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1.
A puny, weak, frail person; someone who can easily be defeated. This kind of peron should not pick fights with a larger, stronger person.
Little guy: You're an asshole! Let's take this outside!

Big guy: Don't fuck with me or I'll break you in half, you fucking pipsqueak!
de Laura 18 mars 2005
 
2.
An Unimportant, insignificant person.
"SB9Dragon is a Pipsqueak"
de hanek 13 août 2004
 
3.
a small jerk that does everything to be annoying
You little pip squeak why do u have to be so annoying?!
de Danville EMT 5 avril 2007
 
4.
A small person. A child or animal that is cute.
The pipsqueak is crying again.
de Morikahjo 13 août 2009