37. Gerald Levert
Approximate Weight: 300+ lbs.
R&B crooner Levert was every bit a big-bodied heartthrob for many women. When he called himself "Mr. Too Damn Good" he wasn't lying. He kept it fresh in '90s staples like suede jackets, sunglasses, and fedoras, but also knew how to rock timeless pieces like bomber jackets and chunky knits. He was also no stranger to a pair of thick-rimmed glasses and a solid gold chain that showed people you had street cred without looking like a victim of the bling era.