Would you date 26 men in a year for 50K? Perpetually single 40-year-old Dee Harper decides to take up her rich bestie, Gail, on her dare: 50K to date 26 men, A-Z, in the course of one year. What could possibly go wrong? A desperate for cash Dee begins her dating journey with Adam the Arrogant, then merges to Brian the Boring, to several letters that blur together in a whole slew of dating disasters that are burned on her brain...