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Size: 3000x1687 | Tagged: artist:malamol, crossover, derpibooru import, dragon, eye contact, how to train your dragon, night fury, safe, smiling, spike, toothless, toothless the dragon
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Size: 1500x953 | Tagged: artist:tsitra360, bloodstone scepter, commission, crossover, derpibooru import, dragon, dragoness, dragon lord ember, dreamworks, duo, female, flying, full moon, how to train your dragon, male, moon, night, night fury, princess ember, safe, smiling, speedpaint available, stars, toothless the dragon
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Size: 900x720 | Tagged: alligator, artist:thedoggygal, crossover, derpibooru import, dragon, duo, gummy, how to train your dragon, male, moon, night, night fury, safe, toothless the dragon
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Size: 2100x2600 | Tagged: safe, artist:gray--day, derpibooru import, gummy, pinkie pie, dragon, earth pony, night fury, pony, comic, crossover, gradient background, how to train your dragon, retractable teeth, teeth, toothless the dragon
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Size: 2500x3181 | Tagged: anthro, anthro oc, artist:whisperira, clothes, crown, derpibooru import, dragon, dress, eye contact, female, forest, how to train your dragon, httyd, jewelry, looking at each other, mare, night fury, oc, oc:evergreen feathersong, pegasus, regalia, safe, toothless the dragon, unguligrade anthro, unofficial characters only, wings
2
Size: 4400x2475 | Tagged: artist:viwrastupr, cloud, cloudy, contrail, crossover, derpibooru import, dragon, flying, how to train your dragon, latias, latios, night fury, pokémon, race, rainbow dash, safe, scenery, scenery porn, shiny pokémon, sky, spread wings, toothless the dragon
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Size: 1024x768 | Tagged: safe, artist:usagi-zakura, derpibooru import, dragon, night fury, pegasus, pony, bowtie, chibi angel doctor, crossover, doctor who, eleventh doctor, how to train your dragon, male, simple background, stallion, toothless the dragon, white background
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Size: 2081x1615 | Tagged: safe, artist:rotten_hyena, derpibooru import, ponified, dragon, earth pony, night fury, pony, amputee, armor, belt, boots, clothes, crossover, dreamworks, fangs, grin, harness, hiccup, how to train your dragon, image, jpeg, knife, male, open mouth, prosthetic limb, prosthetics, scar, shirt, shoes, smiling, stallion, tack, toothless the dragon, unshorn fetlocks
1
Size: 1367x798 | Tagged: safe, artist:cobracookies, derpibooru import, applejack, fluttershy, pinkie pie, rainbow dash, rarity, twilight sparkle, dragon, earth pony, night fury, pegasus, pony, unicorn, annoyed, bipedal, butt touch, colored sclera, confused, cowering, crossover, curious, eye contact, face down ass up, female, frown, glare, green sclera, hiding, hoof on butt, how to train your dragon, looking at each other, mane six, mare, open mouth, ponies riding dragons, raised eyebrow, riding, scared, simple background, smiling, toothless the dragon, underhoof, unicorn twilight, white background, wide eyes, worried
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Size: 720x1678 | Tagged: safe, artist:hoofclid, derpibooru import, fluttershy, rainbow dash, dragon, night fury, pegasus, pony, crossover, cute, growling, how to train your dragon, implied harry the bear, thought bubble, toothless the dragon
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Size: 800x616 | Tagged: artist:lyraalluse, barely pony related, crossover, derpibooru import, dragon, drawing, gold dragon, how to train your dragon, night fury, oc, oc:metallic gaze, oc:rising flame, original character do not steal, safe, toothless the dragon, traditional art, watermark
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Size: 1275x750 | Tagged: safe, derpibooru import, edit, edited screencap, screencap, basil, derpy hooves, charizard, dragon, kaiju, night fury, pegasus, pony, dragonshy, winter wrap up, comic, crossover, dragon mountain, dragon wars, female, godzilla (series), how to train your dragon, imoogi, king ghidorah, mare, peak, pokémon, screencap comic, shiny pokémon, smoke, super smash bros., super smash bros. 4, toothless the dragon, weather team, winter wrap up vest
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Size: 1024x512 | Tagged: artist:dashketch, crossover, derpibooru import, dragon, how to train your dragon, night fury, safe, spike, toothless the dragon
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Size: 806x894 | Tagged: safe, artist:ende26, derpibooru import, fluttershy, dragon, fish, night fury, pegasus, pony, crossover, dead, female, gray background, how to train your dragon, male, mare, simple background, toothless the dragon, x eyes
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Size: 1532x963 | Tagged: safe, artist:sorninay, derpibooru import, rainbow dash, dragon, night fury, pegasus, pony, g4, crossover, dreamworks, duo, female, floppy ears, flying, goggles, grin, how to train your dragon, image, jpeg, mare, smiling, toothless the dragon, wind, windswept mane
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