(Usual Disclaimer Time: Even though this story almost entirely takes place in a high school setting, all the characters in this story are 18 years old or older, and since we're living in the wide wonderful world of porno-land here, where clichés roam free and things might get a little unrealistic from time to time, please remember it's all in good fun. This story is highly serialized, and though it's not 100% necessary to have read the whole story up until this point to enjoy the content of the chapter, it's definitely advisable to understand some of the ongoing plots.)
(Author's Note: I'd like to again thank MisterWildCard for acting as a second set of eyes on this chapter and for his honest editing and fantastic suggestions. Please check out his story, "Brooke's Wild Ride" in Erotic Couplings, as it acts as a canonical side story to Senior Year Memories starring Regan Hills High's favorite blonde cheerleader.)
Previously, on Senior Year Memories: After Thanksgiving dinner turned disastrous from an ill-considered tryst and ruined his friendship with longtime best friend, Tori McNeil, 18-year-old Ryan Collins was in a dark place. Fortunately, he had good friends who wanted to get him out of that dark place. A talk with Tori's older sister (and also Ryan's one-time lover), Rachel, helped him ground himself, while a discussion with long term fling, goth princess Josie Wong, led to the two of them finally admitting that they loved each other. The true turning point came when, by coincidence, Josie and cheerleader Brooke King each sent one of their friends to cheer Ryan up and help him get his head on straight. Josie sent band geek and kinky sex fan Hope Harris, while Brooke sent a fellow cheerleader, the busty Latina Jade Alvarez, who'd had her eye on Ryan for some time. After some hesitation, the promise of a naughty and nice threesome full of oral, anal and light bondage led to Ryan figuring himself out and vowing to do something incredibly nice for every woman he's had sex with this year. Though the list is long, with the help of his friends Ryan aims to achieve this monumental task before Christmas. Will he succeed?
***
I never had a ton of money growing up. I'd never go so far as to say I was poor, because I knew how fortunate I was; between the settlement after Mom died and how hard Dad worked, I led a pretty good life with a nice home in a nice town, but I wasn't one of those kids with a bottomless credit card who could just go around spending money however they wanted without needing to worry about the consequences. I biked around town and didn't beg Dad for a car (well, not often anyway), was almost certainly headed to Regan Hills Community College after graduation, and I knew that if I wanted something I either had to save up for it or wait for my birthday or Christmas.
When I came up with my plan to spread holiday season joy to the admittedly long list of women I'd had sex with since senior year began, I knew that I'd be running through my meager savings in a hurry if I didn't get creative.
Thankfully, I was more than happy to get creative if it meant more moments like getting thrown shirtless against the wall of 18-year-old Izzy Barnes' bedroom.
"You're not much to look at, but if you're half as good as the stories I've heard, I don't give a shit," Izzy said, licking her lips, painted to match the bright blue of her choppy, short hair. At 5'2" and fairly petite, she was a tiny girl with a round, pretty face with bright blue-rimmed glasses, multiple piercings in her ears and a small black stud in her nose. Her tight "Glory to Arstotzka" t-shirt was cut high enough to show off her modest B-cup tits well and enough of her toned abs to reveal her belly button ring, while the long flowing skirt she wore was a colorful mess of bright and clashing fabric patches I was pretty sure she made on her own. Considering it matched the wild collage of game posters and toys on the shelves that lined her room, it fit her.
I'd have said something witty in response, but with the wind nearly knocked from me for how hard she threw me, words were hard to come by. Thankfully, Izzy Barnes was someone who was never at a loss for words.
"I mean, it's not like your ugly or anything like half the guys I pwn after they send me dick pics thinkin' that just 'cause I'm a girl and I game that I wanna see their fleshy bits, everyone says you're a good guy inside and that's a pretty sweet and fucking rare thing these days when you got a lot of guys spouting a lot of vile shit just 'cause it's the only way they can get attention, and you're not like half bad on the outside if in a boring kind of way, but you almost got some abs there which I heard are from a cheerleader? Forget which one with all the rumors flying around out there, but, you know, could be fun," Izzy said, almost so quickly I couldn't catch everything she said.
To say I didn't know Izzy Barnes very well was an understatement. Though we traveled in similar circles around Regan Hills High School, I mostly knew her from the number of multiplayer games she relished killing Tori and me and pretty much anyone else she could find from Regan Hills in. Going to her for this favor was one that felt like a long shot at first, but that her screen name was 69golden_hand69 told me it was one worth taking. I asked around with the girls who'd said they'd help me with my mad December plan if any of them could connect me with Izzy, and found help from one of the people I'd least expected: Brooke King.
I knew that she'd been spending a lot of time hanging out with (and probably fucking) nerds lately, but that she'd gotten in good enough with Izzy Barnes to make this kind of introduction, well, that took me by surprise.
It probably explained Izzy's energy as she ran her hands over me, pulling my head down so we made out furiously.
"Can you tell I like fun?" Izzy continued, smiling up at me sweetly. Before I could answer, she was making out with me again, pressing me against the wall as her hands found my pants.
"I-"
"Yeah, fuck, you got a nice package there, let's see if it's as awesome as what I keep hearing about. I got my doubts, but what I'm feelin' here, my doubts may need to suck it," Izzy said, rubbing her hand up and down my jeans-clad cock before dropping to her knees in front of me. Her tiny, nimble hands quickly undid my belt and zipper with impressive speed, pulling my pants and underwear down around my ankles. She was so close that my cock in all of its thick, ten-inch glory almost bopped her on the cheek as it sprung out, an act that actually made her giggle.
"Oh, this is going to be fucking sweeeeeeeeet!" she said, darting her tongue from between her bright blue lips and licking the head before nearly attacking my cock as she took it between her lips.
Now while I can't adequately explain just what Izzy did with her mouth for how rapid she was moving, I can say that it felt fucking amazing. The way she sucked, swirled her tongue and just took almost my entire length with each stroke was something close to awe inspiring. Watching my massive cock stretching her tiny little lips to the max as she bobbed up and down with near blinding speed, I had to put my hands on her head just so I could slow her down enough to savor the sight of her enthusiastic blowjob.
I'd long thought that Brooke was my most energetic sex partner, but if Izzy kept up like this she may have given Brooke a run for her money.
"Okay, I love a blowjob, you love a blowjob, everybody loves a good blowjob but I'm not here for a fucking blowjob, am I? No, the answer's no, the blowjob's just to warm you up, not that it looks like you need much warming up (thank god, better than most guys I know), but you never know if you're gonna need some warming up and, where was I... right, sex!" Izzy exclaimed as she let my cock go, standing up in front of me so quickly I'd have thought she'd glitched into existence.
Izzy pressed me back against the wall with one last powerful kiss before letting me go, darting over toward her bed. She pulled her shirt off with one practiced movement, as quick and purposeful as anything else she did but miraculously avoiding pulling off her glasses with the violent movement. Her firm tits popped free, both of them centered with a nice, silver dollar sized nipple so erect they just begged to be sucked on.
"You like my titties? I know I don't stack up well next to a lot of other girls at school who seem to be on some weird sort of growth hormones that make like half the student body way above the national average, boy are they gonna have fun later in life when their lower backs give out on them, but-"
