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.

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.

Jack walks in on Grace and Tom in a compromising situation and tells Grace he disapproves of her romance. Meanwhile, Bobby convinces Grace to allow him to attend an overnight hunting trip with Peter, which proves to be an eye-opening experience for Bobby.

Grace and Tom's relationship is exposed when a fellow professor catches them kissing in her office. Later in the evening, Peter turns to Grace for advice when he finds out Courtney is having sex with her boyfriend. Meanwhile, Jack's relationship with Katie progresses and in an effort to become popular at school, Bobby and Warren decide to have sleep over and come up with a shocking idea to make the evening memorable.

Peter is forced to take action after learning about the relationship between Grace and Tom. Meanwhile, Bobby and Warren decide to make some cash by doing yard work in their neighborhood and are shocked when they come across Jack's wallet in a neighbor's garage. After learning that his wallet was discovered and realizing who jumped him, Jack and Marcus take matters into their own hands.

Jack and Katie's relationship progresses, while Courtney's comes to a screeching halt after Jack discovers Nate is cheating on her with another girl. When Bobby is required to do a family history project for class, he goes through his mother's closet for clues about his family and discovers a letter that reveals the real reason his father left. Meanwhile, Grace is shocked to learn that her affair with Tom has cost her more then she had bargained for.

Jack finds out that Bobby has secretly decided to try out for the track team and instantly shows his disapproval. Later, Jack finds out that his relationship with Katie isn't what he thought it was and is shocked to find out that Courtney and Marcus may have feelings for each other. Meanwhile, Grace's excitement to be the opening speaker at an event for her mentor turns to disappointment when she is asked not to speak due to her scandalous relationship with Tom.

After getting into a big argument at the not-so-exciting school dance, Jack, Courtney, Marcus, Missy and Randy decide to drive to an after-party, but a deadly car accident prevents them from making it to their destination. Meanwhile, Grace agrees to chaperone Bobby's school field trip, much to Bobby's dismay, which proves to be a hurtful and eye-opening experience for Grace.

To protect Marcus, Jack tells the police that he was driving the car the night Missy died. The guilt becomes too much for Marcus and he confesses to his dad, who immediately calls Grace. A surprising ally comes to Jack's aid after Grace demands that he tell the police what really happened. Meanwhile, the group's sadness turns to outrage after Reverend Belknap delivers a shocking eulogy at his daughter's funeral. Also, Bobby feels betrayed by the fact that Warren is moving to Chicago.