Senior Year Memories Ch 29

(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 just wanted to shout out and say thank you to everyone who read and rated Chapter 28! A chapter that I was worrying about being one of my weaker entries has, at least as of this posting, risen to be one of the top-rated stories in Erotic Couplings! I'm waiting for the other shoe to drop and its rating to fall at any moment, but until then, I'm enjoying its highly-ranked status. Thank you all of you for making that possible! While it doesn't guarantee me awards, piles of recognition and many naked and beautiful women beating down my door, it is definitely fun for the ego. Thank you!)

Previously, on Senior Year Memories: Returning to school after winter break has left 18-year-old Ryan Collins with a number of unexpected surprises to deal with. First that he harbors romantic feelings for not just his girlfriend, Josie Wong, but also blonde cheerleader Brooke King and possibly his new neighbor, Alice Talbot. School itself offered its own challenges, as the Puma Press' assistant editor, Nica Dubois, was eager to get Ryan to work on a set of articles he'd turned in before break, while Mrs. Lynn assigned him two new students to tutor: Peter Nixon and Jess Garza. Peter, an old friend of Kyle Bowman's, turned out to be more affable and eager to learn than Ryan expected, while underachiever Jess tried to seduce Ryan into a pass, while he turned her down and coaxed her into taking tutoring seriously in exchange for hot sex if she managed to improve her grade. If all that weren't enough, Ryan had the attention of a number of hot teachers brought on him by Mrs. Lynn telling her book club about their arrangement, culminating in hot sex with his busty English teacher, Mrs. Janelle Addams. Getting home, not only did Ryan discover that Brooke and Alice had become fast friends, but that they'd hooked up while he was screwing Mrs. Addams. It was a busy day, to say the least.

***

Back to school week after winter break was not a week I had a lot of hope for, yet within its first day I was taught that I had a lot to look forward to when I discovered that Mrs. Lynn had spread the word about me to a number of other hot teachers she was friends with. Though it started with random looks in the hallway, it ended with some of the hottest sex I'd ever had.

Now, it would take a lot to distract me away from memories of fucking my huge-titted English teacher, Mrs. Addams, and yet 'a lot' happened only a matter of hours later. I'd gotten home getting ready to shower and crash and maybe do a little bit of homework, when I saw Brooke and Alice next door, naked (or near enough, since I still hadn't seen Alice) and teasing me.

It was a fun sight to be sure, but one that haunted my dreams well into the morning when I joined Alice on our bike ride to school. I could've pretended that everything was normal, that nothing had happened, but with her mischievous grin I knew that Alice would've said something if I hadn't. It wasn't all mischief, though; I could sense a nervous energy hanging around her, one stuck between her desperately wanting to tell me and her being frightened of doing so at the same time. There was ice she wanted to break, but she was nervous about swinging the hammer herself.

So, I did it for her.

"So... you and Brooke, huh?" I asked, raising an eyebrow.

"Yep. Me and Brooke," Alice said with a very satisfied and relieved grin.

"Congrats," I said, smiling proudly.

"Yeah?" Alice asked.

"Yeah," I replied.

"You're not jealous?" Alice teased, biting her lip nervously.

"Hardly. Happy, really. Surprised, sure, but happy for you; you're cool and could use a good time in a new town, Brooke's one of the best people I know, and absolutely amazing at sex," I said.

"That's putting it lightly," Alice said with a very pleasant sigh.

"Yeah," I chuckled. "But you're good people, and if you want to get together, hell, go for it."

Alice asked, "And yet you're surprised?"

"Mostly by how quickly it developed," I admitted.

"You of all people should know that once she sets her mind to something, Brooke's pretty hard to dissuade," Alice said.

"Truth," I replied.

"And when she put her mind to me, our hooking up was more or less an inevitability," she said.

"Naturally," I replied.

"And I like her, too. I think we're probably friends, and if friends want to help each other get off, well, what's the harm in that?" Alice said, her voice bordering on defensive.

This got me curious. "No harm at all."

Alice paused, looking at me like I might be crazy. "You sure you're not jealous?"

"Positive," I replied.

"You're... taking this awfully well," Alice said, disbelieving.

I'd mostly come to know Alice as a fairly self-assured person. One with her fair share of demons, no doubt, but demons I figured she'd tell me about in her own time. I felt those demons coming to the surface, and though I didn't want to pick at any open wounds, this demanded some attention. "And why wouldn't I? It's not like I've got a claim on either of you. You two are entitled to your own fun."

"Really? A lot of guys tend to have pretty fierce opinions about who girls they're attracted to spend their time with," Alice said.

"And my opinion means more than yours? Please," I said, doing what I could to brush off her concern. "It's like I said, I'm really quite happy for both of you. Happy that you're making friends, and happy that Brooke looked like she was having fun with you. I care about both of you quite a bit, and if you're both happy, then I'm happy."

Alice still looked like she had a hard time believing me, no matter how much I explained myself. "And this isn't a problem? None of it's a problem at all with you?"

"Why would it be?" I asked.

Alice started to say something, then held back. She shook her head. "I still need to get used to this town."

"Pardon?" I asked.

Alice bit her lip for a moment before slowing down her bike and hopping off. I followed her lead, both of us walking more slowly toward school as she confessed.

"I've... before Mum and I moved here, I got in some trouble because of my sexual proclivities. I guess it's led to an unhealthy sense of skepticism about the validity of what people say," Alice said.

"What kind of trouble?" I asked.

She sighed the sigh of a person much older than she was, the kind of sigh you get after surviving a long-fought and barely won war. "The kind you flee town over."

"Wow," I said. I'd never put too much thought to why Alice had moved here, but this was far more interesting and intense than I'd expected.

"It's not for any legal reasons or anything truly scary like that, no mobs with torches and pitchforks, but... yeah, you said it," she replied, looking me up and down, considering. "If I... if I tell you this, do you promise not to tell anyone? Not even Brooke and Josie?"

"Of course," I said.

"I mean it," she said emphatically, "I need a true promise."

"I'll promise you however you want and mean every word of it. I'll promise on my mother's grave if I have to. You want me to pinkie swear? Because if you force me to pinkie swear, I'll pinkie swear. I'll pinkie swear the ever-loving shit out of you," I said, hoping to keep things light enough that she'd believe me.

"You won't have to go *that* far," Alice giggled. "But thank you, all the same. I do want to tell this to the people I know, but in my own way and in my own time, so..."

The giggle didn't have a lot of heart behind it, but it was an improvement over her suddenly dour face. "Fine... like I said, I got in some trouble. A lot of trouble, actually, because of... well, sex."

That was a story I knew well, even if I didn't know the exact flavor of her trouble."

Alice continued, "You see... ever since I turned eighteen, I've come to realize that I'm a something of an... exhibitionist."

"And?" I asked.

She goggled at me like I was crazy. "Well, it might not be that big a deal to you and Regan Hills, but it was a fine deal where I came from."

"Fair enough, sorry," I replied.

She sighed. "I discovered that I like showing off, and I like people seeing me. Watching me. I was in a private school at the time, religious, conservative, that old tale... which was hard to deal with the urges because of lack of opportunity and the bullshit they put in my head, but made it appreciably naughtier. I found my outlet filming videos on my phone of me in my uniform in various dark corners around school, the library, abandoned classrooms, exposing myself and... touching myself, sometimes with the help of another girl, or a boy, then posting them online. I absolutely adored the responses. It was freeing to understand this side of myself, to realize that everything I'd been taught by Dad and school was a lie, to hear my Dad's limited understanding of sexuality being so thoroughly taken apart as I began to truly embrace the *me* I'd always wanted to be. And then..."

"...you got caught?" I finished.

She nodded, taking in a couple deep breaths. "It was bad. There was a scandal at school. The others involved in my videos, people I thought I could trust, they turned on me, lied and told people I'd tricked them into it. I was expelled. Dad screamed at me for days, called me a whore and... well, a lot worse words than that. Mum stood up for me, and then my fight became their fight and it got... physical. They divorced, thank God, and we moved here. I'm happy there doesn't appear to be as much of that judgmental shit here, but it's still hard to feel comfortable in my own skin sometimes when I expect my newly almost comfortable existence to fall apart, you know? Brooke... she broke through some of those barriers. She made me feel good, free again."

"She's got a way of doing that," I admitted.

"I know, right?" Alice said.

I confided, "I've had my share of times these past few months where I didn't know exactly who I was, or what I was meant to be, and Brooke helped me. She's just got this way of cutting through the shit and making anything bad not seem so bad. I can't tell you the number of times she's helped me screw my head on straight."

"Not the only thing she screwed, I imagine," Alice quipped.

"Far from it," I joked back, liking that there was now laughter being shared between us. "Look... I've only been in this world of sex and relationships for a few months now, but I can say from experience that if you like to have fun fucking around with beautiful people, Regan Hills is really the place you want to be. There are a lot of good people who know how to have a good time, very few of whom are judgmental, and if it's something you want to take part in, all you really have to do is put yourself out there."

Alice chuckled. "Is that a come on?"

This threw me off guard, and upped my heart rate exponentially. "I... uh... no?"

"Why not?" she asked, her tone mischievous.

I realized she was fucking with me, which calmed my heart but didn't give me any help with how to deal with her. "Because I was waiting for my moment to make my move with you."

"Oh?" she asked.

"Yeah," I continued, rolling with the joke. "It all takes the proper planning and timing, and I really don't want to fuck anything up to better my chances with you."

"Really?" she asked, rolling her eyes.

"No. Everything I've done has mostly been due to dumb luck and being in the right place at the right time, and though I wouldn't mind having some fun with you, I wouldn't want to do anything that fell outside of your comfort zone," I admitted.

"And should dumb luck bring us together as it has with you and so many others?" Alice asked.

I thought about this. "Is that a come on?"

I didn't think she expected me to throw that line back at her, and the way she stumbled slightly, I knew I succeeded. "Well, it's... you know, when I make a come on to you, you'll know it."

"*When*, not *if*? I like the sounds of that," I teased back. I'd enjoyed a fairly lengthy flirtation with Alice Talbot for some time now, and I wasn't intending to change that anytime soon. Watching her tight body move was nice, but bringing a sparkling smile to her beautiful, dark-skinned face was something that truly defined a good day for me these days.

"That's up for your interpretation," she said, hopping back on her bike. "But I'll race you to school: if you win, I might tease you a little more!"

Alice had already raced off a good distance in front of me, so far that I'd have no way of catching up, but with even the outside promise of a little more flirtation with her, I wasn't going to turn down a chance like this.

***

I may not have had any fun with Alice that day, but that wasn't to say that I didn't have *any* fun in that first week back. Aside from Mrs. Addams, things were going a little slowly with returning to school from winter break, but they were looking to pick up quite enjoyably.

Now, while I hate to quantify these things, after a bit of experience I'd been able to sort most of my sexual encounters into about three separate categories. There may have been more, or gradations between them, but for the sake of telling a good anecdote I'll put it down to these three.

The first, and the ones I loved the most, were obviously with the women I had an intense emotional connection with. Good friends, women I loved, women I've had a long-standing connection with that I only just got to elevate into something more, they were responsible for many of my most intense memories of the year. These were the women I kept coming back to time and time again not just because I found them achingly hot, but because I just wanted to be with them.

The second category would be the good old-fashioned casual sex crowd. These women weren't interested in much out of me other than an occasional good time and knew how to give as well as take in such an exquisite way. We had a lot of fun, without the need of much heavy lifting from an emotional standpoint. I think most of New Year's fell under this category, and I'll admit that I rather enjoyed myself.

The third category was what I called, to borrow a video game trope, the "Random Encounters". These are the women who just swept in out of nowhere, came in, fucked hard and got out as quickly as they got in. I couldn't rightly tell you how half their encounters began, but when I was in the mood for them they were a crazy amount of fun.

I was sitting in the library after school with memories of my discussion with Alice still fresh on my mind and trying to prep things for my study group when one of these random encounters quite literally fell into my lap.

It was going to be a while before Kaitlyn, Peter and Jess were going to show up, but I was doing everything I could to be prepared for each of their unique challenges. Peter Nixon and Jess Garza were more recent complications, but in the few tutoring sessions we'd had so far, they'd both been pretty dedicated. I'd started working out a system to help Peter remember things that wouldn't get in the way of his dyslexia, while Jess... well, she was still her usual carefree stoner skater girl self, but the promise of hot sex if she really worked on her grade seemed to be doing the trick as a motivator. Kaitlyn Pruitt was her usual self, and not terribly happy with this now being a study group rather than one on one sessions that often ended with us having hot sex, but I figured she'd adjust in time.

I was so focused on getting ready for our study group that I didn't notice who was rapidly walking by me until she'd already dropped the book in my lap. I yelped in surprise, then looked back at the girl as she walked away.

She was petite and short, with platinum blonde hair held up in a bun, wearing a tight sweater, a short skirt, and knee-high socks that beautifully showcased her toned, tight legs. Briefly she looked over her shoulder at me with bright blue eyes behind horn-rimmed glasses, a smug smile crossing her cute but stern face before turning back and disappearing down an aisle. As usual, she walked with excellent posture like she had a stick up her ass, but the way her ass swayed to get my attention, I knew she didn't have anything up there today.

Well, not yet anyway.

I looked at the book in my lap. What it was didn't matter, so much as the small strip of fabric that had been used as a bookmark. I opened the book to that page, and found a skimpy pair of panties waiting for me between the pages. They were damp, and they smelled of pure lust.

Ladies and gentlemen, meet Marie Halpern, queen of the Random Encounter. I'd first had sex with the tight-bodied library aide back in November, in a threesome with our librarian, Mrs. Sullivan. Mrs. Sullivan had been teaching Marie on how to be a proper slut, and Marie was a good student. I'd had a variety of encounters with her since in the library, and even when we weren't finding some dark, quiet corner to screw around in, I always felt her eyes on me.

Marie might have been a little crazy, but crazy sex has its place too.

Content with how much time I had before the others were to arrive, I pocketed the panties and followed the path she'd taken down the stacks, down through the snaking, quiet paths of our school's shockingly large library, until I felt two small but powerful hands grab me.

She pulled me around a corner into a tight, frantic embrace, kissing me passionately, exploring my mouth with her tongue as her hands ran up and down my body.

"I see you got my message," she said, reaching into my pants and fishing out all ten inches of my thick cock. She immediately dropped to her knees, sucking my entire length into her mouth as she bobbed up and down on me. Her mouth was heaven, as was the sight of this tiny girl's lips stretched obscenely around me.

"It was kind of hard to miss," I moaned, running a hand through her hair. Without missing a hint, she reached back and undid her bun, letting her wavy locks cascade down to her pert ass.

"You've really got this slutty librarian thing down," I said.

She took her mouth off my cock, correcting me, "Slutty library aide."

Marie's mouth worshipped my shaft, her tongue licking at my balls before then suckling on them. Her hands jerked me enthusiastically as she continued to chide me, "I take great pride in my position, but don't want to sound beyond my experience."

"I didn't mean to disrespect," I said.

"You didn't. I just wanted to clarify terminology, but if you'd rather your mouth was somewhere else, that could be arranged," she stated.

I liked where this was going. She throated my cock again, gagging on me and allowing me the opportunity to ask, "Have you any place for my mouth in mind?"

Silently, she took her mouth from my cock and got back to her feet, encouraging me to drop to my knees. Though my cock was desperate for attention, Marie turned around and pulled her skirt up, revealing her tight, inviting ass. With her other hand, she grabbed one of her cheeks and squeezed, pulling it to the side enough to show me her tightest hole.

"There. Now," Marie commanded, looking down at me and smiled.

Who was I to argue?

I dove in, planting my mouth on her puckered hole, teasing and licking her forbidden entrance while she did her best to hold back her moans. Though our school library was generally quite empty, you could never tell who would and wouldn't show at any given moment, and though she didn't silently stalk the halls as often as Marie, there was always Mrs. Sullivan to worry about.