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probably unpopular and easy to dispute but I like to think that the beginnings of their friendship is devoid of any sexual tension or awkwardness, still weird but Cas is so devoid of any sexuality in the beginning that Dean doesn’t really think about him like that like that's just how Cas is, and purgatory is so liminal and lawless in general that conventional boundaries are completely lifted why yes let's get naked and scrub our backs in this river let's spoon so Dean can rest a bit while Cas can make sure nothing happens to him this is what friends & comrades do. Dean is also touch-starved and craves normality so he doesn't mind Cas' insistence to wrap him in his stinky trenchcoat and watch over him while he rests idk it’s a mess and Benny thinks it’s very funny and oddly endearing and so do I