Jill and Jimmy decide to be chaperones on a blind date for Pags, hoping they can just be friends. With Stacey back in the city, Mikey and Tammy make a plan.

As Jimmy counts down the days before he leaves for Alaska, Jill proposes a romantic week away at her family's lake house. After receiving the disappointing news about law school, Pags tries to salvage his relationship with Julianna while also pursuing a new business opportunity.