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Size: 1024x1024 | Tagged: safe, artist:ponypairproductions, derpibooru import, sunny starscout, twilight sparkle, g4, g5, clothes, commissioner:rainbowdash69, cuffed, cuffs, grin, image, jail, jail cell, jpeg, jumpsuit, nervous, nervous grin, never doubt rainbowdash69's involvement, prison, prison cell, prison outfit, prisoner, prisoner ss, prisoner ts, shackles, smiling, sunny and her heroine, unamused
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Size: 3173x2115 | Tagged: questionable, artist:freedomnshit, artist:that-free-horse, derpibooru import, rainbow dash, thunderlane, pegasus, pony, clothes, female, hoof fetish, hoof licking, horseshoes, male, mare, nudity, prison outfit, prisoner, prisoner rd, sheath, shipping, simple background, stallion, straight, thunderdash, transparent background, underhoof
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Size: 1920x3516 | Tagged: safe, artist:platinumdrop, derpibooru import, commander hurricane, derpy hooves, fluttershy, princess platinum, private pansy, rainbow dash, rarity, spike, dragon, pegasus, pony, unicorn, comic:royal blunder, 20% cooler, 3 panel comic, abuse, alternate universe, ankle cuffs, armor, ball and chain, bars, beefspike, bone, bowl, bust, cake, cape, chain, chained, clothes, column, comic, commission, crown, cuffed, cuffs, dead, derpybuse, dialogue, door, drink, drinking, dungeon, eating, eyes closed, female, floppy ears, flower, folded wings, food, garden, gem, gigachad spike, glow, glowing horn, gold, guard, hat, hoof hold, horn, image, indoors, jail, jail cell, jewelry, magic, makeup, male, mare, muffin, older, older derpy hooves, older fluttershy, older rainbow dash, older rarity, older spike, open mouth, pillar, plants, platinum, pleading, png, princess, prison, prison cell, prison outfit, prison stripes, prisoner, punishment, regalia, restraints, royal, royalty, sad, shackles, sitting, skeleton, spear, speech bubble, spider web, stallion, statue, table, tablecloth, talking, tea, tea party, teapot, telekinesis, torch, uniform, vase, walking, wall of tags, weapon, window, wings
1
Size: 1920x3516 | Tagged: semi-grimdark, artist:platinumdrop, derpibooru import, apple strudel, derpy hooves, earth pony, pegasus, pony, unicorn, comic:royal blunder, 3 panel comic, abuse, alternate universe, angry, ankle cuffs, apple family member, armor, avoiding eye contact, ball and chain, bars, beaten up, black eye, blood, bowl, bruised, chain, chained, clothes, comic, commission, cowering, crying, cuffed, cuffs, derpybuse, dialogue, disappointed, door, dungeon, elderly, fear, female, floppy ears, folded wings, food, glow, glowing horn, gruel, guard, hat, horn, image, indoors, jail, jail cell, magic, male, mare, mouth hold, nosebleed, onomatopoeia, open door, open mouth, pleading, png, prison, prison cell, prison outfit, prison stripes, prisoner, punishment, restraints, sad, scared, shackles, sitting, sound effects, spear, speech bubble, spider web, stallion, stepped on, surprised, talking, tears of fear, telekinesis, torch, violence, walking, wall of tags, weapon, window, wings
2
Size: 1920x1080 | Tagged: safe, artist:platinumdrop, derpibooru import, derpy hooves, pegasus, pony, bench, bound wings, chain, chained, clothes, commission, crying, cuffs, food, food bowl, gruel, i just don't know what went wrong, image, jail, jumpsuit, manehattan, png, prison, prison outfit, prisoner, sad, shackles, solo, wings
1
Size: 1920x3688 | Tagged: safe, artist:platinumdrop, derpibooru import, derpy hooves, pegasus, pony, unicorn, comic:royal blunder, 3 panel comic, abuse, alone, alternate universe, ankle cuffs, armor, ball and chain, bars, bone, bound wings, bowl, bruised, chain, chained, clothes, comic, commission, crying, cuffed, cuffs, dead, depressed, derpybuse, dialogue, door, dungeon, female, floppy ears, folded wings, glow, glowing horn, guard, hat, horn, image, indoors, jail, jail cell, lying down, magic, male, mare, night, older derpy hooves, open mouth, png, prison, prison cell, prison outfit, prison stripes, prisoner, prone, punishment, restraints, sad, sad pony, scrunchy face, shackles, skeleton, sobbing, spear, speech bubble, spider web, stallion, talking, tears of sadness, teary eyes, telekinesis, torch, uniform, walking, wall of tags, weapon, window, wings
2
Size: 1920x3516 | Tagged: safe, artist:platinumdrop, derpibooru import, apple strudel, derpy hooves, earth pony, pegasus, pony, unicorn, comic:royal blunder, 3 panel comic, alternate universe, ankle cuffs, apple family member, armor, avoiding eye contact, ball and chain, bars, blood, bowl, chain, chained, clothes, comic, commission, crying, cuffed, cuffs, dialogue, door, dungeon, elderly, female, floppy ears, folded wings, food, glow, glowing horn, gruel, guard, hat, horn, image, indoors, jail, jail cell, magic, maid, male, mare, nosebleed, onomatopoeia, open mouth, pleading, png, prison, prison cell, prison outfit, prison stripes, prisoner, punishment, restraints, sad, shackles, sitting, sniffling, sound effects, spear, speech bubble, spider web, stallion, talking, telekinesis, torch, uniform, walking, wall of tags, weapon, window, wings, wings down
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Size: 1000x468 | Tagged: safe, artist:goat train, deleted from derpibooru, derpibooru import, applejack, fluttershy, pinkie pie, rainbow dash, rarity, twilight sparkle, twilight sparkle (alicorn), alicorn, pony, abuse, bipedal, bipedal leaning, clothes, commission, crying, dialogue, eyes closed, freckles, frown, height difference, hoof hold, jail, line-up, mane six, offscreen character, open mouth, prison, prison outfit, prisoner, prisoner rd, prisoner ts, rearing, speech bubble, twilybuse, underhoof, uvula, wide eyes
1
Size: 1746x1570 | Tagged: safe, artist:spellboundcanvas, derpibooru import, night light, princess celestia, shining armor, spike, twilight sparkle, twilight velvet, abuse, bad end, clothes, crying, horn cap, magic suppression, prison, prison outfit, prisoner, prisoner ts, sad, twilybuse, tyrant celestia
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Size: 1560x1250 | Tagged: safe, artist:sion, derpibooru import, misty brightdawn, pipp petals, pony, g5, bound wings, chain, chained, clothes, commissioner:rainbowdash69, grin, image, nervous, nervous grin, never doubt rainbowdash69's involvement, png, prison outfit, prisoner, prisoner misty, prisoner pipp, sad, shackles, smiling, teary eyes, underhoof, wings
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Size: 999x1024 | Tagged: suggestive, artist:tre, edit, rainbow dash, pegasus, pony, g4, anus, blushing, butt, clothes, commissioner:rainbowdash69, cuffed, cuffs, female, image, jpeg, jumpsuit, labia, looking at you, looking back, looking back at you, never doubt rainbowdash69's involvement, nudity, partial nudity, presenting, prison outfit, prisoner, prisoner rd, shackles, solo, solo female, tail, tail aside, underhoof
2
Size: 8598x5766 | Tagged: safe, artist:mylittlesheepy, derpibooru import, applejack, fluttershy, pinkamena diane pie, pinkie pie, rainbow dash, rarity, twilight sparkle, absurd resolution, abuse, clothes, harmonica, jail, mane six, musical instrument, prison outfit, prisoner, prisoner rd, prisoner ts, twilight snapple, twilybuse
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Size: 3801x2439 | Tagged: suggestive, banned from derpibooru, deleted from derpibooru, derpibooru import, edit, vector edit, shining armor, pony, unicorn, 1000 hours in gimp, blushing, bondage, bondage furniture, chair, crystal ball, cute, embarrassed, encasement, enchanted, feather, fetish, hoof fetish, hoof tickling, hooves, horn, horn ring, humiliation, laughing, levitation, magic, magic suppression, magical bondage, male, malesub, plaque, prisoner, punishment, ring, shining adorable, sign, solo, solo male, stallion, stocks, submissive, telekinesis, text, tickle fetish, tickle torture, tickling, trophy, twilight's castle, underhoof, vector
1
Size: 1016x762 | Tagged: safe, artist:lennonblack, derpibooru import, applejack, fluttershy, pinkamena diane pie, pinkie pie, rainbow dash, rarity, twilight sparkle, abuse, chain gang, clothes, mane six, prison, prison outfit, prisoner ts, shackles, twilybuse
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Size: 1608x987 | Tagged: safe, artist:gsphere, derpibooru import, scootaloo, ball and chain, chain, d:, imminent death, jail, laser, open mouth, prison, prisoner, scootabuse, shackles, shocked, solo, surprised, wide eyes
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