Hot on the heels of a romantic vacation, Jake is ready to pop the question. Not knowing his plan, his girlfriend, Annie, berates Jake for his inability to commit.

With their engagement back on, Annie and Jake decide to move in together. Stressed out by all the changes Jake makes to her place, Annie moves into her car.

For Halloween, Annie and Jake set up a makeshift haunted house for the children in their building. However, `supermum' Julie, is not keen on the idea.

Believing their anniversary is cursed, Annie and Jake celebrate a problem-free night with their friends, until a massive storm threatens their fun-filled evening.

For the first time, Annie attempts to host the family Thanksgiving. Instead, she ends up competing against Jake's mother, Myrna, to see who is the most important woman in his life. Meanwhile, Gil discovers his love for cheese tasting.

Jake tries to form a closer bond with Annie's fathers, the two Kevins, but accidentally sparks a long-standing feud between them in the process. Meanwhile, Annie gets over her stage fright when she helps Gil in a musical production.