#HTTYDToothless
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nilihim.at.app.wafrn.net
#httyd #howtotrainyourdragon #httydtoothless #art #dragons #dragon #nilihim-art
toothless crouching
June 14, 2026 at 3:22 PM
friendly1ntrovert.bsky.social
I also enjoy #HTTYD
#HowtoTrainYourDragon #httydfanart #Friendly1arts #httydtoothless #httydhiccup
October 19, 2024 at 7:01 AM
artherapy.bsky.social
I made an anthro!Toothless design. #httyd #httydtoothless #toothless #anthro #furry #art #drawing #artist #digitalart
February 18, 2025 at 3:59 PM
minewt.art
i need to put this drawing down before i go apeshit

#art #digitalart #drawing #digitaldrawing #illustration #digitalillustration #httyd #howtotrainyourdragon #httydtoothless #toothless #nightfury #httydnightfury #dragon #dragonart #httydfanart
July 18, 2025 at 11:00 PM
pomegrantaire.bsky.social
stay close to me
•
hi i’m back into my HTTYD phase in the year 2025, and wanted to draw Hiccup and Toothless cuddling so: here we are ✨
#httyd #howtotrainyourdragon #hiccuphaddock #httydhiccup #httydtoothless #hicctooth #toothcup
A drawing of Toothless and Hiccup from the film series How to Train Your Dragon, set sometime after the 2nd movie. Toothless is curled up sleeping with a front paw wrapped around Hiccup, who is also sleeping against Toothless. Hiccup’s on his left side and his back is to Toothless’ face, while his arms cling to the paw wrapped around him, and his knees are pulled up in sort of a fetal position. His mouth is slightly opened in a peaceful expression while he sleeps. Hiccup only wears a long green tunic, and isn’t wearing his prosthetic leg, so his scarred stump is visible. Toothless isn’t wearing his saddle or tail prosthetic either, with his tail fin curling into the foreground. They are indoors, sleeping on a blanket covering the wooden floor, painted with soft warm lighting.
January 9, 2025 at 4:51 PM
katlinschaller.bsky.social
Dragon and Boy
#httyd #httydfanart #httydtoothless #httydhiccup
May 28, 2026 at 6:59 PM
katlinschaller.bsky.social
#HTTYD #httydtoothless #httydfanart
January 16, 2026 at 3:33 AM
juniemunie.bsky.social
"You are my sunshine. I only have eyes for you, and like a sunflower, I'll always turn to you."

#httyd #httydmovies #howtotrainyourdragon #hiccupandtoothless #httydtoothless #hiccuphorrendoushaddockiii #httydfanart #howtotrainyourdragonfanart
January 13, 2025 at 6:21 AM
bellamyrocks.bsky.social
Some sketches I did at work (Part 1) #tinkerbell #kirby #metaknight #kingdedede #bandanawaddledee #toothless #httydtoothless
March 8, 2025 at 8:48 AM
mibgl.bsky.social
Toothless and light fury redesign
#toothless #lightfury #httyd #httydtoothless #httydlightfury #artistonbluesky
July 18, 2025 at 9:40 PM
dragondogfilmsg.bsky.social
Gonna be honest, I still have a lot of mix feelings with the live action HTTYD film that I don’t know what to feel, so I drew my current comfort character, Koraidon making Toothless expressions to help me cope, cause ya know how similar they are (1/2)

#Koraidon #HTTYDToothless #コライドン
January 31, 2025 at 6:02 PM
keyfeathers.bsky.social
Been a while since I drew these 2. Still love them so much!

#HTTYD #HowToTrainYourDragon #Nightfury #Lightfury #Toothless #HTTYDtoothless #HTTYDLightfury #HTTYDfanart
artwork of toothless and lightfury dragons
May 28, 2025 at 12:17 AM
raineofauroria.bsky.social
Toothless meeting a Streamliner, my fanmade dragon species that’s essentially my take on an Eastern dragon in the HTTYD universe.

#dreamworks #httyd #howtotrainyourdragon #httydfanspecies #httydtoothless #toothless #httydoc #easterndragon
May 21, 2025 at 7:02 AM
o0aj0o.bsky.social
So i impulse drew this cuz i started to listen to forbidden friendship and sticks and stones to help calm myself, and 🥺🥺🥺🥺 i miss them

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#httydfanart #sketch #art #httydtoothless #httydhiccup #httyd1fanart #wip
Absolute sketch version where lines interrupt some other parts of the drawing More cleaned up version alt; young hiccup and toothless just chillin together, toothless is coming up around behind hiccup and hiccup is leaning back on his hands, enjoying the sun
September 26, 2024 at 10:18 PM