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Destiel Trope Collection 2026 | Day 29: Fake Dating

Amoretto Motel | @thefandomsinhalor Rating: General Word Count: 7,391 Main Tags/Warnings: Canon Divergence, Post-Episode S12E04, Fluff, Fake/pretend Relationship Summary: Feeling down after Mary left the bunker, Dean is eager to go on a hunt with Castiel, when he hears about unexplained missing couples in Arkansas. Unbeknownst to him, however, Castiel has an unusual idea how to approach this particular case. He wants to play bait. Together.

Retreat | @ampbwrites Rating: Explicit Word Count: 8,032 Main Tags/Warnings: fake/pretend relationship, case fic, undercover as a couple, idiots in love, unresolved/resolved sexual tension, there was only one bed, sassy Castiel, Dean Winchester is bad at feelings, Dean Winchester is protective of Castiel, happy ending Summary: At Sam's suggestion, Dean and a newly-human Castiel go undercover at a couples' retreat in Vermont to investigate several unexplained disappearances. Between listening to Cas affirm their relationship goals to a group of strangers and putting his hands all over Dean during couples' yoga, not to mention all the damn hippie food he's had to choke down, Dean's not sure he's ever felt more out of his element. Oh, and did he mention there was only one bed?

The Nikkah | @maxine_1703 Rating: Teen & Up Word Count: 28,000 Main Tags/Warnings: No archive warnings apply, fake relationship, romcom, first kiss, mutual pining, humour, canon divergent after “Scoobynatural” Summary: "I love you, Castiel, will you marry me?" He's pretty sure he imagines the tears in Cas's eyes, when his friend nods his head. "Yes. Yes, Dean, I will marry you." Dean and Cas decide to fake an engagement and a romance to trick some djinns, only to discover their true feelings for each other. Also featuring: Sam with a djinn-induced toothache, some fluff and then some more, kisses, hugs, tears, and, like any great romance, Dean attempting to search a strange country for the love of his life.

White Wedding | @thejukeboxzero Rating: Teen & Up Word Count: 40,166 Main Tags/Warnings: Alternate Universe - Modern Setting, Arranged Marriage, runaway groom Castiel, Dean Winchester Has ADHD, Mechanic Dean Winchester, BAMF Castiel, Crack, Fake/Pretend Relationship for a hot sec Summary: Castiel sees his arranged marriage as the end of the line, and Dean is desperate to stop Sam from getting hitched to the wrong woman, when Cas' wedding gets interrupted by a confused, but well intentioned Winchester, he see's this as an opportunity to break out from under his families thumb and start fresh, even if that means running away with the guy who kidnapped him from the altar...

Perks & Benefits | @nessarose-thropp Rating: Mature Word Count: 43,383 Main Tags/Warnings: Alternate Universe, Domestic, Hurt/Comfort, Sickfic, Fake Marriage, Marriage of Convenience, Friends to Lovers, Roommates, Sharing a Bed, YouTuber Castiel, ASMRtist Castiel, Engineer Dean Winchester, Chronic Illness, Multilingual Castiel, Openly Bisexual Dean Winchester, Gay Castiel Summary: Castiel's life isn't going exactly as planned. It's not all bad, but it's certainly not what he pictured for himself. His career aspirations in linguistics have somehow transformed into a full-time gig as a YouTuber and ASMRtist. Instead of living in the beautiful, international, and expensive city of Geneva, Switzerland where he was raised, he's living in Columbus, Ohio. When an emergency lands him in the hospital with a life-changing diagnosis and a growing stack of medical bills, Cas is left treading water. Luckily, his best friend and roommate Dean is always there with a creative solution and offers to marry Cas. For the insurance benefits, of course.

Hooker, Line and Sinker | @flatcokeao3 Rating: Explicit Word Count: 48,246 Main Tags/Warnings: Strangers to Lovers, romcom, Business man Castiel, Escort Dean Winchester, Michael!Dean - in the way that Michael is Dean's escort name, Zachariah is a D-bag, Protective Cas, Alternative Universe - Office, Fluff, Age Difference, Misunderstandings, Annoying Christmas parties, Making Out, Masturbation in the Shower, This is about beach read, Fake/Pretend Relationship, Bad flier!Dean, Smut, Fluff and Smut, Hand Jobs, Blow Jobs, Rimming, Top Castiel/Bottom Dean Winchester, Fluff and Angst, low angst, like romcom level angst, Emotional Hurt/Comfort, Dean is insecure and Castiel is very understanding and supportive, Semi-Public Sex, Golfing, Facials, Making Up, Making Love, Castiel has good friends Summary: Incredibly awkward and not ready to mingle Castiel finds himself in a bit of a pickle when his boss threatens to set him up with a relative, and Castiel's knee-jerk reaction is lying his way out of it. When the lie spreads like a high school rumour, Castiel finds it difficult to backtrack, but thankfully his sister, Anna, comes to his rescue with some sound advice. Hiring an escort to pretend to be your boyfriend might sound like the most expensive way to get out of a blind date, but Castiel discovers that it is the most emotional, confusing and rewarding way as well.

How to Lose a Guy in Ten Days | @labgeek2002 Rating: Explicit Word Count: 48,962 Main Tags/Warnings: Top Castiel/Bottom Dean, Bottom Castiel/Too Dean, Mechanic Dean, Writer Castiel, angst with a happy ending Summary: Two years into his career writing an advice column for the Advocate, Castiel Novak finds himself cynical and jaded when it comes to finding meaningful relationships which seem to crash and burn all around him. Forced to challenge his assumptions about twenty something males and humanity in general, Cas is assigned a project to find an attractive man and chase him away using all the methods and qualities he loathes in others. With a promotion on the line for the small price of cooperation with this degrading assignment, Castiel assumes the task. Sick of watching Dean tear through a string of meaningless hookups, Charlie bets her best friend Dean that he can't last ten dates with the same person before hitting the eject button. With something to prove, Dean takes the bet and finds the first handsome stranger he meets: a writer named Castiel. The only question is who will cave first?

A Game of Profound Pretence | @thefandomsinhalor Rating: Explicit Word Count: 48,974 Main Tags/Warnings: Fake Dating AU, Enemies to Lovers, Second Chances, Small Towns, Family Drama, Fluff and Angst, Unresolved Sexual Tension, Sharing a Bed Summary: With a feud as legendary as the one between the Campbells and the Novaks, Dean and Castiel’s deep aversion to each other is nothing new to everyone in town. But when word gets out that the two are romantically involved, which is a blatant lie, the reaction of everyone around them isn’t what they expect. Met with celebrations and blessings from their families, they must begrudgingly put aside their differences and work together in order to keep the peace and avoid disappointing their families, until they can find a solution to this mess. It also gives them the opportunity to finally deal with a secret of their own, concerning the real reason for their animosity, which doesn’t stem from their families’ history, but rather from a past encounter years before.

Because I can’t stop thinking about the parallels between 4x22 and 15x2.

It wasn’t relevant to the plot SO IT WASN’T SHOWN. But Dean is UNABLE to not show his love AT LEAST through physical acts, if not more. AND CAS goes on quests and tries to bring home a win for Dean every time he feels like he failed Dean because that’s how he can convince himself that he deserve Dean’s love, THAT’S HOW Cas can convince himself that he deserves what he wants most of all.

and dean sort of scoffs like, “kid, i’m giving you beer even though you’re — y’know, technically four or whatever.”

and jack nods and says, “and i appreciate it! i just sort of don’t like the taste.”

and dean shrugs and heads back to the bunker fridge and is like, “alright, well, we’ve got…” beer. there is only beer in the refrigerator, and a bit of (probably old) milk.

and so dean goes on a grocery run and gets apple juice and capri suns and sparkling water because he doesn’t know what the hell the kid is going to like. and it becomes a habit to pass jack a goddamn juice box instead of a beer, and assorted other beverages crowd for space in the refrigerator, and one day dean realizes that he’s reached for two cokes instead of two beers, not even thinking twice about what he’d grabbed for himself. one day, he realizes that the simple act of having a kid who didn’t wanna drink did more for his own drinking problem than anything else had.

Dean: *inconsolable and not leaving Cas’ side as his angel is carted into the emergency room with a stab wound to the chest.* Cas? Cas just hold on okay? We’re almost there.

Cas: *slipping in and out of consciousness, currently human much to his dismay* Dean…

Dean: Yeah it’s me. I’m here, always gonna be here.

Nurse: Sir? We need to take him into surgery.

Dean: Yeah, okay yeah, let’s uh, let’s go to surgery.

Nurse: I’m sorry, but I can’t allow you any further than this point.

Dean: Fuck- right. Of course. Just, god take care of him yeah?

Cas: *barely awake eyes closed* Want Dean to… stay.

Dean: I’ll be right outside angel. Right here. *he kisses Cas on the forehead right before they cart him away*

Nurse: It’ll take a few hours, but we’ll do everything we can for him. Would you like to move to the waiting room?

Dean: *eyes not moving from the door Cas just went through* No I uh, I promised him I’d stay here.

Nurse: ….alright i probably shouldn’t let you just hang around here but since you’re the boyfriend-

Dean: -Husband yeah.

Nurse: since you’re the husband, if you move out of the immediate path of the door I’ll let you sit here.

Dean: Thank you. I want to be here the second he’s out.

*5 hours later*

Cas: *waking up in a hospital bed with wires in his arms and a numbed pain in his chest* …Dean…

Dean: *sitting in the chair right beside him holding his hand* Cas? Cas! Oh thank god, you had me scared for a minute there buddy.

Cas: You didn’t leave.

Dean: Course not. I’ll never leave you again.

Cas: Did you have to pretend to be my boyfriend again?

Dean: *laughing* actually they assumed boyfriend, I corrected them.

Cas: *suddenly sad* you told then we were friends.

Dean: No, I-

Nurse: *walking in* Oh good, you’re awake. Your husband here hasn’t left your side for one minute. I bet he’s overjoyed to see you alert again.

Cas: *whispering to no one really* Husband.

Dean: *whispering to Cas* Husband. Sounds right doesn’t it?

*nurse checks a few things then leaves*

Cas: It does sound right.

Dean: we could, you know.

Cas: What? Get married?

Dean: Yeah, I mean, like, as friends obviously. Just friend-husbands, nothing gay-

Cas: *grabbing Dean by the face and pulling him in for a slow, gentle kiss* Yes. I’ll marry you.

AND FUCK DRYER SHEETS LITERALLY NOBODY EVER HAS ENOUGH OF A PROBLEM WITH STATIC TO WARRANT PAYING OUT THE ASS FOR THAT SHIT

DO YOU WANT CLEAN CLOTHES? YOU DON’T EVEN NEED TO BUY FUCKING DETERGENT JUST MAKE YOUR OWN* IT’S SO GODDAMN EASY AND 80X CHEAPER

FUCK THE ENTIRE LAUNDRY INDUSTRY *Fuck The Entire Laundry Industry Recipe

1 cup Washing Soda (not Baking Soda. Different things.)

1 cup Borax (not Boric Acid. Also a different thing.)

Step one: acquire $5 bag of baking soda from Costco.

Step two: lay that motherfucking baking soda out on a baking tray.

Step three: bake the baking soda on a tray in an oven at 400° for 1 hour (to make the moisture evaporate, leaving washing soda)

. DEAN WINCHESTER — COWBOY

I was finishing up Supernatural when VGen dropped challenge with a theme WIngs, so I knew exactly what I should do...

Close-ups vvvv (Please look closely... Please... I promise you it's worth it)