Drinking game where a plastic cup is set at the edge of a table and flicked up. point of the game is to get the cup to land upright. if it doesn't the person takes a shot.
"Lets play tippy cup"
"Alright go get a cup and a handle"
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.