Adam Sandler plays main character Henry Roth in "50 First Dates" (2004).

Henry is veterinarian living in Hawaii who enjoys the company of vacationing women,afraid of commitment up until he meets the beautiful Lucy (played by Drew Barrymore). He leaves the playboy life behind after he falls for Lucy and they really hit it off and Henry think he's finally found the girl of his dreams, until he discovers she has short-term memory loss and forgets him the very next day.
Since she can never remember meeting him, Henry has to romance Lucy every single day and hope that she falls for him.