Whitney throws caution to the wind and plans a party for her 39th birthday, but there are hurricanes on the horizon. Before she becomes a spinster, Whitney agrees to a blind date. Meeting with Jessica and Lennie, Whitney makes a shocking discovery.

The Thore family grieves a devastating loss with the passing of Babs. Desperate to help her father find joy in life again, Whitney creates a bucket list for him, but a secret from Glenn's past could be the key to binding the family back together.