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Adult Confessions | If-the-boss-only-knew |
If The Boss Only Knew
You know how the saying goes "When the cat is away, the mice will play." Have you ever back stabbed a co-worker, peer, or EVEN your boss? Do you involve yourself in political game playing, office manuvering, or one-upsmanship games to advance your job position? Are you secretly gunning for the boss's job? Have you setup a fellow co-worker to take an embarrassing hit? Have you positioned yourself as an expert in subject matter you know absolutely nothing about? Have you thrown a fellow co-worker under the bus to secure a promotion? Have YOU been thrown under the bus?

Maybe your office place dealings are more sexual in nature.. Have you been involved in an office place fling with a co-worker behind your bosses back? Did your office place sexcapades lead you to a promotion, or ultimately get you canned? Adult Confessions is the place to share all the juicy details. Your boss will never be the wiser! ;-)
  • — If The Boss Only Knew —
    Straight Male / 28

    I work for Best Buy's Geek Squad servicing computer systems. It doesn't pay well and there's a constant feeling that each year will be our last. I would have quit a long time ago, but each day working on other peoples computers potentially adds to my early retirement plan.

    Since 2014, I've been collecting customers Bitcoin wallet information. So far, I have data for almost 200 Bitcoin wallets totaling just over 500 Bitcoins. As of today, Bitcoin is valued at over $11,000 USD per Bitcoin. When the time is right, I'll transfer and collect over $5,000,000 as my own. Untraceable retirement fund.

    #45168 — Comments (2) — Jul 7, 2019 at 2:23 PM — That's Juicy! (4) Remove This.
  • — If The Boss Only Knew —
    Straight Female / 28

    A little over a year ago I asked my boss if he had a thumb drive, he reached for one out of the drawer and gave it to me. I used it for my presentation and was going to return it when I got curious of a sub folder that looked like it was part of the thumb drive software. It had various excel files, a couple of word documents and some pictures. I looked at the pictures first, my coworker a girl from Puerto Rico, but younger like early twenties. A few were pictures of her topless or nude. The excel files were year by year registers of payments to her, several thousand dollars per year. The word documents were agreements, if she received the money she would accept that as fair support. The second document a formal agreement giving up parental rights to a child, a girl born to her and she gave the girl up for adoption to my boss and his wife.

    The child is now seven, my coworker works in government relations for the company, she is not married, the excel files detail payments up to four years ago. And the pictures a pure innocence, a girl very uncomfortable at being photographed like that. I deleted my files and returned the thumb drive to my boss, he said for me to keep it. I have the thumb drive, I still look at one photograph in particular. When I see her with him I imagine what she is feeling, he is very gentle with her in an intimate way. Does he love her? Does she love him? What about her daughter, does she know who her mother really is? How often does she see her daughter? Does he still support her?

    #45153 — Comments (0) — Jul 6, 2019 at 3:44 PM — That's Juicy! (2) Remove This.
  • — If The Boss Only Knew —
    Straight Male / 24

    Now some years on, my boss would still go ballistic if he knew just who I was fucking, and whom I now fucking from his family.
    Within weeks of taking my old role for his company, I was screwing his wife, who only saw him and still see's him as a cash fund.
    She's a little younger than him, and believe me a pure slut when it comes to my cock. She found out I have a large penis, and soon after, manufactured a meeting with me away from the business. It was on the pretense of quickly promoting me. Yet the only promotion I got for a while, was fucking her mouth, pussy and ass in a motel room as often as we could find time.
    Sometimes she'd invite me over to their home when he was away on business, and I'd spend the night if her daughter was sleeping over with friends. Something she often had her teenage daughter do. The sex in their home, if anything was even more frantic and dirty, and she'd often have me using toys in her, or me using my fists to fuck her.
    Everything kind of broke down when I began to date a girl my own age, and Mrs boss didn't like it.
    Around nine months back, I went to a party and hooked up with a really stunning young woman. We hit it off and within a week or so were having some of the best, most intense sex I've ever had. And so it's carried on that way.
    I swear until a couple of months ago I didn't know who her parents were, as we'd only see each other sporadically. When we did/do meet up, we'd have sex for hours and she and I just are just perfect together. Then one afternoon after having sex, she told me she knew I'd once been her moms lover. It shocked me, yet at the same time, it made sense. Especially when she told me, she'd once watched me fucking her mom on their couch.
    Explaining to me she'd been fascinated by what she'd seen and later masturbated to, she had made a bee line for me at the party, to initially guage me and then found we were so alike.
    Her mom and dad have no idea we're an item, and she's just told me she thinks its about time we came clean so to speak, to her parents. I'm really nervous thinking I'm going to meet her mom again, definitely with me having fucked her the way we had sex. And I'm so sure her dad will find his little princess dating me, to be a backwards step for her.
    I'll know all soon enugh I suppose.

    #45141 — Comments (0) — Jul 5, 2019 at 4:10 PM — That's Juicy! (5) Remove This.
  • — If The Boss Only Knew —
    Straight Male / 31

    I was working late one night doing a server upgrade which was going to take hours. My boss was out of town so when his wife showed up I was a little surprised. She had only come in to pick up some mail. We talked for a bit and when I mentioned y back was stiff she offered to give me a back rub. I didn't know how appropriate that would be but she pushed the issue being that it was about 9:00pm at night with no one around I gave in. She took me to her husband's office which had a couch in it. She had me take my shirt off and lay face down on the couch. She began massaging my back and it felt pretty good. She said she had to get to my lower back and ask for me to pull my pants down to get to it as they were in the way. I had to unbutton and unzip them to be able to do that. I figured she only needed them down a few inches so that is as far as I pulled them down. She said they needed to come down further and took it upon herself to just take them right off me. She then takes my socks off which I thought was a little strange given that she was only massaging my back.

    I was now just in my underwear with my bosses wife, who was about 20 years older than me, massaging me. She asked how the massage felt and I answered truthful which was that it felt great. She then says she will give me a full body massage and without warning pulls my underwear off. I am now naked in front of my bosses wife. Her massage felt more than just great and I could feel hands brush against my balls when she went between my legs. I was worried if she was going to ask me to roll over on my back and when she asked me to I did it with no hesitation. I was fully exposed to her with my cock very erect. She noticed and mentioned she could see I was enjoying the massage. She massaged my whole front but avoided my cock and balls which I figured she might do. We were pretty done when she began to work on my cock. She was stroking it and asking me how I liked it. I told her I liked it very much. She was teasing me and was very good at it. I was close to cumming and she knew when to slow down to prevent it. This went on for a while before she finally did it. She had her hand wrapped tight around my cock stroking and I blew like I never had before.

    She helped clean me up and we talked for a while. I didn't even bother getting dressed until she said she needed to leave. The next time she saw me there was no mention of anything that happened and for awhile never was. One time I asked her about it. She told me I was a little too old for her liking but wanted to at least get a look at my body for her own curiosity.

    #44877 — Comments (0) — Jun 16, 2019 at 7:41 AM — That's Juicy! (6) Remove This.
  • — If The Boss Only Knew —
    Straight Male / 22

    I am 22 years old and have been working in a horticultural business for two and a half years.

    I am the youngest of five other colleagues.

    My boss is called a few times a week by her mother that she has to send someone to help her with something. Then she comes to me and says with a deep sigh that it is that time again. She knows that I will be gone half a day and would prefer that I continue to work in the horticultural business.

    My boss's mother is a bored, old, fat 68-year-old widow who likes some break in time. She often let me come only to talk to me to keep her company. If I had spent an hour with her and wanted to leave, she would stop me and ask me to stay or call her daughter that it might take longer before I have finished with her.

    To be honest, I liked being with her because she always spoiled me with tasty snacks, is very nice to me and I could watch her huge boobs endlessly. She seemed to be well aware of this and, unnoticed, probally I had been too naive, came from one another and I lay with my head between those huge boobs. It felt so wonderful and soft. She held my head and encouraged me to suck her big round nipples.

    It was only a small step before she got me into her bed. I actually only had experience with two girls, one was a slut and toke me in a park for sex. It was my first time and did not know what to do. Although I managed to get into her pussy, it was done in a minute and she never asked me again.
    The other girl was at her home, where we were caught by her mother and I was kicked out of the house forever.

    Anyway, I was surprised how exciting it was in bed with my boss's mother. Despite her thickness, she was quite mobile in bed and her pussy felt pretty good. I actually came to her very quickly that first time but she said I could do it again and we did.

    So the real reason is that often I am called to my boss's mother to satisfy her horny lusts. She can't get enough of it and I also find it very exciting to have sex with such an old horny fat woman. And she teaches me a few things like that. And the boss's mother knows that I am crazy about her and she really likes to take use of it.

    Iâm from Belgium so please forgive me the errors.

    #44415 — Comments (2) — May 9, 2019 at 5:14 AM — That's Juicy! (11) Remove This.
  • — If The Boss Only Knew —
    Straight Female / 25

    What kind of sick fucks uses the fitting rooms as rest rooms at Wal-Mart? Anybody who takes a shit in a Wal-Mart restroom is clearly either drunk or stupid as fuck; I also found a pair of dirty underwear laying on the floor covered in shit laying on the floor.

    It is just so damn nasty when people use our fitting rooms that are meant to change clothes in as restrooms, not to mention in the restrooms how so many nasty ass people take shits and stops up the toilets by using a half a roll of toilet paper to wipe their asses with and we end up seeing turds smeared all over the walls and floor. Do you all shit like that at home? Don't even get me started on people who fucking masturbate in the restroom or even one time I heard a guy in the fitting room making a lot of noise and after he left I found cum inside a pair of jeans that were meant to be sold in the store.

    Then there are the unwashed people who come in stinking worse than shit out of fat people's asses and have never taken a bath in their miserable lives and they spread their God Awful stench all over the store especially in the groceries. That is just unsanitary and if I was allowed too I would throw your asses out and never let you back in until you take a fucking shower.

    Then I saw a man walk out of the restroom barefoot; now that is really unsanitary, you actually want to walk barefoot in a place where people piss and shit. What's even more fucked up the guy started to smell his feet in the store as employees and customers witnessed a grown man smelling his feet in a public place; fellow employees came to escort this foot smelling idiot out of my store I swear I am going to work at Target from now on too many nasty ass people at this one Wal-Mart.

    #44342 — Comments (0) — May 2, 2019 at 11:47 AM — That's Juicy! (1) Remove This.
  • — If The Boss Only Knew —
    Bi-Sexual Male / 53

    I took this job after I had been out of work for sixteen months. I had never worked in sales and I felt unfit for the job. An 'old hand' took me around to meet the clients and after a couple of trips he told me that I wasn't a closer, I had to get aggressive and push the client to close, come back with a P.O. I hate it so much I scream but I have no choice right now but to try. That is the setting of how I found myself with a man in Denver and things got out of hand.

    I went there because the marketing team had identified this company as a new target the senior sales rep was out on a personal matter, so they sent me. I studied up on the client company, they marketing team set up the appointment and I got a plane to fly to Denver. I checked into the Hampton Suites and caught a cab to the offices of the client and sat in the lobby waiting to be called in. The man that met with me was about my age, in his early fifties. He was the Operations VP and had been there for a long time. He grilled me, asking me over and over again why he should make his company change vendors. What did we have that the competition didn't have. What was it that made us think he wanted us. He made me sweat, at first in my voice and later visibly. I was failing, dropping the ball, I was out of my league. I am not a salesman. I am an engineer.

    After the meeting he said that they would think about it, meaning no P.O. to take back to the office. He asked casually when he was escorting me back to the lobby where I was staying and if this was my first trip to Denver. As he said goodbye he asked if I was up to it, maybe we could go get a steak around 8 that evening. Boy I was so relieved, I would have a second chance to prove myself I accepted immediately and he came by the Hampton to pick me up at 8.

    We went to an upscale steak house, ordered a hard liquor drink and talked about politics and sports. We also talked about engineering which is my profession. The evening went on and on, we ordered steaks and had more drinks, and later coffee and desert which we shared. On the way out of the restaurant he put his arm on my shoulder as we walked the couple of blocks to his car. He 'embraced' my shoulder. In his car he tapped my knee and suggested that maybe we could got get a nightcap at this bar. A bar that is well hidden where men go and hold hands and lean into each other when they talk, a bar where a man puts his hand on another man's hand, that type of bar.

    We sat at a small table and he ordered Manhattans and his hand was on my leg and on my hand and he leaned over and talked and we talked about anything other than work. It was late, it was one a.m. and we were there still talking and sipping Manhattans. His hand went up my thigh and he asked if I wanted to check out his place. On his wall were all sorts of art, some modern and some pieces obviously from art fairs. In his bedroom, over his bed was large painting of an erect penis and balls. He said he liked going to sleep knowing that a hardon was always there for him.

    Why I didn't turn around I don't know, his arm was on my shoulder as we 'admired' the painting, this huge erect penis with precum gleaming in the light, the most phallic thing I had ever seen. He turned me around and said he wanted me to enjoy and he sat on the bed and opened my zipper and took my cock in his hand and he started to suck me hard. I got hard, what with him sucking my cock and me looking at that painting over his bed. Once hard he got undressed and helped me get undressed and we lay on the bed and we sucked cock and ground our cocks together and held our cocks tight in our hands, no conversation, just naked on the bed. I let him lead, I had never been in that situation and didn't know what to do or not to do. He invited me into his shower for a hot shower and we lathered up and stroked cock while we kissed, his beard against my face, my cock hard in his hand.

    He said I was going to like this and he lathered up my crack and used his finger to massage my anus and I liked it like I have never liked anything before, he got behind me and licked me with his tongue as I bent over and held myself up against the wall. In the bedroom after we had dried off he took out several kinds of lube and used one to finger me and another to lube up my cock and he told me to lube up his anus and that he wanted to get fucked. He got on his arms and knees and lowered himself into a semi squat and told me to lube and not be sparing and to lube my cock and just fuck him hard. My first fuck with a man, I went in so smooth, his ass was tight, he groaned a bit and kept telling me to take my time, but I just couldn't hold it and lost myself and came in series of strong squirts.

    He got some towels and cleaned us up and we lay there side by side, two fifty somethings, a man who did this all the time a man who did it the first time. After many minutes, maybe a half hour he asked if I wanted to try, he said he was versatile and he would give me the pleasure of his cock. He lubed me up until his finger just slipped in and out and then mounted me and ran his cock up my ass until his balls were slapping against me. He took his time, he talked a bit and told me that he liked being with me that night and when he finally finished and loaded me up with his cum, he washed us up and we fell asleep on his bed.

    I got the account, he said it was because I was a good engineer. We see each other often because he is my account, both in Denver and Ball Harbor, in Denver we got to his place, in Ball Harbor we got to his hotel. He has taught me a lot, it is strictly for sex, even the kissing is for sex. He divorced because he found out he was gay, I am married and he is the first man I have sex with, I don't think I am gay, I just think that that its like a perversion that I have to have. And my only account.

    #44286 — Comments (1) — Apr 28, 2019 at 9:27 AM — That's Juicy! (4) Remove This.
  • — If The Boss Only Knew —
    Straight Male / 43

    I was in my 20's and I temporarily worked in a car lube shop. My boss was a sexy woman about 2 years older than me. We got along at work and became friends. If we closed together she'd drive and we'd get a beer and play pool on the way home. She always insisted she had fucked a co-worker before, which caused a lot of problems and would never do that again. One day while the shop was full of employees, cars and customers she called me into the office and told me to close the door. Then she lifted her shirt and showed me her large and beautiful tits to reveal they had both nipples had been pierced the night before and since I have a bag piercing she wanted to show me. One day after work she just blurted out "You know we're going to fuck, right?" Fine by me! It was great sex! We'd do it wherever and whenever we could. No relationship, just sex. I used to cum SO hard with this one that when I pulled out almost every time I'd get her in the face and all around her head. She finally put a joke pic of a gaping pussy on the wall above the head of her bed with a target on it and told me to aim for it. All that to get to the sexy part. One day she and I were working alone and it was just after the noon rush and there was no one in the shop with us, even though the shop was on a very busy road in the bright sunlight and the entire shop was glass all around. As we stood there chatting in the lube shop (can you ask for a better setting than a LUBE shop???) I just asked her if she would give me a blowjob. I stood in the middle of that shop, pulled down my pants and she got on her knees and sucked my erection and swallowed! What's my point? Has your boss ever gotten on their knees and given you a blowjob and swallowed while you were at work on the clock getting paid???

    #44189 — Comments (0) — Apr 22, 2019 at 3:32 AM — That's Juicy! (14) Remove This.
  • — If The Boss Only Knew —
    Straight Female / 32

    I am 32 and single, several failed relationships. The last one hurt a lot, I really felt that I was going to get married. I guess I am in morning about it. I got sent to training on the new system and I was given a new girl to go with me. She is 24 and just recently finished college. She is like the little spoiled sister I never had. I have to do everything for her, she hogs the bathroom so I have to get on her to hurry up, she changes over and over before we finally go to the training center. She and I share a room at the Holiday Inn next to the training center.

    After several days, this has been a month long training session, she got comfortable enough to walk around in her underwear before getting dressed, and putting on her make up which she now does over the dresser in the room instead of hogging the bathroom. Watching her, so young really, her legs are firm and so is her butt, and not because she works out. I sit on the bed pretending to get myself ready and watch her put her make up in her underwear. Yesterday she bent over and I got a full on view of her pussy in her panties. I got wet, not slowly, just from ok to wet. I have never gotten wet like that with any of the guys I have dated.

    In any event, when she was done I grabbed her, I was sitting on the bed and I grabbed her by the hips and told her to stand still. I put my hands around her butt and pulled her towards me and pushed my mouth into her panties, smelling her and breathing hard into her panties. My tongue went down her slit and she was wet, pushing my head away saying nonsense things, I held on tight until I fell to the floor and eating at her as hard as I could.

    If she turned I don't know, but I was now eating her with her back to the bed and she fell on the bed and I spread her legs and pushed my face and mouth into her panties as hard as I could, her hands grabbing my hair. I am stronger and I pulled on her panties until I got them off and ate her bare pussy. Something I have never done and had never desired to do. She was so wet I had her pussy all over my face, my tongue digging into her vagina, eventually working up to suck hard on her clit and grabbing her tits while I sucked she went into an orgasm.

    I apologized, she said stupid things, she put on her panties angry at what had happened. I apologized again, turning her to face me. I honestly told her that nothing like that had ever happened. I straightened myself out, helped comb her hair, forced her to let me dress her and button up her blouse. Once she was totally dressed and presentable I kissed her mouth.

    Last night she slept with me, at first she was reluctant to come over to me, but I insisted and held the covers up for her. As soon as she was in bed I reached under her nightgown to take off her panties and took off mine. I ate her, she ate me more or less, I fingered her and had her finger me, more or less. I kissed her several times, I sucked on her tits, I told her that I wanted her pussy like in the morning, and I got on my knees between her legs and ate her again, tonguing her vagina and sucking and twisting her clit until she had another orgasm. Twice in the same day, her first orgasms not being alone. I took her hand and had her finger me and rub my clit hard while I kissed her and managed to have my own orgasm.

    She is a virgin, never been fucked. We have a week to go on our training. She is sitting on the bed while I write this, I want her to know that I just loved eating her and making her have an orgasm. I want more, and I want her to eat me and give me an orgasm. I want that, now it is her turn to make me feel like she got the chance to feel, totally consumed. She has really nice tits and her skin is soft and warm and her pussy is so eatable, I won't say fuckable because I don't want her fucked. Her nipples are hard right now, her mouth is closed tight and she is breathing through her mouth. I just told her to slip her panties off but she is staring at me so I better go there and help her.

    I am straight and believe she is too, but not right now.

    #44140 — Comments (2) — Apr 18, 2019 at 12:38 PM — That's Juicy! (7) Remove This.
  • — If The Boss Only Knew —
    Bi-Sexual Female / 34

    I work at a small clinic. My boss is always up my ass about time and being productive. So when she has meetings at the main hospital about 2-3 times a week. I take longer lunches something she hates for us to do. But if she only know that will I'm taking my longer lunches I'm fucking like crazy. I met this guy that only lives 8 minutes away from the clinic. It started with quick fucks me bending over pulling down my scrubs and he pumps like a rabbit. But now it have progressed to me even fucking his roommate. Sucking and fucking for an hour straight then I get a quick bit to eat and back to work I go. My co-workers covers for me because they think I checking on my beloved dog but if they only know I just had a big dick in my mouth and one in my pussy they would be shocked.

    #44067 — Comments (3) — Apr 10, 2019 at 11:36 PM — That's Juicy! (16) Remove This.
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