Best Destiel Angst Fanfics

by gabriel

What begins as a transforming love between Dean Winchester and Castiel Novak in the summer of 1965 quickly derails into something far more tumultuous when Dean is drafted in the Vietnam War. Though the two both voice their relationship is one where saying goodbye is never a real truth, their story b

by microcomets

Dean’s your typical half-orphaned, monster-killing 22-year-old until a trenchcoated stranger crashes into his back windshield one September night, claiming he’s an angel that knows him from the future and that he’s on the run. Frigging fantastic. (Or, in which Castiel gets stuck in Dean’s timeline p

by Annie D (scaramouche)

Dean and Castiel share a bed. It starts out platonic, and then becomes something else.

by NorthernSparrow

All Dean wants is a little privacy. Cas doesn't understand.

by glassedplanets

"I mean, you’re–” He gestures at Cas, in his neat oxford shirt and nice pants. “–and I’m a high school dropout who tattoos for a living.”  Wherein Dean makes a hefty living as a tattoo artist who owns the space next to Gabriel's cafe. Sam attends the local university. When Gabe's cousin comes to liv

by xylodemon

No one ever tells Dean anything.(or: Dean Winchester and the not-relationship crisis of 2014)

by sobsicles

So, the first thing that happens is Castiel comes back. ~~~"Right," Dean says eventually, gruffly. He looks down at his shoes. "I'm not gonna tell you how to live your life, man. It's—you know, yours. Do your thing, love who you love, whatever. I can't really stop you from loving me, if that's what

by bendingsignpost

As a grease monkey turned college freshman, Dean's constantly three seconds away from being stressed out of his mind. It hardly helps that he's finally figuring out his sexuality in his thirties. What might help with that stress is a little phone number (and a big credit card bill). If he can't figu

by saltyfeathers

There's a haunted apartment building in Vermont, and the ad says "Professional couple only". Dean and Cas rise to the occasion.

by cowboydeanwinchester

Dean started working at a local auto repair shop in Lebanon, Kansas about a year ago. His coworkers don't know much about him. Except that he has a wife. Or maybe he doesn't. But he has a kid. Who is either a toddler or a high schooler. Who is either named Jack or Sammy. He also might have a best fr

by relucant

Cas exhaled. "When an angel's wings are injured," he said to his feet, "the healing process can be augmented by… grooming, I suppose, would be the most accurate word. Removal of the maimed feathers to allow growth of healthy ones. Otherwise, they're left to fall out alone." He tilted his head to

by Vee (Vera_DragonMuse)

In which, Gabriel meddles with the time line and Castiel becomes Dean's angel rather sooner than intended.

by noangelsinthegarrison

Sam and Jess are getting married and Dean couldn’t be any happier for them. Honestly, they’re kind of disgustingly perfect for each other and Dean’s pretty damn excited about staying with them the week before the wedding. He’s Sam’s best man, of course, and he doesn’t even mind that Jess has her own

by pantheon_of_discord

A week ago, Dean was pulled out of Hell. Now, he’s apparently woken up in 2018, and the angel that a mere twenty-four hours beforehand had threatened to chuck him back into the pit is sleepily pouring himself coffee and wearing Dean’s second-favourite Zeppelin shirt. It all seems like a perfect happ

by jemariel

There's something going on with Cas. Dean is determined to help him through it, in whatever way he can. He might end up with more than he bargained for. OR: Dean helps Cas scratch an itch. As it were.

by Destielshipper4Cas

‘Alpha Needed: Looking for an alpha with a calming scent, preferably mated, for scenting purposes. Twice a week, one hour. Pay: $20 per hour plus expenses.’ In order to get his anxiety attacks under control, Cas is supposed to regularly scent an alpha whose scent makes him feel safe.Dean could reall

by LimonadeGaby (orphan_account)

But that’s the whole reason he’s here, isn’t it? He’s not out here hunting Humans. He’s not even hunting deer, or bears, or anything else that featured in Bambi. He’s out here, freezing his nuts off every night, because he’s hunting Angels.Sometimes Dean wishes that Angels were like how they’re desc

by saltyfeathers

Dean can't sleep. Cas offers to tire him out.

by thepinupchemist

Driving down a deserted road in the Rocky Mountains, Castiel finds something unexpected: An omega. Not only an omega, but a naked, injured, pregnant omega.Dean doesn't talk much at first, but that doesn't change the brightness of his soul.It also doesn't stop Castiel from falling in love with him.

by unicornpoe

“How the fuck do you know my name?” Dean hisses.The man doesn’t look scared. He is watching Dean like there is nothing else worth watching, lips a little parted, eyes a little soft. And blue. Real blue, like the ocean on a postcard.The ice spreading down Dean’s spine makes him shiver.“I suppose you