42. Bret Michaels
Forget the leather vests. Forget the skull-emblazoned muscle tees. Forget the leopard-print everything. All of those can be chalked up to the fact that it was the '90s. But this man is STILL wearing the damn bandannas — like they're surgically attached to his hairline — even when he wears a suit. There's “branding” yourself… and then there's looking skankier than the women you date on TV.