Also question is, why do Max and Lorelai not get married?
Early on in Gilmore Girls' history, Lorelai not only dated, but also nearly married, Rory's teacher, Max Medina. However, being involved with Rory's teacher was much worse. Then, she realized she didn't love Max and called off the wedding, only to want to reunite when she saw him again in Rory's senior year.
Furthermore, what happened between Rory and Lorelai? Following Rory's decision to drop out of Yale, a cold war ensues between her and Lorelai. It's Lorelai's idea of tough love: she freezes Rory out. This means Rory learns about her mother's engagement from Luke.
Herein, does Lorelai get back with Max?
That seemed like that would be that between Max and Lorelai, but alas, they end up back together again after Rory and Dean Forrester break up the first time. The relationship moves pretty quickly and they get engaged after an argument.
Who should Lorelai have ended up with?
In 2016's Gilmore Girls: A Year in the Life, Lorelai married Luke Danes, and a majority of fans supported the relationship. While Lorelai did end up with Luke, Lauren Graham one time said she wished Lorelai would end up with Christopher because he was the father of Lorelai's daughter, Rory.