Masterlist (updated 07/20/26)
Lover (Simon Riley x Wife!Reader): I cannot stop thinking about Ghost and being a cute domestic wife for him (Tw: Intense gender roles, kinda stalker Simon, smut if you squint)
Oh, Baby:Husband!Simon Riley x PregnantWife!Reader: How Simon would be if you were his pregnant wife as well as how he would be if he were a father
LOSERRR (18+) (Musician!Simon Riley x Reader): Inspired by Trent and Daria (TW: NSFW-brief mentions of sex, weed, and alcohol)
(SERIES) The way to a man's heart...(Simon Riley x SAHW!Reader): Cooking for Simon is how you won his heart and how you share your love (Work in Progress)
Flesh (18+) (Simon Riley x AFAB!Reader): Kinky sex with Simon (TW: Porn without a plot, NSFW, BDSM, Blood, Sex, Biting, Pain, Overall kinky shit)
Sweet Sunshine (Simon Riley x Wife!Reader): Living in California with Simon (TW: OOC Simon not wearing his mask when he normally would, not lore accurate)
Jealous Boy (Jealous!Simon Riley x GN!Reader): Request: out with the 141 at a bar & jealous!simon riley who sees you stumbled upon an old friend at the bar and acts upon his jealoust (but reader and him are only friends so it confuses reader why he's acting like this) OKAY THANKS (TW: alcohol, cursing)
Home (Simon Riley x Reader): Headcanons about how much Simon loves to be home
Reassurance (Simon Riley x Insecure!Wife!Reader): Request: simon riley who reassures you on your body.. you’re his wife and he truly doesn’t care about your insecurities and sees them as beautiful (thick thighs, stomach pudge, hip dips, etc.) (TW: body image issues, some sadness before the fluff)
Hidden Between the Pages (18+) (Retired!Simon Riley x PlusSize!Black!OC): Older Simon falls for young library worker and they get freaky (TW: PTSD, NSFW, heavy makeout sess, blowjob, afab!oc, cursing)
Can I Ride It? (18+) (Simon Riley x AFAB!Reader): Reader asks Simon if she can ride him after they've gone to bed (TW: NSFW, p in v, creampie, riding, cursing, sleepy fucking)
To be loved is to be seen (18+) (Simon Riley x Wife! Reader): Headcanons of some quirks that Simon has (TW: NSFW, sex, p in v)
Finals Week (Simon Riley x CollegeStudent!Reader): How you and Simon met and how he takes care of you during finals week (TW: Stress, Anxiety)
Sweet (18+) Simon Riley x Chubby!F!Reader): Headcanons of how much Simon loves his chubby girlfriend (TW: NSFW)
The Secretary (18+) {Part 2} (Simon Riley x F!Chubby!Reader): Simon can't help but notice the chubby secretary and her sexy new outfits (TW: NSFW, P in V, grabbing/squishing, oral f receiving, unprotected sex, finishing inside, attention from random man that isn't Simon)
Night Shift (Father!Husband!Simon Riley x Mother!Wife!Reader): Request: Simon develops insomnia, but not because of nightmares, but because of the large baby he and his wife had together. He has completely taken over night feedings and stoically tries not to sleep during the day (TW: Lack of sleep, stress, insomnia)
She Hit Me And It Felt Like A Kiss (18+) (Simon Riley x F!Reader): Request: Wait cause can you do Simon Riley, some slapping (from the reader mainly) slight cnc (if you want idk) plot doesn’t really matter but if you can start it with something sweet and then boom nsfw, idk if that’s too vague 😭😭😔✌️ (TW: TW: NSFW, CNC (safe word not used), slapping, choking, tears (good ones), P in V, slightly sub Simon and slightly dom reader, accusations of being flirty, jealous!Simon, cussing)
Random Headcanons (Simon Riley x F!Reader): Random realistic headcanons about Simon (TW: Depression, Anxiety, Low Self Esteem, Sleep Paralysis, Nightmares, Self Sabotage, Overall Angst)
Animalistic (18+) (Carnivore/Herbivore!Simon Riley x Carnivore/Herbivore!F!Reader): Headcanons based off Beastars of C/H Simon with opposite reader (TW: Anthropomorphic (?), size difference (?), suggestive content {I'm not really sure what I should or shouldn't be adding to this tbh})
Wilted Flower (Simon Riley x F!FederalAgent!Reader): Request summary: Detective turned federal agent Reader turns from sunshine girl that Simon knew as a kid into stoic federal agent after getting into a bad situation. Simon is not very happy with Shepherd. (TW: Slight OOC Simon, Non-canon events, traumatic experiences (being made to watch harm/violence be inflicted onto others, being tied up), Simon being rude, Minor cursing, Flashbacks, Y/N used a few times, ANGST)
Dinner and Dessert (Peeta Mellark x Reader) {Modern au}: You and Peeta meet in culinary school and build a little life together (TW: Swearing, mentions food and eating, and alcohol)
Clean Date Everything (18+) (Dunk, Johnny, and Cam x GN!Reader): Headcanons of how much our lovely boys like to get clean (TW: Suggestive content)