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Spring Break Memories Ch 01

Spring Break Memories Ch 01

by aimingtomisbehave33
20 min read
4.81 (51200 views)
adultfiction
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(Usual Disclaimer Time: 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 clichΓ©s roam free and things might get a little unrealistic from time to time (often in regards to a character's proportions), please remember it's all in good fun.)

Author's Note: This story requires a little explanation before we get too deep into it. Spring Break Memories is a much-requested spin-off tale from my long-running Senior Year Memories, taking place between chapters 50 and 51 of that tale. All of you who have read that far in the story will hopefully enjoy the continuation of various storylines and returning characters, but as for the rest of you, I want to let you know now that it is NOT necessary to be a Senior Year Memories expert to enjoy this story. I'm doing my best to write it as both a continuation, and a story that will stand on its own for the reading pleasure of those who might not want to go through all 50+ chapters of the main series. I like to keep things light, fun, thoroughly cliched and more than a little unrealistic, so I hope you all enjoy!

Further, I would like to thank the readers whose votes helped determine some of the action of this story and picked the majority of the girls who would make appearances in it, including the leading lady of this chapter, the delightfully impossibly stacked Haley Campbell; you guys are, as ever, the best!)

***

I want to make one thing clear when I begin this side-jaunt of a story: none of this was supposed to happen. If you've read this far in my other tales like Senior Year Memories or Book Club Memories, you know how improbable a year I'd had already, but if this is your first time dipping into my particularly peculiar senior year, that's the announcement I want to start you off with: none of this was supposed to happen. No, if everything had gone according to plan, I, 18-year-old Ryan Collins, would have spent my senior year at Regan Hills High School a scrawny, nearly friendless and thoroughly bullied 5'11" nerd who wore glasses and had a respectable head of tousled brown hair and lived a perfectly average and thoroughly boring life, with each day indistinguishable from the days that had come before.

My story was *supposed* to be boring, but as I soon found out what my year would actually be like, there was very little about my life in Regan Hills, California that was boring. Sure, I'd always known that our fair town had an above-average number of gorgeous women with the kinds of bodies you'd mostly think you'd find in porn flicks, but I never thought that I'd get to do anything more than just admire them from afar... I just wasn't that kind of guy.

All it took was the right cheerleader finding out that I was packing a sizable cock, her leaking that information out to our school's rumor mill after she'd seduced me and helped relieve me of my virginity, and my year had become anything *but* boring. My year had been filled with crazy sex and friendship, I'd gained some girlfriends, and even managed to get in respectable enough shape that I doubted I could be called scrawny anymore. Though the year had had some speed bumps, for the most part it was a fulfilling and thrilling period full of joy and excitement and so very much sex with many, many beautiful women.

I think back on many of those memories now, from the frightful and sexy fun of Halloween to my hurried efforts to get Christmas presents to all the women who'd improved my life this year... from the cheerleader orgy at New Year's to the MILF orgy later in March... but now I'd really like to tell you all about Spring Break.

Now, as a guy who hadn't had many friends before this school year, Spring Break was one of those periods that had previously never meant a lot to me. Occasionally Dad and I would take a road trip, but more often than not work would keep him busy during my Spring Break period, forcing me to fend for myself when it came to keeping entertained, which for a kid who wanted to do nothing more than play video games was usually fine by me.

Spring Break in senior year, though... that was something else entirely. While most of my friends and all of my girlfriends would be out of town for the majority of the break, there were enough girls sticking around who wanted to spend time with me that I was going to have a *very* busy week indeed, and oh what fun we had together.

Alright, that's enough setup and exposition... why don't we get to the fun stuff?

***

One of the most common jokes I heard growing up in Regan Hills was that our town, in spite of its name, wasn't particularly hilly. Oh, sure, there *were* hills to be found, but they weren't terribly impressive, and wouldn't be gracing any scenic calendars anytime soon. That didn't mean they were completely lacking in notability, though, as they did feature our town's tall, white water tower with REGAN HILLS written across the side of it in big, blocky letters. The water tower hadn't actually been used for that purpose in a long time, admittedly, and in its abandonment was now more a place where local teens and college students snuck off to make out or get high at, with many viewing it as something of a rite of passage to graduating seniors to climb its ladder and graffiti their name up top, though whether you did that before or after making out and/or getting high was up to you.

The one other noteworthy thing about the hills of Regan Hills was that it was where our town's richer families lived. As families in the LA area went, they were hardly the richest, of course, but for our small town they had their way of making a splash. Some were old money, some were new money, but with names like Shaw, Campbell, Berriman, Lewis and Bowman carrying a lot of weight around town, they had their own way of giving the hills of Regan Hills a reputation.

And, as it happened, on the Monday of my senior year Spring Break, they just so happened to be the reason I rode my bike up the winding roads toward the Campbell house, my excitement for what the day promised pushing aside any difficulty the hills might have offered my aging bicycle.

Though I was promised a day of fun by the poolside, I had a reasonable expectation that we wouldn't actually be spending *that* much time in the pool. Nevertheless, I came prepared, dressed in a t-shirt, swim trunks and sneakers, backpack slung over my shoulder containing everything I thought the day might need: towel, sunscreen, phone, lube.

The essentials, of course.

The hills may not have been all that impressive from a distance, but as I made my way up the twisting road to the Campbell house, I was happy that they weren't rich enough to be any higher up the road, pedaling up to their gated driveway and looking on the... I guess you'd call it an estate? I didn't know if it was big enough to be a mansion, but by its aesthetics I knew you could definitely call it a "McMansion", with all the palatial taste that early 1980s architecture had to offer. It may not have been my style, but it was impressive in its scope, and nearly as imposing as the girl I was going to meet inside.

I scrolled through my texts to find the one she'd sent that included the gate code and punched it in, enjoying the satisfying hum as the heavy wrought iron gate slid to the side and let me in.

Following the instructions I'd been given, I wheeled my bike around the side of the house. Faintly, I could hear some pleasant, if forgettable, pop song playing over a Bluetooth speaker, getting louder the closer I got. As I parked my bike against the side of the house, I kept walking, pack slung over my shoulder, until I got to the expansive backyard and took it in.

It was, as could be expected, impressive, mostly built around a large, pristine blue swimming pool, surrounded by well-maintained and perfectly green grass. There were your appropriate islands for a suburban, well to do family, surrounding the pool, with a gazebo and a barbeque, and an honest to god guest house at the rear of the yard. Having spent my share of time having fun in a similar guest house a few months ago, I could feel my cock swelling at those particular memories... not that I wasn't already pretty fucking hard with the understanding of why I'd been invited here in the first place.

"Took you long enough," an annoyed voice said from just out of my field of vision.

I knew that voice, that mix of bitchy superiority that hid sultry submission that I had become *very* familiar with over the course of senior year.

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"Actually, I'm right on time," I said confidently, turning around to face 18-year-old Haley Campbell.

For all of my life in Regan Hills, I'd known Haley as a bitch, and even after we'd started fucking around this year, that hadn't really changed. Haley still had that stick up her ass sense of superiority to her, which kind of went perfectly with the rich, mean girl, cheerleader persona that she put on for the world, and one that drove me pretty wild, if I'm going to be honest. She knew exactly what being that kind of entitled bitch did to me, only making me fuck her harder while she indulged in her quietly submissive side. Ever since our first encounter early this year, I had known Haley as a girl who liked to be taken, dominated, even, and I was always happy to deliver with her delicious and often bitchy encouragement.

She was always painfully gorgeous, but the way she looked today, she didn't need that bitchy attitude to get me excited. At 5'6", her toned cheerleader's body was always a sight to behold, even more so today in her thong bikini that did little to contain her epic curves. The purple was a rich, vibrant shade, one that offset that pale, creamy redhead's skin beautifully. The skimpy fabric of her bikini bottom did little to hide her unruly patch of red pubic hair, while in the back it most certainly showed off her epically round ass perfectly. Looking up, her bikini top offered more support than I'd have expected for breasts as massive and round as Haley's, but that didn't mean her absolutely insane, heavy H-cups *weren't* threatening to burst through it all the same.

Her full red lips curled into a smile at the sight of me as she tilted her angular, model-gorgeous face up just enough so she could peer over her sunglasses at me, letting me see her lovely green eyes that burned with something that was far from wholesome. When framed by her long, brilliantly red hair, what I saw was an image of absolute pornographic perfection, which just about suited how I was happy to spend my Spring Break.

Looking at her phone, she said, "Huh... I guess you're right."

"I am," I said, smirking back at her, before looking at the pool. "So, how's the water?"

"Perfect, as always," she said, peering over at it. "But that's not why you're really here, is it?"

Now, I could have tackled Haley here and now, and I know that she would have been happy to have me tackle her here and now... but where would be the fun in that? I found that there was often a joy to dancing that dance of stretching things out until people were practically mad with lust, especially when you had a girl who was as impatient as Haley.

Smirking, I set down my pack and took off my shoes, before stripping off my shirt and glasses and setting them on a nearby table. "Actually, after the ride I just had, I could totally use a swim..."

Annoyance flashed across Haley's gorgeous face that I could sideline her so quickly, but before she could linger on it or try to find some way to argue with me, I dove in to the deep end of the pool.

She was right about the water, it *was* perfect. Cool enough for the warmth of this fine Spring day, while still being warm enough that you couldn't call it *cold*. It embraced me, called to me, and it helped wash away the bike ride that had brought me here. It felt good... *really* good, and I couldn't help but do a few breast strokes under it before surfacing and eyeing Haley.

If looks could kill, the way she glared at me would have made the pool boil. Haley had tipped her sunglasses down to better ensure that I saw the way her beautiful green eyes blaze at me.

"And people call me a tease," she grumbled, walking over toward the shallow end.

"You *are* a tease," I replied, grinning at her cheesily. "A sexy one, too."

Haley shook her head at my response, but couldn't hide her own hint of a smile. "Lines like that work with your girlfriends?"

I watched her step out of her sandals, bending over to set her sunglasses on top of them before slowly descend the steps to slide into the pool. I watched, with some interest, as the water embraced her, sliding up her curves before she ducked her head under the water, swimming beneath the surface before coming up for air not too far away from me. I swam over just enough that I could comfortably plant my feet on the ground and walk over to her so that we were able to face one another appropriately.

"I'm not sure they always *work* with them," I finally replied, finding it, as ever, slightly intimidating to be this close to a girl as gorgeous and impossibly proportioned as Haley. "But they seem to enjoy when I try."

Haley swam a little closer to me. "Do you think *I* enjoy those efforts?"

I thought about this for only a second, before smiling even more broadly. "I mean... you *did* text for me to come over, talking about how desperately you wanted my cock..."

She swam a little closer, reaching one hand down to squeeze my cock through my shorts and speaking seductively, if impatiently. "That's your *cock*... not your attempts at humor. So, do you really think I enjoy your efforts?"

I thought about this, which was, admittedly, more of a challenge than it might have been considering how good she was with her hand. Then, rather than let her control this conversation so easily, I grabbed her by the shoulders and swam her over so her back was against the wall. Haley eyed me with some surprise, a look of harsh indignity crossing her face.

"I don't think you enjoy my efforts... I think you fucking *love* them," I said, running my fingertips lightly down her shoulders, softly tracing them around the outer curves of her amazing rack. "You could have your pick of anyone at school you wanted, guy or girl, and I know that there are a lot more impressive specimens out there than me. Sure, I've probably got the biggest dick in the bunch, but that's not all you're about, either. There's something about me, something beyond anatomy, that you like and want to keep around you... so, yeah, I think you fucking love my efforts, even when they're cheesy, because deep down beneath all your bitchiness, you find me, on some level, at least a little disarming... charming even... maybe even cute."

I said this with my cheesiest little smile, but it was enough to break through at least some of her defenses.

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Haley rolled her eyes at me, fighting the smile growing at the corners of her lips and utterly failing. "Ugh, fine... you're *probably* right about some of that."

"Some?" I asked, sliding my hands over to cup at least some of her breasts.

She shivered at my contact, rubbing my cock more insistently through my shorts. "Fine... fine, okay... god, maybe I don't get all that nerdy shit you seem to go nuts over, but, fuck, you're so fucking cute sometimes. It's infuriating."

"Because a girl like you shouldn't be fucking around with a geek like me?" I asked, teasing her quite hard nipples through the thin fabric of her bikini top with my thumbs.

"Mhmmm..." she replied, whimpering slightly.

"And because that's what makes it better for you, isn't it?" I chuckled softly, squeezing her nipples through her top more insistently. "That by all rights we shouldn't be doing this, and yet here we are..."

"Here we are..." Haley agreed, slipping her hand beneath the elastic and down the front of my shorts. "Fuck... how are you so good at this?"

"You think you'd know by now," I said confidently, pulling the fabric down the front of her massive breasts and baring them to me. "I get plenty of practice... with you, with your friends... and I take plenty of notes so I get better every time..."

I stared at her massive, exposed tits, as ever in awe of Haley's insane curves. Full and round and every bit as creamy as every inch of her perfect body, and topped with the hardest, pinkest nipples I could swear I'd ever seen. My mouth watered at the sight of them, and I was even more shameless with the way I groped her.

Haley moaned, arching her back to press her tits more fully into my hands, giving me even better access. I took advantage of this, squeezing her breasts, rolling over her nipples with my thumbs and pleasing her as I pressed her against the side of the pool.

"You really do get better every time, don't you?" she asked.

I smirked. "I mean... I do try... and you should know. You were there since the beginning, just about."

"Uh huh..." Haley purred. "I didn't believe Kaitlyn when she told me about her... I *couldn't* believe her, but I let her overrule my better judgment because she said you were *that* good and just needed to be seen to be believed, and here we are... fuck, you're so good at this now... keep going... keep playing with my tits... please, keep... ahhhhhhhh... fuuuuuuuuuck..."

Her moans stretched out particularly lusciously when I leaned in and began to suckle on her nipples. It was, admittedly, a bit of a challenge to do this in a pool, even with the relatively shallow water that we were standing in, but the challenge was also part of the fun in this moment. It wasn't every day you got to fuck around in a pool, after all, and the novelty brought its own particular thrill to what we were doing.

I suckled at her nipples, flicking them with my tongue and sucking even harder, taking as much of her as I could into my mouth. Haley's moans only got higher, her eyes rolling back as she pressed against me even more insistently. She took her hand away from my cock and stretched her arms over the edge of the pool, better bracing herself and pulling her massive tits out of the water to give me better access.

I wanted more than better access to her tits, though, and thought I might take advantage of her new position to do something that we'd both be a *lot* happier with. Reaching down, I pulled her thong down over her immense ass, letting her slide out of it as it fell to the bottom of the pool and leaving her mostly naked now in front of me.

"Oh," Haley said, her eyes alight with a primal hunger.

"Oh," I replied, dropping my tone to a darker place as I pulled my shorts off and forced them to fall around my ankles.

Though Haley couldn't see my erection now that it was free, she could certainly feel it as it brushed against her thigh, and she had experienced it enough before to know what she was getting into.

My cock had, admittedly, gotten me into more than my fair share of trouble over the course of senior year, but it had also led to most of my best moments as well, so I wasn't going to complain. At just about ten inches in length when it was hard, and quite thick at that, with a prominent head and full balls that had their way of pumping out improbable amounts of cum, I was told I had quite the "pussy pleaser," more than a few times by Haley herself if my memory served.

The way she pleasantly mewled at me, further bracing herself against the edge of the pool, told me she was more than interested in having some of that pussy pleasing once again.

I let my hands run down her body, gripping her ass and lifting her up just enough that I could finally rub my thick cockhead against her entrance. Though the pool water muted things somewhat, I could distinctly feel her warmth even now, her readiness beckoning me forward.

"You know, you didn't have to do all this bullshit," Haley groaned as I teased her entrance. "We could be on a bed somewhere fucking like crazy... instead you had to stretch all this out, make us get in this pool, and for what?"

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