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It's 1995, and Castiel's high school years are destined to be difficult: home-schooled until eighth grade, he is awkward, shy, and socially inept. The weird kid with the funny name would rather isolate himself and draw in his sketchbook than deal with the constant bullying he faces every day. Things only get worse in his junior year when he excels in home economics class, leading the captain of the baseball team, Alastair, to start taunting him for being gay. Then new student Dean Winchester arrives at Flour Bluff High School, sharing many of Castiel's classes. Castiel has seen his type before -- handsome, athletic, arrogant, and sure to be the most popular kid in school. But Castiel eventually learns that he and Dean have more in common than he thought, and they form an unlikely friendship. This story was originally published October 20, 2010 as part of the Dean/Cas Big Bang Challenge. Warnings: Bullying, homophobic language, some violence related to bullying. Cover for this story comes courtesy of @_thebat

When Castiel’s plans for the summer get cancelled and he’s left with nowhere else to go, Dean invites him to go home with him. It seems an easy solution to cure Castiel’s summer blues, but when they arrive at the Winchester household, Dean realizes due to a slight miscommunication with his mom he and Castiel will have to spend the summer sharing a bed and holding hands because the entire Winchester family thinks they’re dating. And really it shouldn't be that big of a deal because Dean Winchester isn't actually in love with his best friend; except for that he is.

At eleven years old, Dean Winchester thinks he and Castiel will be best friends forever. One day, however, when Castiel shatters their friendship in one easy swoop, Dean finds himself fearing nothing will ever be the same between them again. Now seven years later, their paths cross again and together they find themselves figuring out who they truly are and who they were meant to be.

In which Dean develops feelings for the quirky, tea drinking, farmer’s market attending bookstore owner and Sam insists on using Facebook relationship statuses as hard, cold evidence.

They’re dangling off his tongue again, those three little words; the three most terrifying words in the entire English language. It’s getting harder and harder to hang on to them, to keep them imprisoned. (Cross posted from tumblr, and AO3. Written for lastknownwriter.)