response = input("Would you like to play again? (y/n) ") ^^^^ returns a str " Yes Please I would like to play again " replay = response.strip().upper()[0] " Yes Please I would like to play again ".strip().upper()[0] "Yes Please I would like to play again".upper()[0] "YES PLEASE I WOULD LIKE TO PLAY AGAIN"[0] "Y" replay = response.strip()[0].upper()