Will notices her immediately and her grandmother, an old friend of his, introduces them. Will admires the hats she made for the occasion and is surprised to learn that Charlotte is the daughter of one of his old girlfriends, Katy, who died in a car accident. The next day, Will calls and asks Charlotte to make a hat for his date to an upcoming benefit dinner. A few days later, she delivers the hat to his apartment. Stood up by his date, he invites her to accompany him to the formal benefit. There they dance, get to know each other and later end up back at his apartment where they make love.