The Cheerleader Blues

The Cheerleader Blues

by Lubrican

Julie Osborne was one pissed girl. If you’d just looked at her for the first time, you would have wondered what in the world this girl had to be pissed about. She was beautiful, smart, had nice clothes, and lots of friends. She was a cheerleader – the head cheerleader in fact – and one of the most popular girls around. She didn’t have a car, but that was because she didn’t want one. She liked to be catered to, which often included making demands on her parents to take her places and so forth. She rarely lacked for a ride and had ridden the school bus only once. The hissy fit she’d thrown after that had convinced her father it was worth taking her so he wouldn’t have to listen to her bitch.

In short she was a rich, beautiful, spoiled, teenaged bitch.

Beautiful probably wasn’t the right word for her. “Living wet dream” would be better. Her auburn hair fell past her shoulders when it wasn’t up in a pony tail. Her breasts were softball sized, with perky little nipples that thrust up and out proudly when she sashayed down the street or hallway. Her hips provided the rest of the sashay and she knew how to use them. Her slim abdomen proved that she took her calisthenics seriously. She had a good body and she knew it and she was for sure going to keep it. Her eyes were a luminescent bright green that caused lots of people to think she was wearing colored contact lenses. She was tanned everywhere visible. She wore the tiniest bikini her father would suffer in public and an even smaller one in the back yard when she lay out in the sun. No one but her closest girl friends and family had ever seen her in that one. Even her brother perked up when she wore it.

Boys flocked around Julie like starving birds at an overturned grain truck. More males jerked off fantasizing about her than spilled their seed looking at Playboy magazines. Every one of them wanted to be the one who ended up between her sweet naked thighs one day.

But that wasn’t likely, because Julie was a virgin and she intended to stay that way. She had a reputation for being loose and fast, but that was of her own doing. With each boy she went out with, she’d let him feel her breasts, or kiss long passionate kisses, but when she felt that warm spot growing in her abdomen she knew it was time to call a halt. What she did then was pure genius. She invariably told the boy, whoever he was, that she wanted to let him, and she might let him, but only if certain things happened. Her rules were these: First, if anyone asked the boy how far he’d gotten, he was to smile and say he couldn’t say. Second, he could pretend he’d gotten as far as he wanted, but could not actually say he’d done anything at all. Third, he had to let her be in control of everything they did.

Of course every guy said “Yes”. Those who broke the rules never got to take her out again. Those who played by the rules at the very most got jerked off by her soft hand, but never seemed to get much further. Eventually they broke up with her, never knowing why they hadn’t succeeded where they just knew others had. So, while no man got to plumb her virgin depths, everyone thought others had.

Everything went fine until she lost the bet. It had been a stupid bet in the first place. Her friends had been tittering one day about a new guy in school and about how he had such a big bulge. They were making bets about which girl would get to see it first. Julie had said it was stupid to even care, but then Tanya, her primary rival in the ongoing popularity contest some girls play started needling her. It ended up as a bet between Tanya and Julie that each of them would see it first. Then the terms of the bet had to be decided. It was decided that whichever one lost would have to ask Morty Blakely out on a date and get him to come in his underwear. The cum-soaked underwear themselves were to be the proof. Morty was the school nerd and everyone knew that his mother still sewed his name onto all his clothes. One of the other girls had to be a witness to confirm the win. The bet was on.

Then, the next day, to everyone’s surprise, Tanya went right up to the new boy and offered him twenty dollars to show her his cock. She told him and Cindy Patterson to meet her in the locker room after school. She gave him the money, he showed his cock to Tanya and Cindy, and, in the time honored tradition of Capitalism, the bet was won.

Tanya had done it just to embarrass her and that’s why Julie was pissed. Julie had tried to wiggle out of the deal, saying Tanya had cheated, but the girls held her to the bet. She had to go out with Morty, jerk him off and get his cum-soaked skivvies as proof.

She approached him with a decided lack of glee.

“Hey Morton,” she said. He glanced up at her from where he was sitting in the library. His eyes got a little wider as he realized who it was addressing him.

“Uh … Hi Julie,” he said. His eyes looked big through his thick glasses. He had dark hair that was slicked back over his head. It looked greasy. Her stomach churned. He had on loose clothing that looked too big for him, like it was hand-me-downs from an older brother or something. For some reason she noticed his fingers, holding the book open. They were long and slender and very smooth.

“I need a favor, Morton,” she said, standing there, looking at him. “I don’t have a date Friday night and I wanted to go to the drive in.”

Morton gulped. She couldn’t mean she wanted to go with him. He had expected her to ask him to do a term paper for her, or something like that. He got lots of those. But he never did them. He was smart and he was that way because he studied. He wasn’t about to use his smarts to get other people credit. Especially people who were rude to him and hurt his feelings. People like Julie. He came to the conclusion she was playing with him, for some kind of cruel joke. He wasn’t going to play.

“I’m sure there are lots of guys who would love to take you to the drive in,” he said. “Why don’t you ask Brett, or Conway or one of those other jocks?”

Julie couldn’t believe what she’d just heard. It was almost like he didn’t want to go out with her. What a loser. But she had to make this happen.

“I’m quite sure you are right,” she said sweetly. “But I decided I wanted you to take me.”

Morton’s eyes narrowed. He looked around, trying to see who was hiding and watching. He didn’t see anyone. Julie saw him peering around and looked herself, to see what he was looking at. When she looked back at him he was looking at her face. That got her attention for some reason she couldn’t put her finger on.

“You want me … to take you … to the drive in Friday night.” He said it flatly, staring at her face the whole time. “That was it!” she thought. He was looking at her FACE, not where every other guy she’d ever talked to had looked. They all talked to her breasts. She wondered why this man wasn’t staring at her breasts. Maybe he was gay.

“Yes” she said automatically. Then “Are you gay?” She hadn’t meant to say it out loud. She blushed. “I didn’t mean that,” she said. He was staring at her open mouthed. His mouth shut in a grim line.

“Look, Julie, I’m sure you’re having a lot of fun, but I have studying to do.” He dropped his gaze back to the book and ignored her.

She folded her arms under her breasts. What was he doing? He couldn’t just ignore her! She was the most popular girl in school! She had just given him the opportunity that at least fifty boys would cut off their right arms to get. She was going to actually touch his pathetic little peter, for pity’s sake! Of course he didn’t know that. But nobody ever just ignored her.

Julie stamped her foot in anger. “Look, Morton. I asked you to take me to the movies. Will you do it or not?” She glared at him.

Morton looked up at this vision of loveliness. He noticed those luscious looking breasts as his eyes went by them, but he very intentionally kept his eyes moving until they were locked on her eyes. She was pissed off! He could see it in her eyes. He wondered what was going on. It had to be a joke, or some kind of cruel game.

“Why do you want me to take you to the movies?” he asked quietly.

Julie was taken aback. Why did anyone go to the movies? To see a movie and make out. Everyone knew that. She had a horrible feeling that he had somehow found out about the bet. His eyes looked deep, like she could fall into them. Why was he staring at her face? “Well … I … uh … um… I just want you to, OK?” she was flustered. She was so flustered that she added “Please?”

He looked around again. Still nobody watching them. He made his decision on impulse. “OK,” he said, and was immediately sorry he’d done so. He looked back down at his book.

Julie stood there. She’d gotten past the first hurdle. Now what? Now he was ignoring her again. Who was this boy? Why didn’t he react like all the others? “You do have a car … don’t you?” she said.

He looked back up. “My folks have a van. I can probably borrow it. That OK?”

She was unnerved by his calmness. She nodded her head and fled.

That night the phone rang. It was Morton. “What time and where do you want me to pick you up?” he asked. She wanted to groan. She gave him the information and dreaded the weekend for the rest of the week.

Promptly at 8:30 Morton knocked on the door of Julie’s house. He was nervous. He’d never been on a real date before. He’d never really thought about going out with a girl.

He didn’t have to.

He had three older sisters and they had all three been fucking him regularly since he was twelve. It was sort of a family tradition. His parents believed that siblings who slept together would form a bond that would last a lifetime, and that his sisters, if he kept them happy, would not sleep around with just any guy. For the most part they had been right. His eldest sister Lee Anne had just gotten married at age 23. Ruth, the middle one was 20 and engaged. Both of them had moved out in the last several years, leaving only Leticia. Now he and Leticia were the only ones left. She was insatiable, and he was glad she was the only one he had to keep happy any more. He knew it was a weird life, but he was used to it. One of the things he’d been worried about was that someone had found out about his family’s habits and told Julie. And that all this, whatever it was that was going on, was the result.

When he’d driven up to her address he went on by, looking all around, trying to find the cars of other kids he knew must be waiting to play some joke on him. There was nothing. Finally he’d parked on the street and gone up. A woman opened the door. “Hello,” she said with a questioning look.

“Hi. I’m Morton. I have a … date … with Julie.” He could tell the woman was Julie’s mother. She was very beautiful herself, with the same hair and body as her daughter.

“Morton,” said the woman, looking at him speculatively. “Well, Morton, come on in. Julie’s never ready on time. I must say it’s refreshing to have a boy actually come to the door to pick her up. Usually they just sit in the car and honk.”

Morton went in and immediately found himself being catered to by Julie’s mom. She brought him a drink and put a plate of cookies on the end table beside him. Then she sat in a chair to one side and began talking to him. He was uncomfortable at first.