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Confessions

Boss Confessions

Read the best #boss confession stories


I work for a small company with just me and the owners wife in the office, a while ago I mentioned I was a leg man, we both a had a good laugh about it and she was interested in what I liked on legs, I told her that I was into latex leggings, or tight mini skirts. The boss went on a 2 day trip to London so there was just the two of us in the office. Monday morning she pulled up in her car wearing the tightest black liquid legging I had ever seen. I spent all days trying to catch a glimpse of her legs, and she knew full well what I was doing. she kept bending over to retrieve things from the filling cabinet in front of my desk. she is a size 10 5'8" mousy hair and reasonable size tits 43yo.

It was obvious she was wearing no knickers under the leggings, and I caught her pulling the material up between her legs to cause a camletoe. All morning she was coming into my office and stand talking to me running her hand down her leg, I am 22 and at the minute have no girlfriend as we broke up a couple of months ago, as you can imagine I had a hardon all morning. At dinner time she announced she was going home to fetch something and did I need anything fetching, I said no, and the minute she left the office I went to the bathroom, dropped my trousers and wanked over the imagine of her arse and legs, being alone I was not quiet.. and came moaning her name and calling her a fucking slut. I heard the door in the office close, raced out to see her walking to her car, she must have heard everything...

I was frightened all the time she was away, and when I saw her car pull back up I was sweating. I kept my head down when she came back in, she walked into my office, as I lifted my head I could see her bare flesh thighs before I reached her tight black latex skirt, she talked about some random stuff before turning bending over to the filing cabinet, her skirt didn't completely cover her arse , I could see her bald smooth pussy lips looking swollen and red. she must have played with herself when she went home . My cock was instantly hard, I spent the reset of the afternoon squeezing and touching myself, almost cuming in my trousers. I am sure I saw her on the phone with her hands between her legs more than once and she was very flushed each time I entered her office. at home time she came in and asked me to lock up, as she was going home. her parting words were " oh.. ensure you clean up in the bathroom.. you missed some on the wall " She had obviously heard me wanking and calling her names... The boss is not back until Thursday, if she comes in dressed anything like that tomorrow I am going to ask if she wants to watch next time.. do you think I should


#bosses   #wife  


I have the biggest crush on my boss and I am trying to let me know I'm a gay. He watches me at work and I like it. I helped him move house and his bed looked so inviting and he smelt nice with lotions and creams by his bed I wanted to play with. He wanted me to stay back and help him and I wish now that I did because he was home alone. I message him at night asking about work and he sent me a message at 6:09. I want to call him and talk to him about how much I love being gay and would enjoy having a sexual loving gay relationship with him as my Hot Sexy Gay Sugar Daddy. I want to be his cross dressing transexual girly gay sissy bottom boy and I want to make gay porn with him. I love you Kevin and I think of you everytime I cum. Hope I will feel you cum deep inside me very soon


#boss  


While we were at a conference for my husbands company I found myself alone with his boss, a handsome black man, and he started flirting with me. I played along and he kissed me and started feeling my butt. I guess I was in a trance and showed no resistance. We didn't have long, so he pushed me down to my knees, unzipped, and pulled out a huge black dick and directed it towards my mouth. I immediately opened to accept its large head, and he started fucking my mouth like I was his personal slut or something. Truth be told, I not only showed no resistance. I would have probably done what ever he wanted. He started talking to me, encouraging me to suck him, and made the statement that he bet I had never had a dick like that before. Boy was he right. He held on to my head and I could feel him tensing up, so I knew what was coming; he unloaded a huge load of cum right down my throat. I swallowed every drop, then he helped me to my feet, zipped up and we made our way back to the gathering. On the way back I asked him to look at me and make sure I didn't have any cum on my face or blouse. I didn't , so we made our way back. When I saw my husband I walked over and gave him a kiss and a smile. I then looked over, and his boss was watching me from across the room. He smiled, and held up his glass as to toast me from across the room. I returned the smile, and toasted him as well.


#wife   #used   #willing   #husband   #boss  


I hate my job! I hate my life!I hate my wifeI am miserable.


#hate   #furious   #wife   #job   #boss   #miserable  


My boss complimented my short skirt. I choose not to wear underwear that day and imagined he saw my bald pussy. He appeared to have a hardon. With so many thoughts and all that was happening so fast, I asked if I could suck his cock. He replied no. I am left embarresed and my ego is crushed. I have never been turned down before. Now I don't even feel like doing my nightly masturbation. So sad.


#boss   #blowjob   #panties   #skirt   #masturbation   #ego  


My boss only likes those women who treat others bad and bully the "fat" ones.
I keyed his car for that. Such an asshole!


#boss   #hate   #woman   #bully   #car  


I started working a new job on Monday. I had to start at 8 and when I arrived I was almost shitting bricks because I was so nervous. And I mean LITERALLY my tummy was growling and I was feeling a bit unwell. My new boss greeted me and showed me around and I couldn't focus, so I asked him where the restrooms where and that was a really wise choice. My butt did not even hit the throne yet when the worst case of diarrhea I ever had started. It was disgusting and took me around 15 minutes to finish, but I felt better afterwards.
My boss was waiting for me in the room in front of the restrooms and I can only hope that he did not hear anything! But when I got out I swear he was kind of smirking.
So boys and girls, I recommend eating a lot of fibers before starting a new job!


#job   #new   #boss   #diarrhea   #embarrassing   #nervous   #butt   #work  


I work in a 24 hours shop mostly nightshift.
My boss is a complete retard. He thinks he's the coolest guy on earth and everyone else is a loser and he doesn't realize that he's the jerk. Altough it would be his duty to count the money and bring the earnings to the bank, he doesn't do it. He always instructs me to do that. But that's not my job!
He's such a lazy ass. And because I don't like him and because he thinks he can do what he wants I take cigarettes and booze each time before I leave the store. He won't notice it because I have to keep track of all books.


#shop   #nightshift   #boss   #idiot   #jerk   #lazy   #cigarettes   #booze   #theft   #confession   #hate   #sin  


My boss (m54) keeps sending me (f23) racy emails. He keeps asking me to suck him off under his desk or tells me that he wants to fuck my brains out. I don’t reply, I just pretend I don’t see them. I’m afraid he’ll call me into his office soon and I’m not sure if I should hook up with him. He looks like he’d know how to treat me right but he’s married. What should I do? Someone help please.


#problem   #sex   #boss   #help   #affair  


I haven’t actually done it, but I really want to suck my Boss’ dick. I feel like it would be huge, and I just want to suck it and swallow his cum, maybe hide under his desk and suck him dry.


#boss   #work   #cum   #bosscum   #workbosscum  


I told one of my colleague that our boss spys on us via spy software and that he could see everything we do on our computers. It's not true but I just wanted her not to be that lazy. She's chatting with her friends all day long and I have to do the whole work.


#colleague   #lie   #boss   #spy   #software   #computer   #lazy  


The teacher of my IT class is a real dork. I hate him.
While I'm sitting here, typing this confession, he's walking around class like he's the boss.
Luckily, he doesn't now what I'm doing ..


#teacher   #school   #hate   #boss  


I'm 30 years old latina and have been married for three years. For the past year we have been trying to get pregnant with no luck. This week I just found out that i'm pregnant. Problem is that two weeks ago I attended a conference for my company where I had to stay overnight. That evening my boss and I had dinner where we had a bottle of wine then afterward went to the bar for a couple more drinks. I then made the mistake of going back to his room for a nightcap where we ended up kissing which led to us sleeping together having unprotected intercourse. Now I have no idea whos baby I'm carrying but suspect it's his since my husband and I were having trouble conceiving.what i do now??


#adulting   #cheating   #latina   #sex   #confession   #boss  


I'm 24 years old and have been married for three years. For the past year we have been trying to get pregnant with no luck. This week I just found out that i'm pregnant. Problem is that two weeks ago I attended a conference for my company where I had to stay overnight. That evening my boss and I had dinner where we had a bottle of wine then afterward went to the bar for a couple more drinks. I then made the mistake of going back to his room for a nightcap where we ended up kissing which led to us sleeping together having unprotected intercourse. Now I have no idea whos baby I'm carrying but suspect it's his since my husband and I were having trouble conceiving.


#embarrassed   #doubt   #boss   #pregnant  


My boss wants to spank me. He's joked about it a few times. I have a cute butt so he must be into it. Got spanked once in college by my boyfriend's roommate but it was just a few smacks, laughing. Have thought about it and would like to try it. The embarrassment and having to let it happen and take it. Could be hot. Maybe if I get another job I'll let him do it before I leave. Maybe I should tell him that now!


#spanking   #boss  


I worked in a restaurant and I am my boss's favorite worker there. He is married and 24 years older than me. I had sex with him several times. I feel guilty when I meet his wife.


#boss  


Today, I skipped work because I wanted to go shopping.
I went to a shop and tried some clothes on, when I saw one of my bosses coming really close. He hadn't seen me then so I decided to hide behind a manikin.
At first, it looked like it would work, but then someone tapped me on my shoulder, I twitched, fell down with the dummy on top of me.
Now, I got a dissuasion from work and I have the order to stay away from the shop.


#shopping   #clothes   #boss   #manikin   #hide   #dissuasion  


I just started a new job three weeks ago. I love my husband and never cheat on him or even want to. My new boss has offered me a promotion and a huge pay increase if I agree to let him fuck me at work once in a while. When he brought it up the first thing I said was "how often is once in a while?" I couldn't believe I was saying this or even letting the conversation go on. He said it would be no more than twice a month. He told me that he hired me because of my big sexy ass. He said he would have me bend over in his office every two weeks or so and it would usually take about twenty minutes. I told him I would need to think about it. I tried to come to terms with the whole thing over the weekend, I didn't want to feel guilty or ashamed but I knew I was going to because I knew I was going to take the promotion, the huge raise, and the responsibility for what it would cost.

Today is monday. I went in to work this morning a happily married customer service phone operator. I wore a skirt and stockings instead of pants. I took off and left my wedding ring and my panties in my car before I went in. At 11:00 this morning I was filling out new- hire paperwork for the administrative assistants position.. I'll be taking home $540.00 a week instead of $320.00. from now on. I have my own office. I get three weeks paid vacation instead of two at half pay, and on and on with the benefits. I am, as of 11:43 this morning, a whore. A whore who spent her lunch-hour bent at the waist, holding her ankles and selling her ass. Two weeks from now I'll be doing it again. I have no intention of confessing this anywhere else. My husband will never find out.


#wife   #fucks   #boss   #sexy   #big   #ass   #whore   #promotion   #raise  


Im married and fucking my boss who is also married.
He is 23 years older than me.

He is developing feelings that i don't have or want (my marriage is happy just the sex is crap) but i don't want to stop cause I am enjoying it



I'm being mentally tortured by my boss!


#sickboss  



Pray and roll the dice for #boss

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