NightLight

NightLight is the het ship between Toothless and the Light Fury from the How to Train Your Dragon fandom.

How to Train Your Dragon: The Hidden World
Toothless unknowingly first sensed the presence of the Light Fury during a raiding mission, but he was unable to see her due to her blending in with the mist. He eventually sees her for the first time on Berk and the two dragons immediately form a mutual attraction. When the Light Fury flies away, Toothless tries to follow her but unable to do so when she vanishes into the night.

After the encounter, Toothless starts to become lovesick and is determined to find the Light Fury again, and he eventually does when he and all of the Berkians are flying away from Berk. Toothless becomes so distracted by the Light Fury's beauty that he almost forgot that she tries to toss Hiccup into the ocean and flies down to save his rider. Toothless becomes disappointed again when she disappears for the second time.

Not long after the Berkians settle on New Berk, Toothless meets the Light Fury again as she lures him away from the camp and into a nearby beach. She tries to initiate a mating dance, but he is unable to respond properly. He eventually wins her heart when he uses a broken branch to draw her face on the sand. The Light Fury tries to make Toothless follow her, but the latter is unable to do so due to his missing tail fin.

Hiccup eventually makes Toothless an automatic tail fin that enables him to fly on his own and find the Light Fury. The two dragons are reunited as they soar into a storm together. The Light Fury shows Toothless how she is able to cloak her entire body by flying into a plasma explosion and asks him to do the same. After a couple of failed attempts, Toothless unknowingly channels lightning into his body to amplify his plasma blast, which allows him to become invisible. As the two dragons fly above the storm, Toothless licks the Light Fury on her head, which prompts her to swoon over him. They then glide together towards the Hidden World.

As the dragons of the Hidden World accept Toothless as their Alpha, Toothless and the Light Fury dance together to officially become mates. The tender moment is inadvertently interrupted when Toothless realizes that Hiccup and Astrid are being chased by the other dragons, forcing him to leave his mate behind. Toothless is initially saddened that he has to leave the Light Fury behind, but becomes ecstatic when he sees that she has followed them back to New Berk. The reunion is cut short when Grimmel the Grisly captures the two of them and forces all of Berk's dragons to surrender themselves to the Warlords. When Grimmel uses Deathgripper venom to enslave the Light Fury, Toothless and Hiccup chases after them but they are unwilling to beat the hunter while he is controlling her. Toothless then uses his cloaking technique to fly around Grimmel as Hiccup glides off to rescue the Light Fury. Grimmel manages to sedate Toothless with an arrow filled with Deathgripper venom and Hiccup tells the Light Fury to save her mate before falling down with Grimmel. The Light Fury successfully rescues Toothless before coming back to save Hiccup.

After Grimmel is defeated, Toothless and the Light Fury reunite as they lead all of Berk's dragons to the Hidden World so that their human friends will truly be safe.

Children
NightLights The Night Lights are Toothless and the Light Fury's children. When Hiccup and his family visited the Hidden World, the three babies were playing with their parents. After Toothless recognized his former rider, the two went for a flight, with the Night Lights flying close to them.

Fandom
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Trivia

 * Although not given a personal name, she has received numerous names from fans, ranging from "Nubless" and "Toothpaste", to "Luna" as a nod to a white female dragon from How to Fight a Dragon's Fury who is the same species as Toothless' book counterpart.
 * According to Richard Hamilton, she is around the same age as Toothless.