SENIOR YEAR MEMORIES CH. 01

If you'd asked me at the beginning of my senior year at Regan Hills High School what I was looking forward to about it most, I'd have told you: the end of it. I know a lot of people like to go on about how high school is some of the best years of our lives, and that we're supposed to embrace them for all their worth because we'll miss them when we're older. I don't really know how that story started, but I know it's fucking bullshit. High school is misery and psychological torture masked under the guise of getting an education, and that's if you're lucky enough to be popular.

Find yourself a few rungs down on the popularity ladder, and you're in for a shitshow from day one to graduation.

Find yourself at the bottom of that ladder? Yeah, nice knowing ya.

I spent most of my high school career about a step above that bottom, not quite the most hated kid in school but sure as shit not anyone worth noticing either. Nobody looked to gawky and skinny Ryan Collins with the short brown hair and the glasses as anything more than a low level nerd at best and a piece of background scenery at worst. I had friends to be sure, a mix of similar low-rung outcasts, and I had my share of bullies looking to make my life a living hell, but not as many as some other kids. The one big thing I might've been known for wasn't exactly something I boasted about (more on that later), which left me at a point of near-anonymity that was pretty fine going into senior year.

I was content to let the year just pass on by, keeping my head down and waiting for college to be my time to shine. I was plenty happy to put high school in my rear view mirror and never have to look back.

I probably could've pulled it off too, if some higher force didn't seem to have other plans for me in that first week of school, even if I didn't fully know it at the time.

***

"Ryan, can I ask you to stay behind for just a moment?" Mrs. Lynn asked me as class filed out for lunch. There were a few laughs and snickers by my classmates, but most were too focused on lunch to pay me much attention.

My throat lurched. It'd only been a week, not enough time for me to get in trouble, but it's never fun getting asked to stay behind.

Especially by Mrs. Lynn.

Mrs. Brenda Lynn would've been my favorite teacher even if she weren't the hottest teacher in school, but the fact that she was didn't hurt matters either. In her mid-thirties and still new enough to teaching that the job hadn't completely destroyed her yet, she was one of the only teachers I knew who actually understood how exciting history was and found ways of bringing it alive to the class. Beyond that, she was one of the few people who's been consistently nice to me. I first had her for World History last year, and seeing me down one day, she asked me why, and I was in a mood enough that I broke down and told her about the assholes who'd been harassing me during lunch. Instead of ratting me out or causing a scene, she just opened up her room to me whenever I needed a place to hide away. Lunch with Mrs. Lynn became a regular thing whenever I couldn't find it with my best friend, Tori, and I think that might've been the main thing that helped me survive junior year.

She was compassionate, funny, and smart, and, well, I mentioned ridiculously hot, right?

Yeah, that's probably the main reason all the boys in school and a fair few girls paid attention to her. With short bobbed blonde hair and a cute face with a pouty-lipped smile that could brighten up any room, her glasses give her a kind of naughty librarian look that'd get you hard on first sight alone. Give her body a look, her large breasts, bubble butt and narrow waist, and you can see why the rumors that she used to be a porn star before she got into teaching.

She wasn't, for what it's worth.

Yeah, I'm not gonna claim I was too good to try looking her up. Crushes came easily for me, and the chance that there might be naked pictures of one of them circulating out there I could jack it to was too good to pass up. Finding that there weren't any, though, didn't give me the feeling of disappointment I'd anticipated, but rather made me feel guilty. Here I was, trying to find naked pictures of someone I really respected and liked and had helped me out when I was feeling like shit.

It made it hard to look her in the eye, because I could swear it felt like she knew. I don't know how, but she knew, and outside of an amused smirk, she didn't say anything.

No, I had to be putting too much thought into this. Right?

I waited for the rest of class to file out before walking up to Mrs. Lynn's desk.

"Yes?" I squeaked.

She laughed. "You're not in trouble, Ryan. Far from it, actually. I wanted to ask you a favor."

A favor. Well, that was about the exact opposite of being in trouble.

I could live with that.

"Yeah?"

"You're one of the brightest students I've ever had, and I'm so happy that you tested into my AP class," she said.

"Thank you for suggesting it. I'd never really thought of trying out for it, to be honest," I said.

"Ambition's not a four-letter-word, Ryan," she said.

"I know, but, still, I never thought of it. So, thanks for that?"

"You're welcome. It'll look great on your college applications. As will this favor I want to ask of you," she said.

That got my attention. Anything that could help me get as far away from Regan Hills as possible was welcome.

"I'm all ears," I said.

"Good!" she replied, shuffling through the screen of her tablet. "While I know history and other subjects come easily to you, I've more than a few seniors who are... lagging. I know it's only the first week of school, but there are some people who weren't doing so well at the end of last year. Some who might be in trouble if these trends continue, and I'd really like to ensure that all my students will graduate with flying colors this year. So, I was wondering... would you be interested in doing some off hours tutoring?"

In truth, no, I really wasn't interested in doing off hours tutoring. I didn't like nearly enough of my classmates to want to help most any of them out during school hours, let alone on my own time.

"I'll write you a really kickass letter of recommendation if you say yes," she said, setting her tablet down and clasping her hands together pleadingly.

"And if I say no?" I asked, worried by what she wasn't saying.

"I'd still write you that kickass letter of recommendation, so, this is really more a personal favor than anything else. Please? Pretty please? Pretty please with sugar on top?" she asked, batting her eyes playfully. While I was relieved, it didn't help my problem.

If this had been any other teacher...

"Okay. I'll do it," I said.

"Yay! Thank you, so much. I've already got one student lined up. Can I give her your number?"

"Sure."

"Excellent. I'll twist her arm into getting in touch with you later today," Mrs. Lynn said, standing up from behind her desk. She closed the distance between us, wrapping me in a friendly and warm hug. It wasn't the first time Mrs. Lynn hugged me, nor was it the first time the feeling of her large breasts pressed against me made me need to shift my backpack in front of my groin.

"Thank you, again. You're gonna help a lot of people this year," she said.

"It'll, uh, be my pleasure," I said.

If only I knew how true that was.

***

Whoever Mrs. Lynn wanted to get in touch with me didn't call or text by the end of the day, so rather than hang around the library and hope for the best, I rode my bike home and vowed to enjoy the rest of my Friday.

Dad wasn't home when I got in, not that was much of a surprise. Mom died back when I was in kindergarten (a freak fire at her office), and though the settlement and her life insurance was enough to ensure us a comfortable life in the stereotypical suburbia that was scenic Regan Hills, California, Dad's never really gotten over it, I think. His industrial sales job worked him hard, too hard, I often think, twelve hour days up to six days a week, trips every other month that have him gone for up to two weeks at a time. He did this because it kept him distracted, and though I didn't think it was healthy, I loved the guy and let him do what he needed to do. When he was around he was a really great dad, encouraging me and taking me on adventures, but, well, that meant he had to be around.

I got used to his schedule over time, though. Back when I was little, his hours meant I spent a lot of time with our neighbors the Martinezes, but since about fifteen, Dad was fine with me being on my own in the house. I hadn't burned anything down in the times I was alone, he figured, so why keep bothering the neighbors? Since then, we were basically roommates; I'd learned to cook and keep the place clean while he worked his ass off so we could live this life, and he gave me the space to pursue my own hobbies.

Since those hobbies basically amounted to video games, comics and porn, I'm actually rather glad Dad gave me the space he did. Having to explain those to him felt like more trouble than it was worth.

After I locked my bike up in the garage, I went inside to my room, firing up my computer and pulling a brand new box of tissues from my drawer to keep beside it. While that booted up, I checked my Amazon account on my phone to check the status of a package. For my 18th birthday the week before, Dad had given me a small stack of Amazon gift cards and told me to go nuts, and not being the one to turn down that kind of freedom, I went a little nuts on ordering some new Funko figures, graphic novels and new games.

Per what I was seeing, the package was still out for delivery when I got home. I figured I could spend some time at the computer, jerk off a couple times, the package would arrive by the time I was done, I'd load up a game, and kick the weekend off in style.

At least that's what probably would've happened if I hadn't gotten a new text before I finished checking tracking.

Unknown: Mrs. Lynn says I have to talk to you bout tutoring

"Shit," I said.

I was hoping this could wait until after the weekend. I could've pretended I didn't see it, gotten back to them the next day and tried to arrange something, but I didn't want to let Mrs. Lynn down. I texted back.

Me: Who is this?

Unknown: Kaitlyn.

There were at least three Kaitlyn's in our class, but there was a sense of dread growing in my stomach that already knew who it was. I had to be sure, though.

Me: Which Kaitlyn?

Unknown: Fuck, Kaitlyn Pruitt, alright? Can we get this over with? Don't got all day.

Kaitlyn motherfucking Pruitt. It just had to be her.

"Shit," I repeated.

I'd known Kaitlyn for pretty much my entire life, I think. We went to elementary school, middle school and high school together here in Regan Hills, and for a while there, we might've even been friends once. Dad knew her mom from work, and we spent the odds and ends weekends playing together like only little kids whose parents know each other know how. She was pretty and nice and I was pretty awkward, so of course I had a crush on her. The crush lasted until about middle school, at which point my "crush" became more of a "crash and burn." Being beautiful and personable and making her way through puberty with a lot more grace than the rest of us, she became very popular very fast, and with that popularity, she wasn't so nice anymore. She became a cheerleader and seemed to embrace every possible cheerleader stereotype possible by being a stuck up bitch who looked down on everybody else.

There was a time once when I thought the old Kaitlyn might still be in there somewhere, but enough of her cold shoulder and public cruelties told me that I shouldn't get my hopes up for her being much more than a Grade A, raging 18-year-old bitch.

And now, here she is, the first person Mrs. Lynn wants me to tutor.

It's times like this I think fate's got a pretty fucking intense sense of humor.

I sighed, trying to figure on a good strategy, and then texted her back.

Me: Okay. I work you in sometime this weekend or early next week maybe. What works for you?

Kaitlyn: Wanna get this over with. I'm at the library now. Where the f are you?

Me: Not at the library.

Kaitlyn: Then get to the library. I wanna get this over with.

Like I missed the first two times she said it. The side of me that wanted to make good with Mrs. Lynn and get this project off to a good start seriously considered leaving for the library.

Then there's the part of me that remembered it's Friday, didn't give two shits about Kaitlyn Pruitt's schedule, and that I didn't want my package stolen from the front door as has happened a couple times.

Me: Can't today. Waitin on a package, can't leave the house.

Me: Sorry.

Kaitlyn: wtf? I am not gonna wait on this shit. Get over here right tf now!

Me: No

Typing that felt good, even if it meant I'd catch some fresh hell come Monday. She didn't type any response for a good long moment, the screen just cycling on the ... sign for a while, before she gave one last word.

Kaitlyn: asshole

Yeah, I knew then that Monday was going to be hell, but it was so worth it. Kaitlyn wasn't the kind of girl who took no easily, and it felt pretty damn awesome to be the one to stick it to her.

For a little while, anyway.

***

It was about half an hour later when I heard the knock at the front door. Kaitlyn's texts had put me in a foul mood, foul enough that I didn't get around to jacking it like I planned, but not foul enough that things couldn't have been saved with the thought of my package arriving.

"Sweet!" I exclaimed, whooping and pumping my fist because, yeah, I was exactly uncool enough to be whooping and pumping my fist when no one was around.

I ran to the front door and swung it open excitedly.

That excitement left the instant I saw Kaitlyn Pruitt standing there in all her glory.

Now, being a complete and utter bitch didn't mean I couldn't tell Kaitlyn was hot, because she was. Despite the perpetual half-sneer and resting bitch face, her face was the narrow kind of beautiful you'd find on a model. Large, deep brown eyes above a small pointed nose and pouty lips, silky black hair so straight you'd think it couldn't be real reaching down to her mid-back. Her skin was soft, unblemished and with just the slightest tan, but it was her body that really shone. When we were growing up together, she was always the scrawniest little thing, but when puberty hit her, it hit her like a ton of bricks. She now rocked what I'd conservatively assume to be a pair of DD tits and a real bubble butt of an ass that was nearly as insane as her boobs.

Standing in the doorway I could see she was dressed to accentuate all of her best assets in tight jeans, a faded pink t-shirt with a wide neck and a bare midriff, and a denim jacket on top that can cover her just enough to make it past the school dress code.

"You really left me out to fucking dry, you know that?" Kaitlyn said, storming past me into the house, dropping her backpack on the floor as she went.

"You're here," I said, still trying to wrap my head around what in the actual fuck was happening as I closed and locked the front door.

"Because you weren't there, and because Mrs. Lynn's got me backed into a corner enough that I'm here instead of getting ready for Addison fucking Gonzalez's party," Kaitlyn complained.

Cry me a fucking river.

This is what I thought. What I said was, "Well, I mean... how-"

"Oh, come on, I used to come here all the time, it's not like I forgot the way, I'm not stupid," Kaitlyn said. Her voice dripped with bitchiness, letting me know she wanted to be anywhere but here. All told, I wouldn't have minded her being far away from here either.

"Except when it comes to history, apparently," I joked.

Kaitlyn didn't like my joke very much, but instead of tearing me a new one, she just stormed over to her dropped backpack. Bending over at the waist, she unzipped the pack and rooted around inside. I loved the view and took it in welcomingly, trying to burn it into memory and hoping to use it for jacking fodder later; if Kaitlyn Pruitt was gonna invade my house, I was going to try to get something out of it.

"Mrs. Lynn, that bitch-"

"She's not a bitch," I said, defensive.

Grumbling, Kaitlyn said, "No... she isn't, but when it comes to shit like this? She gave me this paper, said you were supposed to sign it for each of our tutoring sessions to make sure I was attending, and that I was supposed to take a selfie of us together, studying, to prove it, it's like she doesn't fucking trust me and thinks I'm gonna cheat."

I strongly considered pointing out to Kaitlyn that everyone knew she was a notorious cheater, but I figured I'd dug the screws in enough already and didn't want to press my luck.

"Sounds like she thought that through pretty well," I admitted.

"Yeah, well, I'm not gonna let it ruin my Friday night, or yours, if you'll play ball," Kaitlyn said, getting up and showing me the piece of paper. Mrs. Lynn had printed it up on her own stationary, giving me ten boxes to sign and date for ten tutoring sessions.

"So, you sign this paper right now in all the slots, we both smile for the camera, and I'll be out of your hair and onto Addison Gonzalez's shitshow of a party," Kaitlyn said, forcing a smile that nearly interrupted her resting bitch face. I eyed the paper, seriously tempted to just do it to get her out of my hair.

I didn't, though.

"No," I said, screwing up all the courage I had.

"No? Why the fuck not?" Kaitlyn asked.

"Because I made a commitment to do this for Mrs. Lynn, and I'm not going to let her down," I said.

If there was an answer that would've pissed Kaitlyn off more, I don't know it. "That's not-"

"Fair?" I interrupted. "No, this is entirely fair. Cheating, like you're trying to do, that's not fair."

She put her hands on her hips. I didn't know people did that in real life. "If you don't... I'll get my boyfriend to kick your ass."

"You don't have a boyfriend," I interjected. "And though I'm sure you can get a boy to kick my ass, that wouldn't change my position. You honestly think I haven't had my ass kicked before?"

Truth was, if she did get a guy to kick my ass, I probably would've done whatever she wanted me to, but I was hoping it wouldn't go that far because I really, really didn't like getting my ass kicked.

Thankfully, she didn't call my bluff. Instead, she dropped the show of force, all anger leaving her as she looked to me pleadingly. "Come on, Ryan. Please? I've got a lot of shit going on, and I can't afford all the time being tutored."

Between cheerleading and hanging out with her friends, I was pretty sure she could've found some time for her education, but I didn't say this, because she then jumped in and said, "I'll... I'll be nicer to you in school. I'll get my friends to be nicer to you too."

As bribes go, this one wasn't bad. It could've made senior year one helluva lot easier, and I was sorely tempted to take her up. She must've seen my indecisiveness, because she started rocking back and forth on her feet in anticipation.

Finally, I said, "I'm sorry, but I still... is tutoring really all that bad? So bad you gotta bribe your way out of it?"

"Oh, fuck, come one!" she said, throwing her hands up in the air and walking back to her backpack. I was glad I held firm, glad that I saw through her act, but beginning to wonder if it wouldn't just be easier to talk to Mrs. Lynn about what a pain Kaitlyn was being and finding another student I could tutor.

I was about to tell Kaitlyn as much when she turned around and gave me an offer I didn't see coming.

"Fine, would you sign the form for a handjob?"

If it was impossible to pick my jaw off the floor, it was only because it hit with enough force to break through to the basement.

"What?" I asked.

"Look, I know you look at me like all the other boys do, so this has gotta be some kind of sick nerdy fantasy for you, right? Sign the form, and right here, right now, I'll give you a handjob," she said. Impressively, she was able to hide whatever disgust she might've had for jacking me off. She wasn't exactly enthusiastic, but I knew she was 100% serious.

I considered how much my morals meant to me and weighed that against this being the closest I'd ever been to losing my virginity, and in the end, the choice was clear.

"Handjob first," I said.

Disgruntled, but seeing an in, she said, "Fine."

"And can we at least go to my bedroom? I don't want my dad wandering in and catching us," I said.

"Sure," Kaitlyn said, leading the way back to my room as if it hadn't been years since she'd been here. She took a quick look around my room, at the movie and game posters, my shelves full of books, comics and figures, nodding softly as if this is exactly the sort of room she expected.

While she did this, I was doing everything in my power to convince myself this was actually happening, up to and including pinching myself to make sure I wasn't dreaming. I knew I wasn't, but, still, it was so fucking surreal I had to be sure. My swelling cock told me that it was real, though, and I was as ready to follow its instructions as ever.

I closed the door behind us turned to Kaitlyn, doing everything I could to keep my heart from jumping into my throat.

"So, uh, do I take my pants off here, or there, or which side do you want me to sit on?" I asked nervously.

"So you're a virgin, right?" she said.

"That obvious?" I asked.

"More obvious than that, actually. Just sit down here, unzip your pants and let's get this over with," Kaitlyn said, patting the bed beside her. Looking around, she quickly grabbed the box of tissues on my desk.

Nervously, I sat beside her, unbuckling my belt and unzipping my jeans, my briefs the only thing covering my now rock hard cock. I'd never been naked around a girl before, didn't know how she'd react when she finally saw, well, me.

Urgently, she pulled at the elastic of my underwear, pulling it down. "One great thing about virgins, at least, you don't usually last- HOLY SHIT!"

Now remember earlier when I said I had one thing that might've made me noteworthy if anybody knew about it? Yeah, I was talking about my cock. While I knew I wasn't much to look at, I knew I had a pretty impressive cock. Ten inches and almost as thick as a soda can, I was proud of it.

And now every inch of it was pointed up at Kaitlyn Pruitt, a bead of precum already formed on the tip.

She was at a clear lack of words as she looked at it. "I, uh... wow. Fuck, that's... wow. How is it exactly you've never, uh, had sex before?"

"Because I'd have to get a date first," I said.

"You don't need to go on a date to have sex," she said.

"No, but it helps to get to this step," I said.

"Huh," she said. "Makes sense."

Confidently, she reached out and took the head in her hand, rubbing it back and forth and smearing precum around. I groaned softly, my cock twitching at her touch.

"Fuck, I can't even get my hand all the way around it," she said, slowly jacking it up and down, taking agonizingly long to get from the head to the base. Her other hand cups my balls. "Fuck, even these are huge. I just can't believe it."

"Believe what?" I could barely ask as she started to pick up her pace, jacking me with one hand while her other fondled my balls.

"That this cock has gone completely untouched-"

"Not completely."

"Well, that I've never seen it. I mean, I like to think I'm a pretty accomplished slut, but I've never seen a cock this fucking big before," she said, jacking me even harder. I was in heaven as she used her "accomplished slut" skills to jack me better than I'd ever jacked myself before, twisting her hand delicately and applying just the right amount of pressure. I might've just come then and there at having one of the school's hottest and sluttiest cheerleaders jacking me off, if she hadn't kept talking.

"You know you could've gotten all the dates you wanted just waving this around at school, right? I mean, Regan Hills High is pretty much fucking slut central," Kaitlyn continued.

"It's... not... that... easy..." I croaked.

"No, it really is," she said. My cock was slick with precum now, and I knew I wouldn't last much longer.

Kaitlyn, her mouth watering, seemed to have other plans.

"Fuck it, I need this in my mouth, right now," she said, bobbing her head and taking the head of my cock in her mouth. I might've yelped with surprise, but she didn't let on that she cared, looking up into my eyes as her mouth stretched obscenely around the head of my cock.

Then, with practiced motion, she slid nearly half of its length into her mouth with one bob, then on the next getting it all the way down her throat. If I thought that her handjob skills were excellent, they had nothing on her blowjobs. Kaitlyn was a fucking blowjob artist, sliding up and down my shaft with a practiced grace. Coming up for air at one point, her her face was a mask of pure obscenity, tears streaking her makeup down her face, thick strands of saliva and precum connecting her perfect cocksucking lips to the head of my dick. Steadfastly, she caught her breath and then went back to swallowing my cock. I put my hand on the back of her head, running it through her hair and guiding her, and for once, she didn't have a bitchy response, groaning in kind as she went faster.

Coming up for air again, she said, "Tell me when you're gonna cum, alright?"

"Soon," I moaned, pulling her by her hair back to my cock. She took it back into her mouth, sucking harder and harder, slurping her tongue around the head.

I bucked my hips, grabbing her hair tight, "I'm cumming, I'm cumming, I'M CUMMING, FUCK!"

I thought she wanted to know so she could get out of its way, but she didn't, only sucking harder as I fired shot after shot of thick cum deep down her throat. I don't think I'd ever cum this much in my life before, and I don't think she was ready for it either, because after the first few heavy spurts, she gave up on swallowing and lifted her head from my cock. I wasn't done cumming, though, not by a long shot as more shots blasted across her lips, her face, her neck and even down onto her shirt. She continued to jack me, aiming as much as she could into her mouth, before I was finally spent.

I collapsed onto the bed, feeling like I'd just run a marathon. A marathon that ended with the biggest fucking orgasm I'd ever had instead of with me tired from running, but one that had me spent all the same.

I just had my very first blowjob. From Kaitlyn fucking Pruitt! And it was amazing.

On my back, staring at the ceiling, I started laughing at the insanity of it all.

"Fuck, that's a lot of cum," she said, running her fingers through the splashes on her face, collecting some of it up on her fingers and putting it into her mouth, sucking deeply. Her eyes lidded over as she swallowed more and more cum, her hand shaking with anticipation as she took each new drop. "God your cum tastes good. So thick..."

"Thanks?" I said.

"Yeah, you're fucking welcome. God, this cock is amazing. And I'm a fucking mess. Fuck, my shirt!" she exclaimed, finally looking down and seeing the mess I'd made across her tits.

"Sorry," I said, still beyond single words.

Kaitlyn got up from the bed, going for the door. "You guys haven't moved the laundry room, have you?"

"No," I said.

"Good, I need to clean this shit off before it sets in," she said. She disappeared down the hall, leaving me with my deflating cock lying back on the bed, staring at the ceiling and still wondering this was real. There was every chance that even if it was, that there was a cruel joke whose punchline had yet to be sprung, but right now, I was still bathing in the afterglow of having my cock sucked. No, of having my cock sucked by Kaitlyn Pruitt.

I told myself that this didn't make up for her years of cruelty, that deep down she was still the bitch she always was to me, but it was difficult not cutting her a little slack since, after all, that was a pretty fucking great blowjob. Fuck, even thinking about it started getting me hard again, my cock bobbing to life slowly. I'd have to sign her form since she more than held up her end of the bargain, but-

"No fucking way. You're hard, again?" Kaitlyn asked.

I got up on my elbows enough to see Kaitlyn standing in the doorway, missing her shirt and jacket and standing in front of me with only a black bra covering her massive tits. She'd cleaned her face, and... was it possible she's smiling?

"Is that something I say sorry for?" I asked.

"No. No it isn't. God, every guy I've been with is fucking useless after he cums. Jocks and players and every guy who thinks he's a piece of hot shit," she said, closing the door behind her. Steadily, she kicked off her boots.

"But you?" she continued. "A skinny little nerd, packing the biggest fucking cock I've ever seen, and it won't fucking go down? You're a miracle. You got a gift there that needs to be shared with the world. Before that, though, take off your shirt. "

"Why?" I asked.

"Because I'm gonna sit on your face, and it might get a little messy. I sucked your cock, and you better return the favor," she said, unbuckling her belt and sliding down her pants. She stood before me in only her bra and matching panties, the hottest woman I'd ever seen, and though I hadn't thought much about ever eating a girl's pussy, for her, I was eager to find out what it was like.

I listened to her, taking off my shirt. Nodding and biting her lip through a smile, Kaitlyn slid her panties to the floor. Her pussy, shaved bare and glistening with moisture, looked like the juiciest pussy I'd ever seen, way better than anything online.

Giggling, Kaitlyn pushed me back on the bed, climbing up next to me. On her knees beside my head, I got to see her throbbing pussy up close and personal, its lips engorged and parting slightly with anticipation. She was practically dripping and looked utterly delicious. I caught her scent, the musky, enticing odor, and I suddenly understood the appeal. I wanted my mouth on her pussy, and Kaitlyn was happy to deliver.

She straddled my head, kneeling onto my face as I tentatively stuck my tongue upward, licking at her dripping folds. If anything, the taste was even better than I imagined, sweet and tangy. I dove in, wrapping my arms around her thighs and pulling her onto my face, sticking my tongue deep into her as I ran it back and forth along her slit.

"Fuck, yes, eat that fucking cunt, eat it you little... fuck! Right there, forward more, find that clit, yeah, like that, like that, fucking fuck, devour my fucking cunt! Yes, yes, right there" she cried out, her voice getting progressively higher as I continued to dive in. Her thighs, weakening, started to give out, forcing more of her weight onto my face. I was starting to lose my breath, but she shifted her position just enough to let me breath, fully digging into her sopping cunt with my lips and tongue.

"You still got a lot to learn, but you've... OH FUCK, you've got enthusiasm, god, oh god, oh god, right there, yeah, god you've got enthusiasm, not like any of the guys here, god, I'm sorry I treated you like shit all these years, I'm sorry I tried to make you cheat, I'm sorry for everything I ever said to you, just, oh fuck, keep eating my tight little pussy, MAKE ME CUM YOU MOTHERFUCKER!" she screamed, grinding her cunt into my face.

I took her challenge and dove in with more ferocity, licking up and down, back and forth, forcing my tongue as deep into her as I could and rocking back and forth, fucking her with my tongue as she bucked and moaned. At one point, she rocked her hips so that her pussy was completely away from my mouth, and instead I was staring at her glorious ass, her cheeks spread apart, her tight little asshole winking at me as she flexed. On instinct, I dove in and started licking her asshole. It was a different taste, but not bad at all.

Her body went rigid, and she moaned even deeper, rocking her hips so I was able to really dig into her ass.

"Oh, fuck, you're dirty, aren't you, Ryan? Fuck, I never knew you were so dirty, I never knew, I wish I knew, fuck, fuck, fuck...

She looked over down at me, smiling and repositioning her pussy over my mouth. I returned to eating her out, licking wherever got the best reactions, whatever made her tense, or shudder, or coo and curse. After a while, she was beyond words, just grunting and groaning and growling like a beast, forcing her pussy onto my mouth until she finally screamed.

"FUCKING FUCK!"

A torrent of pussy juice gushed all over my face and mouth as she screamed, and with one great lurch her body started to shake. Her orgasm went on for what felt like hours from down here, but must have only been about a minute before she collapsed onto me.

We lay like this for a while, her face down on me upside down, licking, kissing my cock while I lazily lapped at her pussy. Finally regaining some of her strength, she rolled off of me, wobbling to her feet and pulling off my pants. From my vantage point, I wasn't in the mood to argue with her.

"You're just, fuck, you're, wow, I mean... wow... you still got some stuff to learn, but, wow. Thank you for rimming my ass; not a lot of guys will do that," Kaitlyn said as she bent over and grabbed my pants.

"Well, I'm not like other guys?" I said, trying to sound mysterious and cool and probably failing at sounding like either.

"No, you're not," she said, standing up, smiling broadly and carrying something.

"That my phone?" I asked.

"Yeah," she replied, tapping its screen a number of times.

"What's that for?" I asked.

"I thought a picture would be best to commemorate such an important occasion," she said, climbing back onto the bed beside me.

"What's the occasion?" I asked.

Reaching behind her back, she unclasped her bra, dropping it to the bed and revealing her tits to me for the first time. I'd imagined for a long time what they'd look like, and they did not disappoint, every bit as large and round and firm as I'd imagined, though my DD estimate was definitely on the low end. Her nipples had large brown areolas, all focusing on the firm nipples that pointed out at me like bullets. I knew what was going to happen, but even so, it was nice to hear.

"Today's the day I make a fucking man out of you," Kaitlyn said, straddling my hips so that her pussy was inches away from my cock. She rocked her hips teasingly, rolling the pussy lips against my shaft, coating me with her juices. She rested her cunt up against my cockhead, still teasing, rocking and rotating around, letting me feel her warmth and wetness but never letting me in.

"So, are you ready, Ryan? Are you ready to lose your virginity? Ready to see if that big, fat cock of yours'll fit in my tight little cunt? Think you're man enough to be a man?" she taunted, grinding her cunt up against me. The pleasure was agonizing, but I knew my answer.

The moment my cockhead pierced her lips again, I grabbed her hips and said, "Yes."

I pulled her, squealing, against me, forcing the head inside.

"Holy fuck!" I said, watching as my cock was now at least partially inside someone else. I'd done it, I was no longer a virgin. Her pussy was hot, wet, and so, so fucking tight. I knew she'd been around a lot, so I'd kinda thought she'd be loose, but, fuck, whatever cheerleading exercises she did must've made her so tight it almost hurt.

Almost. It felt like my cock was being squeezed by the most exquisite glove, her slight gyrations sending pulses of pleasure through the head.

There was the click of a camera as Kaitlyn took a selfie. Then, with sudden speed, she dropped down, burying my entire ten inches inside of her. If I thought I was in heaven with just the head in, then I must've been on some higher plane beyond heaven like this.

"FUUUUUUUUUUCK!" we both groaned out as we settled together. Then, once both of our heads cleared for a moment, we laughed at using the same word.

"Fuck, you're tight," I said.

"Fuck, you're big!" she said, raising her arm to take another picture of my cock now buried completely in her before she tossed my phone back on the floor. We stayed conjoined like that for a moment, both of us trying to figure out what exactly got us to this point, I think, before Kaitlyn silently began to move up and down. Her strokes were slow at first, taking only a few inches of me at a time, causing her to moan and whimper softly with every time my cock invaded her cunt.

She bent over, offering her nipples to me, and so lost in the moment of having sex with her, I didn't do anything at first. She swung her boobs back and forth, practically smacking me in the face with them before I remembered that, oh yeah, her tits I'd fantasized about for all these years were right in front of me, and opening my mouth, I took in one of her nipples. I sucked on it, nibbling slightly, licking at it, making her moan. I gave the same attention to her other breast, suckling at it like my life depended on it.

"You've got hands, too, you know," she said, grabbing mine and putting them on her ass. I squeezed and pulled at her, getting a good grip on her and forcing her down onto my cock as she bounced upward, our pace quickening as she started taking almost my entire cock with every bounce. I started fucking up into her, trying to match her pace, and though it took a little getting used to, I think I picked it up quickly enough.

"Yeah, fuck, you like fucking, huh, you take to it quick, really quick, fuck," Kaitlyn moaned.

"Thanks, oh god, I always, fuck, I always wanted to..."

"Everything you expected?" she asked, looking down at me with that arrogance I always hated, making my blood boil.

"Better," I grunted, grabbing her hips and flipping her over so I was now on top. She squealed as I found my rhythm, pounding into her harder and harder, her tight pussy gripping me tightly with each stroke.

"Fuck yeah! Fuck me, Ryan, fuck me with your giant fucking nerd cock, fuck me, fuck me harder, god yes, keep, FUUUUUCK!" she yelled.

If I fucked her any harder I was going to pass out from the pleasure and lack of breath, but I was so lost at that moment I was happy to risk it. Fucking Kaitlyn, letting out all my rage and frustration with her and letting it transform into pleasure, looking down at her as she moaned and groaned, getting pleasure like she'd never had before from a guy she'd shit on for so many years, it was a feeling of power I loved, and definitely didn't expect. It felt good to let go of that anger and just be lost in the moment, joined to her cock to cunt, just the two of us getting off together, lost in a see of sex and pleasure and loving every second of it.

Her eyes looking up at me don't show hate or disgust, but a real, genuine person lost in the moment, her smile a real smile. Without thinking, I kiss her, and she's kissing me back passionately, our tongues intertwined as we make out.

I start laughing as we kiss, and she stops. "What?"

"Sorry," I said, pounding down into her. "Just realizing everything that happened before I got my first kiss."

"What? Like a handjob? A slutty blowjob? A slut sitting on your face? Fucking like an animal?" she taunted, squeezing my cock with her pussy with each question.

"Yeah," I say, pounding into her even harder.

"I guess that is a little funny," she laughed, her laughs turning to a groan as I shifted my cock inside of her. "Fuck, don't stop!"

I wasn't stopping. I didn't want to stop, but I knew I wouldn't last that much longer. I could feel the cum boiling up in my balls, and the way she was starting to shake and coo again, I knew that Kaitlyn had another orgasm lined up.

"Gonna cum soon," I grunted.

"Me too," she said.

"Where should I? Ya know?"

She wrapped her legs around my ass driving me in deeper, looking up at me with a knowing nod. I fucked her harder.

"So good, so good, fuck, fuck," I repeated.

"God, so big, fuck, keep fucking, keep fucking me, gonna, gonna..."

"I'm cumming!"

"FUCK, FUCK, FUUUUUUUUUUUUUCK!"

"HOLY FUCK, I'M CUMMING!"

She bucked and writhed, slamming herself into me as another violent orgasm tore through her body, squeezing me so tight I couldn't help but start shooting off inside of her. It felt like the longest, most powerful orgasm I'd ever had, so powerful I was afraid I'd black out, but when my senses came back and we were still jerking and flexing into each other, I felt more satisfied than I think I ever felt before.

Panting and out of breath, I pulled out of her, listening as my cock slipped out with a wet, sucking sound. I looked down, watching as a river of my cum fell out of her pussy lips, rolling onto my back beside her.

"Wow," I said.

"Yeah, wow," she said, looking up at the ceiling with me.

"So, that happened," I said.

"Yeah," she responded.

"I'll, uh, still sign that form for you, if you want. If you still need to get to your party," I said.

Kaitlyn considered this. "I only wanted to go to get some serious cock, and since I got that here, I can probably skip out on Addison's shit party."

"So, does that mean you're up for some tutoring?" I asked, half-joking, half-serious.

Still staring at the ceiling, Kaitlyn said, "If it means we can fuck some more, yeah, I'm totally down for that. I guess I don't want to fail any of my classes this year, and if it means getting that cock, I'd call it a win-win."

"Cool," I said.

Kaitlyn stood up from the bed on unsteady feet. "I think I'm gonna take a shower, then maybe let's get to some of that tutoring?"

"Cool," I repeated, not taking my eyes off the ceiling. She entered my bathroom, and a moment later, I could hear the water of the shower running.

Staring up at the blank ceiling, I was stuck in thought, smiling like an idiot and trying to figure out what had just happened. Don't get me wrong, I was completely aware that I had just fucked Kaitlyn Pruitt and made her cum twice, but what that meant from here was anyone's guess. There was every chance that she could've gone back to being the same bitch I knew before, or worse, find a way to use this against me, make senior year hell, but, don't ask me why, I was sure she wasn't going to do that. When I looked into her eyes during and after sex, I could see a lot of the half-decent person I used to know. I didn't dream that I could change her, or make her into a better person than she was, but at the very least, it might be nice to have her as a friend again.

Curious and finally feeling capable of movement, I rolled over and reached for my phone on the floor. Picking it up, I opened the screen and checked out the pictures Kaitlyn took, saved in a folder she called 'SENIOR YEAR MEMORIES.'

There she was, in all her naked glory, taking my cock with the camera looking down and showing it all in graphic detail. Looking up into the camera, she had the prettiest, most genuine damn smile I'd ever seen on her before, and knowing it was me who made her smile like that, and what those lips were capable of, wouldn't you know it, but I was getting hard again.

I got out of bed and made for the bedroom, opening the door. Through the shower's fogged up glass, I could see Kaitlyn's naked body, water running down every luscious inch of her. If that weren't calling to me enough, her turning and pressing her tits against the glass for me, beckoning, were.

Walking toward the shower, I was pretty sure I was starting to look forward to what senior year had to offer.