"And that's when he said he liked it anal," Lanie said. The other three girls' reactions varied from disgust to amused laughter.
"Ew. That is just gross," Stephanie grimaced. "You should just dump him. Anyone who would go back there has something wrong with them."
"Well, you shouldn't judge if you haven't even tried it..." Janie said.
"Oh my god, you slut, you've done it?" Stephanie gawked.
"No..." Janie admitted, "but sometimes the idea... seems nice."
"I've done it," Lisa said softly. The girls gasped, not just because of the unnaturalness of the act, but also because of Lisa's lack of sexual experience. The other girls were not yet completely convinced that she had lost her virginity. "...It can feel good."
"You freak!" Stephanie shrieked. The girls all shared a good laugh. Lisa was happy that she had something to contribute to the conversation. When her friends talked about boys and sex, she usually found herself with little to say.
As the party carried on, the girls went their separate ways. Lanie went home to go work on a term paper, Janie was talking to a group of people in the backyard, and Stephanie was making out with some guy in the hallway. Lisa wandered through the house, observing all the talking, drinking, and making out that was going on. She took another sip from the cup of beer that she had been carrying all evening and figured she had to make a move.
It had been four or five months since she last got fucked, and she hadn't had "real" sex for over a year now. Her pussy needed filling and now was her chance. A lot of the guys were drunk and looking for something warm to stick their dicks into.
Lisa didn't kid herself. Although she had occasionally been called "cute", the only word consistently used to describe her was "nice". Lisa wasn't ugly, but she was a bit heavier than she wanted to be (having never lost her Freshmen Twenty), she had boring straight brown hair, and God had decided to test her faith by allowing her teenage acne to persist into her early twenties. She envied Stephanie, Lanie and Janie's clear complexions and naturally skinny bodies. Despite her faults, Lisa occasionally was able to get laid when she really needed it. Tonight she felt the hunger.
She saw Ben from her English class across the hall walking alone. She had always liked him and decided he would be a good fuck. Besides, she already tried heavy flirting with Freddy and some exchange student named Demetri to no avail. She didn't have the patience to try and fail again. Lisa dumped half of her beer into an empty cup someone left on the windowsill and walked up to Ben.
"Hey..." she said. "Ben, right?"
Ben looked up. He looked a little tired. "Huh? Oh, yeah. You're..."
"Lisa! From English class."
"Oh, yeah. Right."
"How did you do on that test?"
"Uh, it was okay."
"Man, it was really hard. I studied all night for that one. So... are you enjoying the party?"
"Yeah, it's cool. This DJ sucks, though."
"Yeah, I heard they were supposed to get a live band, but it didn't work out."
Ben raised an eyebrow. "Where'd you hear that?"
"Around. Hey, you know what you need? You need a beer."
"Nah, I just drank like seven."
"Me too! I'm soooo drunk!" She flipped a long strand of her hair and leaned a little for effect. "Um... so did you start that Chaucer assignment yet?"
"Naw." There was a pause, and she sensed that she was losing him. Time to go for the jugular.
"So, Ben, are you here with anyone tonight?" She licked her lips slowly.
Ben let out a nervous chuckle. "You know, it's getting pretty late. I was actually just about..."
"Omigod, wanna hear something funny? One of my friends was talking about how her boyfriend wanted to try anal..." Ben stopped slinking away and listened. "And she thought it was really gross, but I told her it's not that bad if you do it right." Ben was silent. "In fact, it can be really good."
Ben chuckled again. "So you... like anal?"
"Yeah," she said, looking straight into his eyes. Her save, however desperate-sounding, was working.
Ben adjusted his crotch and looked around. Looking back at her, he said, "you know, that room over there has a lock."
Lisa smiled.
A few seconds later, Ben used that lock to ensure their privacy and kissed Lisa's lips again. Lisa melted. It felt so good to be kissed again. Especially by Ben. Ben was tall, handsome, and his long soft hair gave him a rock star look. She could kiss him for hours. However, he stopped kissing her and turned her around in front of the desk. She wondered whose room they were about to defile. Not that it mattered.
He kissed her neck and, taking her cue, she leaned over the desk. He pulled her tight jeans down with little trouble and slid her lavender panties down her thighs. She loved the feeling of being undressed by him. With her pants and panties warming her ankles, she felt his tongue slide across her asshole.
"Oh," she moaned. She liked ass foreplay, primarily because she was proud of her curvaceous ass and she enjoyed seeing men lust for it. She had always enjoyed showing off her ass, even before she ever let a boy put his dick in it.
She felt his finger poking her rim. She was a little shocked. He wasn't even going to suck her tits or finger her slit or anything? She certainly didn't have lube on her, so she would have to use her own juices.
Ben used his finger to poke around her anus as Lisa stroked her pussy thinking of Ben fucking her cunt and whispering confessions of love in her ear. She really juiced up when she thought of Ben kissing her in front of her friends, allowing them to get a little jealous of her own personal hunk. "Mmmmm..."
"Man, that's hot," he mumbled. When she had gotten pretty moist, she reached back and spread some of her cunt juice on her asshole. She heard him unzip and looked back to see his hard manhood pointed into the crack of her ass.
"Wait, do you have protection?"
He hesitated. "...No."
Lisa bit her lip apprehensively, but eventually turned back around and faced the wall. She didn't want to stop. He continued.
He poked at her asshole with his dick, thrusting and using his fingers. It seemed evident that he hadn't fucked many girls in the ass.
"Slowly," she advised. "Be patient." Eventually, her ass opened enough for him to squeeze his head in, and he then pushed himself in all the way. "Hulgh!" she cried out in pain. He seemed to ignore this and began thrusting in and out of her ass.
Eventually, the pain of initial entry subsided and she ground against him as he sodomized her. She smiled, content. Truth be told, she preferred vaginal sex to anal sex; anal was mildly uncomfortable and felt more impersonal. But this was much better than celibacy. Additionally, it made her hot and horny to think that she could make Ben get off.
"Yeah, fuck my asshole. Uhhh!" Ben picked up his pace and jackhammered her butthole. She moaned and gasped, her fingers flying across her pussy. "Oh, Ben!" she cried. Ben just grunted with each stroke. Her cunt began to leak onto the desk with her growing excitement. Anal or not, she was getting fucked by Ben from English and she was getting fucked well. "Fuck me, Ben!"
"Fuckin' A!" he whispered. He spasmed and grabbed onto her tits. She felt him spill his cum in her colon. Eventually, he stopped pumping her asshole and pulled out. Catching his breath, he looked at his brown-streaked dick. "You gotta clean better," he commented.
She was a little put off at this remark. "That's just what happens," she told him. He shrugged and cleaned himself off with the box of tissues on the desk. He handed some to Lisa and she cleaned her butt before pulling up her panties and jeans.
Lisa sighed. She had got a good fucking, but she still hadn't had "real" sex in a long time. Men who wanted to fuck her pussy were in short supply.