When Halloween arrives, or what Kenny refers to as “the gay Super Bowl,” he plans to go to Boystown to watch the festive costume parade. In an effort to prevent Kenny from attending, Eileen agrees to let him throw his own Halloween party at home. Eileen’s tolerance is ultimately tested when Kenny recruits Stuart and his gay friends to join the big party, and he makes a BIG costume change. Meanwhile, Jimmy and Shannon plan to pull off an epic Halloween prank.

The O’Neals deal with a change to their Thanksgiving tradition when Pat and Eileen invite Gloria and VP Murray to dinner as their dates. Meanwhile, things don’t go as smoothly planned when Gloria offers to help Kenny cook, and Eileen prepares to meet VP Murray’s mom for the first time.

Eileen will stop at nothing to win the Christmas choir competition and gives the coveted Christmas choir solo to their newest member, Brett, to Kenny’s dismay, while Jimmy is tasked with spying on their toughest competitor, Sheila Demars. But, when Kenny attempts to sabotage Brett’s role, he finds a potential love interest. Meanwhile, Shannon accidentally gives Pat the wrong impression about a Christmas present she plans on giving to Ethan.

Eileen and Pat’s divorce papers come through, and Eileen realizes she is free to be with VP Murray, but their attempts are plagued with obstacles that make Eileen doubt her desires. Kenny tries to impress Brett by being a “bad boy” and gets a tattoo. Shannon puts out a petition to stop the dissection of frogs at school while Pat realizes that he needs to figure out how to be single again.