Choose language

Forgot your password?

Need a Spoofbox account? Create one for FREE!

No subscription or hidden extras



Prostitution Confessions

Read the best #prostitution confession stories

I am a 46 year old CD. I am Bi and my girlfriend knows im a Bi crossdresser. She has in fact pushed my head down to suck a cock she had just fucked. She ends up getting knocked up by her lover and looses her sex drive. I get dressed 3-4 times a week and go to the adult theaters or CL to hook up with men. A few weeks ago I had been completely sissified by a bbc. When he left I still needed more cock. I went and walked the street as a hooker. I turned 6 tricks in 10 blocks and made a few hundred bucks. Now I want to do it all the time

#prostitution   #hooker  

I was alone, kicked out of my parent's house, and on the street at 16 with a backpack of some old clothes and had spent my last dollar on a bit of food, two days before. I hadn't slept in days, I was too afraid of lying there and having men possibly molest or rape me. I kept moving, and could barely walk anymore. I was at my wits end. Then a man in his mid 20's to 30's started talking to me on a park bench. He was very smooth talking, and the way he did it I didn't mind. He offered me $25 if I gave him a blowjob. I knew that I could get some food, get cleaned up a bit, and possibly get into a shelter if I acted early enough.

I went to his apartment with him, not knowing how risky that was, and gave him his blowjob, he gave me the $ 25. I asked if I could get something to eat and maybe use his toilet and shower. He told me it was OK. When he heard the shower turn off, he came into the bathroom, and took my clothes to wash. He told me to come out when I was dry. I used his blowdryer, and felt wonderfully clean, but I realized he had my clothes and I was now naked in a strange mans apartment. I walked out crying. He asked why and I let it all go, that I thought he might murder me or something. He showed me my clothes in the washer, and I settled down a bit. He told me to lie down in his bed and I knew what was coming. He stripped and fucked me, I just laid there with no reaction, I guess I figured getting raped or fucked was better than a beating or getting murdered. He then moved my clothes to the dryer, I was still naked, his cum was starting to gradually leak out of me. He wouldn't let me wipe it up, I had to wait with it slowly messing all over my lips, then a bit down my thigh. He just watched it while we sat on the couch in front of the television. He bent me over the kitchen table and fucked me one more time, then folded all my clothes, put them back in the backpack, and kept 1 set out for me to dress in. I dressed and left, and before I did he gave me two $ 20 bills, one for each time he fucked me. He made it very clear it was payment for the sex. He made me thank him and explicitly mention that I took $20 for each time he fucked me. I couldn't say "had sex" I had to say I got fucked for money.

I got into a shelter, and have managed to stay there and get fed pretty decently over time. A few times a week the guy would stroll around the park across from his apartment and would find me. He would pay me $ 20 to let him fuck me, and I got to use his toilet and shower most of the time. He reduced it to $ 10 when he wanted to come using my mouth. I tried once to ask for more, thinking I could hold out on him, instead he reached into my blouse with no bra and grabbed my C cups and dragged me by my tits to his bed. He would bruise my tits, but never like this, he was actually dragging me on the floor while I was crying, he held my tits so hard between his fingers. In the bedroom he threw me down on the floor, reached up under my short skirt and ripped my panties off and fucked me for no money at all, called me names, called me a prostitute, and said how he thought street whores were the worst kind of human beings. He then kicked me out, literally kicking me all the way down the hall and in the elevator and to the street. I didn't get any money and still got fucked and my tits were hurting terribly, I had bruises from his kicking me all over my thighs, butt, stomach, crotch, even my back and arms.

After that he went away on vacation for three weeks, and I ran out of money, so I let a few of the street guys, and 1 of the monitors at the shelter have sex with me for some food. The monitor spread word, and pretty soon I had all tree evening monitors fucking me, but I always knew I would have a spot in the shelter. The rich guy came back and I could add him to my money, he reduced what he paid me but didn't beat me anymore. So I was still getting about $50 to $80 a week fucking or sucking him, and one time he dressed me up like a catholic school girl and let one of his business friends fuck me several times. That was the first time a guy stuck his cock inside my butt. I did get paid though. $ 10 for every time I got fucked, and $20 for the two times his friend did it in my butt.

Eventually, I got cleaned up, and bought some better clothes, and turned a few tricks on the street without the pimps getting wise to me. Then I got enough money where I could go to work for an agency. I did that and was making some nice money, got a low end apartment, opened a bank account, and made enough to go to college and grad school. Now I have my own place, a graduate degree and work in R&D at a big pharmaceutical company.

I had to fuck for money for over 8 years to get here. From $ 20 a fuck to $ 500 a fuck and way more. Now I'm finally clear of it all and have a great six figure job, and not a man in site. I don't want one either, I have been fucked for men's pleasure enough. My parents wanted to get back in touch now that I had an education and good job, I pretended that was what I wanted as well. I went to my younger brothers birthday party at their house, with all the in-laws there, siblings and my parents. I pulled up in my BMW, everyone raving about me and how good I looked. Then I broke it down to them all, that when they kicked me out of the house, I was starving and had to let a stranger fuck me for $ 20 as the only way I survived. I had to let three ugly, fat motherfuckers fuck me all they wanted just to keep my place at the shelter, all the while still selling my pussy and mouth, and eventually ass for $20 or a sandwich. I looked so good, after 8 years of selling my body and prostituting myself because they made me survive anyway I could. Then I put on my fur, and walked out to my BMW and drove away. My brother and one of my sisters calls me every once in a while and really understands. I don't care about anyone who doesn't.


I'm a 65 year old bisexual male who loves to cross-dress. I've been doing this now for seven years. Wearing women's clothing just feels so good to me. When I get up in the morning, I can't wait to get my entire body shaved completely smooth, put on makeup and do my nails. Next comes my thong, corset, push-up bra, hip and butt pads, garter belt and nylons. Since I've been taking phytoestrogen supplements the whole time, my boobs have grown to fit snugly into a 42C bra. My boobs are really nice. Guys go crazy for them. I began using breast forms to augment my appearance, but I don't need them anymore to get a nice effect. I really love my boobs and fondle them as often as possible. Next comes a silky slip to drape over my torso, followed by a sexy dress with its hemline falling just above my knees. The neckline of my dress must plunge low enough to expose my cleavage. My legs have received many compliments on their shape, so I always wear a fashionable pair of heels to bolster their appearance. Earrings, necklace, bracelet and a nice wig complete the look.

My wardrobe is extensive. I have dozens of dresses, skirts, blouses, shoes. outerwear and accessories. Wigs of all shades and lengths are available to me as well. No matter how much I have, I can't resist the urge to buy more. Its definitely an obsession. When I'm fully dressed and see myself in the mirror, I nearly come to climax. OMG, how I wish I could be a woman. I'm so jealous of those who are.

Being bisexual, I crave having sex other men. As a younger man, it was relatively easy to hook up for same sex experiences. However, as I aged, it became harder to arrange such trysts. Becoming a crossdresser definitely increased my chances for success. I discovered that many men love "chicks with dicks". It opened up a whole new world for me. As soon as I began appearing in drag, I became much more desirable. My date requests grew immensely. I could pick and choose which ones to accept.

One thing I've always fantasized about was being a prostitute. How lucky women are that they can do this. I could never understand why more ladies don't participate in that occupation. I fantasized about it so much, I decided to try my luck as a crossdressing escort. Websites for escort service advertising are all over the internet. I offered my services on as many of them as I could. I really didn't know if I'd get any responses. To my surprise, the replies were overwhelming.

It was so easy to find men who wanted to have sex with me. There were several women as well. I've lost count of how many men I've sold my body to, but it has to be at least several hundred. Age range also surprised me. The youngest man I did told me he was 18, and I'm not sure if he really was . He looked no more than 16 and didn't have a car. I asked to see his ID, but he declined to show me anything. I probably shouldn't have had sex with him, but the opportunity was too irresistible. The oldest guy was in his 70's and the rest were part of every age group in between.

So far, I've made tens of thousands of dollars over the years as a part-time prostitute. I know its not the right thing to do, but I just can't stop. I've tried to quit many times. I love the work so much the idea of quitting is to depressing. I can't keep doing this forever. What am I going to do?

#prostitution   #crossdressing   #bisexuality  

I had sex with an escort. I can't tell this to anyone in real life. I feel shame but I don't regret it. I think I might do it again soon.

#sex   #prostitution   #escort   #shame  

I am in my mid 20's and male and when I was in college I would fuck married fat ugly women for money and would let them do whatever they wanted with me. It was good money and some of the ladies we're a good fuck but they had me do so many degrading things while I was with them. There was this one time I was with 4 of them at a hotel and they got super drunk and tied me over a couch and fucked my ass with anything they could find. From a vibrator to the remote to a wine bottle. They grabbed my balls so hard as they fucked my ass too I thought they popped one. Then they finally untied me and each wanted alone time with me. So three left and one stayed and we fucked viciously. Then the last one was a black bbw who I found super attractive she came in the room with a bag in her hand. I asked her what was in it and she told me that I would find out soon enough. The other ladies had left by this point so I was thinking it was more toys. She opened it up and took out condoms. I was confused why she had condoms so I asked and she said that I would soon find out. Then there was a knock on the door and a young woman was standing there. She walked in and undid her robe and a big cock fell out. She then said that is what the condoms are for. I was in shock and said I dont think I can do this and she said I didn't have a choice and pushed me to the bed and told me to bend over and spread my ass. I hesitantly did and then she put a spreader bar in-between my legs and filled my ass with lube. Then I felt this massive amount of pressure in my ass and a jolt of pain went through my body. I screamed in pain and she told me to beg for her cock to fuck me harder. I begged and begged for her to pull out of my ass. When I did that she just shoved my face down into the bed and fucked me even harder saying she owned my asshole and I'm going to let her fuck it as much and as hard as she wanted. I begged for her to stop then she slapped me and told me to stop being a bitch and beg for the tranny cock to fuck me. As she fucked me longer it started feeling better and better till it was actually enjoyable and I started moaning. She said yes thats right you anal whore you like getting a cock deep in you asshole dont you? I told her while moaning I really do I fucking love her cock in my asshole. She turned me around and put my legs over her shoulders and took the condom off. I said that I wanted to feel every inch of her cock in my ass and she fucked me violently until she exploded deep into my asshole. It felt amazing and she sucked it out of my asshole and swallowing it all. I still let her watch a tranny fuck my ass as she watches for money.

#tranny   #prostitution   #anal  

I have a fake ID that says I'm 19. I have been getting fucked since I was 12 and that was not with my consent. I go through the motions really don't like having sex. I don't see what all the talk with the girls at school is about, it's really nothing for me but lying there and letting a boy cum inside me and risk getting pregnant. I've let 5 others guys, other than the first do it to me and I still feel nothing. I mean, it feels good, but so does my rubbing myself.

I quit school, hired out through an upscale escort agency and sell myself and my body for sex. I make a lot of money, I don't enjoy sex but I pretend I do and the men, especially older men love me for it. I recently added anal to my sex acts, and started doing sex with older women as well. I had my first orgasm with anyone, but more especially with a customer when I was with an older woman on a long weekend trip to San Francisco. We had a suite with a balcony and she took me out there. It was great with the fog coming in late a night and rushing over my naked body. I want to have a girlfriend in real life to have orgasms with too.

#prostitution   #straight   #underage   #lesbian  

I've been paying this transgender (mtf) girl to sleep with me. Shes fucking hot. Shes tall with Long blue hair. Just curvy enough to have a booty. We get super high and she gives me the absolute best blow jobs. No anal yet because I'm too thick. But she's been practicing.

#transgender   #prostitution   #blowjobs   #anal  

I was in my late 20's, and in Florida for a few weeks working. After a few nights, I called an escort service and Marie came to my hotel room. She was dressed nicely, wore nice clothes, and had a nice body. She was about 35, 5ft. 6in tall, really nice figure, great legs which is my favorite. She was good looking and though this usually isn't appealing to me had 34DD boobs with nice pink areolae and nipples. Once naked as we talked she opened up that she had supposedly "just started" being a hooker. I figured she couldn't have too much experience as she was giving the entire GFE for the standard price. Then I asked her if she did anal and she told me yes, and didn't charge extra. I was very gentle and she remarked how her ex used to be really brutal when he did it to her, usually in the shower using soap as a lube. I had been fucking her pussy bareback (another reason I figured she might be new) for a long time, so didn't need to lube up, I just slipped in. She let me cum in her twice once in her puss and once in her butt, all for the same price.
All along she kept saying how she would like to see me "personally" if I'd like. I didn't answer and as she was dressed to leave I pulled up her skirt, pulled her panties down and bent her over the desk. While I shoved my finger up her butthole I told her to write down her personal phone number. She did and we started going out. Since we'd already fucked it was a sure thing that we'd have sex every time I wanted. She had an 8year old daughter and a 10 year old son. She and I went nude in front of the children, they accepted it as their mom and dad had always been nude around them Marie told me. Marie started sucking me in the living room while we were all watching television.
I started getting off on fucking her in front of the kids, I never touched them and wouldn't but knowing they were seeing me fuck their mother in her mouth, pussy and asshole was really great. Marie and I started fucking in public, which was really great, I liked that a lot. I left Florida a couple of weeks after my work was done, rather than immediately after. I spent those last two weeks at her house instead of a hotel. I still think back to her rolling over and telling the kids as she was coming while ramming my cock up her poop chute that I "wasn't hurting mommy" rather she said "he's making mommy's bottom and her pee pee, feel really good".
All that and my first natural blonde cunt too. Best $150 I ever spent.

#prostitution   #escort   #mf   #public   #watching   #anal   #oral  

in my previous confession # 1954 I talked about my ugly, very used girl and her super-loose asshole, and canyon wide cunt. She's super ugly but has a super great body, just very used up holes. I hadn't had a lot of sex and when her BF left me fucking her and told her to get out after I had finished, I took her home with me. I use her all the time now, and still make her do freaky sex acts when I want. She's had over 100 cocks in her pussy, more than that in her mouth. It took me a few weeks but I took her virginity in her piss hole. A friend suggested I sell her for pee-hole sex to get enough to get her some dental work, plastic surgery, and get her to a doc that can tighter up her pussy and ass.
She has now agreed, and has just had her cunt made tighter (can't explore how tight yet, but I guess no fisting) and will next get her asshole done. She has also been to the dentist to get her teeth redone with veneers. I made all this money by selling her for piss-hole sex and fisting sex (in her vagina and asshole) and some lesbian sex with some old women who are very butch. Guys were willing to pay well for fucking a pee-hole it seems. So after a few more weeks her face will be done. One guy she used to fuck when she was with her ex, paid to watch and video her getting fucked by 3 dogs, they all took turns fucking her, 2 of them twice, the other three times. She hated that, but she'd done it before so I told her to do it.
With her permission I am going to book her as a prostitute/escort through an upscale agency. I've been in talks with them, they will give her a good amount of work since she'll do men/women/couples, and now has 4 holes to offer for sex. They have a lot of people who are very interested in fucking a pee-hole (both men and women) and have several butch women who want to fuck her.
My GF has agreed to all of this, and is a really good girlfriend, soon to be a really hot looking girl with a great body, who sells it for us.

#prostitution   #surgery   #fisting   #canine  

I was 19 and met a 16 year old girl who was a virgin. She was gorgeous and let me do anything I wanted. When I turned 20 I got my own apartment and she moved in with me, by that time she had let me fuck her and cum in her mouth, pussy, ass, between her C cup titties. I fucked her public, even in front of her best girlfriend. Eventually; I shaved her black pussy hair and had a tattoo put on her just above the start of her pussy lips. "I am - my name-'s cum slut". It was permanent and I knew it, she let me have it done. I made her give the tattoo guy two blowjobs for the tattoo. A little while later we were out of jobs, and had no money so I got her a placement with an escort agency. Soon I would whip her ass and beat her ass and tits out of guilt that she was a prostitute and supporting us I guess. I used a pin and india ink and tattooed a dollar sign on her asscheek, and one on her left tit. It's been two years now she is 19 and still keeps a hot body, I still fuck her in front of her girlfriends, so they can see her tattoos and know she sells herself for sex. We go to nude beaches a lot, sometimes I shave her cunt so everyone can see all her prostitute and slave markings.
I'm really bored with her, and now she's had over 300 cocks in her cunt and about 100 plus in her ass, it's not the same anymore. I want to dump her but need to stay.

#virgin   #public   #slave   #tattoo   #prostitution   #whipping   #beating  

This goes back 30 years. I went to New York City in Manhattan for business. I was stressed and tired and a little buzzed and drunk. I went to an oriental massage parlor that was located in one of the lesser hotels that populated Times Square at that time. There was a cute Japanese girl giving me a massage, I was totally naked. She started rubbing my balls and cock and I got hard. She asked if I wanted a happy ending and I said yes, and gave her the required $20 extra. Then I asked her to get naked and gave her $40 more. She did it. I was fondling this skinny Japanese girl with horizontal pussy hair, and for being so thin, she had at least D cup tits with dark nipples. I tried to stick my finger in her pussy and she backed up very quickly. We started talking more, I offered her $ 150 if I could fuck her. She said no and eventually said she was a virgin. I questioned her because she was jacking guys off for a living. But she insisted. I told her I'd give her $ 100 to look at her hymen. To this day it's the only hymen I've ever seen. Then she wanted to go back to my happy ending. While she was jacking me we talked a lot, I was trying to convince her to go out with me. Finally I had a date for the next evening, and for $1000 right then I fucked her virgin cunt. To this day I have the white panties I used to wipe her blood and some of my cum off her pussy and ass cheeks. We went on the date and I fucked her again for free. Each time I came in her super tight pussy. That date night before we went out I got her to suck me off, then went on the date and could spend plenty of time when it came to her pussy fucking.
I went back 6 months later and went to get a massage. She was working the counter instead of the back. She stood up and was pregnant. I told her I guessed she'd let other clients do it to her for money. She said no, she'd only had sex twice between her legs, and once in her mouth.
I made her book me with a really young girl, fucked that girl and let her know about it before I left.
Never saw her again.

#virgin   #oral   #sex   #prostitution   #massage  

I am 36 and married to my husband since I was 23. I keep my body is great shape, am a natural blonde all over, including "down there". I keep myself looking as good as I can, and naturally look much younger. It's not me, it's genetics, my mother and all her sisters are in their late 50's or early 60's and look like they are 38. I had been to a cocktail party and a friend and I stopped by a well known, large hotel for a drink. She had to leave and I was left alone with my drink. I guess by sitting there alone, dressed in a cocktail dress, I gave men an idea. These two very good looking men, one in his 40's and one in the 50's started buying me drinks. I went to the bar with them. After a bit it dawned on me that they thought I was a prostitute. They also thought I was about 22 to 25, I didn't bother to correct them, on either count. I was showing a bit more leg as we talked, even giving glimpses of my see through panties, and my C cup cleavage. One of them was running his finger in my cleavage the other touching my pussy through my panties. Finally they asked . . . how much to go to the older ones suite and make myself available for the both of them.

It was the point of no return and I had no idea, so I said $ 1000 and they readily took me up on it. Now I really don't get to make money for myself, and never money in that amount. I kept wondering how they'd freak out if they knew I was married (my rings were at the Jeweler being cleaned), a mom to 2, and was a suburban typical mom who would be at a PTA meeting the next evening. I told them that for $1000 it was only one time each. With that they took me up to a huge suite, with open windows looking over the city and had me undress in front of the windows. I was very nervous, not knowing what I'd gotten myself into but I kept going, I had $ 1000 in hundred dollar bills in my purse. They actually gasped when I revealed my naked boobs to them, then again when I pulled down my panties to show my blonde haired bush. It actually felt good to be appreciated and viewed as someone sexy again. It was at that time the older one pulled out another $1,500.00 and asked me if I'd stay with them for 3 full hours, I agreed to 2.

Throughout the time with them it was a blur, I didn't even think about the fact I was cheating on my husband it was purely about sex and me feeling sexy . . . someone wanted me so badly they paid me $2,500.00 to be with me and have sex with me. I sucked the older one till he came in my mouth, the other one was next and when he got hard he laid me on the big bed and saying "I've never had a blonde haired pussy before" he plunged a much bigger cock that I'd ever had before into me and within a few strokes I was riding with him and even came. We did all kinds of positions, ending with me on top and him pulling my hips down and thrusting up inside me as he came in me. Then the next one had a turn and while he was going I sucked the other till he was hard again. The older one shot in me with his average size cock and the second was ready again. Only this time he rolled me over and pulling some cum and my own lube from my pussy to my ass, screwed me anally. He was reaching around rubbing my pussy and my tits, the older one started squeezing my tits and tweaking my nipples too. I'd not wanted to admit that it was my first time having anal, but I guess I was caught up in the complete sexiness I felt and I was willing to let him. He came in me anally, and the older one had me suck him then he pulled out and got on top of me and inserted his cock between my tits, pumped them for several minutes and shot off all over my tits, neck and face.

I asked if I could wash up a bit, and took a shower, cleaning all the cum out of me. The anal cum I got out sitting on the toilet first. Washed up, I came out naked and they had another $1000 for me and showed me pictures they'd each been taking on their phone. There I was moaning and groaning on my belly, my tits being mauled by the guy on top of me who screwed my ass. Another showed me with the cum all over me after I'd been tit fucked. I kissed them both, got dressed and asked them not to spread those around, both of them being married and in the pictures too, I really didn't worry about it much.

I went home, took another shower and my husband wanted to have sex. We did, and I came much faster than normal from remembering what I'd just done. He didn't seem to notice that I was a bit looser, and a little sloppy, though I tried to tighten up as much as possible. I had been the good wife for years, and now had sold my body to men for sex. . . and a total of $ 3,500.00 After a couple of days, I even asked my husband to do anal sex to me and he did. He didn't like it too much, but he does it every once in a while now. I guess for him it's something different too. I keep thinking of that first time when I got paid, of course the guy didn't know I was an anal virgin. Then after a few weeks I get a phone message with the pictures of me being fucked by the two of them. The older one is coming back in town and wants to see me. I agreed that I couldn't stay the weekend, but would be with him for 2 hours at a time, at least 4 times while he's in town. I will be paid $ 8,000.00 for it, more if we meet more than 4 times. He also said that a week later his friend is coming back with another partner and they'd both like to see me together.

I would never have dreamed that I'd do anything like this, but it makes me feel so sexy that men would pay this 36 year old PTA mom to have sex with them. Plus by the end of two weeks, I'll have enough money to buy the new drapes I wanted plus so much more, hell I could even buy a car. Of course I don't know how I'd explain where the money came from to my husband.

#milf   #mom   #paid  

Today I am married expecting a child. But my husband doesn't know about my past. I started prostituting myself in junior high, a woman placed us with men who were from out of town. Sometimes she sent two of us at the same time. At 17 I started dancing in a club, and men paid for us to spend the night with them. Sex included everything, oral, anal, vaginal, girl on girl, dancing, stripping, straddling, whatever the man wanted we did. To be honest I never had a weirdo, no one ever hit me or hurt me. But more than once I licked a girl's behind after she used the bathroom, so yes there were weird requests.

I stopped dancing at 23, cold turkey. I got a job working in sales for a home improvement company, but the money just wasn't enough. I became the owner's secretary and gave him sex anytime, anywhere, anyway. I taught him how to have prostitute sex, fuck in a minute. He liked me being nasty and he liked it more when I invited a friend to give him two girls at a time. He paid me well, and I got extra money on the side.

When I was 29 I went to my grandmother's funeral. I met a man there who knew one of my cousins and I was nice to him, he was a big nerd. I blew him in his car in the parking lot and he fell in love and after a couple of months asked me to marry him. So that's how I'm married, living in Florida and being respectable expecting our first bundle of joy.

#past   #prostitution   #secret  

I am in a Committed relation since 3 Years now. But my girlfriend does not like sex that much. Even though we have sex, she remains a lot busy with her office work which she brings home with her. Sometimes we go for a dry spell for over a month. On the other hand i am kind of a Sex lover. I watch a lot of porn but lately i wanted to fuck somebody without any strings attached. So i started visiting Prostitutes. I started liking that & until now in a period of 5 months i had sex with over 6 different women.

#unfaithful   #prostitution  

For a couple months I got into prostitution, for a while I used to go on a dating site type of thing named meet me and I would tell random old men that I was 18 and send them pictures of me naked, I would send videos of me maturbating in return for money. My first client was a guy named rich, he was about 40, he had sons and he had a wife. The first time I met him we fucked in his car, I didn't even go into 10 minutes of it because I realized how disgusting I felt and I told him to stop.


Male. Starting in 8th grade, I started letting a grown man give me blowjobs in exchange for weed. He was known for this and I sought him out for the score. It was gross (for a lot of reasons, but mostly because I identify as straight) but I would cum anyway. Then I would leave with weed. He bought me a record once. I could deal with that--it was business. Then another guy did the same thing, only there was no weed. I just let him. He was twisted--it wasn't just business with him. He would drug me sometimes and carry me from the couch to his bedroom. I would lay there in his bed, paralyzed, while he blew me. I never touched him back. This happened dozens of times. He kissed me and I kissed him back. He told me I was a good kisser. He told me he loved me. He tried to hold hands with me. That part of it really traumatized me. This was in 9th grade. Several years later, I went back to his place, made out with him, stuck my hand in his underwear and grabbed his cock and blew him. It was terrible. It was some kind of reverse control thing to me--control the molester. Turns out he had a giant cock that was crooked! Maybe that's why he liked boys. I gagged and puked a little on it. He came in my mouth. So fucking gross. I thought I was part gay for a while because of all that, so I tried it out again on an even playing field. It was gross. I didn't enjoy it. Then I tried once again just to make sure. I ended up trying it about four times. Same result-grossed out every time. I've gone on to have a great sex life with many beautiful women. I absolutely love pussy. But it took a while to deal with that stuff from when I was a kid. The second guy is now a registered sex offender in my state for molesting a 12-year-old boy. I get satisfaction from that, but I wish I had the courage to be that kid. I didn't.

#disgust   #revenge   #prostitution  

I've been using prostitutes for 30 years and have relations with over 5,000 young women. I've spent an untold sum. Street girls and escorts in 4 countries I've resided. I don't do sex tours or brothel houses. I'm NOT proud of this and more importantly I know why I do it and where it stemmed from in my maturation.

I'm considered attractive with a really toned physique even at 54, so I pass for a permanent 35. I was blessed with never looking old. Unfortunately, women my age can't keep up with me sexually in regards to endurance or physicality so I need younger girls. I'm constantly always asked why I pay for sex by young working girls themselves and I never tell them the truth...I love NSA sex. It's selfish but relationships are difficult for me to maintain and I always resort back to mongering. But moreover, I'm an undisputed sex addict.
In particular, a cunnilingus addict. I've mastered techniques over the years since it started finding my father's porn cards of guys performing orally on women when I was 12. I had a cousin who was 14 and wanted to see what it felt like so I went down on her regularly for 2 years. No one ever knew.
I carefully seek out specific girls who love receiving oral sex. I'm obsessed with thoughts of tongue-fucking virtually every pretty girl I see all the time and I act out on it by buying company.
Prostitutes are the perfect outlet for me. I've met hundreds of really sweet girls who were positive and loved my performance. That's the turn-on for me., but I've NEVER abused or mistreated anyone. I like the intimate contact of oral sex and 69. Inherently, most prostitutes are more vaginally conscientious than regular girls because their income depends on it 365 days-a-year...but I admit to eating out really pretty street girls for hours in all situations - sleeping, drunk, passed out, high, talking to their mother on the phone etc. I think I love the empowerment I get when a woman repeatedly cums in my mouth over and over.
Medically, I'm 100% so I've been lucky but now as I get older, my desires grow stronger...I don't want to use medication to curb my thoughts but I can't stop performing long, passionate oral sex on women...

#prostitution   #sex   #addiction  

I was a prostitute for seven years from the age of 16 before I found the man who would become my husband. He met me through the escort service I worked with and he's in his late forties. He has some money but recently he lost his job and to keep the bills paid I offered to go back on the game. Thing is now I've started I can't stop. It was supposed to be a two or three times a week thing, but now I'm seeing two or three clients a day. I've even been for a weekend trip away with one of them and started having bare back sex with regular guys, which is something I hadn't done since I was a teenager. I've had a gang bang and snorted cocaine again. My husband has an opportunity for a good job, but I don't want to give up the sex life I've suddenly rediscovered. His cock was fine for five years but I'm still under 30 and need more than he can give me. Luckily we don't have kids. I know I ought to tell him I intend to keep on the game, but I think he might be hurt.

#prostitution   #betrayal   #adultery  

I was 15 when an older cousin told me we could go to this older mans house and he'd blow us and give us each $10. I refused several times, but once after 3 beers I was ready. I'd only masturbated before other than at age 8 through 10 played with my cousins pussy. I was very apprehensive going into this place and didn't want anyone to see me. We got there and this long haired guy of about 40 years or so gave us some beer, some pot, and my cousin dropped his pants and sat in a chair across the room from me and the man got on the floor between his legs and gave him a blowjob. After my cousin said that it was my first time, so the man told my cousin to leave and he'd get me home.
"You a virgin" he asked me and I told him the truth. "Stay here I have something special for you, will you wait for a few minutes?" I said yes, and I think he didn't believe me he said he just wanted a taste and made me take off my clothes and sit down and put my cock in his mouth. It felt great but he stopped. He took my clothes in his bedroom and told me to wait.
When he came out SHE was totally dressed sexy as hell. She had on make up, a sexy nightie, stockings and styled long natural hair. "I'm going to take all those nasty little virginities away today." he/she said in the most feminine voice you could imagine. She turned down the lights, drew the drapes, and took me naked to the bedroom.
While there she first blew me, then kept playing with me until I got hard again, and I was rubbing his/her ass, and found out that she had small little titties. They actually filled out her A cup bra. They were nice and natural, very soft, with puffy nipples. "Hormones" she said, "You like?" I told her yes and my cock was hard again as I was sucking on "her" titties. I was playing with her panties sticking my hand down them like there would be a pussy, and she had a tiny little cock which she made me call her clit. It was pulled between her legs and her perfectly trimmed pubic hair really made her look like she had a pussy. I was rock hard now and she pulled me on top of her while she was on her back and spread her legs. "Look at me baby" she said as her hand slipped my hard 8" cock into her soft, willing ass. "When we're like this it's my pussy, when I'm on my belly it's my ass" she explained. "You like my pussy baby?" I replied it was wonderful and she started rocking back and forth and I picked up on the movement. I was sucking her tits, squeezing them and when I was about to cum I couldn't help it I kissed him/her. Her tongue danced inside my mouth and I rammed it into her and shot a mega load of cum (at least 10 to 12 ropes) up into her manpussy. Kissing me in her afterglow like a woman would, I kept my cock inside until it grew soft and slipped out. With that I rolled over next to her. We kissed, I played with her clit and those really nice soft titties.
She pushed my had down to her clit and I didn't want to be a "faggot" and suck cock and told her so. But she told me that she'd done everything for me, and now it was her turn, and I needed to learn to let the girl cum too. I made her promise that she wouldn't tell my cousin that I'd done this, and she promised. I went down on her and started sucking her cock. She blasted a tiny load in my mouth and I swallowed it all.
After that we both relaxed in the living room a bit, with another beer for me and some pot for us both. It was really strong pot, and I was lying down on the couch with her kind of behind me and I felt her finger rubbing something wet on my butthole. She was lubing me up, stuck two fingers in and it actually didn't hurt too much. In my stoned state it was pretty good. I didn't say a word and she whispered that no one would ever know but I had to lose all my virginities and this was the last one. She fucked me with her tiny little clit (about the size of my middle finger) and came in my butt. I got up to go to the bathroom to get it out of me and when I came back she was lying on the bed on her hands and knees, with her panties down her leg with her ass up in the air asking me to fuck her in her ass. I did, I came, and she gave me my clothes along with $100. She said I could come back anytime, and I did. I must have gone to him/her at least 150 times in the next year or two. Maybe more. Some weekends I'd fuck her all day long. I actually let three (1 at a time) guys who were over to see her fuck me, and I sucked at least 10 cocks for her. She paid me each time, but I think she charged them, I was never sure and didn't care. I got to fuck all I wanted and she was a gorgeous woman when dressed and made up. It was 4 years before I managed to get a real woman to allow me to fuck her.

#crossdresser   #mm   #virgin   #anal   #oral  

I'm a 17 year old boy and for a certain period of time I would go on craigslist and put up an ad. The legal age of consent where I live is 17. I should probably say I'm in a religious enough family. I met at least 5 different guys. A few one offs and 2 ongoing ones. I amn't exactly gay or bi as I amn't attracted to males but I would get erect from what I presume was their desire to be with me. So I guess I will always be slightly bi as I get off from people lusting for me.. I gave my limitations every time. I never kissed them, I never sucked them or got f*cked. One guy wanted to change our agreed payment when I went to his apartment. One guy was pansexual. One guy I guess I was temporarily friends with before I realised what our relationship was had got me an 89% small bottle of absinthe, a bat mirror and bought me food and alcohol when we met. But for paid meetings I would get at least 100. One nice guy helped me in life and I paid for things for my friends because I never want to lose my friends.
I am still tempted to try again, just for the money, as I hadn't done something like that in a while.

#prostitution   #teen   #confession  

Pray and roll the dice for #prostitution

Confessions by

back to top