Henry Roth (Adam Sandler) lives in a Hawaiian paradise with the company of endless women with no strings attached. This is until he meets Lucy Whitmore (Drew Barrymore). Both Henry and Lucy enjoy the company of each other and feel a relationship approaching. Talking to Lucy the next day, Henry is confused when Lucy fails to recognize him. This is the moment Henry discovers that Lucy actually suffers from short term memory loss and can't remember each individual day. Henry won't let this stop him and is prepared to make her fall in love with him all over again, everyday.