Well, I tell all guys to check out Eddie Izzard. He's a British actor and Comedian. If you watch his DVD "Dress to Kill" he explains all about "male lesbianism" and transvestism, squirrels in makeup, crazy dogs, puberty, God sounding like James Mason, British Empires, Steve McQueen, etc.
He considers himself to be a transvestite, but hasn't tried to "Pass" as a woman since he came out when he was 23. He just wears whatever clothes he wants, whenever he wants.
He boasts of "total clothing rights for both sexes". If he feels blokey one day, he'll dress blokey. If he feels femme he'll dress in a skirt or womens' trousers, sometimes breasts (which are ims, but not planted
).
He talks about how women put on trousers back in the 20s and everyone freaked out, but now it's fine. Why not the same for men now?