Henry (Adam Sandler) leads a fun life in Hawaii. He's quite popular in the town he lives in and is quite happy with all the attention he gets from the women there. And then he meets Lucy (Drew Barrymore). They hit it off right away, but Henry gets a shock when she treats him like a stranger the very next day. He finds out from her father that Lucy is suffering from a short-term memory loss and...

Henry (Adam Sandler) leads a fun life in Hawaii. He's quite popular in the town he lives in and is quite happy with all the attention he gets from the women there. And then he meets Lucy (Drew Barrymore). They hit it off right away, but Henry gets a shock when she treats him like a stranger the very next day. He finds out from her father that Lucy is suffering from a short-term memory loss and she keeps going back to the day of her father's birthday that very year. Henry goes on 50 first dates with Lucy before he is able to convince her that he is the man for her.