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Size: 3000x4000 | Tagged: questionable, alternate version, artist:cuddleshy, derpibooru import, edit, oc, oc:cuddleshy, anthro, earth pony, abdl, clothes, crossdressing, diaper, diaper edit, diaper fetish, diaper upskirt, eyes closed, fetish, humiliation, male, mary janes, poofy diaper, recording, school uniform, shoes, sissy, socks, thigh highs, trap
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Size: 3000x4000 | Tagged: questionable, alternate version, artist:cuddleshy, derpibooru import, edit, oc, oc:cuddleshy, anthro, earth pony, abdl, clothes, crossdressing, diaper, diaper edit, diaper fetish, fetish, humiliation, male, mary janes, pissing, poofy diaper, recording, school uniform, shoes, sissy, socks, thigh highs, trap, urine, wet diaper, wetting
4
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Size: 3000x4000 | Tagged: questionable, alternate version, artist:cuddleshy, derpibooru import, edit, oc, oc:cuddleshy, anthro, earth pony, abdl, clothes, crossdressing, diaper, diaper edit, diaper fetish, fetish, humiliation, male, mary janes, messing, messy diaper, pissing, poofy diaper, recording, school uniform, shoes, sissy, socks, thigh highs, trap, urine, wetting
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Size: 675x1125 | Tagged: artist:naivintage, clothes, comic:carousel idol, crossdressing, derpibooru import, femdom, forced feminization, humiliation, lingerie, lipstick, makeover, makeup, male, mascara, monochrome, oc, oc:spearmint, safe, sissy, sissyfication, trap, unofficial characters only
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Size: 1466x883 | Tagged: artist:naivintage, blushing, clothes, comic:carousel idol, crossdressing, derpibooru import, embarrassed, femdom, frank sinatra, humiliation, lipstick, lyrics, male, mascara, microphone, my way, oc, oc:spearmint, panties, panty shot, rarity, singing, sissy, song, suggestive, trap, underwear
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Size: 756x1125 | Tagged: artist:naivintage, blushing, bondage, butt grab, clothes, comic:carousel idol, crossdressing, dais, derpibooru import, dialogue, embarrassed, femdom, fondling, grope, hoof polish, humiliation, lipstick, male, mane bondage, mascara, oc, oc:spearmint, panties, panty shot, plot, questionable, rarity, sissy, struggling, tail bondage, trap, underwear
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Size: 840x1095 | Tagged: artist:naivintage, blushing, clothes, comic:carousel idol, crossdressing, derpibooru import, embarrassed, femdom, forced, humiliation, lace, lineart, lipstick, male, microphone, monochrome, oc, oc:spearmint, panties, panty shot, rarity, sissy, skirt, suggestive, trap, underwear, upskirt
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Size: 1466x883 | Tagged: artist:naivintage, clothes, comic:carousel idol, crossdressing, derpibooru import, edit, embarrassed, femdom, hoof polish, humiliation, lace, lipstick, male, mascara, microphone, oc, oc:spearmint, panties, panty shot, rarity, singing, sissy, suggestive, trap, underwear
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Size: 942x1125 | Tagged: artist:naivintage, blushing, bondage, bound, clothes, comic:carousel idol, crossdressing, derpibooru import, embarrassed, face down ass up, femdom, hoof polish, humiliation, lipstick, male, mane bondage, mascara, monochrome, oc, oc:spearmint, panties, panty shot, rarity, sissy, struggling, suggestive, tail bondage, trap, underwear
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Size: 959x540 | Tagged: artist:naivintage, bed, blushing, clam, clothes, comic:carousel idol, crossdressing, derpibooru import, embarrassed, femdom, humiliation, lipstick, male, mascara, oc, oc:spearmint, offscreen character, panties, panty shot, rarity, sissy, suggestive, trap, underwear
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Size: 775x1125 | Tagged: artist:naivintage, blushing, clothes, comic:carousel idol, crossdressing, cute, derpibooru import, embarrassed, face down ass up, femdom, hoof polish, humiliation, lineart, lipstick, magic, makeup, male, mascara, microphone, monochrome, oc, oc:spearmint, offscreen character, panties, panty shot, plot, sissy, spanking, suggestive, trap, underwear, unofficial characters only
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Size: 812x983 | Tagged: artist:naivintage, blushing, clothes, comic:carousel idol, crossdressing, derpibooru import, embarrassed, femdom, hoof polish, humiliation, lineart, lipstick, male, mascara, microphone, monochrome, oc, oc:spearmint, offscreen character, panties, panty shot, rarity, scared, sissy, skirt, stage, stuttering, suggestive, trap, underwear, upskirt
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Size: 675x1125 | Tagged: artist:naivintage, blushing, clothes, comic:carousel idol, crossdressing, derpibooru import, embarrassed, humiliation, lingerie, male, oc, oc:spearmint, panties, sissy, solo, suggestive, trap, underwear, unofficial characters only
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Size: 1738x2700 | Tagged: alternate version, artist:naivintage, blushing, bunny suit, clothes, costume, crossdressing, derpibooru import, embarrassed, humiliation, leotard, lipstick, log, male, mascara, monochrome, oc, oc:spearmint, playboy bunny, plot, sketch, solo, suggestive, tail tied, trap, unofficial characters only, wood
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Size: 634x1073 | Tagged: alternate version, artist:naivintage, blushing, bunny suit, clothes, costume, crossdressing, derpibooru import, embarrassed, humiliation, leotard, lipstick, log, male, mascara, oc, oc:spearmint, playboy bunny, plot, solo, suggestive, tail tied, trap, unofficial characters only, wood
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