Tell a real story about hooking up with your boss/supervisor or employee.
Yeah, it's not a good idea, but it's also hot as fuck.
Yeah, it's not a good idea, but it's also hot as fuck.
Sex With Your Boss/sex With Your Employee
- Thread starter talkthetalk
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cedarizzo
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My first job (high school/college) was for a fast food restaurant. One of the managers was very gay and very out. At the time, I was very much in the closet. One summer, when I was in college, a group of coworkers were going to meet at a coworker's apartment. We were going to spend the day drinking by their pool. The gay boss had asked me to give him a ride. When I went to his apartment, he wasn't ready and got naked in front of me to take a shower. I had been working with him for about 3 years at this point and I wasn't attracted to him. But when he came out of the shower, he was naked and he pulled down my swimsuit. He started sucking my dick. I was 19 and would get an erection for no reason, so it got hard instantly. He then pushed me on to the bed and sat down on my dick. He rode my dick until he shot his load on me. He got off of me and handed me a towel to wipe up. I was still in shock over what had just happened. We hung out with our coworkers at the pool, but I was still in shock and ended up leaving after a few hours. We never talked about what happened and we never did anything sexual again.
The other time it happened was when I went to work for my boyfriend. He was the manager of a grocery store and was desperate for help. At the time, my father had died and left me a bunch of money. For the previous year, I had been working part-time first at the adult bookstore and then later at the gay bar. I was bored and needed something to do. So at first, I just started doing basic tasks, helping him out. But eventually I was working there full-time. We were having sex pretty much every day while we were at work. We used an abandoned back office which was very hidden. We almost got caught twice, but nobody ever found out.
The other time it happened was when I went to work for my boyfriend. He was the manager of a grocery store and was desperate for help. At the time, my father had died and left me a bunch of money. For the previous year, I had been working part-time first at the adult bookstore and then later at the gay bar. I was bored and needed something to do. So at first, I just started doing basic tasks, helping him out. But eventually I was working there full-time. We were having sex pretty much every day while we were at work. We used an abandoned back office which was very hidden. We almost got caught twice, but nobody ever found out.
MrTMT
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I've known a gay guy years ago during the last year of my college. He was in his 40s at that time and he owned 2 flower shops in the same city (about 30 minutes distance between the 2 stores). One shop he maintained on his own and the other one he let his lived-in partner to managed.
What he described to me was that he hand picked guys that work at his location. I did stopped by both of his shops and although it's a flower shop, all those that worked there were guys.
One day he mentioned to me that he had recently hired a guy and he took this new guy into the "cold room" (it's a walk-in refrigerator) and sucked his cock in there.
I've always wonder back then that if there are anyone who worked for him at his shop that didn't engaged in sexual things with him. One thing I know back then he had a good looking face, decent shape (tall and slender) and a nice package.
What he described to me was that he hand picked guys that work at his location. I did stopped by both of his shops and although it's a flower shop, all those that worked there were guys.
One day he mentioned to me that he had recently hired a guy and he took this new guy into the "cold room" (it's a walk-in refrigerator) and sucked his cock in there.
I've always wonder back then that if there are anyone who worked for him at his shop that didn't engaged in sexual things with him. One thing I know back then he had a good looking face, decent shape (tall and slender) and a nice package.
it's hotter if there's a secretive/forbidden period, but sure
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I have had sex with co workers and my boss’s wife but never a boss though.
cedarizzo
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I did work for another guy who is a friend of benefits of mine. I've talked about him before, he is about 10 years older than me, 6'6" tall, super skinny maybe 180 and has a very impressive thick 9" cock. The best part is he gets very aggressive and loves to fuck my face (or ass). I've been sucking (and getting fucked) by him for about 20 years.
In the early 2000's, we bartended together for a while at a local gay bar. At the time, he also ran a catering company that got a big university contract and the catering business got really busy. So pretty much everybody who worked at the bar (and many customers) ended up helping him out at his catering company. Some would just help at events. I ended up working some days and a lot of the events.
I messed around with him a few times while we would be out catering. But there was also a m/m couple that helped cater. One of them is the guy who fucked me in the boys locker room at the Catholic high school when we catered a big event there. I messed around with him about 20 times and both of them about 5 times. Most of the time, we would fuck in the catering van after an event. Other times, we would meet up at the adult bookstore. Both of them had really nice thick dicks. The top was 8" and the versatile guy was 7". Always lots of fun with them.
There was also another guy who helped cater occasionally. He was young, probably 20 and really good looking. He comes from a well-known local family that owned a few businesses. The problem was that he was always in trouble for drugs and not keeping a job. His parents would threaten to kick him out of the house unless he would get a job. So my friend would hire him to help us cater, knowing he probably wouldn't show up. But when he did show up, he would be sober and a fun guy to be around. Sometimes after work, I gave him a ride home. When his parents would be gone, he would invite me in and we would fuck around in his bedroom. He was a good at sucking dick. And he had a nice 7" dick. Him and I fucked each other a few times. But the problem was he couldn't beat his drug addiction and the days he was sober were few and far between.
In the early 2000's, we bartended together for a while at a local gay bar. At the time, he also ran a catering company that got a big university contract and the catering business got really busy. So pretty much everybody who worked at the bar (and many customers) ended up helping him out at his catering company. Some would just help at events. I ended up working some days and a lot of the events.
I messed around with him a few times while we would be out catering. But there was also a m/m couple that helped cater. One of them is the guy who fucked me in the boys locker room at the Catholic high school when we catered a big event there. I messed around with him about 20 times and both of them about 5 times. Most of the time, we would fuck in the catering van after an event. Other times, we would meet up at the adult bookstore. Both of them had really nice thick dicks. The top was 8" and the versatile guy was 7". Always lots of fun with them.
There was also another guy who helped cater occasionally. He was young, probably 20 and really good looking. He comes from a well-known local family that owned a few businesses. The problem was that he was always in trouble for drugs and not keeping a job. His parents would threaten to kick him out of the house unless he would get a job. So my friend would hire him to help us cater, knowing he probably wouldn't show up. But when he did show up, he would be sober and a fun guy to be around. Sometimes after work, I gave him a ride home. When his parents would be gone, he would invite me in and we would fuck around in his bedroom. He was a good at sucking dick. And he had a nice 7" dick. Him and I fucked each other a few times. But the problem was he couldn't beat his drug addiction and the days he was sober were few and far between.
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Only with one guy, ages ago.
Just after I left school I worked as a waiter and had a hot, gay restaurant manager. After a few months I became assistant manager.
He and I stayed late doing stock take and checking that the kitchen was up to code, cracked open a bottle of wine, one thing led to another and we ended up fucking in the delivery bay. For the next few months would sneak off to the stock room/supply room/office whenever we could.
Hooking up didn't change our working relationship at all, just made work more fun to be at.
Didn't last long though. He fell in with a bad crowd & ended up being on drugs pretty much 24/7.
After I moved away, i heard he got HIV and eventually died from HIV (apparently.... I'm sure the drugs were the biggest contributor to his death)
Just after I left school I worked as a waiter and had a hot, gay restaurant manager. After a few months I became assistant manager.
He and I stayed late doing stock take and checking that the kitchen was up to code, cracked open a bottle of wine, one thing led to another and we ended up fucking in the delivery bay. For the next few months would sneak off to the stock room/supply room/office whenever we could.
Hooking up didn't change our working relationship at all, just made work more fun to be at.
Didn't last long though. He fell in with a bad crowd & ended up being on drugs pretty much 24/7.
After I moved away, i heard he got HIV and eventually died from HIV (apparently.... I'm sure the drugs were the biggest contributor to his death)
elklindoxxx
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It was at my first job right out of college. I got my boss out of a really bad situation, can't remember what it was that she screwed up? We had to work on a Saturday and with nobody around we started talking and then one thing led to another.
I got a great review and bonus that year...
I got a great review and bonus that year...
Once at work, had a big meeting and one of the CEOs was there as well who I never actually met before. He would always be on some sort of business trip. I just found him extremely sexy, although I didn't even know if he was into guys at all but I said to myself; Fuckin hell, I'm gonna fuck this guy no matter what...
On that day when I finished at the gym I got on this dating app to check my messages and I started chatting with this guy who I exchanged a few pictures with. It turned out it was the CEO from the meeting.
When he realised who I was, he got very awkward and wanted to leave our chat. Eventually I convinced him about letting me come over to his place and we ended up having sex
On that day when I finished at the gym I got on this dating app to check my messages and I started chatting with this guy who I exchanged a few pictures with. It turned out it was the CEO from the meeting.
When he realised who I was, he got very awkward and wanted to leave our chat. Eventually I convinced him about letting me come over to his place and we ended up having sex
Rippedspeedo
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Worked at a clothing store and my boss had the hots for me.I hadn't been with a guy and he was always pinching my adaGe had me stay after work one night.We were in the back identifying underwear.He picked up a skimpy pair and said I'd look good in them.He told me to put them on.I wanted to keep my job so I went to dressinroom.I was down to my underwear and socks and he came in.You are so cute he said and started kissing me.His hands went to my briefs and I said no boss.He started to tickle me and I pulled away.I ran out of the dressing room and he chased me around the store.I started to climb over a display but he caught my leg.He pulled my socks off and then my briefs.His finger went up my hole and he had me moaning.Precum dripped and he sucked me .Untold him I was going to shoot.I came hard skirting all over myself.He took my briefs and ripped me clean.He then fucked me hard and I sat on his cock. He treated me great after that and provided all my clothes.Still visit his store.
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