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It's a gloomy October evening when Sherry's insistence finally opens Leon up to the idea. She shifts nervously on the balls of her feet, expression shy and naive, like she isn't asking for the impossible. From a cop, nonetheless.
And that's all it was. Her idea. He hadn't planned for this to happen; he knows better. Except he’s been thinking about her constantly since the moment they met — round cheeks, plump lips, that innocent look that makes his cock twitch in a way he hates acknowledging.
So maybe he is fucked in the head. But you can't exactly blame him, not after Sherry asked so nicely, so eagerly. Guilt settles heavy in his gut as he watches her, bright-eyed despite everything, crawl onto the shitty motel mattress, her panties stretching over her ass in a way that feels intentionally teasing
She's completely oblivious to Leon's internal mess of feelings, and somehow that only makes it worse. She’s too naive, too trusting, and he hates how much he loves it.
Even with the intrusive image of Claire finding out what was about to happen, a very real possibility, he's so wound up it hurts. A band ready to snap, a spring ready to burst– what the fuck is he even doing here?
“Leon?” Sherry whines from the bed as she rubs her hands over her arms in a self-conscious, self-soothing gesture. She can't believe she's really about to lose her virginity, to go all the way with someone as cute and experienced as Leon. Butterflies erupt in her stomach and her clit throbs with impatient excitement.
Leon, still stuck at the end of the bed, shoots her a hesitant smile, silently praying she doesn't notice how uncomfortable he really feels. She doesn't, of course, too wrapped up in all the ways she's going to brag about this to her school friends once it's over. They're going to be so jealous.
Leon finally allows himself to move onto the bed, hovering just above Sherry. He can't help but notice all over again how severe their size difference really is. His dick is the size of her forearm, probably, he'll have to compare them later.
He slides a large hand under her shirt, splaying it gently over her tiny stomach. She feels so fragile. He feels his cock throb again. Sherry squirms under his hold, a frustrated frown pulling at her face as he takes his time, taking too long to touch where she really wants. It pulls a small chuckle from him though, and Sherry feels another pang of attraction shoots straight to her cunt.
“Impatient,” Leon teases, an amused smirk spreading across his face. He pushes her shirt above her chest, exposing her tits to the cool air and his heavy gaze, before pressing her against the bed and holding her there. He subconsciously holds his breath as his calloused thumbs linger on her tiny pink nipples, soaking up the way her face morphs into quiet, reluctant pleasure.
Fuck, he's in trouble.
Leaning down, he captures one in his mouth, letting his tongue swirl around it as he tries to ignore the queasy feeling coiling tighter in his gut. His large hands roam her sides, tracing the soft swell of her hips.
He feels like he’s floating, caught somewhere between autopilot and heightened awareness. Beneath him, Sherry’s gasps melt into light, airy giggles as he trails soft kisses down her stomach. It shouldn't make his head spin as much as it does.
He wants her first time to be memorable, like he's some stupid loving boyfriend who actually deserves her. He shifts down the bed until he’s face to face with her panties — small and cute, like her, with a tiny bow on the front. A perfect little gift straight from his most perverted dream. He’s too fixated on peeling them down her thighs to catch the nervous look that flickers across her face. Not like he could stop now, or would, with how her chubby cunt is dripping in front of him.
“Ah-” she gasps in surprise when Leon slides his tongue through her folds without warning. There's no twinge of guilt or regret while his tongue is occupied with sucking her clit, pulling shaky, pleased sighs from the little girl.
He could get used to this; alone in this grimy hotel, face buried between her legs. It feels like they're the only two in the world.
“Leon…” Sherry's voice comes out wobbly, “feels good, don't stop…” Her fingers curl in his hair, trying to pull him impossibly closer. Inexperienced thighs press around his head in a way that should feel suffocating, but instead he feels grounded, euphoric. For a moment, he forgets the bad decisions, the weight of everything he’s ignoring and the heaviness of the last few days. The taste of her almost makes Racoon City worth it, he thinks. And if he dies from being smothered by her thighs, he may just be able to die happy.
Leon steadies his hands on her hips, rubbing slow circles meant to calm her as much as himself. The stimulation from his tongue has her melting into a puddle against the old mattress. It's obvious she's getting close — squirming, back arching, moans growing needier.
She's never properly cum before, never was one to touch herself like how the crass boys in her class would joke about. So when the surge of her orgasm finally hits her, it catches her completely off guard. Her whole body shudders, limbs tingling, fingers gripping Leon's hair almost painfully tight. Her breath catches in her throat, and she arches against the bed, letting out a high, trembling sob.
“Oh my god." She pants, hair a sprawling mess around her as she tries to catch her breath. She looks breathtaking post orgasm, Leon thinks, and he can't resist leaning up to kiss her. She feels shy all over again, but there's a mixture of giddy satisfaction and anticipation as she pulls Leon closer with tiny hands.
He wants her lips on him. Really wants it. He's been fantasising about shiving his dick down her throat since he first saw her, as much as that thought also disturbs him. But he's not interested in validating her sudden look of nervousness after he suggests it.
It wormed into his brain and made itself home like a dirty parasite. Pretty little lips stretched over his cock, he's leaking just thinking about it. She's still twitching from her intense climax, but Leon doesn't hesitate moving to unbuckle his belt as he coaxes and reassure her gently.
“Be a good girl,” he taps Sherry's thigh, watching as she nervously bites her bottom lip. She does want to be a good girl for him. The best. The anxious look on her face shouldn't turn him on as much as it does. Carefully, he guides her head toward his lap and slips his cock free, all red and slick with precome. She wraps up a shy hand around the base and pulls her lips even closer to the tip.
“Just treat it like a lollipop, pretty girl.” Sherry nods, her cheeks warming at his sweet words. He keeps his eyes on her, watching like a predator as her tongue flicks out to shyly taste his tip.
“You're so fucking cute.” A guttural groan slips past his lips. His compliments seem to help her confidence, at least. He really shouldn't be doing this, but it's a little late to give in to the shame he feels at the back of his mind. Swallowing back his nausea, he urges Sherry's lips wider and pushes the tip past her lips. Something so fucked up shouldn't feel this good.
She swirls her tongue, just like how he suggested, emboldened by his shuddering breaths above her.
“Need to- mmh- feel that tight little cunt squeeze around me already.” he pants, voice rough with barely restrained impatience. He had planned to take his time, ease her into this properly, but the feeling of her hot mouth was quickly shattering any form of restraint.
Before Sherry can even process his words, Leon's hand wraps around the back of her neck and tugs her away, not caring for the mess of spit and precome that drips onto the sheets below. The mattress dips as he shifts, guiding her onto her knees with her face shoved into the pillow. It all happens so fast she forgets to breath, and she's left trapped under his unrelenting weight.
Sherry shivers with a combination of nerves and want, but Leon burns behind her with lingering shame and lust, unmerciful as a wildfire. He nudges his hips against hers, hissing as his cock meets the slick mess between her thighs. He's overwhelmed with the need to feel her, claim her, ruin her. Yeah, she’ll tell all her little school friends about this, all right.
His hand is firm on her back, holding her against the bed. “Nghh- w-wait,” Sherry's panic flairs as Leon's cock catches on her entrance, spreading her cunt wide. Her virgin walls burn at the stretch. He doesn't stop. He should, but his head is swimming with complicated feelings and the urge to take, take, take.
He folds himself over her, trapping her small body against the bed as he ruts into her deeper. Her whines make his chest hurt — what a poor innocent virgin girl — but his hips don't stop, grinding against her ass with unrelenting eagerness. “So fucking tight-”
Sherry's fingers curl in the sheets as Leon stuffs her to the brim. She keeps her eyes squeezed shut without realising, mind lost in a haze of how overstimulated she suddenly feels. This isn't how she expected this night to turn out, she imagined more rose petals and gentle lovemaking, not Leon panting and groaning in her ear like he's on the brink of crying.
“Your pussy feels so good, baby. Taking me so well,” His head falls against her shoulder as he mumbles half coherent praises. One of his hands pulls her firmer against his chest, and the change in angle has Sherry crying out as he slams her g-spot with each thrust.
Her breathing shudders, the sudden, intense pressure in her gut is back. Is she close again? She should tell him, right? But she's left mewling pathetically the worlds refuse to come out.
Leon seems to notice her getting louder though, and slides a hand up to cup her chin. “Gonna cum baby? Yeah, squeezing me so fucking tight,” he accentuates the last words with deeper, harsher thrusts. His police vest digs uncomfortably into her back, but she's too far gone to notice. “I'll fill you up. Been such a good girl for me.”
Sherry clenches at the praise, the warmth of his words flooding through her. She hadn't expected him to be this much of a talker in bed. The bubble in her gut feels as though it's going to burst again. It's embarrassing just how effortlessly he affects her — face pressed into the pillow, back arched, her moans broken and muffled, humiliatingly helpless. It's all too much.
She barely registers the way he curses as her pussy starts to spasm around his cock. “Shit-” Leon grunts behind her, hips stuttering as he cums after her with a low whine. He buries himself as deep as he can, relishing in the way the little girl twitches and clenches.
His thrusts turn slow and sloppy as the soft walls of her cunt milk every last drop from him. He keeps Sherry trapped under him as they try to catch their breath, chests heaving and eyes bleary. Maybe he should've thought twice about finishing inside, but he tells himself it'll be fine. She's probably not old enough to get pregnant, anyway.