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Size: 1600x1606 | Tagged: safe, artist:anemonepetal, derpibooru import, twilight sparkle, twilight sparkle (alicorn), alicorn, pony, black and white, bust, crying, depressed, female, grayscale, mare, monochrome, sad, solo, tears of pain
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Size: 1600x1160 | Tagged: safe, artist:anemonepetal, derpibooru import, twilight sparkle, twilight sparkle (alicorn), alicorn, pony, crown, crying, darkness, escape, eyes closed, female, flying, mare, pain, sad, solo
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Size: 1024x1024 | Tagged: safe, artist:dicemarensfw, color edit, derpibooru import, edit, oc, oc:dicemare, pegasus, pony, animated, color change, colored, crying, depressed, eyes closed, female, freckles, gif, loop, mare, not happy, pegasus oc, pixel animation, pixel art, pixel gif, pixel loop, sad, sadness, seizure warning, sensitive, simple background, solo, tears of pain, transparent background, unhappy, wings
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Size: 1280x1611 | Tagged: safe, artist:adorkabletwilightandfriends, derpibooru import, spike, twilight sparkle, twilight sparkle (alicorn), alicorn, pony, comic:adorkable twilight and friends, adorkable friends, adorkable twilight, comic, crying, depressed, feels, forever alone, lineart, lonely, plot, rain, sad, slice of life, window
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Size: 3265x1837 | Tagged: safe, artist:dipi11, artist:wardex101, derpibooru import, starlight glimmer, twilight sparkle, twilight sparkle (alicorn), alicorn, unicorn, background, bad end, bush, crying, depressed, discorded, discorded starlight, discorded twilight, high res, house, image, png, ponyville, sad, scenic ponyville, singing, sobbing, sorrow, story included, tree, twilight tragedy
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Size: 7656x2780 | Tagged: safe, artist:scoutimusprime, derpibooru import, twilight sparkle, twilight sparkle (alicorn), alicorn, crying, depressed, discorded, discorded twilight, happy, image, never doubt wardex101's involvement, png, requested art, sad, sorrow, twilight tragedy
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Size: 3168x2507 | Tagged: safe, artist:michaelsety, artist:wardex101, derpibooru import, pinkie pie, twilight sparkle, twilight sparkle (alicorn), alicorn, earth pony, pony, rock solid friendship, the point of no return, crying, crylight sparkle, depressed, discorded, discorded twilight, duo, eyes closed, female, floppy ears, high res, image, kneeling, ocular gushers, on hind knees, open mouth, pinkie cry, png, sad, simple background, text, transparent background, twilight tragedy
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Size: 3030x1686 | Tagged: safe, artist:wardex101, derpibooru import, twilight sparkle, twilight sparkle (alicorn), alicorn, crying, crylight sparkle, depressed, discorded, discorded twilight, image, png, sad, simple background, sorrow, text, twilight tragedy, white background
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Size: 1280x1552 | Tagged: safe, artist:benpictures1, artist:wardex101, derpibooru import, edit, twilight sparkle, twilight sparkle (alicorn), alicorn, pony, rainbow roadtrip, butt, crying, cute, depressed, discorded, discorded twilight, female, floppy ears, image, inkscape, mare, overhead view, plot, png, sad, simple background, solo, transparent background, twiabetes, twilight tragedy, vector
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Size: 678x850 | Tagged: safe, artist:mojo1985, derpibooru import, twilight sparkle, twilight sparkle (alicorn), alicorn, pony, crying, depressed, discorded, discorded twilight, image, png, sad, sorrow, twilight tragedy
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Size: 2896x2080 | Tagged: safe, artist:mlpadventures2020, derpibooru import, starlight glimmer, twilight sparkle, twilight sparkle (alicorn), alicorn, pony, unicorn, comforting twilight, crying, depressed, discorded, discorded twilight, duo, female, folded wings, image, mare, png, sad, simple background, sorrow, twilight tragedy, white background, wings
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Size: 640x720 | Tagged: safe, derpibooru import, twilight sparkle, twilight sparkle (alicorn), alicorn, pony, pony town, animated, crying, depressed, discorded, discorded twilight, gif, image, sad, simple background, solo, transparent background, twilight tragedy
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Size: 1024x576 | Tagged: safe, artist:redyoshi1992, artist:wardex101, derpibooru import, spike, starlight glimmer, twilight sparkle, twilight sparkle (alicorn), alicorn, crying, crylight sparkle, depressed, discorded, discorded twilight, image, jpeg, sad, sorrow, twilight tragedy, twilight's castle
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Size: 3394x3879 | Tagged: safe, artist:tardifice, artist:wardex101, derpibooru import, edit, edited edit, twilight sparkle, twilight sparkle (alicorn), alicorn, pony, crying, depressed, discorded, discorded twilight, eyes closed, female, folded wings, image, mare, png, sad, simple background, sitting, solo, sorrow, transparent background, vector, wings
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Size: 3985x3304 | Tagged: safe, artist:slb94, artist:wardex101, derpibooru import, edit, edited edit, twilight sparkle, twilight sparkle (alicorn), alicorn, pony, crying, depressed, discorded, discorded twilight, female, floppy ears, folded wings, high res, image, lonely, mare, png, sad, simple background, solo, sorrow, transparent background, vector, wings
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