1. Brian Krakow from My So-called Life
As well as getting straight As Brian also loves photography and has a knack of being at the right place at the right time. If it weren't for his slightly silly haircut and beige outfits he'd surely make the girls swoon.
2. Josh from Clueless
He has a penchant for Radiohead and is more interested in watching CNN than Ren & Stimpy. Paul Rudd's character in Clueless is pretty charming despite his bad dance moves (speaking of which, this video proves Rudd still has the moves!)
3. Milhouse from the Simpsons
As this clip shows, Milhouse rules.
4. McLovin' from Superbad
This kid knows how to par-tay.