Definitely, Maybe

Factual error: In the scene where the camera shows Times Square, visible on the right of the screen in the front of the shot is a poster for the Broadway show "The Lion King". The Lion King just celebrated 10 years on Broadway and was not playing in 1994.

Continuity mistake: When Summer is singing in the park, her hair changes from in front of her shoulder to behind her shoulder in between shots.

Ian Hunt

Factual error: Throughout the movie, which mainly takes place in the early and mid 90's, the cars that are seen are from the late 90's and early 2000's. The easiest to spot are the taxis, which are the 1998 and above versions of the Ford Crown Victoria.

Ian Hunt
More mistakes in Definitely, Maybe

Will: I never told you the happy ending.
Maya: What is it?
Will: You.

Question: Do the earphones Ryan Reynolds uses at the beginning actually exist? I don't think I've ever seen wireless earphones that small.

Jon Sandys Premium member

Chosen answer: The closest thing to them available in reality appears to be these:

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