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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 twilight, comic, depressed, faceplant, feels, female, lineart, lonely, mare, sad, slice of life
1
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
3
Size: 600x666 | Tagged: safe, artist:frostadflakes, derpibooru import, twilight sparkle, pony, unicorn, bookhorse, crying, depressed, depression, dialogue, eyes closed, female, floppy ears, forever alone, hilarious in hindsight, lonely, mare, meme, mouth, open mouth, runny nose, sad, screaming, sitting, snot, solo, teeth, text, that pony sure does love books, tongue out, unicorn twilight, yelling
2
Size: 800x5250 | Tagged: safe, artist:skoon, derpibooru import, discord, princess luna, naughty luna, ask, crying, depression, feels, lonely, plushie, present, tumblr
2
Size: 1280x3389 | Tagged: safe, artist:kopaleo, derpibooru import, twilight sparkle, comic, crying, depressed, depression, lonely, sad, tumblr
5
Filtered
Size: 1249x1122 | Tagged: questionable, artist:zev, banned from derpibooru, deleted from derpibooru, derpibooru import, edit, twilight sparkle, bed, blushing, drunk, fetish, letter, lonely, magic, on back, sad, upside down, urine, watersports
1
Size: 1000x1000 | Tagged: safe, artist:wookylee, derpibooru import, starlight glimmer, cereal, eating, food, lonely, sad, solo, twilight's castle
4
Size: 1400x1200 | Tagged: safe, artist:madkadd, derpibooru import, oc, unofficial characters only, pegasus, pony, bed, blanket, candle, comic, crying, depressed, depression, food, grayscale, hair over eyes, monochrome, open mouth, pegasus oc, pillow, plate, sad, shower, talking, wings
4
Size: 495x561 | Tagged: safe, artist:shoutingisfun, derpibooru import, queen chrysalis, changeling, changeling queen, cute, cutealis, dialogue, female, floppy ears, lineart, lonely, monochrome, open mouth, sad, solo
4
Size: 477x565 | Tagged: artist needed, semi-grimdark, derpibooru import, fresh coat, pony, baseball cap, bust, cap, crying, dark comedy, depressed, depression, drawthread, hat, implied hanging, implied suicide, mouth hold, noose, ponytail, portrait, simple background, solo, text, white background
2
Size: 720x594 | Tagged: semi-grimdark, artist:puetsua, derpibooru import, edit, coco pommel, suri polomare, pony, depressed, depression, duo, meme, sad, tired
2
Size: 2000x2000 | Tagged: safe, artist:plotcore, derpibooru import, fluttershy, rainbow dash, ponified, pegasus, pony, colored pupils, comfort eating, comic, depressed, depression, empty eyes, female, food, ice cream, implied depression, mare, meme, no catchlights, realization, relatable, sad, sudden realization, thousand yard stare
2
Size: 550x900 | Tagged: safe, artist:amazingpuffhair, derpibooru import, sci-twi, twilight sparkle, equestria girls, book, clothes, crossed arms, depressed, depression, eyes closed, glasses, hoodie, paper, sad, solo
5
Size: 4339x3170 | Tagged: safe, artist:duop-qoub, derpibooru import, twilight sparkle, twilight sparkle (alicorn), alicorn, pony, descended twilight, alcohol, alcoholism, bottle, can, couch, depressed, depression, female, lying, mare, sad, solo
7
Size: 1024x911 | Tagged: safe, artist:ccruelangel, derpibooru import, big mcintosh, marble pie, sugar belle, earth pony, betrayal, chest fluff, crying, depressed, depression, ear fluff, female, jealous, male, marblemac, pie sisters, sad, shipping, siblings, sisters, straight, sugarmac, tears of pain
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