Gloomtail is Hooktail's older brother who appears in Paper Mario: The Thousand-Year Door. He is a black dragon which Mario faces in the Palace of Shadow during Chapter 8. He also has an older brother called Bonetail that lives at the bottom of the Pit of 100 Trials, and a younger sister called Hooktail that lives in (fittingly) Hooktail's Castle. Gloomtail is tougher than Hooktail, and has more attacks as well. Instead of blowing hot, fiery breath, Gloomtail has rank, poisonous breath. In addition to his stomp attack, he also has a powerful attack called Megabreath in which he blows a cloud of noxious yellow gas at Mario. This has an attack power of 13, which can easily cause a victory for Gloomtail. After he is defeated, Gloomtail spits out a small treasure chest containing a Star Key that Mario uses to advance through the Palace of Shadow. Gloomtail may have been 1000 years or older, according to Goombella. He is often considered about the 6th hardest boss in the Paper Mario Series.