Has anyone actually fucked their boss or have thought about fucking their boss?

As a man, I had an older gay boss at a small company he owned. He would bring in young men living with him and say they were a nephew. It never fooled anyone, but that wasn;t the point either. They were never very productive at the office. Some left quickly. Another hung on for years. He never propositioned me and since there was nowhere to go within the company, I never offered. I wound up as manager of the company anway.
 
Over this summer we've gotten to know, been hanging out with a 19 y.o. modern hippy girl Samantha (fake name) who works at the carwash by our house. She's petite like me but taller. She kinda knows what hubby and I do but not everything. She knows that hubby isn't jealous and that I cheat and don't get in trouble. Anyway, she wants to screw 2 black guys she knows. One who works at the carwash with her and the other guy is his "homeboy" who freaking lives next door to the carwash. No *******!! This is crazy. She's meant to get these black dicks!! She's only been with 3 guys sexually, all country white guys so we can all imagine what she's in for. She's kissed both of them and hands play too. We'll keep y'all posted. She'll be screwing these guys soon
 
Over this summer we've gotten to know, been hanging out with a 19 y.o. modern hippy girl Samantha (fake name) who works at the carwash by our house. She's petite like me but taller. She kinda knows what hubby and I do but not everything. She knows that hubby isn't jealous and that I cheat and don't get in trouble. Anyway, she wants to screw 2 black guys she knows. One who works at the carwash with her and the other guy is his "homeboy" who freaking lives next door to the carwash. No *******!! This is crazy. She's meant to get these black dicks!! She's only been with 3 guys sexually, all country white guys so we can all imagine what she's in for. She's kissed both of them and hands play too. We'll keep y'all posted. She'll be screwing these guys soon
Good work on guiding her into something that will benefit her for the rest of her life. Help her to find a husband that can support her in this and you will make him a happy man.
 
Over this summer we've gotten to know, been hanging out with a 19 y.o. modern hippy girl Samantha (fake name) who works at the carwash by our house. She's petite like me but taller. She kinda knows what hubby and I do but not everything. She knows that hubby isn't jealous and that I cheat and don't get in trouble. Anyway, she wants to screw 2 black guys she knows. One who works at the carwash with her and the other guy is his "homeboy" who freaking lives next door to the carwash. No *******!! This is crazy. She's meant to get these black dicks!! She's only been with 3 guys sexually, all country white guys so we can all imagine what she's in for. She's kissed both of them and hands play too. We'll keep y'all posted. She'll be screwing these guys soon
Beautiful, what's the update?
 
Just wondering has any of the ladies who post in here have fucked their boss or have thought about fucking your boss or coworker?
I've only ever been with one of my bosses. We went down to a new store to help setup some stuff. We went out to dinner with some of the other employees. A few of went from there to drinks afterwards and ended up closing down the bar. My boss and I went back to our hotel where he invited me down to his room to have some of our leftovers from dinner and just hangout. Went down to his room to find he had a huge suite with an amazing glass and rock shower. He said to go for it and use the shower adding in as long as he could join me. I was ******* and it was playful so I said yes. We stripped down and got in the shower and had amazing foreplay and sex under the endless hot water.

I have been with several coworkers through various jobs.
 
Kinda the opposite way round but one of my oldest friends, white woman, has been blacked and impregnated by a black employee. Just months after deciding she didn't want *******, she couldn't resist the chance to have a black one. The guy had worked for her for less than a month.
 
Yes I did once.

My boss and I ended up making a road trip to see a customer that lived out of state. It was an emergency meeting so he asked me to come along so we could drive straight through there and back.

We got into the town where our customer was very early in the morning and were both tired so we decided to rent a hotel room for a few hours of sleep. The hotel we choose only had one room available but it was a king size bed and we were both adults so we went with it. We divided up some blankets and each picked a side of the bed. My boss took off his shirt and pants sleeping in just his boxers. Normally I am a nude sleeper but given having company I just took off my jeans and socks and slept in my underwear and shirt.

At some point my boss got up and went to his meeting. I was a bit on the warm side so since I was now alone I tossed the rest of my clothes on the floor and turned up the AC a bit. My boss finally came back and said he was done and soon it was time to leave and start the drive back. I told him I was going to shower first and without even thinking about it just got out of bed and started walking to the bathroom. I was halfway there when it occurred to me I was naked. My boss kind of laughed and then turned around. The damage had already been done so I simply finished the journey to the bathroom.

During my shower I was kind of turned on. I enjoyed staying in hotels in the first place, and I had just been nude in front of my boss. Since time was a consideration and I was not alone I decided not to enjoy myself in the shower. I got out of the shower and put on my clothes and went out into the room to see my boss now nude sitting on the bed showing off an impressive erection. He said something about how he did not want me to be embarrassed so he figured we should be matching. He then came over to me and leaned down and began kissing me.

Already being horny and having a very hot looking and good smelling man kissing me there was going to be no stopping. I quickly stripped out of my clothes and was on the bed. His hand and fingers quickly found my vagina and his mouth and teeth found my nipples. I reached down and found his already hard dick and began slowly stroking it back and forth as he explored me. I was building a good sized orgasm and approaching it when he moved between my legs. He pushed up and out on each of my legs as he moved in closer. I reached down and guided him into me. Him going inside of me started my first orgasm. I was lucky he started slow and then increased his speed and power as he went along. Orgasm number two was coming on fast and hard. It seemed to last forever and at the same time be over too soon before he was pushing into me like he was trying to go through me. I swear I could feel his whole body pulsing on and inside of me and warmth flooding between us.

It took quite a few moments before we relaxed and separated. My whole body seemed sore and between my legs was tender and soaking wet from the combination from both of us. We laughed and made some small talk as we came down from the high. We both then got cleaned up and dressed so we could check out on time and begin the drive home.
 
I have had 3 Bosses in my career, and had affairs with two of them. And to be honest, it would be 3 for 3 if I had stayed longer on my first job, LOL. I have a "thing" for Bosses!!
My first Boss affair was during my first marriage. Had been trying to get pregnant with hubby #1 for a while, and that also meant I was risking a pregnancy with my Boss. We divorced during that affair and I met the guy that would become hubby #2. My affair with my Boss continued because I simply couldn't say no to him.....if he wanted me, I wanted him and took care of his needs. I only recently confessed to hubby #2 that the affair continued past when he assumed it ended and that the reason we both got so sick on our honeymoon was because I had sex with my Boss the morning of our wedding and caught his cold, and gave it to hubby when we kissed after our vows. My Boss's sperm was running down my thighs as we got married!!
Boss affair #2 took quite a while to start, because we were both afraid to risk the great business relationship we had to give in to our desires for each other sexually. It was my longest affair, 11 years, and it only ended due to Covid. He got really weird during it and we agreed it was best to end it. It was a fun HOT sensual relationship.

J (the wife)
 
The director of one of the health departments where I work. The Christmas before the pandemic, we had a luncheon at a restaurant and people were scared to have her sit with them. I was like, come sit right here, right in front of me and talked to her like an alpha should. I got the cute white girl hair flip for being charming and joking with her. Not to mention the Black girls who just got hired were on the left of me giggling and raising my stock up. I still have the pictures. I'd want her to keep the glasses on for the meeting at the hotel and remind her that she doesn't run ******* outside of the office for the rest of that weekend. I plan on getting written up 17 times for insubordination by Sunday. One for each time I made her cum inappropriately. Wait 18 for calling her a honky. ;)
 
My wife fucked her boss. Every time he was up in area visiting her office. Probably 8-10x he barebacked her always and last couple times his wife was even pregnant, which makes it much worse. He even came to our jack and Jill and bought us a present. Almost like a thank you for fucking my wife lol
He filled her many times and allowed me to pay for their rooms. She was obviously his favorite subordinate
 
The director of one of the health departments where I work. The Christmas before the pandemic, we had a luncheon at a restaurant and people were scared to have her sit with them. I was like, come sit right here, right in front of me and talked to her like an alpha should. I got the cute white girl hair flip for being charming and joking with her. Not to mention the Black girls who just got hired were on the left of me giggling and raising my stock up. I still have the pictures. I'd want her to keep the glasses on for the meeting at the hotel and remind her that she doesn't run ******* outside of the office for the rest of that weekend. I plan on getting written up 17 times for insubordination by Sunday. One for each time I made her cum inappropriately. Wait 18 for calling her a honky. ;)
That's really hot. Please tell us more about that Christmas luncheon and weekend, and the meetings after that.
 
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