He said himself in an interview with Letterman that some homeless guy started walking with him on his way back from a hotel in NYC and says something like, according to Spade, "David Spade! Lookit you! Eh... gimme some money." Then he tells Letterman, "It kind of was like a friendly robbery, you know?"
More like "Gimme money. ...10 bucks? I know you got more than that."lol. "Change, could you spare some change please? change?"