people beyond retarded that do drugs, smoke weed, rob stores, talk like the retards they are, too scared to fight by themselves, so they get their "homies" to fight with them, and then they think they're all that.
Gangster:*grabs little boys PSP*

Little Boy:*cries* YOU BIG DOO DOO HEAD!!!

Gangster:Hell naw! Ima get my homies and jump yo ass!
by Axeldude April 07, 2007
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A badass dude usually associated with the mafia. Not to be confused with some lame ass nigga that thinks he is bad because he has a group of friends he does stupid things with that can't spell worth a shit.
by KD November 04, 2004
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n. - A person largley involved with illegal activity, such as hired hits, extortion, shakedowns, loansharking, and in some cases prostitution.

Gangsters are generally very discreet about who they are, thusly exempting 50 cent, Ludacris, Nelly, Ja Rule, Chingy, and any other person who claims to be an "iced out gangsta" and expelling them from the definition of gangster.

True gangsters are respectful towards people generally, until you cross them, and not one of those "bust a cap in yo ass becuz u look at me rong" wannabes.
---True Gangster Dialogue---

Lasky: So Kris, feel like helping me get rid of a body tonight?

Kris: Just shove them in your trunk, it doesn't have a pullcord.

Lasky: Touche, salesman.

---Wannabe Gangster Dialogue---
James: Yo man wanna come smoke some of dat good shiz-nit with me tonight? We can get crunk and fuck some hot ass hos.
by Lasky February 14, 2007
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A man of underworld power like Al Capone, usually noted for being italian or associated with the early to mid 1900s. Not like those fag rapper wannabes who claim they're gangsters because they know how to shoot a gun or sell small-time drugs like weed. You know someone isn't a gangster when they run around calling themselves one. BTW none of them were black, so WTF r u on?
Al Capone, Frank Costello, Big Jim Colosimo, Johnny Torrio, Frankie Yale. Those men were real gangsters. True OG's not those compton posers.
by Frankie Caps July 27, 2006
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A person who belongs to a group of people designated for one purpose, often profit via crimes, such as, but not limited to, blackmail, drug dealing, prostitution and racketeering. The first and most successful gangsters were the Italian mob(Mafia). For black/latino gangster, see gangsta.
I live in New York, my town is very much Mafia run. The Italian gangsters will leave you alone so long as you do not interfere with their business. If you do, you will very likely end up dead at the bottom of a lake.
by Mahopacpride February 06, 2009
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They are 3 types

1. Mafiosi- synonymous with Sicilian culture, they do organized crime mostly extortion, gambling, narcotics, contract killing, prostitution etc.

2. The Hood Gangster_ synonymous with African- American culture depicted mostly in hip hop to immitate gangs like Crips and Bloods who do beef killings and territory feuds.

3. Bikeys - synonymous with gangs of bearded whites with bandannas tied on their heads. they move on motor bikes in large packs of around 30 & more thinkin they can intimidate everyone. see Hell's Angels
1. I'll make him an offer he can't refuse.

2. yo this cat thinks he cool i'm gon put a slug through his cap.

3. wat u gonna do to us smart guy. think you can take us all gangster??
by Escobar123 December 31, 2009
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