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1.
An individual who is really into fucking, perhaps even a whore or jiggalo.
Hot Janice laid 12 guys tonight and then bought a round of crack for all the other girls at the brothel. She's a real FUCKSTER!
by george September 08, 2004
 
2.
the entirely porn version of napster
check out all this sweaty buttsex and felching on fuckster
 
3.
1. A word developed to describe a person who has done something shady or is shady.
2. Someone who likes to hit it and quit it all day.
3. Someone who does something or says something that pisses everyone off.
4. A synonym to the slang version of "gay", not literally homosexual.
"Damn do you see that fuckster over there?" - Tim
"Oh you mean that shady guy named Eugene Kim
that looks like Tae Yang?" - Victor

" Stop being such a fuckster Eugene! >:O"

"I'm sorry, but seriously the first time i met that guy Eugene,
I knew he was a fuckster"
by KPXentertainment September 26, 2010
 
4.
What we call the people who call themselves hipsters behind their back.
"If I see one more Urban Fuckster I'm going to puke," said William, after the woman in Manalo Blahnik shoes obliviously stepped on his weinerdog's paw.
by Agent Jane December 27, 2003
 
5.
A man that lures women into one night stands and/or frequent sexual encounters with smooth talk and charm for the sole purpose of fucking them.
Damn, that fuckster has been with 5 women in 3 days!
by Fernclad October 30, 2007
 
6.
Can mean either:

1)A man addicted or good at sexual intercourse.

2)Someone that tries to be a "gangster" or act like one, but does only look stupid.
1) Tiger Woods was the fuckster of the year, beating David Letterman and Quagmire...

2)

Guy: Hey, wazzup Homie-G?

Me: Take a hike, fuckster.
by Shottenheimer March 18, 2010
 
7.
A person who is extremely groovy. A contraction of fucking groovster.
Hey mein fuckster, grab me another beer from the fridge while you're up.
by BlackHawk May 09, 2003