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Essential cross dressing shoes

Essential Cross Dressing Shoes

As we all know, women can never have enough shoes.  So, it’s understandable that cross dressers will also want to build up a small collection.  But with so many styles to choose from, it can be confusing for a cross dresser to know where to start.


The first thing to do is work out your size.  This is fairly easy to do.  If you live in the U.S. or buy shoes in U.S. sizes, just add two sizes to your men’s size to find the appropriate women’s size.  For example, if you’re a U.S. men’s size 7, you’d most likely be a U.S. women’s size 9.  Now, this isn’t an exact science and can vary depending on style and manufacturer.  For a perfect fit, you should really try the shoes on.


Most cross dressers start with one pair of shoes and slowly add to their collection over time.  There are lots of styles that are well suited to cross dressers.  Perhaps the most popular are the timeless pumps (otherwise known as court shoes).  In their basic form, pumps have a simple, seam-free silhouette and can have a heel of any height.  They are also available with various enhancements such as embellishments, straps and open toes.  As it’s easy to find them in a range of width fittings, they’re perfect for cross dressers.

Boots are also a popular choice.  Whether it’s a high-heeled fashion boot or more casual style, everything from jeans to skirts looks great with them.  Coupled with the fact that they’re feminine, but don’t reveal too much, you can’t really go wrong!

If you have large legs or thick ankles, it’s best to go for shoes with a chunkier heel, especially when you’re wearing a skirt or dress.  Not only will they be more comfortable to walk in, but they’ll also make your ankles appear thinner.  Styles with a chunky wedge heel are also a good choice, for the same reason.  So, when a drop-dead gorgeous pair of shoes next takes your fancy, just bear these points in mind.  


Colorful shoes can be used to spice up any wardrobe.  No matter how simple your outfit, a great pair of shoes can totally transform your look.  As you would expect there are some color guidelines that you should follow, to make sure that your look is perfect.

  • Black shoes are extremely versatile and can be worn with just about anything.
  • Brown shoes go really well with darker earthy tones, beige, tan, orange and green.
  • Light brown shoes complement lighter earthy tones, beige, blue and white.
  • Cream shoes work well with whites, pastels and light neutral colors.
  • White shoes are great with bright colors, pastels and light neutral colors.
  • Silver shoes look good with white, black, blue, purple and pastels.
  • Gold shoes look amazing with red, green, brown, black and white.
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