(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 the ongoing plots.)
(Author's Note: As always, I want to give special thanks to fellow Literotica author Lil_kitty for her excellent work as my editor and acting as a second set of eyes on this chapter, and for letting me know what did and didn't work; if you get a chance, please check out her work and drop some stars if you enjoyed, she writes some very hot and fun stories. And of course, I also want to thank my wonderful patrons whose votes, among other things, helped block some of the more intensely kinky moments of this chapter; you guys are fantastic, and your support and input really help make putting the series out this regularly possible.)
Previously, on Senior Year Memories: It's Valentine's Day, and 18-year-old nerd Ryan Collins is having a busy time of it. While he has plans to meet up with girlfriends Josie Wong and Brooke King at a motel room by the end of the night for their long-promised Valentine's surprise, he has chosen to spend the better part of the day wandering around town pleasuring women in need. As such, one by one he visits Alice Talbot, Rose Ferris, Jess Garza, Mallory Dourif, Fatima Hassan and Izzy Barnes, and gives them all orgasms. Then, while dropping off an olive branch in the hopes of rekindling his friendship with estranged best friend Tori McNeil, Ryan meets her mother (and his one-time lover), Lauren McNeil, and winds up pleasuring her as well. Heading home for a shower and dinner, Ryan finally entertains and has sex with busty beauty Brianna Roth after months of flirtation. Finally, Ryan made his way toward Josie and Brooke's motel room, only to find his girlfriends absent, and in their place the surprise they promised: Rachel McNeil.
(CONTENT WARNING: This chapter contains a fairly detailed scene involving fisting, so, if that's not your cup of tea, please be warned now instead of giving me shit in the review section later.)
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When my girlfriends, Josie and Brooke, told me that they had a surprise for me on Valentine's Day, I was curious. When they said it involved them renting a nearby motel room, my interest was definitely piqued. I was genuinely curious about what kind of debauchery they had come up with that would require a venue change like this, especially when we had so many safe places already available to us where we could get up to trouble.
I thought that, hey, maybe they had something particularly kinky in mind, possibly something where a bunch of our friends would gather together for some fun like we had on New Year's Eve. That would have been pretty fucking awesome, though with the evening I'd just had with Brianna, it would certainly take every last bit of energy I had to deal with that kind of orgy.
Never in a million years would I have expected their surprise to involve Rachel McNeil sitting on the motel room bed in only a bright red, silky bra and panty set with neither of my girlfriends in sight.
"I'll take it from your silence that you missed me, which, yay, a girl always loves to see," Rachel said, amused, as she looked me over. "And that your girlfriends are damn good at keeping surprises."
That was putting it lightly.
I meant to say something to Rachel, but the simple sight of her in my presence again was... well, strangely intimidating in a way that silenced me.
Some of this came down to our history.
When we were kids and I was best friends with her little sister, Tori, Rachel had always been a real pain to Tori and me, making our lives hell seemingly just for the fun of it. In time, I'd grown to both fear and hate her. When she left for college, it seemed like a great reprieve, that Tori and I could finally flourish without Rachel's bitchy influence to knock us down.
This all changed this last November, when I'd met an older, freshly expelled from college Rachel who had seriously mellowed. Now 22 and with a promising future in cybersecurity, she had sought out her family in the hopes of making amends for her prior behavior. While her mother, Lauren, was skeptical, Tori was outright hostile toward Rachel's attempts at building new bridges. Normally this would have been something I'd have held Tori's side on completely (especially since we'd been sleeping together at the time), but with Tori recently in a new relationship of her own and unavailable a lot of this time, and Rachel reaching out to whoever was available, the two of us sort of connected.
We became friends, then very good friends, and then, quite memorably, we became more than friends this past Thanksgiving. Sex with her was... well, amazing, and emotional, and something we both knew to be dangerous but didn't give a shit about the consequences of. At least, we didn't give a shit until Tori walked in on us. After that, things kind of exploded (especially after Tori found out that I'd also slept with her mom, Lauren), and Tori's and my friendship went on ice for some time. It seemed the kind of thing that we'd never be able to come back from, but I'd recently had hopes that Tori and I could patch things up.
Rachel, though... even in her self-imposed exile up in Portland, Oregon, she and I stayed friends. We regularly talked (and had cam sex, because we're only human) via Skype, and she had become one of my closest friends and confidants. When there was something in life I needed advice on, Rachel was the person I would go to, the person I knew I could always talk to and give me some "been there, done that" experience to help me through a problem. Our relationship had evolved into something uniquely intense that was difficult to put my finger on, but one I found myself thankful for every day.
So, yeah, seeing her here was a bit of a shock, but one that set my system alight as I drank in the sight of her. At a lean 5'2", she may not have been the most physically impressive person at a glance, but every second you looked at her, she wowed and tantalized.
Maybe it was her general punk aesthetic, with her choppy, short and glossy red hair, her nose ring, or her dark eye makeup and lipstick. Her lively green eyes looked at me seductively through dark eyeliner and shadow, lively underneath her glasses, while her lips curled into an amused smile.
Maybe it was that much of her pale, creamy skin was overtaken by interlocking, elaborate tattoos that covered her upper chest, back, sides and stomach, or the sleeve that took over her entire left arm. Smaller, more random ones dotted her legs and right arm, and it looked like she'd added several new tats since she lived in Portland.
Maybe it was all this... or maybe it was the fact that she was sitting here, unannounced, in a lacy red bra that barely held in her perfect C-cup tits, and a matching thong that looked positively delicious on the hint of her ass that I could see.
Maybe it was a lot of things that set my heart beating rapidly and made movement feel impossible. All I could do was stand there and stare at the gorgeous woman sitting on the bed of this cheap motel room in complete and utter awe of what was happening, looking like a complete and utter mute idiot.
I had always hoped that I would see Rachel McNeil in person again, but didn't expect it to happen anytime soon. She was a busy woman leading her own life, why should I expect to see her in the coming months or years? And here she was, with me... fuck, what was I going to do?
"Ryan? Hello? Have you hit your blue screen of death? Because you look like you've hit your blue screen of death. I know it's a rough place to be, but if you're in the mood to snap out of it, I'd really be happy to catch up with you," Rachel said, smiling, but I could sense the nervousness hiding in her voice behind her playfulness. Was this difficult for her too? How could it be? How could someone as together and confident and beautiful as Rachel McNeil be nervous in front of me?
"Ryan?" she repeated, her voice sharper and sterner in a way that summoned the old Rachel I'd feared, but with enough softness that I could recognize the new Rachel I'd come to know.
As if snapped from a deep hypnosis, I confidently closed the distance between us quickly, wrapping my arm behind her back to pull her in close, before I kissed her passionately on the lips. Unlike the last time we were together, there was no sadness or frustration. There were none of the issues made difficult by family problems that popped up around the holidays, none of the tension of wondering whether or not Tori would find out that I'd had sex with her mother and sister... no, this was just months of buildup, of eagerness and raw, animalistic need all being released at once.
I leaned down over her, and the two of us made out as only two lovers who'd been separated by great time and distance could. She felt exactly like I remembered her, but somehow better, her skin soft and responsive to my touch as she pressed her body to mine, demanding more. She moaned into my lips as we kissed, perhaps one of the most sublime sounds I'd ever heard.
