Top Definition
A fat, plump and obese little girl with long socks.
Pippy Longstockings sounds like Mark Sentock in a way.
by Yo Mamma January 09, 2004
The pippy longstocking is where you fuck a girl on her period, pull out and wipe it in her hair
"Dude, last night I pulled a Pippy Longstocking on her"
by CrzyNDC September 19, 2006
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