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: Paradise Pariah
25:29

Gilmore Girls Gazette: The Special Lauren Graham Report
21:11

IAAI Town Meeting: Babette Ate Oatmeal (Season 3 E17 “A Tale of Poes and Fire”)
21:37