Update:
Ada Wong (Resident Evil)
Agent 47 (Hitman)
*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)
Beatrix Kiddo/The Bride (Kill Bill)
*Bullseye (Marvel comics)
Cammy (Street Fighter)
*Cigarette-Smoking Man (The X-Files)
Combustion Man (Avatar)
*Deadpool (Marvel comics)
Deadshot (DC Comics)
Dexter Morgan (Dexter)
Ezio Auditore da Firenze (Assassin's Creed)
Gray Fox (Metal Gear)
Henry Cooldown (No More Heroes)
HK-47 (Star Wars: Knights of the Old Republic)
James Bond (James Bond series)
Jason Bourne (Bourne series)
*Kimmy Howell (No More Heroes)
*Leon (Leon The Professional)
*Light Yagami (Death Note)
*Lloyd Reed (Fire Emblem 7)
Marluxia (Kingdom Hearts)
*Mercenary Tao (Dragonball)
*Mystique (Marvel comics)
Nikita (La Femme Nikita)
O-Ren Ishii (Kill Bill)
*Puss in Boots (Shrek)
Psylocke (Marvel Comics)
Sagiri (Suikoden V)
*Saito Hajime (Rurouni Kenshin)
Sara (Samurai Champloo)
*Sayid Jarrah (Lost)
Scar (Full Metal Alchemist)
Scorpion (Mortal Kombat)
*Shelly de Killer (Phoenix Wright series)
Shigure (Suikoden V)
*Shiki Nanaya (Melty Blood)
*Sub-Zero (Mortal Kombat)
*T-1000 (Terminator 2)
*Terminator (Terminator)
*Thane Krios (Mass Effect)
Tommy Vercetti (Grand Theft Auto: Vice City)
*Travis Touchdown (No More Heroes)
Ulquiorra Cifer (Bleach)
Vega (Street Fighter)
*Vicious (Cowboy Bebop)
Volke (Fire Emblem 9/10)
Wolverine (Marvel comics)
*Zabuza (Naruto)
Zeratul (Starcraft)
*Zevran Arainai (Dragon Age: Origins)
--
Still smilin'
:>