Sinatra's Swingin' Session!!! And More is a fast, driving album, the speediest and hardest swing collection Frank Sinatra ever recorded. The majority of the album is a re-recording of six of the eight songs from his first LP, Sing and Dance with Frank Sinatra, as rearranged by Nelson Riddle. Sinatra performed the songs twice as fast as was expected; consequently, it's one of his jazziest swing sets, with the musicians spitting out energetic, forceful solos and providing tough, gutsy support. Not only do the uptempo numbers speed by, the ballads are sprightly. It doesn't have the brassy verve of A Swingin' Affair, but Sinatra's Swingin' Session!!! does have a confident, swaggering flavor of its own that makes it nearly as enjoyable.
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AllMusic Review by Stephen Thomas Erlewine