Factual error: A video is shown of Derek Huff singing "Ice Ice Baby" at a school talent show that took place when his brother Brennan was 17. Robert states his desire to retire in "in two years," in 2010, making the movie's setting 2008. Brennan is 39 in the film, placing the talent show 22 years ago in 1986. The song "Ice Ice Baby", recorded by Vanilla Ice, came out in the summer of 1990.

Step Brothers (2008)
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Directed by: Adam McKay
Starring: Will Ferrell, John C. Reilly, Richard Jenkins, Mary Steenburgen, Adam Scott
Genres: Comedy
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More mistakes in Step Brothers More quotes from Step Brothers More trivia for Step Brothers More questions & answers from Step Brothers
Brennan Huff: You're not a doctor. You're a big fat curly headed fuck!
Trivia: Mary Steenburgen plays Will Ferrell's mother in the movie, even though in real life she's only 14 years older than him.
Question: Is Jack Handle actually a person in Step Brothers? Cause if so, we only hear his name when Robert announces that's who he will be moving in with.
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Answer: I doubt it's a person. Jack likely refers to Jack Daniel's, and a handle is usually referred to as a half gallon. Hence the name Jack Handle.