50 First Dates (2004)
Adam Sandler and Drew Barrymore have done plenty of rom-coms together, but this one definitely takes the cake for unusual match-ups. After a traumatic brain injury, Lucy (Barrymore) loses her short-term memory. Henry (Sandler) meets her on a "bad day" where the life, set up by her father and brother (Blake Clark and Sean Astin), where she repeats the last day she remembers every day, blows up. Henry finds he can't forget about the first time they met and sets out to recreate the experience.
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