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Playing It Cool (2014) Poster

Trivia

Every t-shirt that Scott (Topher Grace) wears has a reference to Gabriel García Márquez's book "Love in the Time of Cholera".
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At the end of the movie, Me (Chris Evans) is seen tap dancing. His mother owned a dance studio and taught Evans to tap. He has admitted in interviews that he does it when he is nervous.
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During the movie, the names of Chris Evans' and Michelle Monaghan's characters are never revealed. Evans' character refers to himself as "Me", and Monaghan's character is "Her".
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After Me (Chris Evans) sleeps with Her (Michelle Monaghan) he eats Cap'n Crunch breakfast cereal and says, "Welcome back Cap". This is the quote from President Ellis displayed at the Captain America Smithsonian display in Captain America: The Winter Soldier (2014), where Chris Evans plays Captain America.
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Chris Evans shares the screen with Anthony Mackie for the seventh time. Previously they appeared together in What's Your Number (2011), Captain America: The Winter Soldier (2014), Avengers: Age of Ultron (2015), and Captain America: Civil War (2016), Avengers: Infinity War (2018), Avengers: Endgame (2019).
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Chris Evan's character's name is never mentioned. Scott says "what's up N-word" in the library after they meet when he chases Scott down to give him back the book/package that Scott left in the first scenes.
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Jaeden Martell and Chris Evans who played the same character Me at difference ages would later play cousins in Knives Out (2019) and Father and Son in Defending Jacob.
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Topher Grace and Luke Wilson appeared on That '70s Show (1998).
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There are several actors and actresses from comic book movies in this film: *Chris Evans played Steve Rogers/Captain America (Marvel Cinematic Universe), Johnny Storm/Human Torch (Fantastic Four (2005), and Fantastic 4: Rise of the Silver Surfer (2007)), Jensen (The Losers (2010)) and Lucas Lee (Scott Pilgrim vs. the World (2010)) *Topher Grace played Eddie Brock/Venom (Spider-Man 3 (2007)) *Anthony Mackie played Sam Wilson/Falcon (Marvel Cinematic Universe) *Ioan Gruffud played Reed Richards/Mr. Fantastic (Fantastic Four (2005), and Fantastic 4: Rise of the Silver Surfer (2007)) *Abby Ryder Fortson played Cassie Lang (Ant-Man (2015) and Ant-Man and the Wasp (2018)) *Aubrey Plaza played Julie Powers (Scott Pilgrim vs. the World (2010)), and Lenny (Legion (2017)).
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Me (Chris Evans) is a screenwriter with a deadline to write a script for Matthew Morrison and Ashley Tisdale. Chris Evans and Ashley Tisdale appeared together five years earlier in a Vanity Fair photo shoot re-creating scenes from West Side Story; Chris Evans played Riff and Ashley Tisdale was his date at the dance at the gym.
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In addition to the actors and actresses who have been in movies based on Marvel comics, Patrick Warburton was The Tick (2001) in the live-action television series, and Luke Wilson starred in My Super Ex-Girlfriend (2006).
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Second movie of Chris Evans and Aubrey Plaza, 1st was Scott Pilgrim vs. the World.
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Giovanni Ribisi was originally set to play a supporting role.
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