Definitely. Luke asks Jess point blank what’s going on with him and Rory and Jess says that their romance is “long over.” Even Luke thinks that there’s still something there between them. But could Rory and Jess still end up together on Gilmore Girls? It's a polarising ending and one we'll be picking apart for quite a while. Rory doesn't end up with Jess, Logan, or Dean, who is married with three kids and a baby on the way. Gilmore Girls: Will Rory End Up With Jess, Dean, Logan, or None of the Above? ... it seems unlikely that these two end up happily ever after. In the end, Rory ends up alone, though her final words to her mother — “I’m pregnant” — should indicate this story is still far from over. Rory doesn't end up with Jess, Logan, or Dean, who is married with three kids and a baby on the way. Right? It's a polarizing ending and one we'll be picking apart for quite a while. Rory actually doesn't end up with any of them, but she is pregnant, presumably with Logan's baby. She ends up with a baby. If Rory does have an adult boyfriend, Palladino would certainly need more than one day to tell his story. Rory and Jess both act a little childish, trying to make each other jealous. If Logan is Rory's Christopher, then Jess is her... By Brianna Wies t. December 13, 2016. Entertainment. 9. Jess and Rory's reunion in the Gilmore Girls: A Year in the Life trailer is sterile AF. This episode marks the end of the Rory/Dean relationship (sort of) and the beginning of Rory and Jess as a couple. Although it wasn’t made completely clear in the finale, there were definite signs that Rory and Jess could end up together in the… MENU. ‘Gilmore Girls’ Theory Suggests Rory and Jess Will End Up Together.

She ends up with a baby.