Toothless is an ambiguous name which may refer to:
- Someone lacking teeth (we don't have a trope for that, although we do have False Teeth Tomfoolery).
- Toothless, a historical fantasy/horror novel by J. P. Moore.
- Toothless, a 1997 Disney movie with Kirstie Alley as a tooth fairy.
- A dragon character from the How to Train Your Dragon franchise.
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