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swillionaire 

Someone who has developed a lifestyle well beyond their legitimate means, accumulating a wealth of "funny money" to include but not limited to: food stamps, welfare, section 8 living, disability despite not being disabled, unemployment, and government medical coverage. Usually knows the ins and outs of soup kitchens, church donations, and other charities. Most likely the product and cause of a white trash upbringing. They've squandered all their free money in the pursuit of drugs and have begged and borrowed from anyone willing to lend a hand, particularly family members, including their sons and daughters (ranging in age from 11 to 21) ex-husbands/wives, parents, siblings and have most likely been "cut off" by those with the common sense to realize what scum these people are. Credit cards are maxed out and multiple bankruptcies have been filed but Credit Card companies still see fit to grant credit. Unpaid bills pile up over months until they are forced to switch companies and take out phone, cable, and internet in someone else's name. Considered by many to be financial black holes, this breed of pondscum is a cankerous sore on society's underbelly.
"Don't worry, our trashy neighbors won't be here long, they're swillionaires!"
See also: bottomfeeder, lowrent, swill, scum, trash, white-trash, loser, beggar, vagabond, train wreck, druggie, etc.
swillionaire by Beautiful Ken July 18, 2009
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Spillionaire 

Person who makes a lot of money (millions) due to the BP oil spill in the gulf.
Hey did you hear about Kevin Costner and his oil water separator invention? Yeah, he is gonna be a Spillionaire off that deal.

willionaire 

A person who has become wealthy exclusively through inheritance, rather than work or other means. Such a person has received or will receive their millions, or even billions as a beneficiary of a last will and testament.
There are self-made men, and then there are willionaires; the people who have all the money, but did none of the work.
willionaire by Keyser Tomasi July 26, 2009

skillionaire

n. -- A person rich in furious skills.
Q: "Who invented the omlette?"
A: "IT WAS SKILLIONAIRES."
skillionaire by Ray Deemer July 7, 2006

twillionaire 

Used to describe performers/business people who made their fortune marketing to pre-teens/teenagers. (a.k.a. tweens)
"Despite her 'Punk' exterior, Avril Lavigne is a certified multi-twillionaire."
twillionaire by Mike Z. July 4, 2005

stallionaire 

Two whack ass niggas that think being on a reality show will jump-start their rapping career.
Crappy TV Watcher: Yo man, you see the Stallionaires last night?

Normal Person: What the fuck are you talking about?
stallionaire by GoobNasty October 6, 2008

scrillionaire

n. A word used to desribe someone who, contrary to reality, believes that they are infinitely wealthy. A scrillionaire is typically indicated by frivolous, unwise, and flashy spending.
Now that Tyrone's a scrillionaire he even put rims on his toaster.
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Instead of doing my homework, I decided to piddlefart around for two hours.
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