tags: childhood friends, friends2lovers, virgin!reader, soft!simon, protective!simon, afab!reader, hurt/comfort, angst with a happy ending, MDNI
cw: reader is over 20, pining, masturbation (reader), loss of virginity, explicit workplace sexual harassment/assault, so much crying, one-sided love, not-really-unrequited love, vomiting, panic attacks, depression, crying, sex related shame, PTSD (reader), codependency but cute, self-deprecating thoughts, slut shaming, wet dream, dry humping, simon fucks up tho, reference to suicide & suicidal ideation, really nasty argument, reader hits simon sorry, apologizes tho!!!, reader struggles to orgasm, drinking, fooling around while drunk (no sex), breast play, fingering, orgasm denial, simon's a tease, p-in-v, cunnilingus, multiple orgasms, creampie, mating press, missionary, simon's dirty mouth, dirty talk, wet&messy, big cock, uncut simon bc i said so, reassurance & encouragement, some pain upon penetration, clit spanking, post-coital crying!!!!!!, aftercare, briefly edited so apologies for any lingering mistakes
note: any triggering acts such as harassment/sa are done by a third party, not simon!!! also the sa is not vague or implied, there is a written out scene so please be mindful when you read! thank u to @allsaiint for reading over this and helping!
you've loved him since you were children. after a confession when you were 14 went rejected, you vowed to never let your feelings be known again. but after an incident that left you hurt and fragile, you find it hard to keep that promise.
part 1: 17.8k
total: 35.8k
Your muscles were stiff, thighs twitching and trembling as you laid in bed, staring at your water stained ceiling. Your chest rose and fell in time with rapid breathing. You had worn yourself out, caused a wet spot on your bed, yet you remained completely unsatisfied. Your fingers were cramped up and you let out a groan of frustration, rolling over to crawl out of bed.
It had become a daily ritual at this point, you with your hand between your thighs, rubbing and touching, only to get into the shower completely unsatisfied and embarrassed at your own inability to get yourself off.
People your age didn’t struggle like this, you convinced yourself. Your cheeks burned as you stepped under the warm spray from your showerhead, the creaking pipes just background noise to you now. You were broken, that was the only explanation you could think of.
By the time you got out of the shower and changed your sheets, throwing the dirty ones into the washer, it was evening and a familiar knocking rang through your apartment.
You didn’t even have to answer it before the lock was clicking and the large form of your best friend Simon ducked in.
“Hey, Simon!” you called cheerfully, excitedly bounding into the room and wrapping your arms around him in greeting.
He grunted, harshly patting your back in the familiar way he always does before kicking his boots off. When he straightened up, his eyes narrowed as he looked down at you.
“What's with you?” he asked, a thick, dark brow raised suspiciously.
“Um,” you stepped back, shrugging as you tried to look nonchalant, “What do you mean?”
“You look…” his eyes raked down your body, clearly assessing you, “You look tense.”
Immediately, your cheeks erupted into flames. Your face felt so hot that you had to bring your hands up to cool them before laughing nervously, “That’s no different than usual.”
He was silent for several, long, grueling seconds before grunting and breezing past you to the kitchen, clearly letting it drop. You took a moment to catch your breath before following him, finding him hunched over looking into your barren refrigerator.
“Where’s all your fuckin’ food?” he snapped, straightening back up with a huff when he heard you come in behind him.