For a moment Hiccup watched his… well he wasn’t so sure he could call her his girlfriend- fly away. A thought he shook his head at before taking his gaze from the sky and turning to see if the dragon was still there (though he knew she was injured so probably wouldn‘t be going anywhere fast anyhow). He paused, as she froze. He knew Toothless was keeping a wary eye on them but had chosen to keep in his relaxed position upon the ground. Or at least continue to lay, his head propped upon his front legs as his gaze followed the dragoness‘ approach. Hiccup was thankful for Toothless’ intelligence, because he knew he would not interfere until he either won over this dragon or he was endangered by it. He let the dragon draw closer, drawing his hands in with a small smile and keeping them in sight as he remained still for a few seconds longer before cautiously reaching out but pausing short of touching her. He would not even try unless she allowed it- he could only imagine what the humans that had her before had done. The dark marks around her muzzle where scales were rubbed back by the steel was a hard enough sight to look at, especially with her in such close proximity. He didn’t dare move now. Toothless grumbled with impatience but didn’t make any sudden movements aside from nodding his head in Hiccup’s direction, encouraging the dragoness to bridge that gap.