It all started one night when Hiccup was woken by the sound of frustrated huffs and moaning. He looked over to see his bud was writhing with discomfort. Clawing and rustling on her slate bed in the moonlit room of their house. Hiccup, although drowsy, knew his dragon needed help. He quietly mumbled while getting up and walking over: "bud?"

His bud remained in unrest as he approached. Hiccup finally jolted awake as he was faced with what his dragon was having trouble with. Hiccup looked surprised before noticing his dragon's eyes were locked on his. She was caught right in the middle of her dealing with her heat. Hiccup blushed bright red and looked away in embarrassment for interrupting, and processed his thoughts. Toothless was frozen in her vulnerable position, waiting for Hiccup's reaction. Hiccup's mind raced, but the only thing he truly cared about in that moment was his desire to help his pal. He returned his eyes to meet Toothless's gaze: "Let me help."

Toothless, still unsure, relaxed her claws slightly to relinquish her burden to Hiccup's hands. Hiccup was careful and instinctual, he cared only to make Toothless feel comfortable and happy. She had already been warmed up and wet, he paused to see how he could help. He tentatively entered her slit with 2 fingers, starting slowly to check if his bud accepted it. An assuring coo from his dragon was enough to put him at ease, so he pressed further...

As Hiccup worked and rubbed inside her folds, he couldn't help but feel around. Feeling all the mysterious bumps and texture, trying to paint a picture in his head of what it was like inside. Picking areas with the most delicate bumps and sensations to stimulate. The rippling sensation of the rubbing for Toothless was unlike anything else, letting someone explore her was weird, but the gentle handling and sensual probing sated her heat effectively, she couldn't help but rest and revel in the bliss. Hiccup couldn't help it, the intrigue of his dragon's insides aroused him, he wanted to try more... Maybe another night for them both...

He could feel his dragon press toward his advances. His pal needed it and he wanted to set her off. He pushed further and further with more fingers and slower thrusting movements... She moaned and grew louder, until she burst out with a roar and her body rumbled and shook... Hiccup smiled immensely as he felt her go into a frenzy. He watched his bud's body rumble and shudder until she lay down exhausted...

He couldn't help touching himself at the sight. He wanted to do more now he knew he could do this... The sight of her just made him want to be closer, so he crawled into her arms and fell asleep nuzzling under her chin, as she held him tight in her paws...