Prostitute Archives — Page 32 of 54 — NSFW story

First time with a hooker

*’What am I doing here?’* That was all he was able to think to himself. He was eighteen, young, kind of nerdy. The reason he was walking around downtown was simple. He was a virgin, and he didn’t want to be anymore. He figured he might as well just lose it to a prostitute, not like he was going to convince a girl to go out with him let alone sleep with him.

He looked around, seeing a few women he assumed were prostitutes but them looking very… Old. He knew he had no place to be picky, but he rather his first not be a heroine addict with herpes. He actually didn’t want his first to be a prostitute at all, but there he was. He knew he could probably go online and find someone there, but he didn’t know anything about ordering a prostitute, if ordering was the right word.

So there he was, wandering around the downtown streets. He kept trying to justify it to himself, telling himself that it was what they did hundreds of years ago. They would take their sons to a prostitute, give her ten dollars and tell him to go wild. Read more »

Nikki’s Awakening [Mf, prostitute]

The summer of 2012 I was 15 and between my freshman and sophomore year of high school. At 5’3 and 97lbs with muscular legs and a flat stomach from years of club soccer, I was definitely aware of boy’s attention. My parents are German and Italian and the Arizona sun has tanned me to the point that most people think I’m Mexican except for my blue eyes.

In the spring I started realizing I had a certain power over boys. A little flirting and they’re ready to give me a ride or buy my lunch or things like that. I lost my virginity back in January to a Senior who bought me a $300 jacket. The whole thing lasted like 10 minutes but 6 months later I still like the jacket. My friend Jeni and I had gone to Scottsdale Fashion Square Mall earlier in the week to go shopping for bikinis for the summer. We went into a store we couldn’t really afford and found these expensive, tiny string thong bikinis. I couldn’t believe they could charge more than $150 for something that has less than 6 inches of material. We left the store and as soon a we did a guy walked up to us. He was about 50 and clearly out of shape but wearing a nice suit. He said “I saw you two in the store looking at those bikinis. Why didn’t you buy them?’ Jeni laughed and said “Obviously we don’t have $300.” The guy told us to wait and went into the store. A few moments later he came out with a bag. I reached for it but he said “Hold on, if you want these you can have them but you have to try them on for me.” I looked at Jeni and then looked back at him and said “Where are we going to do that? The store doesn’t allow that”. Read more »

Grumpy Pete’s MILF tenant (What happens when you don’t have your rent when you should.) [old/young][LL/tenant][blowjob]

By J.K. Jones

Grumpy Pete looked up as he was walking home from the HandiMart. He gripped the 40 ounce beer bottle in the brown bag a little tighter as he noticed two hinky looking men strolling down the street toward him. His wrinkled, weathered face scrunched suspiciously as he squinted to see if he recognized the two who approached.

No such luck. “Old man…,” one said, nodding politely in greeting, and then the two were past him, ignoring his withering stare. Harrumphing, Grumpy Pete moved slowly across a cross street. His house on Laptide Drive was a five block stroll from HandiMart, where he liked to buy his cheap beer, smokes, Lotto tickets and occasionally a chili dog with onions. He was a spry old bugger, barely 71 years old, and liked to make that walk at least once a day. When he was feeling particularly thirsty for more beer, he made it more than once daily. Pete turned off the sidewalk and moved up his driveway, looking at his house and wondering how long it had been since he had painted it. Read more »

[MF] All Customers Are Satisfied!

**This story was originally a prompt sent to me by u/MostlyMostlyAverage**

Rocky had just moved into the neighborhood. He had seen us drinking out in Rachel’s patio when he stopped by and greeted us. He said he ran a massage parlor in his apartment and he gave us his card.

“All customers are satisfied! I guarantee!”

I had been wondering what he had meant by “all customers satisfied” when I had read over his business card. Rachel had said something when he walked away too.

“Satisfied, huh?” she said, giggling while sipping on her coffee.

“What do you mean?” I asked.

“Well, it’s obvious Dani. Don’t be so dense. The guy is a prostitute.”

“Shut up Rachel,” Kathy said.

“Are you fucking kidding me? Who runs a ‘massage parlor’ out of their apartment? Besides, would you blame any girl for hitting him up if they are hard up for some.”

Rachel laughed and it filled the entire street. The rest of them laughed along with her, but I just let my gaze meet the concrete and I wondered if what she had said was true. Read more »

She let them [M/F, nc, prost]

“So, do you want to come by my apartment after we finish up? Can play some games, and I’ll let you borrow The Witcher 3 since you like RPG’s” he asked her. Sarah wiped her forehead and smiled as she loaded up some stock.

“Sure thing, Steve! Don’t really have much planned after that anyway,” she said. He slapped her butt and then laughed, running off. She laughed with him, slapping and just missing him. She shook her head and went back to putting up some merchandise on the shelves. She’d only been at the store for a month but liked it. She mostly worked with guys on the third shift, which was fine with her. She never felt comfortable around other women, not usually. She was raised by her dad and had always been a tomboy. Also, she liked and thrived on attention, which was always easy to come by when it was mostly guys and she was one of the few girls. Read more »

[FM] A Prostitutes First Time

Back in the early 1990’s my dad loved getting the local newspaper and often times I would read it. One story always stuck me was one where they interviewed one of Canada’s notorious prostitute. She was one that slept with celebrities and politicians. I couldn’t believe she went into great detail on her first time.

I can’t remember what happened to her parents but she ended up in a foster home. They were in it for the money though and didn’t pay any attention to what she was up to. So, she was 18 back in the 1960s she was feeling bored and lonely so she invited a boy from school over. He was surprised he got the invitation as they weren’t really friends but he went anyways.

They hung out for a bit but eventually played a game called parents. It’s a game where a boy and a girl pretend they are married and do all the stuff that parents do. At her urging when it came to “bedtime” they got undressed and had sex. The next day she wanted to do the same thing but instead of inviting the same guy over she invited another guy and did the same thing. Over the next few weeks she went through most of the guys in her class before she was caught by her foster parents forcing her to stop for the time being. Read more »

Her first time [MF, oral, nc, prost]

The first time she had done it, was for some beer. It wasn’t that she was a prude, but the opportunity had never really come up for her to have sex. But when her parents left town for the weekend, she had decided to throw her first, and ultimately only, party. She had let people know about it, invited a lot of people she barely knew. She was new to this high school and she wanted to make friends. What better way than a no parents party? She had spent almost all the money she had saved up for food and snacks, put up all the valuable shit, but she was still lacking alcohol. She tried a few stores with her fake id, but they were honest employees and ran her off. With the party coming up the next day, she’d been desperate.

So, going to one of the few stores within walking distance, she’d asked a couple men and women to buy her some. She was a bit nervous as they already lived right in a sketchy part of town, but even then, people were rejecting her. Frustrated, she almost left when a man whistled at her from the corner of the store near the dumpster. Read more »