You and Hiccup are dating, and have been doing so for a long time. You were both sat in his room at the Edge, he was at his desk and you were on his bed. You two relaxed like this often, although it was mainly you relaxing and Hiccup working.

Toothless walked into the room and looked between you two. Hiccup held his hand out for Toothless to approach him as did you. Toothless walked over to you, making you laugh as he chose you over his rider, probably only just to annoy Hiccup.