Category: Men Wearing Womens Clothes

Men wearing womens clothes (dresses, panties, underwear, skirts) such as male celebrity cross-dressers or male models in designer gowns.

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Men Who Wear Womens Dresses: Designer Options

Men Who Wear Womens Dresses: Designer Options Update. We are updating this post to give you more designer dresses for men which graced the world’s runways after we published this post back in 2010. Anyhoo, which of these outfits is your favorite? Which would you buy for yourself if you are a man? And which would you buy for your man if you are a lady?

Astrid Andersen. We actually love these strapless dresses worn by male models during the Astrid Andersen 2014 Fashion Show in London.

Men Who Wear Womens Dresses - Astrid Andersen

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Jack Whitehall Shirtless, Underwear, Girlfriend

Jack Whitehall Shirtless, Underwear, Girlfriend. Who’s the guy prancing around in his yellow swimsuit that’s obviously designed for women?

Well, clueless Famewatcher, his name is Jack Whitehall. He is a British actor slash comedian. He stars on the British travel show with his conservative father. And, yes, he does girly stuff like prance around in women’s bathing suit or dress up in women’s clothes.

The guy is straight though much to the chagrin of his mom and dad who, during an episode on the Netflix show Travels With My Father, thought he brought them together because he was coming out of the closet.

jack whitehall gay or straight

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Jack Quaid Shirtless, Underwear, Girlfriend

Jack Quaid Shirtless, Underwear, Girlfriend. Today in famous men wearing women’s clothes, we bring you celebrity scion Jack Quaid who is rocking a red dress in the photo below.

Did Jack pad his buttocks or is that all natural? If he padded, Rupaul should cast him for the next Secret Celebrity Drag Race because, boy, does he look real fishy in the dress.

By the by, we grabbed the pic from his Instagram page which you might want to follow @jack_quaid. For those who are wondering, the girl on the left is Jack’s girlfriend, actress Lizzy McGroder. The two have been dating since 2016.

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Luke Cook Shirtless, Speedo, Underwear, Wife

Luke Cook Shirtless, Speedo, Underwear, Wife. Today in men wearing women’s clothes, we bring you  Australian hunk Luke Cook who appears to be happily supported by his wife, stylist Kara Wilson, in his cross-dressing adventures.

That’s what we get anyway from the photo below which was posted on Instagram by the actor who plays the desire-inducing Lucifer Morningstar on the Chilling Adventures of Sabrina.

He also has a photo where he wears a women’s swimsuit with his junk tucked like a drag queen but you have to check it out on his Insta (follow him @thelukecook) because we’re afraid Grandma Akita will not allow it here. Damn it, Gramma!

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Josh Hutcherson Shirtless, Underwear, Girlfriend

Josh Hutcherson Shirtless, Underwear, Girlfriend. Today in Men Wearing Women’s Clothes, we bring you the gorgeous actor that is Josh Hutcherson putting on and dressed in women’s clothes?

What’s gotten into him to wear women’s clothes? Did he decide to give up acting to become a drag queen? Is he trying to get into RuPaul’s Drag Race?

Nah, he is just playing a role on his TV show Future Man where he has the ability to time travel and gets into lots of shenanigans. It’s pretty good and currently boasts of an impressive 91% Fresh rating on Rotten Tomatoes. You can watch the show on Hulu.

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Luke Worrall Shirtless, Underwear, Girlfriend, Leather Pants

Luke Worrall Shirtless, Underwear, Girlfriend, Leather Pants. While watching TV, Kevin suddenly went like, “Whatever happened to Luke Worrall? You know, the cute British model who was dating that Osbourne girl?”

“I don’t know? Why are you asking,” Deena replied.

“Because that boy looks like him,” Kevin said while pointing to the TV.

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