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scalawag

Term first coined in the late 1800s by Southerners who had Northerners exploit the cheap land during the Reconstruction. Also known as carpetbaggers. Most recently, it is used to describe Northerners who buy cheap land from Southern coastal towns, develop the area, and then resell the land for a much higher price.
Those damn scalawags are taking over Florida!
by Crazy Guy March 28, 2004
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I'm done scalywaggin

girl to ex: "Stop wasting your time with those scalywags, and let me back in your life!"

ex to girl: "I'm done scalywaggin baby."
by msaa_2001 August 2, 2009
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scallywag

scallywag
n 1: white Southerner supporting Reconstruction policies after
the Civil War usually for self-interest syn: scalawag
2: a deceitful and unreliable scoundrel syn: rogue, knave,
rascal, rapscallion, scalawag, varlet
3: one who is playfully mischievous syn: imp, scamp, monkey,
rascal, rapscallion, scalawag
4: what your mom calls me when I do her in a pirates outfit doggystyle. syn: big daddy, master, king cock
do me harder you scally wag
or
Im your bitch you scally wag
by bustinwcb April 21, 2003
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Scalywank

the act of getting a handjob from a scalywag also known as a whore or a tramp.
dude i got a scalywank form your slutty ass mom last night!
by paulsgay January 25, 2011
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Scallywagger

Deric: Scott is your dad a scallywagger?
Scott: Dude thats not a real word!
Deric: yes it is, i put it on urban dictionary, it means a british person who drinks tea.
Deric: Is he a scallywagger?
Scott: Yes.
by dfcholla May 2, 2009
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scallywag

A triflin' hoe. A nasty, ugly, highly undersirable but easy girl that may/may not have mental problems.
I was at a party the other night and that place was filled with scallywags.
by Jim Z May 3, 2005
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scaliwag

arrrrrr! behold the scaliwag. make him walk the plank.
by old pegleg July 2, 2004
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