A party or get together for people who meet in chat rooms. Usually attended by losers who have no friends of their own and think of chat as real life. Usually some drunken chippo sucks off a train of guys for attention.

Quite possibly the worst machine ever created. Used in the Middle Ages to kill off those infected by the Black death, it has somehow found its way to modern time. Although it has been deemed illegal by the Geneva Convention, it has somehow slipped under government oversight and made its way to crew teams across the country. Never get on an erg, never try to erg, stay fat and and you will never have to erg.

Ok, let's break this one down... The sheer lack of understanding and respect for the English language spreading like a stupid wildfire is making me sick.

1) to jack something is slang for "to steal."
2) swag is common slang for "stuff we all get." Generally speaking, the big bag of random and mostly useless crap you get at a convention of sorts.

Therefore, "jack my swag" quite literally means to "steal my bag of swag (stuff we all get)"

Though, the unfortunate truth of the matter is, this is what people who don't think about what words coming out of their mouths think means "jack my swagger" or to "steal my style".