The BEST seasons of Romantically Challenged

Every season of Romantically Challenged ever, ranked from best to worst by thousands of votes from fans of the show. The best seasons of Romantically Challenged!

Smart and beautiful Rebecca is recently divorced after 15 years of marriage. Having never really dated before she was married - and not having been on a date since Clinton was in office -- she finds it scary to start over now. Although a gifted mom and lawyer, she is clueless about dating and hopes to get some help from her equally romantically challenged friends.