Stan and Judy's Kid

Fresh off the massive success of his late-90s movie run, Adam Sandler released a deeply weird, aggressively juvenile comedy album. Stan and Judy’s Kid set a record for first-week comedy sales without a single promotional radio push, coasting entirely on his reputation for bizarre voices, explicit musical numbers, and sprawling narrative sketches.

The 75-minute studio recording features “The Chanukah Song, Part II” alongside “She Comes Home to Me,” a Sinatra-style crooner tribute to a sex worker. But the bulk of the runtime is devoted to chaotic storytelling like the 16-minute mall saga “Whitey” and “The Psychotic Legend of Uncle Donnie”. Both of those rambling audio tracks eventually spawned their own feature films. Paced by recurring interstitial bits about a desperately uncharming “Cool Guy”, the album proves exactly how much creative latitude he had earned by the end of the decade.