Dean was Rory’s first boyfriend, and he was the worst. Although he seemed like the perfect guy, Dean’s do-goodery crumbled as time went on.
Jess was the ~bad boy~ of Rory’s dating repertoire, and he was the worst. Sure, he had the whole writing thing going, but he was horrible. He was not nice to Lorelai, absolutely awful to Luke, and left Rory without any warning.
Oh, Logan. Rory’s rich, Yale-educated garbage boyfriend. Logan was horrible. He was wildly spoiled and he and his friends got in all sorts of bad situations.
Congrats! You got Paul, the boyfriend we never got to know about because Rory literally forgot about him. Paul may have been the one boyfriend of Rory’s to not be garbage, but she was busy cheating on him with Logan.