Deliberate mistake: When Ben Stiller gets done "cleaning the pipes", he looks around the bathroom for "the missing hair gel", he should have known where it was simply by his senses. Earlobes have feeling in them. He should have felt something wet on his earlobe. He also would have felt it dangling from his earlobe.
Continuity mistake: In the confrontation scene where all of Mary's admirers are forcing her to choose between them, Woogie is sat on the couch with a pile of Mary's shoes. Every time the camera shoots back to him, you will notice that the position of the shoes changes each time. This is also mentioned by the directors on the DVD commentary.
Question: Ted's friend Dom knows a guy who can find Mary for him. Later on it's revealed that Dom is also Woogie, Mary's old boyfriend who got weird on her and is still obsessed with her. However, if Dom knew Healy could find Mary why didn't he use him himself to find Mary and stalk her again?
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