I measured my feet, checked my size on a chart and bought a pair of high heels. Apparently women’s feet are thinner than men’s, but I never thought they were that much thinner. Shoe fits but it hurts.
Foot measures are 27 cm long and 10 cm wide across the ball (10.62’’ long and 3.93’’ in imperial)
I compared the heels to my unisex sneakers: sneakers are 11 cm (4.33’‘) wide across the ball and the heels 7.5 cm (2.95’').
I don’t believe any heel brand makes 10 cm (3.93’') wide heels.
People have recommended me to go a bigger size, but a larger size is going to be longer and will fall off.
If youre comfortable enough to risk getting outed IRL, theres are certain vendors that cater specifically to crossdressers. The ones I saw were crazy expensive and weren’t particularly pretty. They’d tried to make them pretty but I think theres only so much they can do when focusing on size and strength
I’m a trans woman - I got mine on longtallsally who make wide, extra wide, extra extra wide and extra extra extra wide sizes.
As a cis man with extra extra wide feet, this is even an issue when shopping for normal shoes. Maybe I should go full Hobbit.
I’m not a cross dresser so I have no advice but I just wanted to say, apparently this has been such a historical problem someone made a movie and musical about the situation, the musical is quite good. Not sure I’ve ever seen the movie though.
https://en.wikipedia.org/wiki/Kinky_Boots_(musical)
All that to say: I’m sure you’re not alone
My best advice would be to go in somewhere supportive and safe and get fitted properly, you can cause a lot of damage to your feet and ankles.
Also, start off with a low height and work your way up ☺️
That one time I bought a pair for a joke at a party a few years ago, I just searched on Amazon for high heels in my regular male size. Apparently, some chinese companies custom-make large-sized lady boots on demand this way. I think I ordered them from “Only Maker”, their models seemed to be safe to walk in with wide heels… I checked before whether you need to order a different size - turns out there is no significant difference. Simply order whatever standard size you usually buy. Just make sure that you pick a model with a wider front. Male feet tend to be wider there, which cause the majority of problems when walking. This is especially true if you have issues with normal shoes being a bit narrow in general (like rubbing at your outer toes when walking for a while).
Also remember that high heels tend to be in the category of “sitting shoes”, not “walking shoes”. I learned that at said party fairly quickly.




