Hey, cool post! OK, lets see here....
Coolest Outfit - SnakeEyes/StormShadow (both are too cool)
Coolest Voice - SoundWave (Transformers)
Funniest - Homer Simpson/Peter Griffin/Master Shake (ATHF)
Hottest - The Major (Ghost in the Shell)
Most Baddass - Brock Samson (Venture Bros.)/Bateu (Ghost in the Shell)
Coolest Giant Robot - Eva 00 (Neon Genisis)
Coolest Small robot - Bender (even better as a human!)
Other honorable mentions include; The Guyver, Spike (Cowboy Bebop), Moe Sizlack, Groundskeeper Willy, Carl (ATHF), Voltron, Akira, Skelator, Stewie, the rock demon guy from Ninja Scroll and Donatello.....I guess I'm pretty indecisive, huh?
But if I absolutely had to pick just one, it would have to be Wile E. Coyote, 'cause I can relate to that poor guy.