Nicole Richie
By now we all know Nicole Richie as a funny gal actress and fashion icon. But when Lionel Richie's daughter first came on the celebutante scene back in the aughts, she was known as Paris Hilton's BFF. When The Simple Life premiered in 2003, Paris was definitely the bigger celeb - but Nicole's shenanigans and epic hilarity soon surpassed the star power of her hotel heiress friend.