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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 Female / 53

    This story is about a woman I work with. She's 53 and has worked at the Nursing home since she finished high school. I'm a man age 48 who works in the maintenance department. A job I had to take last year when my plant closed down.

    She's head of the best floor in the nursing home, the rich part. I found out she gives some of the old men blow jobs for money. She gave me a few for free to keep me quiet. She tells me in the past she has done things for both men and women. From setting things up to preforming oral on both, to getting in bed with men having sex any way they like.

    Started early for her and it never stopped. She said a man paid her to show him her naked body, then from there it went to anything, giving satisfaction to some rich lesbians. One of those lesbians left her a bit of money in her will. Said she liked how she treated her in the final years.

    Her hair's pure white, the platinum blond she calls it. What pubic hair she has is thin and perfectly white. She said some men liked to see if the curtains matched the carpet.


    I plan to say nothing, Nothing good will come from me talking.

    #34682 — Comments (0) — Mar 24, 2017 at 5:45 PM — That's Juicy! (7) Remove This.
  • — If The Boss Only Knew —
    Straight Female / 18

    Dad is the boss and his favorite salesman is in from out of town once each month. He's a
    fantastic looker and usually we all go to the theater before a late dinner. Dad
    and mom are up front and I sit with our visitor in the back, usually jerking
    him off under his coat and/or sucking his thick cock with my head supposedly on his lap
    on our way home late from dinner. That's all we've done so far but he's terrified
    of us getting caught by dad. Whatever, to be continued. I usually get
    what I want. A good mouthful will have to do for now.

    #34644 — Comments (0) — Mar 22, 2017 at 2:01 AM — That's Juicy! (12) Remove This.
  • — If The Boss Only Knew —
    Straight Male / 36

    Several years ago when Craig's List was good for random hookups, I had a pretty hot encounter at my job in New York City.

    I worked in a small office that had two companies on each floor, which were separated by a long hallway. My office was on the 8th floor.

    One Friday afternoon, my boss was in meetings all day and the other two people were out all day.

    I learned about Craig's List and started checking it out. I think it was called Casual Encounters (?)

    I posted about being in my office alone and looking for someone to come and make out.

    I got a response and we started emailing back and forth.

    She said she had one other guy she was about to go meet but he hadn't heard back from him. So if she didn't hear from him in the next 5 minutes she would come meet me.

    My cock was hard just thinking about this potential situation. Here I was alone in the office with a possibility that a co-worker could come back in trying to have this girl come in and hook up.

    She emailed me back saying she would come to me. I asked what she looked like but all she said was guys never complained about her. I thought that was a bad sign but I said to myself, Fuck it, see what happens and even if she's not good looking, the experience could be great.

    So I'm waiting for the buzzer to ring and my dicks getting hard in anticipation. The buzzer sounds, I buz to let her in. I stand in the hallway waiting for the elevator and she comes out.

    She was ok looking, a little chubby, glasses and wearing like a hippy dress but she had really big tits.

    She came in and I closed and locked the door. She sat down and we started talking a little bit. Then I just leaned over towards her and started kissing her. We made out and eventually stood up.

    I gently moved her over to the wall next to the door and thought, Holy shot, someone could come back to the office and here I am making out with some random girl in the office. It excited me even more.

    We were really going at it passionately and I pulled up her dress and pulled her panties down and started fingering her. At that point she unbuckled my belt, pulled my pants down and started blowing me while I continued to finger her wet pussy.

    So I'm standing against the wall and she is bent over getting fingered while giving me the most amazing blowjob.

    She stops for a second and let's put this little squeaky moan and says Oh fuck, im Cumming! She grips my ass and then continues sucking my cock. Im so fucking hard, I say, But m gonna cum thinking she may just stop and jerk me off but she keeps going and I shoot my load in her mouth. I put my head back against the wall and try to catch my breath.

    She pulls up her panties and asks where the bathroom is.

    She comes out, I walk her to the elevator and tell her how amazing that was. She gives me a quick kiss and says goodbye.

    We emailed a few times after that but soon after I got a girlfriend and I never saw her again.

    I have such great memories of that exciting office blowjob and I never looked at that wall in the office the same way again.

    If the boss only knew....



    #34601 — Comments (0) — Mar 18, 2017 at 12:59 AM — That's Juicy! (10) Remove This.
  • — If The Boss Only Knew —
    Transsexual Female / 21

    On Wednesday my boss leaves early. One Wednesday a co-worker came to me told me that he had wanted me every since he first noticed that I had on my bra. He asked if I wear panties or pantyhose. I told him, "I was hoping you would notice some feminine anything about me, and yes I am wearing panties that match my bra and Pantyhose right now.

    He asked if I was gay? I said, "No, I am a girl inside and I am totally feminine. He said that he noticed my sexy walk my feminine jester's. I said, "It's noticable"? He said that he had never seen anything manly about me. Thank you for letting me know.

    Then my heart started racing when said it. He said that he really wanted to fuck my sexy girl ass. He said that I have a bigger ass and hips than any girl he has dates and it is very feminine specially with the tight pants really let us all know you liked guys.

    He took my hand like I was a woman. He lead me to his van. It had a bed. We went in and I began to rub his cock. I said that I can feel through your pants that your cock is much bigger than mine. He asked to see it. I pulled my pantyhose and panties. He said that he could not believe how small it is. I told him that I have to potty sitting down like the girl that I am. It is a lot lower than a real man cocks, I consider it my clitoris.

    I opened his pants and pulled out his big cock. I was excited. I began to lick it paying close attention to the head. Then I take all can of this enormous cock. I gag on it several times. He shot cum in my mouth and it was more than my mouth could hold. I had cum dripping from my lip and he pulled out and shot my face. Of course he had nothing to clean my face. He said, "You look so pretty with my cum on your face.

    I tried to sneak back in and run to the bathroom and hope nobody sees me. Well I was seen by 7 people who said, "We knew you were gay". I just kept going to the bathroom. I cleaned up and thought about how much I enjoyed it and his cum tastes so good.

    He said that next wWednesday I would bring girl clothes and make them sexy. I became submissive to his very masculine Dom personality.

    Today is next Wednesday and I have sexy lingerie to show off my feminine body. He liked last week. I am also on testosterone blockers and estrogen and soon comes my boobs. I hope he fucks me and puts his huge cock all the way in. Please please fuck me.


    #34487 — Comments (0) — Mar 5, 2017 at 6:00 PM — That's Juicy! (7) Remove This.
  • — If The Boss Only Knew —
    Bi-Sexual Female / 29

    So there's this guy I've had a serious case of wet pussy for since I first started working with him. He's insanely handsome and muscular, just how I like 'em ;) Married, as luck would have it. I don't like to mess with people's relationships, and I was dating somebody, so I kind of just let it stay a fantasy and never acted on it, but secretly pictured him naked and wondered about his dick size every time I ran into him. I could always see him checking out my ass while trying to not get noticed checking out my ass. And I kept wondering if he would eat said ass lol. Fast forward to a few weeks ago, we got to talking after a few drinks, and the talk immediately turned sexual. I was dying inside...it's finally happening!! aaaahhh!!! No touching happened that night, but I went home and played with my pussy all night, must have cum 3 or 4 times that night, I was dripping wet at the possibility of finally feeling what it's like to ride this dick...


    Over the next couple of days, we are texting back and forth all damn day, turning each other on. Well, mostly he was the one getting turned on because it's harder for girls to get aroused at text messages but whatever. You know how it goes, talking about the things we like sexually what we do and don't do... He told me he loved to eat pussy (and ass!). Now I won't lie, I read that and basically jumped up and down. Men, hear me out. Every man should both be willing to eat pussy, and also know HOW to eat pussy. This is a delicate flower, not a goddamn burrito, technique is everything. Don't be slobbering on that shit for 5 seconds then patting yourself on the back, because you know if we're down there sucking your dick, we're down there for a while! Anyways back to the story, knowing that he loves eating pussy was all I needed to hear, married or not, I was going to have him. He also told me he was a big freak, could go all night long, he loved to please, yada yada yada. He built up my expectations like no other, and I believed him. His wife was a sexy, sexual-looking woman, I was like no way a woman like that would have put up with some disappointing sex.


    So by this point, fucking him was all I could think about, it was driving me crazy. I invited him over, and about 5 minutes in, I realized I had made a huge error of judgement. This guy tries to jam his entire tongue in my mouth repeatedly (slow the f down), grabs my breast like he's trying to rip it off my body (ouch- there is no grabbing in sex, just lick my nipples damn) and immediately does this annoying thing guys do- grab your hand and guide it to their dick.

    I'm a grown ass woman, you think I don't know how to find a dick? If I'm not grabbing your dick yet, it's because I'm still not turned on and not in the zone, and you need to slow down for a second to let me catch up with your arousal. So I pull my hand back, instead of catching the hint, dude stands up puts one leg up on the couch and presents his erect penis to my face. Like LOOK I HAVE A DICK I wanted to scream. What happened to "I'm sensual, i'm a pleaser, I love eating pussy" and all that? I was slowly accepting that this was going to be incredibly different from everything we had talked about. I explicitly told this guy what I liked, I'm not shy by any means, and he was blowing through every single thing I told him.

    I put his dick in my mouth and give it maybe 50% effort. I give fire head but I'm also equality-driven, so when I get no head, I start giving head half-assedly. He tried to choke me with his dick, which was pretty big btw (the only part of my fantasy that came true!) and I'm like whoa, you still haven't yet earned choking privileges my friend. So I push him away and lay back and spread my legs and invite him over. He dives in like the Goblet of Fire is hidden in my pussy and he needs to retrieve it with his tongue. Now guys, enthusiasm is appreciated, but pussy eating should never be rough, and just like blowjobs, no teeth shall be involved, ever. The clitoris is VERY sensitive, always start slow and gentle, you can implement your turbo tongue a little later. Seriously, that shit hurts like hell if done wrong, which is exactly what was happening to me. I was pulling away so hard I was basically cutting off my own oxygen with my head smushed into the couch. Another tip, if a girl is pulling away, it's not pleasurable. Period. Don't mistake her moans and screams of frustration for those of pleasure.

    He does this for roughly 2 minutes and comes back up and shoves his dick in my mouth. OMG. I do that for 10-15 mins and he is so damn quiet all I can hear is the sounds of myself being choked with big penis repeatedly. Quiet guys, I get you, but I'm very vocal and I like my men vocal, quiet just creeps me out a little. But to each their own. We get to fucking, and we have no rhythm. NONE. With some people you just find your groove from the first second, not this guy. No rhythm, and he's still so quiet that if it was the other way around I would have felt like I was fucking a sleeping person. And I'm not even wet because remember, nothing was really done on that front. There was so little chemistry I just wanted him to finish so he could leave and I could mourn this 5-year old fantasy. I was thinking of which bottle of wine to open after he leaves. He gives it a solid 20-30 pumps and he's done and tells me how this was amazing and beyond his expectations and wow and whatever. Fuck me, really?? And just when I thought it was over, he starts jerking off, without me. Now I'm not going to stop him, but what? My poor little unsatisfied pussy was begging for attention, and you decided to play with your own dick? Fine. He cums in my mouth, I swallow it, and immediately get up, wash up, and get dressed. Hint, hint. After what seemed like forever of him sighing and saying "wow", he finally left. I sat there on my bed for 30 minutes contemplating what the hell just happened, then brought out my vibrator, watched 2 lesbians lick pussy, and finally had my orgasm that's been 5 years in the making.

    If you made it this far thanks for reading, I just needed to vent! Clearly me and this guy had zero chemistry, maybe he is great with other women, who knows. I wonder if his wife is getting her dick on the side. Final thing to say is: a sexually satisfied girl will go to great lengths for your sexual satisfaction! Treat your girl right in the pussy department ;)

    #34332 — Comments (6) — Feb 22, 2017 at 9:10 PM — That's Juicy! (14) Remove This.
  • — If The Boss Only Knew —
    Straight Male / 23

    I hired into a prestigious publishing office as a management trainee. They started me on the mail cart
    and today with email most of it is strictly junk mail but for the brief time I had the job, I loved it.
    As the weeks went by I discovered that we had two office "punchboards" as they were called. That is, two
    ladies who fucked everyone freely. One was 19 and the other 56.

    Delivering my daily morning junk mail I caught the 19 year old being fucked so many times in everyone's office that I wondered if that was actually her job. The 56 years old one, a senior editor, was nowhere near as active but I saw her giving a few blow jobs through the months. I felt rather superior because when they spotted me they tried to look normal and I found it hysterical.

    The teenager never wore underwear and carried a bag with paper tissues. Some of the guys suggested I give her a pop but I found her a bit too used for my taste. Call me silly and get it over with, eh? Oddly enough, the 56 year old was more to my fancy. She had silver hair and was statuesque, with a great smile. What drew me physically was her
    wide hips flowing into a giant, round ass and s narrow waist. She was also tall.

    When I was dropping off her junk mail she would always smile at me and glance at my package...that grew larger
    in time, in her presence, as we became more familiar with each other. Once, I noticed her knees slightly apart and opening and closing. I did not pick this up as any kind of signal but found it interesting,

    My mail cart was put away in the supply room and I soon discovered that was the teenager's "base" finding
    her there, fucking a number of men (one at a time) through the months. Mostly it was a quickie type done doggie
    style as no one was in a hurry to be discovered fucking at work. One day, she sat next to me in the lunch room
    knowing full well that I had walked in on her a number of times no matter how she tried to finesse it. I said,
    "What if you get caught?" She answered, who by? I'm fucking them all, even the company CEO, I love it. I'm not going to stop until I'm outta here. Some days six guys blow their loads into me, I can feel their pulsing cum into me right now, I love it. I've now done all three floors." She looked me up and down, (I'm 6'4") and said, "Why not get yourself a sample, you must be hung like a hippo." She spoke of all of it as if it was like she was just playing a card game.

    Days after that, I recall vividly, I pushed the cart into the older lady's office. She said, "Oh do me a favor and just toss all that junk here in the dust bin. She pushed her chair away from her desk, still sitting in it, and looking down, I noticed she wore nothing by her high heel shoes from her waist down. She had a giant grin. I got an instant erection. She reached for my throbbing rod, rubbed it under my pants and said, "Lock my door" which transformed my erection into steel.

    We spend the next 30 minutes scoring every point on the sex chart. Best of all, she loved doggie and had those hot,
    wide hips, a powerful looking ass. Bent over from behind, she was a fucking dream even at her age. I left the publishing house for a much better deal three months later but by the time I left I had scored the middle-aged lady
    over 100 times and the teenager zero. I know, you'll think me an idiot. That's fine. At some point I'm going call my elderly office lover and ask for some more action on the outside. Then I will fuck her silly.

    #34306 — Comments (0) — Feb 21, 2017 at 1:26 PM — That's Juicy! (8) Remove This.
  • — If The Boss Only Knew —
    Bi-Sexual Male / 50

    I have always loved women but often fantasized about sucking cock and swallowing cum with the right person and finally have done so. It started one day at work after he tells me again that his wife sleeps in another room as they no longer have sex and he's horny constantly. After running it thru my head a hundred times I finally took a deep breath and said, I've always wanted to suck a cock and feel it spurting hot cum in my mouth, would you let me blow you, there I'd finally said it, Fuck, it's out there, he stared at me and said are you serious, still not sure, Yep, I replied. Wow I was not ready for that he replied, you do not look like the cock sucker type, I jumped up thinking what have I done, I've just come out in front of a workmate, then said I was only joking and turned to walk away but he grabbed my hand gently and said if your serious I would love it and I promise I would never tell anyone, if thats what your worried about, then as if to reassure me he placed his hand on my pants and felt the outline of my cock, and placed my hand on his bulge that was getting bigger & harder in his pants. Now I felt confident and smiled as I realised my offer was accepted, then we both snapped back to reality as we heard a fellow worker open the locked door, later we agreed to hang back after work. When everyone had gone I just got on my knees next to him and said if your serious I would love to suck your cock right now, after a brief pause he stood up pushing back his chair turned to face me & just stood there so I reached for his fly and gently started to unzip him while I looked up at him for approval, I'm not sure what he was thinking he looked confused but I could feel his cock hardening none the less I let his pants just fall in a heap grabbed his briefs while still looking up at him and in one movement they too were at his ankles as his hard 7# boner slapped my face, Now his cock is out and I'm sucking him off and using my hand for all I'm worth it felt so wrong but also so Damn right I could feel my own cock straining to get out, He didn't last too long and was surprised after he stopped when I pulled him back into my mouth and let him cum in my mouth then swallowed it. We talked a little afterwards and he said he felt really guilty about what happened and left. A few days later, we stil aren't talking like before then as we are alone I touch his shoulder and said I'm sorry for putting it on you, it just came out, after hearing you always talk about not getting any sex at home, he looked me straight in the eyes and said, it's Ok I Loved it, I was just a bit confused about what comes next, am I gay he said, I don't think I'm gay I replied, the thought of kissing a Man repulses me I said, I still love sex with my wife, I just love the feeling of a warm hard Cock in my hand & mouth, I love to think that I Can please a man as well as a woman. I love pussy and cock, that makes me Bi Not Gay I don't care what anyone thinks. I'm not gay either he replied, I was just horny and I wanted to blow a load without using my hand for a change, after everyone left that day we spent a couple of hours sucking each other's cock and him tasting his first load of cum. Now we almost always suck each others cock when we are together on afternoon shift. Neither his or my wife knows about it and we prefer it that way. I don't mind sucking my workmate off and having him do me if he wants but I don't want the world to know either. Even though I'm certain I'm Not Gay, I now fantasize about being on my hands and knees with his hands firmly gripping my waist as he slowly pushes his well lubed cock inside me and taking me for the first time, I've read multiple stories of how good & bad it can feel, but I realise if he Fucks me slowly with lots of lube it could be Fun and enjoyable for the both if us. Any thoughts & comments are welcome, as I know ill be getting the You ARE GAY comments, but please explain why Or how I still enjoy sex with woman

    #34197 — Comments (1) — Feb 13, 2017 at 4:56 PM — That's Juicy! (5) Remove This.
  • — If The Boss Only Knew —
    Bi-Sexual Female / 30

    I'm happily married with a family,but I'm secretly having sex with a co worker. I work for a small medical clinic. There is a nurse that travel to different clinics and help when we are short staff. Me and her became lunch friends.

    Soon we became more then friends when she told me that I looked so hot to her and that her husband never eats her pussy.

    I have been with girls in school, but not since I been married. But I really wanted to eat some puss again.

    So I got a plan, we only have a hour for lunch and there an empty basement in the clinic no one going down there it used for storage. First I leave for lunch and go down stairs then she meets me.

    My clothes and panties are off by the time she gets down there. We lick, suck, finger each other pussies for almost the whole hour. I love sitting on her face while she licks both holes. She has a fat pussy so I bend her over and lick on it from behind. Her ass taste so good, I can tell her husband fucks that ass good because it nice and open when I stick my tongue up her ass. She a pleaser and I love taking charge for that short time. Seeing that pretty little face between my legs just turn me on and she does such a good job sucking and licking every late drop from my pussy.

    If my boss ever catch us we are done. But I can't stop I love the danger in it. My pussy get so wet when I see her name on the schedule.

    #34151 — Comments (4) — Feb 11, 2017 at 12:06 PM — That's Juicy! (10) Remove This.
  • — If The Boss Only Knew —
    Bi-Sexual Male / 36

    I'm bisexual. But I have found it easier to find male sex partners so I mostly stick with men.

    Recently, I visited an adult video store with video booths and glory holes. I like to suck as well as get sucked and I like it anonymous some times. So I was sitting down in a booth watching a hot video of a girl jerking off two guys while the three of them enjoyed a three way kiss and jerking my cock when a guy came into the booth next to mine. My face wasn't visible due to the angle of my chair but I could clearly see the glory hole and so could my new buddy. Next thing I knew he wiggled his finger in the whole which is the sign that he wanted to suck me. So I stuck my dick in the hole and he began to suck. It felt nice. Not the best but certainly not the worst. After a while He stopped and I pulled my dick out and he put his through indicating he wanted me to suck him so I did. His cock was nice but not nearly as big as my eight incher. But after a while it got boring so I stopped. I moved to another booth and sure enough he rotated his way to my new booth and I recognized his cock and sucked it some more. It was nice but not especially better than any other. Just then he decide to pack it in and as he pulled his cock out of the hole I was eyeballing him and recognized him immediately. It was my jerk of a boss. The evil bastard who cut my overtime, threatened to fire me on more than one occasion and hadn't given me a raise in three years making up every excuse in the book for not giving it to me.

    Now guys who go to glory holes do so as a matter of habit. Usually the same guys would show up the same nights around the same time. So this time I had my video camera ready. I set it for low light and eventually my boss showed up. He didn't even notice the camera as he sucked me through the glory hole. The glory hole was just about big enough to see some of his face and recognize him. I covertly took several short videos of him sucking mine and other cocks over the next few weeks and also got footage of him entering and leaving the place.

    So what did I do? Once I felt I had enough material I confronted him with blackmail. I demanded a $3 an hour raise, ten hours a week in overtime and ordered him in his knees to suck me off right then and there. I half believed he would fire me, kick me out and call the police. Instead he dropped to his knees, crawled to me, undid my pants and sucked my cock. After a while he begged me to fuck his ass.

    Now every pay day he personally delivers my check to me and sucks me off or takes it up the ass or both. He has told me he actually enjoys our game and told me it was well worth the raise and overtime to enjoy sucking my cock every week. Go figure.

    #34091 — Comments (2) — Feb 5, 2017 at 12:14 AM — That's Juicy! (5) Remove This.
  • — If The Boss Only Knew —
    Straight Male / 28

    my boss is a big intimidating black guy so when he asked if i'd paint his lounge I just said yes. I was up the steps when I felt a hand on my leg. looking down it was his daughter, she's really fit and I started to get a bulge in my pants. 'I need you're help with something baby', she asked. I followed her to the garage where she sat on the bench and exposed her hairy black pussy. 'it's hot horny and needs your tong baby'. she was sweet and my tong darted around her clit whilst my hands cupped her ample buttocks. in pleasure she lay back as my hands now moved up inside her dress to find her 40d tits which I groped and rolled the nipples. I thought she needed some cock and was right as she sucked it with those beautiful full lips. she was wet and I decided to fuck her which she really enjoyed. I was about to cum and so was she when she blurted, 'give me a white baby'. as I inseminated her she orgasmed squirting at the same time. she now has a beautiful mixed race girl. my boss is angry as hell but doesn't know. I was fucking her through her pregnancy and am still breeding her now. god knows what he'll say when he finds out someone has impregnated his princess again.

    #33923 — Comments (1) — Jan 21, 2017 at 5:05 PM — That's Juicy! (11) Remove This.
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