Madeline Lynn goes to high school with Rory Gilmore and Paris Geller, but has known Paris Geller and Louise Grant since they were children. Madeline is the least intelligent person in this group. She is easily distracted and is often off on a tangent when the rest of the group is discussing a topic. She is totally unable to handle any mention of the word blood -- which unfortunately comes up in a Student Council meeting during a discussion of a blood drive. However, Madeline puts her hands over her ears and hums until the topic is over.Madeline's parents throw a party for their daughter and her classmates in their mansion, and Rory attends this event with Dean. This is where Dean and Tristin have their first fight. Like Louise, Madeline is extremely boy-crazy. When she, Rory, Paris and Louise are sitting in front of some attractive boys at a concert in a large city, Madeline doesn't hesitate to go with Louise and these boys they've just met to a party at apartment they've never been to before. Lorelai had to get Madeline and Louise out of that situation, to Paris' amusement.After high school, Madeline and Louise end up ignoring their college plans to travel from college to college for homecoming, and later spend week after week having Spring Break. After Spring Break of Rory's freshman year of college, Rory never hears of Madeline (or Louise) again.