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Dean could tell you exactly how he came to be an enforcer for a long standing prison gang called the Alphas. Each tick of the timeline was bold and distinct. His dad had been second in command for years until he took a shiv to his kidney for stealing hooch from some meth head. That's what happened to drunks on the inside.
Dean was practically born into prison life. With his mother dead and his dad locked up, he had spent all of his time trying to take care of his baby brother. Crime was the only method he'd been given.
Bookmarked by ErstwhileHunter
24 Jun 2025
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The Boyfriend Clause (or Dean's dumbass guide to becoming a kept boy) by Desirae
Fandoms: Supernatural
20 Oct 2021
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After his shift was over, Dean just wanted to go home and relax. Instead, a shortcut through the warehouse district and a woman’s screams, had Dean running to help- and witnessing a murder. Not waiting for the killer to shoot him too, Dean sprinted into the first building he could reach for safety, only to find himself drugged and tied to a chair, by none other than the Angel of Port Grace, philanthropist Castiel Novak.
Castiel wasn’t sure what it meant that he knew that he needed Dean almost as soon as he met him; he only knew that he was grateful that it wasn’t Dean who had killed his employee, since Castiel honestly didn’t think he could seek justice if it meant harming the man.
Soon, a relationship begins that has Castiel discovering that he can trust Dean with his heart, and Dean realizing he is worthy of keeping it.
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Bookmarked by ErstwhileHunter
21 Jun 2025
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Dean gives Castiel themed gifts for their wedding anniversaries. There are a lot of anniversaries.
Bookmarked by ErstwhileHunter
31 May 2025
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“Should practically be waking up with your dick already in me,” Dean adds. It’s a joke, Castiel assumes, an off-hand, off-color comment, but then he continues, with sort of a dreamy sigh. “Mmm. That’d be hot, though.”
Castiel is suddenly reevaluating everything Dean was just rambling about. “I—” he attempts, fingers abruptly pausing as they trace patterns on the crown of Dean’s head. “Really?”
“Sure. ’S a thing people do. Like if I woke you up by blowing you. What’s the difference?”
It seems like a tremendous difference, actually. One Castiel is horribly intrigued by.
Bookmarked by ErstwhileHunter
31 May 2025
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There once was a house that no one loved, until a couple finds it, fixes it up, and turns it into the beautiful home it always wanted to be.
Bookmarked by ErstwhileHunter
31 May 2025