History YMMV / RatRace

** Randy and the Hitlermobile, full stop. It begins with a Jewish family accidentally going to a Nazi museum because it's advertised as a "Barbie" museum, and their daughter thinks it's for the doll and not the SS officer Klaus Barbie. When they leave and find another racer trashed their car, they steal Adolf Hitler's touring car the museum had on display outside. They get attacked by a biker gang, during which Randy smears lipstick on his upper lip to resemble a mustache and burns his tongue and his middle finger with a cigarette lighter so he can't talk properly. Finally, they drive the car through a fence into a ''World War II veteran celebration festival'' where Randy goes up on stage - with a small amount of dark lipstick smeared on his upper-lip - and tries to explain himself, but thanks to his burnt tongue he can only talk in garbled mumbles that sound vaguely German, ''and'' he shows them his burnt finger in a way that looks like he's flipping them all off. The scene ends with one of the vets ''actually shooting at him''. Forget crossing the line twice, they're playing double dutch with it.[[note]]In addition to the jump rope variant, "Double Dutch" can also mean gibberish, including German-sounding gibberish like Charlie Chaplin used in ''Film/TheGreatDictator.''[[/note]] Oh, and Randy's actor, Creator/JonLovitz, is Jewish.

* UnintentionalPeriodPiece: The movie opens with a song by The Baha Men and closes with an extended appearance by Music/SmashMouth, and a major plot point hinges on pre-9/11 airport security practices. You couldn't get any more [[TurnOfTheMillennium early noughts]] than that if you tried. The cast also consists almost entirely of actors who were either at the peak of their careers or ''only'' ever had careers during the early 2000s. Had the movie included the scene with Diamond Dallas Page AsHimself, it would have further dated the movie to the early 2000s, considering he'd become far better known for his yoga empire in the 2010s.

* ManChild: Donald Sinclair throws a tantrum and cries over being forced to give away millions to starving children, despite being one of the richest men in the world.

* DesignatedVillain: Donald Sinclair. He doesn't tell the racers he and a bunch of other millionaires are betting on them, and some of the bets they do make come off as kind of callous, but he's otherwise totally upfront about the conditions of the race, he's polite to the racers, doesn't sabotage or impede them in any way, really does have a cash prize waiting for them, and isn't directly responsible for any of the problems the racers run into [[spoiler: including not getting the money]]. Yet at the end [[spoiler: him getting shamed into donating millions of dollars he wasn't interested in donating to charities is treated like a moral victory instead of incredibly unfair.]]

* ManChild: Donald Sinclair throws a tantrum and cries "My money!" at being forced to give away millions to starving children, despite being one of the richest men in the world.

* ManChild: Donald Sinclair throws a tantrum and cries "Mommy!" at being forced to give away millions to starving children, despite being one of the richest men in the world.

* Manchild: Donald Sinclair throws a tantrum and cries "Mommy!" at being forced to give away millions to starving children, despite being one of the richest men in the world.

* Manchild: Donald Sinclair throws a tantrum and cries "Mommy!" at being forced to give away millions, despite being one of the richest men in the world.

* DesignatedVillain: Donald Sinclair. He doesn't tell the racers he and a bunch of other millionaires are betting on them, and some of the bets they do make come off as kind of callous, but he's otherwise totally upfront about the conditions of the race, he's polite to the racers, doesn't sabotage or impede them in any way, really does have a cash prize waiting for them, and isn't directly responsible for any of the problems the racers run into [[spoiler: including not getting the money]]. Yet at the end [[spoiler: him getting shamed into donating millions of dollars he wasn't interested in donating to charities is treated like a moral victory instead of incredibly unfair.]]

* HilariousInHindsight: the subplot with a medical courier delivering a heart, which is momentarily revived with electricity. [[Film/{{Crank}} Guess what Amy Smart would later star in?]]

* AluminumChristmasTrees: The "Barbie Museum" is dedicated to Klaus Barbie. [[https://en.wikipedia.org/wiki/Klaus_Barbie Klaus Barbie]] was a real-life SS officer who actually was nicknamed "TheButcher of Lyon".

** Randy and the Hitlermobile, full stop. It begins with a Jewish family accidentally going to a Nazi museum because it's advertised as a "Barbie" museum, and their daughter thinks it's for the doll and not the SS officer Klaus Barbie. When they leave and find another racer trashed their car, they steal Adolf Hitler's touring car the museum had on display outside. They get attacked by a biker gang, during which Randy smears lipstick on his upper lip to resemble a mustache and burns his tongue and his middle finger with a cigarette lighter so he can't talk properly. Finally, they drive the car through a fence into a ''World War II veteran celebration festival'' where Randy goes up on stage - with a small amount of dark lipstick smeared on his upper-lip - and tries to explain himself, but thanks to his burnt tongue he can only talk in garbled mumbles that sound vaguely German, ''and'' he shows them his burnt finger in a way that looks like he's flipping them all off. The scene ends with one of the vets ''actually shooting at him''. Forget crossing the line twice, they're playing double dutch with it.[[note]]In addition to the jump rope variant, "Double Dutch" can also mean gibberish, including German-sounding gibberish like Charlie Chaplin used in ''Film/TheGreatDictator.''[[/note]]

* DesignatedVillain: Donald Sinclair. He doesn't tell the racers he and a bunch of other millionaires are betting on them, and some of the bets they do make come off as kind of callous, but he's otherwise totally upfront about the conditions of the race, he's polite to the racers, doesn't sabotage or impede them in any way, really does have a cash prize waiting for them, and isn't directly responsible for any of the problems the racers run into [[spoiler: including not getting the money]]. Yet at the end [[spoiler: him getting shamed into donating millions of dollars he wasn't interested in donating to charities is treated like a moral victory instead of incredibly unfair.]]

** If he's so rich and obnoxious he'll spend millions to laugh at others' misfortunes he should be forced to start giving the money to starving children. His tantrum upon that happening shows he was a big baby who probably got it all via a trust fund anyway.

** If he's so rich and obnoxious he'll spend millions to laugh at others' misfortunes he should be forced to start giving the money to starving people. His tantrum upon that happening shows he was a big baby who probably got it all via a trust fund anyway.

** Also Randy, whose wife is willing to hit him and crash the car if he doesn't immediately do what she wants. Gotta wonder what their home life is like.

* FunnyAneurysmMoment: The scene with the Cody brothers sabotaging the airport radar system and causing all airline flights to be suddenly cancelled could be regarded as this, considering this film was released in theaters one month before 9/11. Doubles up as ValuesDissonance for viewers in the post-9/11 world are almost surprised not to see the brothers surrounded by a SWAT team for trespassing and tampering with airport facilities.

* FunnyAneurysmMoment: The scene with the Cody brothers sabotaging the airport radar system and causing all airline flights to be suddenly cancelled could be regarded as this, considering this film was released in theaters one month before 9/11.
** Doubles up as ValuesDissonance for viewers in the post-9/11 world are almost surprised not to see the brothers surrounded by a SWAT team for trespassing and tampering with airport facilities.

* UnintentionalPeriodPiece: The movie opens with a song by The Baha Men and closes with an extended appearance by Music/SmashMouth, and a major plot point hinges on pre-9/11 airport security practices. You couldn't get any more [[TurnOfTheMillennium early noughts]] than that if you tried. The cast also consists almost entirely of actors who were either at the peak of their careers or ''only'' ever had careers during the early 2000s.