Amy Sedaris As Jerri Blank

Amy Sedaris as Jerri Blank in Strangers with Candy is another age-defying case but with a hilarious twist. In the Comedy Central show, she played a former drug addict in her 40s who returned to high school as a student. In Sedaris’ case, though, the production team didn’t have to hide her real age.

Instead, they had to make Sedaris look as unattractive as possible without it being too distracting. This meant having her in garish styles, a fat suit, and even buck teeth to pull off the part. Fortunately, the now-59-year-old star has had chances to let her beauty shine in other comedic roles like socialite Mimi Kanasis on Unbreakable Kimmy Schmidt.