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

bald head scaliwag 

a bitch who does not have any hair and wears wigs to cover it up.

bald head scaliwag, aint got no hair in back. gelled up weaved up, that girl looks fucked up.

bald head scaliwag by Straight trill July 7, 2009

skaliwags 

dirt bag prostitute whores

"Get outta of my truck you skaliwag, your done"

"Start sucking Skaliwag"

skaliwags by Dustin kelly May 1, 2005

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

scaliwag 

the definition of scaliwag, according to the inventor of the word, is whores that got picked up by pirates and other sailors in port. Then got fu*ked in every oriface imaginable, using any and every available blunt object (specifically including the pepper shaker). When the whore was so utterly abused and disgusting that nobody wanted to touch her, the sailors would just throw her overboard.

Paris Hilton is a modern day scaliwag.

scaliwag by Joe "Burnsy" Smith December 2, 2004

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