Highschool Whore Stories - Cheerleaders Fundraiser
Date: 4/23/2024,
Categories:
Fiction
Blowjob
First Time
Group Sex
Older Male / Female,
Prostitution,
Virginity
Author: spacybickerson
... mean you want us to have sex for money with a stranger?”
“That is exactly what we are proposing, Lisa, I have business connections who would pay hundreds or thousands of dollars to get the chance to pop the cherry of a cheerleader. This would be a fantasy come true for them, and you girls wouldn’t have to sell cookies or wash cars to try and raise the money for the trip. This is the only way to get that kind of money if you all want to go to Hawaii.”
“Mike is correct,” said their coach. “We don’t have enough time to come up with that kind of cash, the school won’t pay for it, and your families would have a hard time of it as well. Most of you girls would lose your virginity anyhow to some pimple-faced teenager in the backseat of his parent’s car. This is your chance to control how it happens and to make something good come out of it.”
Sensing some apprehension, Stacie spoke up. “I think it could be fun and a great way to raise the money. Besides, having sex with an older, more experienced guy has to be way better than the captain of the football team. I’m willing to do it, how about the rest of you girls?”
“Will it hurt?” asked Lori.
“What if we get pregnant?” asked Julie.
Susan Delaney smiled and thought to herself, “We’ve got them. They are going to do it and it is going to work.”
“First thing, you all have to agree to this. If even one of you back out, then the deal is off. Are you all in agreement?” asked Susan. The girls looked around at each other, ...
... and with no one backing out, they all nodded their heads in agreement. The atmosphere in the room lightened with all eight girls smiling and giggling.
“Now for this to work, you have to be a virgin,” said Susan. “You are all virgins, right?”
All the girls nodded, except for Lisa O’Brien. Her cheeks began to get red and she nervously asked, “What if I am not, you know, a virgin? Does this mean the trip is off? Did I disappoint everyone?”
“No, it is ok,” said their coach. “Tell us about it. When did it happen that you lost your virginity?”
“It was last December, after the homecoming game,” began Lisa. “I was out with my boyfriend at the pizza joint and then he gave me a ride home. He had some beer he took from his parent’s house and we drank a few. I guess I let it go to my head and we started kissing and making out. Pretty soon he had his pants off and was pushing his, you know…”
“His cock,” interrupted Mike, smiling at the pretty redhead.
“Yeah, his cock, into me,” continued Lisa. “It hurt at first, but then started to feel better. Pretty soon I started to get really wet and I came. My boyfriend came after that pretty soon. I swear that is the only time I’ve had sex, and I haven’t done it since then.”
“That’s fine, really,” said Susan. “You will actually be able to help us out with the preparations for the night by having your cherry popped already.” Lisa felt relieved at not having let down her squad and wondered what special part she would have in the ...