Rory Gilmore and Her Boyfriends: The Complete List
by Kirsten F
*Disclaimer* All of this is formed specifically from my own opinions. Which I am clearly an expert, so there.
I am what one would call a “Gilmore Girls” expert, I have watched each episode enough times to make fully formed opinions on each character and their lives. Today we’re going to discuss Rory Gilmore and her different relationships with each of her three boyfriends during the original series. Rory was shy and timid when we first met her, she was the book reading, music loving, sweetheart that we all loved. Not as flirty as her vivacious mother, Rory was more on the serious side. She was a serious relationship type of gal, who at times refused to stand up for herself. Here’s my very calculated (and science approved) “Boyfriend of Rory Gilmore Scale”. Where we will dive deep into who in fact was the number one beau of our baby Gilmore.
Dean was Rory’s high school boyfriend, her first one to be exact. When we first met Dean he was that sweet boy next door with great hair. He was polite, respectful, he understood that Lorelai and Rory were a double package. I personally loved Dean up until season two I believe. He became this clingy, needy human and I personally can’t stand that in a partner. To me Dean wanted Rory to utilize all of her time for him, and I’m sorry… But the girl was on a fast track to the Ivy Leagues, she didn’t have time to cater to his needs. Also, let’s not forget to add the fact that Dean was lowkey a misogynist! That entire Donna Reed inspired episode proved that, oh and the fact that he felt like he could tell her what to do and who she was.
Rory was still very new to the whole girlfriend thing, and I think she handled it in her own way. That was their first rodeo at a relationship, obviously if you watched the show you know that they broke up and then got back together. Except when the got back together, DEAN WAS MARRIED, and that’s just a no no! Rory and Dean’s relationship was very juvenile and at times just plain annoying.
To be honest, I give dean a 4.5/10 because although he was a cutie, he was also very shitty.
Let me go ahead and just let this be known before we dive into Jess and Rory’s relationship. I can not stand Jess, and I don’t care that he’s gotten his life together. To me Jess was this broody, moody, self centered, self proclaimed tortured soul. He was rude, and treated everyone around him like crap just because he had parental issues, and didn’t know how to deal with it. To me Rory saw Jess as a project … Someone who she could take care of, but in reality he sucked the life right out of her. They were constantly fighting and I truly believe Rory forgot her worth while she was with Jess. Sure they were compatible in certain ways, but the boy had some SERIOUS issues he needed to work out. Who just ups and leaves their girlfriend without saying goodbye? RUDE.
Jess had no idea how to be with Rory, he lacked basic communication skills, and often tried to use sex as a way to get Rory to back off. Not cool bro! Not to mention he was always so disrespectful to Lorelai, and one thing you don’t do is disrespect a girls mama. Let’s also not forget that he was the KING of self sabotage, and didn’t seem to give a damn about that fact. Whatever, Jess was not my cup of tea.
Jess on a point system out of 10… You get a 1/10, The one is for having good taste in music.
last on our list, is the one and only
I am 100% #TeamLogan , and no… it’s not because he is rich. It’s because out of all two other people Rory has dated Logan was the ONLY one who was honest off the start. He never lied to Rory about what his intentions were, he never tried to change her, nor did he disguise himself as the nice guy. Logan told Rory from day one that he’s a rich, spoiled brat who likes to party. To me Logan was possibly the best guy Rory was with, I think he helped her relax. Now I am not saying that Logan was perfect, in no way was he perfect. To be honest he was very set in his ways, and often was reckless to the detriment of himself.
Logan was a spoiled brat, who eventually grew up, however one thing always remained consistent … He never asked Rory to be anyone other than herself. He actually changed himself while he was with her, which I’m not saying that’s what you should do in a relationship. I think Rory’s relationship with Logan was her first post adolescent one, instead of just breaking up. They actually grew together and worked on their issues. That my friends is how you have a successful situation, COMMUNICATE.
Logan you receive a 8/10 simply because compared to those other two… You’re the bees knees. Also, you’re the hottest of the three.
All of these are strictly my own opinion, and that’s okay. The Gilmore Girls is a staple in my life, and I am very excited for November! I truly hope Logan and Rory get back together because they make me smile. Who’s your favorite boyfriend of Rory?