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pimpsqueak 

A very short, often ugly man, that for some reason can pull some serious ass. It could be because the guy has legitimate game or he has a big sausage or a combination of both. Every college campus has at least one pimpsqueak. Usher, Jeremy Piven, Prince, Joe Rogan and Jermaine Dupri are all perfect examples of pimpsqueaks.
Ron: "Is that Mandy Harris kissing on that little ugly dude over there?"
Chuck: "How in the fuck? I'd kill to bounce that ass."
Ron: "Why in the fuck would that guy get her?"
Chuck: "What can you say, the guy must be a pimpsqueak."
pimpsqueak by John Planet October 16, 2008
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pimpsqueak 

An appellation used to describe an insignificant individual who would otherwise be labeled a "pipsqueak" but has stooped to such a level of personal or professional immorality that it would offend pipsqueaks.
That guy has gone way beyond the pale - he is a pimpsqueak for sure!
pimpsqueak by Seal Beach Mike March 24, 2009
Related Words

Popspeak 

The language of pop culture. Usually annoying and quick to die in nature.
Teenager #1: Bro, you just got owned!
Teenager #2: Totally Raped!
Me: I'm not sure how getting hit by a tennis ball is anything like being someone's possession or the terror of forced sex.
My Friend: Can't get to angry at the youngsters, they're immersed in popspeak.
Popspeak by Schuyler_15 August 1, 2009
a hot dog, kielbasa or bratwurst, with or without bun
"Hey splid, pass me one o' dem pimpsteaks, don't spare da mustard."
pimpsteak by jimwitt May 31, 2007
Kyle King- Yo throw me another one of 'dem pimpsteaks yo i be watching sucka free countdown while hollain' at my keyshawn.
Pimpsteak by Luc Gregor January 20, 2008
When a pimp dude gets his toe stubbed.
BANG
Pimp:PIMPSQUAK MY TOE!
Pimpsquak by Nick Glenn May 22, 2003

pimpshake 

A tight bond and understanding of pimp status between two brothers
Ex 1.yo dat ho u be pickin up last night thats true pimp status yo, pimpshake my ass nigga.

Ex 2.Man u be pimpin Yolanda? DAYYYMMM Son thats true pimpology.I'm ight that we be both pimpshakin
pimpshake by Eric December 10, 2003