Bobby's relationship with Dex (guest-star Jeanette Brox) continues to grow until Grace walks in on them kissing in her study. After failing to convince Bobby to break it off with Dex, Grace and Jack take matters into their own hands. Meanwhile, Peter... (more) shows his overprotective side when she considers going out with a college frat boy, and though he has Courtney's best interests at heart, ultimately causes her embarrassment among her peers. Also, the future reveals that President McCallister has trouble with his oldest of four sons, Jack, and the secret service.

Alicia Coppola, Brenda Wehle, Cliff DeYoung, Eva Simone Fisher, Jeanette Brox, Jeremy Garrett, Lawrence Pressman, Mary Gordon Murphy, Shailene Woodley, Shawn Carter Peterson, Steele Justiss