simon teaches inexperienced!reader how to ride him. ⥠cw age gap. all characters are 18+.
fully undressed, no training wheels left for you / i'll pull them off for you.*
(reupload from lackadaisies, this is my fic! i'm not a thief!)
Embarrassment takes root somewhere deep in your belly at the proposition, a low-grade tingle spreading up your neck and your ears. A nervous laughâthat sound Simon loves so much, though he'd never say out loudâslips past your Berrylicious ChapStick lips. You can scarcely meet his gaze, the silver of his watch glinting out of the corner of your downturned eyes in the gauzy light. Simon, on the other hand, has never had any problem laying out his needs for you in that unhurried, plain-spoken way of his, like he's been deciding on this longer than you know.
The room is spartan, tucked corners and pine furniture. All businessâsave for your bra hanging off the bedpost, a pack of gum spilling onto his nightstand, your little sandals kicked off by the door. Heat shimmers off the gravel lot out front, the silhouette of his truck baking in the sun visible through the half-drawn blinds. You can hear the sound of the cicadas starting up over the distant drone of a lawnmower and the neighbors dogs.
âLet's get these off, then.â Simon gestures for you to lift your hips, his hands already finding the lace trim of your panties before bundling it down, down. Your denim cut-offs had been the first to go, and now even the loss of that thin, barely-there barrier of cotton makes all the difference.
âI'm not so sure 'bout this...â Your hands instinctively fly to his broad shoulders for support, your balance teetering on the mattress as the panties bunch around one knee. His grip on your hips tightens ever so slightly, tongue probing the inside of his cheek as he tries to ignore the stirring in his groin with your heat hovering right over him. You can see the vein in his forearm, the set of his jaw.
âI'm no good,â you pout.
You swear Simon rolls his eyes, vaguely. Just enough for you to catch a flash of it beneath that heavy, half-lidded look he gets.
âAll I'm hearin' are excuses, lazy girl.â He raps his fingers against your hips in an off handed rhythm, his weight shifting under you expectantly.
âIt's not like that! I wanna make you feel goodâreal good. I just haven't done this before. I told you, Si.â
âEveryoneâs gotta start somewhere. Iâll teach ya. Now go on, undo âem.â
You know he's right, but you like your comfort zoneâno chance of disappointment or embarrassing yourself. Your lips pinch together as you lower your gaze to the straining bulge in the front of his pants, the denim scratchy against your inner thighs. His silver belt buckle is worn at the edges, possibly almost as old as you.
Belt first, you hear his deep voice murmur and your fingers fumble at the clasp, your knuckles brushing against the warm flat of his stomach and flinching back like you've been burned. You can feel him watching you, patient, and it makes you clumsier. You hesitate at the button next, your breath shallow, aware of how still he's gone beneath your handsâhow much restraint it's taking him to let you do this at your own pace, to not just take over and show you.
When you finally get his jeans undone, he lifts his hips just enough to shuck them down his thighs, and you try not to look at the thatch-colored hair trailing from his navel, the jut of his hipbone, the outline of him through his boxers. It's nothing you haven't seen before, but you've never had to take matters into your own hands up until now.
Simon's calloused palm is on the back of your hand, guiding it down the front of his boxers with a slow exhale, his muscles seeming to uncoil beneath you. Your painted fingernails stick out between his fingers like little jewels, your palm pressing flat against the cotton.
âFeel that?â His offhand grips the back of your hair, the prominent bridge of his nose bumping against yours before your lips touch, murmuring into your mouth. âThatâs what you do to me. So go on, thenâdo summat about it.â He pulls his boxers down just enough, and you feel him spring free against your thigh, the sudden relief making him hiss.
You shift forward on your knees awkwardly, and he steadies you with a hand on your hip, warm and familiar. The position is strangeâyou hovering over him, his length pressed between your bellies, the head of his cock nudging against your softness. Your thighs tremble with the effort of holding yourself up, and you're distinctly aware that you're hardly as spry as you should be, while Simon has been the exact opposite in that department despite the years.
âEasy.â His hands settle under your ribs. âGo on. You heard me. Sit yourself down.â
His head tips back against the headboard, his voice unexpectedly hoarse as he notches himself at your entrance, and you gasp as the head of his oversized cock stretches you out.
âNow,â he says. âNice and slow.â
Your nails dig into his shoulders. You sink down inch by inch, your breath coming in short, punched-out little gasps, and he doesn't intervene as you find your own pace. You feel the shape of him in your belly, and you're painfully aware of the way your body resists, then gives, the way his jaw tightens as you take him incrementally.
âUpâthatâs it. Slow. Now, move your hips into it. No, donât just bounce, sweetheart. Youâre not a bloody jackrabbit. Roll âem.â A small adjustment, thumbs pressing into your waist with pedagogical indifference to your whimpers as he impales you on his cock, maneuvering you along the slight curve of his cock. âYeah. Thatâs it. Like that.â
Sparks shoot up the base of your spine as your clit grinds against him with each pass, palms braced against his stomach. You feel the sweaty muscle flex under your fingers in time with your hips, the wet squelch of each rise and fall making your cheeks burn, leaving a shining trail down his length before you sink back down with a gasp.
His voice remains low and evenâthe Lieutenant guiding instead of commanding for once. Praise is rare with Simonâonly the occasional murmur of goodâbut the approval is there all the same.
You stop but once to huff and tell him your legs are tired, and while Simon does consider that perhaps he's spoilt you too much, you turn out to be a surprisingly quick study once you've had your fill of pouting. You're too accustomed to letting him take control, perhaps, to the point that you'll even be on top if that's what he wants.
â an: not a melanie supporter!*