a fantasy I had so deliberately chose someone young and a little rough around the edges.
He was good looking and they soon met his friends and their girlfriends and she said it was painful being with such young people and their immaturity but he was very hands on and liked to have his hands on her ass, around her shoulder, kissing on the dance floor and so on. Definitely a show for his friends. THey went back to his a little after midnight - tracking on her phone - so I knew she was having fun. She said he was very confident but his cock was a little disappointing. Very long but too slim for her taste. However, she said it was an ok fuck and lots of hair pulling and slapping. He ended up coming on all fours and as always she took the condom off and sucked his cock.
She knew the door was open but didn't think anything of it as he was all over her when they came in. He collpased on the bed and she ordered her Uber and started getting dressed. When she walked out of the room his room mate was sitting on the sofa stroking his cock. She admitted she was impressed by its size. And she walked over to him and sucked him and he put his hands on the back of her head. She stopped sucking him and pulled a condom out of her purse and said, my Uber is almost here be quick and with that she bent over the sofa, lifted her skirt. He hopped up and slid his cock past her panties. She said she really enjoyed his cock and was tempted to cancel the Uber but she didn't want the other guy joining in so enjoyed the orgasm - didnt wtih the other guy - until he filled the condom. Cleaned him up and took the condom.
She came home around 2.30 and brought the condoms and had me wear one as I 'reclaimed' her......
Great night behind and great night ahead.
So her TInder date worked great and didn't flake! We did the usual kid stuff and then she got ready with our usual routine and left around 10 to meet him at a bar/club. He was 27 and had a MILF fantasy. Kelly doesn't see guys this young but she knew it was a fantasy I had so deliberately chose someone young and a little rough around the edges.
He was good looking and they soon met his friends and their girlfriends and she said it was painful being with such young people and their immaturity but he was very hands on and liked to have his hands on her ass, around her shoulder, kissing on the dance floor and so on. Definitely a show for his friends. THey went back to his a little after midnight - tracking on her phone - so I knew she was having fun. She said he was very confident but his cock was a little disappointing. Very long but too slim for her taste. However, she said it was an ok fuck and lots of hair pulling and slapping. He ended up coming on all fours and as always she took the condom off and sucked his cock.
She knew the door was open but didn't think anything of it as he was all over her when they came in. He collpased on the bed and she ordered her Uber and started getting dressed. When she walked out of the room his room mate was sitting on the sofa stroking his cock. She admitted she was impressed by its size. And she walked over to him and sucked him and he put his hands on the back of her head. She stopped sucking him and pulled a condom out of her purse and said, my Uber is almost here be quick and with that she bent over the sofa, lifted her skirt. He hopped up and slid his cock past her panties. She said she really enjoyed his cock and was tempted to cancel the Uber but she didn't want the other guy joining in so enjoyed the orgasm - didnt wtih the other guy - until he filled the condom. Cleaned him up and took the condom.
She came home around 2.30 and brought the condoms and had me wear one as I 'reclaimed' her......
Great night behind and great night ahead.
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Re: Wife on a date
Great stories! Thanks for sharing!kellycuckoldsmark wrote: ↑Sat Mar 15, 2025 12:23 pm(Probably just an update for me but it is fun to record it somewhere)
So her TInder date worked great and didn't flake! We did the usual kid stuff and then she got ready with our usual routine and left around 10 to meet him at a bar/club. He was 27 and had a MILF fantasy. Kelly doesn't see guys this young but she knew it was a fantasy I had so deliberately chose someone young and a little rough around the edges.
He was good looking and they soon met his friends and their girlfriends and she said it was painful being with such young people and their immaturity but he was very hands on and liked to have his hands on her ass, around her shoulder, kissing on the dance floor and so on. Definitely a show for his friends. THey went back to his a little after midnight - tracking on her phone - so I knew she was having fun. She said he was very confident but his cock was a little disappointing. Very long but too slim for her taste. However, she said it was an ok fuck and lots of hair pulling and slapping. He ended up coming on all fours and as always she took the condom off and sucked his cock.
She knew the door was open but didn't think anything of it as he was all over her when they came in. He collpased on the bed and she ordered her Uber and started getting dressed. When she walked out of the room his room mate was sitting on the sofa stroking his cock. She admitted she was impressed by its size. And she walked over to him and sucked him and he put his hands on the back of her head. She stopped sucking him and pulled a condom out of her purse and said, my Uber is almost here be quick and with that she bent over the sofa, lifted her skirt. He hopped up and slid his cock past her panties. She said she really enjoyed his cock and was tempted to cancel the Uber but she didn't want the other guy joining in so enjoyed the orgasm - didnt wtih the other guy - until he filled the condom. Cleaned him up and took the condom.
She came home around 2.30 and brought the condoms and had me wear one as I 'reclaimed' her......
Great night behind and great night ahead.
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venus-can99
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Re: Wife on a date
Wow that’s nice - Kelly had a bonus! Will she see the roommate again?
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kellycuckoldsmark
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Re: Wife on a date
No, I wouldn't expect Kelly to see either of them again. This was purely a fantasy fulfillment for my birthday. She admitted that she enjoyed it more than she thought. Not so much the club as she felt a little silly but she enjoyed being back in his room with the guy and his youth. It turned her on that the roommate was jerking off when she walked in the living room. It didn't surprise her given he had been listening - maybe watching.venus-can99 wrote: ↑Sat Mar 15, 2025 8:34 pmWow that’s nice - Kelly had a bonus! Will she see the roommate again?
She said that sucking him was good and she thought of having him cum in her mouth but then felt extra slutty and reached for the condom. She liked 'demanding' that he had to fuck her quickly before the Uber came. She didn't want anything drawn out and bending over and feeling him slide in her and roughly pound her made her cum.
Bringing home two condoms full of cum surprised me - and made me very happy - and then she slid one down my cock so I felt their cum against my cock as she lay back and let me fuck her after her two young studs had just recently done the same.
Last night, we met up with her best friends dad (one of her dad's best friends). He had flown up for the weekend for my birthday but his present is to fuck Kelly. He is 76 now and Kelly first slept with him in 2001 when we screwed up an ad on AFF. We hadn't seen him or his wife for almost 15 years before reconnecting last Spring. For some reason, despite his age, Kelly really likes being with him. When we first met them she really liked the taboo nature of fucking her best friends dad. She wore her best friends clothes, even her wedding dress and fucked in her best friends bed and also more than once was at a function with her parents while having Hal's cum dripping from her pussy.
Lots of stories from last night and will put the first in here. We had booked an executive suite for them and a normal room for me. We got there early and he instructed us to be in the hotel bar at a certain time and to sit at the bar and he would join us at some time. We went to our room and Kelly followed the routine of changing into her lingerie with out me seeing and giving my panties and taking the key to the cage. We went down to the bar and ordered drinks. The bar was pretty quiet so we chatted to the barman for a bit. Probably about 20-30 minutes after we had sat at the bar Hal came down. Without hesitation he walked up to Kelly and put his arm around her and kissed her on the lips and pretty much ignored me.
He didn't order a drink but instead said in an unnecessarily loud voice 'Kelly, let's go and have some fun' and took her hand and led her away. I could see the barman look at me and even had a small smirk on his face as she looked at me sitting there and my wife walking away with this much older (Hal is 30 years older than Kelly). He didn't say a word to me but the situation was seriouly awkward.
About 45 mins later they came downstairs. Kelly was all put together but they walked in with his arm around her and ordered drinks and sat and chatted. The barman was very attentive! And then we all went to dinner. If anyone is interested I can fill in more.
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venus-can99
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Re: Wife on a date
Kelly has a naughty streak too - love it! I am definitely interested to hear more. Any background about Kelly's time with Hal would make good reading as well - e.g., how did cucking with him start (you mentioned screw up in AFF), etc.
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kellycuckoldsmark
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Re: Wife on a date
Thanks for your interest! I think I wrote about our screw up previously on an 'Outed' thread but can give a recap here. Fun writing about it especially with Hal here in town right now.venus-can99 wrote: ↑Sun Mar 16, 2025 6:59 pmKelly has a naughty streak too - love it! I am definitely interested to hear more. Any background about Kelly's time with Hal would make good reading as well - e.g., how did cucking with him start (you mentioned screw up in AFF), etc.
So Kelly and I were new to the scene, she was 22 and I was 31. We had only seen guys and one couple to this point. We were all about trying new things as Kelly was a virgin when we met so first time sucking another guy, fucking another guy, being with a woman, etc. The first experience with a girl was great for Kelly but they didn't swap. I also wanted to see Kelly with a much older man and also wanted to be with an older woman. So we were on AFF.
We had posted non-facial pictures although some of our faces were showing. We connected with a mature couple. He was 51'ish and she was late 40's. They also posted non-face pics and they had great bodies. Importantly for us they also had experience as we were keen to meet with people who wouldn't flake, change their minds or just be immature. We emailed back and forth and agreed to meet at local sports bar for a drink and likely fun afterwards. They said they could host.
We were a full swap couple at the time. Cuckolding didn't come till much later. So we were sitting there watching the door when Kelly's best friends (Emily) parents walk in. It was an oh crap moment, here we are waiting to meet and older couple for sex and how do we explain the relationship to Hal and Susan, Kelly went into total guilt mode. They saw us and headed our way and the usual greetings happened. But instead of then walking to a table they sat down at ours. Kelly and I looked at each other very confused when Hal said, we are Max and Angie from AFF........
They were cool and calm and used their years of experience to calm us down as well. Hal was an attractive mature man. Kelly had never thought of him sexually but had known him for years. Emily was her best friend and Hal was one of her dad's closest friends and the families saw eachother socially on a regular basis. As she had never thought of women sexually until her first encounter with Paula she had never thought anything of Susan although I would say she was a very attractive older woman, who stayed home, kept very fit and given their income dressed and put herself together amazingly.
Kelly definitely needed a couple of drinks for the shock but in the end we agreed to follow them back to their place. The car ride was a discussion of did we want to do this? We hadn't fully crossed the Rubicon yet. Yes, they knew we were open to swapping but they had also outed themselves. Actually taking the next step would change everything. To be clear I had no hesitation! Kelly did have pros, she was intrigued to find out what a mature man like Hal was like in bed; she also had the kinky thought of fucking someone so close to her dad but she had guilt about fucking her best friends dad and found that thought gross plus her best friends dad would be seeing her naked and.........she still hadn't decided when we arrived at their place. ANything happening between her and Susan hadn't even crossed her mind.
Does that help? There is more but as always don't want to bore the 1-2 followers!
Re: Wife on a date
Fascinating and a turn on for sure!
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venus-can99
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Re: Wife on a date
Thanks for starting the episode of Kelly with Hal and Susan. You are definitely not boring - OTOH it is getting very interesting
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kellycuckoldsmark
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Re: Wife on a date
Thank you.venus-can99 wrote: ↑Mon Mar 17, 2025 6:32 amThanks for starting the episode of Kelly with Hal and Susan. You are definitely not boring - OTOH it is getting very interesting
That first night we went to their place and Kelly and Susan kissed each other on the sofa as Hal and I watched. That was absolutely unbelievable to watch. Susan was only the second woman Kelly had ever kissed and was very attractive for her age. Susan began to caress Kellys breast before Hal stepped in.
I didn't know if this was going to be a same room swap or what he had planned but he said, 'hey before you two get to carried away, I think Mark and I should be included. Susan, why don't you take Mark to our room' And with that he took Kelly's hand and led her up the stairs and Susan and I followed. In these days when we swapped I always loved watching Kelly walk with the other guy to a room. I always tried to follow with the other wife so I could see her. Anyway, they had a big house and at the top of the stairs they went right and we went to the master suite. I had never been upstairs at their house so no clue where they were going. I assumed the guest room. However, Kelly told me later that he walked her past the guest room and into Emily's old room. She had only moved out a few months earlier so it looked exactly how Kelly remembered it. As Kelly was to discover in the weeks, months and years to come it was a coincidence that they ended up in her best friends room but for now that was far from her mind.
In our limited experience, we had always used condoms with others so far, but Kelly said she just felt it was right (and safe) not to ask Hal to use one. So they fucked in her best friends bed. She really enjoyed being with Hal. He knew what he was doing. Was very focused on her pleasure. Had a nice thick cock and took his time with different positions and ensuring her orgasms were long and intense. She told me she did think of who he was times and it didn't bother her at all. in fact she said it turned her on more to be fucking her parents friend. She also thought of Emily laying in the same position as her boyfriend (now husband) had sex with her in the same bed.
I had a great time with Susan - not as much as Kelly did with Hal - and we were downstairs first. We didn't stay long afterwards but the next date was set.
And today Hal comes to our house for the first time. Saturday night Kelly spent the night with him as part of my 'birthday night without kids present' and that spawned many stories. Last night after the kids were in bed, she snuck out for a quickie in his hotel room and today, now the kids have left for school, she is getting herself ready. The plan is for Hal to spend the day with us until pre school bus drop off. Kelly says she has some special treats lined up for me. One of my presents was to be allowed to watch her with him on Saturday night. I haven't seen them together for about 20 years and haven't seen Kelly with anyone for over 10 years so seeing her fuck with someone she really cares for was amazing. Other things happened as well that may be another post.
He arrives at 10. Both of us not working. Can't wait to see or hear or whatever happens!
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Luvhotwives95
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Re: Wife on a date
Please continue!!! Such a hot fricken story!!!
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kellycuckoldsmark
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Re: Wife on a date
What a weekend. Neither Kelly or I have recovered physically and don't want to lose the buzz mentally. Stuff dreams are made of! I will try and recap it all over the next few days.
So back to Saturday night and we left the hotel bar and headed to a nearby restuarant. Hal's arm was around Kelly the whole time and as Kelly told me to walk a pace or two behind them, I had the pleasure of watching it slip on to her ass for most of the walk. At the restuarant it was evident to all that they were the couple and we got a few odd looks given the age difference. We were seated with Hal sitting next to Kelly and all through dinner one of them had their hand under the table on the other. Kelly told me he would stroke her garter strap and try and sneak under the dress while she would rest her hand on his cock. At one point, Kelly calmly said 'I think I am going to stain these seats. (looking at Hal) I can feel your cum dripping through my panties'. As a cuck it was an amazing thing to here.
The conversation was really hot as well. Hal decided to remind us - as if we needed reminding - of all the things we had done in the past, or should I say, what Kelly had done in the past either with Hal or with someone else at his request. He had three particular favorites; fucking her during cocktail hour at a wedding so she sat at dinner with her mom and dad, Hal and Susan, EMily and husband full of his cum; fucking her at another wedding when Hal's room was next to her parents and fucked her so the headboard deliberately hit the wall. Her parents would have thought Susan was having some fun not knowing what their daughter was enjoying and finally the golf course.
Anyway, we went back to the room and I was allowed to come up with them. I first had to go and get Kelly's case from our room and Kelly opened the door when I returned still in her short black dress. She opened the door and walked away and I could see why. Hal was standing at the end of the bed, naked from the waist down and very hard, thick cock standing to attention. As I brought the bag through the door Kelly was already on her knees enjoying his cock.
Once she stopped - I think it was an appetizer while I got the case - she went into the bathroom to change into somehting for Hal. He stripped off and got on the bed. She soon reappeared in a black baby doll, black 3/4 bra and thong with thigh highs and heels. She walked to me first and asked if I would like to stay and watch. Of course I said yes and she said well maybe I can allow that. She then held out a pair of black panties and said, I wore these Hal earlier. Thank you for buying them because he iiked them a lot. They have so much of his cum in them......open wide' And with that the cum soaked panties were stuffed in my mouth.
She then undid my pants and pushed them down to show my panties. Remember, Hal has never cucked me before it has always been swapping or a hotwife but this was different. He now saw me in panties and the bulge of the cage. She then took the panties down and said 'See, I told you he is caged. This ensures he doesn't get too excited and cum but he is dripping! and she laughed' She pulled my panties up and walked back to the bathroom and came back with a set of play handcuffs and said 'just to make sure he doesn't do anything naughty' and put my hands behind my back and cuffed them. And finally she said so are you ready to watch us? I nodded my head aggressively and she said 'well not this time' and produced a blindfold. I would be allowed to stay in the room and hear but not see.
I haven't heard Kelly get fucked for a long while and it was fantastic to hear her moan as he did whatever he did. Once she has a first orgasm she will have several more and sounded like she did. At one point, I was told to walk forward and kneel. I wondered if I would feel Hal's cock in my mouth but instead I could tell Kelly's face was right in front of me. I then felt her hands go on my shoulders and her rock forward as obviously Hal slipped his cock in her. I had never experienced anything like this before. I heard him slap her ass and the rocking get more violent as he fucked her harder until finally he came. She fell forward into me.
She got off the bed and told me to get on it. I stumbled still blindfolded and she undid the handcuffs and I lay down and as expected she straddled my chest and moved to my face. Her naked body still quivering. And the lowered her pussy onto my mouth. It was a huge load and she ground into my face until she was satisfied.
She told me to ask Hal if I was allowed to cum and he said yes. I was so excited. She went to get changed because I am not allowed to see her naked......
More to follow
So back to Saturday night and we left the hotel bar and headed to a nearby restuarant. Hal's arm was around Kelly the whole time and as Kelly told me to walk a pace or two behind them, I had the pleasure of watching it slip on to her ass for most of the walk. At the restuarant it was evident to all that they were the couple and we got a few odd looks given the age difference. We were seated with Hal sitting next to Kelly and all through dinner one of them had their hand under the table on the other. Kelly told me he would stroke her garter strap and try and sneak under the dress while she would rest her hand on his cock. At one point, Kelly calmly said 'I think I am going to stain these seats. (looking at Hal) I can feel your cum dripping through my panties'. As a cuck it was an amazing thing to here.
The conversation was really hot as well. Hal decided to remind us - as if we needed reminding - of all the things we had done in the past, or should I say, what Kelly had done in the past either with Hal or with someone else at his request. He had three particular favorites; fucking her during cocktail hour at a wedding so she sat at dinner with her mom and dad, Hal and Susan, EMily and husband full of his cum; fucking her at another wedding when Hal's room was next to her parents and fucked her so the headboard deliberately hit the wall. Her parents would have thought Susan was having some fun not knowing what their daughter was enjoying and finally the golf course.
Anyway, we went back to the room and I was allowed to come up with them. I first had to go and get Kelly's case from our room and Kelly opened the door when I returned still in her short black dress. She opened the door and walked away and I could see why. Hal was standing at the end of the bed, naked from the waist down and very hard, thick cock standing to attention. As I brought the bag through the door Kelly was already on her knees enjoying his cock.
Once she stopped - I think it was an appetizer while I got the case - she went into the bathroom to change into somehting for Hal. He stripped off and got on the bed. She soon reappeared in a black baby doll, black 3/4 bra and thong with thigh highs and heels. She walked to me first and asked if I would like to stay and watch. Of course I said yes and she said well maybe I can allow that. She then held out a pair of black panties and said, I wore these Hal earlier. Thank you for buying them because he iiked them a lot. They have so much of his cum in them......open wide' And with that the cum soaked panties were stuffed in my mouth.
She then undid my pants and pushed them down to show my panties. Remember, Hal has never cucked me before it has always been swapping or a hotwife but this was different. He now saw me in panties and the bulge of the cage. She then took the panties down and said 'See, I told you he is caged. This ensures he doesn't get too excited and cum but he is dripping! and she laughed' She pulled my panties up and walked back to the bathroom and came back with a set of play handcuffs and said 'just to make sure he doesn't do anything naughty' and put my hands behind my back and cuffed them. And finally she said so are you ready to watch us? I nodded my head aggressively and she said 'well not this time' and produced a blindfold. I would be allowed to stay in the room and hear but not see.
I haven't heard Kelly get fucked for a long while and it was fantastic to hear her moan as he did whatever he did. Once she has a first orgasm she will have several more and sounded like she did. At one point, I was told to walk forward and kneel. I wondered if I would feel Hal's cock in my mouth but instead I could tell Kelly's face was right in front of me. I then felt her hands go on my shoulders and her rock forward as obviously Hal slipped his cock in her. I had never experienced anything like this before. I heard him slap her ass and the rocking get more violent as he fucked her harder until finally he came. She fell forward into me.
She got off the bed and told me to get on it. I stumbled still blindfolded and she undid the handcuffs and I lay down and as expected she straddled my chest and moved to my face. Her naked body still quivering. And the lowered her pussy onto my mouth. It was a huge load and she ground into my face until she was satisfied.
She told me to ask Hal if I was allowed to cum and he said yes. I was so excited. She went to get changed because I am not allowed to see her naked......
More to follow
-
venus-can99
- OHW Addict
- Posts: 3096
- Joined: Thu May 25, 2023 11:57 am
- Location: Not the 51st State
Re: Wife on a date
Sounds like the start of a wonderful birthday weekend. Eager to read more of the weekend
Something new viewtopic.php?f=13&t=75158
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kellycuckoldsmark
- Experienced
- Posts: 136
- Joined: Tue Feb 09, 2021 7:09 am
Re: Wife on a date
Asking Hal if I could cum was also a new thing. I don’t get to be with Kelly when she is with a guy. Sometimes in. Nearby room and sometimes I drive them but I had never asked another guy if I could cum. New and positive experience.
So Kelly comes back from the bathroom in a very plain, below the knee cotton nightdress. Gone as the sexy outfit which I knew would happen though Hal was surprised. Kelly told Hal only her lovers got the good stuff!
Kelly lay on the bed and said you better ask Hal for permission for all you want to do. I obviously wanted to have sex with my wife but Hal said I could cares and finger her but not kiss her. He didn’t want this “girlfriend” kissing another guy.
I started to caress her breasts and slowly slid my hand under her nightdress. Kelly, as always, just laid there not moving as I caressed her. She just looked at Hal with a smile on her face.
I asked Hal if I could take the cage off and fuck her and he refused. He did he didn’t me inside her as she ould be spending the night with him. I was so horny and thankfully Kelly came up with a solution.
We bought a sheath that goes over the cage. It means I can penetrate her with the sheath and just a very little of the cage. The sheath makes it bearable for her v the cage which is unbearable and I get to fuck her.
I thanked Hal when he agreed to this and I lifted her nightdress to reveal her very full size bikini panties. She was still wet so the sheath had no problem sliding in and I began to thrust.
Kelly still just laying there totally non plussed looked at Hal and said “don’t worry, his cock isn’t even on me
But he likes this” and then looking at me said hurry up or you will coming in your hand.
Of course I almost immediately started filling the sheath with cum. My fellow caged cucks can probably agree that a climax in a cage is something that has to be experienced on so many different levels!!!
So I quickly got up nd Kelly told me to clean the sheath. I came back to the bedroom and she told me to put my pants on (over cage and panties) and then give me a pink t shirt to wear. On the front it read “my wife has sex with other men - ask me” and a Victoria Secrets bag and told me to go to my room for the night and to send a picture when I was in what she had put in the bag.
I was scared crapless when I left her room to go to
Mine. It was only a floor below but oh my word was I scared. Thankfully I didn’t see anyone.
In the room I opened the bag and there was a white short lace nightdress and a white thong. I quickly changed into them and sent Kelly a picture. She responded with “oh you look cute - enjoy that thong tonight” (she knows I the wearing thongs as they are so
Uncomfortable especially trying to sleep with a cage as well
Then a picture popped up. Kelly was sitting on the bed with Hal dropped around her wearing a t shirt that said “fuck me daddy” wow that sent me over the edge. She had never used “daddy” with anyone and given the whole
History that was super hot. She then sent some pics of them fucking that Hal had taken while I was blindfolded both an note that said “sweet dreams”
And so I tried to sleep while Hal slept with Kelly
So Kelly comes back from the bathroom in a very plain, below the knee cotton nightdress. Gone as the sexy outfit which I knew would happen though Hal was surprised. Kelly told Hal only her lovers got the good stuff!
Kelly lay on the bed and said you better ask Hal for permission for all you want to do. I obviously wanted to have sex with my wife but Hal said I could cares and finger her but not kiss her. He didn’t want this “girlfriend” kissing another guy.
I started to caress her breasts and slowly slid my hand under her nightdress. Kelly, as always, just laid there not moving as I caressed her. She just looked at Hal with a smile on her face.
I asked Hal if I could take the cage off and fuck her and he refused. He did he didn’t me inside her as she ould be spending the night with him. I was so horny and thankfully Kelly came up with a solution.
We bought a sheath that goes over the cage. It means I can penetrate her with the sheath and just a very little of the cage. The sheath makes it bearable for her v the cage which is unbearable and I get to fuck her.
I thanked Hal when he agreed to this and I lifted her nightdress to reveal her very full size bikini panties. She was still wet so the sheath had no problem sliding in and I began to thrust.
Kelly still just laying there totally non plussed looked at Hal and said “don’t worry, his cock isn’t even on me
But he likes this” and then looking at me said hurry up or you will coming in your hand.
Of course I almost immediately started filling the sheath with cum. My fellow caged cucks can probably agree that a climax in a cage is something that has to be experienced on so many different levels!!!
So I quickly got up nd Kelly told me to clean the sheath. I came back to the bedroom and she told me to put my pants on (over cage and panties) and then give me a pink t shirt to wear. On the front it read “my wife has sex with other men - ask me” and a Victoria Secrets bag and told me to go to my room for the night and to send a picture when I was in what she had put in the bag.
I was scared crapless when I left her room to go to
Mine. It was only a floor below but oh my word was I scared. Thankfully I didn’t see anyone.
In the room I opened the bag and there was a white short lace nightdress and a white thong. I quickly changed into them and sent Kelly a picture. She responded with “oh you look cute - enjoy that thong tonight” (she knows I the wearing thongs as they are so
Uncomfortable especially trying to sleep with a cage as well
Then a picture popped up. Kelly was sitting on the bed with Hal dropped around her wearing a t shirt that said “fuck me daddy” wow that sent me over the edge. She had never used “daddy” with anyone and given the whole
History that was super hot. She then sent some pics of them fucking that Hal had taken while I was blindfolded both an note that said “sweet dreams”
And so I tried to sleep while Hal slept with Kelly
-
kellycuckoldsmark
- Experienced
- Posts: 136
- Joined: Tue Feb 09, 2021 7:09 am
Re: Wife on a date
Asking Hal if I could cum was also a new thing. I don’t get to be with Kelly when she is with a guy. Sometimes in. Nearby room and sometimes I drive them but I had never asked another guy if I could cum. New and positive experience.
So Kelly comes back from the bathroom in a very plain, below the knee cotton nightdress. Gone as the sexy outfit which I knew would happen though Hal was surprised. Kelly told Hal only her lovers got the good stuff!
Kelly lay on the bed and said you better ask Hal for permission for all you want to do. I obviously wanted to have sex with my wife but Hal said I could cares and finger her but not kiss her. He didn’t want this “girlfriend” kissing another guy.
I started to caress her breasts and slowly slid my hand under her nightdress. Kelly, as always, just laid there not moving as I caressed her. She just looked at Hal with a smile on her face.
I asked Hal if I could take the cage off and fuck her and he refused. He did he didn’t me inside her as she ould be spending the night with him. I was so horny and thankfully Kelly came up with a solution.
We bought a sheath that goes over the cage. It means I can penetrate her with the sheath and just a very little of the cage. The sheath makes it bearable for her v the cage which is unbearable and I get to fuck her.
I thanked Hal when he agreed to this and I lifted her nightdress to reveal her very full size bikini panties. She was still wet so the sheath had no problem sliding in and I began to thrust.
Kelly still just laying there totally non plussed looked at Hal and said “don’t worry, his cock isn’t even on me
But he likes this” and then looking at me said hurry up or you will coming in your hand.
Of course I almost immediately started filling the sheath with cum. My fellow caged cucks can probably agree that a climax in a cage is something that has to be experienced on so many different levels!!!
So I quickly got up nd Kelly told me to clean the sheath. I came back to the bedroom and she told me to put my pants on (over cage and panties) and then give me a pink t shirt to wear. On the front it read “my wife has sex with other men - ask me” and a Victoria Secrets bag and told me to go to my room for the night and to send a picture when I was in what she had put in the bag.
I was scared crapless when I left her room to go to
Mine. It was only a floor below but oh my word was I scared. Thankfully I didn’t see anyone.
In the room I opened the bag and there was a white short lace nightdress and a white thong. I quickly changed into them and sent Kelly a picture. She responded with “oh you look cute - enjoy that thong tonight” (she knows I the wearing thongs as they are so
Uncomfortable especially trying to sleep with a cage as well
Then a picture popped up. Kelly was sitting on the bed with Hal dropped around her wearing a t shirt that said “fuck me daddy” wow that sent me over the edge. She had never used “daddy” with anyone and given the whole
History that was super hot. She then sent some pics of them fucking that Hal had taken while I was blindfolded both an note that said “sweet dreams”
And so I tried to sleep while Hal slept with Kelly
So Kelly comes back from the bathroom in a very plain, below the knee cotton nightdress. Gone as the sexy outfit which I knew would happen though Hal was surprised. Kelly told Hal only her lovers got the good stuff!
Kelly lay on the bed and said you better ask Hal for permission for all you want to do. I obviously wanted to have sex with my wife but Hal said I could cares and finger her but not kiss her. He didn’t want this “girlfriend” kissing another guy.
I started to caress her breasts and slowly slid my hand under her nightdress. Kelly, as always, just laid there not moving as I caressed her. She just looked at Hal with a smile on her face.
I asked Hal if I could take the cage off and fuck her and he refused. He did he didn’t me inside her as she ould be spending the night with him. I was so horny and thankfully Kelly came up with a solution.
We bought a sheath that goes over the cage. It means I can penetrate her with the sheath and just a very little of the cage. The sheath makes it bearable for her v the cage which is unbearable and I get to fuck her.
I thanked Hal when he agreed to this and I lifted her nightdress to reveal her very full size bikini panties. She was still wet so the sheath had no problem sliding in and I began to thrust.
Kelly still just laying there totally non plussed looked at Hal and said “don’t worry, his cock isn’t even on me
But he likes this” and then looking at me said hurry up or you will coming in your hand.
Of course I almost immediately started filling the sheath with cum. My fellow caged cucks can probably agree that a climax in a cage is something that has to be experienced on so many different levels!!!
So I quickly got up nd Kelly told me to clean the sheath. I came back to the bedroom and she told me to put my pants on (over cage and panties) and then give me a pink t shirt to wear. On the front it read “my wife has sex with other men - ask me” and a Victoria Secrets bag and told me to go to my room for the night and to send a picture when I was in what she had put in the bag.
I was scared crapless when I left her room to go to
Mine. It was only a floor below but oh my word was I scared. Thankfully I didn’t see anyone.
In the room I opened the bag and there was a white short lace nightdress and a white thong. I quickly changed into them and sent Kelly a picture. She responded with “oh you look cute - enjoy that thong tonight” (she knows I the wearing thongs as they are so
Uncomfortable especially trying to sleep with a cage as well
Then a picture popped up. Kelly was sitting on the bed with Hal dropped around her wearing a t shirt that said “fuck me daddy” wow that sent me over the edge. She had never used “daddy” with anyone and given the whole
History that was super hot. She then sent some pics of them fucking that Hal had taken while I was blindfolded both an note that said “sweet dreams”
And so I tried to sleep while Hal slept with Kelly
-
venus-can99
- OHW Addict
- Posts: 3096
- Joined: Thu May 25, 2023 11:57 am
- Location: Not the 51st State
Re: Wife on a date
That was a hot update... looking forward to reading more
Something new viewtopic.php?f=13&t=75158
-
kellycuckoldsmark
- Experienced
- Posts: 136
- Joined: Tue Feb 09, 2021 7:09 am
Re: Wife on a date
Saturday night was a tough night. I very rarely sleep wearing the cage and this physical discomfort was somewhat added to by the thong she had chosen for me. However, the biggest challenge was my mind. Although I had seen only a little of what they did I heard all of it, tasted the aftermath of him cumin in her and now I had pictures to look at. I kept looking at the one that Hal had taken as he fucked her on all fours looking down at her holding onto my shoulders. It was so hot. My other favorite was her looking up at the camera with his cock fully in her mouth. She looked so happy to be pleasing him.
Although I had really wanted to slid my cock into her freshly used pussy, I was now almost thankful that Hal hadn't allowed that and had me only cum while caged in the sheath. I felt like they were really cucking me and now over an extended period.
Sleep was hard to come by and I kept checking my phone in case Kelly had sent more pics. She hadn't. Then at 8am I got a text. It was a picture of taken by Hal looking down the bed as Kelly sucked his cock with the message 'my alarm clock went off'. Another message followed that said 'pack the room up and come up here. You know what t-shirt to wear and keep the thong on. I want to see it'
So I showed and put the thong on under my jeans and the dreaded pink my wife has sex with others t-shirt and hoped that no-one was around. I rolled the suitcase to the lift to go up one floor. As I got to the elevators I could hear voices - I wanted to stop and let them go - but something in me told me I had to brave this one out so I turned the corner as the couple around my age got into the elevator. The guy was polite and held the door and as I saw looked to see if it was going up or down, he was reading my t-shirt. Thankfully the elevator was going down and I said thanks but I am going up. He just looked shocked at the t-shirt and as the doors closed was busy telling his wife! Thankfully no-one else was encountered and as I had my own room key I knocked and let myself in.
Kelly asked and I told her about the couple and she thought that was hilarious. She told me that they had ordered room service for all of us and that it should arrive soon and that I was to open the door. They were both just laying in bed, I could tell he was stroking him but nothing more. Soon there was a knock on the door and I opened it to a surprised guy in his early 20's who probably didn't see too many pink t-shirts on a guy let alone with what was written on it. He smirked as he read it ad looked at me and then asked where I wanted the food. As we had a suite I asked he put it on the table so he rolled the cart in and saw Hal and Kelly in bed. Both of them smiled at him and said good morning. This was driving me wild.
I am probably making it a far bigger deal than it was but I was embarassed and so wildly turned on as this stranger saw me in this confession t-shirt and saw (assume he guessed) my wife in bed with indeed someone else. Needless to say I tipped him generously.
Kelly then told me to take my jeans off so she could see the thong. She was very pleased with herself and kept making me do twirls for her and Hal to observe. She then told me to put regular panties on for breakfast. As I did that they got out of bed. Hal was naked and pulled on some shorts his hard cock bulging in them. Kelly got out wearing her 'fuck me daddy' t-shirt that fell to her lace thong panties and that is how we ate breakfast.
The clock was ticking as we had to leave by 10.30/11 and over breakfast Hal started to recount some of his favorites things he and Kelly did. All the times around her parents; the multiple times they had sex in Emily's marital bed; wearing both Emily and her sister Meghan's wedding dresses; lending her to his friends; and of course the golf course.
As we were finishing Kelly went to change into what she described as 'something special'
Although I had really wanted to slid my cock into her freshly used pussy, I was now almost thankful that Hal hadn't allowed that and had me only cum while caged in the sheath. I felt like they were really cucking me and now over an extended period.
Sleep was hard to come by and I kept checking my phone in case Kelly had sent more pics. She hadn't. Then at 8am I got a text. It was a picture of taken by Hal looking down the bed as Kelly sucked his cock with the message 'my alarm clock went off'. Another message followed that said 'pack the room up and come up here. You know what t-shirt to wear and keep the thong on. I want to see it'
So I showed and put the thong on under my jeans and the dreaded pink my wife has sex with others t-shirt and hoped that no-one was around. I rolled the suitcase to the lift to go up one floor. As I got to the elevators I could hear voices - I wanted to stop and let them go - but something in me told me I had to brave this one out so I turned the corner as the couple around my age got into the elevator. The guy was polite and held the door and as I saw looked to see if it was going up or down, he was reading my t-shirt. Thankfully the elevator was going down and I said thanks but I am going up. He just looked shocked at the t-shirt and as the doors closed was busy telling his wife! Thankfully no-one else was encountered and as I had my own room key I knocked and let myself in.
Kelly asked and I told her about the couple and she thought that was hilarious. She told me that they had ordered room service for all of us and that it should arrive soon and that I was to open the door. They were both just laying in bed, I could tell he was stroking him but nothing more. Soon there was a knock on the door and I opened it to a surprised guy in his early 20's who probably didn't see too many pink t-shirts on a guy let alone with what was written on it. He smirked as he read it ad looked at me and then asked where I wanted the food. As we had a suite I asked he put it on the table so he rolled the cart in and saw Hal and Kelly in bed. Both of them smiled at him and said good morning. This was driving me wild.
I am probably making it a far bigger deal than it was but I was embarassed and so wildly turned on as this stranger saw me in this confession t-shirt and saw (assume he guessed) my wife in bed with indeed someone else. Needless to say I tipped him generously.
Kelly then told me to take my jeans off so she could see the thong. She was very pleased with herself and kept making me do twirls for her and Hal to observe. She then told me to put regular panties on for breakfast. As I did that they got out of bed. Hal was naked and pulled on some shorts his hard cock bulging in them. Kelly got out wearing her 'fuck me daddy' t-shirt that fell to her lace thong panties and that is how we ate breakfast.
The clock was ticking as we had to leave by 10.30/11 and over breakfast Hal started to recount some of his favorites things he and Kelly did. All the times around her parents; the multiple times they had sex in Emily's marital bed; wearing both Emily and her sister Meghan's wedding dresses; lending her to his friends; and of course the golf course.
As we were finishing Kelly went to change into what she described as 'something special'
-
venus-can99
- OHW Addict
- Posts: 3096
- Joined: Thu May 25, 2023 11:57 am
- Location: Not the 51st State
Re: Wife on a date
Can't wait to hear about the "something special" that Kelly wore for Hal 
Thanks for the erotic update Mark
Thanks for the erotic update Mark
Something new viewtopic.php?f=13&t=75158