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Classic celebrity roasts · Video spotlight

Don Rickles
Roasts Frank Sinatra

Don Rickles Roasts Frank Sinatra — a classic television roast performance.

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Don Rickles Roasts Frank Sinatra

Don Rickles was the master insult comic whose rapid-fire put-downs made him a feared and beloved fixture at celebrity roasts. Frank Sinatra was a legendary singer and actor whose style, fame and larger-than-life public image made him an irresistible roast target.

In this clip, Don Rickles turns that contrast into roast material, teasing Frank Sinatra with the affectionate exaggeration and show-business one-upmanship that defined the format.