This story picks up six years after A Year In The Life ended. Rory and Logan's son is five and starting kindergarten.

Logan told Rory goodbye at her graduation, and he meant it. Didn't he? She wouldn't compromise for him so he couldn't for her in the end. He moved to California, and she hit the campaign trail. Their lives moved in separate directions, and they worked hard to get over each other. But what if their lives take them back in the same direction again? Can they fight the attraction that has always been there? Can they look past all the hurt and finally realize what they could have together? Will they let fate dictate their lives or will they find out that it's something other than fate that is pushing them together?

This story picks up right at the end of Season 7, immediately after the cameras quit. Rory and Lorelai are sitting in the diner talking, and Rory is trying to find the guts to tell Lorelai the news.