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Swagabond 

A sub-term stemming from the word Vagabond (1: moving from place to place without a fixed home : wandering
2 A: of, relating to, or characteristic of a wanderer B : leading an unsettled, irresponsible, or disreputable life)

However the swagabond is an individual who is well kept and is unsuspecting to the general public as person who is effectively homeless. Similar to the couch surfer but applies to a more broader group and is specific on style and hygiene.
"Wait, that dude is homeless? He dresses so well, that dude's a Swagabond
Swagabond by ACFXS May 13, 2013
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swagaroony 

To express how much swag you have. Sometimes swag hurts. Like when you have too much of it. Thats when you would say "swagaroony"
"Fuk yall whor3s because im swagaroony"
"Wow i heard that gurl is swagaroony"
"Rechel. You so swagaroony. Almost as much as rabyn"
swagaroony by swag queen September 1, 2013

swagaroo 

To possess an extreme level of swag. Swagaroo is a lifestyle, greeting, action,etc.
Mom: Can you do the dishes?
Me: Swagaroo

Guy #1: Whats up dawg?
Guy #2: Swagaroo
swagaroo by gmac93 July 26, 2011

swaggabooty

Usually referring to a female but could also apply to a male. Can be used as both a noun describing someone's butt or as a nickname. Refers to someone with a large butt that sways while walking due to their natural swag.

Note: this is not a large butt due to the person being heavy, it is a naturally lush ass, sometimes associated with black girls
Nate: "Look at that girl, she has a swaggabooty."

Kevin: "Oh hey, swaggabooty."
swaggabooty by ilovecats1009 December 9, 2012

shagaboom 

A saying you come out with when life is going all a lil bit too well for you
“They have a 2 for 1 deal on jagerbombs at the bar, shagaboom”
shagaboom by SHAGABOOM June 26, 2022

Swaggaboo Barbie 

A sexy blonde babe who is full of swag & surrounds herself with other Swagnificent & Swaggaholic friends. Its a combination of Malibu Barbie & Swagger
Hey do you know Tandi? Who? Oh, u mean Swaggaboo Barbie

swagabond 

A friendship with excessive amounts of swag.
Me and my homies got a swagabond.
swagabond by vioswag October 5, 2011