The Year of Yes by Maria Dahvana Headley (2005)

Maria, who is blessed to be much in demand in the dating world, starts at NYU and discovers her dating taste is not what it should be. So she decides to spend a year saying yes to anyone who asks her out. The consequences are completely hilarious. She's very funny in a quiet, self-deprecating way and has a love for New York City that makes this book a special treat for Manhattan lovers.