18+ ! Virgin!reader...(not for long lol) x Older man!Simon
The team had been giving him shit for weeks.
Price, with that knowing smirk, muttering about āmidlife crisesā under his breath during briefings. Gaz, less subtle, whistling low whenever Simonās phone buzzed with a notification. Soap, the bastard, had gone so far as to draw a crude cartoon on the whiteboard in the rec roomāa hulking figure with a skull mask holding hands with a stick figure in a miniskirt.
Simon Riley let them talk.
Fucking let them.
Because every joke, every elbow to the ribs, every envious glance was a trophy.
He was forty-seven. Scarred from temple to jaw, built like a brick shithouse, and his girlfriend was twenty-four, with eyes that could stop a manās heart and a body that made his cock ache just thinking about it. The age gap wasn't a gap. It was a canyon. And every time one of the lads saw her waiting for him outside the base gatesāall curves and soft smiles and that sundress that made his mouth go dryāSimon felt a surge of pure, possessive pride.
She was his.
Tonight, she was on his couch, curled against his chest in a thin tank top and cotton shorts. The flat around them was quiet. Dark, save for the glow of the telly playing some film neither of them was watching.
Her hand was tracing a scar on his forearm, feather-light.
āSimon?ā
āYeah, love?ā His voice was gravel, rough from a lifetime of shouting orders and breathing smoke.
She shifted, tilting her head to look up at him. Those wide brown eyesāChrist, they undid him. āI want to. Tonight. I want all of it.ā
He knew what she meant. They'd danced around it for months, this line neither had crossed. Heavy petting through clothes. His fingers knuckle-deep while she gasped his name. Her mouthāfuck, that perfect, inexperienced mouthāwrapping around his cock until he had to pull her off before he painted her tonsils white. But never the full act. Sheād been shy about it, nervous.
Now, she watched him with a steadiness that made his throat tight.
āYou sure?ā He cupped her jaw, thumb sliding over her lower lip.
A nod. āIām sure.ā A pause. Then, quieter: āI haven'tā I mean, youāre the first. Iāve neverā¦ā
Simonās eyes flared. The possessive beast in his chest roared. A twenty-four-year-old virgin. Looking at him like that. Wanting him to be the first. His cock surged against the denim of his jeans, a thick, demanding pulse.
āFuck,ā he breathed.
āIs that okay?ā Her voice wavered.
āOkay?ā He shifted, turning her body so she was under him on the leather couch, his bulk caging her in. One thick thigh nudged between her legs. āSweetheart. Itās fucking perfect. But we go slow. You understand?ā
She bit her lip and nodded again.
He started with her mouth. A kiss that wasnāt gentle...Simon Riley didnāt do gentle, not truly...but it was controlled. His tongue pressed past her lips, slick and hot, and she whimpered into it, neck arching. His hand slid from her jaw to her tit, palming the full weight through the thin cotton. No bra. Her nipple was a hard point against his palm, and he rolled it between thumb and forefinger until her hips bucked up against his thigh.
āThat feel good?ā he grunted, mouth moving to her throat.
āYeah. Simon, yeah.ā
He dragged the tank top up and off. Her tits were perfect. Full and pale, topped with dusky-pink nipples that tightened further under his gaze. Simonās mouth latched onto one, sucking hard, and she cried out, back bowing. His other hand found the waistband of her shorts, dipping inside, and holy fuck, she was drenched. The cotton was soaked through, clinging to the plump swell of her cunt.
āGod, listen to you.ā He dragged his fingers through the slick, smearing it over her inner lips. āThis pussyās been waiting for me, hasnāt it?ā
She turned crimson, teeth sinking into her bottom lip. āI...ā
āSay it.ā He pressed one thick finger against her entrance, not pushing in, just letting her feel the pressure. āTell me this soaked little cuntās been wanting my cock.ā
āIt has.ā The words were broken, choked. āWanted you. Wanted this. For months.ā
That was enough. Simon kissed her again, deep and filthy, while his finger pushed inside. One digit, slow and steady. Her cunt clenched around itāChrist, so fucking tight it made his head swim. He could feel every ridge, every hot, clinging inch. Her hymen was there, a delicate resistance at the tips of his senses, and he withdrew before he could break it. Not yet.
He worked her open with one finger, then two, scissoring gently. Her slick coated his knuckles, leaking down his palm. A wet, obscene sound filled the room every time he pushed back in.
āLook at me,ā he ordered.
Her eyes, glazed and desperate, met his.
āYouāre going to come on my fingers first. Then weāll take the rest. Need you relaxed.ā His thumb found her clitāa swollen, eager bud peeking from its hood...and circled it in slow, grinding strokes. āFuck, thatās a pretty clit. Swollen up nice and plump for me.ā
She bucked. Gasped. Her thighs tried to clench shut, but his own legs kept them spread wide. The sounds she made...high-pitched, keening, entirely involuntaryāwent straight to his dick.
āSimon... Simon, Iām going to...ā
āLet it go. Now.ā
She shattered. Her cunt clamped down on his fingers in rhythmic, fluttering pulses, a gush of slick soaking his hand. He watched her face: mouth open on a silent scream, eyes squeezed shut, cheeks flushed a violent pink. The scent of her sex flooded the air, musky and sweet, and Simon groaned, grinding his erection against the couch cushion.
As her breathing steadied, he lifted his glistening fingers to his mouth, sucking them clean. She watched, transfixed, a fresh bloom of colour racing down her chest.
āTaste that?ā He licked his lips. āThatās what Iāve been missing. Now. We move to the bedroom. No more waiting.ā
He stood, hauling her into his arms as if she weighed nothing, and carried her down the hall. The sheets were cool against her bare back when he laid her down. He stripped with brutal efficiencyāshirt, jeans, boxersāuntil he was naked, and her eyes dropped to his cock.
Her breath left her in a rush.
Simonās cock was⦠a lot. A fat, ruddy trunk of meat, curving slightly upward from a dense thicket of dark blond curls. Veins ran along the shaft like rivers on a topographical map. The head was a deep, swollen mushroom, already glossed with a bead of pre-cum. His balls hung heavy below, tightly furred, drawn up in anticipation.
āThatās⦠thatās going inside me?ā Her voice was tiny.
āIt is.ā He settled between her legs, the broad purple tip nudging against her sodden slit. āAnd youāre going to fucking take it. Every inch. But firstāā He leaned down, mouth hovering over hers. ā...you tell me this is what you want. Use my name.ā
āSimon. Simon, I want you to fuck me.ā Her fingers dug into his shoulders. āPlease.ā
The head caught her entrance.
He pushed.
The resistance was immediate...a tight, elastic clutch that had him gritting his teeth against the urge to drive home in one brutal thrust. Her cunt stretched around the invasion of his cockhead, the puffy inner lips parting wide, slick smearing down his shaft. She whimpered, nails biting into his skin.
āEasy. Easy, sweetheart. Breathe through it.ā His voice was strained. āFuck, youāre gripping my cock so good. Feel that? Thatās just the tip.ā
Her face was a warzone of sensation...pleasure and pain and overwhelming fullness.
Another inch.
The hymen tore. A sharp cry. A single spot of blood, tiny, mixing with the glisten of her arousal on his shaft. Simon froze, letting her adjust, murmuring filthy encouragements against her ear.
āGood girl. Taking this fat cock so well. This pussyās mine now. First one ever in here. Understand?ā He pulled back a fraction, then sank another inch deeper. āMade for me.ā
āMore.ā Her legs wrapped around his hips, heels digging into his arse. āSimon, please. Fuck me. Properly.ā
He gave her what she wanted.
A slow withdrawal until only the tip remained, her cunt clinging desperately, reluctant to let him go. Then a long, deliberate plunge back in. Her slick squelched around him, a wet chorus that grew louder as he found a rhythm. Her tits bounced with every thrust, rippling in hypnotic circles, the flesh shimmering under the dim bedroom light.
Simon propped himself on one forearm, the other hand gripping her hip hard enough to bruise. He watched where their bodies joinedāthe way her cunt stretched, impossibly, around his girth. The plump lips gripping him, the swollen clit peeking out and begging for attention. He brought his thumb to it again, pressing down.
She screamed.
A proper, full-throated scream that he had to muffle with his mouth.
āThatās it. Take it. Every fucking inch.ā His hips snapped harder, a wet slap of skin on skin. His heavy balls thumped against her perineum with each thrust, her slick coating them, threads of it stringing between their bodies. āThis cunt is drenched for me. Doused. Fucking made to be split open on my cock.ā
Her eyes rolled back. She was cresting again, a babbling, incoherent mess, and Simon felt his own orgasm buildingāa pressure at the base of his spine, a tightening below his balls.
He was going to fill this tight, virgin pussy.
Absolutely flood it.

















