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  1. Horndog60

    Horndog60 Sex Machine

    Joined:
    Mar 3, 2020
    Messages:
    960
    naaa i never messed with the boss. i was afraid if i fucked her wrong or in the ass she'd fire me haha or get her knocked up!!
     
    • Agree Agree x 1
    #61
  2. harddick469

    harddick469 Porn Star

    Joined:
    Jan 15, 2019
    Messages:
    1,012
    Yeah, I fucked my boss. She was my 1SG in the Army and I was a squad leader. She kept commenting on what a fine looking NCO i was and then one day I commented back that she was fine too. She was a short, slim and had big tits.
    We talked about what we did after work and I told her I took a bubble bath to relax after work. She said she did the same and that I should join her. Went to her room after work, got in the tub behind her and kissed her neck while I played with her big boobs and nipples.
    We got out, and still qet, got on the bed and sucked and fucked till she couldn't cum anymore cause she was too tired. Said she hadn't cum that much in a long time.
     
    • Like Like x 1
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    #62
  3. StacyD

    StacyD Sex Machine

    Joined:
    Dec 29, 2017
    Messages:
    912
    3 of my bosses been in me
     
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    #63
  4. ShelbyRides

    ShelbyRides Sex Lover

    Joined:
    Mar 16, 2020
    Messages:
    201
    I had sex with my boss on his bosses desk.
     
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    #64
  5. Shynotshyguy

    Shynotshyguy Sex Machine

    Joined:
    Aug 23, 2017
    Messages:
    709
    I had 1 boss, she was an angry jerk. And she actually fired me. But she is VERY attractive, I would have had sex with her...
     
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    #65
  6. MinaThreat.

    MinaThreat. babygirl on top

    Joined:
    May 28, 2021
    Messages:
    11,630
    no, but beth did.


    …unless you mean like …someone who i’m letting boss me around :angelic:
     
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    #66
  7. Crazedude70

    Crazedude70 Porn Star

    Joined:
    Dec 18, 2017
    Messages:
    1,617
    I have an assistant. Once covid restrictions started in 2020 we all started working from home. About June she started coming to my house once a week. Things just got flirty as we were more relaxed I think. It just kind of happened. Very exciting especially since wife was working at home too.
     
    • Optimistic Optimistic x 1
    #67
  8. Ezlovinman

    Ezlovinman Porn Star

    Joined:
    Mar 16, 2020
    Messages:
    3,106
    Yes I did,she was a tremendous fuck
     
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    #68
  9. toniter

    toniter No Limits

    Joined:
    Jan 17, 2011
    Messages:
    8,132
    I hired a young married woman, very pretty with great tits. Over time, my wife and I became friends with her and her husband and, one night, invited them to dinner. On the way out, she gave me a full on, sensual kiss. Holy shit, I wasn't expecting that and the next day at work, I asked her for another. We had a six month affair fucking like dogs in heat.
     
    • Like Like x 2
    #69
  10. scharff

    scharff Porn Star

    Joined:
    Jul 17, 2016
    Messages:
    2,139
    Co-worker...yes. Great fuck. Good mouth.

    I'm the boss so for me, this is a trick question. People who work for me...no. Never. I have stroked off more than a few times thinking about one woman. I could spurt right now thinking about her. But IRL.....not a chance.
     
    #70
  11. UVmonkayX

    UVmonkayX Sex Machine

    Joined:
    Jan 13, 2019
    Messages:
    914
    No, I had sex with his daughter.
     
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    #71
  12. Ruby Skies

    Ruby Skies Porn Surfer

    Joined:
    Dec 30, 2021
    Messages:
    13
    I never had sex with a boss, but there have been a few that were tempting.
     
    • Like Like x 2
    1. silenceisgolden
      Know exactly what you mean ,had a few who were like that but it was too risky to go there
       
      silenceisgolden, Jan 17, 2022
    #72
  13. Coolvibes

    Coolvibes Porno Junky

    Joined:
    Aug 15, 2020
    Messages:
    366
    No, But I wanted to fuck my ex boss because she was a total bitch. I wanted that hate sex. I wanted to fuck her in the ass face down, then stick my cock in her mouth, and watch her swallow my cum. But knowing her, she probably like it, and then bitch about it.
     
    #73
  14. backinthesaddle

    backinthesaddle Sex Lover

    Joined:
    Nov 20, 2021
    Messages:
    202
    when i worked at McDonalds I would suck his cock in his office after hour
     
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    #74
  15. smokie617

    smokie617 Porn Star

    Joined:
    Mar 27, 2011
    Messages:
    1,112
    I was the boss. And yes I did. She was hot. And so willing
     
    #75
  16. pauldz

    pauldz Porn Star

    Joined:
    May 5, 2020
    Messages:
    1,101
    I only fucked the boss's wife for a few months, lol
     
    #76
  17. Hoteldelta

    Hoteldelta Porno Junky

    Joined:
    Aug 11, 2019
    Messages:
    451
    I’ve slept with people that reported to me
     
    #77
  18. Yvette C.

    Yvette C. Lesbian Porn Star

    Joined:
    Jun 2, 2015
    Messages:
    2,970
    Nope; with one exception they weren't my type...

    Sex with the boss is almost never a good idea; it can lead to serious problems at work.
    Co-workers might hate you for it or even try to exploid it, and you might get in some serious trouble should you ever be in conflic with your boss (like when you want to end the relationship).
    It's better to no get romantically (or sexually) involved with someone in the cain of command.
     
    • Like Like x 2
    #78
  19. superlonelydude

    superlonelydude Porno Junky

    Joined:
    Dec 3, 2019
    Messages:
    315
    Yes fckd the shit out of her on a business trip. Great time.
     
    #79
  20. lezJulie

    lezJulie Porno Junky

    Joined:
    Dec 10, 2021
    Messages:
    459
    Kind of, my wife is my boss. I’m employed at home. Lol
     
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    #80