1 - 20 of 161 Works in Dean Winchester Has Self-Esteem Issues
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AU where Dean and Castiel are paramedics and the perfect work partners and they finally stop dancing around their feelings for each other. Only problem now is, Dean won't come out of the closet and Castiel is in a questionable relationship with some douchebag lawyer who doesn't exactly want to let him go. Dean and Cas' sexual and working relationship heats up as the rest of their lives start to break down. Their job is saving the lives of strangers, but can they save themselves and each other? Or will it all come crashing down?
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Dean Winchester isn't the most popular boy in his school. In fact, you couldn't get lower on the totem pole than him. But he's come to accept it, even if it means dealing with people like Gordon every time he tiptoes out of the status quo. Making first impressions is hard given that he's known most of his classmates since the beginning. But besides Charlie, he doesn't have anyone in his corner.
Except for Castiel, the school's quarterback who transferred to their school last year. But he'd never go for someone like Dean...
(This fic is based around the totally adorable Dean characterization in 14x04)
Series
- Part 5 of Season 14 Inspired
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Dean and Sam's points of views on their relationships and lives throughout the years. John Winchester is more harmful than good, especially to Dean. Sam struggles with the guilt of what his brother's given up for him over the years. Dean suffers from abuse, low esteem. TRIGGER WARNING for eating disorders/abuse. Pre-series. UPDATED: Periodic point of views from John and Bobby as well. John is a real SOB.
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When You Look in the Mirror (And Don't Like What You See) by queer_consultant
Fandoms: Supernatural
11 Oct 2018
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Dean has some self-esteem issues, especially considering he's put on a few stubborn pounds lately. Castiel knows, and he's tired of waiting for Dean to learn that he is perfect just the way he is.
Kissing, touching, and reassuring praises ensue.
Series
- Part 1 of His Greatest Re-Creation
- Language:
- English
- Words:
- 1,542
- Chapters:
- 1/1
- Kudos:
- 22
- Hits:
- 321
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It's just a little question. Easy, right? Not when you're as emotionally constipated as Dean Winchester. But he loves Cas, and wants to be with him for the rest of his life, so it's an obvious choice. Just... will he survive the asking?
And how the hell is asking a guy to marry you more difficult than hunting literal monsters?
Series
- Part 3 of Writers Block Ficlets
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The Pet Debacle, or: That Time Dean Resented The Twins for Not Speaking Up. Again. by FPwoper
Fandoms: Supernatural
04 Oct 2018
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Dean should have known better. After five years of being in a relationship with Cas and Jimmy Novak, he usually knew when the twins were up to something. But somehow he’d missed it this time around, and now he has to deal with the consequences, which include being interrupted during blowjobs by the whispering twins. Dean is sure that they are keeping something from him, but he can’t for the life of him figure out what that ‘something’ is.
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Cas and Dean are US Marshals investigating a series of occult murders along the US/Mexico border. Reality is not what it seems...
Series
- Part 1 of And this is what the devil does
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They were hunting a witch and she cursed Dean. He - an alpha!- got switched with an omega in heat. Things go downhill from there.
Or do they? -
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Dean is more okay with being a werewolf than anybody expected. Probably because he towers over Sam, and loves it.
But he is also far more cuddly as a wolf, and more receptive when Cas tells him how worthy he is, and how loved.
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It's the weekend after homecoming. Dean, Anna, and Charlie discuss midterm grades. Dean gets annoyed with Anna bragging about her scores, so Dean makes sure to improve his intelligence. Cas knows something's up with Dean and tries to confront Dean, and as usual, Dean pushes him off and gets mad, and this is their first real fight as a couple
Series
- Part 9 of Life Lessons Learned
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Dean is a mechanic, working and living at the Novak mansion where he doesn't like anything about the upper class snobbish family, especially Castiel. The boy is stuck-up and Dean has better things to worry about than why Castiel got under his skin so quickly.
In a time and place where the classes don't associate with each other and rich boys only marry rich girls, Dean and Castiel find themselves learning a lot about the importance of character, friendship and love over wealth and status.
"A coward is incapable of exhibiting love, it is the prerogative of the brave." Mahatma Gandhi
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Dean is extremely stressed out with his midterms coming up and so Dr. Novak helps him study and gives him lots of encouragement and lets Dean know he is smart enough. When Dean gets the results of his exams, Cas is there for him when not all the grades were as good as Dean hoped. Cas helps Dean get through it.
Series
- Part 7 of Life Lessons Learned
- Language:
- English
- Words:
- 2,385
- Chapters:
- 1/1
- Kudos:
- 34
- Hits:
- 580
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“I’m going to kiss you now.”
Cas pauses, giving Dean a chance to back out, but Dean just licks his lips and waits.
Cas’s mouth is up against Dean’s for a couple seconds before Dean responds, and then it’s Cas that’s being kissed senseless, because kissing is definitely not something Dean does tentatively. Dean reaches up to cup Cas’s jaw in his hand, tilting his head for a better angle, mouth plush, tasting like whiskey.
Cas tries to remember what it was like the first time he kissed a man. All-encompassing, the world jerking off its axis, the feel of stubble under his fingers intense in a way it never really is with women, as much as he loves them.
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In a world where a simple Omega is more than what he seems, watch as he encounters his lost history and reclaims his kingdom.
All with the help of his mate after all... Or maybe not. :-)Series
- Part 1 of Celestial Destiel
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Castiel Novak and Dean Winchester, Have been dating for 5 years, Two of which have been rough, particularly on Dean.
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Ten times Dean tried to kill himself.
And the one time Sam stopped him.Series
- Part 1 of i've got you brother
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The one where uninspired chef Dean Winchester has a one night stand with the male (!) food critic who described the flavour of his garlic bread as 'closeted' and accidentally ends up dating him to try and prove that he's a kick ass chef, thank you very much.
(He may have a point about the 'closeted' thing).
Series
- Part 1 of Eat, review, love
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AU Season 12 Episode 3 The Foundry
Mary's a bit more interested in Sam and Dean's past, Dean cares too much, and things quickly spiral out of control. But hey, Sam and Dean have each other to lean on when things get rough.
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Dean likes Cas. Dean loses a bet to Charlie. His punishment? Use the shittiest pick-up line in existence to ask Cas out. Good thing he likes crappy rom coms so much because his life just became one.
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Dean Winchester has been going to Camp Chitaqua every summer for most of his life, first as a camper, and for the last three years, as a counsellor. He’s disappointed when his co-counsellor Benny has to cancel after an accident, but his replacement turns out to be anything but a disappointment. Castiel Novak is smart, strong, bendy, super hot, and for some reason really into Dean. Dean’s summer romances have never ended particularly well, but Cas seems determined to be more than just another camp crush.