Upon finishing Gilmore Girls: A Year in the Life, Jess certainly did seem like a possible choice as the father of Rory’s baby. While they weren’t shown engaging in any romantic scenes with each other, the connection between Jess and Rory has always been one of the most electric in the show’s history. And Jess’ final look toward Rory certainly put a thread of doubt in audience’s minds. Perhaps they did share an intimate moment or two during the events of A Year in the Life, but the audience wasn’t privy to it. Rory has been known to make an irrational sexual decision or two in her life, so it’s not out of the question.