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)
*Boba Fett (Star Wars)
Bullseye (Marvel comics)
*Cammy (Street Fighter)
*Deadpool (Marvel comics)
Deadshot (DC Comics)
Dexter Morgan (Dexter)
*Ezio Auditore da Firenze (Assassin's Creed)
*Gray Fox (Metal Gear)
*HK-47 (Star Wars: Knights of the Old Republic)
*Jaffar (Fire Emblem 7)
*Jason Bourne (Bourne series)
*Leon (Leon The Professional)
*Linus Reed (Fire Emblem 7)
*Lloyd Reed (Fire Emblem 7)
*Mercenary Tao (Dragonball)
*Mystique (Marvel comics)
*Nikita (La Femme Nikita)
Oddjob (Goldfinger)
Psylocke (Marvel Comics)
*Sagiri (Suikoden V)
*Saito Hajime (Rurouni Kenshin)
Sara (Samurai Champloo)
*Scar (Full Metal Alchemist)
Scorpion (Mortal Kombat)
*Seta Soujiro (Rurouni Kenshin)
Shigure (Suikoden V)
*Shiki Nanaya (Melty Blood)
*Spy, The (Team Fortress 2)
*Strider Hiryu (Strider)
*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)
--
Still smilin'
:>