In the primary season of Gilmore Girls, Rory enters her first relationship and enjoys being with Dean. She has no idea that she’s going to meet Luke’s nephew Jess in the subsequent season, and she does not know how a lot her life will change when this bad boy begins dwelling in Stars Hollow. Logan proposes to Rory one episode later, but Rory asks for more time to suppose.
Lorelai doesn’t like the method in which that Rory’s life is going, as she does not approve of Logan due to his rich background, and she will get really mad when Rory wants to depart Yale for some time. Rory is insistent that she is conscious of what she’s doing, but fans surprise why she’s making these selections. Although Rory is not dwelling at house anymore, she comes back often, and she and Lorelai chat on the cellphone lots, too, making fans understand that their mother-daughter connection can stand up to any modifications. It’s a new normal for the Gilmore ladies in season 4, as Rory goes to Yale and Lorelai will get able to open up the Dragonfly Inn with Sookie. It’s exciting that both characters are dealing with huge life adjustments, and adjusting to new situations is certainly the theme of the season.
Rory is relationship dean and has no concept she will fall 
for jess
This is driven house to them each when Dean comes to choose her up from a celebration at her grandmother’s home, and finds her tipsy, in a gown and jewels, surrounded by wealthy young males in tuxes. It’s the final straw, and ends Rory and Dean for good, leaving her to show to Logan for sympathy. He’s found slightly peace — maybe, because of those self-help tapes Luke gave him — and some direction with his life. Jess reveals up throughout Season 5 to point out Rory the short novel he is written and to say he could not have done it without her… It’s Jess who truly gets her to return to Yale after a disastrous dinner with Logan — a feat not even Lorelai could pull off — which ought to point out one thing about their relationship. With that episode, it’s just like the tables have turned and he’s the one with the pinnacle on his shoulders, believing that Rory is better than the person she is pretending to be.
Lorelai wrote a letter and Rory agreed to provide Logan one other likelihood. Logan proved himself even worthy extra when he and Rory save the Newspaper under Paris’s tyrannical reign. Rory and Logan have a good relationship and so they even transfer in together after Paris’s kicks Rory out of their apartment. They also go to Martha’s Vineyard with Luke and Lorelai; and Luke seems at him in a model new light when he helps Luke with a Valentine’s reward. All is nicely until Rory discovered that he had slept along with his sister’s associates just before Honor’s wedding ceremony, which causes a extra serious rupture.
Season 3
Even after he leaves with out breaking up along with her, he chooses solely to name her and hang up as an alternative of explaining what was going on. He was clearly too reckless for her then; all ardour and no rational thought. Despite romantic overtures from Marty, Rory is drawn to Logan Huntzberger, a rich playboy who introduces her to a hedonistic thrill-seeking lifestyle. They initially have an informal relationship however when Rory decides it isn’t for her, he agrees to a dedicated relationship.
Logan’s relationship along with his parents is marred by their mistreatment of him, as they mainly ‘groomed’ him to become the inheritor of the Huntzberger business empire. In these 4 revival episodes, Jess and Rory are just associates, and Jess is once again within the position to provide Rory some nice life and work advice. He suggests writing a book impressed by her life and childhood, which is an excellent idea contemplating her fun upbringing with Lorelai. While fans wished to see them kiss or confess their love for one another, it is still satisfying to see them in an excellent and peaceful place after figuring out each other for so long.
Jess and rory officially start courting (and rory and jess break up)
“In Onmnia Paratus”, shouts the LDB, which is Latin for ‘prepared for all things’. The episode is about an astronaut named Douglas Stansfield who is distributed on a space expedition 114 light years from Earth which will take forty years. Rory and Logan’s relationship remains sturdy despite two small dramas.
Rory has totally moved on
In some ways, Logan is a superb boyfriend for Rory, and it makes sense that by the time season 7 begins, the two are still in a relationship. Instead of pining for Jess or wishing that their romance had ended more happily, she really seems to neglect all about him. She’s distracted by sleeping with Dean at the end of the season and losing her virginity to him, which creates conflict as he is married to Lindsay.
She’s a great listener, logical, and she ignores drama when it comes her way. Once the Gilmores realized that Logan was spending the night over of their pool home — and that Rory and he have been intimate —the jig was up. This small transfer tore Rory apart because she realized she wasn’t as unbiased as she thought she was. When has Rory Gilmore ever loathed going to highschool or reading books?