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chillin like a villian 

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Seems that no one knows how this originated so let me break it down. It first appeared on the saturday morning cartoon Batman, where Batman approaches Freeze and Mr. Freeze says im chillin like a villan, hence why he was chillin (literal definition).
Batman: Freeze what are you doing?
Mr. Freeze: chillin like a villan
chillin like a villian by djnick November 3, 2003
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chillin like a villian 

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Trent, 'spelt' is British English for 'spelled'.

Anyway, as said before, it's SPELT "chillin like a villAIN" not "chillin like a villian". It means you are really relaxed et cetera. like a head of a rich criminal organization

chillin' like a villian 

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no one really knows what it means... but it rhymes.
Drew: Hey buddy wussup?

Alec: Nothin much, just chillin' like a villian

Chillin' Like a Villain 

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Relaxing comfortably, stress free in an attitude of ready to party.

The "Like a villain" part of the phrase refers to how rich gangsters may choose to be enjoying some liquor, maybe some fine wine, smoking a blunt of kine bud (high quality marijuana), enjoying 'chill pills' like blue valium or xanax and most likely listening to some music just enjoying the moment.

It's in the same urban family of "just chillin'" which is kind of like

how a wine would chill...not frozen, just simply appreciating in value as time passes.

A:"Hey man, what's up? What are you getting into? (like what are you doing right now or have planned later for the evening)

B: "Oh, you know the way I do it. Not much, just Chillin' Like a Villain here at the crib.

A:"That's what's up. Aright cool. Hey, why don't you come over to the house and we'll roll up a blunt, get high and drink on some of this crown I just bought?"

B:"Sounds like a plan to me. Give me about 30 minutes and I'll be out there."

A:"Cool, see you in a few. Peace."

B:"Peace."


chillin like a villain

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Equivelant to "I'm fine, thanks." Can be found in many different forms(See examples)
Someone asks you: "Sup, dude?"
You say:
"Chillin'"
"Chillin' like a villain"
"Chillin', killin'"(Scary Movie)
OR for the extremely bored:
"Chillin', killin', and blood spillin' like a motha f**kin villain"
chillin like a villain by DJ Conan December 4, 2003

chillin like a villan 

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what bobby dugan does on a regular basis. 24/7
ME:yo bob-o what you doing?
BOBBY:chillin like a villan suhn(son)

chillin like a villain

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Dumbass saying that commercial advertisers ripped off as "Gelling like a felon"
If I see those faggy guys trying to be cool in that shoe sole commercial again, I'll scream!
chillin like a villain by 'YO MAMA' September 24, 2003
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Pink Cloud

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12 step recovery jargon referring to someone new who talks about how great life is, now that they're sober. Usually meaning that the person is out of touch with reality.
The new guy seems pretty happy for a dude who has no job, no money and no family. He must be on a pink cloud.
Pink Cloud by toniwithaneye November 24, 2006
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Dotard 

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An aging individual who has long lost the ability to make rational sense.
That dotard is going to get us all blown up, if he doesn't calm down .
Dotard by anonymous September 22, 2017
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Chancla

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The deadliest weapon known to a Latin kid; a flying slipper/ flip-flop.
My mom hit me with a chancla.
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Striver 

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The striver is an interesting phenomenon that is seen across college campuses. In essence, the striver is an over-achiever who comes from a working or middle class family. He may be an immigrant. He may have been a slacker in HS who was "born again" into an academic wunderkind. Or he may just be an over-achiever who is keeping at it.

The striver is willing to sacrifice his social life at the expense of Phi Beta Kappa and Summa Cum Laude. The striver is the guy who stays at the library long after you are gone. The striver is the guy who takes 30 credits/semester and considers anything below an A/4.0 failure. The striver doesn't work on campus, he is too busy finding ways to pad his resume instead of working retail or workstudy. The striver lets his grades pay his education by applying to ten scholarships a year.

The striver is a future Soros/Fullbright/Rhodes/Gates/Marshall/etc. fellow. The striver lives to study. For the striver, their fun comes from the rewards they expect to receive in return for their diligence. Be it Law School, B-School, academia, or politics. The striver seeks to find the American Dream through academic success.
Anthony was a striver. He transfered from a TTT to an IVY and graduated in 2 years. He studied his ass off and went to Penn Law. He got a Biglaw offer. But lost it all because of an unmoderated mesasgeboard.

Successful strivers:
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Striver by URM Striver January 3, 2009
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SkyPesos 

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Delta SkyMiles, also known as SkyPesos, is the frequent flyer program of Delta Airlines. It has a very poor value and hard to use.
- I'm trying to book an award flight to Paris, but I only have 70,000 SkyPesos
- Just forget about it, you don't have enough SkyPesos to fly anywhere.
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