Confessions tagged with 'prostitute'.

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#5670

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I have no idea how it all started. I am an 18 year old girl and for 6 years I’ve been seeing this old man a few times a week letting him pretend he was my grandpa. He got off “molesting” me. I suppose he was when it all started. I was only 15 then. He would pay me to wear my school uniform and he would lick me and suck my titties. He’d finger fuck me. He absolutely loves licking my little pussy. He have me play horsey with him and he’d get off stroking his cock between my pussy lips. He loves taking pics of me while I kept telling him I’m only 13. You see I have a really young looking face. I have always looked like a little girl. I’d say this guy is now about 73. Not good looking. Kinda fat. Balding. Always looks scruffy and dirty. But he had a ton of money and always pays me really good. When I was 16 I brought a 14 year old girl I used to mess around with to one of our “dates”. He was in heaven. She was real young looking. Flat chested. Shaved clean. She was small in every way. She might have looked 12 at most.

He used to love pretending we were his grandkids

So time passes. When I’m. 18 he tells me he’s about to be a grandfather again. To another girl. He said it would be so hot if one day we all played. By the time she was a year old he’d have her alone here and there. He’d call me over and we would enjoy that little girl. I loved licking her for him. Anywhere. Everywhere. I’d lick her nipples, her pussy, her lips, you name it. He would sit back and stroke it and watch. I would do almost everything to the baby and he’d watch. One day I took her in hand over to grandpa and put her on his lap. I started jacking him off as he held her on his lap. He was getting real worked up. He started, Finally, rubbing her. I’d been waiting and waiting to see this. He first started under her shirt. Just rubbing and tweaking her nipples. She just giggled.

“Come on grandpa, I know you want to touch her pussy” I goaded him. He slid off her pamper and rested his hand on her tiny mound. He moaned. I started sucking his cock, still with a great view. He started lightly rubbing her little slit. When he started to part her lips my pussy got so wet. He felt her nub and I stopped sucking.

“Let’s give my little sister a bath, grandpa” I began roleplaying.

He got up and handed me the baby and headed straight to the bathroom. He filled up the tub half way and was surprised when I got in first. He put the baby in after me.

“Ok grandpa, start washing her up. Soap up your hands real good and let’s get her real clean” I told him

Excitedly he began soaping up his hands. He started at her collarbones but was at her nipples immediately.

“Grandpa we don’t have to drag it out. Ask her to stand up for you.” I urged him.

He asked the girl to stand up and stared at her wet naked body. He eagerly began rubbing his hands between her legs. Not to rough. Just enough to excite him and she even giggled more.

“Oh you like that, Hu?” I asked her.

She nodded yes and kept giggling. As he stroked her crotch I started licking one of her nipples.

We played like this often.

When she turned 3 he finally asked me.

“Ashley, if I send her alone with you twice a week can you start preparing her for other pleasures and also to start pleasing me? It will mean a lot more money if you do.” He was desperate for a yes.

What he didn’t realize is that I would have done it for free. I grew up with grandpa and uncles and daddy molesting me until I was 18 and out of the house. After I was 7 I was no longer a virgin. I also realized I wanted the power and control so I started seeking out younger girls. By the time I was 11 I had about 4 girls under the age of 5 I was diddling. I lived little girls. I still do. I have young cousins ages 2 to 12 that I love molesting. And I love that now that I’m an adult I can tell them I am molesting them. It makes my pussy so wet to say that to a little girl.

“I’ll think about it.” I told him. Knowing I just made the payment increase.

After a week, and deciding on an amount, I agreed.

Once a week I took her from him and we went to my apt.

I told her that there were exams she needed and I would help her with them. I told her it would feel so good and she’d love it. I started of course with her nipples. Feeling them. Sucking on them. Then we got to the point I couldn’t take any longer. I told her we needed to do the oral vaginal exam. I told her this one was the best. She’d love this one most.

I leaned in and smelled her hairless cunt. So sweet. I licked one slow gently lick to her clit. She twitched and tried to close her legs

“ now once I start I cannot stop. I know it tickled just a little but that will go away and it will begin feeling real good” I assured her.

In time she relaxed and I took long slow stroked of her pussy. Then I gently eased the tip of my tongue inside of her.

Eventually I started putting the tip of my finger in her. It took a few tries but I broke her hymen and then stopped for the day. I reported everything to grandpa with a surprise. I video taped it for him.

The next time she came I slowly worked part of a finger in her pussy and I licked a nipple. I was getting so worked up I could stand it. I got her on my leg and started playing horsey w her. I needed to feel her pussy grind into my leg as I played with her clit. It felt real good.

I exposed one of my ample breasts and asked her if she’d like to suck it and see if I had any chocolate milk in them. Eagerly she agreed and took my nipple in her mouth. She sucked away and never stopped even with no chocolate milk. I rubbed over her pussy and slowly started a finger. I slowly, ever so slowly , fingered her 3 year old pussy. She let me.

The next time I had her tribbing with me. I needed that little pussy running against mine. I even rubbed both our clits a bit. I started cumming on her little pussy. When I was done I ate all my cum off her pussy.

Then around then I started teaching her how to do things to please grandpa. I thought her how to grind into his thigh and the palm of his hand. I thought her how to ride the shaft of his cock with just the lips of her pussy while rubbing her own clit. I taught her, which a cucumber, how to jack him off, and of course, how to give him great head. I even taught her to masterbate. Finally I began teaching her how to please me.

I returned her to her grandfather each time with him beaming with excitement.

“Let grandpa molest you baby,” he’d tell her. She would automatically open her legs when he’d say it.

She would spend the afternoons at his house jacking him off and sucking his big dick while I was licking her pussy from behind.

“Play with your pussy for grandpa. Show grandpa how you want him to molest you.” He’d tell her.

She loved masterbating for him. He’d always help. She loved him to lick and finger her pee hole as she furiously rubbed her clit.

He enjoyed watching her suck my nipples lick my pink pussy. But he loved watching us trib the most. He’d get his dick under neath us going between our pussies and we rubbed against eachother. He’d usually rub her clit.

I love watching him bath her. He gets in and washes her three times. First with his hands. Then with his tongue. Then with his dick. He runs one out by rubbing the tip of his dick all over her body. Ending on her lips where she begins licking the tip. He cums immediately.

We haven’t fucked her yet. She’s way too young.

I want a new girl to molest though. I even thought about having a baby w this dude(hopefully a girl) so we could molest her anytime we wanted. Ahhhh dreams.

#4964

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About a year ago, I worked as an escort for a few months (20 now, so do the math). The money was great and most jobs were pretty normal. I would come across the odd fetish but nothing too crazy. Mostly a lot of older guys looking for a young girl for an hour at most.

About 3 weeks before I quit, I had been booked for one client which turned out to be 5 guys in their 50’s. They were business professionals and the job was at their office, so I won’t go into details. But when I arrived there, was a table covered in some “special powder” and lots of money spread everywhere. I was dressed as a maid as requested, one of the men asked that I put on a strap-on and squat over a desk. I had 1 guy suck on the fake dick while another was eating my ass. This went on for a few minutes, with the other 3 gentlemen just watched from chairs. I was then asked to fuck 1 guy in the ass while the other fucked me from behind. I had never done anything like this before, but I went for it. I mean, the money was right there. The guy I was fucking ended up cumming on the desk and the other guy came inside me. They then asked me to squat over the desk and let the cum drip out of me and onto the cum already sprayed across the desk. It was fucking weird, but again... money was right there and more than the original agreement.

I squatted for a couple minutes while it leaked out. But then they wanted me to lick the desk clean. I told them that would cost extra, and they agreed... so I did.

They the ones that hadn't cum proceeded to jerk off until they came on my face. They booked me for 3 hours, but all that took like an hour, maybe hour and a half. They wanted me to stay for the rest of the booking, so I ended up just siting there in an office chair with cum and "powder" on my face for about two hours while they gave each other high fives and talked about the degrading shit they'd just done.

Then, I packed up and left. It was the weirdest fucking experience from my time, but it was also the most I got paid.

#4666

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I currently work in security and there's a cleaner that comes in to clean sometimes. She's a 51 year old, ex-meth head and she doesn't recognize me, but 6 years ago, when she was strung out and working as a prostitute, I was a client... sorta. I found her on craigslist and booked her for a couple of hours, but when I got to the hotel, she was out of her head. She looked much worse than her pictures, so I was turned off, but she wanted the money...

Her 14 year old daughter was hanging out at the motel pool, doing homework or something, so this Mom of the Year called her in. They had a fight but this lady forced her daughter to start sucking my cock. It was okay, but the girl was reluctant. I asked if she was a virgin and the mom said no.

I upped the money to $250 (was supposed to be $150) and the mom accepted. She made her daughter get on the bed and I plowed her as hard as I could knowing that I would never get the chance again and knowing that I would slip into this girl's memory as just another of the guys that her mom pimped her out to.

She wasn't tiny, a devolping teen for sure, but not super small. Still, she was super tight and the condom broke due to friction. The crackhead mom tried to spit on it a few times, but it didnt help, and after it broke, she told me to just hurry up... I did not and used my entire remaining time slot sliding my cock in and out of this girl. When I did come, I pulled out and shot my load over her stomach (I didnt want repercussions) and paid the mom an extra $25 to lick it off.

So that is one of my favorite memories and now this "recovered" meth head doesn't remember me. But that's fine, because I have to check her ID each time she comes to the building, so I have her current address in case I decided to do something non-consenting...

#3789

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This happened late 1980’s. The time is correct because my marriage was coming up.

I connected with a prostitute through a local underground newspaper. Why use a prostitute if I was getting married? Cause my wife-to-be didn't like to give me blowjobs, the whore would. So I made an appointment to see her after work.

It was in her home. When I got there, she had 2 kids in the house, a young girl still in her school uniform and a younger little boy. When I said, “wait a minute” she said her girl knew what the game was about, gave me the choice to leave. But shit I was gonna get sucked off so I stayed.

I stripped and walked to her bathroom to wash my cock off and her daughter was in the hallway, looking at me naked. I just washed up and came back out and she’s still there in her Catholic school uniform, watching me.

Her mom and I got down to business doing 69, me licking her asshole and pussy while she took me deep throat. I didn’t last long, had a good long cum in her throat.

I got up again to walk to the bathroom and her young daughter was still in the hallway, seeing me stark naked, cock and all.

I wondered years later if she quietly took a peek at what mommy was doing. I wondered what this woman would have said if I asked her if she let her daughter watch her suck cock. I fantasized she brings her daughter in. I ask her daughter to strip. Then the mom and I start eating each other and at some point I feel a different mouth on my cock; it’s mom, letting her young daughter learn about sex by sucking my cock.

I never went back to that woman, often wondered how her daughter turned out. But I still fantasize what could have been.

#3308

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I need rent money really bad. Text me (608) 501-1203 please and we can talk more

5’6 black girl, 160lbs

#1567

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My older brother started fucking me when I was just 8. I realized I was being sexually abused only when I was 13.

I'm 22 and he still rapes me so bad that I end up with sore boobs and a sore pussy. But, I also enjoy it so I don't want to stop him.

He has also made me fuck his friends. 13 of them, to be exact. At first, he started with inviting them one by one but now, he makes me have group sex with them. He throws a party and mom the piece of attraction in it. I have to serve them alcohol and smoke, all naked and they take turns fucking me or sometimes fuck me together. I really enjoys though I know that it's bad. But it all feels so damn good. They usually come to a deal with fucking me. They all offer my brother loads of presents in exchange to letting them fuck me. So, I'm basically a prostitute and I'm proud of it

#641

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I lost my virginity to a prostitute.

a friend took a few of us out to the pub, and then to a brothel. his shout.

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