Jack & Bobby

The brothers are understandably suspicious when culinarily hopeless ma announces she's going to cook a Thanksgiving turkey for their guests. Jack's longstanding friend Matt Kramer has committed suicide, his class goes trough grief counseling. After seeing Tom hold hands with Leslie, an ex his age, Grace tells him no romantic involvement between them is possible and gets a surprise visit from her equally flippant, erudite, openly gay kid brother Jimmy, who is great with Bobby and can tell the boys more about their dad, which Grace avoids since he left them, but also has his own problems, especially with alcoholism... Only Jack knows Matt didn't break up with him and the team because of Missy, but was a closet-gay afraid to tell his bigot Missouri family and had a desperate crush on Jack, who is asked by the family to speak at the funeral.

It's not bad enough that Grace ignores Bobby's warning not to volunteer as chaperon for his class trip, she pedantically takes over from the admiring female history teacher and turns the weekend in Philadelphia into such a teenager hell that all his classmates blame the poor boy, who cleverly gives her exactly what she deserves: their own declaration of independence, providing she may never play any part in any class activity. Yet Bobby grants her some time together, without third parties... Jack scolds Missy for attending a party with Randy, only to hear startled that's just to make him jealous. When the kids drive home, drunk Marcus and a passing deer cause them to have an accident in which pregnant Missy dies.

Bobby is heartbroken over his break-up with Dex and decides to get even with Jack after finding out he was responsible for their split. To get even, Bobby's subsequent actions cause Jack, Missy and Courtney much embarrassment and anger, resulting in a feud between the brothers. Meanwhile, Grace, waiting to see who won the 2004 presidential election, sneaks out of the election night party to smoke pot with Tom, which proves to be a terrible mistake for Grace and her family. In the year 2049, political leaders talk about the night President McCallister won the 2040 election by only a few votes.