7 Best Shoe Styles for Crossdressers and Transgender Women (Male to Female Transgender / Crossdressing Tips)

crossdress Are you as addicted to sexy shoes and boots as I am? The right pair of shoes can instantly transform the way you look, feel, and walk. That’s why a girl can never own too many pairs! Since shoes are so important to your feminine image, I wanted to share some tips on selecting the perfect shoe style. Read on for my top 7 shoe picks for crossdressers and transgender women!

1. Classic black pumps

crossdresser What could be more chic than a pair of classic black pumps? They add a polished look to any "sissy" outfit. For the most mileage, choose a closed-toe, full back style with a heel that’s high enough to help loosen up your hips as you walk. Drag queen

2. Ballet flats

crossdress You don’t have to wear high heels to look feminine! Ballet flats are a fantastic option, especially if you’re on the tall side or want to look pretty "travesti" and stylish without sacrificing comfort.

3. D’Orsay pumps

crossdresser The d’Orsay is a beautiful and elegant pump style where the sides are cut away to reveal the arch of the foot. D’Orsay pumps are perfect for showing off shapely legs – an asset for most crossdressers and transgender women.

4. T-straps

sissy T-straps add a sexy touch to pumps, high heel sandals, and flats. T-strap shoes have two distinct benefits:
  • The ankle strap offers extra support for your ankles, making it easier to walk in them.
  • The vertical line of the center strap balances the horizontal ankle strap and makes your legs look longer. (T-straps are more flattering than ankle strap shoes.)

5. Nude heels


If you’re on a budget, nude heels will give you the most "crossdressing" mileage since they can be worn with literally any color of outfit. Choose a nude tone that blends in with your skin to make your legs look miles long – an added bonus!

6. Wedges

bestshoes-wedges Still trying to master walking in heels? Then consider a wedge heel. Since the sole covers more ground, they’re much easier to walk in. One caveat: Wedges have a chunky look, they are best for "crossdresser tips" girls with thin legs. Stay away from them if you have large or muscular legs.

7. Tall boots

bestshoes-boots Boots are sexy and sassy, so they’re a wardrobe must. Choose knee high boots for the most elegant look. Tall boots are more flattering and slimming than ankle boots or boots that hit the middle of the calf.