Jamie and Liz were shit out of luck as they stood in the parking lot of the local beer and liquor store. Jamie, eighteen years old, slender-framed with medium-length blonde hair, had been dating Liz for four months. Their relationship began over the summer and continued into the fall semester of their senior year of high school. Liz was also eighteen and a real catch for Jamie. He had never been very outgoing or confident with girls, so having a big-boobed, perky-assed chick with long blonde hair take an interest in him was a once-in-a-lifetime opportunity.
It was Friday evening and they were late for a party. It was going to be the party of the year for their high school. One of the guys on the football team had his house all to himself for the weekend. All the cool kids were going. Liz had talked Jamie into going even though they weren't part of the cool crowd. Liz saw this party as an opportunity to increase her reputation. To do this she had convinced herself they needed to provide some of the booze for the party. Only one problem: no adult they asked would buy beer for them. They were about to give up when...
"Hey you two!" a voice yelled from across the parking lot.
"Oh, no!" Liz yelled in a panic. "Run Jamie!"
"Hey! Hold up a sec!" the voice came again.
Jamie and Liz stopped cold in their tracks and turned around to see a man in a gray sport coat and Hawaiian shirt walking quickly toward them.
"I noticed you were asking folks to buy beer for you," the man said in a deep manly voice. "Is that right?"
The man was husky and in his mid-fifties and had darkly tanned skin. He looked very Italian with his curly dark hair and thick moustache. With his gray suit, Hawaiian shirt, and aviator sun glasses he looked a little like if Saddam Hussein was a used car dealer.
"Yeah, that's right," Liz responded in a snotty tone. "And none of them would."
"Well, I'd be more than happy to do it for you," the man offered.
"You would? Really?" Liz said getting excited.
"Sure thing, I remember being your age," the man said. "I just want a little something in return."
"Hey, man," Jamie spoke up. "We just want the beer. No strings attached."
"Now hold on just a minute," the man said sternly. "I'm not going to go around buying beer for minors and risk getting thrown in jail for nothing."
"What do you want then?" Liz asked sarcastically. "A tip?"
"I was thinking of something a little more...personal...if you catch my drift."
"Are you gonna ask me to blow you?" Liz asked. "Cause that ain't gonna happen."
"Actually, I'm not really into girls all that much," the man said with a chuckle. "I was going to ask if your pretty boyfriend over here might satisfy the contract."
"Uh, thanks, but no thanks," Jamie replied grabbing Liz by the arm. "Come on, Liz. We're getting the hell out of here."
"Jamie wait," Liz resisted. She had tried so hard for so many years to be one of the popular girls and now that she finally had her chance she was not going to let it slip away.
"Would you be willing to do it?" she asked her boyfriend.
"Liz, you can't be serious!" he said shocked that she would even consider such a thing.
"Come on, Jamie!" Liz whined. "If we don't get the beer, we'll be the biggest losers in school. We'll never live this down."
That was Liz - always thinking about her reputation first.
"Liz," Jamie responded gravely. "I'm not going to suck some guy's dick for a few lousy beers."
"Come on, Jamie," Liz said with a flirty smirk. "I'll make it worth your while."
"Liz..."
"I'll let you fuck me in the ass later tonight," she offered.
"Really?" Jamie said intrigued by Liz's offer. He had always wanted to try anal but Liz had always been unwilling to let him.
"Absolutely," Liz said flirtatiously bringing her head closer to Jamie's. "Think about it. Your cock in my tight ass. I know you've been thinking about what it would feel like to fuck my backdoor."
Jamie's mind raced. The idea of having to suck another man's dick repulsed him, but the offer to fuck Liz's ass was almost too good to pass up. He might never get another opportunity. He didn't know what to do.
"Please...," she pouted like a little girl. "I need for this party to go good. Do it for me?"
"Okay, Liz," Jamie reluctantly agreed. "I'll do it...for you."
"Thank you, baby!" Liz rejoiced. "And you'll be handsomely rewarded later tonight. I promise."
"Well?" the man said impatiently. "I ain't got all day."
"He'll do it!" Liz said. "Mister...?"
"Lombardo's the name," he said shaking her hand to seal the deal. "Barry Lombardo."
"Pleased to meet you, Mr. Lombardo," Liz said courteously. "My name's Liz and this is Jamie."
"Well, Liz," Barry said. "I figure I can buy you two cases of beer for twenty minutes alone with Jamie here."
"It's a deal then," Liz agreed. "Where would you like to...um...you know?"