Update:
Ada Wong (Resident Evil)
Agent Smith (The Matrix)
Altaïr Ibn-La'Ahad (Assassin's Creed)
Anton Chigurgh (No Country for Old Men)
Assassin (Fate/Stay Night)
Bad Girl (No More Heroes)
Bane (DC Comics)
Boba Fett (Star Wars)
Bullseye (Marvel comics)
Combustion Man (Avatar)
Darth Maul (Star Wars)
Deadpool (Marvel comics)
Desmond Miles (Assassin's Creed)
Elektra (Marvel Comics)
Elle Driver (Kill Bill)
Flonne (Disgaea)
Garcian Smith (Killer7)
GoGo Yubari (Kill Bill)
Gray Fox (Metal Gear)
HK-47 (Star Wars: Knights of the Old Republic)
IG-88B (Star Wars)
James Bond (James Bond series)
Jason Bourne (Bourne series)
Jeego (Ghost Trick)
John Smith (Mr. and Mrs. Smith)
Kaku (One Piece)
Kalifa (One Piece)
Kitana (Mortal Kombat)
Legault (Fire Emblem 7)
Leon (Leon The Professional)
Lettie (Final Fantasy Tactics)
Letz Shake (No More Heroes)
Linus Reed (Fire Emblem 7)
Lyon (Suikoden V)
Mercenary Tao (Dragonball)
Nikita (La Femme Nikita)
Nina Williams (Tekken)
Oddjob (Goldfinger)
O-Ren Ishii (Kill Bill)
Paul Kellerman (Prison Break)
Puss in Boots (Shrek)
Psylocke (Marvel Comics)
Rayne (BloodRayne)
Rob Lucci (One Piece)
Sagiri (Suikoden V)
Saito Hajime (Rurouni Kenshin)
Sara (Samurai Champloo)
Sayid Jarrah (Lost)
Scar (Full Metal Alchemist)
Scorpion (Mortal Kombat)
Shadow (Final Fantasy VI)
Shigure (Suikoden V)
Shiki Nanaya (Melty Blood)
Shinobu (No More Heroes)
Spy, Thy (Team Fortress 2)
Stan Smith (American Dad!)
Starkiller (Star Wars: The Force Unleashed)
Sub-Zero (Mortal Kombat)
T-1000 (Terminator 2)
Taskmaster (Marvel comics)
Tengo (Ghost Trick)
Terminator (Terminator)
Thane Krios (Mass Effect)
Tommy Vercetti (Grand Theft Auto: Vice City)
Travis Touchdown (No More Heroes)
Ulquiorra Cifer (Bleach)
Vega (Street Fighter)
Vernita Green (Kill Bill)
Vicious (Cowboy Bebop)
Voldo (Soul series)
Volke (Fire Emblem 9/10)
Wolverine (Marvel comics)
Zabuza (Naruto)
Zeratul (Starcraft)
Zevran Arainai (Dragon Age: Origins)
--
Still smilin'
:>