A phrase one uses when someone attempts to insult them, but they turn it around into a joke.
Johnny: Pssh, nice try-hard gangsta pants.
Dave: Thanks man, coz try-hard gangsta pants are just how i roll. *hi5*
Johnny: *rejects hi5* Your a nerd Dave: Yeah, but thats how i roll.
Johnny: *rolls eyes and walks off*
Jess: Sarah, your such a skank, hitting on teachers is the most disgusting thing out.
Sarah: Well thats how i roll.
12 step recovery jargon referring to someone new who talks about how great life is, now that they'resober. Usually meaning that the person is out of touch with reality.
The new guy seems pretty happy for a dude who has no job, no money and no family. He must be on a pink cloud.