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23.
Swag is an acronym created by a group of men in the 60′s that means “Secretly we are gay”
Man: Hey guys do you like that chick?

Group: ya, but SWAG.
by Impostraphee July 26, 2012
 
50.
Swag as slang-

Swag, slang originating in the early 1800s for stolen goods or booty; possibly carried by a swagman

Swag, slang originating from the Scottish slang word "swagger" which was a description of the way some Scots walk (in a swaying motion). The word was altered in the English language to mean "the way one presents oneself".

Swag, promotional items given away at trade fairs and events

The phrase "He/She has swag." only makes literary sense if taken as follows: "He/She has (a way to present oneself as an individual)."

Other uses-

Swag Stick, a short cane carried by a military officer.

Sources: Websters Dictionary and Wikipedia.
1: "That man's got some serious swagger!"

2: "Don't point it out! Maybe he has a gimp leg or something."

1: "Or he's Scottish?"

2: "With a peg-leg?"

1: "That must be it."
by Voidn August 10, 2013
 
51.
Sex

With
A

Ginger
Man 1:Dude, i have alot of swag
Man 2: You had sex with a ginger???
by bendover69 March 14, 2013
 
52.
Overhere it means

Someone Who Acts Gay
that guy is swagging, (he dances like a female)
by loadrunner June 23, 2012
 
53.
Swag is an annoying word that stupid assholes made up to make themselves sound cool. if you look closely, you'll notice that the more frequently someone says the word swag, the less of it they have. seriously it's fucking annoying.
nick- hey buddy... i was just mackin up these fine ass biddies last night...they were all over my swag

Me- dude, you're a 14 year old white guy that hasn't even kissed a girl yet, STFU!
by TheSpillerr October 10, 2011
 
54.
A word that was created by some half drunk, half stoned jackass in a club. Pretty much the most commonly used word in the entire goddamn universe. Made immortal by Justin Beiber (A half drunk, half stoned jackass) and now used not only to describe a person who is a complete and utter shitbird, but also used as an alternate word for, "Mental Defect."
"Did you hear that little asshat with his pants hanging down around his knees?"
"No, why?"
"Ah, he said 'swag' like seven times in one sentence."
by Terrance Yothwater June 29, 2014
 
55.
A word to use to express yourself; also used to say if something is fresh(cool, in style). Previously, the word was an acronym for Secretly We Are Gay(apparently), but it's now changed by the latest generation.

Note:Words like this that probably aren't dictionary official words can really and technically defined how you would like it. NOT EVERYONE WHO SAYS SWAG IS A PERSON WHO WANTS TO SHOW OFF. Fact: I don't wear hats all the time an when I do I actually wear them correctly. I say swag because I like the way it rolls off the tongue. If someone wants to call you names because you say swag, ignore them because haters are your friends in a sense because the most like hate you for doing something right when they do it wrong. You are also exercising your freedom of speech and if you like something stay with it. Period.
Dude 1: Dude, that's swag!
Dude 2: I know, bro. That's fresh.
Dude 3: Thanks, guys.
Dude 4: Swag is for noobs who can't get a life. Losers.
Dude 1: Says the person who defined himself. Keep hating, it won't affect me. I'm doing something right, aren't I?
Dudes 2 and 3: Oooo, kill 'em!!
Dude 4 walks away from this dis.
by Respectislife15 March 18, 2014
 
56.
Something Justin Bieber doesn't have.
Justin Bieber: "I HAVE SO MUCH SWAG!"

Me: "No you don't, just stop."
by SlothsAreCoool January 19, 2014