A/n

So this awesome idea was suggested by Bler. I changed a few of his ideas to make it work a bit better and of course Irako of the Desert did some betaing…well a LOT of betaing… Hope you all enjoy it

Toothless had always heard people tell him "You know, Toothless, curiosity killed the cat," but he never really understood what it meant. Toothless had always thought that they meant cats where stupid, and always did stupid things, making him wonder why they were telling him about stupid cats. Now he really wished he'd tried harder to understand.

Trading had been pushed aside in favor of fighting the dragons in the past. Now, that they were friends, trading became huge in Berk. Berk's residents could now indulge in things that they'd never been able to before because of Berk's lack of good farm land. Very recently, Berk received a very large supply of a sticky treat covered in something called caramel. Toothless had never seen anything like it. It smelled fantastic so, he just had to try some. He scooped up three of them at once and started to chew, only to find that the stuff had stuck to his teeth.

Toothless was running around licking his teeth, trying to get off the stuff that was on them. He hated it when Hiccup had to brush his teeth and he didn't want Hiccup to find him with this sticky stuff all over them. No matter how hard he tried, Toothless couldn't get the stickiness out of his mouth. Much later, Hiccup found Toothless still attempting to scour away the mess with his tongue. He saw the stuff all over Toothless's teeth and sighed,

"Oh Toothless…Come on buddy, let's get you cleaned up." Toothless whimpered, but followed Hiccup to the shed where they kept all of the dragon supplies. Hiccup pulled out a large toothbrush and he turned to Toothless, who was glaring at the instrument of torture.

"Come on, Toothless, it's not that bad…" Hiccup assured. Toothless was in a bad position. He either had to deal with the unbearable stickiness in his mouth or suffer through another brushing which made his teeth feel like they were being attacked by caterpillars. Toothless grumbled but opened his mouth to let Hiccup attack him with the toothbrush. When Hiccup put the brush in, Toothless clamped down on the brush, ripped it out of Hiccup's hand, and ran off with it.

"Toothless! No! Get back here!" Hiccup shouted, running after his dragon. "You useless reptile…" Hiccup was trying so hard to catch up with his dragon that he didn't notice the hole in the ground until it was too late. His prosthetic slipped into the hole and Hiccup tumbled to the ground. Hiccup cursed the gods loudly, making Toothless stop in his tracks and turn around. He whimpered guiltily when he saw Hiccup was stuck and walked over to help him out. Toothless allowed Hiccup to grab onto the saddle to pull himself out of the hole. Hiccup grumbled about stupid dragons the whole time, making Toothless feel guiltier by the minute. Once the prosthetic was out, Hiccup carefully examined it,and sighed in relief when he found it wasn't damaged.

"Now will you please cooperate?" Hiccup begged. Toothless grinned and licked Hiccup, covering him in saliva and the sticky stuff.

"Awe, gross!" Hiccup groaned. Normally Hiccup didn't mind getting slobbered on by Toothless. But, because it was sticky, it was disgusting. The worst part was that Hiccup knew he'd practically have to climb in Toothless' mouth to really get it clean, thus getting covered in the stuff. He was definitely going to need a bath after this. Hiccup started to scrub Toothless' teeth, Toothless twitching the whole time. Hiccup was practically inside of Toothless' mouth and Hiccup had to wonder what this must look like…

"Almost done…" Hiccup assured. He reached as far back as he could into Toothless' mouth and started to scrub the dragons' gum. Toothless suddenly toppled to the floor, grumbling happily. In the process, he dragged Hiccup down with him.

"Toothless! Toothless, what are you doing?" Hiccup asked. After Hiccup crawled out from under Toothless, Hiccup found Toothless acting like he'd been scratched under the chin…Hiccups eyes widened when he'd realized what he'd found out.

"Hiccup? What happened?" Astrid had run up when he'd heard Hiccup's shouts and found a saliva-covered Hiccup staring at Toothless, who was on the ground almost purring.

"Apparently, when you scratch a dragon's gums in just the right spot…It's like scratching them under the chin," Hiccup explained.

"Huh?" Astrid asked. Sighing, Hiccup explained what had happened and slowly, understanding crossed Astrid's features.

"Well, that's good to know," Astrid admitted.

"Wish I'd known sooner" Hiccup confessed, "Maybe now he'll want his teeth brushed." Astrid grinned and started to hug Hiccup, but stopped to inform him,

"You need a bath…badly."

"Probably," Hiccup agreed. As much as Hiccup hated the whole experience, Toothless did learn to like getting his teeth brushed. Even though he didn't stop eating mysterious foods he did start taking smaller bites.

End Notes

Yes I realize Vikings didn't have caramel…or probably toothbrushes but it worked for the story so just go with it…please? As always let me know what you think/ send me your ideas.