A text message sent in the morning by a man to all his mates, indicating that he had had sex the previous evening with a woman with whom he had never before slept. The text message generally consists of the single word: rupert.
"I got a rupert message from Johnny this morning."
"About fucking time."
A Rupert is a dude that could never become a John. The arch nemesis of a John (Johnanation). A Rupert is typically one of those guys you see who thinks he's a bad-ass dude but he's really just an asshole and nobody likes him. Ruperts usually come from Broseville and have lots of their dad's money.
Chandler: " Hey, John, hows it going?"
Travis: "There's a Rupert at the bar, being a dick"