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In the dramatic continuation of Sex and the Single Mom, a mother and teenage daughter deal with their choices regarding men, sex and the consequences of those decisions on their lives. Paralegal Jess Gradwell (Gail O'Grady,) met pediatric surgeon Alex Lofton (Grant Show,) during expert witness preparation for a malpractice case. Their affair resulted in the birth of a son Alex never knew about. Now engaged to a great man from the office, Jess is startled to see Alex back in the courthouse where they first met years ago. While Jess tries to sort out her complex life, her daughter Sara (Chelsea Hobbs) loses her virginity to an older photographer who has little interest in a relationship. Sara now shares with her mom the flurry of emotions relationships and sex bring to light. Tortured by her conflicted feelings regarding her secure relationship and her smoldering liaison with Alex, Jess finds herself faced with a critical decision.