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Al Capone was an infamous American crime boss.
Antonov is a Russian billionaire and the self-proclaimed "first champion" of The King of Fighters tournament.
An evil businessman introduced in Devil May Cry 2. Arius seeks an ancient artifact to resurrect the demon Argosax in order to control the world.
A less-than-honest businessman and leading character in the Minder television series.
Is the main protagonist, lead enforcer and right hand man of Dutch of the Van Der Linde gang in Red Dead Redemption 2.
Although he looks like a baby and even "plays" one, this Who Framed Roger Rabbit character is actually a middle aged, street smart, cigar smoking man. Now can you go and change his diaper?
Bender Bending Rodríguez is a vulgar robot from the Futurama universe.Bender is a character created by Matt Groening and David X.Cohen.Bender first appeared in the pilot episode of Futurama ; ''Space Pilot 3000'',on March 28,1999.
Big Boss is well-known for preferring cigars, and even smoked one as he drew his last breath.
Long-time family friend and member of the Grove Street Families. Big Smoke is overweight and obsessed with money. He is the secondary antagonist of GTA: San Andreas.
Bearded war veteran Bill Overbeck is one of the survivors of Left 4 Dead.
An obese redneck and hillbilly who wants to destroy Beavis and Butt-Head.
The Black Smoke Shenron is an evil Eternal Dragon borne of too many selfish wishes.
One of the protagonists of Blip & Blop
The leader of the Special Forces and the second main antagonist of Dead Rising.
The spiritual leader of the Resistance, he fought against the Ark Security Forces to break free from The Ark.
One of the playable multiplayer characters in Bioshock 2. He is a self-made businessman who came to Rapture to get away from the restrictive trade laws on the surface.
The guardian of the rabbit tower in Jantoushi Doraou, he is a rabbit of fine taste but is also very serious minded.
Captain Price is a recurring supporting character throughout the Call of Duty games specifically developed by Infinity Ward. Price is known for his seeming invincibility and for his amazing mustache. Occasionally he goes deep undercover.
Swordfighting is kinda like making love. It's not what you do but what you say what's important.
A ruthless gangster, who's ruled the East End for over two decades, now has DC Carter and Mark Hammond at his heels.
A cog who has multiple personalities.
Colonel Joshua Starke is the cigar-chomping leader of the WinterICE squad sent to Siberia in Second Sight.
Crank is a playable character in Aerena - Clash of Champions.
Director Phleg is a Glukkon who is manipulated by Abe to disarm part of the main gates to SoulStorm Brewery.
Dok is the proprietor of Dok's Cigars in Halas.
Known as the Plobfather, Don Clawleone is the leader of the Plob.
Don Corleone is a prominent figure in the Godfather franchise. He was in the Godfather games released for PS2, Xbox, Xbox 360, Wii, PSP and PS3.
Kingpin of Los Muertos, a Latin American street gang and drug cartel.
Don Ennio Salieri is the head of the Salieri crime family operating in Lost Heaven.
Duke Nukem is the heroic protagonist of the Duke Nukem franchise. He is widely known for his ultra-masculine personality, memorable catchphrases and acts of major badassery.
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