Gary is a student at John Adams High who is fairly agressive when dating. He originally dated Debbie, but decided to leave her when she would not put out. Falling for Shawn's disguise, he dated Veronica Wasboiski after that. During their date, he continually made moves on Shawn even though Shawn resisted. The date ended when Shawn hit Gary for going too far, revealing that he was actually a guy.