In last season's finale, Simon returned home from college and realized he still had feelings for Cecilia; Matt's marriage was tested when old feelings for his ex-girlfriend (guest-star Andrea Ferrell) resurfaced; and Eric and Annie became grandparents when Mary gave birth to her first child.

In the ninth season premiere, Simon appears to be getting extremely close to his new girlfriend, Georgia (guest-star Rheagan Wallace), causing Eric and Annie to suspect they are having sex. Meanwhile, Kevin worries that mother-to-be Lucy may be in denial about her pregnancy when she refuses to go shopping for maternity clothes. Also, Matt returns home for a visit and is instantly pulled into the family drama. Lastly, Ruthie and the twins find themselves in a heap of trouble on their first day of high school and kindergarten, respectively.