Gary reported that Ross Zapin had bet Will Murray that the Yankees would win World Series over the Phillies--the loser must wear a dress for a full workday.
Now that the Yankees are down 2-1 in the ALCS, Ross is looking for a way out: "He's trying to buy his way out of the bet." Gary said Ross has offered Will $500, so Gary counter-offered: "I might pay Will $500 not to take Ross' $500."
Howard doubted that Mel or Scott would tolerate Ross running around and conducting meetings in a dress: "Those guys are going to put up with that?" Gary said they'd have to ("It's a bet!"), adding that Will planned to make the dress as humiliating as possible: "It's a mini dress. Will's already picking it out."
The One Question Bowie Interview
Howard remembered David Bowie's cross-dressing Ziggy Stardust days and had difficulty reconciling them with his current status as a married man: "He was clearly gay. How did he become straight?" Howard said he'd have David on the show to answer one question alone: "I would like to sit down with Bowie and say, 'How did you stop being so gay?'" Robin laughed that the information would be valuable to other parties as well: "I think the religious right would also like to speak with him."