Tristan Janlan DuGrey
Tristan DuGrey is the player at Chilton Prep. Academy. He's in the high class of snobs and backstabbers of Hartford society he has a string of girls who have been seen more than once making out in front of Rory and Paris's lockers much to their disgust. He's a preppy, rick kid down to a fault. At a chilton party he gets dumped by Summer, his most recent flavor of the week. He and Rory meet at a piano bench and they kiss. Now, it's obvious he's still not over someone and it's not Summer...(hint, hint)
   At the start of the second season Hartford's bad boy player stops (so it seems) with the girls and seems to take up a new hobby which is troublemaking even worse than his normal antics. He comes into Rory, Madeline, Louise, Paris and Brad's group using the excuse that all of his ex-girlfriends are in the other groups. He's Romeo--she's Juliet. At the night of the performance he shows up not dressed in costume to tell that he's off the Military School in North Carolina, no less. And Tristan is gone.

Chad Michael Murray was
Tristan DuGrey
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