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I Fucked My Boss

Personal Stories, Advice, and Support 356 People

    Unexpected

    So my job is a very social environment, and I'm around the people I work with 7 days a week. Over the time that I worked at my place of employment, my boss and I had this really subtle flirtatious relationship. So I was closing down one night, and I needed to go into the office...
    xotiqkiss xotiqkiss 26-30, F 7 Responses Aug 16, 2013

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    A Taste Of The Boss Pt. 1

    Rushing through the stuffed and highly disorganized closet Dahlia mumbled to herself, occasionally releasing a frustrated sigh. A few seconds of silence before her bright red lips parted, glistening with lip gloss and a loud growl escaped. She had, of course, misplaced the...
    IvoryTapestry IvoryTapestry 26-30, F Dec 6, 2011

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    My Boss Is Still ******* Me...

     I was terrible stressed on day when my boss stopped me and asked if I was OK. I said yes, I was OK, but said with a smile that I was terrible stressed at the moment and really could need some good relaxing exercises. We stood there and talked for awhile when he suddenly...
    Spirow Spirow 36-40, F 12 Responses Sep 9, 2010

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    A Long Time Coming...

    So I'm currently working with my boss Tracy, who used to be my client a few years back. We always hit it off very well from day one and as she is sooo hot I've always secretly fancied her. But being professional and all I let it be just a nice distant fantasy... I remember one...
    yourphantasy yourphantasy 31-35, M 4 Responses Feb 15, 2012

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    I F**ked My Manager

    I’ve had so many day dreams about sleeping with my loss prevention manager and one day my dreams came true. I was coming back from maternity leave with My daughter And he was the closing manager. For some reason he had let everyone in the department go home early. It was just...
    xiyayoix xiyayoix 26-30, F 4 Responses Aug 20, 2012

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    On the Job

    Some years ago I started a new job as a secretary for four directors. They were all great guys but one of them, J. was immediately special. Two weeks in the job and we were having a meeting for two days at the Hilton Amsterdam. The meeting went well, some twenty guys in total and...
    Akwagrll Akwagrll 51-55, F 44 Responses Jul 16, 2009

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    Haven't Yet But Want To So Bad.

    Ohh my I'm a throbbing wet mess. He did it again today just simple conversation and joking. I placed something in his pocket and not realizing what I was doing I placed my hand on his sexy chest that I can't keep my eyes off of. Just that feel under my hand Gave me a rush that...
    Annbryan Annbryan 41-45, F 9 Responses Nov 4, 2013

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    Sir, Can I Have A Raise?

    This is one of my most recent sexual encounters. I just recently quit this job and even though I only worked there a short time, the memories will last forever. I had gotten hired at a major publishing company, working as an assistant. I worked my *** off. Learning everything...
    VegasWhore VegasWhore 18-21, F 7 Responses Jun 2, 2012

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    My Boss Is Still ******* Me

    In June, 2007, I started a new job. My then husband and I were having marital struggles. I confided in my boss and he gave me wise counseling. After a while, we both started having feelings for each other but never mentioned it. One day he couldn't hold out any longer so he asked...
    hgangie hgangie 51-55 8 Responses Jul 4, 2013

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    I Fu*Ked My Boss

    I had just come from maternity leave with my first child. Sadly my Partner had died in a Car crash the day I found out I was pregnant. I didn't know how to react. After I had my baby I kept her for a while, but then I couldn't take it anymore, I wasn't ready to be a single mom...
    Giraffeanon Giraffeanon 31-35, F 2 Responses Aug 7, 2013

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    Sergeant First Class

    I had just gotten to Germany and attached to an armor unit. It was strange adjusting to that unit being 18 and the youngest guy there. I was introduced to my platoon Sgt. She was older I think 36. Dark brown hair, almond shaped brown eyes, taller than me by at least 3 inches. I...
    Wolf16 Wolf16 36-40, M 1 Response Apr 18, 2012

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    My boss and I told our co-workers we were going

    to get something from another building. He took me into the bathroom locked the door turned the lights off. Proceeded to pull off my pants and put it in from behind then sat me on the counter and ate me out. We went back to the restaurant like it never happened.
    SaltLife1234 SaltLife1234 18-21, F 3 Responses Feb 10

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    I was a shy girl in a new kind of world.

    I started my job in a warehouse as the only female forklift driver so my boss kind of became my care giver. He showed me the ropes told me what all the guys said about me, joked around and be came a fast friend. Soon I was his go to gal. Need someone to work over, he'd call me...
    starknight starknight 36-40, F 2 Responses Jan 31

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    Taste Of The Boss Pt.4

    Dahlia set on the edge of the marble whirlpool tub at her boss's house. She smiled and watched the water fill up, gingerly she put her painted pink toenails into the warm water. Tim had left her to grab them both a glass of white moscato wine, her favorite. When Tim returned she...
    IvoryTapestry IvoryTapestry 26-30, F 3 Responses Dec 21, 2011

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    So I am sure most folks think this experience

    is the usual woman blowing her boss to gain his attentions. Not so. I am a man, and worked for a woman. Her name is Joan. Joan was pretty, had very large **** and had a cute smile. Joan was a good but somewhat demanding boss, but I knew she liked me as a worker at least...
    JimJames67 JimJames67 41-45, M 3 Responses Dec 28, 2013

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    Stress Relief

    I have written about having sex with my boss Cole. One time we were involved in a project that was not going so well. We were nearly out of time, and a businessman we dealt with was on the way over to discuss the project. Cole called me and told me to stop my research and come...
    need4something need4something 41-45, F 6 Responses Apr 10, 2013

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    Quiet Day In The Office

    My boss n I were cleaning out the stores n got rather grubby so went up to his flat for a shower. We ******** off n to save time showered together...we are gay by the way. We lathered up and I sprank a semi....he sank to his knees n sucked me hard. He lent a gainst the shower...
    thegaychef thegaychef 51-55, M Nov 23, 2013

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    1st Boss

    Several years ago my company hired a new VP of Finance. At that time I was working at a junior position in the payroll department, happily married with one child.  My sex life with my husband was quite good although I had '****** around' on him many times without...
    spreadmylegsplease spreadmylegsplease 51-55, F 5 Responses Jun 26, 2010

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    I still do! I'm not sure

    who is exploiting who, if that's what's happening!
    Paca24 Paca24 18-21, F 5 Responses Jul 13

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    A Taste Of The Boss Pt. 3

    Dahlia awoke again in her super sexy bosses bed... whom she'd just ****** for the first time. However he had gone and a note was tucked in beside her to read upon waking. She smiled remembering the amazing sex they'd just have.... and what day was it? She was due in work today at...
    IvoryTapestry IvoryTapestry 26-30, F 4 Responses Dec 14, 2011

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    On The Road Again

    I have already written one story about the boss I had several years ago and us playing around in her office with us getting to third base and me even shooting a load of **** on to her rug. This woman was almost 6 feet tall, with very nice **** and a nice round, but firm...
    Cfmn2010 Cfmn2010 51-55, M Jan 25, 2011

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    ******* Tammy my secretary

    I was working for a law firm and I had a private secretary, her name was Tammy. Every time I would see her I would get a hard on! She always wore heels, nylons and a sexy dress. She was about 5'8 115 lbs, long red hair and a beautiful smile, she had a sexy set of ****, and a...
    deleted deleted 26-30 3 Responses May 21, 2012

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    A Long Time Coming - Part 2

    This is the second part of the story and for context you are better off reading the first part in this Experience group first.I open my eyes and it takes me a couple of seconds to orientate myself. 'Where am I? Why am I naked? Whose this women next to me? SHIIIIIT! I just had sex...
    yourphantasy yourphantasy 31-35, M 4 Responses Mar 3, 2012

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    More Than Once

    My boss is an old man. He owns the shoe shop that I work in. I've worked there since I was 15 and he has always wanted me. In the beginning it was jut touching. He would brush past me and he loved to rub his **** against me. This went on for years until we were touching each...
    teentemptress teentemptress 18-21, F 15 Responses Oct 14, 2012

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    My Boss's Boss (jo)

    I had always been scared of my boss's boss. I was always shy and nervous infront of him. He is just an year older to me. We had a work night which he organised for all of us. We were 4-5 people at the pub drinking and I was the only girl in the group. We were all drinking and...
    jennynisa jennynisa 26-30, F 1 Response May 8, 2011

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    She Never Fails To Deliver

    I had been happily married for several years before I blossomed into a new woman by fulfilling my husband’s ultimate fantasy. He had been trying to convince me to **** other men ever since we started dating in undergrad, and his obsession was the focus of many a role playing...
    irishdude3881 irishdude3881 26-30, M 2 Responses Jan 1, 2013

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    Older Female Boss

    When I was 22 I worked in a high end clothing boutique owned by a woman in her mid 30's. She was a very pretty blond and I was kind of in awe of her, it was a small town and she was well respected in the community. Over the course of a very busy tourist season we became pretty...
    roseredd roseredd 36-40, F 6 Responses May 24, 2011

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    Pool Time

    so my boss an I are very close meaning she knows that I am attracted to her. Every summer when I open my boss come overs to enjoy my pool with me well I was in for a surprise when she come out to the pool total naked. Let me tell you I was very excited when I saw her standing...
    mommytits mommytits 26-30, F 17 Responses Jun 18, 2013

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    A Taste Of The Boss Pt. 2

    It had been two hours of rummaging through her closet. 2 hours... but after much deliberation Dahlia decided on a short jean skirt, a white tank-top, a cropped cardigan and bright pink high heels. She had curled her hair into waves, and shaded her lids with a smokey grey...
    IvoryTapestry IvoryTapestry 26-30, F 3 Responses Dec 6, 2011

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    The Evening Meeting

    last night my boss and i went out for drinks after this extremely long winded meeting with some of our board members. we have a new annoying member that has all these GREAT IDEAS that were great if you were around to have seen us accomplish them years ago. so my boss and i were...
    daddygirldoes daddygirldoes 31-35, F 7 Responses Sep 24, 2010

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    Got Laid In The Boss' Jet

    I worked for a company once as a personal assistant to the boss. We often took the jet to business meetings. Usually there were other people with us, but on this trip we were alone, except for the crew. My boss was 43 and I was 34. I dressed in a professional manner, but...
    need4something need4something 41-45, F 5 Responses Apr 7, 2013

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    Fifty Five Years Old...I Was Twenty Two But I Wanted Her So Badly I Risked Losing My Job!

    Before I joined the RAF I had a number of jobs, for a while I worked in the British Civil Service and this is where I met this `older woman`...every young mans secret fantasy! From the moment that I started working in the big office where she reigned supreme, I knew that I wanted...
    SquadronLeader SquadronLeader 61-65, M 4 Responses Sep 19, 2013

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    My Perfect Fantasy Fulfilled

    Never in my wildest dreams did I imagine that working in a laboratory would result in the hottest sex of my life. When I accepted my position as an assistant to the enticing Doctor Green, I knew my work would involve research. I certainly didn’t think it would involve...
    irishdude3881 irishdude3881 26-30, M Feb 19, 2012

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    Yesterday Afternoon

    My bf thought that it would be great if I would seduce my boss in my office while the webcam was on so that he could watch. So for the last few weeks I have been working on getting my boss into a place where he's just dying to **** me - my webcam on permanently so that my bf...
    Lipsxxx Lipsxxx 26-30, F 30 Responses Nov 6, 2012

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    And still do.........

    Most stories here on EP are about females ******* their male boss. Fortunately for me it's the opposite. My boss is in her mid fifties, married with grown up kids. She's a big girl, about 6 feet tall, a little bit heavy but I find her really sexy. We have to travel together on...
    JackTheLad11 JackTheLad11 36-40 5 Responses May 19

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    Related Experiences

    A brief background explanation: I'm a college intern working over the summer at a medical facility, and I have a boyfriend of two years. These details will obviously explain why my...
    skylarwhite skylarwhite 18-21, F 3 Responses 5 days ago

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    I just got rid of a toxic person who was one of my ex bosses that I was on and off again doing freelance for. He always called me stupid and down played my abilities and...
    bettygingham bettygingham 22-25, F 1 Response 3 days ago

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    I've been working at my job for a little over a year and about three months ago I realized I'm extremely attracted to my older married female boss. I told a couple of my coworkers...
    ryinkelsin ryinkelsin 22-25, F 2 Responses Jul 27

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    She's loud and makes me feel stupid. I have to guess what she wants. I really want a new one! My actual boss is lovely and makes me feel clever and like I can do anything.
    Emmzzi Emmzzi 41-45, F 1 Response Aug 1

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    Speaking with Joystiq, Xbox boss Phil thinker same, "Right presently we've got not changed the policy on MMOs and free-to-play games." He went on to counsel that sterilisation that...
    mmogooglegame mmogooglegame 22-25, M Aug 6

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    My name is tubebiowei, I am 19 years old, I have a friend who is very very close to me, so when I eventually start having financial problems so my friend volunteer to get a job for...
    tubebiowei tubebiowei 18-21 Aug 15

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    Today, my boss joked about me being flirty... To this random guy. Obviously, I was not because I have a crush on my boss, not this other guy. I felt myself flushing red as I...
    littlequints littlequints 22-25, F 1 Response 4 days ago

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    I've worked in the private and public sectors. My last job in public sector destroyed my will to be an employee ever again. I can't find a boss with integrity so I'll be my own.
    sophiewrites sophiewrites 41-45, F 2 Responses Jul 24

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    I've heard that a lot if people misunderstand my boss. He doesn't open up to people and can be pretty mean at times. But I think he's starting to open up to me. He tells me about...
    littlequints littlequints 22-25, F 1 Response Aug 1

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    The other day, I showed my boss a picture of myself and my roommate's cat. His reaction was, "you took a selfie with your cat?" To be honest, I was a little surprised that he knew...
    littlequints littlequints 22-25, F 1 Response Aug 4

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    Years ago, we worked together, no super hands on or anything, but we ran across each other. Then there was about 4 years of minimal contact... Well, now he is my direct...
    BlueMoonLuck BlueMoonLuck 22-25, F Aug 8

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    He has been my boss for 3 years now. We are both gay men which I think makes this all a bit trickier. We have been through similar life experiences and we spend a lot of time (on...
    SocioNarcc SocioNarcc 31-35, M 2 Responses Aug 11

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    My boss criticizes everything that everyone does, is a perfectionist, plays favorites, and I'm pretty sure is OCD. He contradicts himself in what he asks of us. Like he will want...
    an2012 an2012 22-25, F 1 Response 3 days ago

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    LaMirage LaMirage 26-30, F 1 Response Jul 27

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    Omg he is so freakin hot!! Those beautiful bright blue eyes, broad shoulders, strong arms yum yum yum! His authority and power just overflows off of him. He's such an amazing...
    MrsGigalowJr MrsGigalowJr 26-30, F Jul 30

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    I am about to do something very stupid. We've been working together for over a year, which has been great because sometimes I think he is the only one there who knows what he's...
    hopelesssness hopelesssness 22-25, F 3 Responses Aug 7

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