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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 —
    Bi-Sexual Male / 55

    Well I don't mind telling you all I love this site anyway I was working for a large company in California 200 employees and by my other submissions I'll tell you I fucking love cock!! I like to look at it touch it suck it and feel it up my ass the more the merrier I was about 29 when I was told we were having a Christmas party

    The day or night of the party everybody was drinking open bar and by the way nobody knew my sexual preference cause I loved my job anyway it was about 11:30 and everybody was hammered I had to go pee so off I went next thing I knew I had 5 other guys pissing with me I didn't think anything of it and casually glanced to see some really big meat one guy only had about 3 inches I didn't feel bad because I was a short dick myself it's funny when you're really drunk the stuff you'll do they started pulling each others cocks my mouth was watering

    So needless to say I started ducking cock and taking two loads apiece up my ass it felt nice I let the short dick have a go up my ass he came really quick so we all got dressed and I went into a stall to empty my ass next thing I knew 6 more guys came in wanting to fuck the other guys couldn't keep their mouths shut

    I guess I was a great piece of ass and gave better head than their wives
    So after they were done they left once again I was in the stall cleaning up when another set of shoes came in turns out it was the bosses son he was huge cut and thick I didn't think it would fit so there I was sucking him off while he was playing with my little cock I had to have that big meat inside me he totally stretched me out and I could feel his balls slapping against mine he was going to pull out but I told him to shoot inside me and when he did I swear I could feel it really deep he shot a lot when he pulled out I could feel it running out he wanted to hook up some more so motels business trips and some of his friends so I emptied out quick and got back to the party and still felt his come leaving my ass after the party No one ever mentioned anything but it was kinda odd I knew they wanted it again and I really wanted it too the bosses son was way too obvious and I thought his dad would catch on my paychecks were really good

    But I've been looking at cock since I was 8 and felt like I had a purpose pleasing guys and when I don't hook up with a guy I go home and pull my cock till I cum and lick my fingers clean I really wish some of you were in socal so I could suck on you and have you up my ass you can text me if you like at ultimatekeys at MSN dot com have a great week

    #35763 — Comments (2) — Jun 19, 2017 at 10:02 AM — That's Juicy! (3) Remove This.
  • — If The Boss Only Knew —
    Straight Male / 18

    I guess most will find this a lame confession. I am in my last year in High School and work part time delivering pizzas for a nice gent who runs and owns the pizza shop with his family. They are nice folks.

    Not meaning to brag, I am Italian and no better looking than a Stallone type only I don't speak in single word sentences like he does and am hung with a tool that is hardly ever soft, so people (yeah, men too) notice my package and some remark on it.) I find it embarrassing and have tried different sports jocks but it still shows.

    In the deliveries there is one woman who orders at least once a a week who teases me so much I have to beat off after I deliver to her. She is probably older than my mom but she has tits and ass to die for and keeps taunting me. She has shown me all there is while holding a pizza box up that I could easily rest on my cock if it was up and out. I return to my car, quickly, drive around the corner and beat off.

    There's whole college sorority I deliver to and a good number of them tease me and tell me what they will do for me, etc. I beat off after delivering as many as six pizzas to them at one time.

    I don't want to mess around with the customers and get my boss into trouble. I am thinking of taking a less dangerous job and I'm looking for one now. I can't keep delivering. I told my dad all about this and he said, "The Internet has changed everything, do what you can to stay uninvolved." Good advice, I guess.

    #35729 — Comments (3) — Jun 16, 2017 at 1:08 AM — That's Juicy! (5) Remove This.
  • — If The Boss Only Knew —
    Straight Male / 27

    I work in a building where there are literally hundreds of hot girls. It seems I have an erection almost all day. I just figured out some relief.

    There is a private room on each floor called a "wellness room". You go in and the door automatically locks, then only opens from the inside--private! Mostly these hot bodied women go in there and do yoga. It even has a widescreen so they can play video from their phones.

    Well, it's my wellness pleasure room after they are done now. I take pics of them all day, I have hundreds of pics now, from my phone in my shirt pocket. I go in the room and put the slideshow on the widescreen, then wank. I can still smell the women that were doing yoga moments earlier.

    I imagine they are in there doing naked lesbian yoga, and by the time they are out, I am ready for my wellness time.

    Wanker Perv

    #35719 — Comments (0) — Jun 15, 2017 at 7:43 AM — That's Juicy! (3) Remove This.
  • — If The Boss Only Knew —
    Bi-Sexual Female / 33

    I'm the office manager and we work at a small, successful company that sells office supplies. We have a good sales group of three men and two women. I've made it with all the salesmen, and one of those girls. The other is too weird for me. She also has one eyebrow that runs from ear to ear and rarely shaves her legs. The salesmen, always horny, fuck her from time to time. They claim she's good but not for me. The girl I've done is married but will go for it once in a while. depending on her home supply.

    The boss's secretary, Penny, who prefers being called his "assistant" is indescribably hot, even to me, a woman with plenty of experience fucking a lot. Cum one, cum all. You can almost see steam coming out from under Penny's skirt. Around 5'4" with bubble tits and a gorgeous bum, she wears clothes that look like sprayed paint on her body and rarely wears undergarments. When the boss is in he sometimes takes her into the back room and we can hear the thumping and her moans all over the office. Once, his wife showed up unannounced and almost caught him. We laughed for weeks.

    Penny told me that the boss has a cock that looks like a fire hydrant but she fits it in with plenty of K-Y. She said she loves to hear the K-Y slurping as he drives it in and out of her. Only Penny has fucked him. He's an ugly son of a bitch and is a foot shorter than I am. If he sits down his mouth is at my pussy level but I'm really not interested. Thanks to Penny's availability he does not pester me much.

    What he does not know is that Penny fucks everybody in the office as well. I've walked in on her being sandwiched by two of the salesmen, watched for a while, then walked out, my hand under my skirt, masturbating.

    Even the weird gal has fucked her on a dare from one of the salesmen. Typically, one Friday, Penny was working late and I asked if I could help. She needed to collate a bunch of files so I started work on it. After a while we took a coffee break and she handed me a hot cup and looked at me in a certain way, so I put the cup down and grabbed her, locked my mouth over hers, and feeling her long tongue thrusting into my salivating mouth, we went to town.

    One time, forgetting to lock her door, I was eating Penny out on her boss's desk and Tommy, the youngest salesman, came up behind me, pulled my panties aside and rammed me hard and fast. We heard the boss's car and whipped back into shape. I look forward to those and, quite frankly, I don't have any idea how long all this great shit will last. All of us call her "Penny the Provider" and we all bang her whenever the boss is out of the office. He thinks Penny is his private property. What a laugh.

    #35458 — Comments (5) — May 28, 2017 at 2:28 PM — That's Juicy! (9) Remove This.
  • — If The Boss Only Knew —
    Straight Male / 26

    I had gone through a separation with plans for divorce while working as a police officer. My midnight dispatcher was a sixty five year old woman. She too was divorced twenty years back. I told her that I had not had sex with my wife for two months. She cried as if I were r****g her. When I stopped she said don't stop hurry and get it over.
    My dispatcher Anna said she had not have sex with a man since her youngest daughter was born. Her daughter was twenty two years old.

    Anna and I were walking out one morning when I stopped her, "If you want to have sex tonight, wear a skirt or a dress. if not wear pants.
    When I walked in the old shift was checking out, she looked at me and ask, How's my skirt look? I said great, then went on the road. I came in at 330am and brought Anna and I some food. Anna and I locked the building down from the inside. At the back kitchen and lounge area we sat at the table to eat. Anna took two bites of her food and sad this would wait till later. While I ate she got on the floor and opened my zipper.

    Let me see this dick that hurts so bad. She sucked and licked, I unhooked my sam brown belt and she tossed it in the chair. She opened my pants and pulled them off. She sucked my cock and licked my balls. She told me to cum now and she would get me hard again to fuck her. When my load released she choked a bit but eventually swallowed it all.

    She pulled off the skirt and opened her top. Unhooked the bra and her tits popped out. They laid flat against her. I am guessing at one time were massive, before they deflated. She laid back on the sofa and masturbated for me. watching this really old woman masturbate got me horny. My cock got hard with out her touching it. She ask me to come over, she was ready.

    I looked down as she spread the lips of her bald pussy and fed my dick in her. I could feel my cock hitting something up in her, but I had hit something in every woman I had been inside. Stroked her good and the same orgasm she had with her fingers came back. Then it got louder as she came. She said she was good if I wanted to cum in her thats ok. I grabbed her legs and put them on my shoulders, I started slamming cock in her hard. With each slam she moans out Oh and louder. Finally I was slamming her at a rapid pace and she was cumming loud and hard.

    She screams out Jesus Oh oh jesus and how good it feels. Finally she finished her second orgasm. I shot my nuts in her, for the 1st time in over two years I fucked without hearing my partner cry. I could actually fuck her without hearing stop it hurts or make it quick.

    I leaned to like working nights. Anna would leave work and stop by my apartment in the mornings, we would fuck for an hour or so and then she went home.

    That was over 25 years ago and I wonder if she ever thought about our times at work. The Chief ask me why I spent so much time in the office, I told him paper work and watching a TV show. He moved Anna to Day shift and moved Debbie a black girl to my shift dispatcher. By then I had a girl friend living at my apartment, I went home in the middle of the night for dinner and sex.

    #35286 — Comments (0) — May 14, 2017 at 8:58 PM — That's Juicy! (5) Remove This.
  • — If The Boss Only Knew —
    Straight Male / 20

    Haha, my boss is a complete tosser. He thinks by bullying me and messing my shifts about, he's in charge of my life. What the small dicked fat c**t doesn't know, is when he puts me on late shifts, knowing full well I've planned nights out with my friends and had to cancel, I call by his home and spend the morning fucking his beautiful younger wife. She loves hard horny dirty sex and says she can't get it from his tiny cock. So one afternoon at work with her picking him up, she flirted heavily with me. I tried my luck and asked her if she liked to fuck younger guys. The very next day I was balls deep up my bosses arsehole, as he was in meetings all morning.
    It's been eight months now since I first fucked his wife, and she's even now considering leaving the dickhead.
    I'm not the person she's leaving him for, she's leaving him for herself. But in the meantime I'm going to shag her as much as I can, because believe me, she's one hell of a dirty bitch.

    #35131 — Comments (3) — May 3, 2017 at 6:05 PM — That's Juicy! (10) Remove This.
  • — If The Boss Only Knew —
    Straight Male / 26

    He who laughs last, laughs longest. I believe that's the correct saying. Well I'm laughing longest now.
    My boss who's a tosser of the highest level of wankers, cancelled my leave so I had to work when I was supposed to be going on a weekend away with my mates. I later found out, he'd cancelled my leave so he could have the weekend off to take his wife out. Only on their weekend jaunt, they'd argued and she moved out of their home for a few days.
    Out with the same mates I was supposed to be away with, when they got back, I met a woman in her thirties who was obviously out for a good time. Walking up to us all, she asked everyone "Who's got the biggest cock". It was obvious she'd been drinking, but all the same I told her it was me (I'm not lying, I do have a large cock). Sitting next to me she put her right hand on my cock bulge and said "You'll do".
    One of my mates lives five minutes away from where we were drinking, so without asking him, he tossed me his keys and said "Have fun".
    He got back into his flat two hours later, as I was fucking the dirty bitch's arsehole one last time. We'd licked sucked and fucked and then fucked again and again. She was relentless and I was knackered by the time my friend got home. Dropping my second load of cum up her arsehole, having one already spurted down her throat earlier, she finally lay back once she'd frigged her clit making herself orgasm, as I slid out of her arse.
    Telling me I was good fuck, we swapped numbers and my friend got her cab. I got a text the next day and I met a sober, but very embarrassed woman in a cafe close to my home. She told me she'd fallen out with her husband, but didn't want anyone to know about our night together. All the same, she still came back with me to my place and had sex. It was more sensual, although she was still very much into having me fuck her arsehole. After showering with her and fucking her in the shower, I drove her over to her parents home.
    Now to the really good bit. In work two weeks ago I answered a call and told my boss, the wanker, his wife was calling in. Apparently they'd made up, but I already knew. Half an hour later I was stood face to face with the woman I'd already fucked twice and had arranged to have sex with that very night. Her husband my boss, tried to sound all authoritative with me stood there, but she told him to shut up. Like a told off puppy he slunk away as she winked at me. An hour later she text me to say her husband was going away, and that's why she'd called in to see him before he flew to London.
    Over the next two days with the leave I didn't get with him cancelling it, I stayed over at his house and fucked his wife over and over again. I even screwed her using his pillows to prop up her lower back, so I could enter her arsehole easier. And since he got back from his two day trip, we've fucked on five separate occasions, mostly at my place, but once in his car, fucking her on the back seat.
    He might have the power to cancel my leave or even to sack me. But it's me getting his wife in the sac, that's allowing me to laugh quietly at him each and every time I see him.

    #35071 — Comments (1) — Apr 28, 2017 at 1:48 PM — That's Juicy! (11) Remove This.
  • — If The Boss Only Knew —
    Straight Male / 24

    Just got back in from my bosses house. Only he wasn't there. He's down in London watching his team City playing in the FA cup semi final.
    As he was being driven down there, I was balls deep up his wife's pussy and arsehole. She's much younger than him and tells me he's shite in bed. So during a period when he was away on business a couple of months ago, she ran things. One of her first requests from me during that time, was to fuck her over his desk. I've been banging her ever since.
    She was such a slut today, she's always been a slut, I'm actually worn out from the amount of fucking we did. We ended up in their bed with my cock buried up my bosses wife arse. She got so into me fucking her shit hole, she began pissing all over the bed as she orgasmed.
    He he, good job she changed the sheets, otherwise he'd stink of piss tomorrow in work.

    #35004 — Comments (0) — Apr 23, 2017 at 10:33 AM — That's Juicy! (8) Remove This.
  • — If The Boss Only Knew —
    Straight Female / 44

    I started an affair with my boss recently, but of course he knows this.
    I have been with this company for about 7 years, but I will be quitting mid-June since a friend
    of mine offered me a job at her company then.
    My boss has always flirted with me, and my husband joked a few weeks ago that since I am leaving
    his company soon, I should flirt back.
    So, I did.

    What my boss does NOT know.....
    Is our affair is something my husband and I have talked about for a long time.
    My boss thinks I am secretly cheating on my spouse, but in reality its been my husband's plan
    all along. He has had a fantasy of me having sex with another guy since the day we got married
    it seems, but I have always rejected the idea.
    But I am in my 40s now and not getting any younger, so I decided to pursue things with
    Kenny, my boss since I had my husband

    Within 1 week of me flirting back to him, we were making out after hours. Which led to
    oral sex, and then the following week we started having intercourse.
    He has a wonderful cock, which I have described in detail to my husband.
    Its such crude, office sex though - either with me on the floor or bent over Kenny's desk.
    I hate to admit it, but its kind of exciting feeling like the "office slut" while my boss
    humps away inside me.

    We probably have sex 3 times a week, always after 530pm when most employees are gone.
    Kenny loves it when I call my husband while I am in his office, and say that I will be
    working late. He is usually undressing me or rubbing his cock in my face as I am
    But that is my husband's secret clue that I am about to have sex, and be ready for me
    when I get home.

    As soon as I get home, my husband is waiting for me in the bedroom.
    I undress and we get into a "69". My husband will literally spend about 15-20 minutes
    sucking all of my bosses' cum out of my pussy.
    If only Kenny knew that!! lol
    But it is pretty erotic to share something like that with my husband. As crazy as it
    sounds, we are closer as a couple because of the sex I am having at work.

    We are using my boss as a kink - but he does not have to ever know that.
    He is enjoying himself with me, I love how his cock makes me feel, and my husband gets
    his "sloppy second" fetish taken care of.

    Everyone is happy!

    #34989 — Comments (3) — Apr 21, 2017 at 2:35 PM — That's Juicy! (13) Remove This.
  • — If The Boss Only Knew —
    Straight Female / 20

    About 4 months ago, the office that I am an intern at hired a new staff member. He was SO cute, and I was SO into him. After a few months, I noticed him giving me a little extra attention. A little flirting here and there never hurt, right? Plus, he was so cute!

    I started to get the feeling that he was into me, until one day he was telling a story and casually mentioned his girlfriend. I was so confused! He had obviously been hitting on me, and it didn't exactly add up.

    Things started heating up a little bit more a few weeks ago; when at work, I spilt a bit of water on myself and said "Gosh, why do I only do stupid stuff when you're around?" When I asked this, he slowly took a step toward me and said "Because I make you nervous". I was SO flustered, but I was able to recover and ask him "And what makes you think that?" His response: "I don't know, you tell me." You could feel the sexual tension in the room. I left work that night thinking about how I'd like to have made a move at that moment.

    As time went on, he started hitting me up outside of work. Making plans and coming over to hang out, I figured we were just getting to know each other better! He is technically one of my bosses, even though the age difference is just a few years. I just thought we were focused on good friendship until one night he came over to watch movies.

    He sat on the couch next to me and as the movie went on, got closer and closer to me. First I noticed that our shoulders were touching. Then, our arms were intertwined. Then, he was holding my hand - rubbing my fingers with his thumb. I got up to go to the bathroom and when I was in there, I noticed that my vagina was dripping wet; just being close to him like this was turning me on.

    When I went back to the couch and sat down, he put his arm around me. I didn't know how to feel, so I attempted to break the tension with a joke. He teased me and when I accused him of being "Just like my 3rd grade bully" he said "Aw, I think you'll be okay" and then kissed my cheek. After that, he made eye contact with me, cupped my face, and kissed me on the mouth. The moment I had been waiting for for what seems like forever. I had prepared for this moment; I had told my best-friend/confident "If he ever were to make a move, I would pull back and remind him that he has a girlfriend, and if he ever wants to be with me, then he needs to break up with her first." I'd like to think that I have that much self-control. Yet in the moment; his lips on mine, his tongue gently pursing my lips open, and his hands still firmly cupping my face; any and all notions of morality and self-control slipped from my capabilities.

    He pulled me onto his lap; I was straddling him now. He kissed down my neck, his hands moving down my back and onto my hips. Breathing was getting heavier as we continued to let our kissing get carried away. He moved his hands from my hips to my breasts, enveloping them in both hands while still passionately kissing my neck.

    Again I had a flash of "I should stop this. This is dangerous. This is wrong." pop into my head. Yet as he moved one of his hands from my breast down to the seam of my pants and then inside to rub my clit, these reservations became my last priority.

    He rubbed me until I practically needed him to enter me. And then he did, just in time. His two fingers in me hitting just the right spot to make me yelp with pleasure. As he fingered me deep, I reached for his shirt and pulled it off of him. He removed his hand from my depths and did the same to me. Taking my now bare breasts into his mouth and moaning. As he did so, I reached for his waist.

    I slid down his length, leaving a trail of kisses down his chest until I reached the drawstring on his sweats. I let my mouth linger there for a few seconds, only to pull down his pants to reveal his penis. I kissed the tip gently, heard him sigh. Used the tip of my tongue to trace the head, and heard him lay his head back on the couch. Then when I took his whole penis in to my mouth, he exhaled deeply. I sucked and licked and kissed it now, with all traces of reservations completely gone. I knew what I wanted now, and it was too late to stop me.

    A few moments later, when I made eye contact with him to see if he was enjoying himself; he pulled my body up to him, kissed me hard on my lips and asked "Do you want to move to your bedroom?"

    He laid on my bed on his back, and when I climbed onto my bed to join him, I slid myself down onto his penis. At that moment, my whole body tingled. As I continued to ride him, moaning, I felt myself getting close to climax. My yelps got louder as he thrust in me over and over and over. I reached a point of no return, climaxing after only 2 minutes with his penis inside of me. At that moment, with one swoop of his arm he flipped me over and was penetrating me missionary style. My mix of yelps and moans now started to include whinny versions of his name; I was thoroughly enjoying myself.

    Next thing I knew, he had grabbed my legs from beneath him and pulled them up onto his chest. This allowed for the deepest penetration I have ever felt. My eyes widened; it almost hurt me. It was the good kind of hurt. The kind of hurt that I didn't want to stop. The thrust so hard into me and I felt him move in me. So so deep. So So good.

    Before I knew it, he had flipped me over again, laying behind me, both of us on our sides - and entered me from behind. One of his hands on my neck and the other gripping my breast. This was by far the best position he had put me in. He thrust and thrust in me until I orgasmed yet again, screeching with pleasure. As he kept going, I asked him in my out of breath, whiny, sex-voice "Are you gonna cum for me?". He grunted a determined "Yes" through his thrusts and then picked up the speed.

    My mind was in a place of disbelief, I had never ever had sex this good before. With a man who knew how to control the situation so effortlessly. I couldn't believe this was actually happening.

    As he kept going, faster now, he brought his other hand up to my throat - choking me. We stayed this way until he came in me, his thrusts slowing and eventually pulling out of me.

    We laid in bed catching our breath for a few minutes until I broke the silence and said "Well then". He turned his head to look at me, and sighed.

    Here we are, 2 days later and I can't walk without a limp. He left me so sore for the best reason. I can't wait to see what happens next; maybe sex on his desk at work.

    #34794 — Comments (0) — Apr 2, 2017 at 2:57 AM — That's Juicy! (27) Remove This.
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