50 Dates In 100 Days Anna is searching for a date and possibly a relationship before New Year's Eve. She has 108 days, a friend who is a PR expert, and the most uncomplicated dating app she can find to start her goal. Eric's friends encouraged and then insisted that he try to start dating again. Blind dates are an idea that makes him scowl, complain, and feel slightly insecure, but he won't admit it. What ensues is a series of hysterical blind dates that they both must suffer through. These two have their work cut out for them, and despite all odds, they find one another.