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The Nightfury and his Pet

As soon as he was done, toothless simply dropped his body on top of hiccup and in return, hiccup wrapped his arms around and hugged his dragon as best he could.

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How To Train Your Dragon: Virility

Who knows, maybe he's a hiccup like you, hiccup?" he grabbed astrid around the waist and pulled her in close. “there's only one hiccup." he chuckled. “and you're my mate."

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A Dragon's Dance, Part 1

He warbled softly at hiccup, then sat back. as he did, toothless studied the human, seeing how hiccup would react. at first, hiccup wasn't sure what was going on.

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Forbidden Friendship

Turning to look over at hiccup, he trilled softly as if to ask what his rider needed or wanted. hiccup let out a slow quiet breath of relief.

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How to Train Your Trainer

Commission for soulkingdemon toothless leads hiccup to a strange cavern with a hidden treasure inside. when touching it, hiccup goes through a change that toothless takes adavantage of.

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How To Train Your Dragon: Breeding a Night Fury

Once again on his back in the dirt, hiccup stood up and resumed shoving, only to find the cycle continuing as the dragon played with him. "h-hiccup," astrid called to him quietly.

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How To Tame Your Dragon

hiccup was now more sure than ever that dragons weren’t the vicious monsters they’d always been taught they were.

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The Nightfury's Harem

All hiccup could manage to say was a heartfelt, “oh toothless...”

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Toothless' Mate Chapter 1: The First Day

hiccup said thinking of all the times astrid shot him down. "sorry hiccup." fishlegs said. only one female and two males remained now. stormfly, toothless and a wild male nadder. hiccup hoped finally toothless would get his chance.

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How To Train Your Dragon: A New Type of Training

You feel so good inside me, hiccup!'

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How to tend to your dragon

hiccup sighed again and started to undress.

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Dragon and his Rider 3

Despite him being naked under the dragon, hiccup still managed to get away but the fact that hiccup wanted to mate again kept him thinking all over again.

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