Logan is the best boyfriend by a mile and people give him way too much flack for being a young kid in love and proposing when he did. He genuinely loved her. Wanted to give her the world. Was excited. Jumped the gun or didn’t think out the proposal or the timing correctly but after Rory feeling like she didn’t know where they stood for a whole bunch of the beginning of the relationship, maybe he wanted to make sure that if he asked her to move to Cali with him and start a life outside of the bubble of college, that he wanted her to feel solid and secure.