With Hiccup being busy, Astrid out on a ride with Stormfly (her dragon), and all of the others doing god knows what, Toothless decided to venture out and go on a fly, seeking entertainment. However, what he found, was definitely not what he expected. He had strict instructions given to him from his rider and owner, Hiccup, and they were to not venture out too far and come back before dawn. However, Toothless, being the cheeky dragon he is, ventured out far and didn't come back even when it hit dawn.

He perched on a grassy island, walking around while his paws made a print with every step. THat was until, he heard groaning and whining from the cave nearby. It sounded... like a dragon? Cautiously approaching, his body tense, he was soon met with the culprit.

A dragon species, unlike anything he's ever seen, battered and bruised, bite marks all over it, lying deep inside the cave. That was you.

He let out a small warble, cautiously approaching you. He approached slowly, not wanting to accidentally startle you. His green eyes scanned your form, wondering what happened to you. It's clear he was concerned. But, he also had to be cautious. He didn't know if you were hostile.

Unable to speak, he stopped in front of you, lowering his snout to meet eye contact with you.