Chapter Text
Sometimes Dean felt tired of being the masculine, 'straight-presenting', macho guy his father raised him to be, and what he felt was expected of him in the hunter life.
Sometimes Dean just wanted to feel like a feminine, delicate, and pretty girl with some hot, rich boyfriend who bought her expensive gifts and dolled her up in fancy clothes.
Sometimes Dean would shave all the body hair below his lashes, buy some cheap makeup from a store, slip on those red-pink satin panties Rhonda Hurley gave him, and a cute, matching lacy bra with a little bow.
Sometimes Dean thought about growing out his hair, though he always clipped it when it got too long, and maybe saving up to buy whatever cute dress he saw online.
Sometimes Dean desired to go out and find some older sugar daddy that would call him 'baby girl' and treat him like some trophy wife and tell him what to wear.
Sometimes Dean wished to be made love to, kissed all over his body, feel submissive and dainty and small under some larger body.
Sometimes Dean touched his pussy under the covers and thought about Sam's strong, muscular arms and Castiel's deep, rumbling voice, and rubbed his thighs together as he felt himself getting wetter, precum drooling from his slit and down onto his clean, bare skin.