The relationship between Dean Forester and Rory Gilmore from Gilmore Girls is the perfect sample of how valuable first love is and how it is the foundation of one personality while growing up. Their chemistry starts in the first episode titled “Pilot,” when Dean is located in Star Hollow from Chicago. Meanwhile, Rory gets into the renowned Chilton Preparatory School. The first kiss between them happens when Ray goes to the supermarket nearby where Dean works, Doose.
She was just there pretending that she needed some things, but she only wanted to see him. That kiss was awkward and lovely, it completely shook Rory, and in turn, she said thank you and fled the market without paying for some corn starch; yes, it was shoplifting.
Dean and Rory’s relationship has many lovely moments full of aww. When they kiss for the second time, Dean teases Rory by saying thank you. Rory suggested some books to Dean, and he fondly reads them. He supports her going to Harvard dreams fully and is very respective around her and Lorelai, her mother. Dan makes Roy a car.
With so much going in with them, what actually happens when their love ends?
First Breakup And Reason Behind It
As love, it is a bit complicated, especially if it is the first one. Rory and Dean broke up and for back together several times. The first time they broke up was when Dean confessed by saying, “I love you,” but Rory cannot say it back; she loves him, there is no doubt, but she cannot say it back because she is too shy and scared to accept it. They return after a while when Dean goes to Chilton, where Rory accepts clearly by saying, “Because I love you, you idiot.”
Second Breakup And The Reason Behind It
All things were going well, but then Luke’s nephew, a real bad boy, moves into the town and gets close to Rory. Dean and Rory break up bitterly during a public way marathon dance at Star’s Hollow. Dean shouts at Jess and Rory and tells them to be together as he is out and not in her way. Eventually, Jess and Rory get together; meanwhile, Rory and Dean try to stay friends. Later, Dean dates Lindsay and eventually marries her.
They both continue as friends while in relationships with others, but deep attraction and pull of the feelings become hard to ignore. When Lindsay and Dean marry, life becomes tough, Dean and Rory sleep together, and it is Rory’s first. Rory tries to tell Dean about it, but they end up having sex together.
Now to get away from the guilt and her mother’s decision, Rory flees to Europe with Emily, her grandmother. In the meantime, Rory delivers a letter to Dean from Lorelai. But unfortunately, Lindsay sees the letter, which results at the end of Dean and Lindsay’s marriage. Lindsay became so angry that she even threw Dean’s clothes out of the apartment.
Why Did Rory And Dean Break Up? Final Breakup And The Reason Behind It
The reason behind their final breakup is caused because of two reasons. The actual plot line follows Jared when he leaves the show. Rory and Dean try hard to manage their relationship, as it did not have the ideal start, and they are still pursuing their autonomous way. Dean is grinding hard, managing the backlash of his divorce from Lindsay; on the other hand, Rory is at Yale studying and is trying hard to grab every opportunity to boost her journalism dreams.
Dean tries to pick Rory up from her grandparent’s home, but he sees her in her vibe and understands that there is no space for him and asks himself if he does he belong here anymore? In reality, Dean and Rory had to break up because Padalecki, who portrayed the character of Dean, was cast in CW’s new series supernatural as a lead.
His shooting timetable did not allow him to play Sam Winchester and Dean Forester simultaneously, so Rory Gilmore had no choice but to move on to her next partner. But fortunate for her, Logan was there at her grandparent’s home at a party where Dean and Rory split up, comforting her and laying the foundation of their upcoming relationship.