Grieving causes Ryan to become a compulsive eater, triggering an intervention from the group. Also, the group finds out that Lauren talks to her boyfriend Wyatt about the group members. She brings Wyatt to the group so they can meet him and he can learn about them.

When the group settles on a date for their holiday party, it happens to fall on what Mr. K believes will be the end of the world. Ryan invites Anne along on his annual trip to wine country with Steven and Lauren worries her boyfriend is ready to pop the question.

Ryan woos an attractive group member, but Janie's ghost materializes as he feels great guilt for dating again. Elsewhere, some of the ladies set out to buy a wedding dress for Lauren.