Ask the crossdresser

You ain’t in the army trying to get a section 8 are ya?

In other news, how do the clothes store treat you when you go to buy stuff? I get a pretty difficult time when I go to get something for my woman, you use that as an excuse?

No more of this, thanks.

Since you say it’s pretty obvious that you’re a cross dresser to most observers, do you get any sort of thrill out of the potential shock value to unsuspecting persons with whom you might interact when you do get out?

How old were you when you first went out in public?

Don’t have to answer if you don’t want to:
Do you have friends that know (either acquaintances that have seen you, or people who recognize you from the clubs) or is it more or less a secret? If so, would you be upset if they ‘found out’?

Why?

Have you always been “ok” with your desire to crossdress? Do you get sexual gratification from it? You said you aren’t “out” to everyone. How do you think your parents would take it?

I used to work in a women’s clothing store, and we carried large sizes. We used to get several cross dressers, and we always treated them with courtesy and respect. Usually they were quite willing to spend large sums of money on clothes, and we were happy to help them do that. Some of them would come in wearing male clothing, tell us that they wanted to dress up, and we’d help them. Some of them would come in wearing female clothing, and try to pass, and we’d pretend that we thought they were women. I have no idea how many wore female clothing and passed, of course.

I don’t dress to “shock” people. I would love to look exactly like a women when dressed and try to do that, but with my build and features there’s only so much I can do. Even when I did a professional 90 minute makeover, you could still tell that I was a man. My family would strongly be against me being open with CDing (they’ve acted very negatively to crossdressers) which is a major reason I’m mainly closeted. My friends don’t know, and it’s been a long time since I’ve been in a serious relationship. I’ve often wished to quit, but it gives me too much joy (partly sexual) that I always continue.
I tend to dress classy but not over the top. Mostly I wear bright blouses and knee length skirts that aren’t too tight. I don’t do jewelry or stuff my bra, but I do wear modest heels. Most of my shoes come from plus size stores and Payless. I’ve rarely had problems with stores, but sometimes they won’t let me use the dressing room. And I looove pantyhose. Having the entire lower half of your body encased in a luxurious silky fabric is heaven!
I started dressing in public five years ago (age 27) when I moved to Tacoma. Guys sometimes hit on me but I just turn them down nicely. When I don’t crossdress I’m just another unremarkable T-shirts and ragged jeans guy. Would I love to walk downtown in a male haircut, no makeup, but dresses and pantyhose? Yeah but there’s no chance of that happening. Strangely enough those old style male outfits don’t appeal to me.

Thanks for answering my questions!! ^-^ Much appreciated!

Thank you, I was wondering how much of it was the fabric and how much the cut.

Given that girls can wear pretty much anything boys wear, and no one cares… What constitutes cross-dressing for you? Top hat and a tux, like Marlene Dietrich?

Have you ever tried to change your voice as well?

My non-Mod guess is that you’re clearly being “humorous.”

That said, on to my comment:

I just don’t get it. I know the OP is straight. I’m about 95% straight. I’ve only had sex with women, but have watched and masturbated to gay porn. I’m super-liberal blah blah blah, love the gays and all that. But I just don’t… GET it. I should note that I also don’t get clothes and style in general. I wear, more or less, jeans and a t-shirt to all non-funeral functions, and if my wife asks what I think of her outfit, I fucking panic, and just say “Oh, it’s nice!”

I used to work in The Castro, and was always perplexed by the Trannys on the streetcorners, handing out postcards of their next singing engagement, or asking me to vote for them at the Tranny Ball, or what not.

Not to seem dense, but I guess… what do you get from crossdressing?

Joe

Do you pack when you crossdress?

Do you shave your legs?

I suspect/know a close friend of mine to be a crossdresser. In the past couple of years my friends and I’ve seen him transform. He started to let his hair grow, shave his arms, legs, etc, let his nails grow and polish them expertly (although no colors). I found female panties between the cushions at one time when I was visiting. A real sexy one, although I know him not to have a girlfriend. Everything added up, it is pretty obvious.
None of my friends and I have any problem with this, and would be very open to him coming out. My friends are a very diverse bunch of guys and everyone would be respected of who they are. I myself came out as gay 15 years ago and it has never been an issue.

We want our friend to come out to us, to be open and let himself be himself. Still, all subtle hints that we know about him that we drop get ignored, any more direct questions get diverted. He knows we don’t mind and probably encourage him. Still, he wants to keep closeted. Do you have any suggestions how we can help him? Or can you think of a reason why it might be preferable to keep closeted?

Ooo! Following on from that, do you (the OP) “tuck”?

(as a woman with very large feet, I’d love to find out hints on places to shoe-shop ;)).

More seriously though, if the OP is “only” 5’7", chances are his feet aren’t all that large and he’s well within readily-available women’s sizes.

For my own question: Do you tend to enjoy wearing more feminine underthings even when you’re outwardly male-dressed?

Have you ever run into a situation where your clothing has caused particular problems - e.g. running into your boss or your pastor or anything?

My daughter is quite tall and wears 11 med to 11 wide. www.Zappos.com seems to have a very good rep re online. Re shoes it’‘s hit or miss as most brands top out at size 10 but more are carrying into the 11’s now. Clark’s carries lots of 11’s in various widths and surprisingly so does Cole Haan (in some styles) if you’re up for the price tag. RE top end stuff my ex is is 6’ tall and swears by Finn Comfort shoes. These cost in the mid to upper 200’s but they are about the most supportive shoes a woman can buy (and still be decent looking) and they come is women’s widths and lengths out to 12-13 extra wide. They are extremely well built and last for years.

The fun of crossdressing isn’t necessarily the clothes, it’s making myself look male. I wear clothes that are loose-fitting and hide my figure, as well as styling my hair so that it makes my face look more masculine. It’s also important to notice that while girls can wear boys’ clothes, most of the time girls with a “tomboyish” style wear women’s clothing styled after men’s clothing. The cuts of men’s clothing is very different and emphasize different features of the body entirely.

I would love to wear a tux though! The thought of it puts little cartoon stars in my eyes.

I don’t.