- Gay Stories -
Straight Male / 37
Married Man, Fucked By My Boss.
I'm 37, married and for the past 5 years I have been getting fucked by my boss every 3 months. He is 55 and he is also married.
This the background of my story. I live in Costa Rica and I work for an American company, my boss is in the US and comes over every 3 months or so to meet with his team. I've been working for him for 7 years now and the first two years were as normal as it can be.
I've been married for 8 years, I've liked women my entire life but I do admit I would have gay fantasies from time to time, any time I see a woman sucking a dick I always asked myself, I wonder what that feels like? I mean, I love giving oral sex to women, it gives me a huge amount of pleasure to pleasure others, don't know why. Anyways, I've never felt attracted to men, like at all, but for some reason the idea of having sex with one really turned me on. However, I always accepted that would just remain a fantasy, especially after getting married.
I'm 6" but my boss is 6.5", as I said, I do not feel attracted to the male body, at least not the general idealistic form it, I actually dislike "Fit" types al lot, the more muscles, the worse, I consider height, body hair and thickness as turn ons, my boss is average built but he is quite tall and that always called my attention.
The night things went down. Every time he came over, he would take the team for a nice dinner. That night was normal until it was time to go. He asked me if I could stay a bit longer, he said he had something for me. We went up to his hotel room and took out a nice bottle of rum, my favorite drink. We had been drinking already and I was driving so did not want to drink too much but that rum was delicious. We drank a couple of glasses and then out of nowhere, he goes into the bathroom, and comes out with his dick pulling out of pants.
I was so shocked, like, WTF? How, why? He then told me that the last time he was here, I told him I had gay fantasies. I know I was too drunk that day but I do not remember every telling him that. It seems we were talking about our marriages and ended up talking about things we regret, my idiot me shared my gay fantasies and told him I've always wanted to suck a dick. Well, he on the other hand, always wanted to have his dick sucked by another guy...
We talked for a bit until he asked me if I didn't want to do it. I stood silent for a moment and then I just grabbed it and started sucking it. Things escalated a bit quick from here, I don't recall all the details but we got undressed, I sucked his dick and his balls until he came in my face, I was masturbating as I was sucking his dick, once he shot his load and shot mine too on the floor.
As soon as I came I started to feel regret, I could not believed what I'd done. We cleaned up, I took a shower and then we talked about. He said the loved it and I lied and told him the same. I was still a bit drunk so told him I was going to call a cab but he told me to stay. I don't know why but I accepted, I called my wife, told her I would stay we a peer and be there tomorrow. We both them got in bed, both naked and went to sleep. I was asleep until around 2am. I could not stop thinking on what I'd done. I was cheating on my wife with a man.
Around 5am, I woke up and I felt his hand in my waist, I turned around and I saw him facing up, his dick was hard but he was asleep, I looked at it and I just felt like sucking it again and I did, I started sucking his dick, I felt his hand rubbing and grabbing my ass so I knew he was awake, he didn't say anything, he kept playing with my as while I kept sucking his dick. This time he came in my mouth and swallowed the whole thing. I cant remember the taste of it but I can't recall not liking it, I can only remember how everything felt like a dream. We went back to sleep without saying a word.
The next day, now sober, we agreed not to talk about it and we both went our separate ways. This was a Saturday. We didn't do it again during that visit, we just kept interacting as normal, as if nothing had happen.
Now, the next few visits we repeated our encounters, each time things would escalate a bit more. After a while he was sucking my dick too and eventually he ended up fucking me. We've faked a "team building" to spend entire days together having sex. I'm not sure if this is important but we've never kissed nor used words of affection, every time we've had our roles very clear, he is the dominant top and I'm the submissive bottom. I can honestly say this is just sex.
The reason I'm sharing this story is because he will be taking an early retiring soon and this year (2023) will be the last time we have sex. We are planning to have our last "team building" activity to be an overnighter and make sure is a good one.
I know a lot of you will likely put a lot of tags on me, I really don't care I, the only thing I do regret is cheating on my wife, I never thought I was the cheating kind, let alone with another man, but I do love her.
This the background of my story. I live in Costa Rica and I work for an American company, my boss is in the US and comes over every 3 months or so to meet with his team. I've been working for him for 7 years now and the first two years were as normal as it can be.
I've been married for 8 years, I've liked women my entire life but I do admit I would have gay fantasies from time to time, any time I see a woman sucking a dick I always asked myself, I wonder what that feels like? I mean, I love giving oral sex to women, it gives me a huge amount of pleasure to pleasure others, don't know why. Anyways, I've never felt attracted to men, like at all, but for some reason the idea of having sex with one really turned me on. However, I always accepted that would just remain a fantasy, especially after getting married.
I'm 6" but my boss is 6.5", as I said, I do not feel attracted to the male body, at least not the general idealistic form it, I actually dislike "Fit" types al lot, the more muscles, the worse, I consider height, body hair and thickness as turn ons, my boss is average built but he is quite tall and that always called my attention.
The night things went down. Every time he came over, he would take the team for a nice dinner. That night was normal until it was time to go. He asked me if I could stay a bit longer, he said he had something for me. We went up to his hotel room and took out a nice bottle of rum, my favorite drink. We had been drinking already and I was driving so did not want to drink too much but that rum was delicious. We drank a couple of glasses and then out of nowhere, he goes into the bathroom, and comes out with his dick pulling out of pants.
I was so shocked, like, WTF? How, why? He then told me that the last time he was here, I told him I had gay fantasies. I know I was too drunk that day but I do not remember every telling him that. It seems we were talking about our marriages and ended up talking about things we regret, my idiot me shared my gay fantasies and told him I've always wanted to suck a dick. Well, he on the other hand, always wanted to have his dick sucked by another guy...
We talked for a bit until he asked me if I didn't want to do it. I stood silent for a moment and then I just grabbed it and started sucking it. Things escalated a bit quick from here, I don't recall all the details but we got undressed, I sucked his dick and his balls until he came in my face, I was masturbating as I was sucking his dick, once he shot his load and shot mine too on the floor.
As soon as I came I started to feel regret, I could not believed what I'd done. We cleaned up, I took a shower and then we talked about. He said the loved it and I lied and told him the same. I was still a bit drunk so told him I was going to call a cab but he told me to stay. I don't know why but I accepted, I called my wife, told her I would stay we a peer and be there tomorrow. We both them got in bed, both naked and went to sleep. I was asleep until around 2am. I could not stop thinking on what I'd done. I was cheating on my wife with a man.
Around 5am, I woke up and I felt his hand in my waist, I turned around and I saw him facing up, his dick was hard but he was asleep, I looked at it and I just felt like sucking it again and I did, I started sucking his dick, I felt his hand rubbing and grabbing my ass so I knew he was awake, he didn't say anything, he kept playing with my as while I kept sucking his dick. This time he came in my mouth and swallowed the whole thing. I cant remember the taste of it but I can't recall not liking it, I can only remember how everything felt like a dream. We went back to sleep without saying a word.
The next day, now sober, we agreed not to talk about it and we both went our separate ways. This was a Saturday. We didn't do it again during that visit, we just kept interacting as normal, as if nothing had happen.
Now, the next few visits we repeated our encounters, each time things would escalate a bit more. After a while he was sucking my dick too and eventually he ended up fucking me. We've faked a "team building" to spend entire days together having sex. I'm not sure if this is important but we've never kissed nor used words of affection, every time we've had our roles very clear, he is the dominant top and I'm the submissive bottom. I can honestly say this is just sex.
The reason I'm sharing this story is because he will be taking an early retiring soon and this year (2023) will be the last time we have sex. We are planning to have our last "team building" activity to be an overnighter and make sure is a good one.
I know a lot of you will likely put a lot of tags on me, I really don't care I, the only thing I do regret is cheating on my wife, I never thought I was the cheating kind, let alone with another man, but I do love her.
- That's Juicy! 37
- Remove It! 6
# 64965 - by Dante2077 / April 7, 2023
