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1
Size: 1600x1800 | Tagged: abuse, alcoholism, artist:wingbeatpony, censored, cuddling, cute, derpibooru import, doing hurtful things, drunk, eyes closed, feels, glare, grimcute, gritted teeth, heartwarming, hitting, hug, human, kneeling, meme, oc, oc:anon, open mouth, pointing, prone, sad, semi-grimdark, slap, snuggling, subverted meme, toilet, unofficial characters only, waifu, worried
4
Size: 1602x3612 | Tagged: safe, artist:the weaver, derpibooru import, angel bunny, applejack, big macintosh, fluttershy, pinkie pie, princess celestia, princess luna, rainbow dash, rarity, spike, trixie, twilight sparkle, earth pony, pony, apple, applebucking, book, bowl, cloud, comic, depression, despair, dialogue, eyes closed, feels, female, hope, looking at you, male, mane seven, mane six, mare, moon, motivation, motivational, open mouth, public service announcement, sewing, sewing machine, simple background, smiling, stallion, sun, tree, uplifting, weaver you magnificent bastard, white background
8
Size: 639x533 | Tagged: dead source, safe, artist:jittery-the-dragon, derpibooru import, rainbow dash, pegasus, pony, animated, behaving like a cat, blinking, cute, dashabetes, depression, feels, female, frown, gif, image, lying down, mare, model train, prone, rainbow cat, sad, sadorable, solo, tear jerker, toy, toy train, train, trainbow dash
2
Size: 800x5250 | Tagged: safe, artist:skoon, derpibooru import, discord, princess luna, naughty luna, ask, crying, depression, feels, lonely, plushie, present, tumblr
6
Size: 2750x4000 | Tagged: suggestive, artist:ardail, derpibooru import, stellar flare, pony, unicorn, backless, bar, bar stool, bedroom eyes, bracelet, butt, clothes, dock, dress, ear piercing, earring, female, high res, human shoulders, image, jewelry, jpeg, leaning, lidded eyes, lip bite, looking at you, looking back, looking back at you, mare, milf, necklace, pearl necklace, piercing, plot, smiling, solo, solo female, unshorn fetlocks
3
Size: 4698x4964 | Tagged: safe, artist:xbi, derpibooru import, rainbow dash, spitfire, pegasus, pony, bar, bar stool, duo, female, image, jpeg, looking at you, mare, sitting, sunglasses
3
Size: 1400x990 | Tagged: suggestive, artist:bakki, derpibooru import, sunset shimmer, equestria girls, alone, barefoot, brooding, clothes, depressed, depression, feels, feet, female, legs, lonely, looking at you, panties, sad, sitting, skirt, solo, solo female, sunsad shimmer, toes, underass, underwear, upskirt
2
Size: 800x9400 | Tagged: safe, artist:edowaado, derpibooru import, grand pear, earth pony, pony, the perfect pear, absurd resolution, comic, crying, depressed, depressing, depression, feels, karma, letter, mailbox, sad, solo, soul crushingly depressing, tearjerker, tragedy, why, your day is ruined
3
Size: 3165x1869 | Tagged: safe, artist:tridgeon, derpibooru import, 2012, background, jpeg, oil painting, painting, ponyville, ponyville schoolhouse, ponyville town hall, scenery, scenery porn, sweet apple acres, traditional art
1
WebM
Size: 1920x1080 | Tagged: safe, artist:aimee smith, artist:alioopster27, artist:breefaithva, artist:iluvboysindresses, artist:jacob kitts, artist:rina-chan, artist:vasnapdragon, derpibooru import, apple bloom, applejack, big macintosh, fluttershy, gilda, iron will, lyra heartstrings, octavia melody, pinkie pie, princess celestia, rainbow dash, rarity, scootaloo, spike, twilight sparkle, vinyl scratch, bat, big cat, bird, bull, changeling, dragon, eagle, gryphon, horse, lion, minotaur, pegasus, pony, unicorn, g4, 2012, absurd file size, alina alberto, animated, arrow, bow (weapon), bow and arrow, brittany lauda, female, fight, forest, image, kira buckland, lord of the rings, male, meredith sims, parody, pinkamena diane pie, ponies riding griffons, re-enacted by ponies, riding, sound, spear, sword, tengwar, the worst possible thing, tree, voice acting, volcano, weapon, webm, youtube link
7
Size: 9000x7000 | Tagged: safe, artist:ccruelangel, derpibooru import, princess luna, alicorn, pony, absurd resolution, chest fluff, crying, depression, female, frown, image, jpeg, mare, mascara, sad, solo, tears of pain, teary eyes, wings
2
Size: 1860x2631 | Tagged: artist:bluespaceling, blood, dark, dark magic, darkness, depression, grimdark, injured, knife, magic, metaphor, pinkamena diane pie, pinkie pie, shadow pony, sitting
3
Size: 2996x2298 | Tagged: safe, artist:holomouse, derpibooru import, scootaloo, pegasus, pony, crying, depression, eyes closed, eyeshadow, female, filly, high res, image, jpeg, makeup, rockerscoots, sad, solo, teary eyes
1
Size: 2823x1881 | Tagged: semi-grimdark, artist:lincolnbrewsterfan, derpibooru import, oc, oc:trauma trigger, unofficial characters only, earth pony, pony, .svg available, agony, alone, brokenhearted, crying, dark, darkness, depressed, depression, destitute, earth pony oc, earth pony stallion, edgy, fallen, floor, glow, hardwood floor, heartbreak, isolated, isolation, it had to be done, it had to happen, light, light beams, light rays, male, pain, ponified derpibooru tag, quarantine, quarantined, rays, realistic background, room, sad, sadness, self-isolation, solo, stallion, stallion oc, svg, svg wallpaper, tears of pain, torment, trauma, trauma center, trauma trigger, traumatized, upside down, upside down pony, vector, wall of tags, wallpaper, window, windowsill
2
Size: 2861x1687 | Tagged: semi-grimdark, artist:marsminer, derpibooru import, oc, oc:keith, unofficial characters only, body writing, crying, dark, depressed, depression, image, lonely, png, sad, solo, vent art
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