If you watched last weekend’s season finale of Curb Your Enthusiasm, then you experienced the latest acting cameo by our mayor, Michael Bloomberg. Certainly more than any other mayor (and perhaps even more than any other sitting politician), Mayor Bloomberg appears on TV and in movies always playing himself on a fairly regular basis. But the demand for Bloomberg’s services probably has more to do with his celebrity than with his acting ability. In his scenes, Bloomberg’s lines come across as somewhat forced and unnatural, but in an adorable kind of way. Herewith, Bloomberg’s five most awkward cameos ever.