The Rapper: Kanye West
The Women's Clothing He Wore: While sitting in the front row at a show during London Fashion Week in February 2012, Ye was wearing a mint green sweater that was originally designed for women.
How Ridiculous Did It Look? Not at all. Over the years, Kanye has been spotted wearing women's sweaters and blouses on a number of different occasions. But he always manages to pull off the looks and doesn't seem to care about whatever outrage he causes by dressing in women's clothing.
Photo Credit: The Grio