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50767794
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
55813
Size: 1209x1080 | Tagged: safe, artist:warpout, princess celestia, lullaby for a princess, g4, black background, cropped, crying, depressedia, despair, emotional, heartbreak, nose in the air, regret, sad, sadlestia, simple background, tearjerker, tears of pain
28740619
Size: 1024x1088 | Tagged: semi-grimdark, artist:trazodoned, apple bloom, applejack, earth pony, pony, g4, somepony to watch over me, alternate ending, bad end, corpse, crying, death, despair, feels, female, fire swamp, mare, realization, sad, thousand yard stare
38450668
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)
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
761104265
Size: 3200x1800 | Tagged: safe, artist:fidzfox, princess celestia, twilight sparkle, alicorn, bird, pony, unicorn, anthro, unguligrade anthro, g4, book, clothes, comforting, crying, cute, dead, death, drawing, dress, eraser, eyes closed, feels, female, filly, filly twilight sparkle, hug, kneeling, lamp, mare, maternal instinct, momlestia, open mouth, paper, pencil, sad, sadness, sadorable, skirt, sundress, sunlight, tearjerker, tears of pain, teary eyes, this ended in tears, tissue box, unicorn twilight, yellow dress, younger
661003
Size: 1920x1080 | Tagged: safe, artist:warpout, princess celestia, princess luna, alicorn, pony, lullaby for a princess, g4, bedroom, crying, feels, female, mare, pink-mane celestia, royal sisters, s1 luna, sad, sisters
14018420
WebM
Size: 1920x1080 | Tagged: safe, artist:warpout, nightmare moon, princess celestia, princess luna, alicorn, pony, lullaby for a princess, g4, absurd file size, animated, banished to the moon, banishment, canterlot, canterlot castle, crying, eclipse, elements of harmony, fan animation, female, fight, filly, filly luna, foal, forest, it came from youtube, legendary, lullaby, luna's banishment, magic, mare, mare in the moon, memories, moon, music, night, pink mane, pink-mane celestia, planet, ponyphonic, raising the sun, s1 luna, singing, sleeping, solar eclipse, song, sound, space, sun and moon, tears of pain, video, webm, woona, younger, youtube link
881345
Size: 800x800 | Tagged: safe, screencap, pinkie pie, equestria girls, five stars, g4, my little pony equestria girls: better together, animated, apron, clothes, cropped, despair, devastation, female, heartbreak, miserable, sad, server pinkie pie, shop, sobbing, sorrow, tearjerker, waitress
102148124
Size: 600x337 | Tagged: safe, applejack, derpy hooves, discord, fluttershy, pinkie pie, princess celestia, princess luna, rainbow dash, rarity, twilight sparkle, alicorn, draconequus, earth pony, pegasus, pony, unicorn, equestria daily, g4, female, fluttercry, grave, gravestone, heartbreak, hub drama, hub logo, hubble, it's happening, male, mane six, mare, pinkie cry, rest in peace, sad, sad pony, sadbow dash, sadjack, sadlestia, the end, the hub, unicorn twilight
528414
Size: 623x642 | Tagged: safe, applejack, fluttershy, pinkie pie, rainbow dash, rarity, twilight sparkle, alicorn, pony, g4, despair, female, hug, image macro, mane six, mare, realization, twilight sparkle (alicorn)
8510217
Size: 1120x5625 | Tagged: safe, artist:haretrinity, princess cadance, princess celestia, princess luna, shining armor, twilight sparkle, alicorn, pony, g4, comic, despair, female, heartbreak, immortality blues, lesbian, mare, nightmare cadance, nightmare fuel, nightmarified, ship:twilestia, shipping, twilight sparkle (alicorn)
7721075190
Size: 640x360 | Tagged: safe, artist:superedit, edit, edited screencap, screencap, rainbow dash, scootaloo, pegasus, pony, g4, season 5, tanks for the memories, adventure in the comments, animated, bad end, bathrobe, big sister, bittersweet, clothes, crying, cute, dashabetes, dashie slippers, feels, female, filly, floppy ears, foal, implied death, mare, nightgown, nuzzling, prone, robe, sad, scootalove, siblings, sick, sisterly love, sisters, slippers, smiling, talking, tearjerker, the great and powerful superedit, this ended in tears, this will end in tears and/or death, woobie
1148165773
Size: 639x533 | Tagged: dead source, safe, artist:jittery-the-dragon, rainbow dash, pegasus, pony, g4, animated, behaving like a cat, blinking, cute, dashabetes, depression, feels, female, frown, mare, model train, ponified animal photo, prone, rainbow cat, sad, sadorable, solo, tearjerker, toy, toy train, train, trainbow dash
5747907
Size: 2000x1000 | Tagged: dead source, safe, artist:rizcifra, princess celestia, princess luna, alicorn, pony, friendship is magic, g4, adobe imageready, cosmic love, cute, cutelestia, duality, duo, duo female, eyes closed, feels, female, florence and the machine, frown, hug, looking up, lunabetes, mare, royal sisters, s1 luna, sad, sadlestia, sadorable, sibling love, siblings, sisterly love, sisters, sitting, song reference, spread wings, window, winghug