Jack & Bobby

Jack explodes after catching Grace smoking pot again and gives her an ultimatum. However, after a particularly trying day, Grace seeks refuge in her old habit and is unprepared for the price she must pay for the one joint. Meanwhile, Bobby tries to help make things better for Jack, both with Courtney and in school, but only succeeds in making things worse. Also, it is revealed how President McCallister became affiliated with a surprising political party.

Bobby joins the "challenge program" at school and learns a powerful lesson. Meanwhile, Grace is startled by news that Bobby's new teacher gives her regarding Jack. Also, the flash-forward segments reveal how a surprising ally helps President McCallister out at a critical moment in his political career.

Grace is accused by Hebba, an Arab-American female student, of letting her individual beliefs about religion color her lectures. Taking offense, Grace chastises Hebba in front of the class, which leads to a boycott of Grace's classes by the religious groups on campus. Meanwhile, after helping Warren with his bar mitzvah and learning a bit about Judaism, Bobby demands to know why Grace never took him to church. Completely thrown by the accusations, Grace must explain to Bobby & Hebba what "faith" really means to her. Also, Jack helps Marcus out of tough situation.

The future reveals a dark secret about the first lady. Back in the present, Jack offers to escort a depressed Courtney to her father's work fundraiser leading to an unexpected confession and kiss. Meanwhile, much to the consternation of her sons, Grace offers to let a homeless man stay at their house for a few days until she can find him a better place to live.

Grace is stunned after Benedict informs her that her fellow colleague and good friend has been accused of sexually harassing a student. Grace immediately defends her co-worker but must re-think her loyalty when new evidence arises. Meanwhile, Bobby is spending so much time with his new girlfriend, Dex, he begins to neglect his school work. Under pressure from Grace to succeed, Bobby cheats on his test. Still reeling from the guilt of kissing Courtney, Jack is horrified to discover she and Missy have become friends.

Bobby's relationship with Dex 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 shows his overprotective side 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 son and the secret service.

Bobby is heartbroken over his break-up with Dex and decides to get even with Jack after finding out he is responsible for their split. Bobby's actions cause Jack, Missy and Courtney much embarrassment and anger, which results in a feud between the brothers. Meanwhile, Grace and Tom sneak away from the campus election night party to smoke pot, which proves to be a terrible mistake for Grace and her family. The future reveals that in 2040, McCallister wins the election by only a few votes.

Grace promises to be on her best behavior when she and Jack go to Missy's house for dinner but loses her cool after the Reverend starts attacking her ideals. Upset by the event, Grace turns to Tom and the two share a romantic moment. Meanwhile, Bobby intentionally loses at chess games with Peter in order to spend more time with him. Also, Courtney uses Marcus to get back at Jack.

Grace's warm, intelligent, gay younger brother makes a surprise visit to the McCallister home for Thanksgiving. Grace is thrilled that he has returned but her feelings change after he lands in jail on drug charges. Meanwhile, Jack feels responsible for a friend's suicide.

Jack is mortified after Grace catches him buying condoms in preparation for his big night with Missy. Trying to be supportive of his actions, Grace insists that Jack talk to her about sex and questions him about whether he is sure Missy is the right girl. Meanwhile, Jimmy slips back into his old habits, forcing Grace to make a difficult decision about her family. Also, Bobby tries to help Warren win over his crush Deena but is surprised when she declares she has feelings for Bobby.