12. Turtle (Jerry Ferrara); Entourage

Critics might not admit it, but Turtle swagged hard on Entourage for eight straight summers. From his early streetwear look to a more preppy style once he enrolled in college, to a fresh fusion of the two in the later seasons, it was always clear what Turtle spent his BFF checks on (besides weed). Highlights include getting specially-made custom Forces made for him by a Nigo-esque designer in season three, and rolling to Hugh Hefner's pajama party in designer footies. It's no wonder his arm candy during the series included the likes of Jamie-Lynn Sigler and Dania Ramirez.