Dec 27, 2025
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please PLEASE Can you write reader ovulating with Simon Riley, his dick would hurt by the end.
what happens to simon riley when you're ovulating (his dick would fall off if it were me tbh)
your sex life with simon is already active as is, so the moment you start ovulating, he's in trouble. serious trouble. you can barely keep yourself off of him. everything he does sends a throbbing want to your pussy.
manspreading? you're already on top of him, tugging his jeans down just enough to ride his heavy cock. his big hands find purchase on your hips, grunting lowly.
"fuckin' eager, huh?" he's only half hard by the time you're bouncing on him, and you don't get off until either of you can't speak, and you've ruined yet another pair of his jeans from the amount of slick and cum that stains the fabric.
rolling up his sleeves, seeing the way his forearms and veins flex? you're begging him to finger you, and he gladly listens.
"need me t'fuckin' fill ya full, don't ya?" bent over whatever surface of your house, stuffed full of his fingers knuckle deep as your walls clench around him. one orgasm isn't enough, two, three, four, five until you're babbling incoherently and spraying the front of his shirt with your release.
the thing men do when they reverse, placing one hand behind the passenger seat? belt, GONE. you make hasty work of his jeans just so you can suck his dick as he drives—bonus points if he's still reversing. half-way laid across the center console with a face-full of his throbbing cock, already leaking pre. he's a mess, whimpers spilling from his lips as he bites down on the plush flesh. he's pulling your panties to the side, burying three fingers deep in your cunt with ease at the sheer wetness of your pussy.
him, reading with glasses? you bet he isn't taking his eyes off a single page as he ruts into you from behind, book laid across your back slick with sweat. he might be a little mean, make you fuck yourself back on his dick, balls slightly slapping your clit enough to make your eyes roll back into your head. get a drop of cum on his book, and he'll punish you.
getting passionate about his interests? fuck in missionary so he can continue yapping as he toys with your clit and pounds into your throbbing cunt. his words are long lost on you—you don't even notice when his words start getting condescending.
"always gettin' in m'pants..." he grunts, the sound of skin slapping and mindless whimpers and mewls fill the room, "fuckin' slut, you tryin' to get pregnant? want me t'fill you? dirty whore..."
by the end of your ovulation phase, you might've definitely gotten knocked up, and his dick is no longer with us. (he still has his hands and face, ladies...)
“Give the bags to me,” you whined, making a grab to his hand full of the shopping bags.
Simon turned so quickly towards you, frowning as if personal offence was done to him.
“Wot?”
“Give some to me. I'll hold it.” you said, trying to coax him into it with a sweet smile he could never refuse.
“I can hold em' lovie.” he shrugged, making a show of lifting five and three bags on each hand in his argument.
Like you didn't believe Simon could, that man could lift a truck with the strength in his arms.
It wasn't about that, but—
“I wanna hold your hand, si, that's why.”
“Oh.” Simon whispered, cheeks brightening a deep pink and slowly he raised the bags but didn't give them to you.
You stared, as he transferred all of them to his other hand and took yours with a shy smile.
“cold, eh.” he said, tangling his warm sweaty fingers between your cold ones.
“You're warm.” you smiled, leaning forward as you walked to see the bulk on his other hand looking comedically huge.
“Course' I am,” Simon said, brushing his thumb over your knuckles before deciding to put your joined fist inside his jacket pocket.
A grin, warm and golden spread all over you, mischief sparking up, “I can still hold the bags.”
“Shut up, love.” he said, lifting eight of them high in air to show that he could.
“I make my boyfriend hold eight bags, eight of em'”
Simon' face reddened, 'my boyfriend' always did that to him.
“Ya' can make up for it later.” he squeezed your hand in his grasp, lips curling into a sweet smile.
You wouldn't have it any other way.
masterlist
You giggled, cheeks flushed, eyes dizzy, and trying to stay up while grabbing a bottle of expensive wine, leaning against Simon's chest.
"y'know, uhm, you're cute as hell, let's get married"
You slurred, Simon chuckled, putting a gentle hand on your waist and keeping you close to him in the middle of the lively bar.
"We're married sweetheart"
The way your eyes widened when he showed you the stunning wedding ring that was on your wedding finger, plus the one he shared with you was seared into his brain.
And the high pitched, loud as hell overjoyed squeal you let out after that.
He swore his ears still buzzed.
The squeal you let out was the reason why you two were banned from that bar and it was a story 5 years later your little blonde daughter and with his eyes and your smile would always giggle about when Simon told her on the nights he called "Bed stories with dada".
With you leaning on the door, scoffing playfully, crossing your arms and saying you didn't remember that night clearly.
Maybe you didn't.
But Simon did, how would he forget the night he knew he wanted to stay the rest of his life next to you?
as promised (on twitter), i slutted him out. but in a tired man in his late 30s being inconvenienced by small things kinda way
18+ MDNI i'm ovulating! :: simon riley x fem!reader
ever since you and your husband, simon, decided to have children, you've been on each other nonstop, fucking on every surface in the house and knocking over several expensive items while lost in the heat of the moment. doesn't matter. he'll replace them with the ungodly amount of money he has in his account.
he'd bend you over the counter every time he finds you in the kitchen cooking, a thin sundress hugging all your delicious curves just right, images of your swollen belly flooding his mind, full and round with his seed. the food is forgotten every single time. only you and putting a baby in you on his mind.
he'd fold you in half when you're in bed reading, wearing only a tank top that gives him easy access to your tits and leaves your belly exposed and a pair of shorts that accentuates your perky ass. he'd tear them off you and put your legs over his shoulders as he splits you wide open for him.
he finds you absolutely irresistible in every state. you know it as a fact. it bleeds over in his every word and action. yet it doesn't make your worries go away. still, your mind wanders. would he ever get tired?
you push the thoughts away. a feral need bubbling inside you as you think about your husband, his scarred lips on your hot skin, bulky weight pressing you into the mattress as his burly arms cage your body beneath him, broad shoulders holding your legs beside your ears, a large rough hand wrapped around your throat while he's buried to the hilt inside you.
you're ovulating. and you need him right now. so you call him. "si, i need you." and he's on his way. doesn't matter that he's on base in an important meeting. he's leaving right away, ignoring price's shouts of protest. he'll understand when simon tells him later. his wife needs him. and there's nothing more important than that.
you're pouncing on him as soon as he walks through the door. he catches you with ease as you wrap your legs around his waist, kissing him with an untamed desperation.
"sorry, si. i know it was important—"
"doesn't matter, love."
"by the way, i'm ovulating."
"bloody hell, woman. lead with that next time."
immediately, your mouths are on each other, lips and tongues latching onto one another, kissing, nipping, biting every part of skin you can find, covering in saliva and marking each other, hot and heavy, your hands moving desperately across the other's body to grab every piece of flesh.
you're discarding each other's clothes when you mention it. breathing shakily as your movements subside, looking away from his intense eyes, you finally tell him.
"si, i'm worried that it becomes a chore."
he stops.
looking you over, an expression of utter disbelief takes over his face.
"a chore?" he finally speaks, voice laced with subtle mockery.
you look into his eyes for a moment, only to shy away again and look down.
he guides you to lay back on the bed as he hovers above you.
leaning in, dangerously close, his lips graze yours. he grabs your jaw to make you look at him, eyes darkened as he speaks in a deep voice.
"you think fuckin my wife is a chore for me?"
you don't dare to respond.
his lips capture yours briefly, only to slide down to your jaw, then your neck, coating your skin in a string of saliva as he glides down to your collarbone, tracing its line with his lips as his hands find your breasts, squeezing as if it's a warning to your previous words, his calloused skin a delicious contrast on your silky smooth one that makes you go wild. his lips wrap around your hard nipples, sucking and licking as you moan softly for him. he chuckles at your reaction, causing heat to spread across your cheeks.
he grabs your hips, kissing your exposed belly and covering the expanse of it with his hand, gently touching as he thinks about filling you up, all soft and swollen with his seed growing inside you. his hard cock throbs at the mere thought of it, dripping precum onto the sheets as his hips jerk forward involuntarily and he humps the mattress.
his lips reach your mound and he stops just above your slit, lifting himself up on his hands. his adoring eyes marvel at your beauty, drinking in the literal work of art splayed out before him. his pupils are blown out, eyes completely black as he looks at you and leans in, rough fingertips sliding up and down your wet slit, spreading your arousal along your folds.
"you think i'd ever get tired of this pussy?"
you gulp audibly. his hot breath fanning against your lips, he cups your pussy with one large hand, his middle finger sliding through your folds and teasing your entrance.
you gasp. "please, si..."
you grasp his shoulders in a desperate hold as he goes on teasing you.
"please what, darling?"
a sly smirk spreads across his face, only adding to your frustration.
"please. i need you inside me, si." you beg, "please, si. need your cock so bad."
in that moment, he thinks you're the most beautiful you've ever been, pleading so sweetly for him, sprawled out beneath him like an offering, all for him to take.
his lips are on yours in an instant, spreading your legs further apart and pushing your knees to your chest before propping them over his shoulders.
he slides into you so easily, your soaking wet pussy ready to take him in, thick throbbing cock splitting your needy cunt open. his lips never leave yours as he lets out a groan into your mouth, mixing with your whiny moans as you're all stretched out by his fat cock.
"fuck! look at this greedy pussy," he breathes in between kisses, bottoming out inside you, "so fuckin wet and desperate for me."
giving you no time to adjust, he starts thrusting in and out ferociously, yet with the meticulous precision of a man on a mission.
"fuckin swallowing me whole, baby." he grunts, "like you were made for me."
his relentless assault on your needy cunt leaves no room for you to breathe, only choked out moans slipping through your lips.
"fuuuck, siiii.... ahhh—"
"fuckin pussy was made for me." he groans in your ear, "made for me to fuck. all mine. forever."
his strong hips slam into you, heavy balls slapping your ass repeatedly as your wet pussy squelches to accommodate his hefty size. the obscene sound echoing through the room.
"gonna breed this pretty pussy, love." he hisses, "so fuckin tight f’me. so, so lovely. "
your hands run across his muscular back and biceps, nails raking over his skin as you lose your mind entirely in an overwhelming state of bliss.
you're a fucked out mess, your hair splayed all over the pillows, skin dampened with beads of sweat, eyes squeezed shut in pleasure and mouth falling agape with broken moans as your husband ruins you.
"fuckin look at you, love." he says, " you're so fuckin beautiful."
"siii, please— ahh..."
"i know, baby. i know. let it out. let me hear you."
of course you obey, letting him hear your desperate moans as you beg him to fill you up.
"you think i'd ever get tired of this?" he says, delivering a particularly sharp thrust that knocks the air out of your lungs, "think again, sweetheart."
he reaches over, large hand wrapping around your throat, not squeezing, just holding in a secure grip. his eyes are fixated on yours, darkened with lust, yet filled with an unspoken sincerity.
"tell me what you want, love. want me to breed you? huh?"
"yes— yesss plsss sii ahh— fill me up... breed me"
a familiar sensation starts approaching, a tightness coiling inside your belly, your moans and whimpers turning higher, walls growing tighter around him, signaling him that you're close.
"let go for me, baby. cum on my cock."
he's fucking you so vigorously your head spins wildly, fat tip reaching far deep inside you and slapping against your spongy cervix over and over again.
in less than a moment, you're flooded with an all-consuming sense of pure ecstasy, screaming his name as your muscles convulse and shake beneath him, your soaked cunt clamping down on him and creaming around his shaft.
"that's it, love. give it to me. good girl." he groans, "so fuckin tight, baby... ahh— gonna milk me dry."
his thrusts turn faster and shallow as he reaches his peak. he holds your trembling body tighter and fucks you through your high as his own orgasm approaches. a deep growl escapes his throat as he empties his balls inside you. it's filthy how much he cums. loads and loads of thick white cum painting your womb, his seed filling you up to the brim, plugged up by his cock still seated inside you. and he hopes that it will finally take this time.
smut, virgin!reader.
older!simonriley who is a little bit surprised when you ask him to sleep with you. you tell him how inexperienced you are and that you wish to learn how to properly pleasure someone. he's not sure if he's gonna say yes but, you're probably going to ask someone else anyway, and the mere idea makes him sick. he doesn’t regret it when he sees your big doe eyes looking up at him as you're on your knees, his fat cock standing proudly before you. he snickers at your intimidated expression before grabbing gently your hair and guiding your lips on his lenght, a sigh escaping him as he feels the warmness of your mouth. even as you gag and that tears are threatning to spill, he doesn’t stop, you'll have to learn the hard way anyway.
Midnight sex with Simon Riley (18+)
You stand in the kitchen of the quaint apartment you share with Simon. Your arm is outstretched, keeping you steady against the edge of the counter, and your ankles are crossed below you. The blinking clock on the stove reads 12:24 A.M, the dim glow of streetlights pours in through the window above the sink, and all you did was come in for a drink of water, but you still hear the shuffling footsteps of your boyfriend who walks like the dead when he's tired.
His arms wrap around your waist, swallowing your body whole with the sheer size of him, locking you down in place. He places a kiss on your shoulder while his hands roam. One hand snakes under his over-sized shirt you wear, bunching it up until his palm finds your breasts and he squeezes the plush skin. His other hand makes its way to your thin, cotton panties, pushing past the waistband and finding its way in between your thighs.
"So warm," he whispers groggily, placing a soft kiss to your neck, and goosebumps line your skin despite the warmth his body has to offer.
His chest is pressed against your back, his mouth to your skin, and the longer you linger there with his hands caressing your body, the more you want him. He sucks, bites, licks your neck, leaving purple bruises to ache in his wake, all while he continues to stimulate every last part of you. His fingers toy with your nipple, pulling and pinching until it peaks within his grasp. His palm grinds against your clit, just enough to drive you insane but not enough to do really anything.
"Si," you say breathlessly, moving your hips with the rhythm of his body unintentionally, rubbing your ass against his hard cock that aches in his boxers which earns you a groan of desire from the man behind you. "Let's go back to bed, Si."
"Can't make it to the bed lovie… need to be inside you here, right now," he says, voice low and rough around the edges with lust as he pushes down your panties until your legs are forced to uncross and the fabric strains against your skin.