Gilmore Girls: The Love Interests

This post might get a little lengthy.

In Gilmore Girls, there are four girls we get to see coarse through different relationships throughout the seasons of the show. As someone who recently finished marathoning Gilmore Girls and has a blog based on romance shows and anime, I figured why not talk about all these relationships the characters went through.

Rory, as our main character, will go first. Talking about the different boyfriends she’s had will be fun because her taste is uhhh pretty questionable.

Dean is Rory’s first boyfriend and hence, the first love interest. I think we can all agree he was the worst. He actually started off pretty good, if not a little boring. However, it doesn’t take that long for him come off as dramatic with some sort of anger issue. He almost always put his feelings before Rory’s. When his marriage fell apart he got upset with Rory and made it out to be as if everything was her fault despite him being the one who cheated. He generally became less and less pleasant as the show went on and even at his best he was just generic and boring and while nice, still not that good of a boyfriend.

The next boy Rory dates is Jess. Jess is a tricky one to talk to about because while I love his character and find him to be one of the more interesting ones in the series, I really don’t like him as a boyfriend. All throughout their relationship Jess treated Rory horribly. He was moody, never talked to her about anything, and never even seemed like he actually wanted to be in the relationship. They were constantly arguing and most of the sweet moments between them were Jess’s attempt to make up for some shitty thing he did earlier. I liked him a lot more when he wasn’t dating Rory. Season 6 Jess was great, and maybe if the show took the route of Rory dating him once again things would be different and I could say I liked him better the second go around but that’s not what happened. Bottom line is, he’s a better character than Dean, also probably had more respect for Rory and I’d say he understood Rory better than Logan did too, but god he was a really bad boyfriend.

Last but not least, there’s Logan. Who has the opposite problem Jess did. Despite him being a complete douchebag and a personality I found to be quite unlikable, he was a surprisingly pretty decent boyfriend. My opinion of Logan moved around quite a bit through the course of the show. At first, I hated him. The way he teased Marty and talked to Rory immediately put a sour taste in my mouth. However after Dean broke up with Rory (for the third time?) at her grandparents’ party I realized that huh, I like the way he’s treating Rory. The way he tried to cheer her up felt very platonic. Was he already pining for her? Probably. But Logan never came across as more than friendly until he started very obviously teasing her when she was showing that one Chilton student around. Then there’s when Rory asked him why he never asked her out (because it was pretty evident they both liked each other at this point), and Logan’s reasoning was that he didn’t know how to be a boyfriend. By this point I like Logan. He respects Rory and wants her around even if only platonically because she’s special to him. However, cracks start to show. Rory changes a lot over the period of dating Logan. She changes a lot of things that were always a big part of her character like…not cooking and not exercising. Okay while those things were small, these changes in Rory made it a lot easier to realize that Rory and Logan don’t have a lot in common. They don’t even have common interests, not really. This made me start backtracking how much I actually like Logan and before I noticed Rory changing, I would’ve told you I think he made a better boyfriend than Jess. However, if there is one thing Jess has over Dean and Logan, it’s that he understands Rory better. Rory and Jess also just kind of clicked more. Rory and Logan followed the basic steps of being a good couple, but there wasn’t much that kept me wanting them to stay together or even like them together. They were just…there.


The only love interests you really need to remember for Lane would be Dave and her eventual endgame, Zach ( Zack? The internet can’t seem to make up its mind).  From my knowledge, the actor who played Dave ended up taking a role in another show thus bailing on Gilmore Girls. Which would explain the very weak “he got a scholarship in California” reasoning for why his character was suddenly disappeared. A lot of people seemed to like Dave more than Zach and I was certainly on that boat for a while myself but I gotta say, I started finding Lane and Zach a really fun couple to watch once Lane got pregnant. I really liked the scene where they bonded over not wanting to have the baby (in a mostly comedic fashion) and it was around that point it became clearer how much the two actually have in common. Somehow the two became more compatible after having twins. Go figure.


On to Paris…can we just forget that Tristan and Fleming ever happened? Joking, joking (mostly). Paris and Tristan never dated (thank god) and therefore were never love interests, but Paris’s hard to believe crush on him was enough to be sigh-worthy. There was That College Guy She Dated During Chilton That I Can’t Remember the Name Of who didn’t really do anything noteworthy. Then there’s…eighty years old Asher Fleming. Look, I could go on about how Fleming was way too old for Paris and how problematic their age gap is, but it’s 2019 now and I’m sure every Gilmore Girls fan has both, ranted about and heard ranting of it so I’ll move on. If there is one good thing I can say about Fleming, he gives us more of an idea of what Paris cares about when considering a romantic partner: intelligence. That’s about it, which also means she doesn’t really care if her relationship would otherwise be seen as weird. She probably wouldn’t even care if the person themself was deemed weird either. Which leads me to Doyle, in my opinion, the best boyfriend out of any of the boyfriends in the series. I love Doyle. He’s strange but charming, squeamish but also capable of being a leader, and genuinely cares for Paris. While it took a few tries, in the end, Paris found someone she made a perfectly odd pairing with. I mean hey, that’s how life usually works out I guess.


Now we get to Lorelai, who I think had the more interesting love interests. Despite that, I won’t be getting into Max and Jason because frankly, I don’t think anyone really cares about them that much. By around halfway through the show, it becomes increasingly obvious that the only two true possible endgames for Lorelai would be Luke or Christopher.

There’s a bit of a parallel between Luke and Christopher in the sense of how big of opposites they are. Where Christopher comes and goes throughout the show, always leaving an impact after leaving; Luke is a constant throughout the show, with some major moments but often just peacefully going along with the plot. While Chris is impulsive and rushes into things, Luke over thinks himself out of things. Lorelai’s parents hate Luke but they’ve always loved Chris. Christopher is immature while Luke is arguably the most mature character in Gilmore Girls.

I was impressed when I noticed just how lined up their differences were. I wasn’t something I expected from Gilmore Girls in all honesty.

I think most of us can agree that Luke was better for Lorelai. They balance each other out a lot better than Lorelai and Chris ever could. Luke and Lorelai’s differences were also manageable so long as they had good communication. Which they didn’t while they were dating and is why they ultimately broke up in season 6. Which brings me to another parallel: the marriages. Luke and Lorelai broke up because of postponing their wedding. Chris and Lorelai on the other hand, broke up because they had rushed into getting married. I could go on and say how Chris proposed to Lorelai in Paris, the city of love, while Lorelai proposed to Luke in his diner as well. The comparisons are all over the place.

The reasoning the show gives for Lorelai and Chris not working out is because “the timing was never right”  which I personally find to be bullshit. They were always too much alike to work out. I want to say I always expected and knew Luke would be who Lorelai ended up with but I’ll be honest, season 7 gave me a good scare. I still think their ending together was weak though.

If I had to rank who had the best love interests it would probably go:

  1. Lorelai (she had the most common sense)
  2. Lane (went from a nice, but slightly boring bf to an asshole who became surprisingly decent once they had kids)
  3. Paris (two duds and a real winner)
  4. Rory (her taste was very questionable)

You know, that is considering the canon love interests.

Rory had three boyfriends, but what if there was another possible love interest in between the lines? Someone who has been by her side the whole time.


Then there’s Paris.


Paris who had big, definitive goals for herself just like Rory. Who was hardworking and had a strong work ethic that Rory (arguably) had as well. Paris also has the qualities I liked the best in Jess. Paris could understand Rory’s studiousness and later on her personality in general. This also works vice versa. Pretty much every character has a hard time understanding Paris or simply downright disliking her but Rory always had a decent understanding of her even if the reasoning was something like “Oh, she’s just being Paris.”. She also makes up for my biggest problem with Jess, being moody and never communicating with Rory. Paris, on the other hand, is always quick to tell Rory exactly what she’s feeling and why.

Granted, Rory and Paris were never written to be love interests and even their friendship had some blemishes. I think the potential for Gellmore becoming a likable couple was at its highest in season three and four and slowly diminished as the show went on. In the end, Rory and Paris is a good concept that sadly works best in fanon.

Their relationship in canon was for the most part one-sided. Rory never seemed to want or need or even consider Paris’s help. I also don’t think the show drew out how the two have many similarities as well many differences (you know, the whole “you two have more in common than you might expect” schtick). I know it’s already in the show, but I would’ve liked to see them build on it more.

However, even though they would still have issues in canon, I think Paris could’ve been an improvement or just an interesting addition to the canon love interests even if she didn’t end up as endgame or had a short-lived relationship with Rory. But hey, what are you gonna do when a show was made in the earlier 2000′s.

All in all the love interests in Gilmore Girls were…okay. For the most part. Even the ones I liked had some baffling moments that I could rant about. The romantic relationships were never the part of Gilmore Girls that I think people enjoyed though. We watched for the familial relationships and dynamics that gave the show its charm.