Derpibooru
Filters (Default) SettingsRegisterLogin
Policy Update - Rules changes incoming for AI content - Read Here
Viewing related images for #1439616
35532
Size: 512x512 | Tagged: safe, artist:lion-grey, oc, oc only, oc:short fuse, clothes, male, prison, solo, uniform, warden
48589
Size: 720x540 | Tagged: safe, artist:lion-grey, edit, oc, oc only, oc:short fuse, pony, unicorn, clothes, crossdressing, dress, female, male, mare, meme, no homo, one eye closed, princess dress, smiling, solo, stallion, trap, wink
32483
Size: 650x750 | Tagged: suggestive, artist:lion-grey, oc, oc only, oc:short fuse, pony, unicorn, apron, bipedal, bowl, clothes, dough, male, one eye closed, simple background, solo, solo male, stallion, trap, white background
681034
Size: 1920x1080 | Tagged: safe, artist:triplesevens, oc, oc only, oc:short fuse, pony, unicorn, clothes, crossdressing, dating sim, heart, implied gay, looking at you, male, school uniform, skirt, solo, stallion, stock background, text, trap, uniform, visual novel
18246
Size: 3280x7088 | Tagged: artist needed, safe, oc, oc only, oc:littlepip, oc:peachy, oc:short fuse, earth pony, pony, unicorn, fallout equestria, pony town, blushing, comic, fanfic, fanfic art, female, horn, male, mare, stallion, trap
466115
Size: 1047x650 | Tagged: suggestive, artist:lion-grey, oc, oc only, oc:short fuse, bison, buffalo, pony, unicorn, concerned, drool, male, males only, quadrupedal, stallion, this will end in death, this will end in laughs, this will end in pain, this will end in snu snu, this will end in tears, this will end in tears and/or death, trap
16230
Size: 1024x1024 | Tagged: safe, artist:sundust, oc, oc only, oc:richard98, pony, unicorn, g4, ankle cuffs, bondage, chains, clothes, collar, cuffs, horn, horn ring, injured, jail, jewelry, jumpsuit, magic suppression, male, png, prison, prison outfit, prisoner, raised hoof, restrained, ring, shackles, shirt, simple background, solo, stallion, transparent background, undershirt
19271
Size: 1024x1024 | Tagged: safe, artist:sundust, oc, oc only, oc:richard98, pony, unicorn, g4, ankle cuffs, bondage, chains, clothes, collar, cuffs, horn, horn ring, jail, jumpsuit, magic suppression, male, png, prison, prison outfit, prisoner, raised hoof, restrained, ring, shackles, simple background, solo, stallion, transparent background
931308
Size: 512x512 | Tagged: source needed, safe, artist:lion-grey, oc, oc only, oc:short fuse, pony, unicorn, blushing, clothes, crossdressing, fishnet clothing, fishnet stockings, maid, male, mouth hold, solo, stockings, thigh highs, trap
24373
Size: 650x650 | Tagged: safe, artist:lion-grey, oc, oc only, oc:short fuse, pony, unicorn, bridesmaid dress, clothes, crossdressing, dress, lipstick, male, socks, solo, thigh highs, trap
21400
Size: 930x685 | Tagged: safe, artist:lion-grey, oc, oc only, oc:anon, oc:short fuse, human, pony, unicorn, clothes, male, photo, prison outfit, trap
2133064
Size: 1250x2000 | Tagged: suggestive, artist:shadowreindeer, oc, oc only, unicorn, anthro, ass, bedroom eyes, butt, clothes, commission, crossdressing, cuffs, femboy, french maid, girly, glasses, leaning forward, looking at you, looking back, looking back at you, maid, maid headdress, male, panties, pleated skirt, rear view, skirt, solo, solo male, stallion, stockings, thigh highs, trap, underwear, upskirt, white underwear, ych result
51723
Size: 512x512 | Tagged: safe, artist:lion-grey, oc, oc only, oc:aryanne, oc:short fuse, earth pony, pony, unicorn, ballgag, female, gag, happy, hug, male, nervous, prison, tied up
841
Size: 1920x3516 | Tagged: safe, artist:platinumdrop, apple strudel, derpy hooves, earth pony, pegasus, pony, unicorn, comic:royal blunder, g4, 3 panel comic, alternate universe, ankle cuffs, apple family member, armor, avoiding eye contact, ball and chain, bars, blood, bowl, chained, chains, clothes, comic, commission, crying, cuffed, cuffs, dialogue, door, dungeon, ears back, elderly, female, floppy ears, folded wings, food, glowing, glowing horn, gruel, guard, hat, horn, indoors, jail, jail cell, looking at someone, magic, maid, male, mare, nosebleed, onomatopoeia, open mouth, pleading, 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
1393
Size: 1920x3516 | Tagged: safe, artist:platinumdrop, commander hurricane, derpy hooves, fluttershy, princess platinum, private pansy, rainbow dash, rarity, spike, oc, dragon, pegasus, pony, unicorn, comic:royal blunder, g4, 20% cooler, 3 panel comic, abuse, alternate universe, ankle cuffs, armor, ball and chain, bars, beefspike, bone, bowl, bust, cake, cape, chained, chains, clothes, column, comic, commission, crown, cuffed, cuffs, dead, derpybuse, dialogue, door, drink, drinking, dungeon, ears back, eating, eyes closed, female, floppy ears, flower, folded wings, food, garden, gem, gigachad spike, glowing, glowing horn, gold, guard, hat, hoof hold, horn, indoors, jail, jail cell, jewelry, knight spike, magic, makeup, male, mare, muffin, muffin denial, muscles, muscular male, older, older derpy hooves, older fluttershy, older rainbow dash, older rarity, older spike, open mouth, pillar, plants, platinum, pleading, 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, time skip, torch, uniform, vase, walking, wall of tags, weapon, window, wings