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I Sex With My Boss

Personal Stories, Advice, and Support 160 People

    First Job

    I had sex with my supervisor, on my first job, which was after I completed high school. She was very angry, assertive and dominant woman. She didn't take no for an answer. She used to show power to her subordinates, but used to suck up to those higher up than her. She...
    giftedone11 giftedone11
    22-25, M
    May 1, 2013

    Many Times

    Well im gay and work in a gay bar n resaurant so ******* the boss or letting him use as his *** dumpster is a perk of the jon...its almost expected! But my first time was when I was 16. Just started working. in this straight place but the head chef was gay n out like me. One...
    thegaychef thegaychef
    56-60, M
    Jun 24, 2013

    At First It Was Because I Had To

    When I got out of college I got a job working in an office, just answering phones. There was three owners, all married and seemingly nice. Two days after I started one of them made a pass at me and I turned it down knowing he was married. He didn't pursue it and a couple of...
    arizonapalerider arizonapalerider
    31-35, F
    8 Responses Aug 17, 2010

    So several years ago,

    I worked at a PR company in Chicago. My boss's name was Joan, and she was really cute. Very pretty face. Great eyes. Nice small ***. Curly hair. And huge t$%^. She was a very sexy package overall. I am my male colleagues all lusted over Joan. Joan had no problem with...
    naughtjames45 naughtjames45
    46-50, M
    1 Response Jan 20, 2015

    Ladder To Success

    "He" wasn't my boss when we started fooling around, but he got promoted the very next day! I guess I should take credit for him moving up the food chain but he's really smart and good at what he does. ( in all areas!) Reporting directly to him, we agreed we probably shouldn't...
    ThyckandSassy ThyckandSassy
    51-55, F
    5 Responses Jun 4, 2013

    Being The Assistant

    for high school we had to find ways to volunteer, and i decided to help at our local hospital. I became an assistant to Dr. Thomas the hot, steamy, 25 year old surgeon. if your wondering how he can be so young and a doctor( went to college at 14). As we worked together he looked...
    deleted deleted
    Aug 24, 2012

    Yes I Did.

    I was working at a restaurant as a waitress. The manager of the restaurant was married and a idiot, but for some reason I was attracted to him. He would flirt and make sexual remarks to me a lot. One day I was on my break and I went into his office and we were talking. He must...
    deleted deleted
    2 Responses Mar 13, 2013

    Sex With My Boss For Money

    During my first Christmas at university I got a holiday job wih a bank in London. One of my jobs was to help arrange the Xmas party. The boss was an American who came over quite often and came over for the party. At the end they offered to get me a taxi home and as Tim was on my...
    deleted deleted
    May 18, 2013


    I had sex with a former boss at a Christmas party. The party was at his house. I was drinking having a good time. He invited me out to his garage to see his old Corvette. He told me he had always been attracted to me. I'll admit I was flattered. He told me he wanted to touch me...
    AmkBareback AmkBareback
    31-35, F
    2 Responses Dec 20, 2012

    At Work.

    When I was 19, I worked as a hostess at restaurant. He was an outgoing man who liked to flirt. One night he was goofing around and grabbed my ***. Right away he was embarrassed and apologized. I wasn't bothered by it, so I said it was okay. The rest of the night he was very...
    OpenCallie OpenCallie
    26-30, F
    14 Responses Dec 26, 2012

    I Did Not Yet

    but my boss did touch me and I feel he wants to. Now he asked me to work extended hours. I work in café part time on weekends and he want me to work until later at night, he promised me pay rise also if I agree to wok extra hours. I hesitate because I afraid what it will lead to...
    desireforpassion desireforpassion
    22-25, F
    5 Responses Mar 28, 2013

    Here We Go Again

    I have a history of sleeping with my bosses.I guess I am just attracted to the power and risk factor. I had a serious relationship with my last boss which lasted 2 years, and the other one I just had a fling with for a couple months... I am single so I am not a cheater, but I...
    kylee101 kylee101
    26-30, F
    3 Responses Nov 11, 2012

    Size Queen

    Im a gay chef and. work in a gay bar. Our manager if real buff...check out his pic. Like me his a sex machine and loves seeding guys. On his first day there 4 years ago he was talking to me as i was changing and he comented on my 9 ich pierced **** whick was half mast. He then...
    thegaychef thegaychef
    56-60, M
    1 Response Apr 25, 2013
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