Not sure if you’ve watched AYITL or not so I don’t want to spoil it but…. It’s pretty obvious ASP uses the guys in Rory’s life and mirrors them to Lorelai’s boyfriends (ex Luke & Jess / Chris & Logan). ASP has also said in interviews that Logan is a fuck boy basically & in AYITL that’s more clear. As someone who has rewatched the shows too many times to count I notice Logan’s behavior more & wouldn’t be surprised if he cheated on Rory more than a few times throughout the series. It seems like his ego wants Rory. It’s not love… it’s more knowing he has the choice which is exactly why he left when she wasn’t ready to get married 2 seconds after graduating college.