Goofs for
Definitely, Maybe (2008) More at IMDbPro »

• Crew or equipment visible: As Emily turns to walk away at the zoo, the transmitter for her wireless microphone is visible under the back of her sweater.
  
  
• Continuity: When Will goes to visit Summer, Hampton opens the door with his glasses hanging partly under his chin. He adjusts it correctly and then invites Will in. When they're inside the apartment, Hampton's glasses is crooked and under the chin again.
  
  
• Incorrectly regarded as goofs: During the scene where Will and April are smoking outside the store we see that Will's cigarette has a white filter. Will bought Morley Reds, which is a fictional brand used in movies. The pack has the appearance of Marlboro Reds, which have always had brown filters, leading some people to think his cigarette was a goof.
  
  

• Continuity: When Will is in April's apartment before they kiss, her hair keeps switching from framing her face to being pushed back or behind her ear.
  
  
• Continuity: When Summer is sitting by Hampton's bed in the hospital, when we look at her she is holding her head up with her right hand, but when we look at her from behind she is not.
  
  
• Anachronisms: The number of vehicles "out of time" for the street scenes from the 1990's are far too numerous to detail. As well, the cellphones "which everyone suddenly had" by 1994, appear to be models (and sizes) which did not become available until much later on.
  
  
• Anachronisms: Early in the film, Will is seen walking and behind him is a Payless Shoe Source outlet. The store's logo is the current (2008) design, not that of 1992 (when the scene takes place).
  
  
• Anachronisms: When Will is talking to Hampton, the bookshelf behind Will has a hardcover copy of David McCullough's "Truman" on it, which wasn't published until June 1993.
  
  
• Continuity: Near the end of the movie, just after Will puts the envelope on the table, he takes the lid off a brown box. In the next scene, he is going through the contents of the box, but this box closes with four flaps instead of a lid. This is more evident after watching the final deleted scene from the DVD, where Will sits across from a box with four flaps folded in on themselves.
  
  
• Crew or equipment visible: When Will starts calling people to reserve seats, the camera starts going around Will and for a few seconds, you can see a grip off to the far right (visible in wide-screen only).
  
  
• Continuity: During the scene where Maya convinces Will to tell about his past relationships, her braid switches from being on her shoulder to hanging down her back in between shots.
  
  
• Anachronisms: At various stages in the movies the new NY traffic lights for pedestrians are seen. These were placed between 2000 and 2004. In the days when most of the movie took place (from 1992 till 1996) there were still signs with the written walk/don't walk logos.
  
  
• Anachronisms: The cell phone number that Emily gives Will at Summer's party has a 212 area code. At that time, the 212 area code was for NYC land lines only.
  
  
• Factual errors: In the beginning of the movie, on a close-up of the divorce papers, the word "Judgement" is used. In the USA, it should be spelled "Judgment".
  
  
• Errors in geography: The ends scene by April's apartment in Brooklyn shows a steam construction site with a stack in the background. In New York there is only steam in Manhattan, not in the streets of Brooklyn.
  
  
• Anachronisms: When the staff are celebrating Clinton's election, April can be seen drinking Corona out of a clear bottle but it wasn't until 1998 that Eurocermex began trying register the beer with a clear bottle image.
  
  
• Continuity: When Will and April get to the party, she takes off his tie to fit in, he clearly is wearing a t-shirt underneath his button up. The next scene when they are on the roof, Will isn't wearing a t-shirt underneath anymore.
  
  
• Anachronisms: The dark jeans Will wears throughout the flashbacks are modern styles and not reflective of men's fashion of the 1990s.
  
  
• Continuity: When Will prepares to leave Madison, Wisconsin, after the New Year's celebration, there's green and full foliage on the trees. Highly unlikely in January 1992, global warming notwithstanding.
  
  
• Continuity: In the beginning of the movie, Will states that he sees his daughter on Tuesdays and Fridays; when Will tells Maya goodbye after the zoo trip, he says "see you Wednesday".
  
  
• Errors made by characters (possibly deliberate errors by the filmmakers): When Summer is singing the song "I've Got a Crush On You" for William she gets the names in the song wrong. She sings "Timothy's and Williams" but the actual words are "Tom's and Dick's and William's".
  
  
• Factual errors: When Will and Summer are called to the hospital, a nurse tells them that Hampton has suffered an "aortal rupture." In medical terminology, all terms relating to the aorta are "aortic". There is no such word as aortal. Notwithstanding this, an aortic rupture is a life threatening condition. Anyone who has this would either be dead or in the Intensive Care Unit heavily sedated, not conversing easily like Hampton was. At the very least, he should have had a blood transfusion bag hanging over his bed.
  
  
• Anachronisms: When Rachel Weisz tries to sober up Ryan Reynolds in 1991 (he's working on the first Bill Clinton campaign), she gives him a modern style bottled water - which was not available in 1991.
  
  
• Anachronisms: The Republican candidate in 1992 was the sitting President, George H. W. Bush. TV commercials shown were of George W. Bush who wasn't elected governor of Texas until 1994. Other than being the son of the President, George W. Bush had no political role in the election of 1992.
  
  
• Continuity: Will is sitting outside a small restaurant. Just before Summer's surprise reappearance, the waitress serves him his wine and asks him if he has made up his mind yet. At his place is a sandwich with fries etc, just barely started.
  
  

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