Rory and Tristan - Gilmore Girls
I can see the Jess/Tristan comparison, especially when they were overlapping as a foil to Dean in early season 2 (CMM's farewell episode is actually kind of jarring because it's sandwiched between some Jess heavy episodes, and jeez, is everyone in love with Rory?) but I always saw him more as teenaged Logan. The more I think about it though, the comparison doesn't really stick beyond them being rich and entitled. To me, Tristan was less complicated. CMM owns being an a-hole, and even when he's being sensitive, you don't quite trust him. He's a Chuck Bass wannabe, and that can be fun in small doses. With Logan, he didn't seem very self aware. It never seemed like he was genuinely out to hurt anybody's feelings, and when he did, he would try to make up for it by throwing his money around.
I actually shipped Tristan/Rory but never liked Logan/Rory, and I think that had to do with the dynamics, and who Rory was around them. With Tristan, Rory saw through his bullshit and had no time for it. She would have been good for someone like him, but I'm not sure that he would be great for her, which is why I wouldn't see them lasting for more than a fling. With Logan, Rory let his charm bulldoze right over her. I really disliked Rory when she was in his orbit, in part because she didn't seem to feel good enough for him, which, I guess, the same could be said about Dean and Jess when they were with her.
I did have this head canon before the revival came out that Rory was an overseas correspondent covering the war where an enlisted Tristan was stationed. It's too bad that military school didn't seem to have an impact on him. Why was Tristan even at an alumni event though?
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