tws: reader has vaginismus, loads of spit, oral, fingering, squirting, smut 18+
simon has no clue what heaven is like. fuck, he doubts he’ll even get in when he dies, but this? this seems like the closest he’ll ever get.
legs spread open, pussy glistening with a mixture of his spit, and your glossy eyes looking up at him. he watches as your chest rises with each breath, and his mouth waters at the sight of your nipples begging for more attention. eyes trail down to where your muscles clench and usually end things early.
“gonna let me in tonight?” he asks, a simple question.
do you want to try adding a finger tonight? or was his mouth enough?
he’s fine with ending things here. the cum on his belly and stained sheets are enough to prove it. still, he likes to leave the door open for when you’re feeling up to it.
“let’s try it,” you nod with a sneaky smile.
“yeah?” he gruffs, repositioning himself so his mouth hovers over your pussy.
you wait until his eyes find yours, and while maintaining eye contact you reach to spread your lips apart for him and nod. time stops for a second and resets when you giggle at his frozen figure, his eyes glued to your tight hole.
and that’s how you find yourself whining simon’s name, clenching repeatedly at every attempt simon’s finger takes to tease your hole. each clench is met with a soft kiss on your clit, feather-like and soft.
his gentle words make you huff, but still you listen. you let your muscles go, let your body sink into the soft mattress, and let your thighs go limp around simon’s head.
“thats it,” he drags out the praise, holding his breath when his pointer finger pushes. the stinging sensation threatens to ruin the moment, but you shut it out.
he pushes until your muscles stretch around him, wetting his digit with your slick. he’s careful to wait it out. he waits for your cry, waits for your muscles to go stiff, waits for the familiar sniffle of ‘maybe next time,’ but it never comes.
instead, his weak ears pick up the faintest moan.
testing the waters, he goes deep until he bottoms out, makes the tiniest moves, and watches for your reaction. immediately, his cock stirs awake when your jaw drops in pleasure. fingers that focused on spreading your lips apart find their new home on the bedsheets, gripping tight when simon curls his finger inside.
“agai-n! fuck, do that again,” you breathe out until your head spins, not bothering to refill your lungs.
your wet gasp results with another curl of his finger, this time, simon pairs it with his tongue against your clit.
straying from your usual routine, your muscles clench with need and desperation. like you want to keep him inside, not push him out.
your lower tummy tingles with the urge to cum, but it’s different. feels more intense, especially with the pressure inside your pussy.
“yer doing so good for me,” simon moans against your clit, petting the nub with his drooling tongue.
pressure builds with each curl and it isn’t long before you’re gasping out his name and rolling your hips to meet his actions.
“push out for me,” simon groans, loving the way your walls hug him.
he can’t wait until a finger turns into two, and two turns into three. maybe one day, you’ll be clenching around his cock, milking him until he can’t fuckin think.
and you do exactly what he says, letting go as you allow your orgasm to take over. the wet sounds of your pussy fill your ears, before you hear a wet splash.
rather than letting you ride out your high with his finger inside, simon pulls out, and replaces his finger with his tongue. pushing the wet muscle inside, and slurping up whatever he can with his wet mouth. the foreign muscle has your head spinning.
“ooh, my god,” you cry, and push his head when it becomes too much.
twitching from overstimulation, your pussy clenches around nothing, but the stinging pain never comes. not tonight, and it’s nights like these that make you hopeful
this goes out to the real ones w/ tight pussies. yall keep it real tight and i love that