You never would have guessed it from looking at him these days, but Orlando Brown was quite the child actor. First seen as one of Daymon Wayans’ JROTC kids in Major Payne, he soon led his voice talents to Waynehead, a Saturday morning cartoon created by Wayans that aired on the WB. A guest appearance on Sister, Sister came next, followed by a 3-season run on Family Matters.
Orlando also appeared on the Disney Channel for years— who wouldda thought this guy had something in common with Miley Cyrus and Britney Spears?! Lizzie Maguire, The Proud Family, Fillmore!, That’s So Raven and Phil of the Future can all be found on his resume. He even performed on several Disney Channel soundtracks and released his own album in 1996.
No longer a child, but he’s definitely trying hard to look a star with these oversized, tattoo-inspired Ed Hardy sunglasses. They’re a bit heavy on the bling-bling and slightly feminine for a man, but somehow he pulls em off.
Buy these now: Ed Hardy EHS-001 Skull and Roses, $163