Michelle has always wanted to have a picnic at Central Park, but Matthew always partially blew it off, partly because he’s not the best organizer, and partly because he wanted to save it for a special day. Also, in high school and college he played and sang in bands, but never really sang to Michelle. She always would ask him to sing for her, but he never would out of embarrassment. The proposal was the perfect opportunity to give her both things she’s been asking for, for so long (and a diamond ring).