Hi ladies!
First time posting, but long time reader.
I've been crossdressing for about 7 years, mostly as a sexual fetish, but occasionally as something more when my inner girl calls out to me. No family or close friends know (I live far away), though a big-city neighbor or two has over the years. Everyone thinks I'm a typical manly man.
I'm mostly into the kind of stuff that sexually overcharged teenage boys like, so it's been a lot of Victoria's Secret and fancy / skimpy dresses in private, though I have managed the courage a few times to go through a drive-through or walk around the neighborhood dressed head-to-toe (with more classy / ladylike dresses) w/ full makeup where even if you know I'm a guy you wouldn't recognize me (LGBT safe areas, of course).
I'm also pretty athletic, so I have a small collection of Victoria Sport workout clothes to see what I'd look like as a fitness girl. A few times I've had the courage to wear a thin sports bra under my shirt, but never anything you would notice at a glance. I've come close to doing more, but always stopped myself at the door. Not today.
Today I wanted to run just after sunset, and I had a rush of courage come over me by deciding to accept more of myself. For better or worse, this has been a part of me for years, and I'm tired of hiding everything. I like wearing women's clothes sometimes, and that's ok. I'm not trans. I'm not gay. I like feeling sexy and cute the way some cis girls do, and that's fine. I'm ok with occasional negative judgment from strangers. It's the negative judgment from myself I hated.
So I did it. I put on my pink sneakers and my leggings and my sports bra and my sparkly Victoria Sport top and put my wig in a pony tail and out the door I went. And it was fine. I jogged around for a while and went back inside, and felt great. My face had no makeup. My wig didn't cover all of my hair. I wasn't tucked. My chest was flat under my unlined bra. Yet it was exhilarating as I was clearly portraying female with no way out and nowhere to hide with my pink shoes, pink hair tie, and clearly visible bra through my open back shirt.
I was a boy wearing girls clothes going on a run. I was me.
Thanks for all the support and encouragement to this point and beyond.
-Michelle