Madonna

Madonna: 50 Looks We Can't Forget

The Boy Toy belt. A monocle. Cone bras. No one does it like this Italian: As the Material Girl turns the big 5-0 (on Aug. 16) trace her every fashion reinvention. By Aaron Parsley and Cara Lynn Shultz

BOW TIED photo | Madonna

2 of 51

BOW TIED

Madonna played it sweet and tough (check out that black leather!) as she starred as a street dancer turned fashion model in the video for 1984's "Borderline." Fun fact: Besides one very big bow, the clip also starred a then-unknown John Leguizamo as one of the singer's pals.

Next Photo

Updated: Thursday Aug 14, 2008 | 06:00 AM EDT