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I Fucked My Boss

Personal Stories, Advice, and Support 361 People

    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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    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 45 Responses Jul 16, 2009

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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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    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 1 Response Jan 1, 2013

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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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    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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    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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    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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    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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    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 7 Responses May 19

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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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    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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    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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    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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    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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    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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    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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    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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    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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    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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    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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    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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    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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    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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    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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    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 29 Responses Nov 6, 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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    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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    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 3 Responses Aug 20, 2012

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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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    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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    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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    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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    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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    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 4 Responses Dec 28, 2013

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    Related Experiences

    I AM CURRENTLY working for a sexy demanding female boss. This is something I have always wanted but sort of gave up on. I always had male bosses as well as an unsexy female boss...
    Cleancut Cleancut 41-45 Sep 9

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    Yesterday, everyone on our team went out to lunch except for my boss and I. A while after they left, we went out to get food. We've been gone out to lunch together before, so it...
    littlequints littlequints 22-25, F 1 Response 3 days ago

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    This job has pushed me to be better, and my boss has taught me so much about being positive and confident, which is exactly the atmosphere I need to be in to move forward with my...
    JaidIsAWildflower JaidIsAWildflower 18-21, F 1 Response Aug 23

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    I'm not exactly sleeping with him but I want to I actually work for him and his wife...she is the main boss I give him BJ about twice a month and love it and want more He says...
    Steph9598 Steph9598 22-25, F 1 Response Aug 25

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    I'm not exactly sleeping with him but I want to I actually work for him and his wife...she is the main boss I give him BJ about twice a month and love it and want more He says...
    Steph9598 Steph9598 22-25, F 5 Responses Aug 25

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    I don't actually know if he really wants me or not but I want him I actually work for him and his wife...she is the main boss I give him BJ about twice a month and love it and...
    Steph9598 Steph9598 22-25, F 7 Responses Aug 25

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    Words Of Wisdom.....Years ago I had a boss who was responsible for sharing advice that has been a part of my life for over twenty years.I had sunk into a state of situational...
    Kathieredart Kathieredart 56-60, F 6 Responses 1 day ago

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    I would love to have a female boss who has me wear her panties and do anything she says
    CCstnt45 CCstnt45 46-50, M Aug 24

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    So if you've been following my story then you would know that i'm having an affair with my boss. (If you haven't read the other two stories, rather go read them now before you...
    Maddy1992 Maddy1992 18-21, F Aug 25

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    We met three years ago when he hired me. I was instantly taken with him and from what I know now, the feeling was reciprocated. I was positive he was married or had kids and forced...
    Eoligos Eoligos 18-21, F 1 Response Aug 25

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    Of course I do because my boss is me. Literally as I own my own business and I don't have any employees. So as long as the customers are happy I am happy.
    Jericho7 Jericho7 36-40, M 1 Response Aug 25

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    http://www.experienceproject.com/stories/Sleeping-With-My-Boss/4758822
    Steph9598 Steph9598 22-25, F Aug 25

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    This is insane. Seriously. We're the same age and I don't know his relationship status, but he knows mine. Single as single gets. I was dating a MM and I was an OW but it got too...
    ballroommarine ballroommarine 22-25, F 1 Response Aug 26

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    I just talked to my boss on the phone and asked him if he needs me on Labor Day. He said no and told me to enjoy my day off. Sad that I won't see him, but talking to him on a...
    littlequints littlequints 22-25, F 4 Responses Aug 30

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    This would always be my fantasy to have an affair with my boss but for him still to treat me like dirt when were not touching eachother.
    summerp01 summerp01 18-21, F 1 Response Aug 30

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    So about May i got hired as a temp for my new job. i instantly thought my Supervisor was attractive. but i let the though go because one he was my Boss and two my Boyfriend (now ex...
    Wolfey777 Wolfey777 18-21, F 3 Responses Aug 31

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