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Deep, Deep Trouble

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"Deep, Deep Trouble"
U.S. commercial CD maxi-single
Single by The Simpsons
from the album The Simpsons Sing the Blues
Released Early 1991
Recorded Autumn 1990
Genre Comedy hip hop
Length 4:28 (album version)[1]
3:34 (music video)
Label Geffen
Songwriter(s) Matt Groening and DJ Jazzy Jeff
Producer(s) John Boylan
DJ Jazzy Jeff
The Simpsons singles chronology
"Do the Bartman"
"Deep, Deep Trouble"
"God Bless the Child"
"Do the Bartman"
"Deep, Deep Trouble"
"God Bless the Child"

"Deep, Deep Trouble" is a rap song from the 1990 Simpsons album The Simpsons Sing the Blues, sung by the fictional character Bart Simpson (voiced by Nancy Cartwright) about his trouble-making antics. It was written by Matt Groening and DJ Jazzy Jeff and recorded during the fall of 1990. The song was released as the second single from the album in early 1991 and an accompanying music video (directed by Gregg Vanzo) was broadcast on television on March 7, 1991. This video has since been released on DVD as part of the 2002 boxset The Simpsons: The Complete Second Season. "Deep, Deep Trouble" charted in several countries around the world, including the top ten in Ireland, New Zealand, and the United Kingdom. Critical reception of the song was positive and it has been praised for its humorous lyrics.


"Deep, Deep Trouble" appeared on the successful 1990 album The Simpsons Sing the Blues that features songs sung by the characters from the American animated television series The Simpsons.[2] It was recorded along with the rest of the album during the fall of 1990, at which point the cast members of The Simpsons were also recording the second season of the series.[3] The song was written by The Simpsons creator Matt Groening and DJ Jazzy Jeff,[2] and produced by DJ Jazzy Jeff and John Boylan.[4] DJ Jazzy Jeff provided the drum programming, keyboards, and scratches on "Deep, Deep Trouble".[5]

The song is a rap performed by the character Bart Simpson about his trouble-making antics.[6] Groening has described it as "the tragic story of Bart Simpson, a bad youth gone worse."[2] The Simpsons cast member Nancy Cartwright, who voices Bart on the show, provided the character's voice in "Deep, Deep Trouble" as well.[7] The characters Homer Simpson and Maggie Simpson are also featured, with Homer ranting at Bart, and Maggie sucking on her pacifier to the beat of the song.[8]

"Deep, Deep Trouble" was released in early 1991 as the second single from The Simpsons Sing the Blues after "Do the Bartman", which also features Bart rapping.[9][10] That single achieved much popularity, placing first on the singles charts in Australia, Ireland, New Zealand, Norway, and the United Kingdom,[11][12] and eventually becoming certified gold in the latter country with 400,000 units sold.[13] In Ireland, "Do the Bartman" spent nine weeks at number one on the Irish Singles Chart—only seven singles have ever managed a longer run at number one there.[14]


"Alarm was buzzin', I was snoozin',
Supposed to get up now, but I was refusin'
To let reality become an intrusion,
'Cause in dreamy-dream land, I was cruisin'.
But the buzz kept buzzin', my head kept fuzzin',
Gave the radio a throw, and heard an explosion.
(Homer: D'oh!)
Opened up my eyes, and to my surprise,
There stood Homer, and his temperature rise."

— Sample of the song's lyrics, rapped by Bart

The song received a positive response from critics. Sommer Swindell of the Observer-Reporter commented that "after listening to [The Simpsons Sing the Blues] once, no one will forget 'Deep, Deep Trouble' [...] It would be hard not to crack a smile while listening closely to the lyrics, as they are very creative and humorous."[6] Thor Christensen of The Milwaukee Journal wrote that Bart "gets in a few good yuks" in the song,[7] and Walt Belcher of The Tampa Tribune reported that Bart "raps out an amusing story about his misadventures while mowing the lawn".[15] The Orange County Register's Cary Darling noted that "Bart turning his life into a hip-hop autobiography on 'Deep, Deep Trouble' is an absolute joy."[16] Cartwright's rapping was praised by Tom Hopkins of the Dayton Daily News.[17]

The single was a commercial success, reaching number one on the singles chart in Ireland.[18] It charted in the top ten in New Zealand and the United Kingdom,[10][19] and outside the top ten in Australia, the Netherlands, Sweden, and the United States.[20][21][22][23] "Deep, Deep Trouble" spent nine weeks on the chart in New Zealand, seven weeks on the charts in Ireland, the Netherlands, and the United Kingdom, five weeks on the Australian chart, and three weeks on the chart in Sweden.[18][19][21]

Music video[edit]

The music video for the single premiered on the Fox network in the United States on March 7, 1991 together with the Simpsons episode "Bart's Dog Gets an F" of the series' second season.[2] When "Do the Bartman" was released it was also accompanied by a music video, which ended up being nominated for Best Special Effects at the 1991 MTV Video Music Awards and becoming the number one music video on the American network MTV.[24][25][26]

The video for "Deep, Deep Trouble" illustrates the things Bart raps about in the song, showing how he is forced by Homer to mow the lawn after throwing a buzzing alarm clock at his father in his sleep. When Homer tells Bart to hurry up, Bart accidentally runs over the sprinkler and as a result he has to stay at home when the family goes to see a boat show. After they leave, Bart decides to throw a party and invites his friends. They make a mess in the house and when Homer and Marge return home, Bart realizes he is in deep trouble.[27] Joanne Ostrow of The Denver Post thought the video was not "nearly as clever as the cartoon" and that it had "'promotional gimmick' written all over it."[28] "Then again, I never thought the video of the dance rap 'Do the Bartman' would be a ratings hit when it aired in December. So what do I know?", she added.[28]

The music video features both original animation and old animation from the series and the Simpsons shorts that aired on The Tracey Ullman Show before they were spun off into The Simpsons in 1989.[27] Gregg Vanzo directed the video, which, according to him, features quicker character poses than in episodes of the show to allow the animation to match the hip-hop beat.[27] The music video was later included on the 2002 DVD boxset The Simpsons: The Complete Second Season, with audio commentary from its producers.[29][30]

The song was shortened by 50 seconds for the music video.

Track listing[edit]

  • US maxi-single CD[1]
  1. "Deep, Deep Trouble" (Dance Mix Edit) – 4:13
  2. "Deep, Deep Trouble" (Full Dance Mix) – 5:50
  3. "Deep, Deep Trouble" (LP Version) – 4:28
  4. "Sibling Rivalry" (LP Version) – 4:40

Chart positions[edit]

Chart (1991) Peak
Australia (ARIA)[20] 35
Ireland (IRMA)[18] 1
Netherlands (Nationale Top 100)[21] 37
New Zealand (RIANZ)[10] 10
Sweden (Sverigetopplistan)[22] 13
UK Singles (The Official Charts Company)[19][31] 7
US Billboard Hot 100[23][32] 69


  1. ^ a b "Deep Deep Trouble (CD – Geffen #21633)". Allmusic. Retrieved 2012-07-02. 
  2. ^ a b c d Kubasik, Ben (1991-03-07). "TV Spots". Newsday. Retrieved 2011-09-11. 
  3. ^ Hastings, Deborah (Associated Press) (1990-09-28). "'The Simpsons' sing the blues". The Deseret News. p. D11. Retrieved 2012-07-04. 
  4. ^ "Deep Deep Trouble". Allmusic. Retrieved 2011-09-11. 
  5. ^ Crouse, Richard (2000). Big Bang, Baby: Rock Trivia. Dundurn Press Ltd. p. 265. ISBN 978-0-88882-219-2. 
  6. ^ a b Swindell, Sommer (1991-01-17). "'Simpsons Sing' is a surprise chart topper". Observer-Reporter. Retrieved 2011-09-11. 
  7. ^ a b Christensen, Thor (1990-12-11). "'Simpsons' recording is just an earful". The Milwaukee Journal. 
  8. ^ Johnson, Peter (1991-03-06). "CNN's Peter Arnett has filed his last report from Baghdad for a while". USA Today. 
  9. ^ Graham, Jefferson (1991-01-31). "Simpsons' Homer get more attention". USA Today. p. 3D. 
  10. ^ a b c Miller, Andrew (2005-06-01). "Chartbitz: Wednesday, June 1, 2005". Scoop. Retrieved 2011-09-11. 
  11. ^ "The Simpsons - Do The Bartman (song)". (Hung Medien). Retrieved 2012-01-25. 
  12. ^ "The Simpsons - Do The Bartman (song)". (Hung Medien). Retrieved 2012-01-25. 
  13. ^ "Certified Awards Search". British Phonographic Industry. Archived from the original on 2011-06-04. Retrieved 2012-07-04. 
  14. ^ "Facts and Figures Most Weeks at No.1". (Irish Recorded Music Association). Retrieved 2012-07-04. 
  15. ^ Belcher, Walt (1990-12-04). "'The Simpsons' go on record - A new album, to be released today, taps the angst that made the animated TV series a hit". The Tampa Tribune. p. 1F. 
  16. ^ Darling, Cary (1990-11-30). "'Simpsons' gimmicky but good". The Orange County Register. 
  17. ^ Hopkins, Tom (1991-03-05). "Channel hopping". Dayton Daily News. p. 10B. 
  18. ^ a b c "Search the charts". The Irish Charts (Irish Recorded Music Association). Archived from the original on 2009-06-03. Retrieved 2012-08-07. 
  19. ^ a b c "Simpsons". The Official Charts Company. Retrieved 2011-09-11. 
  20. ^ a b "The Simpsons Feat. Bart & Homer - Deep, Deep Trouble". (Hung Medien). Archived from the original on 2012-11-05. Retrieved 2011-09-11. 
  21. ^ a b c "The Simpsons Feat. Bart & Homer - Deep, Deep Trouble". (Hung Medien). Archived from the original on 2014-03-14. Retrieved 2011-09-11. 
  22. ^ a b "The Simpsons Feat. Bart & Homer - Deep, Deep Trouble". (Hung Medien). Retrieved 2011-09-11. 
  23. ^ a b "The Simpsons Sing the Blues". Allmusic. Retrieved 2012-07-02. 
  24. ^ "1991 Video Music Awards". MTV. Retrieved 2012-01-25. 
  25. ^ Hastings, Deborah (1991-07-29). "R.E.M. leads nominations for Video Music Awards". The Deseret News. 
  26. ^ Barney, Chuck (2007-07-23). "The evolution of 'The Simpsons'". PopMatters. Retrieved 2012-01-25. 
  27. ^ a b c The Simpsons: The Complete Second Season DVD commentary for the music video "Deep, Deep Trouble".
  28. ^ a b Ostrow, Joanne (1991-03-06). "Savvy 'Simpsons' slips in a plug for latest music video". The Denver Post. p. 1F. 
  29. ^ "Video & DVD". Now. August 8–15, 2002. Retrieved 2011-09-11. 
  30. ^ "The Simpsons - The Complete 2nd Season". Retrieved 2011-09-11. 
  31. ^ "On this day... May 1 in 1991". The People. 2011-05-01. 
  32. ^ "The Simpsons Album & Song Chart History". Billboard. Retrieved 2010-08-04. 

External links[edit]