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Swagless 

A individual who believes they have 'swag' nevertheless they have no swag and are therefore swagless
Jon: wow look at those two young hipsters over there.
Pete: they are truly indeed swagless
Swagless by Mr BigG November 26, 2013

Swagless Wonder 

A black man with no swag.

Swagless 

Swagless: The Act Of Having No Swag, People who are not cool have zero Swag and therefore are swagless. All Martha's are swagless, even having zero hidden swag
Yung Flexx: WOW THAT MARTHA IS SWAGLESS!

Yung SHROOMZ: I KNOW ZERO SWAG EVEN NO HIDDEN SWAG
Swagless by YUNG FLEXX July 11, 2017

Swagless Steven 

This is what you call a guy who exudes an extreme lack of confidence. Typically these people are extremely indecisive, especially when it comes to women, and constantly worry about crap that doesn't matter at the expense of their roommates or friends. Essentially they are the anti-swag.
Swagless Friend: "Hey man, Lindsey just sent me a text wanting to hang out tonight. What should I send back?

Cool Guy: "I don't know, if you want to hang out with her tell her to come over. Stop being such a Swagless Steven."

or

Swagless Friend: "Do you think my shoes match this cool v-neck I just bought?"

Cool Guy: "How about you stop being such a Swagless Steven, and wear what the f*** you want?"
Swagless Steven by therealdeal66 August 28, 2009

swagless 

Person 1: yo you got a black n mild
Person 2: nah i don't smoke black n milds those are for fags
Person 1: haha yeah just fucking with you
Dylan Levitt: I have a black n mild
Person 1: wow swagless nigga
Person 2: yeah fuckinn sir stunts a lot

swagless 

sam:look at what kelly is wearing.

nick: dude i know she is swagless.
swagless by boomsheka2 April 21, 2009