I don’t know why anybody else likes wearing clothing that’s usually associated with the opposite sex. There could be lots of reasons, and the only way you’ll know for sure (and maybe not even then) is to ask the person — except that wouldn’t be polite, so you’ll never know, period.
It could even change as the cross-dresser goes through life. It could be for erotic arousal sometimes, at other times it might be a way of earning money, or just for fun.
One of the reasons I do it is so my outside will match how I’m feeling on the inside. When I was young, I could only allow myself to feel feminine when actually dressed as a girl — but today I sometimes feel quite feminine, if I choose to, even when wearing my Farmer John jeans and plaid work shirt. So the cute outfits are a way of intensifying the inner feeling by getting rid of those confusing masculine cues and just being all girl.
The older you get, though, the harder it gets to pull it together. If I look in the mirror, what I see doesn’t mesh very well with how I’m feeling. Girl, if you’re 22, or even 32, and feeling insecure about how you look, I have some advice: Pull up your panty hose, sling your purse over your shoulder, and get on with it! You’re not going to get any better looking while you hide behind closed doors.
I would recommend that you learn about fashion and makeup so you can look your personal best. And maybe take off those extra pounds while you’re at it, okay, darlin’? You will do neither yourself nor the transgender community any good if you go out in public looking like something that floated up off the bottom of the lake after about a week under water.
Do yourself a favor and get it right — but then do yourself an even bigger favor and get it in gear! Strut it while you’ve got it, because it will go south on you.
I’m getting a little jowly, and my neck is sagging, and the bags under my eyes and the veins on the backs of my hands … yuck. I’ve still got great legs for an old broad, but who’s going to look at my legs?
It’s almost easier not to bother with the girl-stuff. Just do the guy thing. It’s easier, but it’s sad too.
I know that all older women (most of them genetically female) face these same issues. It’s not just me. The difference is, a genetic female who has never considered herself anything but female, who is now Continue Reading »