*****The Recap*****
Jason didn't really consider himself a good person, but he still tried to be a nice guy. He was friendly after all, and seldom rude. He would often go out of his way for others, even going so far as to getting into fist fights to defend people he barely knew. The truth of the matter was that he had done those things because helping people out seemed like a reasonable path to being liked and fighting was always fun for Jason, win or lose. In truth, as long as he was happy, Jason usually couldn't care less about anything at all. Having been uncomfortably shy around girls growing up, Jason had largely abstained from the rest of the world, focusing entirely on his grades and staying in shape, and even that was do to pressure from his father.
Being a young, eighteen year old male, Jason had a strong fixation on the fairer sex, and a strong desire to have sex as often as possible. Now that fortune seemed to be smiling on him and he had suddenly learned how many women were willing to find their way into his bed, he saw no reason not to take full advantage of each opportunity.
To recap, the opportunity to sleep with Kat had pretty much fallen into his lap, a side affect of casual flirtation that the girl seemed to take to heart, and, like any single, young male, he took advantage of the willing virgin. Over the next few months he was essentially picked up by a cougar named Connie at a concert, and later seduced Donna, the married mother of one of his stepsister's friends.
For quite some time he had maintained sexual relationships with Donna and Kat, but this week his luck seemed to be really picking up. He had sought out his long neglected friend Gretchen for advice about some rumors he had heard and to try and find out what girls at school really thought of him. Gretchen expressed a certain attraction for Jason, and over the following twenty four hours Jason somehow ended up in a polyamorous relationship with Gretchen and her amoral and bisexual friend Nicole. His relationship with the two girls was meant to be secret, the girls not wanting his bad boy reputation to sully their good Christian reps. The following day Jason made a pass at Mary, one of the prettiest and most popular girls at his school, and in passing flirted with Shyla, a skinny little pothead. By the end of the day he had a date scheduled with Mary and had ended up luring Shyla back to his place.
Shyla had gotten the chance to find out how well hung Jason truly was just last night, and was in the middle of finding out again this morning. Shyla has been a surprisingly heavy sleeper. Jason's alarm hadn't woken her up, nor had the oral attentions he had given to her smallish tits and tiny trimmed cunt. She had moaned, signed and cursed, but that Jason could tell she had stayed asleep through his patient ministrations. She hadn't even woken up when Jason lifted her legs in the air and held them in place above her head while he lined his cock up with her extremely wet little cunt, but she sure as hell woke up when he pressed himself deep inside of her already overworked pussy. "Fuck!" she cried, "Give a girl a little warning will you?"
Jason apologized with a shrug before taking his morning hard-on out on the tiny blond. For the first time in his limited sexual career, he truly did not try to do anything fancy, he didn't try to overwhelm the girl with over-stimulation or impress her with his sexual ability. He just fucked her as hard and as fast as he could manage. Pride forced him to wait until she came before filling her pussy with his cum. With a smile he kissed her deeply as their heart rates settled down. Shyla wanted to go back to sleep, but he kicked her out of bed and told her to take a shower, all with the same self-satisfied smile on his face. The girl had an unfortunate habit of not showering before school, and it was in her best interest to get cleaned up after the sex she'd had this morning and the night before. Jason had showered sometime after dropping Shyla's half-conscious little body into his room last night, and while he wouldn't mind one again this morning there just wouldn't be time. As such, he had been careful this morning not to break a sweat.
As Jason got dressed, his mind wondered about his recent success with women. Part of it was surely due to the stories Shyla and then Mary had invented about how great he was in the sack, and part of it would be due to his physical attractiveness, maybe another decent percentage based off of his recently developed people skills, but he supposed part of it was his willingness to jump at the opportunities that presented themselves. Would anyone have invited Shyla, the skinny little pot head, back to their place for a shag the second they realized that she was interested? She was pretty enough that he was certain plenty of guys would have thought about it, and realistically several probably had, but he wondered how many people differentiated between can and should. Jason didn't really have a specific type of girl that he was attracted to. He took just as much pleasure from fucking a sexy cougar as he did fucking a needy pot head, an outwardly uptight Christian, or an average looking housewife; some girls just required more work to get naked than others. In just the few short months since Jason had lost his virginity, he had fucked tall women and short women, thick women and thin women, girls with large boobs and small ones, blonds and brunettes.... It suddenly occurred to Jason that he had never had sex with a red head.
Once Shyla was dressed, Jason walked her out to his jeep and the two set out for school. On the way, he prattled on to Shyla about the importance of keeping their new found sexual relationship a secret. He didn't mind legitimizing the rumor that the two had had sex at one point, but he said he didn't want their current affair to ruin what he had going on with Mary. Shyla believed that Jason and Mary had been an physical item for years, thanks to a rumor that Mary had started, but the reality was Jason had only built up the nerve to ask her out the day before. Their second date was planned for the upcoming Saturday night. A date that would follow up a day spent with his other girlfriends Nicole and Gretchen. Today was Thursday, and in all likelihood was destined to be an uneventful day.
***** Thursday at School *****
Before getting out of the car, Shyla offered Jason the rest of her weed, for him to smoke while she made arrangements to get enough for Jason's big party. Jason rewarded the generosity with a kiss, a deep one that took her by surprise. She got out of his car with a warm blush coloring her face, and Jason wondered at how beautiful the blonde suddenly looked to him. Writing it off as post-coital afterglow, Jason hopped out of his jeep and headed inside. This time at least, his sister and company were not hiding in wait by his preferred door. Jason's classes were, for the most part, predictably uneventful, and he spent a good part of the day trying to think of a way to get any of the redheads in his life into bed. Jason spent his time between his first and second period class talking to Mary, Julia, and Bambi about the upcoming party, parties they had been to, and what he should expect to occur at his place.
During the break between second and third Jason was able to get Mary alone, and he held her hand as they stood and chatted about when and where Jason would be picking her up Saturday night. Between third and fourth periods, Jason left Mary alone for fear of seeming clingy and, with nothing better to do, he ducked in to his fourth period class early. He was surprised when Bambi came in early as well and even more so when she took a seat beside him for the second day in a row.
