Oh! Oh! I can't believe no one's mentioned Xander!!! He practically had "Sidekick" painted on him from episode one! And the best part is, he knew it too.
1. Sallah (Indiana Jones)
2. Chewbacca (Star Wars)
3. Subotai (Conan the Barbarian)
4. Doc Holliday (Tombstone)
5. Beavis (Beavis & Butt-Head)
6. Barf (Spaceballs)
7. Arthur (The Tick)
8. Milhouse (The Simpsons)
9. Jay (Kevin Smith Movies)
10. Hamish (Braveheart)
Honorable Mentions:
Steven (The crazy Irishman from Braveheart)
Slater (Dazed and Confused)
Michael Bolton (Office Space)
Mitch Hennesy (Samuel L. Jackson's character from The Long Kiss Goodnight)
Butters (South Park)