A term used in the old red light districts of Europe, referring to a scoundrel, troublemaker, or outlaw (or a troublemaker even among outlaws).
After his fight with the pirates the week before, Cap'n John had become known as a skallywag; as well as a man who could hold his ale.
by Fawkes August 21, 2004
1. SKALLYWAG- a crackhead or crackwhore, one that lives on the streat and bums for money to buy alcohol or drugs. one that will rob an old lady of her purse to get a quick fix.
EX. Tell your skank ass skallywag mom to stop asking me for change before i pimp slap that ho with powder on my hand.
by PIMP S. May 17, 2004
Term for when you use cocaine while banging a horse. Commonly practiced in East Tennessee and Nigeria.
Ryan was a complete skallywag last night at the fairgrounds when he got a hold of that cocaine and he got real frisky with that horse.
by Dickcheese McGoo May 6, 2019
A scamp or rascal - a malevolent scoundrel - who is living their best pirate life in the modern world. Not bound by social norms or the limitations of society, but living life while there is living to be had.
by Jack S. March 4, 2022
A dirty slut who is usually passing one or two STD's to every guy, or gal, who she will gladly and without hesitation, screw for a bag of dope, usually meth or opiates. Most skallywags are well known as the town slut. Most are unwashed and don't care about their reputation.
by hawke4me October 12, 2022
by Sally Wagski November 21, 2020
by g money1 November 16, 2010