They’re star-crossed lovers. A UK woman supports her cross-dressing male partner by doing her hair and makeup alongside him — which results in him getting hit on by guys while the duo paint the town ...

Would you stay with your significant other if they were a cross-dresser? (Photos: Courtesy of the subject.) When I met my second husband in 1987, he was wearing a dress. He’d come to present to my ...

In the vast expanse of social media, a curious and captivating trend has emerged, capturing the imagination of countless individuals nationally. Men, with a flair for the dramatic, are donning wigs, ...

Ask Anna is a sex column. Because of the nature of the topic, some columns contain language some readers may find graphic. Your letter is short, but it encapsulates so much of the cultural shame and ...

I received an email this week about a long-forgotten artist who is not only having an art exhibition in New York next month, but he was the man responsible for the world's first cross-dressing ...

In the summer of 1897, police officers in California began searching for “a woman living in Stockton in the garb of a man.” For at least a month, detectives sought a “girl who roams in male attire” ...

WSVN — Now here is a legal question you may have never heard: If a man likes to dress as a woman, can he be arrested while driving for impersonating a woman? It’s one man’s concern, and Help Me Howard ...