Rory and Jess officially get together and start dating in Season 3, Episode 8 of Gilmore Girls, titled "Let the Games Begin." This follows Rory's breakup with Dean at the 24-hour dance marathon in Season 3, Episode 7, which clears the way for Rory and Jess to become a couple. They had shared chemistry and a kiss earlier at the end of Season 2, but their official romantic relationship begins in that Season 3 episode.