Senior Year Memories: Dakota (Patreon Exclusive Story!)
🕑 Added 2024-12-11 02:03:36 +0000 UTC(DISCLAIMER: All characters represented in this story are consenting adults at least 18-years-old.)
Hello my wonderful patrons! It's about time we got around to a short little starring story with everyone's favorite cheer captain, Dakota Lewis, isn't it? This is a fun, messy little tale that I had a fair bit of fun writing, and I hope you'll have even more fun checking out from here. To all of you who voted for her in this story, I can't thank you enough for your votes and support! As ever, I hope you enjoy reading it as much as I enjoyed writing it, as I think this one turned out rather enjoyable!
-aimingtomisbehave33
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There were many holidays and events around Regan Hills High School that were celebrated by the student body, but the day clubs took their yearbook pictures was far from the top of that list. Sure, there were always those kids who had all the school spirit in the world and were happy to dress up in their best so they could show off on yet another page of the yearbook, but at a time of the year when most of us were focused on essays and prepping for our coming finals, there was a look of annoyed resignation going around those classmates of mine who had to trudge around school to get their club pictures taken.
This was particularly true for those who had to wear uniforms for the occasion. Most of the band kids I saw looked like they were awaiting orders to go on a death march, the jocks looked to be sweltering in their letterman’s jackets in the heat of spring, and poor Bev Montoya, who played our school’s mascot, Petey Puma, could be seen wandering around school all day in costume, awaiting her turn to get her picture taken so she could stop sweating. Though she was one of the most spirited students I knew, seeing her trudging around school in the awkward costume, Petey’s head cradled under one arm and her backpack slung over her shoulder, it looked like she was having a particularly rough go of things.
Even the cheerleaders, girls who I was intimately familiar with and who I knew loved to get dressed up for all sorts of occasions, looked particularly put out in the heat of spring, but that might have had to do with the particular uniforms they wore on this day. While the usual cheer uniforms involved a sleeveless top that showed plenty of midriff, a short skirt and some knee socks, today they were wearing their formal uniforms that seemed only to exist for the sake of taking yearbook photos. Though they also involved the short skirts and knee socks, they also involved a long-sleeved, blue and white sweater, long white gloves, and impeccable hair and makeup accented by blue and white hair ties when necessary. By the looks of misery on a lot of my friends’ faces, I could see that almost all of them were eager to get out of their dress cheerleader uniforms, and being a considerate kind of guy, I was distinctly eager to help whoever needed to get out of their uniform strip down.
Brooke had told me when they were supposed to be getting their pictures taken after school let out, and with that information in hand, I thought I’d surprise the girls, see if any of them in particular wanted to spend some of their after-school time with me. I was reasonably certain that I could get one, maybe even two or three girls if I played my cards right, to have a little bit of more enjoyable sweaty fun… but that kind of luck was not on my side today.
I was held later at the Puma Press offices than I would have liked, as Nica needed me to go over a few extra details before presenting one of my articles to Nadia for final approval, and if that weren’t bad enough, by the time I’d gotten to the athletics field at the end of the day and made my way to the cheerleading offices, I checked my texts to find that Brooke had gotten the time wrong and they’d taken their pictures half an hour earlier than I’d expected, with most of the girls going out afterward to grab some food, leaving me quite alone by the cheerleading offices.
Or so I thought.
“Well, shit,” I said, sliding my phone back into my pocket and running a hand through my hair.
There was nothing I could’ve done, of course, and I wouldn’t blame the girls for getting out of here as quickly as they could when it was clear they didn’t want to hang around school any longer than they had to, but I won’t deny that I was disappointed. I had this image built up in my mind for the better part of the day that I’d come and rescue some girls from a day of annoyance with some nice, hot sex, and to see that I was too late for that, well… it felt like a bit of a letdown. It wasn’t an unfamiliar kind of bad luck, to be sure, but that didn’t make the disappointment any less acute.
But if you’re here, you know that this isn’t where the story ends, because… well, while my luck this year had had its ups and downs, the ups were strangely more common, and today was undeniably one of those days.
As I stood by the door to the cheerleading offices looking at my phone and cursing my luck, I was almost taken out by the door swinging out to meet me. I dodged backward at the last second, in time to catch sight of the thoroughly surprised-looking cheerleader inside, still in her dress uniform and with a backpack slung over her shoulder. She yelped on seeing me, an unfamiliar sound for a girl I knew to be a fairly restrained and collected individual.
“Fuck, Ryan!” 18-year-old Dakota Lewis exclaimed, taking a step back into the office in surprise. “The hell are you doing here?”
The captain of the Regan Hills High cheer squad and I had an interesting history, considering I first truly made her acquaintance this year in the middle of a cheerleader orgy she was holding. As easily the most intimidating girl on the squad, I had found her fascinating, as one of the smartest and most driven people I knew, with the two of us being able to push each other’s intellectual buttons in a way that few other could, when we weren’t pushing each other sexually, of course, which was really the majority of the time we spent together. Meeting a girl with a reputation for being a stone-cold bitch in the middle of an orgy is, admittedly, not the best way to get to know someone, but it had worked remarkably well for us in our infrequent encounters.
Even wearing as much as she was now compared to when we first met, I couldn’t deny that Dakota was unbelievably hot.
“I’m… I’m sorry, I heard about what was going on today with the pictures, and I thought I’d get here and surprise someone and… I mean, I guess I surprised you, even if it wasn’t you that I was meaning to surprise, but… sorry,” I said, not that I was feeling quite as sorry anymore now that that initial startle wave had passed.
Laughing slightly to herself, Dakota seemed to be in much the same place, a smile now breaking out across her pretty face. “Yeah, if all you were setting out to do was surprise then mission fucking accomplished. Who were you looking for? Brooke? Sarah? Kaitlyn? No doubt you were coming here to get laid; do I need to list off anybody and everybody from the squad?”
She said this with a lightly biting tone, eyeing me with a mischief that I certainly found rather appealing… though not as appealing as the mere sight of this dark-haired beauty. At a slender and fit 5’8”, Dakota had a natural dancer’s grace, while her lovely blue eyes held the sharpness of a predator. Her hair, dark and falling just past her shoulders, was tied back in a functional ponytail, further showing off her lovely, sharp features, and a smile of the darkest mischief that I could certainly get some ideas from. Though the formal cheerleader uniform wasn’t particularly flattering on her, after having become intimately familiar with her long, shapely legs, surprisingly round ass, and delightful C-cup breasts, I certainly could see having some fun peeling her out of it.
The way her eyes shimmered, I was pretty sure I wasn’t the only one here imagining it.
“I didn’t have any serious plans to start with; I thought I’d just see who I could find and come up with an idea from there,” I explained, smirking at her.
Dakota returned the smirk, looking me up and down. “Well, you certainly found someone… it seems the question from here would be what you would do with this someone now that you found her in this conveniently abandoned cheerleading office…”
That was an invitation, and not one I needed to linger on terribly long. Without a moment’s hesitation, I approached Dakota, pushing her into the office and closing the door behind us. Quickly, she flipped the light switch back on, revealing a small series of rooms adorned with cheerleading posters and racks for uniforms, as well as some light facilities to relax and change in. It wasn’t the most glamorous of love nests I’d had fun in this year, but it was more comfortable than some, and that was all I needed.
I couldn’t tell you whose backpack hit the floor first as we both dropped them rather simultaneously, but I know I was the first to kiss her. I pressed my lips to hers, kissing her deeply and forcefully, my tongue sliding into her mouth and meeting hers as we let the passion overtake us. Our arms wrapped around each other, we held each other close, kissing and making out with a distinct fire that I liked to be reminded of.
While Dakota may have liked to project an image of a preppy bitch, I was one of the few people who got a decent look beneath the surface with her, understanding her as someone who liked to drive people and bring the best out in them no matter what it took. While this may have come across as her being cold and driving to her friends, when the two of us were together it managed to bring out some impressively energetic sex.
“Fuck… fuck, I’ve needed this today,” Dakota moaned as I leaned in and kissed her neck.
“Oh?” I asked, pulling up her skirt so I could grope her ass.
“Like you wouldn’t fucking believe… I would never call hot weather and these formal uniforms an ideal combination, and when that comes along with managing all the others as they complain to me about being in the same boat as me… it’s not been a fun day,” Dakota complained, grabbing my head and pulling me in for a fierce kiss.
“I can fix that,” I said, grinning confidently.
She raised an eyebrow. “Can you, now?”
Of course, Dakota knew exactly what I was capable of when I was properly motivated, but the way she was challenging me, I understood what I had to do next.
I kept grinning, reaching both hands under her skirt and hooking my fingers into the elastic of her panties. “Oh, I certainly can… I can tell you’ve had a long, hard day, and while I’m truly sorry for that…”
I pulled her panties down, dropping them down around Dakota’s ankles. She gave me a dirty little smile as she stepped out of them, gripping my hands and making sure I kept them beneath her skirt.
“…I know some good ways to turn a day like that around… rather quickly, actually…” I said, running my hands over her now bare ass.
Dakota moaned softly, rocking her ass against my hands. “I don’t know… it has been a very long, hard day… it would probably take a lot to really get me to forget about that…”
I smirked, keeping one hand on her ass while bringing my other hand forward, dropping it between her legs. I ran it through her thick bush before probing a couple of fingers into her slit, making her moan and drop her head against my chest.
“I know you’re trying to tee me up for a joke about something long and hard, and while I’d normally be all over that, I really do want to help you get over however long and hard a day it actually was… maybe I’ll save some of that joking for later, but I want you to understand, I’m gonna make you feel good very, very soon… and whether you want it in or out of your formal uniform, that’s all on you, because I really don’t care what you’re wearing while I’m making you cum screaming, alright?” I said, kissing her on the lips gently as I continued to lightly probe her pussy.
I pumped my fingers gently in and out of her slit, gathering up a little bit of her juices before running them back over her clit. Dakota moaned lusciously at my attention to her clit, wrapping her hands around the back of my neck as she held onto me for balance.
“You’ve got a way with your words,” she replied, moaning softly.
I chuckled. “Yeah, they seem to think so at the Puma Press, too…”
Dakota groaned, rocking her hips against my hand to better rub her clit against me. “And a way with your fingers…”
Grinning at the memories of things I’d been up to in the Puma Press’ dark room, I replied, “Yeah, they seem to think that there, too…”
This actually got a real laugh from her, one that was lost in more moans as I continued to fuck her. “Oh, fuck… you really have a way of getting around, don’t you?”
“I’ve had a good year,” I admitted, my fingers now moving more swiftly over her clit. “I doubt I’m the only one in this room who has…”
Dakota was practically purring as she leaned her head against my shoulder, continuing to rock herself against my fingers. “I’d be a bad example for the other girls on my squad if I weren’t a complete and total slut, wouldn’t I? Oh yes… I’ve had a good year… plenty of guys, plenty of girls, adventures both exotic and mundane, messy and fun… I’ve had some good times, some really good times… but if I’m being honest with myself, and with you, and this is a perfect time for honesty, most of them haven’t stacked up to you…”
I grinned, fingering her more intently. “Yeah?”
“Yessss…” she hissed, her eyes rolling back briefly before locking onto me, shooting me a perfectly smug smile. “I’m sure that does wonders for your ego, doesn’t it? Knowing the captain of the cheer squad can’t stop thinking about what destruction your insane cock has wrought on her tight little body?”
“Oh, of course,” I replied, squeezing her ass with my other hand again. “Now that I’ve actually got an ego, it loves being told about how every girl can’t stop thinking about me…”
Sliding my hand between her ass cheeks, I slid my middle finger into Dakota’s ass, causing her to wince and cry out in pleasure and surprise. Her eyes went wide, staring at me with a look of delighted surprise.
“…but it’s not just my cock that’s capable of that kind of destruction, as you well know,” I said, proud as I fucked my finger in and out of her ass while picking up the pace on her clit with my other hand.
“That’s… ahhh… that’s true… too true… fuck… slip your fingers into my pussy, fucking DP me… make me cum while you’re filling both my holes, like that… come on…” Dakota replied, demanding.
As requests went, this was one of the easiest to fulfill. I had two fingers that were already quite wet from fingering her, and slipping them inside of her deliciously tight cunt was not all that difficult to do. I fucked them in and out of her, alternating my thrusts between my fingers in her pussy and the finger in her ass, keeping a good pace that had her moaning and trembling against me. We kissed, deeply and passionately as I did this, Dakota holding onto me for support as her legs trembled and shook.
“So hot… so fucking tight…” I said, not sure which of her holes I was referring to, but knowing she was pretty well past caring at this point. “I’m going to enjoy wrecking you soon…”
“Oh, you better… you better fucking wreck me… it’s been a while, and I fucking need that cock in me… and you know how I get what I want,” she growled, kissing me deeply.
I groaned against her kiss, fingering her more intently, before breaking it to say, “You’re gonna get it… maybe more than you can handle… I’m so fucking ready for you, I might not be able to hold back once we get down to it.”
“Good thing I don’t want you to hold back then, isn’t it?” Dakota laughed, holding on tightly and pressing her body to mine as her trembling became more acute. “Ah, fuck… you’re gonna have me cumming soon already… fuck, I didn’t think I was this ready, but I am… what the fuck do you do to me? Look what you do to me? Come on, do it… harder, harder, come on, DP me harder, give it to me, I want it, I want it all, come on, please, do it, fuck me, fuck me harder, fuck me harder and… AAAAHHHHHH!!!!”
When the orgasm hit her, it hit hard, shaking Dakota to her core and sending her body bucking against mine. I felt a hot gush of juices against my hand as she came messily, her pussy cand asshole both squeezing my fingers exquisitely as she shook and came. Dakota’s loud cries echoed throughout the cheerleading office, rattling the trophy cases and threatening to knock pictures from the wall it was so powerful. She was right about the effect that she had on my ego, and in this moment, it was fairly undeniable that I felt like a fucking king with her.
In spite of my best efforts to hold her up, however, Dakota soon dropped down, pulling my fingers from her pussy and ass along the way as she chuckled and collapsed to her knees. Even wearing her impeccable uniform and looking the sultry, intelligent seductress as ever, she looked a bit of a mess, and I couldn’t help but enjoy the pride that came with knowing that I was the one to make her that mess.
Wobbling about on her knees as she got her bearings, Dakota laughed to herself. “Ah… that’s it, that’s the good stuff, right there… fuck, that was good… thank you, Ryan… just… thank you…”
I ran my hand through her hair where she knelt, savoring the feel of her soft, dark brown locks as she looked up at me with that giddy post-orgasm haze. As Dakota was a girl who valued a certain level of self-control and composure, seeing her in this particular state always felt special in its way. I loved doing what I could to break the shells of the girls who had particularly thick ones, and seeing her like this, floating and smiling and laughing at me like this in the wake of an orgasm that brought her to her knees… well, you could say I was enjoying it.
I enjoyed it even more when she found some of her senses and leaned forward, fumbling with the front of my jeans as she tried to work my belt and zipper.
“A real cunning plan you had there,” Dakota acknowledged, nodding at me. “Coming over here, finding the first cheerleader you could, seducing her and making her cum until she couldn’t help but fall to her knees in front of you. Absolutely ideal for you to get whatever you want… you did want a blowjob, right?”
Asking me what I did or didn’t want certainly didn’t seem to change whatever plans Dakota had, especially as she dropped my pants around my ankles, which made my answer pretty easy.
“Obviously,” I replied.
“You can be so predictable sometimes,” she teased, leaning in and playfully kissing my bulge through my underwear. “But sometimes predictable’s a good thing.”
Dakota’s delicate, skillful hands slid up my thighs, teasingly gripping my erection and massaging my balls through my underwear. I moaned at her enthusiasm, gently thrusting back against her hands and chuckling to myself.
“I mean, I like to be full of surprises, but, yeah, there’s sometimes where it’s great to know exactly what you’re getting into. I get it,” I said.
Teasingly, Dakota leaned in again, wrapping her lips around the side of my cock through my underwear and sucking. It was a strange sensation, but a thoroughly pleasurable one, as she kept looking up at me with an eagerness that drove me wild.
Taking her mouth from my cock, she hooked her fingers into the elastic of my underwear as she replied, “Exactly. That’s what can make it such a pain in the ass to screw around with new people… unknown quantities like them, even with some good reviews, they can often disappoint… but you, Ryan, you’ve never disappointed me. It may be terribly unromantic to say I enjoy your company for your reliability, but that is certainly an element to it… with you, I know exactly what I’m going to get… a guy who knows how to please a woman…”
Tugging my underwear down, Dakota had to dodge back slightly as my thick, ten-inch-long erection fell down, almost hitting her on the cheek.
“…and this fucking beautiful monster of a cock… oh, fuck, it’s been far too long…” Dakota said.
I was about to return the sentiment, but Dakota sucking most of my cock in all at once had a way of throwing off my ability to form coherent sentences. She always was something of an overachiever, and she was seemingly trying to prove that to me right now as she took in more than half of my cock in a single bob, before pulling back, then taking even more down her throat. With a quick, enthusiastic gagging sound, she soon took the rest of my cock down her throat until her nose was pressed against my pubic hair, looking up at me with watery, triumphant eyes before she pulled back and let my cock fall from her mouth, a single trail of drool and precum still connecting us.
She smiled up at me smugly, removing her gloves and taking my now-slick cock in both of her hands, jerking it as she looked up at me with a curious and superior look on her face.
“Fuck… that felt good to get back down my throat,” Dakota continued, leaning in to place a messy kiss on my cockhead.
“Oh, believe me, that felt considerably better on my end,” I chuckled, running my hand through her hair again. “Holy fuck…”
“Holy fuck is right,” she said, continuing to stroke me with both hands while running her tongue over my cockhead. “Fuck, I’m torn… on the one hand, this uniform’s a bitch to clean and I kinda want to get out of it before anything else… but on the other hand, when I’m down on my knees, dressed like this all formal and proper-looking when I feel like anything but on the inside, I kind of want to be used like a whore, just have you fuck my face and make a complete and utter mess out of me. Usually this decision would be a lot easier, but, you’ve got a way about you that can make these kinds of decisions rather hard.”
“This is one of those things I’ll say sorry-not-sorry for,” I said, leaning forward and pressing my cockhead against her lips again. “Maybe… why don’t you suck me for a while like this, get all your dirty whore fantasies out, but I won’t cum… and then we can find someplace a little more comfortable where we can just get naked and fuck like crazy?”
Grinning, Dakota slid one of her hands down to cradle my balls, gently stroking them. “My, my, my, Ryan… you can just say the most romantic things sometimes.”
“Not my intention… but, whatever works, right?” I asked.
“Whatever works,” she confirmed, leaning forward and sucking my entire length down again.
“Ah, fuck…” I groaned, dropping my head back.
Though Dakota was an artist with deepthroating me, in the interests of keeping this exciting and not terribly messy, she mostly sucked on half my cock, stroking the rest with both hands as she bobbed up and down on me. I gripped her hair tightly, fucking back into her face, enjoying the perfect suction she applied as I began to lose myself to her pleasure.
Actually, as it was, I was beginning to lose myself a little too much to the pleasure, and had to make a decision here and now. As fun as it would have been to just cum down Dakota’s throat, I didn’t want to kick things off that way, no, not when I had the hot cheer captain all to myself, and not when the two of us were only just getting started.
“There a couch back in there somewhere?” I asked.
Dakota moaned around my cock in confirmation, darting her eyes to the side to better indicate where we should be going. I didn’t need a ton of instruction on this after her initial glance, and nodding, I pulled my cock from out of her mouth, then reached down to help her up.
Dakota got to her feet shakily, smiling at me and kissing me on the lips. It was a sloppy kiss, but thoroughly enthusiastic, the two of us losing ourselves in each other for a moment before she broke it with an utterly delicious grin.
“You know how fucking good at this you are, don’t you?” I asked.
“Uh huh…” Dakota confirmed, running a finger along my jawline. “And you know how good at this you are.”
“I do,” I replied.
“So, why don’t we stop talking about how evenly matched we are and start actually doing something about it?” she asked, strutting away into the other room.
I looked down to that short skirt of hers, the sway of her hips and her impressively round ass further burrowing into my mind as I stood there transfixed for a moment, then let my arousal take me over. With quick, practiced movements, I got out of my shoes, socks and pants, then tore my shirt off, darting naked into the next room so I could find and fuck Dakota.
She stood in the next office, waiting for me. She’d taken her top off, revealing the creamy expanse of her toned upper body and her deliciously bare C-cup breasts. Her nipples, puffy and quite sensitive by my experience, stood out prominently, while she had a delicious little look of absolute lust on her face that I wanted to explore much, much further. While she’d removed her top, she still had much of her cheerleading outfit on, keeping her knee-high socks and short skirt, while she’d also pulled her gloves back on.
“Fuck,” I muttered, in awe of the sight of her. “You’re like a cheerleader fetish scene come to life.”
“Thanks,” Dakota replied confidently. “That was what I was going for…”
For emphasis, she kicked her leg up in the air in a nearly vertical split, grabbing her foot with one hand to keep the position and show off how little she had on underneath her skirt, while bracing her other hand against the wall to support herself in this awkward a position. The view of her dark, full bush, moist pussy and luscious ass had a way of keeping my attention, my cock twitching in anticipation at the sight of her.
“Of course, if you really wanted to complete the whole fetish scene, I guess I’d have to do something like a cheer, but I’m not feeling that cheesy, and I think we’d both have a lot more fun out of this if you tested my flexibility instead, right?” Dakota proposed, smiling brilliantly at me without breaking her position.
In awe of her beauty and flexibility, I replied, “That’s… yeah, that would be a fair bet… holy fuck, you look so hot right now…”
“I know,” Dakota replied. “And while this position certainly looks cool and sexy, it’s also one I can only hold for so long, so if you want to fuck me while I’m in this fetish-y and thoroughly impractical position, I’d recommend you do it now while you still can.”
Honestly, I hadn’t even considered fucking her in this position due to the practical concerns, but if that was how she wanted it, I didn’t need to be told twice. My cock leading the way, I walked up to her, pushing her skirt up higher and teasing my cockhead over her entrance. We were both rather enthusiastic for what was coming next, and between her blowing me and my fingering her earlier, we were both slick enough that I wouldn’t have too much of a problem getting into her.
Nevertheless, fucking a girl in the splits was fucking a girl in the splits, and that was never one of the easiest positions to enter from. As I lined my cock up with her pussy lips, I could feel that distinct tightness that came with this exact position, and while I knew it would be a bit of a challenge, I also knew that the two of us were excited enough that we’d make this work.
I looked deeply into Dakota’s beautiful blue eyes as I pressed my cockhead against her hot, wet entrance. She looked at me, smiling, biting her lip and nodding in acknowledgment of the challenge to come.
“Do it,” she murmured, pushing back against me. “Fuck me… fuck me like a dirty whore… fucking give it to me like no other guy can…”
Grinning and nodding, I complied quite happily, pushing my cock into her steaming hot folds. We both let out our own little sounds of pleasure, a high whimper from her, a low hiss from me, as my cockhead parted her tight folds and I slowly began to bury my length inside of her. In this position, she was tighter than tight, and I was enjoying every inch of her hot depths as I pushed further and further into her, enjoying this nearly as much as Dakota did, it seemed.
“Oh, goddamn… goddamn that’s good…” she groaned, dropping her head slightly. “Fucking hell, keep going, keep giving me the rest of that beast… yesyesyes, give me more, give it to me and don’t stop… don’t stop until you’re balls deep, come on, I can take it, give it to me… give it all to me…”
I held onto Dakota tightly, bracing my legs apart enough to help support her as I further pushed into her. There was no way that this was a position we could maintain for very long, given its acrobatic nature, but there was something about the novelty of it that certainly made it worth trying just to prove that we could. Dakota had always been one of the more inventive and passionate girls that I had been fucking around with during senior year, and though it had led to the occasional compromising position (like our encounter in the little theatre), more often than not it had led to some of the year’s most intense memories being burned into my memory.
With a final, conclusive thrust, I shoved the last couple inches of my cock inside of her tight, hot cunt.
“Ah, fuck!” Dakota exclaimed, nearly losing her already quite precarious balance. “Fucking hell, that’s big… so fucking big. Holy… holy fuck…”
“I mean, it’s as big as it’s ever been… but, thanks,” I groaned pleasantly, holding tightly to her as I pulled out a few inches, then slid them back inside of her. “You’re tight as always… tighter now, of course… but so fucking tight…”
I thrust in and out of her again. “…and hot…”
I gave her another pump. “…and wet… fuck, I could take you like this for a long, long time, feeling this tight…”
Dakota purred contentedly, looking back at me with no small amount of pride as she gripped my cock with her pussy muscles. “While I appreciate your enthusiasm… yeah, this position’s just for fun; there’s no way in fuck I’ll be able to hold up to much sex like this…”
“No?” I teased, pulling out and thrusting back into her again cheekily.
She groaned, squeezing my cock even harder. “Yeah, no… and I know you know it’s gonna be a lot more comfortable on that couch over there… no, we do this for a bit, we show off to ourselves to let each other know we can do this, but after that, we get back down to some of that nice and nasty sex we know how to do so well on the comfort of a flat, soft surface where we can really go to town on each other.”
I laughed, because she did know me, and, well, the challenges of creative sex. Some of the most interesting-looking positions were also some of the most arduous to actually enjoy, and if balance weren’t an issue here, before long our knees and backs actually would be the issue. Like Dakota said, we did this not because it was our favorite thing to do, but mostly just to show that we were young and dumb and flexible enough to do something this silly and showy before we got down to the more comfortable rhythms of sex we knew well. It was one of the things I loved about Dakota’s intelligence, it made her both creative, and terribly practical, a balance that worked out well when we were together like this.
So, while this position was still novel and before it became a literal pain in our backs, I held tightly to Dakota, and I fucked her properly hard. With her hand braced against the wall and her foot on the floor, I held her up in her vertical splits, building up a quick pace as I fucked in and out of her tight little cunt, pulling a delightfully dark mix of moans and curses from the dark-haired cheer captain.
“Goddamn it… fucking hell, that’s fucking deep… fucking deep and big and hard, goddamn, fuck me harder, Ryan… fuck me harder, you know I can take it… take it better than almost every other girl here, come on, give it to me, fucking take me, use me, fuck me, Ryan, fuck me harder! Harder!” Dakota wailed, her tits bouncing wildly as I fucked her in this unconventional position.
“Feels so good…” I groaned, really pounding into her. “You’re really, really fucking tight when you’re doing this, holy fuck… just thought you’d want to know, because… fuck, so good… so fucking good…”
“Uh huh…” Dakota laughed. “I am good. The best… and because I’m smart enough to not just know that I’m the best, but also my limits, I think it’s time for the couch, don’t you?”
Feeling the beginnings of something in my knees and back, I heartily agreed, “Oh yeah.”
“Awesome…” she replied.
I pulled out of Dakota, letting her drop her leg to the ground and watching as she pushed off the wall, standing in front of me on mostly stable feet. Though there was a brief stumble as she got her bearings back, she then looked up at me and smiled brightly.
Grasping her by the shoulder, I asked, “Are you alright?”
Mock brushing herself off, Dakota replied, “I am the lizard queen, I can do anything… and by that, I mean I am most certainly fine. Come on, let’s get over to that couch and fuck.”
“Agreed,” I answered, taking Dakota’s offered hand and following her over to the couch, enjoying her eagerness as she threw me down so I was sitting on it.
I looked up at her, hard and eager and feasting on the half-naked fantasy standing before me, licking my lips in anticipation. Dakota, knowing she had a rapt audience with me, ran her hands over her body tauntingly, teasing her skirt up so I could see her recently-used pussy.
“Fuck… you really know how to get me all hot and bothered,” Dakota laughed, dropping her skirt back down. “And you know I thought that today might actually be boring?”
I grinned up at her, enjoying the sight of every dirty, exposed inch of the gorgeous cheerleader in front of me. “You know, I stopped expecting days were going to be boring months ago… every time I think that, something comes up… so now I just try to start my days without expecting anything in particular to happen and see what comes up from there.”
“Smart move,” she answered, crawling on top of me on the couch and straddling my hips. “I keep telling myself I’m going to do that, but then life finds enough of a cycle of its own that I think I can know what’s coming, that I’ll know exactly what I’m going to do and how I’m going to do it…”
Gripping my shoulders in her hands, Dakota pulled closer to me, lifting herself up just enough that she could get my cock under her skirt, allowing her to grind her soaking-wet pussy against me and causing both of us to moan.
Grinning, she continued, “…and then something comes up… a crisis, an opportunity… you.”
“Me?” I asked, amused.
“Yes…” Dakota hissed, pushing herself up so she could slide my cockhead back inside of her once again. “You didn’t think you were the only one who had ‘something come up’ and change their day at Regan Hills High, did you? We’ve all got a little bit of our own main character energy, and just like some slut throwing herself at you can change your day, you stumbling in looking for some action has a way of making our day that much better. So, yeah, you’re definitely one of those things that can make a day anything but boring.”
She settled down on me, slowly, not stopping until our hips met and she had every inch of my erection deep inside of her.
I groaned, wrapping my arms around Dakota and pulling her in close to me, kissing my way up her neck before meeting her lips with my own. I kissed her long and deep, melting into our making out as she rocked her hips against me. We weren’t fucking yet, no, that would always be quite a bit more energetic when Dakota was involved, but in this moment it felt nice to bask in the knowledge of what I could do to brighten her day.
I broke the kiss, grinning at her. “Well, I hope you know the feeling’s mutual…”
“Yeah?” Dakota asked.
“Yeah,” I replied, sliding my hand under her skirt and gripping her ass forcefully. “I know we haven’t had many chances to get together, but whenever we do, you kind of find a way of dominating my day… you know you can be a fucking force of nature when you want to be, don’t you?” I asked.
Smirking, she began to rise and fall on my cock, riding me slowly. “Funny, I thought I was always a force of nature.”
“Point taken,” I teased, fucking back against her at the pace she was establishing.
Dakota moaned, leaning into me and pressing her breasts to my face. I latched onto one of her nipples easily, suckling at her as she picked up an even more rapid pace in riding me, bouncing up and down on my cock. I braced my feet against the floor, spreading my legs just enough to really gain some stability and letting me fuck up into her. With my hands on her ass, I was able to offer quite a bit of support and really start to go at her, pumping my cock up into her with every bit of energy she had decided to give me.
“Ooh, fuck yes…” she groaned, pushing me back into the couch so she could look me in the eye while we fucked. “Yes… this… this is fucking making my day… don’t have to worry about any of that looking nice for pictures crap, no, all I have to do is fuck, and cum, and ride you and make myself into your dirty whore… fuck… something freeing there, not having to worry about any of that stuff and just give myself over to being a slut…”
I slid my hands up her sides, groping her tits as she rode me. “Yeah, I know a little something about that.”
Dakota laughed. “I bet you do… fuck… you’re one of the biggest sluts around… maybe the biggest by this point… that’s probably about as normal to you as breathing at this point, isn’t it?”
Grinning up at her darkly, I squeezed her nipples nice and hard. Dakota could take as well as she got, but in her currently heightened state, she couldn’t help but feel that. Staring into my eyes, she first tried to bite her way through it, to not let me know exactly how much I was getting to her, but as I applied more pressure, she couldn’t help but break. Dakota cried out, arching her back and pressing her breasts more firmly against my hands, allowing me to better grope her while fucking her more intensely.
“You would know for comparison,” I replied teasingly, sliding my hands back down so I could grip her ass under her skirt.
“I would know,” Dakota confirmed. “I surround myself by the best and brightest sluts Regan Hills High School has to offer, and I don’t pretend I’m any different from them… it’s a lot more fun this way, don’t have to fuck around and try to define terms or anything like that; we all know what we are and what kind of fun we can have together. It’s efficient, and it’s smart…”
“Just like you,” I said, smirking up at her as I took one hand from her ass.
SMACK!
Dakota yowled at me quite perfectly as I spanked her, her eyes blazing at me.
“Harder,” she whispered, bouncing up and down on my lap with an even greater fervor.
Still smirking, I raised my hand again.
SMACK!
SMACK!
SMACK!
Now, there are few pleasures in life quite like spanking a cheerleader while she’s riding you balls deep, and I highly recommend taking that opportunity should it ever come up in your life. That being said, there were few girls with asses quite as perfect as Dakota’s, and she fucking knew it… no, she fucking reveled in it. Every time I made contact with her ass, she was driven to fuck me harder, bouncing up and down at a greater speed, her hot, wet pussy clutching my cock ever so perfectly with every bounce.
“Goddamnit…” Dakota moaned, trembling on my cock as she kept bouncing. “That’s… that’s fucking good…”
Sensing that she was slowing and could use a change in position, I wrapped my arms around Dakota tightly and rolled to the side, forcing her onto her back on the couch while I stayed firmly inside of her, now allowing me to really take control and fuck her like she needed to be fucked. Though she first looked up at me with surprise, the way her smile broke, wide and free, I knew this had been the right move.
“Yesssssssss…” she hissed, her eyes rolling back. “Oh, god yes, fuck me… fuck me, Ryan, fuck me harder!”
“Oh, I’m gonna fuck you harder…” I grunted, pumping into her. “Because I’m good…”
“…the best…” Dakota moaned, wrapping her arms and legs around me so she could better hold on for dear life.
With that nice little bit of additional ego stroking out of the way, I grinned down at her and began to properly pound away at her cunt. There was no need anymore to do this in any way resembling slow; Dakota liked it hard, and I liked giving it to her hard, so we both knew exactly how this was shaking out. I planted my knees on the couch firmly to get better leverage, allowing me to get nice and deep with every thrust.
“So tight… so hot… fuck, why aren’t we doing this more often?” I grunted, reaching up to squeeze one of her tits while I fucked her.
“Hey, you’ve got your story, I’ve got mine… we lead busy lives, school, extracurriculars, slutting around… just means we gotta make the most of the time we’ve got together while we’ve got it,” Dakota replied.
“Makes sense,” I replied, pounding into her with enough force to make the couch shake and groan. “Though that time probably isn’t going to be that much longer… not the first part of it, anyway…”
She smiled as she considered my warning. “Cumming?”
Feeling the swelling in my balls, and then I nodded. “Soon. Very soon.”
“Me too… fuck, me too…” Dakota moaned, rocking her hips to better give her the angle that she needed to get off from this delightfully savage fuck. “Just keep going, a little longer…”
“I don’t know if I’ve got a little longer in me,” I admitted.
“I don’t need a lot out of you, just a little more…” she replied, rocking her hips with me, her breathing increasing as she urged me on. “Come on, Ryan, I know how hard you can go, just give it to me, a little longer, a little harder…”
“Cumming soon…” I warned, feeling her tighten her arms and legs around me, her pussy squeezing my cock so perfectly I thought I’d lose it at any moment.
“Come on…” Dakota urged. “Give it to me… fucking give it to me… make me cum… give me that cum… give me every last fucking drop, nice and deep, Ryan, come on, you’ve got it, harder, harder, fuck me harder…”
Soon, not even words could hold me anymore, as my need for release was too great. “Ah, fuck! I’m cumming! I’M CUMMING!”
“Yes, yes, yes, yes, YESSSSSSSSS!!!” Dakota roared triumphantly, holding me tight with her own powerful release.
As she shook and came and her pussy muscles squeezed me hard from her own powerful orgasm, I unleashed inside of Dakota Lewis. I couldn’t tell you exactly how big a load it was, but it felt like she had managed to drain every drop of cum I had inside of me, plus quite a few more, with that first shot alone, but with this quaking, trembling cheer slut beneath me doing everything she could to make sure I gave her my absolute best, she managed to pull out of me well past what I thought I had stored up. As orgasms went, it felt like it went on close to forever, even though it likely wasn’t any more impressive than my usual, but with the high I was riding, I was willing to assign it a superhuman descriptor for how good it felt.
With her pussy still gushing and spasming beneath me as I filled her up, Dakota’s yells became low moans, her mouth pressed tightly to mine as she rode out the last waves of her orgasm, just as I rode mine out to its natural conclusion.
Feeling pleasantly drained, and glad that I came out today, I slowed, dropping shakily on top of Dakota and kissing her deeply. We made out like this in silence for a moment, holding on to each other and generally enjoying each other’s company in the afterglow of a truly powerful fuck, before she looked up at me with a delighted grin.
Responding in kind, I smiled and asked, “So… feel adequately used like a dirty whore?”
With a playful little grin, Dakota replied, “Hardly.”
She ran a hand down my abs, smiling up at me with wicked intent. “I hope you don’t think you’re finished here… because, while I’m admittedly not warming up anymore, that doesn’t mean I’m not ready for more… once I catch my breath.”
I laughed. “I hear ya… and once I get mine back, yeah, I’m with you, too… just let me get my breath, get hard again, and I’ll make sure you’re as dirty as you wanna be.”
Dakota’s grin broadened. “Perfect.”
“I have my moments,” I replied with a cheeky little smile, before going in to kiss her again.
Comments
Stingyjack
That’s a good one. Mines probably Halloween or the cheerleaders party. Whose more evil in your opinion kyle or Micah?
EnigmaCharmer
Hard to say, but probably the Drama club arc
Stingyjack
Hey out of curiosity what is your favorite arc?
Stingyjack
Kaitlyin. She’s the og, has the best personality and I feel she has a lot of backstory we haven’t heard.
EnigmaCharmer
Outside the main three (Kaitlyn, Brooke & Sarah), I'd say Dakota and Sasha are tied for my favourite cheerleaders. How about you?
Stingyjack
Is Dakota your favorite?
Stingyjack
I wish we got more of Dakota like A cheerleader spin-off series. Like they go to cheerleading camp or a contest or something
EnigmaCharmer
Such a hot scene, hope to see more of Dakota again; she and Ryan have such great wit and chemistry together
Mituindal
In the Cheerleader orgy, when she asked him to fuck her mother.... I read a lot of your sex scenes ;)
aimingtomisbehave33
There was a scene earlier in the main series where Sarah and Ryan got it on in the standing splits, though I couldn't say off the top of my head when exactly it happened. I write a *lot* of sex scenes, haha.
Stingyjack
Its fitting for the head cheerleader though I think Brooke did it the first time she and Ryan fucked
Stingyjack
That was a fun story as Dakotas usually are
Evan Bistram
Very hot and fun scene, loved where it took place and the splits, so surprised that hasnt been used yet, atleast as far as i can remember, lol.
