This scene is so fucking pivotal for Dean’s sexuality, Destiel, and for accurate queer representation in the media. release-your-inhibitions said it best: That’s the moment when it clicked in his head that you can be gay and still be manly.
Dean has grown and changed so much since season one, where he was basically just a clone of his dad and all he cared about was making John happy, but it was obvious that he was still struggling with reconciling that Dean with who he his now. He’s trying to find a middle ground where he can express himself through clothes and LARPing and such but still feel like he’s “manly” and tough. I think he needed to see this. Needed to see that two men can be romantically involved and still be masculine. That your sexuality doesn’t have to dictate how you act or how you dress. It doesn’t have to be flamboyant and obvious. It can just be a part of who you are without changing your whole personality. I think he’s finally realized that. And that’s beautiful.
I also think it’s just amazing that Supernatural manged hit the nail on the head (again) with having gay characters whose whole personalities weren’t about being gay. Here you have these two very “masculine” men watching a show about hunting and drinking beer. And they’re gay. They’re not dressed head to toe in pride gear singing Broadway and shooting rainbows out of their asses. They’re just two regular guys who happen to be gay. That’s just really amazing to me.
Every time this gifset came up in the last two hours, I always thought to myself “it’s weird, but doesn’t that one guy look a little like a younger Bobby?” And it felt weird to my WHY it would keep catching my eye, but I think the above comments are the reason.
These men are very similar to the types of men that Dean grew up around and was raised by - the types he idolized and emulated, and always compared himself to. To see men like this - men that he tries (and often fails) to be - fall in love just like that. I think it’s a good thing for him and his own schemas that he’s built around love, sexuality, and masculinity.