simon ghost riley x female reader / anal sex / first time for reader / 18+
You're nervous, the thin cotton of your nightshirt twisted between trembling fingers.
The bathroom door swings open and Simon emerges, a cloud of steam following him into the bedroom. He’s towel-drying his hair, water droplets trailing down the defined planes of his chest and following the inked paths of his tattoos before disappearing into the waistband of his loose sweatpants. The clean, masculine scent and that something uniquely Simon fills the room, making your stomach clench with anticipation.
"Eyes on me, love," he says, catching your gaze in the mirror. He tosses the towel aside, his movements fluid. When he turns to face you fully, the obvious bulge straining against his sweatpants makes your breath catch. "Something's got you all worked up tonight."
He crosses to the bed, the mattress dipping under his weight as he sits beside you. His hand comes to rest on your thigh, thumb stroking slow circles through the fabric of your shirt.
"Spit it out," he says, his voice dropping to that low register. "What dirty thought's been running through that pretty head of yours?"
You swallow hard, feeling a blush creep up your neck. "I... I was thinking about us. About... what we do." Your fingers tighten around the hem of your shirt.
Simon's hand slides higher, fingers brushing the edge of your panties. "What exactly, baby? You know you can tell me anything."
Taking a shaky breath, you force yourself to meet his dark eyes. "I’ve never... no one's ever... I've never done anal before. But I've thought about it. A lot. And I want to... with you. Only you."
The surprise in his eyes quickly gives way to something darker, more intense. His hand moves to cup your jaw, thumb stroking your lower lip. "Is that what's been making you so squirmy? My girl wanting her tight little arse played with?"
You nod, unable to speak, your heart racing at the directness of his words.
"Fuck," he breathes, his voice dropping an octave. He shifts on the bed, and you see his cock thicken against the fabric of his sweatpants. "You've been holding out on me, love. All this time I've been fucking your sweet cunt, wondering what it would feel like to stretch out that other hole." His other hand slides around your waist, pulling you flush against him so you can feel the hard length of him pressing against your hip.
"Gonna make it good for you, princess," he murmurs, his lips brushing against your ear. "Gonna take my time opening you up, get you so wet and ready you'll be begging for my cock. But first... Let me get a proper look at what's been tempting me."
A few nights later, you’re laid out before him, vulnerable and exposed. Face down on the mattress, knees spread, with your ass arched high, a position you'd once been too self-conscious to even consider. But Simon was obsessed, his hands constantly finding their way to you, muttering about how perfect you were, how he could spend hours worshiping every inch.
Tonight, he’s doing exactly that. His tongue is buried in your dripping cunt, swirling around your clit in maddening circles. But his focus drifts higher, toward that place you've only ever shown him in your most vulnerable moments.
"Simon," you gasp when you feel his tongue circling your tightest hole.
"Relax, love," he murmurs against your skin, the vibrations making you shiver. "Gonna take care of you. Been dying to taste this pretty little arse."
His tongue presses more firmly, teasing your rim, and you can't help the whimper that escapes your lips. The sensation is intense, and his hands knead your flesh, thumbs spreading you wider.
He alternates between your pussy and your ass until you're a trembling mess. When he finally pulls back, you feel the cool air against your wet skin.
"Need to prepare you first," he says, reaching for the lube. "Don't want to hurt my girl, though I know this tight little hole is gonna feel like heaven."
The first touch of his lubed finger makes you tense instinctively. "Relax for me," Simon coaxes, his free hand stroking your lower back. "Breathe out when I press in. I've got you. so fucking beautiful. Can't believe you were ever shy."
You exhale as his thick finger slowly breaches you. The stretch is intense, a burning sensation that makes you gasp. "Si-Simon..."
"I know, love. Just give it a minute." He waits, completely still inside you until you adjust. "That's it. Fucking taking my finger so well."
He works a second finger in, then a third. His fingers scissor inside you, gradually preparing your body. All the while, his other hand continues its soothing strokes, his deep voice murmuring words of encouragement.
The thought of him—this lieutenant of yours who had surely been with others this way before—ruining you, claiming you, sends a fresh gush of arousal from your cunt, soaking the sheets. You’ve imagined it so many times. The jealousy should be crippling, but instead it just makes you wetter, makes you want to be the one he claims so thoroughly.
"Touch yourself," he commands softly, his voice a low, gravelly rumble. "Want to feel your ass clench around my cock while you fall apart for me."
Your hand shakes as you reach between your legs, fingers finding your clit. You circle it, matching the rhythm of Simon's fingers.
His filthy words push you over the edge, your orgasm crashing through you with unexpected intensity. You cry out into the pillow, your body clamping down on his fingers as pleasure radiates outward.
"Good girl," Simon praises, withdrawing his fingers. "Now you're ready, aren't you?"
You nod, breathless. Simon moves behind you, the sound of his sweatpants hitting the floor making your heart race. You feel the blunt head of his cock pressing against your entrance, and you instinctively tense.
"We'll go slow, but I promise you'll love it, princess.”
You do as he says, feeling the incredible stretch as he enters you. He’s much thicker than his fingers, and the burn returns, more intense. But Simon is patient, pausing after the head is inside, giving you time to adjust while his thumbs massage your lower back.
“Fuck, Si…”
"Doing so well for me, love."
He pushes in further, inch by excruciating inch, until he's fully seated. The fullness is overwhelming—strange and intense—but as he begins to move, the burn gives way to a deep, satisfying pressure.
"Simon, it feels... different," you manage to say, your hands clutching the sheets.
"Good different?" he asks, his rhythm steady.
"Yeah," you gasp. "Really good. Different, but... fuck, so good."
Simon groans, his control fraying. "Thank fuck," he mutters, his grip tightening as he begins to thrust with more purpose.
His pace quickens. You can feel the tension in his thighs as he fights the urge to pound into you. He leans forward, blanketing your back with his chest, and reaches beneath you. His fingers find yours, intertwining in a gesture so tender it almost brings tears to your eyes.
"You feel incredible," he groans against your ear, his breath hot and ragged. "So fucking perfect, taking me like this. My brave girl."
His words send shivers down your spine, and your inner walls clench around him. One of his hands releases yours to slide between your thighs, finding your clit with practiced ease.
"Want you to come with me," he murmurs, circling the sensitive nub in time with his thrusts. "Can you do that for me, princess? Come while I'm buried in your arse?"
The dual stimulation is your undoing. Your orgasm builds, coiling deep in your belly before spreading outward. You cry out his name, your body arching back against him.
"Simon... oh god, Simon," you gasp. "Please... please cum in me. Fill my ass with your cum."
The plea breaks his control. With a guttural groan, Simon drives into you one final time, burying himself to the hilt as he releases. His cock pulses, hot jets of cum filling you so completely you can feel it deep in your belly. The sensation triggers another wave of pleasure, prolonging your orgasm as you milk him dry.
"Fucking hell," he pants against your neck.
He stays inside you as you both catch your breath, his weight a comforting presence. His hand continues to stroke your hair, his lips pressing soft kisses to your shoulder. When he finally withdraws, you feel his release begin to leak out of you.
Simon notices, reaching for a tissue. "Nothing to be embarrassed about, love," he murmurs, gently cleaning you. "Just means I claimed you properly. Every inch of you is mine now."
He gathers you into his arms, pulling you against his chest. His heartbeat thuds against your ear as his fingers trace patterns on your back.
"You okay?" he asks after a moment.
You nod against his chest, a contented sigh escaping your lips. "More than okay. That was... so good, Si."
Simon presses a kiss to the top of your head. "Never been with anyone like you," he admits quietly. "Trust me with everything, even this. Thank you, love."
You tilt your head up to kiss him, a slow, deep kiss that conveys everything. When you pull back, his eyes are soft, vulnerable in a way few ever see.
"Always," you promise, and you know you mean it.
He helps you clean up, his touches gentle and reverent. When you're both settled back in bed, he pulls you against his chest, your head resting on his tattooed bicep.
As you drift off to sleep, you can't help but think that some first times are worth the wait—especially when they're with someone who treats every inch of you like it's sacred.
I’d love a little comic on Toriel teaching Ralsei how to cook light world food, and Ralsei being absolutely flabbergasted on the fact that food is actually made of ingredients and not magic.
Ralsei: You mean that light world food is actually made of PHYSICAL things and not magic?
[Image ID: A Toyota Rav 4 with a vanity license plate from Kansas which reads "XKCD 37" . The car also has a bumper sticker which reads "What the hell was I thinking?".]
Unclear whether the bumper sticker is referring to the vanity plate, but I like to think so. I've also never been so tempted to get a vanity plate as I am right now.
