(S)uper (w)ild (a)ss (g)uess, as in an off-the-cuff estimate of effort to achieve some result. Used frequently in the application software industry, to guess the amount of work it would take to introduce a piece of functionality into a software product.
The 'swag' for implementing your feature is 10 days.
Reference to being extremely cool. Claiming you have constant, non-stop swag can result in having Haters (people jealous of how awesome you are). The usual view of people with swag are guys that have either on a DGK, OBEY, or sports team snapback hat. They also have skinny jeans sagged below the butt and wear OSIRIS hightop sneakers. People who tease others that think they have it use the term in its acronym form: Secretly We Are Gay.
HeyJoey! Have you seen Quentin today? He's got some major swag with that tuxedo on!
He may look good, Ty, but check out Clark! He's looking swagalicious!