skallywag 

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.

skallywag by Fawkes August 21, 2004

skallywag 

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.

skallywag by PIMP S. May 17, 2004

Skallyswag 

A skank whose got swag. She got talk game but she's nasty.and promiscuous. She will make you think she's cool smart and intelligent but in reality she's trampy funky and uneducated. And often is found letting the street late night looking for a dick to suck. she looks cool doing so but looks are deceiving. Don't be fooled! It's a mirage!

Damn that hooker bitch got skallyswag!!!

Skallyswag by Just another betsch from 302 February 27, 2019

Skallywag 

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.

That Skallywag caught a monster Marlin today and is celebrating its release with a good rum.

Skallywag by Jack S. March 3, 2022

Scallyswag 

is a scallywag with swag.

Julia Roberts in Pretty Woman is a Scallyswag.

Scallyswag by PseudoGinger22 February 24, 2012

Skallywag 

A member of the notorious Motorcycle Club Skallywags MCC from north west of England.

Those fucking Skallywags are always up to something.

Those Skallywags are loveable rogues.

Skallywag by Sally Wagski November 21, 2020

skallywags 

an undefined itch in the genital area caused by skeletors and is spread making new skeletors.

i had sex with that skeletor girl and woke up the next morning with a bad case of the skallywags.

skallywags by g money1 November 18, 2010