Anonymous Confessions

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Have done some pretty questionable things to make some extra cash? From stripping to escorting, Dirty Deeds for Dollars is the category for those who have done what it takes to make a quick buck. Share your stories of financial desperation and the lengths you went to get paid. This category is all about the intersection of money and desire.

Share your secrets and stories of hu$tling for a living..

- Dirty Deeds For Dollars -
Straight Female / 44

Two hundred for blow jobs, five hundred for straight sex, fifteen hundred for my ass. I am a rather ordinary working mom and wife. That kind of money was foreign to me. My friend Jill and I went to Atlantic City this past weekend and like we always do we share our take at the end of the weekend, usually a couple of hundred dollars if we have been lucky. We didn't leave the suite for three days and after thirty-three blow jobs, nineteen fucks, and seven unprotected anal poundings we shared just under thirty thousand dollars with tips. What started as a smartass remark turned into a wild weekend. All of them were part of the same convention and men just coming to our suite. I have never done anything remotely similar, though to be honest, I wouldn't mind doing it again.

2
# 43195 - by Anonymous
    • - Dirty Deeds For Dollars -
    Straight Female / 26

    In the end it was my choice and now I am in so deep I can't leave. Back when I was in college I wanted to go to Graduate School at a very expensive School. I was a music major and the cost of attending Graduate School and supporting myself while I was there pretty much made it an impossible dream. My professor suggested that I find a private foundation that would sponsor me as well as try any and all possibilities for scholarships. In the end with my professor's help I found a wealthy family in Toronto to sponsor me. With strings attached.

    The family has no children, he is the wealthy one and she is the wife and after evaluations by her doctors she is the one that cannot conceive. But she produced healthy eggs. If I agreed to have a child for them via artificial means, basically carry the child, then they would sponsor my Graduate studies. I never jumped at the opportunity, in fact I was turned off completely. I didn't like her and I didn't like him, but I didn't like her more. The idea of having her baby inside of me just turned me off cold. But with it my dream died too.

    I agreed, I signed the papers and they funded my School fees and set me up on an agreed monthly allowance. Then the train wreck happened, he wanted me to be nice to him. Give him sex. All I had to do was to get down on the floor and crawl over to him and suck him while he petted me. It was obscene. He sat in this big chair with his pants open and his penis out and told me to go over to the other side of the room and get down on my hands and knees and crawl over to him and suck on his penis. He raised his voice and told me to do it. I did it. But that was not all.

    I had to lean over the dining room table while he sat behind me and he pulled my pants down and he fingered me until I was wet and then got behind me and fucked me. Fuck, fuck, fuck he went, fuck, fuck, fuck here you go little girl get some rich man cum in your pussy. More cum, fuck, fuck, fuck, more cum, fuck, fuck, fuck. Lots of cum for your little pussy, you want to use your own eggs to get pregnant don't you, fuck, fuck, fuck, lots and lots of cum for you. By the time the fertilized harvested eggs were ready for implant I was already pregnant but he didn't tell her.

    Come over here, come suck on the rich man's penis. Nice girl, that's my girl suck on the rich man's penis. He is the daddy of your baby isn't he, he wants his penis sucked, that's a girl suck his penis. You want some more cum, fuck, fuck, fuck here have some more cum. Oh lookie here, your pussy is so nice, nice, nice pussy, let me fuck your nice pussy, fuck, fuck, fuck.

    My Graduate work was going well, he rented a piano for me so that I could practice in my apartment. He bought a good bed so that he could fuck, fuck, fuck. Big belly girls are nice to fuck, get on your elbows and knees and open your legs so that your pussy can be fucked, oh fuck, fuck, fuck, lots and lots of cum for you, oh that's a good little girl suck on the rich man's penis, suck, suck, suck. The little girl's belly got real big, real big and soon she had his baby. The baby didn't look like the wife at all, the baby looked more and more like the babies real mommy, because the real mommy wasn't anything like the wife, no sir, she didn't look anything like the wife and her baby took after the mommy and the wife got mad and her doctor confirmed to her that the baby was not hers and the baby was the Graduate student's baby and the rich man was the father.

    The wife divorced the rich man and he was happy with his Graduate student. And fuck, fuck, fuck another baby and suck, suck, suck he was a happy rich man with a Graduate student to fuck, fuck, fuck. Oh my, what a nice pussy, oh my nice pussy, fuck, fuck, fuck. And the Graduate student finished her Graduate degree and she moved in the house with the rich man and her two babies. Does she work, no. She is not supposed to work, she can play the piano, she can take care of the babies, she can get in another fight with the housekeeper and she can suck, suck, suck and fuck, fuck, fuck.

    He is a rich man and a rich man can buy anything, he can buy a Graduate student to have his babies and buy the Graduate student to live with him and take care of his babies and buy the Graduate student to suck his rich man's penis and fuck, fuck, fuck. Lots and lots of cum for the Graduate student. More cum for the Graduate student, cum makes her happy, she can have another baby.

    5
    # 43183 - by Anonymous
    - Dirty Deeds For Dollars -
    Gay Male / 37

    I was introduced to sex early, probably earlier than most. It happened at a sleepover by older boy, he got in bed with me and grabbed me by my penis and while he told me to be quiet. After he got me hard he got down and sucked me, while he sucked me he pulled my PJs and my underwear down past my knees and told me to get on my stomach and he got on my back and after a few minutes got his penis in me, how deep I don't know but he got it in. I was rubbing against the sheet beneath me and I came and then he came and got off and told me to be quiet.

    The next day the sheet had all the evidence and the housemother told my mother that I was actively going through puberty so my mother had a long talk with me and from then on I had a towel between the sheet and the mattress. I didn't masturbate at that time, but when I saw the boy that fucked me I let him play with my penis, such me and fuck me. I played with his penis too and I sucked him too but that is not what I wanted, I wanted him to fuck me. I know it sounds bad that I wanted to get fucked but that is what I liked and we did it enough that I am sure he got it all the way in. I loved it.

    It wasn't a secret among the boys and I was given the nickname Butterfly, which is the nickname I still have today. I was loyal and didn't suck any other boys or let any other boys fuck me, although I did let a boy suck me in the boys room one time. I was m****ted a lot after gym, boys made fun of my penis and from time to time a boy would grab me from behind and hump me, it felt good because in those years you showered naked and feeling a naked penis on me just felt good. As we got older and everyone had grown mature penises and heavy voices and beards and pubes I got hornier and hornier. By then getting fucked meant that a full grown penis had to go in, and I learned how to get in position to let hit happen. With a grown penis I did like to suck and started to suck just as much as I liked to fuck.

    In the eleventh grade I got fucked by a teacher. He was from Rumania and he taught physics and he was dark, with a lot of facial hair and his dick was large and he had been fucking for a long time and I found out that to let him fuck I had to participate, get into the best position and let him push in all the way before he stared to fuck in and out. He also introduced me to lubes, and once you are lubed up you just don't want to go back to bare ass fucking.

    I guess no one really talked to me about it, other than everyone by then called me Butterfly and I went to school just like everyone else. I am pretty sure that it was not a total secret that the Physics teacher was fucking me towards the end of high school. After high school I asked my counselor if I should go into the Army before going to college and he was no, and hell no, stay out of the Army. The very reason I wanted to go was the very reason why he told me to stay out of he Army. So I went to night school to learn how to do bookkeeping and I graduated a year later and got a job working for the local bank reconciling accounts.

    It was during my job at the bank that I found out that if you suck a manager's penis you can get things you want. He also talked me into trying out for a real college and I got in and I worked part time at the bank and went to school almost full time and got my degree in Accounting and I got a full time job in the accounting department at the bank. The bank manager had a thing for having his penis sucked, his penis touched, his penis massaged, and he decided that it was going to okay to fuck. I liked him a lot, I liked the way he fucked, he used lots of lubes and he let me suck him before he fucked me. With him things had to be real quiet because in addition to being the bank manager he was in the Lion's Club, his wife was on the school board and he had two daughters who were cheerleaders and popular kids in school.

    It has been a good ride as they say, I started out with a boy under the covers and now I am under cover sucking off men who definitely want to stay under cover. There is just something about having sex with a man who is scared to death that it is going to come out that he is gay. I live alone of course, it makes it easier all the way around, I have a townhouse with an enclosed garage and a lot of bushes so a car can come and go without being seen if the lights are shut off, I have heavy curtains and a great big bed to have all the fun on. I used to keep cigars and premium wines, beers and Whiskeys, but that is not necessary really, it is more about lets get going and get it done, and discretion it is all about discretion. It is a nice living right now, how long I can do this I don't know, but for now I can make more working at home than I ever did working for the bank.

    4
    # 43113 - by Anonymous
    • - Dirty Deeds For Dollars -
    Gay Male / 46

    I got a job working at the hotel after I got out of the Army. I was 22 and I wanted to go onto college on the GI Bill, but first I had to get a job. In the Army I had experimented, lots of guys experimented, some guys liked to experiment and others just experimented. At the time we called it fucking around. After a while I liked fucking around and this Captain knew I liked to fuck around and I was his for the duration of my enlistment. I wont say I didn't like it, I liked it, it felt real good.

    So I am working this job at this hotel and I get to talking to this man who is staying there and he tells me that he is having trouble with the lights in his room and wants to know if I will come and have a look at them. Now the hotel had a maintenance man but he said he was embarrassed to ask for the maintenance man if it wasn't something serious and if I had a look at the lamp then I could decide if the maintenance man had to fix it.

    In the room I looked at the lamp and it was unplugged, like the plug wasn't in all the way and once the plug was in the lamp worked. When I turned around the man was naked and I was still on my knees from plugging in the lamp. He told me that he liked me and if I got naked with him he would make sure I got a good tip for coming by to fix the lamp. It took about two seconds and I was sucking his cock, like I hadn't sucked cock since I had been discharged and his cock was just hanging there right in front of my face. All I had to do was open my mouth and he put his cock in my mouth and I started sucking. He had a hard cock and his cock was big and he had my head in his hand and he was fucking my mouth and I grabbed his cock with my hand and I gave into it and sucked him the best way I knew how.

    He got me undressed and he got me on the bed and he sucked my cock and got over me in a pushup position and I sucked his cock while he went up and down and sucked my cock. He was in shape. And he fucked me, he was prepared and he had these bottles of oils and stuff and he fucked me and it felt so good. It felt so good, maybe it was mind working things on me but I felt that he was my Captain right then. My Captain fucked me like that.

    Well that is what happened that afternoon. It didn't last that long in hours and minutes, I got back down and explained to the front desk that I had to fix the lamp and got it working so no need for the maintenance man. When the man checked out he left me an envelope with two crisp twenty dollar bills, at that time I made about a hundred dollars a week.

    I found a way to pay for college, I worked at the hotel, in order to get my hours in college I worked the night shift and I made tips like that all the way through. Between the GI Bill and the job at the hotel and my tips I managed pretty well. Of course the tips were all off the books as far as the hotel was concerned.

    0
    # 43017 - by Anonymous
    - Dirty Deeds For Dollars -
    Bi-Sexual Female / 20

    Hey I'm Rae 22F From the UK.

    I grew up in a loving Christian house hold as a kid I would have never imagined doing what I do today. Sometime I feel regret and guilt from what I do. My parents have no idea that I fuck myself online for the whole world to see. I just pray they never come across my adult content as I would feel so bad. They would feel so bad to think what they did wrong. They did nothing wrong. I just love being watched. Anyway you can add my Snapchat if you like. My snap username is: snap43deep

    2
    # 42844 - by Anonymous
    • - Dirty Deeds For Dollars -
    Bi-Sexual Male / 49

    It happened like this. I had been selling to this Mexican company for quite some time. The plant manager was a Mexican guy who had grown up in the states and every time I went to visit he was sure to take me out and ever time we went out we ended up at these strip joints late at night. He paid for all the girls and the drinks and we usually ended up leaving at two or three in the morning. He bought a lot from us and it was my job to go out with him.

    On this occasion he said there was going to be an industrial expo in Monterrey and he suggested that we should have a booth. After much talking and based solely on his suggestion the company agreed to have a small booth and sent me and one of other Spanish speaking guy down to run the booth. The hotel had rooms and we registered there. On the second night my customer took me out to this club and we stayed late, he had several girls dance for us. When we got back to the hotel he suggested we get a drink in his room.

    He served me a drink and took off his pants and boxer shorts and still in his shirt her came over to the chair I was in and standing over me asked me to come to bed with him. He is very dark skinned and his cock was very dark hanging out just under his shirt, he moved a bit closer offering his cock to me, talking to me in Spanish to show him why he was my best customer. I gently took his cock in my fingers and leaned over and sucked him for a bit, he asked for my hand and said he wanted me to come and join him on the bed.

    He laid there with his shirt still on and his socks still on but his naked legs and naked cock clearly visible motioning me to get over there and suck his cock. He was very definitely not doing something new, he had me try for a minute and then told me how to do it right as he lay on his back and I sucked him. He had me stop and get my pants off and he sucked my cock when he put me on my back and leaned over and said he wanted to kiss me. He never spoke English only Spanish, while he kissed me he played with my cock and rubbed his hard cock against my leg.

    We got undressed and we kissed for a long time playing with our cocks, from time to time slipping down to suck hard and then going back to kissing. By then he had turned down the bed completely and we were both totally naked on the sheet. He got up for a second and came back with tube and told me to get on my stomach and he lubed me up using his fingers for deep penetration. He got on my back telling me that I was going to really like it, he pushed his cock in slowly, asking me if I had enough lube. From time to time he pulled and out and used more lube and then back to getting his cock in until he was all the way in and I could feel his balls against my behind.

    With the help of a pillow under my hips he fucked me for a good while telling me that the lube he used helped numb his cock so he could fuck me longer. Somewhere in there I came on the pillow and lost my erection after that, and then he came pumping all he had into me. When he was done he asked me how I liked it and that he had been wanting to get together with me for a long time and he was happy that now we could just be friends. He used his fingers to massage me, he got an erection again and he had me suck him this time to completion.

    He asked me to stay the night with him, but I chose to go back to my room to think about what had happened. From that night on we never went back to the strip joints, after dinner we would go up to my room when I was in town and we had our time together. He was a huge client for the company and he got me into several other Mexican companies. I try to think that it wasn't about the business we were doing but if it wasn't for the sales I was making in Mexico I would never travel there. Even though I have to admit he has gotten me to feel a whole lot better about spending time with a cock in my hand, a cock in my mouth and having his cock up my ass.

    0
    # 42824 - by Anonymous
    100 of 40,940 Confessions Displayed.

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