It happens in Gilmore Girls World from time time. An actor appears on the show as one character and then reappears, in later episodes, as another!
Floyd Van Buskirk made his Gilmore Girls debut in season 1, episode 5 as Jed, and then again in season 5, episode 2, “A Messenger, Nothing More,” as Henry, who is apart of the Renaissance Fair.

Gilmore Girls Gazette: Parenthood: Why This Episode Left Us Heartbroken (Season 3 E17 “Remember Me, I’m the One who Loves You”)
17:59

Stars Hollow Style: Where is Your Work Jacket?! (S2 E12 "Richard in Stars Hollow")
15:15

Gilmore Girls Gazette: Adam Brody Reunites with a costar from The O.C.
20:29