Mens High Heels

Outfit for my first time crossdressing?

For a long time Ive wanted to wear women's clothing. I always thought they were prettier and i imagined they were more comfortable than men's clothing. I finally have enough nerve and money to by the new clothes i feel will make my life happier. Specific questions i have are which shoes an panties are the most comfortable, and also what would be the best outfit for my first day dressed like a woman. I am very excited.

Public Comments

1. okay ,,,you are so strange man ,,,just do what you like
2. alright. first off, depending on your body build you may want to buy some samples of women's clothes and compare them with your own, so you know what size you can fit in. a simple t-shirt with a cardigan should be a good choice as a first day, along with some dress pants. and to top it off, maybe add a few simple accessories to complete the look, and always choose comfortable shoes, never any kind of high heel. as for panties, i have no idea. sorry.
3. Don't try high-heels just yet. For the shoes, you should look for something that's not too pointy on the toes, and with wide heels a couple inches high. Maybe boots? Buy something that fits comfortably. As a guy your feet are proportionally larger, so the two inches of the heel will give your foot a smaller appearance. The wider the heel, the more stable it is, and the easier on the feet and ankles. Panties... I don't know about this. I prefer soft, stretchy materials, but I'd guess it varies from person to person. Good luck!
4. A skirt & crotchless panties in case you have to take a wiz.
5. First of all you should get some cute boots like the ones at payless or some sperrys or dexters. Then I would get some tight jeans and a cute blouse(: As for panties maybe just some cotton ones or maybe nylon(: and make sure you get a cute bra (one that's different colors and has straps) oh and don't forget a cami(: Let me know how your first experience goes(:(:(:
6. when i first started dressing like a girl i whent and got some cheap panties from walmart to see wich i liked the best them went to get the more expincive ones, i also got some fight jeans and girly and bright colored shirts and socks and shoes i think skater shoes are the most comfy so i went with some purple and pink DC's, ten i got pink, purple, yellow bright blue fingernail polish. last i whent and got y hair done. with you beng a guy its a mix between getting wha u think looks better and what you can actually fit, i know and im a skiny guy and i staill have trouble shopping some times well good luck :D
7. It's unfair that women's clothing is so much nicer than men's. You will be very glad that you finally got up the nerve to try it. Do you plan on shaving your legs? If so, then a suggest that you wear a nice skirt. I love short skirts, but usually go for something not very short in order to avoid attracting extra attention. Finding a good pair of panties is a little tricky because you need something that will hold your non-female parts. A lot of panties are way too narrow in the crotch to hold your stuff. I put together a little article on eHow about how I shopped at thrift stores to find most of my clothes. Thrift stores enable you to buy multiple items very cheaply so that you can experiment with what fits and what looks good on you. The article is at http://www.ehow.com/how-did_85882__did-less-_and-look-fabulous__.html
8. Your Mom could help you with this, or sister or GF, or female co worker!