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Anything Goes
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Bi-Sexual Male / 43
My Wife, My Boss And His Wife And Me - More Happy Memories
This is the continuation of my experience in the 1990s when Caroline, my wife and I swapped with my then-boss. - Alex admitted that he had fallen in love with Caroline, but not to worry because he had loved many women in his life. I can’t remember all the encounters we had over that two-year period and a few that happened afterwards; however, here are some highlights:
We went to see Basic Instinct at the cinema with Al and Mary; I recall my wife wearing a denim skirt and jacket; she looked knock out. The cinema was probably only half full, and we sat at the back. We sat in this order: Mary, Alex, Caroline and me. I was holding my wife’s hand, and about halfway through the film, she started to squeeze it tightly. In the cinema’s dim light, I saw that she had put her jacket over her lap. I saw Alex’s dark-shirted arm under the denim jacket on her lap. I gazed at the sight and, to see better, slightly moved the jacket down. I could now see that Caroline’s skirt was quite high up and Alex’s wrist sticking out of her white cotton knickers. In the restricted light, I could see his hand bulge in her panties and the white cotton moving as my boss and friend played with my wife’s pussy as we watched the film. So, as Sharon Stone exposed her pussy on the big screen, my boss was diddling my wife’s clit. I was catching the end of the action, and she was squeezing my hand due to having an orgasm!
The next one I remember was about the RHS Flower Show in Chelsea. The company had been g*fted four VIP tickets. Alex asked if Caroline and I would want to go with him and Mary. We drove down in Alex’s car, which was a top-of-the-range Mercedes. He paid for us to stay in a hotel the night before, and due to work commitments, the following day, we had to leave the show at about 4 pm to drive back North. When we arrived at the hotel, we agreed to have dinner at 8 pm, and Mary said, “Alex, I need you to tidy things up for me” It turned out Alex loved shaving her pussy, and he kept it a shaven haven. Alex then asked Caroline if she would like him to tidy things up for her too; she wasn’t keen, but Mary pitched in that she should try it. Alex then goes into full-on sales mode; he was quite powerful when he went into this mode; I’d seen him take on hostile boards of directors and get them to agree to use us many times. She eventually agreed.
An hour after check-in, Mary rang Caroline to come to their room as Alex had finished with her. Caroline still wasn’t convinced about this, but we arrived at Al and Mary’s suite (which was truly fantastic). Over the next half an hour, I witnessed my boss take off my wife’s knickers (I loved watching that) and then, with so much care and focus, slowly shave my wife’s pussy. She was on the bed with a towel under her. He had an array of electric trimmers, including what looked like a beard trimmer, surprising as Alex didn’t have a beard. I wondered if this had all been orchestrated to shave Caroline. It was very erotic watching my boss shave my wife’s pussy bald. He was intermittently playing with her clit and would let the odd finger slip into her vagina too. As Caroline’s pussy lips are large at one point, Mary was holding one of her pussy lips outward to give a smooth surface for shaving. The result was amazing. Mary had a small smooth pussy with none of her inner lips sticking out. Caroline ‘s is huge in comparison with all her inner lips protruding through her out lips. I liked seeing the top inverted v of her pussy above her clit; due to pubic hair, I’d never seen this. After he’d finished, he licked her out. Caroline couldn’t get over how sensitive she now felt ‘down there’ without any pubes. My lasting image of this incident was Alex’s cock stretching out her large, now bald labia as he fucked her on the bed. At the same time, I sat on one of the chairs with my jeans around my ankles as Mary sucked me off. Due to my angle, I saw Alex’s balls tense and pulsate as he filled my bride with his sperm. He must have enjoyed himself as his spunk was leaking around his cock whilst it was still embedded in Caroline. This sight caused me to cum and filled my boss’s wife’s mouth with my sperm. I also must have enjoyed myself as she had sperm leaking around her lips. When we returned to our room after dinner, I fucked Caroline for over two hours, I loved her new-shaven pussy.
We had a fabulous time at the show the next day. Caroline had a beautiful summer dress on that made her stand out from the crowd; it had buttons on the front which Alex made use of during the day to cop a feel of the flesh underneath. Mary looked brilliant too; God knows how much her outfit cost, but at a guess, it was considerably more than my wife’s. It was a real privilege to walk around with these two ladies. We ate in the VIP restaurant, and Mary and I went to the toilet simultaneously. Nobody was around, so I grabbed Mary and took her into the disabled loo. I had my hand up her dress and down her panties playing with her smooth pussy. Next, I was on my knees licking her out, and finally, I sat on the loo, lowered her onto me, and worked my cock into her mature c**t. Probably due to the sun being out, I was as horny as fuck, and I really fucked her hard and unloaded a torrent of spunk into her whilst chewing on her tits. When we got back to the table, Alex asked, “where the bloody hell have you two been” Mary, with a coy smile, said, “He’s been working for me for a change” It was then I noticed that Alex’s hand was under the table cloth in Caroline’s knickers.
In the afternoon, Alex asked if we should stay down for another night and rearrange our planned business meetings due the day after. I was game for that; Alex then booked us in the same hotel for another night; however, this time, he booked suites for both of us. Over dinner, Alex asked Caroline and me if we could swap wives for the night. Caroline would stay with Alex and Mary with me. I was jealous that my wife would spend the night with another man, which was strange considering I loved him fucking her. Caroline wasn’t sure, but Alex again went into full sales mode.
Back at the hotel, the suites Alex booked were even better than they had stayed the night before. Caroline got some vanity stuff together, and just before she went, I licked her shaven pussy out. Mary arrived at our room before Caroline had left and jokingly remarked not to give Alex a heart attack!! Mary was incredible that night, I appreciated her experience, and we ended up fucking three times. I had her in every conceivable position. I came in her and on her multiple times. Thinking about what Alex was doing with my wife sent me in a hypersexualized state. Mary did speak about this and the effect it would be having on Alex the thought of what I’d be doing to his wife, and tomorrow he would want all the details of what I’d done to her. Strange, that was the first time I’d even thought about the effect on Alex of me fucking his wife. He did love her, and this realization improved my enjoyment 10-fold.
The next morning a rather bedraggled Caroline arrived just as Mary had left to return to Alex. She looked fucked and crawled into bed and fell asleep. We didn’t leave the hotel until after lunch. When we arrived home, I begged Caroline to tell me everything Alex had done to her. It was quite a tale!! This is a summary of the events she told me about. She started by saying she had agreed to all of it and found it erotic. I knew Caroline liked having sex with Alex; she had been attracted to older men in the past, but I wondered what she was about to tell me on earth.
The suites were located on the top floors of a large hotel near Chelsea. We were on the twentieth floor near the penthouse suites, so I would say about one hundred and sixty or seventy feet high. The suites had ceiling-to-floor windows on one side with pullover curtains; however, when opened, they gave an incredible view, especially at night. With that in mind, I will try and narrate as Caroline told me about her night with my boss:
“Alex had Champagne and the most exquisite chocolates in the room. We drank and chatted for about half an hour. He was full of compliments about how I was one of the most beautiful sexy ladies he had ever seen. He then fully opened the curtains giving a fantastic view over the city of London. I could see cars below, and they looked like ants. The room side lights were on, and he moved me so I was in front of the window and told me to trust him. He then started to undress me; I was standing in my bra and knickers in front of the window. I was so turned on at being exposed, even though I knew nobody would probably see me. He then moved me so I was only inches away from the glass and took my bra off. There was an office block adjacent, and I’m sure somebody was in one of the offices. Alex then went behind me and reached around to feel my breasts. Still inches away from the window and possibly being watched by several people, he lowered my knickers down my legs and took them off. This allowed him access to my newly bald pussy; he fingered me close to orgasm, all the while with the suite lights on; I could be seen from below in the street by anybody walking or driving by or from the adjacent building; I was so turned on by this. He then tells me to stay where I am facing the window. He got a chair from the dining table; it had no arms on it. He placed in front of the window; he was now naked too. He sat on the chair and lowered me onto him, so my back faced the window.
His cock was harder than I ever remembered it; he was really getting off on fucking in front of the window. I can’t recall how long he fucked me in this position, but I enjoyed it, plus I loved having my tits chewed. He then put me in the reverse cowgirl position so I’m now facing the window and again lowers me onto his cock and tells me to fuck him. I was rising and down on his lovely thick cock, looking out at the cars and people below, wondering how many people could see me fucking my husband’s boss. A few cars did flash their lights for no apparent reason; maybe this was nothing to do with me; however, I think I also heard a few horns beep too, so who knows. He asked me where I’d like him to cum; I’d assumed he’s cum in my pussy as usual; however, I had a very naughty thought. I asked him to cum on my tits. I got off him and knelt in Infront of the window, and Al stood over me wanking. His cock was like a fountain when he came; I think the exposure of us both had heightened his orgasm. I wondered if anybody could see this older man, my lovely hubby’s boss, cummings all over the tits of one of his employees’ wives” I was rock hard when she finished telling me this and within seconds had my cock in her. She later told me that exposure had turned her on and that Alex had fucked her multiple times in front of the window. At one point, he put on the main ceiling lights, which made the room feel like daytime and stood her nude in the window whilst he fingered her from behind. Later in the night, whilst they were fucking, she asked him where he would like to cum, and Alex said her mouth. This had my heart beating as it's something she does do but not that often stating the taste is not the best. Anyway, she knelt before him in front of the large window, and he came in her mouth. Anyway, that is enough, for now, I will write more in the coming days.
We went to see Basic Instinct at the cinema with Al and Mary; I recall my wife wearing a denim skirt and jacket; she looked knock out. The cinema was probably only half full, and we sat at the back. We sat in this order: Mary, Alex, Caroline and me. I was holding my wife’s hand, and about halfway through the film, she started to squeeze it tightly. In the cinema’s dim light, I saw that she had put her jacket over her lap. I saw Alex’s dark-shirted arm under the denim jacket on her lap. I gazed at the sight and, to see better, slightly moved the jacket down. I could now see that Caroline’s skirt was quite high up and Alex’s wrist sticking out of her white cotton knickers. In the restricted light, I could see his hand bulge in her panties and the white cotton moving as my boss and friend played with my wife’s pussy as we watched the film. So, as Sharon Stone exposed her pussy on the big screen, my boss was diddling my wife’s clit. I was catching the end of the action, and she was squeezing my hand due to having an orgasm!
The next one I remember was about the RHS Flower Show in Chelsea. The company had been g*fted four VIP tickets. Alex asked if Caroline and I would want to go with him and Mary. We drove down in Alex’s car, which was a top-of-the-range Mercedes. He paid for us to stay in a hotel the night before, and due to work commitments, the following day, we had to leave the show at about 4 pm to drive back North. When we arrived at the hotel, we agreed to have dinner at 8 pm, and Mary said, “Alex, I need you to tidy things up for me” It turned out Alex loved shaving her pussy, and he kept it a shaven haven. Alex then asked Caroline if she would like him to tidy things up for her too; she wasn’t keen, but Mary pitched in that she should try it. Alex then goes into full-on sales mode; he was quite powerful when he went into this mode; I’d seen him take on hostile boards of directors and get them to agree to use us many times. She eventually agreed.
An hour after check-in, Mary rang Caroline to come to their room as Alex had finished with her. Caroline still wasn’t convinced about this, but we arrived at Al and Mary’s suite (which was truly fantastic). Over the next half an hour, I witnessed my boss take off my wife’s knickers (I loved watching that) and then, with so much care and focus, slowly shave my wife’s pussy. She was on the bed with a towel under her. He had an array of electric trimmers, including what looked like a beard trimmer, surprising as Alex didn’t have a beard. I wondered if this had all been orchestrated to shave Caroline. It was very erotic watching my boss shave my wife’s pussy bald. He was intermittently playing with her clit and would let the odd finger slip into her vagina too. As Caroline’s pussy lips are large at one point, Mary was holding one of her pussy lips outward to give a smooth surface for shaving. The result was amazing. Mary had a small smooth pussy with none of her inner lips sticking out. Caroline ‘s is huge in comparison with all her inner lips protruding through her out lips. I liked seeing the top inverted v of her pussy above her clit; due to pubic hair, I’d never seen this. After he’d finished, he licked her out. Caroline couldn’t get over how sensitive she now felt ‘down there’ without any pubes. My lasting image of this incident was Alex’s cock stretching out her large, now bald labia as he fucked her on the bed. At the same time, I sat on one of the chairs with my jeans around my ankles as Mary sucked me off. Due to my angle, I saw Alex’s balls tense and pulsate as he filled my bride with his sperm. He must have enjoyed himself as his spunk was leaking around his cock whilst it was still embedded in Caroline. This sight caused me to cum and filled my boss’s wife’s mouth with my sperm. I also must have enjoyed myself as she had sperm leaking around her lips. When we returned to our room after dinner, I fucked Caroline for over two hours, I loved her new-shaven pussy.
We had a fabulous time at the show the next day. Caroline had a beautiful summer dress on that made her stand out from the crowd; it had buttons on the front which Alex made use of during the day to cop a feel of the flesh underneath. Mary looked brilliant too; God knows how much her outfit cost, but at a guess, it was considerably more than my wife’s. It was a real privilege to walk around with these two ladies. We ate in the VIP restaurant, and Mary and I went to the toilet simultaneously. Nobody was around, so I grabbed Mary and took her into the disabled loo. I had my hand up her dress and down her panties playing with her smooth pussy. Next, I was on my knees licking her out, and finally, I sat on the loo, lowered her onto me, and worked my cock into her mature c**t. Probably due to the sun being out, I was as horny as fuck, and I really fucked her hard and unloaded a torrent of spunk into her whilst chewing on her tits. When we got back to the table, Alex asked, “where the bloody hell have you two been” Mary, with a coy smile, said, “He’s been working for me for a change” It was then I noticed that Alex’s hand was under the table cloth in Caroline’s knickers.
In the afternoon, Alex asked if we should stay down for another night and rearrange our planned business meetings due the day after. I was game for that; Alex then booked us in the same hotel for another night; however, this time, he booked suites for both of us. Over dinner, Alex asked Caroline and me if we could swap wives for the night. Caroline would stay with Alex and Mary with me. I was jealous that my wife would spend the night with another man, which was strange considering I loved him fucking her. Caroline wasn’t sure, but Alex again went into full sales mode.
Back at the hotel, the suites Alex booked were even better than they had stayed the night before. Caroline got some vanity stuff together, and just before she went, I licked her shaven pussy out. Mary arrived at our room before Caroline had left and jokingly remarked not to give Alex a heart attack!! Mary was incredible that night, I appreciated her experience, and we ended up fucking three times. I had her in every conceivable position. I came in her and on her multiple times. Thinking about what Alex was doing with my wife sent me in a hypersexualized state. Mary did speak about this and the effect it would be having on Alex the thought of what I’d be doing to his wife, and tomorrow he would want all the details of what I’d done to her. Strange, that was the first time I’d even thought about the effect on Alex of me fucking his wife. He did love her, and this realization improved my enjoyment 10-fold.
The next morning a rather bedraggled Caroline arrived just as Mary had left to return to Alex. She looked fucked and crawled into bed and fell asleep. We didn’t leave the hotel until after lunch. When we arrived home, I begged Caroline to tell me everything Alex had done to her. It was quite a tale!! This is a summary of the events she told me about. She started by saying she had agreed to all of it and found it erotic. I knew Caroline liked having sex with Alex; she had been attracted to older men in the past, but I wondered what she was about to tell me on earth.
The suites were located on the top floors of a large hotel near Chelsea. We were on the twentieth floor near the penthouse suites, so I would say about one hundred and sixty or seventy feet high. The suites had ceiling-to-floor windows on one side with pullover curtains; however, when opened, they gave an incredible view, especially at night. With that in mind, I will try and narrate as Caroline told me about her night with my boss:
“Alex had Champagne and the most exquisite chocolates in the room. We drank and chatted for about half an hour. He was full of compliments about how I was one of the most beautiful sexy ladies he had ever seen. He then fully opened the curtains giving a fantastic view over the city of London. I could see cars below, and they looked like ants. The room side lights were on, and he moved me so I was in front of the window and told me to trust him. He then started to undress me; I was standing in my bra and knickers in front of the window. I was so turned on at being exposed, even though I knew nobody would probably see me. He then moved me so I was only inches away from the glass and took my bra off. There was an office block adjacent, and I’m sure somebody was in one of the offices. Alex then went behind me and reached around to feel my breasts. Still inches away from the window and possibly being watched by several people, he lowered my knickers down my legs and took them off. This allowed him access to my newly bald pussy; he fingered me close to orgasm, all the while with the suite lights on; I could be seen from below in the street by anybody walking or driving by or from the adjacent building; I was so turned on by this. He then tells me to stay where I am facing the window. He got a chair from the dining table; it had no arms on it. He placed in front of the window; he was now naked too. He sat on the chair and lowered me onto him, so my back faced the window.
His cock was harder than I ever remembered it; he was really getting off on fucking in front of the window. I can’t recall how long he fucked me in this position, but I enjoyed it, plus I loved having my tits chewed. He then put me in the reverse cowgirl position so I’m now facing the window and again lowers me onto his cock and tells me to fuck him. I was rising and down on his lovely thick cock, looking out at the cars and people below, wondering how many people could see me fucking my husband’s boss. A few cars did flash their lights for no apparent reason; maybe this was nothing to do with me; however, I think I also heard a few horns beep too, so who knows. He asked me where I’d like him to cum; I’d assumed he’s cum in my pussy as usual; however, I had a very naughty thought. I asked him to cum on my tits. I got off him and knelt in Infront of the window, and Al stood over me wanking. His cock was like a fountain when he came; I think the exposure of us both had heightened his orgasm. I wondered if anybody could see this older man, my lovely hubby’s boss, cummings all over the tits of one of his employees’ wives” I was rock hard when she finished telling me this and within seconds had my cock in her. She later told me that exposure had turned her on and that Alex had fucked her multiple times in front of the window. At one point, he put on the main ceiling lights, which made the room feel like daytime and stood her nude in the window whilst he fingered her from behind. Later in the night, whilst they were fucking, she asked him where he would like to cum, and Alex said her mouth. This had my heart beating as it's something she does do but not that often stating the taste is not the best. Anyway, she knelt before him in front of the large window, and he came in her mouth. Anyway, that is enough, for now, I will write more in the coming days.
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# 60801 - by
DarkEyes69 / September 22, 2022


