A Hooker Takes on 2 Virgin Teen Boys
by Drcock666
Copyright© 2025 by Drcock666
Erotica Sex Story: This is the story of how I ended up having sex with two 18 year old virgin boys. I worked as an escort, or hooker and this was the first time I’d had the opportunity to take 2 boys virginity.
Caution: This Erotica Sex Story contains strong sexual content, including Ma/Fa Consensual Drunk/Drugged Rape Heterosexual Fiction High Fantasy Prostitution .
Important disclaimer:
All characters are over 18 years old.
This is a work of fiction. Any resemblance to real people is purely coincidental. As a non-native English speaker (I’m Swedish), please forgive the occasional grammatical error or awkward phrasing.
Characters:
Me, Sarah 46, a prostitute
Jeff, 18, virgin.
Alex, 18, also a virgin
Ok, ready to go? Let’s roll.
I leaned back in the bathtub and tipped my beer can up to my lips. The bitter brew ran down my throat and drowned the butterflies in my stomach.
I had no reason to be nervous. It wasn’t like this would be my first client. I was 46 years old and had been with a lot of men since college, and just yesterday, I knelt between two cars and sucked off a client in the middle of a parking lot.
My next client was a stranger, a new John. I actually didn’t take on new clients, since my regulars paid enough. There were no dates or flirtatious text messages, just a short message. For five hundred dollars, I was supposed to go to his house and take every inch of him in my tight body.
It wasn’t too late, I could still call it off. No money had been exchanged or contracts signed. Maybe he was a perv. Lately, I have seriously considered changing professions. I could still go and find a decent job. There were a few nursing homes and hospitals I could apply to, and if that didn’t work, I could always go into retail.
I thought back to my job as a cashier in high school and downed the rest of my beer. There was no way I was going back to that hellhole. Naeh ... the pay was so bad, I made three times that and all I had to was to have my regulars fuck me a couple of times a month. And, seriously, who would hire an old ex hooker? I had been hooking for the past 5 years, and I loved it. Most of the time.
This was no dream job by any means, but I didn’t have to answer to any suit-wearing tyrants and could make money doing something I enjoyed, like I said, most of the time. No matter who it was with sex was better than washing bed pans and inserting catheters into elderly people. Yes, sir, better by a mile.
I tossed the empty can in the trash and opened another one. Why had I ever thought nursing would be good for me?
I finished my bath, pulled the plug on the drain before I stood up, and dried off. I hung up my towel and walked naked into the next room. There wasn’t much space, what with it being a studio, a small kitchenette towards the front of the room, and a bed shoved against the back wall underneath the window. There was a leather sofa I had picked up on the side of the road and a small stand with a twenty-three-inch flat screen on it. Other than the bathroom, the only other space I had was the closet where I kept my dresser and other clothes.
I did not mind the small space, though, for 800 dollars a month, it was all mine, and the heat and electricity were included. It certainly beat living in a decrepit mobile home.
I opened the closet and stared at the shirts, dresses and outfits hanging inside and contemplated what to wear. Jeans, t-shirts, shorts, sun-dress, or should I go with a micro dress and fishnet stockings?
I drank my beer and mulled it over. It wasn’t rocket science. This man wasn’t going to be my husband or something. He was going to spread my legs and slide his hard cock inside of me then I will leave five hundred dollars richer. Still, it was an important decision.
Halfway through my third beer, I gave up worrying and decided to treat it like any other casual date. I chose a simple white blouse with a pair of jean shorts, which showed off my well-formed ass and the natural sexy little spread between my thighs.
I set them on the bed and opened the underwear drawer. I added a red see-through bra and matching thong to her ensemble, then I grabbed a pair of sexy 4-inch stilettos from the floor of the closet.
I sat on the bed in plain sight of the window and turned on my laptop. While it booted up, I pulled the thin red thong up my long legs and firmly into place. I put the bra on backwards to secure the clasp easier, then spun it around and slid my arms through the straps.
If the man walking the dog on the other side of the road had looked at me getting dressed, he would have stared. And, just like a clock, the 80+ man turned his head and stared at me. I decided to have some fun, so I waved at him. He flinched and jerked his head down, and I laughed.
The perv was always looking, hoping to catch me naked, and I saw no harm in giving him a free show every once in a while. Especially when I enjoyed being watched.
I put on the rest of my outfit and checked out myself in the mirror, my bra-covered breasts were pushing out against the white blouse. Sometimes, I would catch older men and young boys staring at me.
I remember how disgusted I was at first, how their eyes would travel from my breasts to the area between my legs, then back to my breasts. I was probably only 15 then, and it was so embarrassing, but I tried to ignore them. I knew most men liked girls with large breasts, and mine were embarrassingly large for a petite 105-pound 15-year-old girl. Mom had warned me about it because she had had the same problem growing up.
Even at 15, I had a hot and sexy body. My measurements were 35-23-34, with C-cup breasts on a petite body. Taking after my mother, I developed early, and all the older boys constantly hit on me, asking me to go on a date with them. However, Mom was strict and did not allow me to date until I was sixteen. It did not help that I had beautiful long blond hair that reached my tight young ass.
My complexion was flawlessly fair, like Mom’s. I had a pretty face featuring sexy blue eyes and a sensual mouth.
I opened the email. I double-clicked on it and read the message aloud.
“I would like to hire you for a few hours. Please arrive at two p.m. Park one block away and walk to the side door of the garage. Please be discreet.”
Once again, I was drawn back to my early years. The words “side door of the garage” brought back memories from when I was seventeen.
I had never so much as smoked a joint of marijuana. Now high on meth I’d unknowingly ingested, I was so young and innocent had now lost all rational means of resisting two older college boys raping me.
My “date” had slipped some meth into my drink when I was distracted.
“I feel a little dizzy,” I remember saying as the older boy slipped an arm around my slim waist to steady me.
I was mumbling about how I should not be there and that I needed to go home.
“When we got to his place, we went into that side door of the garage, and that’s when I noticed that there were, in fact, two older boys, not just one.
One of the boys shoved me down on my back and forcefully kissed me on my lips while groping my breasts.
“I don’t want to do this. I’m not that way,” I slurred.
But the meth had given me an unfamiliar state of sexual euphoria that I couldn’t control or understand.
He already had my top open, my bra undone, and pushed up, sucking on my nipples. By then, I’d stopped telling him to quit and let me up. I had almost ceased struggling and was just moaning in my drugged state as he took my blouse and bra off and dropped them on the floor.
His friend slid his hand under my little skirt while sucking on my hard nipples. He worked my panties off my ass before he eased them down my legs and off. I was now nude except for my little skirt.
One of the boys forced my legs open and climb on top while his buddy watched his friend line up his hard cock with my tight little hole. With the short skirt bunched up around my waist, he pushed the head of his cock into my tight unprotected virgin pussy. My legs jerked and kicked up as I cried,
“No! Take it out! You’re hurting me! I’ve never...” as I struggled harder.
“Shut up and take it; I’ve already busted your cherry,” he said while fucking me with hard thrusts, completely embedding his cock in my previously unused tight little pussy.
“Oh God ... No!” I slurredly cried out as my legs kicked up on both sides of his body as he rammed his hard cock into my cunt, stroke after stroke.
He put his mouth over mine to keep me quiet, then pulled back with his hips and started fucking me even harder. I moaned and groaned every time he slammed into me.
The shock of having him fucking me made me a little more coherent.
“Please! Don’t go inside me. I could get pregnant,” I begged.
The man, that fucked me without a condom, paid no attention to my pleading. He just kept fucking my little hole until he unloaded all his baby-making cum in me. I just lay there whimpering as he slipped out his softening cock.
“She’s all yours. I got her warmed up for you,” He told his friend as he climbed off the bed.
“Please, no more!” I begged while managing to get off the bed.
He already had his clothes off and was stroking his cock, hard from watching his friend rape me. He looked into my eyes as he crawled on top of me. Big tears filled them as I felt the weight of his naked body on me.
“Please ... not again. I don’t want to do it,” I cried more coherently as he shoved his hard cock inside me.
Already well lubricated with the first guy’s cum, it did not hurt as much this time when he penetrated and fucked me with hard thrusts taking me against my will.
“Please don’t go inside me. I’m not on birth control and can get pregnant,” I begged as he hammered away at my tight twat.
“Another load of cum won’t matter at this point,” he told me. It wasn’t long before he was added his cum to my pussy. I just lay there taking it. Even in my drugged, foggy mind, I had concluded that I could do nothing to stop them.
As soon as the second boy got up off me, the first one was ready again, and he climbed back on top of me and fucked me again. Then they switched again, before they let me rest and sleep.
I checked the time and cursed. It was already 1,30 and the drive would take at least twenty minutes. I grabbed my purse and keys, took the stairs to the old Honda, and climbed inside.
I double checked the address at a stoplight, then turned left and followed Main Street west out of town. By 1,53 I found the house and drove another block before I parked.
I took a large zip of the water, that was spiked with meth. Being high helps me enjoy the sex so much more.
The house itself was a lavish, dark green two-story home with black trim and a well-manicured lawn complete with a three-car garage and privacy hedges around the property. I ignored its affluent brilliance and hurried to the side of the garage and knocked.
The door opened enough for a face to peek out at me, and I smiled. “Hello,” I said. “I’m Sarah.”
The door opened wider, and a man behind it waved me in.
As I stepped through the door, he shut it behind me, and I stopped in my tracks.
There were no cars in the garage, but a row of work benches and tool chests lined the back wall, and a tall air mattress had been blown up in the corner.
A TV had been set up next to the air mattress, along with a video game system and laptop, and a simple red rug had been placed in front of the mattress.
A teenager in dark skinny jeans and a white tank top sat on the air mattress and waved once at me.
“What’s going on?” I said. “I thought there was only supposed to be one of you.”
“There was, but then I told my friend about my plan and he insisted on joining in.”
“Hi, I’m Alex,” he said.
My supposed client was a husky teenager with short blond hair and blue eyes. Unlike his friend, he wore a pair of baggy red shorts and a t-shirt with a foreign cartoon character on it and white ankle socks.
I held onto my purse and took a step back. “What exactly is your plan?”
“Nothing crazy,” He said. “Alex and I are...” He went quiet for a moment and looked at his feet. “ ... we’re virgins and we’d like to remedy that before graduation.”
I chewed on my bottom lip. I had, during all the years, been through a lot, but this ... I never saw this coming.
“How old are you guys exactly?”
“We’re eighteen, I swear,” He said. “Look, we have I.D.” He snapped his finger at his friend and said, “Alex, get over here.”
The gawky teenager hopped off the air mattress and almost tripped over his foot on his way to the door. He was a tall, scrawny kid with long curly red hair and the faint traces of a mustache.
With shaking hands, the boys dug out their wallets and handed me their IDs.
I held them up to the light and squinted at the small print, then passed them back once I was sure they were eighteen.
“My name’s Jeff, by the way, and this is Alex.” He sighed and said, “But you already knew that from reading our IDs.”
“Smooth one, dude,” Alex said.
Jeff slapped his arm and said, “Shut up”
I raised my hand and interjected.
“Um ... boys, can we get back to the plan here?” I said.
“I’m suppose to fuck one guy for five hundred dollars not two for the price of one.”
“Ahh ... Yeah, about that ... Can we both go for five hundred?”
“No, that is for one, it’s...”
“I understand... 700?!
“Ok, since you boys are virgins, I will throw in a virgin discount, both of you for... 800.”
“What do we get for that?”
“Everything, except anal, and you will use a rubber. There’s no virgin discount on anal.”
“Ok, fine,” Alex said and Jeff nodded.
The boys fumbled with their wallet again and pulled a wad of tens, twenties, and two-hundred-dollar bills. I reached out and counted to make sure it was all there, then dropped it in her purse.
“So that means you’ll do it?” Jeff said. “That’s what the money in the purse means?”
“You aren’t robbing us, are you?” Alex said.
Jeff rolled his eyes. “She’s not robbing us, you idiot, she’d have a gun or a knife if she had.”
Jeff closed his eyes for a moment and exhaled heavily. “Dude we have a hooker here and we’re arguing about whetter or not she’s robbing us.”
“Whoa, man, don’t call her that, you might offend her or something,” Alex said.
I laughed and relaxed. They were no different than any of the awkward nerds I’d known in school and in my experience some of them could fuck better than the jocks.
“Hooker is fine boys,” I said. “I actually prefer the term. It makes me feel dirty and bad.”
Alex and Jeff turned their gaze on me and stared slack-jawed and speechless. Finally, after a few seconds of intense quiet, I said,
“So how do you want to do this?”
“Umm ... well, I hadn’t really thought about that,” Jeff said. “I mean we know how to do ... uh it.”
“Yeah we watch porn obviously,” Alex said.
“I don’t want to hear that,” Jeff said. “I’s a girl, I mean a lady.”
“I don’t mind,” I said. “I watch it all the time.”
The boys went quiet again and stared at her as their brains absorbed the information. They slowly fist bumped without looking away from me and eventually snapped out of their stupor.
“Right, uh, getting started,” Jeff said. “Would you like a beverage ma’am, I mean miss.”
“We have water, soda, juice, and ... uh some beer in the fridge.”
“I’ll have a beer,” I said feeling the effect of the meth had kicked in and I was so ready of cock.
“Would you like a cup, glass or some other container capable of holding liquids? Why do I keep talking?” Jeff said
I laughed and said, “Cans are fine.”
“Right, I’ll go get them. Don’t go anywhere.”
Jeff turned to leave through the side door closest to the house and nudged Alex. “Entertain her, dude.”
Alex nodded and stood completely still, staring at me while Jeff ran out to get my drinks. I smiled and looked around at the garage.
“It’s pretty big in here,” I said. “Do you guys spend a lot of time in here?”
“Yeah, it’s kind of our man cave,” He said. “Vanessa, that’s Jeff’s mom, doesn’t really use it, so we’ve got free rein of the place.”
“That’s nice, it’s actually a little bigger than my apartment,” I said.
“Oh dude, that’s a bummer.” Alex glanced around us and said, “Sorry, I’m not good at this ... uh ... interacting with women. Or people in general. Jeff and Vanessa are the only ones who really get me.”
“You’re doing fine,” I said. “besides fucking doesn’t require talking. Unless you’re into that sort of thing.”
A noise that sounded like a whimper escaped his throat, and I flashed him another smile. “Do you like that sort of thing?” I said. “Do you like it when girls talk dirty to you?”
His mouth opened, and his bottom lip trembled, but it was a moment or two before he could speak. “Let’s go sit over there,” he said.
“That’s a great idea.”
“I don’t know if I like it, I mean talking dirty.”
“You’ll figure it out eventually.”
I hooked my arm through his and walked with him over to the air mattress and sat down.
I bounced a little and said, “I hope we don’t pop this.”
“Oh, it’s cool, Vanessa’s pretty stacked,” Alex said. “I mean loaded ... We have money to replace it.”
I brushed some of the hair away from his eyes. “It sounds like you really like this Vanessa,” I said.
“Well she’s a total milf but I...”
The door opened, and Jeff returned with a six-pack of beer. He stopped in the doorway for a moment when he saw us on the bed, but came inside when he was sure nothing had started yet.
“I hope this is okay,” Jeff said.
I peeled one of the cans loose and set the remaining five on the ground before I cracked it open. I tilted it back and pounded half the can in one gulp.
“So Alex tells me your mom lets you have free run of this place.”
Jeff scratched the back of his head and nodded. “Yeah, my dad used to park all his cars here, but now that they’re divorced, it’s mostly empty.”
“Aw, when did they get divorced?” I said.
“Like six months ago,” He said. “It’s whatever.”
“No, it’s not, he was fooling around on your mom,” Alex said.
“What kind of idiot cheats on that?”
“Just shut up, man,” Jeff said.
“My folks split when I was a kid,” I said. “It can be rough, but after a while it becomes the norm. And you get double the Christmas.”
“That’s what I told him,” Alex said.
“I’d rather have my parents back together,” Jeff said. “This is a downer, I’m sure you don’t want to talk about our problems. You probably wanna get done and go.”
I shook my head. “It’s okay,” I lied. I was desperate for some cock.
“Oh, thank God, because I’m really nervous,” Jeff said.
“So am I,” Alex said. “Like super nervous.”
“So was I when I started, sex that is not hooking,” I said. “That was actually pretty easy.”
“So, how did you get into it?” Jeff said.
“I’ve always wanted the freedom to do my own thing and make money doing it, so this is it.”
“That’s great that you know what you want to do,” Jeff said. “I don’t have a clue.”
I caught him looking at my breasts and smiled. I took another drink and teased the cold can across my cleavage. My tan flesh broke out in goosebumps as I did another pass with the can, and the boys eyeballed me, hypnotized by the display.
“Would you guys like a beer?” I said.
They shook their heads no in unison and Jeff halfheartedly muttered “How big are your boobs?” He caught himself and said, “I mean, we don’t like beer, it tastes gross.”
I drained the rest of her beer, and a small burp slipped out. I laughed and covered her mouth. “Oh, excuse me,” I said.
“It’s okay, we do a lot of gross things in here,” Alex said.
“Like what?” I said.
“Like burping, farting, masturbate,” Alex cut himself off and said “I think Jeff wanted to know about your boobs.”
“No, I didn’t,” Jeff said.
“It’s fine, there’s no reason to be embarrassed,” I said.
The boys stared at my chest, captivated by the sight of a woman’s breasts. Alex swallowed hard and placed a hand over his lap to conceal the growing bulge in his pants. They were gorgeous, better than any he’d ever seen.
Of course, they probably were the only real pair he had seen.
I puffed my chest out and bounced a little. “They’re 34D’s,” I said. “Do you like them?”
“Yes,” The boys said in unison. “Very much.”
I pulled my top back up and reached for another beer. “So what time does your mother come home?”
“At six o’clock,” Jeff said.
“That’s plenty of time,” I said. “Tell me something you’ve always fantasized about,” I said. “If you’re embarrassed, you can whisper it in my ear,” looking at Alex.
Alex paused for a second and stared off into space. A million different things, both foul and fantastic, ran through his head, and he struggled to choose just one. He finally narrowed it down to something simple and returned his attention to me.
“I’ve always thought about what it would be like to get a lap dance.”
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