Logan Huntzberger

Logan Huntzberger is the second child of Mitchum and Shira Huntzberger. Born in 1982, he is heir to the Huntzberger Publishing Company, a national newspaper conglomerate. He has a tense relationship with his father. his father seems to view him more of a commodity than a son. His mother has expectations and wants him to marry a trophy wife, even though she doesn't come from money herself. He has an older sister, Honor. He attended many prestigious prep schools, most of which he got kicked out of for the stupid pranks that he played. Logan first appears as a traditional ladies man who is more interested in partying than studying. He appears to be very well read and versed in pop culture, as he understands most of the references Rory throws his way; and even though he prefers a good time, he does have a talent in newspaper writing and has a vast knowledge of journalism. Due to his wealthy upbringing, he is well traveled, and seems to enjoy heavy drinking and dangerous risk taking. His two best friends are Colin and Finn, both of whom are rich, party loving guys like himself.
Logan first encounters Rory when he and his friends pass by her and her friend Marty. At first, Logan's friends tease Marty and pay little attention to Rory. However, when Logan meets Rory again in the hallway of her dormitory, she takes the opportunity to lecture him on his treatment of Marty. Logan continues to debate with her and promises that he will remember her instantly the next time they meet.
Rory's first impression of Logan is not very favorable, viewing him as a typical lazy rich boy. However, she goes to him when she needs help on an article about a secret society that Logan is in, called the Life and Death Brigade. She is fascinated by the club and is convinced by Logan to take a dangerous jump off a tall structure, causing Rory to reconsider her initial impression of him. Logan eventually winds up comforting Rory at a party after her break-up with Dean. Rory soon develops a crush on Logan, and while Logan has feelings for her too, he makes it clear he is not a commitment guy, so they agree to a no strings attached relationship. During their relationship, there are signs that both want more, and Rory eventually decides the relationship is too much for her, so she tries to end it. However, Logan takes this as an ultimatum, and agrees to a monogamous relationship.
Despite family members' disapproval and Rory dropping out of Yale, their relationship continues until a break-up in season 6. Logan was threatened by the return of Jess in season 6, even more so when he found out that Jess and Rory had been high school sweethearts. He treated Jess the same way Jess treated Dean in the past, but wound up alienating Rory further as Jess simply walked away. After Rory argued with Logan about his behavior towards Jess and the aimlessness of their life together, they decided to take a break.
However, Logan saw this as a break-up and proceeded to get with an ex-girlfriend. Logan attempted to make amends through grand gestures, which included purchasing a coffee cart and barista for Rory's own personal use. Rory accepted the gifts but didn't give in until Logan went to Lorelai for help. He convinced Lorelai that they both had something in common causing Lorelai to agree to help him. Lorelai wrote a letter, and Rory agreed to give Logan another chance. Logan later wound up helping Rory save the Yale Daily News under Paris's tyrannical reign. Rory and Logan moved in together after Paris kicked Rory out because she was mad that Rory was made editor of the paper after Paris was ousted from the position by the newspaper staff. They also go to Martha's Vineyard with Luke and Lorelai. Luke, who has been aloof around Logan, looks at him in a new light when he helps Luke with a Valentine gift for Lorelai. All is well until Rory finds out about him getting back together with his ex-girlfriend. After she finds this out she misses Honor's wedding and breaks up with Logan which he takes very badly. She later gets back together with him.