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8212148
Size: 562x3000 | Tagged: safe, artist:madmax, lightning dust, oc, oc:shining dust, unnamed oc, pegasus, pony, fallout equestria, g4, comic, commercial, crying, dark comedy, death, explosion, female, filly, filly lightning dust, grandfather and grandchild, grandfather and granddaughter, male, no sympathy, parent, sad, sparkle cola, stallion, tearjerker, we are going to hell, wonderbolts, wonderbolts uniform, woobie, younger
12219785
Size: 600x600 | Tagged: safe, artist:ringettechic7, lightning dust, pegasus, pony, ask downer dust, g4, caption, crying, dark clouds, debate in the comments, female, heartbreak, sad, solo, tearjerker, tumblr, woobie
651055
Size: 3696x3695 | Tagged: safe, artist:puetsua, lightning dust, pegasus, pony, g4, .svg available, female, frustrated, heartbreak, high res, mare, sad, simple background, solo, tearjerker, transparent background, vector, woobie
18025016
Size: 480x270 | Tagged: safe, artist:warpout, princess celestia, alicorn, pony, lullaby for a princess, g4, animated, crying, despair, feels, female, gif, heartbreak, mare, realization, regret, sad, sadlestia, screaming, solo, tearjerker, tears of pain
50767994
Size: 600x513 | Tagged: safe, artist:warpout, princess celestia, pony, lullaby for a princess, g4, agony, animated, crying, depressedia, despair, feels, female, heartbreak, mare, open mouth, regret, sad, sadlestia, solo, tearjerker, tears of pain
537661
Size: 300x240 | Tagged: safe, screencap, lightning dust, pegasus, pony, g4, wonderbolts academy, animated, clothes, discussion in the comments, female, gif, goggles, heartbreak, sad, tearjerker, uniform, waving, wonderbolt trainee uniform
14795153
Size: 830x884 | Tagged: safe, artist:marsminer, oc, oc only, oc:venus spring, pony, unicorn, adventure in the comments, chest fluff, christmas, christmas tree, coal, crossing the line twice, crying, female, heartbreak, holiday, mare, moral event horizon, present, pure unfiltered evil, sad, sitting, solo, tearjerker, too far man, tree, venus spring having a bad time, we are going to hell
182334
Size: 492x616 | Tagged: safe, edit, edited edit, edited screencap, screencap, lightning dust, pegasus, pony, g4, wonderbolts academy, heartbreak, sad, tearjerker
38550968
Size: 1200x900 | Tagged: semi-grimdark, artist:heir-of-rick, spike, twilight sparkle, alicorn, dragon, pony, g4, and i am iron man, avengers: endgame, broken horn, crying, element of generosity, element of laughter, element of loyalty, element of magic, elements of harmony, feels, female, harmonic gauntlet, harmony gauntlet, heartbreak, heroic sacrifice, horn, imminent death, infinity gauntlet, male, mare, marvel, sad, self sacrifice, series finale, spoilers for another series, tearjerker, teary eyes, twilight sparkle (alicorn)
25338161
Size: 869x1229 | Tagged: safe, artist:liu ting, big macintosh, marble pie, sugar belle, earth pony, pony, unicorn, g4, my little pony best gift ever, blushing, crying, cute, female, floppy ears, heartbreak, heartbroken marble, male, marblebuse, mare, sad, sadorable, ship:sugarmac, shipping, shipping denied, side chick, stallion, straight, tearjerker
149189250
Size: 800x450 | Tagged: safe, screencap, spike, twilight sparkle, alicorn, dragon, pony, father knows beast, g4, accusation, adventure in the comments, animated, baby dragon, claws, crying, debate in the comments, discussion in the comments, disowned, eye shimmer, fangs, feels, female, floppy ears, folded wings, frown, heart, heartbreak, lip bite, male, mare, nickelodeon, not cool, oh no he didn't, ouch, pointing, raised eyebrow, sad, savage, shocked, subtitles, talking, tearjerker, teary eyes, text, this ended in tears, tragedy, twilight sparkle (alicorn), winged spike, wings, x-ray, x-ray picture
18253
Size: 774x1002 | Tagged: safe, artist:electradust, lightning dust, pegasus, pony, g4, wonderbolts academy, clothes, crying, sad, simple background, solo, tearjerker, uniform, white background, wonderbolts uniform
1111509
Size: 2000x2577 | Tagged: safe, artist:starbat, lightning dust, pegasus, pony, two sided posters, g4, clothes, crying, despair, desperation, determined, female, floppy ears, goggles, grin, heartbreak, high res, lidded eyes, lip bite, misery, poster, sad, smiling, smirk, solo, torn clothes, two sides, wide eyes, wonderbolt trainee uniform
631025
Size: 2548x3296 | Tagged: safe, artist:zaedrin, rainbow dash, spitfire, pegasus, pony, g4, blushing, clothes, comfort, crying, dress, embrace, fanfic, fanfic art, feels, female, gala dress, hug, hurt/comfort, lesbian, sad, ship:spitdash, shipping, tearjerker, traditional art, wonderbolts, wonderbolts uniform, woobie
13218620
WebM
Size: 1920x1080 | Tagged: safe, artist:mkogwheel, applejack, earth pony, pony, g4, season 9, animated, applejack's hat, black background, cowboy hat, crying, crying on the outside, end of ponies, female, final season, frame by frame, hat, heartbreak, in-universe pegasister, my little pony logo, sad, series finale blues, simple background, sound, tearjerker, that's it then?, webm, wind, windswept mane