Jess Gradwell (Gail O'Grady) is a divorced mother with a high-stress job and teenage daughter. A hard-working paralegal who strives to be a lawyer one day, Jess juggles the pressures of her parenting and professional lives with grace and agility. Meanwhile, her 15-year-old daughter, Sara (Danielle Panabaker), is dealing with the pressure of being sexually inexperienced in a world of sexually active teenagers. Jess tries to convince her daughter to abstain from sex until she is in love, but Sara has her heart set on dating the high school bad boy and changing her goody-two-shoes image. So when Mom, who has been vigilantly preaching the importance of responsible sex, ends up pregnant after a brief encounter with a handsome pediatric surgeon, the mother-daughter dynamic shifts dramatically, causing a chain of events that will either break the bond Jess and Sara once shared, or bring them closer together than ever before.