All Grown-Up (Original Modern)

Poll Winner

Themes: Virgin Sex, Marathon Sex, Fucked Silly

Summary: Based on this image. Tommy and Alex were inseparable when they were younger, but then Alex had to move away. Years and years later when they're both adults, Alex returns to town and surprises Tommy, who had never realized that she was a 'she' in the first place. Needless to say, they quickly go back to being inseparable... but things have certainly changed between them all the same.

-x-X-x-

Time was a funny thing, wasn’t it?

“What’s the matter, Tommy? Still can’t catch me even after all this time?!”

It made fools of them all… or something. Admittedly, Thomas had never been a particularly heavy thinker. But he thinks he heard something like that said once upon a time by one of his college professors.

“I’m gonna win at this rate, Tommy! Endzone is in sight!”

Her taunting washes over him, admittedly having less of an effect than she might have wanted since he’s rather focused on other parts of her instead of her big fat mouth.

Like her tits, which are barely contained in the too-tight black top she’s wearing. Bouncing all over the place even as she bounds across the field. Or her ass, which is all but hanging out of her too-tight shorts. She might as well be wearing a thong! And don’t get him started on her legs, glistening with sweat as she pumps herself forward for all she’s worth.

She’s the complete package. The real deal. And to think… he didn’t even know she was a woman until they’d finally met up again after all these years.

“C’mon Tommy! Tackle me like a man, you bitch!”

He shouldn’t… and yet, her words activate him like some sort of weird sleeper agent. They trigger a core memory from Thomas’ childhood that sends his own pistoning muscles into overdrive. Admittedly, he might have been holding back a little bit. After all, he WAS the football player of the two of them, wasn’t he? Only college football, nothing professional, but even still…

With a grunt, Thomas launches forward and grabs hold of the big mouth who’s been shit talking him this entire time. He takes her to the ground rather roughly, while trying to be mindful of the fact that neither of them are wearing any protective gear. Still… the end result is the same. The football goes flying out of her hands, the air is driven from her lungs, and Alexandra is left pinned beneath his greater weight.

Immediately after, he has regrets, of course.

“A-Alex! Are you okay?”

But when he tries to pull away, Alexandra reaches back behind him and grabs his forearms, yanking him back down. Then, for good measure, she lifts her hips and arches her spine, thrusting her ass right into his crotch and… and wiggling it of all things!

Thomas yelps. It’s a little embarrassing, but even though he’s a college football player and has gotten a LOT of offers, but at parties and through social media, he’s still never actually… done anything before.

But now here he is, getting reverse-grinded by his childhood best friend!

“Alex! What the fuck are you doing?!”

Quickly, he pulls back, breaking her grip on him. In response, Alex just rolls onto her back under him, a wicked and impish grin on her lips as her incredibly large breasts bounce and jiggle with each heaving breath she takes.

“What’s it feel like I was doing? To the victor go the spoils, Tommy~”

Flushing, Thomas huffs down at his friend who… well, she’d really grown up, hadn’t she? They both had. When they were younger, Alexandra had been such a tomboy that Thomas hadn’t even realized she was a girl. And then she’d moved away all of the sudden and well… it hadn’t come up until she’d rode back into town like a returning champion, all grown up.

Alexandra as an adult was ALL woman. Massive chest, massive hips, massive ass… and yet, she still acted like a tomboy. Refused to accept that he was any better at sports than when they were kids, challenged him to this little game to prove it.

… Now he was starting to think she maybe had ulterior motives though. As he stares down at her blankly, Alexandra’s cocky smirk drops after a moment and she begins to squirm beneath him self-consciously.

“I-I mean… I guess unless you’re not into me. I’d get it if-mmph!”

Funnily enough, her dropping the façade and showing her true self… is all Thomas needs to finally realize what he wants. Leaning forward, he captures Alexandra’s lips in his own, kissing her deeply right there on the spot as their chests press together at the same time. Her eyes widen before slowly drifting halfway shut as she moans into his mouth and kisses him back.

After a moment, Thomas looks for her hands, hoping to push them back on either side of her head and lace their fingers together… but he can’t find them, weirdly enough. The reason why becomes readily apparent a moment later when he feels deft fingers suddenly working open his shorts down below, pulling out his already hardening cock.

The shirtless college football player groans into Alexandra’s mouth as her hands wrap around his dick and begin stroking him up and down, quickly getting him to full mast. After a moment, they break apart for air and she uses that opportunity to free her own body from the restrictive confines of her garments as well. One hand remains on Thomas’ cock, even as the other yanks up her top and lets her breasts bounce free before darting down to yank her incredibly tight thong-like shorts aside.

“I thought you’d never get the hint, Tommy.”

Reaching out, Thomas grabs a tit and gives it a hard squeeze.

“It’s Thomas now.”

Alexandra’s breath hitches as he fondles her tit and even rolls her nipple in between his fingers. Fuck, where was all this confidence coming from? This whole situation felt a little surreal. And yet… he refuses to back down. Even as she suddenly takes his throbbing mast and spreads her legs nice and wide, bringing his cockhead down to her slippery wet slit.

“Mm, Thomas… fuck me. Fucking take me like a man, you bastard!”

Well at least he’s not a ‘bitch’ anymore. Grinning, Thomas surges forward. His hand on her tit stays there, continuing to grope and squeeze to his heart’s content. His mouth goes back to her mouth, covering her lips with his own and silencing her as she moans into him. And his cock? His cock spears forward as Thomas loses his virginity right there on the spot, groaning all the while. The college football player shudders as Alex’s pussy clenches and squeezes down around his thrusting shaft.

She’s so hot, so wet, and so damn tight he can’t even truly describe it. But he doesn’t need to describe it… he just needs to enjoy this moment for what it is. Without hesitation, Thomas begins to really give it to Alex. Never mind that they were in the middle of a field… nobody else was around. It was just the two of them, ‘settling things’ between them once and for all.

And what a fucking settlement it is. The sound of flesh slapping against flesh soon fills the air as Thomas jackhammers in and out of Alexandra’s pussy. Under him, the raven-haired tomboyish coed moans wantonly into his mouth, all while her nipple grows harder and harder in his hand. Her body shudders and shakes in some truly obscene manners, all while her pussy flexes along his length like a damn vice.

But no matter how hard her velvety insides tighten up and squeeze down on him, Thomas never lets it get in his way of thrusting in and out of her at lightning speeds. He’d always thought his first time would be slow and gentle or something. Whoever he had sex with, Thomas had known he didn’t want to hurt them, and he was a big strong guy who could wind up hurting most women if he wasn’t careful.

PLAP! PLAP! PLAP!

Not Alex though. Beneath those womanly features of hers, setting aside her huge tits, massive ass, and wide hips… she was still every inch the tomboy she’d been when they were younger. Her body is a machine, chiseled and muscled underneath all those feminine curves she was sporting. Really, if he hadn’t kept up with football, if he wasn’t a literal college football player, Thomas isn’t even sure he would have been able to catch and tackle her to the ground in the first place.

Put bluntly, this means Alex gives as good as she gets. They fuck for what feels like an eternity and no time at all, with her wrapping her arms and legs around his body and clinging to him for dear life the entire time. Until finally, she lets out a lewd cry as they break apart for more air, and Thomas feels her tipping over the edge for him.

“F-Fuck! Cumming!”

He groans as her pussy walls try to squeeze the life out of his dick all the harder, but he doesn’t let even that stop him. Eyes flashing with raw determination, he growls and keeps fucking Alexandra right through the orgasm… something she chokes on her spit over.

“F-Fuck Thomas… fuck, d-don’t stop!”

He has no intentions of stopping, to be fair. In fact, he’s just getting started. Continuing to slam home into her grinding, wet, hot insides over and over again, Thomas snarls as he squeezes her tits with both hands and leans forward to suck at her neck. Alexandra just moans some more, her body paradoxically pliable and hard at the exact same time.

She really is the perfect woman for him. But is he the perfect man for her? Thomas has dealt with such insecurities all his life, truth be told… and sometimes he’s let them take control and keep him from being happy. Not this time though. This time, the young man doesn’t let his insecurities control him. There’s only one thing that matters at this point… making Alexandra feel good.

Of course, even in the midst of his efforts to bring the gorgeous coed to climax again and again, Thomas can’t ignore his own body’s reactions to the copious amounts of fucking they’re doing. In the end, her pussy walls tread dangerously close to milking him of his release, forcing him to pull back with a groan.

“Alex… I’m gonna blow soon…”

Alex tenses up under him and even clings to him a little tighter for a moment… before suddenly letting go.

“Mm, in my mouth… not ready to be a mom yet.”

That was fair. He wasn’t ready to be a dad either. They were both still in college after all, with all the time in the world and their whole lives ahead of them. Pulling out of Alexandra at the last second, he moves so fast he inadvertently slides his cock through her massive mammaries instead of over the top of them.

But she doesn’t mind. In fact, she’s quick to grab her own tits and press them up against the sides of his cock, trapping his throbbing dick between her hot, soft pillowy jugs. Then, she leans forward and opens wide just in time to capture the head of his cock between her lips.

Needless to say, Thomas explodes right there on the spot. With a loud groan and a head thrown back, he proceeds to cum and cum for what feels like an eternity, his dick disgorging its load right into Alex’s mouth, where she happily swallows his seed gulp after gulp, rope after rope. He’s not sure how long it truly goes on for, only that even after he’s done, Alexandra doesn’t stop what she’s doing. Her tits remain wrapped around his cock, her lips remain wrapped around his dick tip.

She looks up at him with eyes that glitter with avarice, her desire clear. She’s not done yet, even after their first time together… and to be fair, Thomas realizes that neither is he. His cock is still hard and she’s still looking imminently ravishable. Is he really going to stop now? No, of course not… but at the same time…

“Let’s take this back to my place, Alex.”

Pulling off of his cock with a pop, Alex looks around for a moment, no doubt noticing the same thing he had… namely that the sun was setting. Sure, there wasn’t anyone out here to bother them or see what they’re doing, but also, fucking in a dark field is very different from fucking in the daytime under the sun’s rays.

“… Sure. That sounds like a good idea.”

Chuckling, Thomas rises to his feet and then helps Alex up. Together, they make their way back to his car… and then they wind up fucking in the back of said car instead of actually driving off. Eventually though, after they’ve both cum again, they do get their acts together and drive home to where a much needed shower is waiting for them both.

… They fuck in the shower too and have to take ANOTHER shower just to get clean. Which turns out to be a bit premature because after the clean-off shower, they just wind up fucking in the kitchen while snacking on some quickly made sandwiches Thomas puts together while Alex is sucking his cock again.

Truth be told, he kind of loses track of how many times they fuck that night before both eventually pass out naked in bed in one another’s arms. But in the end, it doesn’t matter. What matters is that they have each other and are finally together… and neither of them is going to let anything separate them ever again.