Effeminate/Crossdressing Dean

[marshmallowstuf]

I really enjoy stories that explore Dean's feminine side. We know from the show that he sometimes indulges in secret pleasures, such as pop ballads (I'm All Out Of Love), medical dramas (Dr. Sexy, M.D.), and wearing pink panties. We also know that a lot of what Dean shows the world is what he picked up copying John, and that, as his dream-self put

Comments

[rianadrarrylove]

You'd probably like Man Enough by runedgirl!!

"While the boys are trying to evade both Leviathans and law enforcement, Dean manages to get himself cursed with a particularly nasty sexual frustration spell. One that it seems only a pair of skimpy pink women’s panties - and Sam - can break."

Seems to just be panty!kink but goes far deeper. So worth the read.

[marshmallowstuf]

Thank you! I did very much enjoy it, despite not really being a Wincest shipper. Dean's vulnerability was exactly what I was looking for. If you have any others like this one I'd love to read them!

[ardentlyburning]

Dean acting feminine is also one of the things I love -- so much that I made a tag ("Dean doing feminine things") to use for my fics on AO3 that fall into that category -- but unfortunately, I haven't found a whole lot of fics that really explore it in ways that aren't panty!kink.

There is Dream Car, which is short but cute, but I think that's the only one I have saved.

I do have some self-recs, though. Almost all of them are gen.

The Prettiest Princess, gen, pre-series (it takes place in 1991, during the Christmas shown in the flashbacks), Sam and Dean acquire a copy of the Pretty Pretty Princess board game and ultimately end up playing it as a form of resistance against John's parenting

Guilty Pleasures, gen, Dean and girly TV

Paging Dr. Sexy, gen, Dean discovers Dr. Sexy, M.D. fanfiction

I'll Put on My Dancing Shoes Real Tight, gen, Dean and cooking

Games that Children Play, gen, pre-series (Dean is five), a story about Dean and gendered children's play and motherhood