Today's outit was: stonewashed flared bottom jeans, black gladiator sandals, a tight pink t-shirt, gray oversized hoodie, with an unpadded black bra and matching panties, and my padded butt/hip panty girdle underneath. For make-up, I wore light foundation, pale pink eyeshadow and mascara. My finger and toe-nails are painted electric purple.
I started out like you, just wearing a woman's t-shirt or jeans, and all other guy stuff. Then back in January, I realized I'd had enough of hiding in the closet, and just making quick jaunts out from time to time, and decided to start really living. I threw out all my guy clothes a week later and started wearing femme clothing 24/7. Everyday I wear almost exactly what I would if I were female, just without the breast forms. I'm young and fit enough, with the natural long hair, to pull off the hip androgynous look that's becoming popular again. A lot of my girlfriends have told me I'm passable, that I've got the look, walk and mannerisms of a woman. I'm still having trouble with the voice. Once I get that down, I'll start wearing my forms all the time. Except on the job, while they're very cool about me expressing my "culture", since they hired a guy, they need me at work as one.
I get a few looks everyday, some are confused, a few of revulsion. I don't let it bother me at all. I smile at everyone who makes eye contact. I finally learned that I can be me and not feel bad about myself, feel like some freak of nature or that everyone is staring at me. At the end of the day, most people care more about their job, errands and general plans for the day than whether or not it's a guy in a dress or just a homely looking woman.