"Deep, Deep Trouble" is a song from the album The Simpsons Sing the Blues, which was a novelty album for the television series, The Simpsons. Although the single was released in 1990, it is considered the second single from the album. The song features were produced by DJ Jazzy Jeff.

Chart performance

"Deep, Deep Trouble" gave The Simpsons' their first (and only) chart entry in the United States, where it peaked at #69 on the Billboard Hot 100.

Track listing

CD Single

The remixes were also produced by DJ Jazzy Jeff.

1. "Deep, Deep Trouble" (LP Version)
2. "Deep, Deep Trouble" (Dance Mix Edit)
3. "Deep, Deep Trouble" (Full Dance Mix)
4. "Siblings Rivalry" (LP Version)