scowlawag 

Someone who frowns deeply while being a pain-in-da-you-know-what.

Hamlet was famous for being a royal scowlawag during his famous pretending-to-be-plumb-loco shenanigans.

scowlawag by QuacksO April 16, 2021

Scalawag 

A scumbag and a traitor. First used during the reconstruction era South for White Southerners who supported the Carpet Baggers.

"You're nothing but a dirty scalawag", said Henry.

Scalawag by OneBadAsp October 21, 2006

scowleavage 

When an ample-breasted woman attemps to scowl but is showing so much cleavage that no one even notices it.

Tabitha was trying to express her dismay at the bank, but she was showing way too much scowleavage for anyone to tell.

scowleavage by Midnightwolf979 November 1, 2013

Scalawag 

1) A rascal.
2) Word used by Strong Bad at the end of his little song about the difference between "its" and "it's".

If you want it to be possessive, it's just "ITS." But, if it's supposed to be a contraction then it's
"I-T-apostrophe-S," scalawag.

Scalawag by Johnny Rocketfingers November 17, 2003

Scalawag 

A maritime whore; hangs out in ports waiting for sailors.

That chick Tammy's a real scalawag.

Scalawag by Archangel John June 23, 2003

Scalawag 

a woman of free sexual behavior.

That scalawag took the whole 9.

Scalawag by Anonymous October 11, 2003

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!

scalawag by Crazy Guy March 28, 2004