Dean was Rory's first boyfriend. Dean went to Stars Hollow High, where he met Rory on her last day there. They dated for a long time, and Dean even built Rory a car. Dean dumped Rory when he couldn't stand to see Rory crush on Jess. Dean is now married to a girl Rory knew in high school, and had a magnet moment with in elementary school. But sparks still fly between Dean and Rory...