Max Medina (Gilmore Girls)
Max Arthuro Medina, played by Scott Cohen, was a recurring character in Season 1, and made guest appearances in seasons 2 and 3. He was Rory’s English teacher in her sophomore year at The Chilton School, and he went on to become romantically involved with Lorelai.
Max met Lorelai at a parent-teacher meeting ("The Deer Hunter"), where he assured Lorelai that Rory was a fine student and person who would do well in her new school. However, when Rory subsequently overslept and arrived late to his class after studying all night for her English exam, Max initially refused to allow her to take the test, thus incurring Lorelai's wrath. After some initial coldness in a later encounter at a school bake sale, Lorelai agrees to meet him at a coffee shop to talk, away from the Chilton context. Their early attempts to date were hampered by Lorelai's having to cancel in order to attend a wake for her neighbor's beloved cat ("Cinnamon's Wake"), but later they managed a date when his car broke down in her town and he ended up sleeping on the sofa due to heavy snowfall ("Love, War, and Snow"). The couple separated and reunited various times — once leading to a kissing session during Parent's Day at the school — before Max proposes in the season-one finale ("Love, Daisies and Troubadours"). The beginning of Season 2 saw Lorelai accepting the proposal ("Sadie, Sadie"), preparing for the wedding ("Hammers and Veils"), and then cancelling the engagement after comparing her own lack of excitement to her mother's nostalgic memories of her own engagement ("Red Light on the Wedding Night").
Max continued to be Rory's English teacher after the breakup, a situation they discussed briefly when she was assigned to interview him for the school paper ("Nick & Nora/Sid & Nancy"). He is not seen again that season, but returns to Chilton in Season 3 after teaching at Stanford University for a time; he claims he has recovered from his heartbreak, but a kiss with Lorelai reveals he is not "over" her, prompting Max to decide they should not see each other anymore ("The Big One," "Keg! Max!"). He does not appear again in the series, though he is occasionally referenced in later episodes.
Quotes·Quotations by Max Medina
Scott Cohen as Max Medina from Gilmore Girls
¶ I don't really believe in regrets. All my experiences, even the ones that didn't turn out the way I wanted them to... I firmly believe they were all worth it.
http://en.wikipedia.org/wiki/Max_Medina#Max_Medina