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The second chapter, titled "The First Crack in the Glass," depicts the eye-opening dinner where Sink's character begins noticing underlying issues in her relationship due to the age gap, all of which seemingly mirror Swift's relationship with Gyllenhall. (They have a nine-year age difference.)
A dinner table scene shows O'Brien's character chatting away with old-time friends as Sink awkwardly sits with no one to talk to. While everyone's drinking and having a good time, Sink's character's wine glass is full, seemingly a nod to the fact Swift was only 20 when she dated Gyllenhaal and couldn't legally drink. Later, O'Brien's character says he hadn't seen his friends in "almost 10 years," further highlighting their age gap.
Another indicator is this version of the song is 10 minutes long. Swift prefaced her song "Last Kiss" with a 27-second-long instrumental, which was an indirect reference to the amount of time it took Joe Jonas to break things off with her back in 2008, so "All Too Well"'s new runtime can't entirely be coincidental. Am I right? Lastly, Sink and O'Brien's actual 11 year age difference falls under the same category as Swift and Gyllenhaal's, making them the perfect casting choices.