It Could Have Happened: Hiccup and Toothless

Story by the roo on SoFurry

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First off, so I don't get sued, this is a FAN FICtion, no intention to sell anything. Characters belong to dreamworks. I love hiccup!!!


Warning: 18+ Naughty Stuff

The winds were blowing through Hiccup's brown hair; his bucktooth smile spreading across his face. As he ran his hand across the back of Toothless' neck just above the saddle, he figured that maybe his long day was getting better after their late night flight. He sat up in the saddle and near cocked his head, "Well buddy, I'm glad we could get past all that...negativity...from earlier today?" Hiccup near choked on his tongue when Toothless brought them to a sudden stop on the ground around the small pond surrounded by cliffs. He mphed and groaned loudly as his forehead smacked hard against the dragon's firm skull. "OOOOwww! I knew this was going too well...!"

If that wasn't bad enough, Toothless unleashed a barrage of tail smacks on the back of Hiccup's head; making sure to use the fleshy webbing and not the glider his companion had made for him. Hiccup hastily struggled to undo his metal foot from the device on the dragon's saddle, hopping down to avoid anymore blows to the head. He was shocked to see Toothless eagerly trying to jump and climb out of the canyon, scratching his claws into the stone walls. "What is wrong with you!?" Hiccup shouted, throwing his hands into the air.

He watched as Toothless eagerly looked about, seeming agitated as his jaw quivered and his pointed ears bobbed up and down. Hiccup felt utterly clueless, trying to think of what might be wrong as his dragon rubbed his belly along the grassy patches, running his talons along stone. And then...Toothless' focus filled eyes fell upon him. "Toothless...?" Hiccup muttered, raising his hands to prepare to defend himself. But there was no stopping the massive body of his dragon as Toothless lunged at him. They rolled across the ground; Toothless taking great care to make sure Hiccup didn't get too scuffed up when they came to an immediate stop. Hiccup coughed when he felt Toothless' paw fall on his back, forcing dust up into the air as he was planted front first into the ground. "Toothless...*cough*... what are you doing!?"

Hiccup's breath caught in his chest when he felt Toothless' sharp teeth grab at his waist. "Toothless, NO!" But with one good tug, his leggings were easily ripped from his body; even his boot was taken off with a single pull. Hiccup looked back to see his pale, freckled rear shining in the available moonlight; his hung, sheathed boyhood dangling between his legs. Looking back at his dragon, the blush forming on his cheeks matched the unusual redness of the head of his shaft. A feeling of dread washed over Hiccup's face as Toothless cooed and gurgled, licking his scaly lips, eyeing Hiccup's surprisingly rounded, cushioned rear. "Toothless...you can't...NGH!" Hiccup inhaled the scent of mud and grass as he was pushed back down to the ground; his jaw hanging open as Toothless' tongue slithered down his back...and then teasingly in and rapidly out of his virgin hole.

Toothless gave one of his satisfied gurgles as he played at his human's unsoiled hole with his thick, fleshy tongue; smacking his lips every now and then to make sure it was nice and wet. Hiccup was helpless beneath the dragon's massive paw, grasping at the bangs over his eyes. He almost wanted to plunge his face into the mud in front of him because frankly...it was embarrassing...embarrassing that he wasn't sure what he wanted to do.

As the tongue teasingly slipped inside him, it sent a jolt of pleasure throughout his body. Hiccup bit his lip, twisting his body to look back at between his legs, noticing the single strand of pre leaking from his slit and sliding over that extra sliver of skin along his shaft. The intense sensations he was feeling were actually...satisfying. At least no one was there to watch.

But that satisfying moment came to an all out halt as Toothless gurgled and shuffled his paws, apparently making a move towards Hiccup. "Oh gods!" Hiccup cried with a look of pure shock upon his face, noticing the thick, massive girth poking out of the slit between the built hind legs of his dragon. He struggled to get away as Toothless raised his paw, digging his toes and his metal foot into the ground. But he was immediately pinned once more, his jaw quivering as he felt that hot, pink girth with the purple base slide across his back. Hiccup cringed as Toothless began to repeatedly thrust against him, his dragon cooing as Hiccup's pale skin teased the fleshy ridges along the underside of Toothless' throbbing shaft, covered in a thin, sticky liquid.

Hiccup looked back at Toothless' big, swaying underside, fearing what might happen next. "Odin...Thor...whoever...please don't let..." His words were cut short and his cry echoed throughout the canyon as the pointed tip of Toothless' shaft pierced his untouched rim. As his dragon cooed over his shoulder, he was speechless, trying to find the breath that would help him to plea and make Toothless stop. But Toothless knew that he needed this, and was careful not to thrust too hard or too fast that in fear of splitting his friend and companion in half.

Hiccup's legs were hovering slightly above the ground. He held his breath, moaning and whimpering in his throat, clinging to the grass as humanly possible. Despite the burning ache in his hole, he couldn't help but be teased by the fleshy ridges of Toothless' shaft grinding against his insides. Apparently Toothless was finally getting what he needed; cocking his head and brushing his jaw along the top of Hiccup's head, almost purring. Though...the dragon's endurance was short live. Hiccup grunted, straining his upper and lower jaw as Toothless sank his teeth over his shoulder, play biting into his chest and shoulder blade. He groaned and huffed as Toothless eagerly planted his seed...

Later...

When he could walk again, Hiccup made the long trek back to his village; naked because Toothless had utterly ruined his clothes. He had asked Toothless to stay behind incase that hadn't been the end of their...adventure. Leaning against the back door of the chief's hovel, he listened for any signs that his dad was home. Thankfully...he wasn't. So he hurried inside to clean up and put on some new leggings. All the while, he thought of some new notes to write about. Picking up some parchment, he grabbed his charcoal and began to write, "Like people, there comes a time in a dragon's life when they experience unusual urges..."

The end.