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Size: 2500x2250 | Tagged: questionable, artist:skipsy, derpibooru import, braeburn, earth pony, pony, alternate hairstyle, anus cameltoe, balls, bedroom eyes, clothes, condom, condom in mouth, crossdressing, crotch bulge, femboy, looking at you, looking back, looking back at you, male, mouth hold, nudity, panties, pink panties, plot, ponytail, presenting, raised tail, rear view, smiling, solo, solo male, stallion, stupid sexy braeburn, tail, tail wrap, trap, underwear
8
Size: 2452x2000 | Tagged: suggestive, banned from derpibooru, deleted from derpibooru, derpibooru import, edit, editor:feathertrap, vector edit, big macintosh, king sombra, shining armor, earth pony, pony, unicorn, 1000 hours in gimp, bdsm, blushing, bondage, bow, chains, choker, clothes, collar, crossdressing, cuffs (clothes), dungeon, embarrassed, featureless crotch, femboy, gag, gay, hair bow, harness gag, harness muzzle gag, headdress, humiliation, infidelity, maid, makeup, male, maledom, malesub, muzzle, muzzle gag, sex dungeon, sex slave, shiningsombra, shipping, sissy, sitting, slave, slave collar, smug, sombra eyes, sombratosh, stallion, story included, submissive, throne, vector, willing
2
Size: 1700x2100 | Tagged: anthro, arm warmers, artist:coatieyay, braeburn, cheek fluff, chest fluff, choker, clothes, crossdressing, crotch bulge, derpibooru import, femboy, gay, holding hands, leg warmers, male, males only, panties, polyamory, pubic fluff, shipping, shoulder fluff, soarbraelane, soarburn, soarilane, soarin', striped underwear, suggestive, thunderburn, thunderlane, trio, underwear, unguligrade anthro
4
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Size: 1740x2696 | Tagged: questionable, artist:jedayskayvoker, derpibooru import, sunburst, anthro, unicorn, bra, clothes, covering, crossdressing, crotch bulge, embarrassed, embarrassed underwear exposure, glasses, looking at you, male, panties, patreon, patreon logo, shy, socks, solo, solo male, underwear
2
Size: 1000x1000 | Tagged: safe, artist:cappie, artist:coldlypainter, derpibooru import, oc, oc:cappie, unofficial characters only, pony, blushing, clothes, collaboration, crossdressing, maid, male, satin, shiny, shoes, silk, simple background, sissy, solo, stallion, transparent background, uniform
1
Size: 900x1400 | Tagged: suggestive, artist:cappie, derpibooru import, oc, oc:cappie, unofficial characters only, pony, unicorn, bipedal, blushing, clothes, crossdressing, crotch bulge, erection, forced feminization, implied penis, maid, male, penis, satin, shiny, silk, simple background, sissy, skirt, skirt boner, solo, stallion, tenting, transparent background, uniform
3
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Size: 800x1040 | Tagged: questionable, artist:cappie, derpibooru import, oc, oc:cappie, unofficial characters only, pony, blushing, clothes, crossdressing, crotch bulge, dress, maid, maid headdress, male, panties, satin, silk, simple background, sissy, skirt, skirt lift, socks, solo, solo male, stallion, stockings, thigh highs, transparent background, underwear
2
Size: 3168x3264 | Tagged: artist:naivintage, black panties, blushing, butt, clothes, crossdressing, derpibooru import, dock, embarrassed, featureless crotch, high res, hoof polish, lacy underwear, lipstick, makeup, male, mascara, oc, oc:spearmint, panties, panty shot, raised tail, see-through, see-through panties, sissy, skirt, solo, suggestive, tail, trap, underwear, upskirt
1
Size: 1280x960 | Tagged: source needed, suggestive, artist:cartoonlion, derpibooru import, braeburn, rarity, earth pony, pony, unicorn, blushing, bow, clothes, crossdressing, crotch bulge, glowing horn, lingerie, magic, mannequin, measuring tape, panties, rarity's glasses, tail bow, telekinesis, underwear
1
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Size: 1280x960 | Tagged: artist:naivintage, blushing, bondage, clothes, crossdressing, crotch bulge, derpibooru import, embarrassed, male, oc, oc:spearmint, offscreen character, panties, panty shot, questionable, ribbon, sissy, tied up, trap, underwear, unofficial characters only
1
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Size: 750x1050 | Tagged: questionable, artist:ajue, banned from derpibooru, deleted from derpibooru, derpibooru import, braeburn, 30 minute art challenge, bipedal, blushing, clothes, crossdressing, crotch bulge, male, panties, solo, solo male, stockings, thigh highs, underwear
2
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Size: 1652x1844 | Tagged: anthro, anthro oc, artist:blackblood-queen, ass, blushing, clothes, derpibooru import, dracony, embarrassed, embarrassed underwear exposure, face print underwear, femboy, garter belt leggings, hybrid, leonine tail, male, oc, oc:daniel dasher, panties, pants, pink underwear, questionable, ripped pants, solo, solo male, stallion, torn clothes, underwear, unofficial characters only, wardrobe malfunction, yoga pants
1
Size: 2000x3000 | Tagged: artist:sidekick, braeburn, caught, clothes, comic, crotch bulge, derpibooru import, gay, :i, male, on back, shipping, soarburn, soarin', suggestive, sweat, uniform, wonderbolts uniform
1
Size: 1280x960 | Tagged: suggestive, artist:naivintage, derpibooru import, oc, oc:spearmint, unofficial characters only, pony, ass up, blushing, butt shake, chest fluff, clothes, crossdressing, crotch bulge, fluffy, iwtcird, male, meme, monochrome, panties, shaking, sissy, sketch, solo, solo male, striped underwear, trap, underwear
1
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Size: 960x1280 | Tagged: alternate version, artist:naivintage, bit gag, blushing, bondage, clothes, collar, crossdressing, crotch bulge, crying, derpibooru import, dress, edit, gag, male, oc, oc:spearmint, panties, plot, questionable, rope, rope bondage, sissy, skirt, solo, solo male, startled, tied up, trap, underwear, unofficial characters only, upskirt
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