AngstySkylar
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Summary
Single bachelor Dean bets he can have sex more times within a calendar year than his happily-married brother. But when Castiel – Dean’s roommate, best friend, and total virgin – asks Dean to be his First, Dean’s plan to bed numerous strangers goes up in smoke. Over the weeks, then the months, Cas becomes his go-to guy. His “fuck buddy”, if you will. But that doesn’t sound right. It doesn’t feel right. Dean was Cas’ First, but now he wants to be Cas’ Only. Now he’s gotta figure out how the heck to court a guy he’s successfully wooed a hundred times already.
- Language:
- English
- Words:
- 35,782
- Chapters:
- 7/7
- Collections:
- 2
- Comments:
- 285
- Kudos:
- 2,446
- Bookmarks:
- 545
- Hits:
- 36,931
Bookmarked by AngstySkylar
13 Feb 2026
Bookmarker's Notes
Amazing amazing fic, so heartwarming. Love dean and cas like this
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Dean's not handling his best friend and ex-roommate's "kinks" very well.
Until he learns how to handle them.
Series
- Part 1 of Wrecking Ball
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Dean Winchester has been leasing out his extra cabin up by Moose Head Lake in Maine for many years now. He has grown accustom to the rhythm and predictability of life in the quiet forests of Northern Maine. Something always felt missing though, and heart ache from lost love had pushed Dean to lock himself away. When he suddenly meets the blue eyed writer who is the first tenant of the season, things in Dean's life get turned upside down, and maybe he is willing to take a chance again, even if it might mean getting hurt.
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In a world where being dominant or submissive is part of your biology, Dean Winchester is a sub in trouble. Resistant to his submissive nature and the role society expects him to play, Dean fights against his body’s instincts until he’s sent to Purgatory—a high-class facility meant to train subs and help them find their perfect match. Skeptical and wary, Dean warms up to the program for one reason, and one reason only: his trainer, Castiel Novak. Castiel is the poster-boy of dominance, a workaholic outside the playroom, and probably the hottest Dom Dean has ever seen.
As their bond becomes more passionate and profound, the boundaries between them blur and feelings begin to surface. But not everyone approves of their powerful connection…in fact, someone might just do anything to stop it in its tracks.
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Surviving the war had been one of the hardest things Dean had ever done. Coming home from the war is proving to be even harder. Lost and adrift, he feels like he's drowning. When he happens upon a horse farm looking for help it might just be the lifeline he's been looking for.
When Cas meets the new farm hand he sees the same injured look in those eyes he's seen time and again in the horses he's rescued. Can he break through to Dean the way he has with his horses? Teach him to trust, to surrender, to connect. Can he break down Dean's defenses without destroying his own? Maybe with a little hope and a little rope they can find a way through together.
- Language:
- English
- Words:
- 77,285
- Chapters:
- 15/15
- Collections:
- 3
- Comments:
- 1,069
- Kudos:
- 2,400
- Bookmarks:
- 692
- Hits:
- 59,055
Bookmarked by AngstySkylar
26 Dec 2025