***All characters are over 18 and are fictional. Any resemblance to any real-life persons or situations is purely coincidental.
NOTE: In case you recognize this story, it was previously published here but had to be resubmitted.
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YESTERDAY
Peter was in his bedroom, peeking from the side of the venetian blind just enough to get a good look at the pool in the backyard and not be seen doing it. He was trying to get a good look at his sister's friends, whom she invited for a little get-together by the pool. There were four of them, including his sister Kerry, all of whom were wearing bikinis. He was mostly focused on one particular woman, Amber, the woman he had fantasized about for years. She was 22, like his sister, and had just finished her last year of college. She was your typical blonde beauty, with long golden hair and a fit body with perfect curves. She was wearing a skimpy pink bikini and lying on an inflatable recliner, just letting the wind and waves of the pool float her around as she relaxed.
He realized he was being a total perv by spying on them like this, but he couldn't help himself. His sister's friends were very attractive, and he had been doing this for years whenever they came around in the summer. If his sister ever caught him doing this, she would be furious, so he always had to be extra careful not to get caught.
He didn't have to worry about being caught by them, as he had to suddenly stop looking at them when he received a hard slap in the back of his head.
"Ow!" he cried out and grabbed the back of his head.
He turned around to see two of his friends, Greg and his older cousin Charlie, standing there laughing at him. He was supposed to be meeting them later on, but now here they were, sneaking into his bedroom and smacking him in the back of the head.
"What was that for?" he asked.
"Because it was fun," said Greg.
"How did you guys get into the house?"
"The door was wide open, so we just came in."
Peter realized his sister may have been the one who left the door open when she invited her friends over to hang out in the pool.
"We came to talk to you about an opportunity," said Charlie. "And from how you were perving out on your sister's friends in the pool, something tells me you'll say yes to this."
"Say yes to what?"
"Finally losing your virginity!" Greg said it very loudly, then laughed.
Peter told them to shush out of fear that someone outside would hear them.
"Don't laugh; you're a virgin too," he told Greg.
"Not anymore, I'm not," Greg replied as he fist-bumped Charlie.
"Seriously?" Peter asked, shocked to hear the news. "When did this happen?"
Greg explained how it finally happened last weekend. Charlie, who was a few years older than the both of them, was working part time as a bouncer and sometimes a bartender at a local strip club. He let Greg in despite being only 19, and it was cool with his manager as long as Greg didn't order any alcohol. The main reason Charlie let him in was to introduce him to a few dancers there who made extra money on the side doing some off the book's activities in the private rooms upstairs.
"You fucked a hooker?" Peter asked.
"You don't have to say it like that," said Greg. "Yes, she was a prostitute. But she was a very classy woman, not some streetwalker you see on the streets downtown at night."
"Her name is Melanie, and she is hot, bro," said Charlie. "I also had sex with her a few times before I introduced her to Greg. She's amazing."
"I went back to see her a few days later and tried to see her yesterday but she was off, so I had sex with another woman named Crystal. So that's two women I had sex with in less than a week," Greg said very smugly.
"Yeah, but you had to pay for it."
"Who cares, bro? It happens all the time somewhere," said Charlie. "I'm pretty sure most men in the world paid for their first time, they just don't talk about it as much."
"Which is why we think you should join us tomorrow night," said Gregg. "Charlie can get us in, and maybe we can see Melanie, Crystal, or one of the other ladies who you can pay for sex."
"And you can finally stop being a virgin at your age and jerking off to your sister's friends," said Charlie.
"Hey, there's nothing wrong with being a virgin at 19. A lot of guys my age still haven't had sex yet."
"Yeah, yeah, I know," said Charlie. "But that doesn't mean those guys wouldn't take the chance to get their dick wet, no matter where it came from. You almost had your chance a couple of months ago."
"You had to bring that up, didn't you?"
Until a couple of months ago, Peter had a girlfriend, Tammy, whom he dated for most of his senior year. They had plans to lose their virginities to each other in the traditional suburban way of waiting until the night of their senior prom. They had planned everything that night so they could sneak off to a fancy hotel room and finally be with each other. That was until he found out that not only did she lie to him about also being a virgin, but she had been cheating on him most of the school year with two other guys. It turned out that she only dated him because he was someone her parents were more likely to approve of. She used him to show off to her parents in public, then fucked around with other people behind his back. He only found out because she got pregnant and had to come clean about who the father was.
"Sorry to bring up that mess; that was not cool of me," said Charlie. "But at the same time, you waited a whole school year to have sex with someone you actually liked, and it didn't turn out the way you wanted. So, you might as well get what you deserve and finally experience being with a woman, regardless of how you get her."
"And to put it another way, you have to remember that you're going to college in three months. You don't want to go there a virgin, do you?" Greg asked.
"I know it's not the ideal way to get laid, but if anything, it will help you get some practice before you go to college and meet those cute sorority girls," said Charlie.
Peter thought long and hard about it. He didn't like the idea of paying for sex, but they made some good points about it. He would like to finally get laid and do so before college. He was never good with women, only having a couple of long-term girlfriends throughout high school, and he didn't know how long it would be until he actually got laid on his own. He considered that Charlie may be right; it would be good practice for when he meets a girl in college and could pleasure her more.
"You're right; let's do this," said Peter.
Greg and Charlie got excited for him, and they all did a personalized handshake that only they and a few other friends know how to do.
They discussed what Peter had to do; he had to show up at the club at exactly 7:30 p.m. tomorrow night, a half-hour before they start charging an entry fee at the door. Charlie could let them both in after fake-checking their IDs, but they had to refrain from buying any alcohol. They have drunk beer and other kinds of liquor before, but they don't want people to start questioning why a couple of guys who look too young to be there are drinking. The bartenders and the manager will be OK with them being there as long as Charlie vouches for them, but they still have to keep up appearances.