deanling

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A Collection of Short Stories vol. 1: The Alphabet of Shameless Smut & Sexy Times - Chapter 1 - waywardwings - Supernatural [Archive of Our Own]
An Archive of Our Own, a project of the Organization for Transformative Works
By Organization for Transformative Works

Relationship: Castiel/Dean Winchester, Destiel - Freeform
Alphabet of Kinks and Tropes, One Shot Collection, Shameless Smut, Sexy Times

A is for Alpha/Omega: Alpha/Beta/Omega Dynamics, Alpha Dean
Omega Castiel, Alternate Universe - Bookstore, Writer Castiel, Scenting, Knotting, Mating Bond

B is for Breath Play: breath play, Dom/sub Undertones, Hand Jobs, Vibrators, Safewords, Men of Letters Bunker, Castiel’s Tie

C is for Cockles:Porn with Feelings, Barebacking, Top Misha, Bottom Jensen, Cockles Week

D is for Deep-Throating: Angel Castiel, Hunter Dean, Deepthroating, Face-Fucking, Blow Jobs, Hotel Sex, Sam Ships It

E is for Edging: Orgasm Delay/Denial, Orgasm Control, Handcuffs, Teasing

F is for Felching: Angel Mojo, Rimming, Felching

G is for Grace: Grace-Powered Orgasms, Grace Kink, Fantasizing, Castiel’s Grace

H is for High School: Alternate Universe - High School, High School Angst, Best Friends, Pining Dean, Football Player Castiel, Football Player Dean, Underage Drinking, First Time, John Winchester Not Being an Asshole

I is for Impala: Sex in the Impala, Sex on the Impala, Sex all over the Impala, Car Sex, Masturbation, Pining Castiel, Fallen Angel Castiel, Sorry Sam but maybe you should knock next time…

J is for Jimmy: Established Castiel/Dean Winchester, Threesome - M/M/M, Castiel and Jimmy Novak Are Twins, Awkward Blow Jobs, Voyeurism, Double, Anal Penetration, Implied/Referenced Incest, Dean Gets Fucked Stupid

K is for Kneeling: Gentle Dom Castiel, Sub Dean Winchester, Praise Kink, Crying Dean

L is for Lace: Panty Kink, Lace Panties, Dean in Panties, Alternate Universe - Roommates/Housemates, Come Marking, Blogger Dean, Castiel is Obsessed

M is for Morning Sex:, Gentle Sex, Morning Sex, Making Love, Top Dean, Bottom Castiel, Domestic Castiel/Dean Winchester, Schmoop, Idiots in Love, Sex and Sunshine

N is for Nipple Play: Nipple Play, Nipple Clamps, Nipple Torture, BDSM, Heavy BDSM, Humiliation, Masochist Dean, Punishment, Overstimulation, Aftercare, Pudding

O is for Online: Alternate Universe - Online Dating, Texting, Sexting, Dirty Talk, Horny Dean, Dean’s Freckles, Runner Castiel

P is for Profound Bond: Handprint Kink, Castiel’s Handprint, Profound Bond, Frottage

Q is for Quickie: Quickies, Dean Smith - Freeform, Top Dean Smith, Assistant Castiel, Office Sex, Episode: s04e17 It’s a Terrible Life, Surprise Ending

R is for Rough Sex: Angry Sex, Mildly Dubious Consent, Rough Sex

S is for Shower Sex: Artist Castiel, Fucking Outside, Dirty Sex, Shower Sex, Dirty Dean, Filthy, Flexible Castiel

T is for Teacher: Teacher Castiel, High School Student Dean, Flirty Dean, Cas Tries So Hard to be Good and Succeeds for the Most Part, Until Dean Turns 18, Then All Bets Are Off, Classroom Sex, Dean Gets Fucked Off to College

U is for Under a Spell: Cursed Dean, Cursed Castiel, Naked Cuddling, Spooning, Surprise Gabriel, Annoyed Sam, Awkward Sexual Situations, Accidental Sabriel

V is for Voyeurism: Voyeur Castiel, Exhibitionist Dean, Genius Dean, Neighbors, Alternative Universe - Grad School, Accidental Voyeurism, Exhibitionism, Flirty boys, Masturbating, A Thorough Rimming, Dean Loves Pie

W is for Wings: Wing Kink, Castiel’s Wings, Wings, Angel Wings, Wing Oil, feathers - Freeform, Nesting, Lots of kissing, Dean has feelings, Thank Chuck for Nosey Sammy

X is for X-Rated Video: x-rated, Marathon Sex, unrealistic refractory period, Somnophilia, Consensual Somnophilia, Enthusiastic Consent, Sex Tapes, These Fuckers Are So In Love It’s Disgusting, Sammy is Officially Traumatized

Y is for Yoga: Yoga, Yoga Instructor Castiel (Supernatural), Everyone Is Gay, Hipster Castiel, Topping from the Bottom, Autofellatio, Tattooed Castiel, Pierced Castiel, Matchmakers Gabriel and Sam Winchester, Poor Dean Gets Tricked into Yoga, Switch Dean, Switch Castiel, Sorry not sorry for mentioning Bobby’s nudie booze cruise

Z is for Zeppelin: Bachelor Party, strip club, Strippers & Strip Clubs, Stripper Dean, Lapdance, Coming In Pants, Classic Rock Soundtrack, Led Zeppelin - Freeform, Mutual Pining, Corny Stripper Names, Soulmates, Surprise Encounters, Wedding Fluff, Romantic Fluff, True Love, Happy Ending

The three times Dean asks Cas to marry him, and the one time he says yes. [ao3 link]

                                                   At Nine Years Old

The first time Dean asks Cas to marry him, it’s a Thursday.

They’re sitting on a playground swing set after school, kicking their feet to see who can go the highest. Cas thinks this contest is clearly unfair, because Dean’s not weighed down by an ugly trench coat that Mother makes him wear, even though it’s the middle of August and it’s a balmy eighty-five degrees outside. He’s practically sweating through it, and the exertion from kicking his legs doesn’t make it any easier.

“Can’t catch me, Cas!” Dean squeals from next to him as he arcs upward again, this time almost clearing the top of the swing set. “I’m gonna go allllllll the way over!”

“You can’t!” Cas yells back as he fruitlessly tries to pump his legs harder than before. “It’s impossible!”

“Nuh-uh!” Dean objects with a pout. “Benny says that his brother does it all the time!”

Cas grips the chains of the swing tighter when Dean flies upward, this time cresting above the swing set’s top and arching backwards. When he comes back down, the chains rattle and Dean flies by, mouth turned upward as he kicks his legs again to gain momentum.

“You’re gonna hurt yourself,” Cas calls out, toeing the ground to stop his movement. “Just give it up, Dean.”

“Nope!” Dean cries out when he passes by again.

“I bet you can’t even do it,” Cas mutters under his breath, which Dean catches as he flies by. After arcing up and almost making it over, Dean digs his heels into the grass to stop his ascent. Cas looks over at his friend and finds his lips upturned into a crafty smile, which can only mean one thing.

“You wanna bet?” Dean says as he gets up from the swing and walks in front of Cas.

Cas scoffs at Dean and crosses his arms. No, he doesn’t want to bet, because Dean probably will make it all the way around and Cas’ll be stuck doing his homework for a week, or he’ll have to ask Lisa Braeden if she likes Dean, or something else equally as annoying.

And yet, he can’t pass up an opportunity to prove Dean wrong.

“Fine,” Cas says, lips in a pout. “If you can’t get over in three tries, then you lose and owe me your snack packs for the rest of the week.”

Dean saunters backwards and grins widely, arms thrown out in an open gesture. “Fine, Cas. But if I win, then…,” he pauses for a moment, but then his eyes fly open and he begins jumping up and down. “Oh! Oh! If I win, then you’ve gotta marry me!”

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