Holly Martyn has been dumped. Twice-divorced and a single parent, she is sitting in a spa feeling sorry for herself when she picks up a magazine and reads the advice Joan Rivers gives to console a friend in the same position: "Would it kill you to put on some lipstick? Get an on-line dating account, go on 100 dates and you'll meet somebody." There you go, Holly decides, 100 dates. Problem solved.
The 100 dates quest throws Holly in the path of an eclectic cast of characters, including a thirty-three year old African American fireman and a sixty-two year old CEO with whom she falls in love, the man who challenges her to find her father. The story concludes with hard-won insights about the path to partnership, forgiveness, and finding happiness in midlife.