Your favorite pop star wasn’t always decked out in the best fashion, and your favorite rapper didn’t step a foot in Bergdorf Goodman, yet they still conquered the scene with their musical ambitions. Stars like Jay-Z, Jennifer Lopez and Will Smith, all extremely popular today, went through a few crazy fashion trends that many of us have adopted. Other styles, however, we just can’t help but laugh at.

Check out your favorite celebrities before they met that wonderful stylist.