16. Jerry Stiller
The biggest problem in the Jerry Stiller roast is…well, Jerry Stiller. The genial actor and comic is simply too nice to lay into with the sort of cuts-to-the-bone remarks required for these evenings, and you can tell everyone's having a hard time finding a good place to slip the knife in. Some of the old guard from the Friars Club are still around to deliver their schtick, and Ben Stiller gets in a few absent father digs, but it's generally pretty dull. The only good thing about Sandra Bernhard's highly uncomfortable rendition of Heart's "Magic Man" is Jeff Ross's jarring follow-up: "Sandra Bernhard, I wouldn't fuck you with Bea Arthur's dick." The glare that Arthur gives the roastmaster after that oft-quoted one-liner is pure comic gold.