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

Yes but that's not what I first thought of when I ran across this thread. A friend of my wife's discovered her husband cheated on so she fucked her boss in revenge. It turns out he "had feelings" for her so was pressuring her to go further. Long story short she divorced her husband and married her boss. After nearly 15 years of paying for his step children (including help with college financing) she divorced him and remarried her ex-husband whom she'd been fucking all along.
Plot twist
 
My wife was owned by one of her bosses, about 14 years back. At first they would fuck in his office. Later he got so demanding, he would just text GPS coordinates and she would drive to his car and blow him. He would demand she wear a miniskirt with no panties during these encounters for “easy access.” At the very end, he wouldn’t even drive off the company lot. She would just suck his dick in the parking lot every lunch.

Often he would command her to ride him to completion. And he would take her panties after, so she had his cum running down her legs the rest of the day. He also liked to cum in her mouth, or on her tits and have her rub his cum into her breasts. Perhaps my favorite detail is that he trained her to thank him for his cum each time.
 
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He wasn't technically her Boss, but his Dad owned the company. We were both on her company's softball team and had games once a week in the evenings. Afterward we'd all go to a bar. Sometimes our babysitter had to get home early to do homework, so I'd head home and my wife would stay and catch a ride home later, since they were her co-workers.
One nite she didn't get home until 4 a.m. I saw her sneak in, but pretended to be asleep. I told her at breakfast I'd gone to bed around 11 and asked what time she'd gotten back. When she lied and told me "around midnight", I knew something had happened. Checked her panties in the laundry and they were stiff with dried cum! Neither of them knew that I knew about it, so I stayed quiet and let it continue.
Spoken like a true cuck ;)
 
My wife was owned by one of her bosses, about 14 years back. At first they would fuck in his office. Later he got so demanding, he would just text GPS coordinates and she would drive to his car and blow him. He would demand she wear a miniskirt with no panties during these encounters for “easy access.” At the very end, he wouldn’t even drive off the company lot. She would just duck his dick in the parking lot every lunch.
This sounds hot
 
Oh yea, I've actually had thought of fucking my former boss. She was all that and then some. Huge tits phat ass. I wanted to fuck her ever since I was hired as her assistant. She's a short white woman at that.
 
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Mrs Playin has had dinner and went back to her sisters bosses house with him... Older man who allowed us to use his ranch home many many times over the years. In fact we've used his ranch and particularly his pool there to shoot many thousands of photos through the years. He showed up one day unexpected and actually saw us doing a pool photo session. She did it probably to thank him for being so gracious with him 2nd home. This is one encounter where I have no idea what actually happened because she didn't talk much about it afterwards. I know she came home with a rather large dildo and I expect that she "used' it for him or let him use it on her. Did he fuck her, I don't know for sure, he's be a fool not to have at least tried regardless of his age. I know he took care of her well for the time she spent with him... I later tossed that dildo to her one day when she was in our pool at home. I told her I wanted to see her use it for me and that she couldnt leave the pool for extra lube, not not that she ever needs or uses lube anyway except when I fuck her ass.
 
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. ;)
Someone asked me for an update, we talked this week about AI and she stayed at my desk for the longest time. She sent an email out asking about ChatGPT, nobody responded out of fear. Of course, because she doesn’t intimidate an alpha like me, I responded. She of course told me what everyone feared don’t put job info on there yadda yadda yadda, I wrote back and said oh nah I’m a beta tester for NotebookLM. I told her about contained AI and she told me about a site with a notebook AI based on some person I forgot. Keep in mind we are emailing each other like the entire department isn’t in on the email.

Just yesterday she stopped by my desk and asked about notebooks, I’m like nah, I’m on to Localhost AI. I made a joke about having the basic basic because my laptop went “noooo” when I tried anything higher. She laughed and did the white girl hair flip (not fair).

The other 2 Black guys be all yes ma’am no ma’am. I show respect but the title means nothing outside of the office. I got the range to call her boss lady on the 9th floor and say suck it white bitch in the parking garage. Probably ain’t been slutted out like that in years, too busy being mommy and a strong career woman shattering glass ceilings. So used to men cowering or worshipping her, it’s good for career and family sure, but it don’t make for good orgasms. There lies the problem, she’s so close to the answer, she can sense it.
 
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