Men posing in high heels and black tights

More at Men in high heels group

Men in high heels at Seattle Erotic Art's Festival

Men wearing high heels at Magic Theatres The Rivoli Ballroom

More at Magic Theatre

Men's High Heels

"A Few Reasons Why I Think Men Look Great In High Heels:

Because of their tendency to have a lower body fat ratio, men often have legs that look absolutely stunning in high heels and stockings. I've commented on that several times in some of the hosiery articles I have written for men. Heels also add a couple of extra inches of height, which can help a short man out, or turn a tall man into something truly imposing. It may seem strange to describe a man dressed in lacey panties, stockings, and high heels in that fashion, but to my mind at least, there can be something about the feminine trappings of a man wearing lingerie and heels that actually accentuates his masculinity."
An article written by Hope Alexander at Hubpages

Terry Richardson embraces heels for men

"...Following in his footsteps, Rad Hourani likewise showed stacked platforms for guys on his SS10 runway. But, the gender-bending look has been slow to take off. Men in Tokyo may be forming 'skirt tribes' en masse, but heels have for seasons seemed to have a long way to go before reaching the masses. That is, until now..."
An article written by Alisa Gould Simon at Black Book