Update:
Ada Wong (Resident Evil)
*Agent 47 (Hitman)
*Agent Smith (The Matrix)
*Alice Twilight (No More Heroes)
*Altaïr Ibn-La'Ahad (Assassin's Creed)
*Anton Chigurgh (No Country for Old Men)
*Assassin (Fate/Stay Night)
*Beatrix Kiddo/The Bride (Kill Bill)
Boba Fett (Star Wars)
Cammy (Street Fighter)
Deadpool (Marvel comics)
Deadshot (DC Comics)
*Gogo Yubari (Kill Bill)
*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)
Jeego (Ghost Trick)
*Legault (Fire Emblem 7)
*Leon (Leon The Professional)
*Letz Shake (No More Heroes)
*Linus Reed (Fire Emblem 7)
*Mystique (Marvel comics)
*Oddjob (Goldfinger)
*Paul Kellerman (Prison Break)
*Puss in Boots (Shrek)
Psylocke (Marvel Comics)
*Sagiri (Suikoden V)
Sara (Samurai Champloo)
Scorpion (Mortal Kombat)
*Shigure (Suikoden V)
*Shiki Nanaya (Melty Blood)
*Strider Hiryu (Strider)
T-1000 (Terminator 2)
Terminator (Terminator)
*Thane Krios (Mass Effect)
*Tira (Soul Calibur)
*Travis Touchdown (No More Heroes)
*Ulquiorra Cifer (Bleach)
Vega (Street Fighter)
*Vicious (Cowboy Bebop)
*Wolverine (Marvel comics)
Zeratul (Starcraft)
--
Still smilin'
:>