Bilbo Swaggins 

A man of Hobbit like stature who has all kinds of various adventures that would not normally be attributed someone like him. As a result he becomes revered and has lots of swagger.

Person 1: You hear about how Craig beat down De-Bo, had a three way with Debbie and Joi and got his job back??? All within a week!

Person 2: No way! No way that lil' dude did all that!

Person 1: Yep. Lil dude has more adventers than Bilbo Baggins.

Person 2: He's like Bilbo Swaggins!

Bilbo Swaggins by Rile E. Escobar May 25, 2011

Swaggless 

(N) To have no style or creativity. To be completely boring. To have no game or Originality.

Does she really think that's hot?! She looks a mess, yet again proving that she is swaggless.

Swaggless by kahmiL THE starr May 21, 2008

yolo swaggins

Combination of both yolo and swag attitude with the slight touch of hobitness to it. Commonly used by a geek hipster to show a pragmatic attitude towards something

-Why did you do tequila suicide from a top of a Tolkien book?
-Because, Yolo Swaggins!

yolo swaggins by mike2654 September 9, 2013

swaggiest 

Someone or something described as having the most swag. Synonyms include awesome, best, most swell, most gangster, greatest.

"Man, that car is the swaggiest out of all the cars here!"

swaggiest by i love chuck October 5, 2011

Frodo Swaggins

When you're swaggin so hard you grow attractive sweaters on your feet.

I once saw Robin Williams in flip flops; I thought he was frodo swaggins.

Frodo Swaggins by Pikachu Bear January 22, 2015

swaggless 

one who has no sense of style and extremely lacking originality, a pathological hater, a follower, a lame, a yergit, a nobody, a gump, a waldo ass nigga.

1. you wanna be like me so bad, you niggas are so swaggless.
2. you a waldo ass nigga, i could'nt find you in an empty room.
3. who is this swaggless ass nigga?

swaggless by Darian Mcdonald May 13, 2008

swaggintosh 

A teenager or young adult who thinks that carrying around an apple product bigger than 7 inches is fucking rad. All the time. Usually has a shrine to Steve Jobs under their bed.

Dude, that guy is taking pictures with his iPad. Fucking Swaggintosh

swaggintosh by theswaggintoshcreator January 19, 2014