The night was the one he would shoot Toothless down on. Being nearly the same as cannon but the difference being Hiccup could understand Toothless. Skip to when hiccup finds Toothless in the cove after the first meet.
"A new dragon type" Hiccup whispered to himself slightly to loud gaining the dragons attention. He had decided to give Toothless the fish he brought for him. Still being giddy about a new dragon type hiccup watches toothless for the day after the fish thing in the original movie.
Skip to right after the fight with the red death, due to not needing to change much about anything else for the plot.
They are sitting in hiccups room talking about things when hiccup asks toothless about basic information like what toothlesses age is and if he has a mate since it's completely slipped hiccups mind to ask before.
"I'm not a very seasoned night fury age wise I guess, I mean I'm only something like 1100 years old" Toothless explained to hiccup with a smile.
"So what about you how old are you Hiccup?"
Not expecting anything substantial for a human he was suprized.
"Funny thing Toothless i myself am about 1000 years old due to being immortal" Suprize fading Toothless is now hellbent on knowing more about his human.
So this is the end of the chapter. I'm thinking of making this full on Toothcup instead of just having them as best friends. Plus I enjoy the ship.