Idol sings about enjoying a sexual relationship with a much younger girl. The song title is based on the saying "Robbing The Cradle."

 Billy was having hard times with drugs and alcohol, and eventually wound up in a horrible motorcycle accident when he ran a stop sign on his Harley late one night in Los Angeles (February of 1990). A steel rod was inserted into his right leg, and against his doctor's wishes,
Since Idol couldn't walk, the video for the song had to be shot differently. Billy appeared on large screens singing from the chest up on the walls of an apartment. The video featured the hot model Betsy Lynn George, who comes over to an older man's apartment to, "Play this tape," and proceeds to dance seductively for the older man. The idea worked, and the song quickly shot up the charts as the video got lots of airplay on MTV.
TRIVIA: The song first appeared on the soundtrack from The Adventures Of Ford Fairlane. Starring Andrew "Dice" Clay.

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