So I felt a little bit inspired, and decided to design an anthropomorphized/humanoid toothless.
How to train your dragon is so awesome. I've watched it maybe fifteen times now and still adore it. Same goes for the second. <3

As an aside, all throughout the first movie I kept thinking to myself 'it should be revealed in the end that toothless is a girl'. I thought it would be a nice twist, and was just a tiny bit disappointed when it was confirmed in the second movie that toothless is a boy.

Sooo, even though it doesn't really matter, my secret headcanon where toothless is female is expressed in this design a bit. >.>'

I'll upload the colored version (very) soon. :]