Straight Male / 59
Bob, Karen, Alex And Dawn
Six years ago, my wife surprised me. But to tell the experience, I need to go back eleven years to our 25th wedding anniversary. We were both in our 50s, and we went to Barbados to celebrate our silver wedding anniversary.
Oh yes, I guess I best describe Karen, my wife. She is five feet five, a brunette even after three children has a very sexy shapely figure. She’s always on a diet, even though I think she looks fantastic. Her breasts were the first thing I noticed about her, 40DD and magnificent. I’ve been trying to think of a celebrity she looks like to give you an idea of her beauty, and the nearest I can think of is Emma Forbes. I’ve read many of these wives sharing stories, and almost always, the wife has only ever fucked by the husband, they met at High School etc. etc. Karen was no virgin when we met in our early 20s; she had ‘slept’ six men before I came along.
Anyway, back to Barbados. We met a couple staying at our hotel called Alex and Dawn; they were roughly the same age as us, and we instantly hit it off. We dined together most evenings and sunbathed around the same area on the beach. They quickly became our best friends, and although they lived over a hundred miles away on returning to the UK, we ensured we saw each other at least four or five times per year. The following year, we all returned to the same hotel in Barbados. We had a fantastic time and laughed to the point of crying some days, literally the best holiday we have ever had. The year after we holidayed together in Italy and again had an amazing time. I spotted Alex checking out Karen in her bikini and swimming costume a few times.; I’ve always liked men looking at Karen.
Small confession. I’m one of these weird husbands that get off thinking about his wife being fucked by another man. We had spoken about it, but Karen loves me and believes in monogamy. However, from time to time, she fed my little fetish by telling stories from her youth. I adored these stories and would cum out of my brains when she told me one of her sex stories from her past. My favourites were when she was fucked for the first time by one of her previous lovers and then what they did to her.
Now for the sad part. The following year Dawn was diagnosed with stage four breast cancer, which resulted in her death six months later. That was a terrible time for poor Alex; the following years were quite dark for him. We supported him in visiting and having him stay with us a few times a year. With the help of his family, children and friends, eventually, he came through the bereavement and started to smile again.
Six years ago, Dawn would have celebrated her 60th birthday. Alex asked if we could visit the hotel in Barbados where we first met. They had visited the hotel multiple times and shared many memories.
At first, it was odd being back at that hotel without Dawn. We worried the holiday would be a disaster for the first few days. Alex was melancholy and withdrawn; however, from day three, he changed into old Alex. We had fun again and spoke about Dawn and some of the funny stories. Dawn was an amazing lady, a beauty for sure but also the embodiment of femineity. I will confess, I fancied the arse off her; so sad somebody like that was taken so young.
By the second week, we were all having a ball. Yes, we missed Dawn, but it felt like she was still there with us, even though it had been several years since her death.
Then the night happened. This was day eight, and we had just finished our evening meal in the restaurant. Lots of cocktails and beers had been drunk, and the barman wanted to go home, so we regrouped in our room and enjoyed our fridge full of Bajan alcoholic delights. We were all pretty hammered, and the night had been outstanding. In the early hours of the morning, probably one-ish, things changed.
Alex got upset; one minute, he was laughing, and the next, he was crying. Strangest thing I’ve ever witnessed. Halfway through, he laughed and then burst out crying. Karen comforted him on the couch and hugged him. It was probably the alcohol which had prompted the emotional outburst. Whilst crying, he was saying how lonely he was and missed Dawn. Karen was doing a sterling job of comforting him; it was then that I noticed his head was against her breast. She was wearing a low-cut Maxi dress, and his head was on the upper fleshy part of her bare tit; I instantly got an erection. A few minutes later, my fucking mind was blown apart; Alex began to caress Karen’s other breast as he nuzzled his face into her breast.
Karen was tipsy, and I guessed she hadn’t noticed what was going on? However, after a minute or so of effectively being groped, she hadn’t objected or responded in any way. Karen then moves to a sitting position resting her head against the back of the lounge settee and just lets Alex get on with it. He mauled her breasts with his hands; he did at one point look over to me with a worried look on his face, almost like he had just remembered I was there. With an open hand, I smiled at him and gestured for him to carry on.
Karen sat on the settee with her head against the back and her eyes closed. Alex then got her breasts out of her dress and started sucking her nipples; I began to wank myself over my jeans and hoped my heart wouldn’t burst as it was beating so fast.
I’d read in all the cuckold stories and experiences that there are two emotions, one of total sexual high and the other jealously. I have to say that was accurate. I was on a massive sexual high watching Alex play with my wife’s amazing tits; however, there was also gnawing jealously and regret. The two emotions were feeding each other, and I was on an ecstasy trip like no other.
I remember being convinced that Karen was drunk and allowing Alex to play with her tits to comfort him and to feed the fetish she knew I had. I then released my jeans buttons and started wanking my very hard cock. I never thought it would go further than tit play; however, if this is all it turned out to be, I was happy with that.
Karen still had her eyes shut as Alex manhandled, sucked and kneaded her enormous tits. Then came the next stage, which caused my heartbeat to bang so loudly I could hear the blood rushing through my ears!! Alex was working his hand up her blue and white floral max dress. I was waiting for Karen to stop the hand; I was sure she would. I watched it disappear under her dress, taking the dress's material up around his wrist. Finally, her white lacy knickers were exposed. I was amazed when he started to rub the crotch of her white panties, and Karen didn’t do anything, she just sat there with her head on the rest, eyes closed! Any moment I was convinced the night would be over, and Alex would be sympathetically but soundly rejected.
Alex then put his hand on the elastic of her panties, and the hand started to disappear behind the white lacy material. I couldn’t breathe; my heart was racing surely this amazing time would now be over as there was no way my wife would let another man touch her pussy. Karen let out a small moan as Alex’s fingers found her fleshy pussy lips. It was odd seeing another man’s hand in my wife’s knickers. I could clearly hear the squelching noise as her worked on her obviously very wet pussy.
Karen then moved lying on the couch, Alex’s hand never stopped working on her intimate secret feminine place as she rearranged her position. So there was my wife on her back, her large MILF tits on display with Alex lay beside her fingering her pussy. What a fucking night!!.
I was openly wanking my cock and trying hard not to cum with the sight in front of my eyes. Alex then begins to pull Karen’s panties down as he’s fingering her! I watched in disbelief as my wife’s landing strip of black pubic hair emerged and next her arse was raised to help this invading guy take off her white knickers, I remember thinking I was going to have a heart attack!!
As soon as my wife’s underwear was around one of her ankles, Alex looks over to me again with again a worried look on his face. He looked surprised to see me wanking, and I guess took this as my consent to go further. With no further hesitation he buried his head between my sweet wife’s legs and ate like a starving man at a feast. Karen was moaning and enjoying his oral efforts. At one point he had sucked both her fleshy labia into his mouth. Karen was moaning like crazy and driving her crotch into Alex’s face.
Watching another man’s cock enter my wife’s pussy was almost an existential experience; I moved closer to watch as Alex’s cock was enveloped by Karen’s fleshy pussy. I was almost hypnotised watching her pussy lips ripples around his penis as my lovely wife was fucked. Alex did try and kiss Karen whilst he was fucking her; however, she would not let him.
The pounding went on for probably five minutes, I watched and wanked myself silly. Then Alex tensed up and I could see his balls constrict as he came into the womb of the mother of my children. No sooner had he climbed off her, I took his place; my cock slid up this familiar wet orifice in one smooth push. I fucked my wife hard for no more than a minute when what felt like Mount Vesuvius erupted from my cock. I came like I was a teenager again. Alex had left our room by the time we had finished. I fucked Karen several times that night, the sex was fantastic. In the early hours we talked. She said that what happened with Alex was a spur of the moment thing coupled with being slightly drunk; also, seeing him upset she wanted to comfort him. Karen was concerned if I was OK with what had happened, usually fantasies were just that and never materialised. She was also worried I thought she was a slag. I laughed and told her, I told her I’d never been more turned on and proud of my ‘hot wife’ She admitted to enjoying have a new cock after all the years of mahogany.
We missed breakfast and overslept to lunch. Alex knocked around noon, and we were just getting ready; he seemed a little sheepish about what had happened. Karen put him at his ease and explained that it was something we had fantasised about but never thought it would happen. She told him it had been very enjoyable and hoped he had enjoyed himself too. Alex was like a puppy dog and, with much excitement, said that he had felt alive for the first time since Dawn’s passing. Karen finished by explaining it was a once-in-a-lifetime event and wouldn’t happen again; that was the only time he looked dejected.
We went to the hotel restaurant for lunch, due to our lateness we were the only three there. It was a buffet lunch, and we had a table on the mezzanine level overlooking the sea. Karen had on a dark purple bikini with a wrap-around sarong. She looked amazing; I couldn’t keep my eyes off her; Alex also seemed very enamoured by her. I went to the loo and noticed Karen looking a little sheepish whilst walking back to the table; Alex looked flustered too. I then saw that in the seclusion of our table area, Alex had his hand down Karen’s bikini bottoms and was fingering her. Five minutes later, we were back in our room with Alex and Karen on the bed violently fucking.
The following six days were quite surreal. Several times during the day, we would sunbathe around the hotel’s pool, and minutes later, Alex and I would be in our room fucking Karen. The only time we were at her at the same time was when (at Karen’s request) we spit roasted her on the bed with Alex fucking her, and my wife’s mouth was being pushed onto my cock, which was embedded in her mouth and then throat.
I walked out of the shower one morning to find Karen bent over the small dining table in the room with her bikini bottoms pushed to the side and Alex going like a freight train in the doggy position. That was one of the few times I didn’t fuck her afterwards. Karen and Alex sat for a while after the event, and eventually, she left the room to shower (again) and came back wearing a fresh swimming costume. Later that morning, I returned to the room alone to get some suntan lotion. I found Karen’s bikini on the bathroom floor. I looked at the bottoms, and sure enough, there was a load of cum and pussy juice in the crotch area. I know many will be hitting the dislike button at this; however, this is my experience and fetish, so I don’t care. Another of my fantasies is to eat a cream pie from Karen’s pussy. I tried to eat my own but always lost the desire straight after I’d cum. It’s something to do with the drop in testosterone levels following orgasm. However, I was randy, and this was cum which had been in my wife’s pussy. I ate the mess from her bikini bottoms and wanked myself off.
Most evenings, after dinner and a few drinks, we would eventually retire to our apartment room and take turns fucking Karen. I did notice that towards the end of the holiday, Karen allowed Alex to kiss her as they fucked. I always went second.
Alex asked if he could fuck Karen alone in his room on our last night. I agreed. I was a little uncomfortable about this, but I’d also read about the hot wives going on dates and telling all when they came back, usually with a swollen pussy and a c**t full of cum.
That night was strange. I stayed in the bar area for a couple of hours and talked to other hotel guests. In my mind, I was imagining what he was doing to my wife whilst alone with her. My fantasies were doing somersaults with utter perversions. Karen came back to our room at around two in the morning. I asked what had happened with Alex, and she gave me the details she used to describe her old lovers' stories. I was wanking as she talked. She then surprised the hell out of me! She said she knew of my fetish to eat another man’s cream pie from her pussy and that she had a couple of loads in her. I immediately got her knickers off; sure enough, her pussy was oozing with cum. She even went into character, telling me not to miss a drop and to leave her pussy clean and spunk-free! I was on a total sexual high like no other as I ate her cream pie and performed my cuck duties.
When we got back home, I wasn’t sure what would happen. A few days after we arrived, I got a call from Alex, which shook me to the core. He confessed that he had fallen for Karen; however, he didn’t want to cause any issues. He thanked me for an amazing holiday but explained he didn’t want to see Karen or me again!! TBH I was kind of relieved.
Oh yes, I guess I best describe Karen, my wife. She is five feet five, a brunette even after three children has a very sexy shapely figure. She’s always on a diet, even though I think she looks fantastic. Her breasts were the first thing I noticed about her, 40DD and magnificent. I’ve been trying to think of a celebrity she looks like to give you an idea of her beauty, and the nearest I can think of is Emma Forbes. I’ve read many of these wives sharing stories, and almost always, the wife has only ever fucked by the husband, they met at High School etc. etc. Karen was no virgin when we met in our early 20s; she had ‘slept’ six men before I came along.
Anyway, back to Barbados. We met a couple staying at our hotel called Alex and Dawn; they were roughly the same age as us, and we instantly hit it off. We dined together most evenings and sunbathed around the same area on the beach. They quickly became our best friends, and although they lived over a hundred miles away on returning to the UK, we ensured we saw each other at least four or five times per year. The following year, we all returned to the same hotel in Barbados. We had a fantastic time and laughed to the point of crying some days, literally the best holiday we have ever had. The year after we holidayed together in Italy and again had an amazing time. I spotted Alex checking out Karen in her bikini and swimming costume a few times.; I’ve always liked men looking at Karen.
Small confession. I’m one of these weird husbands that get off thinking about his wife being fucked by another man. We had spoken about it, but Karen loves me and believes in monogamy. However, from time to time, she fed my little fetish by telling stories from her youth. I adored these stories and would cum out of my brains when she told me one of her sex stories from her past. My favourites were when she was fucked for the first time by one of her previous lovers and then what they did to her.
Now for the sad part. The following year Dawn was diagnosed with stage four breast cancer, which resulted in her death six months later. That was a terrible time for poor Alex; the following years were quite dark for him. We supported him in visiting and having him stay with us a few times a year. With the help of his family, children and friends, eventually, he came through the bereavement and started to smile again.
Six years ago, Dawn would have celebrated her 60th birthday. Alex asked if we could visit the hotel in Barbados where we first met. They had visited the hotel multiple times and shared many memories.
At first, it was odd being back at that hotel without Dawn. We worried the holiday would be a disaster for the first few days. Alex was melancholy and withdrawn; however, from day three, he changed into old Alex. We had fun again and spoke about Dawn and some of the funny stories. Dawn was an amazing lady, a beauty for sure but also the embodiment of femineity. I will confess, I fancied the arse off her; so sad somebody like that was taken so young.
By the second week, we were all having a ball. Yes, we missed Dawn, but it felt like she was still there with us, even though it had been several years since her death.
Then the night happened. This was day eight, and we had just finished our evening meal in the restaurant. Lots of cocktails and beers had been drunk, and the barman wanted to go home, so we regrouped in our room and enjoyed our fridge full of Bajan alcoholic delights. We were all pretty hammered, and the night had been outstanding. In the early hours of the morning, probably one-ish, things changed.
Alex got upset; one minute, he was laughing, and the next, he was crying. Strangest thing I’ve ever witnessed. Halfway through, he laughed and then burst out crying. Karen comforted him on the couch and hugged him. It was probably the alcohol which had prompted the emotional outburst. Whilst crying, he was saying how lonely he was and missed Dawn. Karen was doing a sterling job of comforting him; it was then that I noticed his head was against her breast. She was wearing a low-cut Maxi dress, and his head was on the upper fleshy part of her bare tit; I instantly got an erection. A few minutes later, my fucking mind was blown apart; Alex began to caress Karen’s other breast as he nuzzled his face into her breast.
Karen was tipsy, and I guessed she hadn’t noticed what was going on? However, after a minute or so of effectively being groped, she hadn’t objected or responded in any way. Karen then moves to a sitting position resting her head against the back of the lounge settee and just lets Alex get on with it. He mauled her breasts with his hands; he did at one point look over to me with a worried look on his face, almost like he had just remembered I was there. With an open hand, I smiled at him and gestured for him to carry on.
Karen sat on the settee with her head against the back and her eyes closed. Alex then got her breasts out of her dress and started sucking her nipples; I began to wank myself over my jeans and hoped my heart wouldn’t burst as it was beating so fast.
I’d read in all the cuckold stories and experiences that there are two emotions, one of total sexual high and the other jealously. I have to say that was accurate. I was on a massive sexual high watching Alex play with my wife’s amazing tits; however, there was also gnawing jealously and regret. The two emotions were feeding each other, and I was on an ecstasy trip like no other.
I remember being convinced that Karen was drunk and allowing Alex to play with her tits to comfort him and to feed the fetish she knew I had. I then released my jeans buttons and started wanking my very hard cock. I never thought it would go further than tit play; however, if this is all it turned out to be, I was happy with that.
Karen still had her eyes shut as Alex manhandled, sucked and kneaded her enormous tits. Then came the next stage, which caused my heartbeat to bang so loudly I could hear the blood rushing through my ears!! Alex was working his hand up her blue and white floral max dress. I was waiting for Karen to stop the hand; I was sure she would. I watched it disappear under her dress, taking the dress's material up around his wrist. Finally, her white lacy knickers were exposed. I was amazed when he started to rub the crotch of her white panties, and Karen didn’t do anything, she just sat there with her head on the rest, eyes closed! Any moment I was convinced the night would be over, and Alex would be sympathetically but soundly rejected.
Alex then put his hand on the elastic of her panties, and the hand started to disappear behind the white lacy material. I couldn’t breathe; my heart was racing surely this amazing time would now be over as there was no way my wife would let another man touch her pussy. Karen let out a small moan as Alex’s fingers found her fleshy pussy lips. It was odd seeing another man’s hand in my wife’s knickers. I could clearly hear the squelching noise as her worked on her obviously very wet pussy.
Karen then moved lying on the couch, Alex’s hand never stopped working on her intimate secret feminine place as she rearranged her position. So there was my wife on her back, her large MILF tits on display with Alex lay beside her fingering her pussy. What a fucking night!!.
I was openly wanking my cock and trying hard not to cum with the sight in front of my eyes. Alex then begins to pull Karen’s panties down as he’s fingering her! I watched in disbelief as my wife’s landing strip of black pubic hair emerged and next her arse was raised to help this invading guy take off her white knickers, I remember thinking I was going to have a heart attack!!
As soon as my wife’s underwear was around one of her ankles, Alex looks over to me again with again a worried look on his face. He looked surprised to see me wanking, and I guess took this as my consent to go further. With no further hesitation he buried his head between my sweet wife’s legs and ate like a starving man at a feast. Karen was moaning and enjoying his oral efforts. At one point he had sucked both her fleshy labia into his mouth. Karen was moaning like crazy and driving her crotch into Alex’s face.
Watching another man’s cock enter my wife’s pussy was almost an existential experience; I moved closer to watch as Alex’s cock was enveloped by Karen’s fleshy pussy. I was almost hypnotised watching her pussy lips ripples around his penis as my lovely wife was fucked. Alex did try and kiss Karen whilst he was fucking her; however, she would not let him.
The pounding went on for probably five minutes, I watched and wanked myself silly. Then Alex tensed up and I could see his balls constrict as he came into the womb of the mother of my children. No sooner had he climbed off her, I took his place; my cock slid up this familiar wet orifice in one smooth push. I fucked my wife hard for no more than a minute when what felt like Mount Vesuvius erupted from my cock. I came like I was a teenager again. Alex had left our room by the time we had finished. I fucked Karen several times that night, the sex was fantastic. In the early hours we talked. She said that what happened with Alex was a spur of the moment thing coupled with being slightly drunk; also, seeing him upset she wanted to comfort him. Karen was concerned if I was OK with what had happened, usually fantasies were just that and never materialised. She was also worried I thought she was a slag. I laughed and told her, I told her I’d never been more turned on and proud of my ‘hot wife’ She admitted to enjoying have a new cock after all the years of mahogany.
We missed breakfast and overslept to lunch. Alex knocked around noon, and we were just getting ready; he seemed a little sheepish about what had happened. Karen put him at his ease and explained that it was something we had fantasised about but never thought it would happen. She told him it had been very enjoyable and hoped he had enjoyed himself too. Alex was like a puppy dog and, with much excitement, said that he had felt alive for the first time since Dawn’s passing. Karen finished by explaining it was a once-in-a-lifetime event and wouldn’t happen again; that was the only time he looked dejected.
We went to the hotel restaurant for lunch, due to our lateness we were the only three there. It was a buffet lunch, and we had a table on the mezzanine level overlooking the sea. Karen had on a dark purple bikini with a wrap-around sarong. She looked amazing; I couldn’t keep my eyes off her; Alex also seemed very enamoured by her. I went to the loo and noticed Karen looking a little sheepish whilst walking back to the table; Alex looked flustered too. I then saw that in the seclusion of our table area, Alex had his hand down Karen’s bikini bottoms and was fingering her. Five minutes later, we were back in our room with Alex and Karen on the bed violently fucking.
The following six days were quite surreal. Several times during the day, we would sunbathe around the hotel’s pool, and minutes later, Alex and I would be in our room fucking Karen. The only time we were at her at the same time was when (at Karen’s request) we spit roasted her on the bed with Alex fucking her, and my wife’s mouth was being pushed onto my cock, which was embedded in her mouth and then throat.
I walked out of the shower one morning to find Karen bent over the small dining table in the room with her bikini bottoms pushed to the side and Alex going like a freight train in the doggy position. That was one of the few times I didn’t fuck her afterwards. Karen and Alex sat for a while after the event, and eventually, she left the room to shower (again) and came back wearing a fresh swimming costume. Later that morning, I returned to the room alone to get some suntan lotion. I found Karen’s bikini on the bathroom floor. I looked at the bottoms, and sure enough, there was a load of cum and pussy juice in the crotch area. I know many will be hitting the dislike button at this; however, this is my experience and fetish, so I don’t care. Another of my fantasies is to eat a cream pie from Karen’s pussy. I tried to eat my own but always lost the desire straight after I’d cum. It’s something to do with the drop in testosterone levels following orgasm. However, I was randy, and this was cum which had been in my wife’s pussy. I ate the mess from her bikini bottoms and wanked myself off.
Most evenings, after dinner and a few drinks, we would eventually retire to our apartment room and take turns fucking Karen. I did notice that towards the end of the holiday, Karen allowed Alex to kiss her as they fucked. I always went second.
Alex asked if he could fuck Karen alone in his room on our last night. I agreed. I was a little uncomfortable about this, but I’d also read about the hot wives going on dates and telling all when they came back, usually with a swollen pussy and a c**t full of cum.
That night was strange. I stayed in the bar area for a couple of hours and talked to other hotel guests. In my mind, I was imagining what he was doing to my wife whilst alone with her. My fantasies were doing somersaults with utter perversions. Karen came back to our room at around two in the morning. I asked what had happened with Alex, and she gave me the details she used to describe her old lovers' stories. I was wanking as she talked. She then surprised the hell out of me! She said she knew of my fetish to eat another man’s cream pie from her pussy and that she had a couple of loads in her. I immediately got her knickers off; sure enough, her pussy was oozing with cum. She even went into character, telling me not to miss a drop and to leave her pussy clean and spunk-free! I was on a total sexual high like no other as I ate her cream pie and performed my cuck duties.
When we got back home, I wasn’t sure what would happen. A few days after we arrived, I got a call from Alex, which shook me to the core. He confessed that he had fallen for Karen; however, he didn’t want to cause any issues. He thanked me for an amazing holiday but explained he didn’t want to see Karen or me again!! TBH I was kind of relieved.
