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Welcome to Twibooru! Anonymous posting only; no content restrictions beyond pony-related and legal; comments are disabled by default (Settings -> Comments). Read me!

Tag changes for sissy

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ImageTagActionTimestampUser
3692238
Filtered
Size: 1360x1760 | Tagged: explicit, artist:miramore, derpibooru import, oc, oc:country curves, unofficial characters only, anthro, doberman, dog, earth pony, gazelle, 2025, bdsm, bondage, breasts, chastity, chastity cage, clothes, corset, digital art, dildo, dominant, female, femboy, femboy on femboy, femdom, feminization, furry, furry oc, gay, gay in front of girls, harness, hoof boots, horsecock dildo, hypnosis, image, latex, latex suit, magic, male, mind control, mind wipe, nipple piercing, nipples, nudity, penetration, piercing, pink latex, png, pony play, roleplay, service top, sex, sex toy, sissy, sissydom, sissyfication, strapon, strapon over chastity, swirly eyes, tack, tail, tail hand, training, trembling, vaginal
 sissy1289Added Anonymous #BFF6
3696972
Filtered
Size: 700x1000 | Tagged: source needed, useless source url, explicit, artist:ponynamedmixtape, oc, oc:mixtape, unofficial characters only, earth pony, pony, big penis, blushing, clothes, crossdressing, ear blush, horsecock, huge penis, image, male, nudity, penis, png, simple background, sissy, socks, solo, solo male, stallion, thigh highs, transparent background
 sissy1289Added Anonymous #2306
3696477
Size: 1141x2086 | Tagged: suggestive, artist:drafthoof, derpibooru import, shining armor, anthro, g4, clothes, crossdressing, crotch bulge, daddy kink, exhibitionism, eyeshadow, femboy, gay, hypnosis, image, latex, latex socks, makeup, male, mooseknuckle, panties, phone, pigtails, png, public, shining femboy armor, sissy, socks, standing, twintails, underwear
 sissy1289Added Anonymous #0F9E
3694009
Filtered
Size: 1500x1500 | Tagged: explicit, artist:cold-blooded-twilight, derpibooru import, zephyr breeze, g4, anus, balls, blushing, both cutie marks, chest fluff, clothes, dialogue, dock, dress, eyes closed, eyeshadow, femboy zephyr breeze, genitals, image, implied gay, long hair, makeup, male, nudity, one eye closed, panting, png, ponut, raised tail, shivering, sissy, smiling, speech bubble, tail, taint, thought bubble, trap, wide hips, wink
 sissy1289Added Anonymous #F0A2
3666037
Filtered
Size: 1500x1500 | Tagged: questionable, artist:cold-blooded-twilight, derpibooru import, princess cadance, queen chrysalis, shining armor, twilight sparkle, changeling, semi-anthro, cold blooded twilight, g4, belly, belly button, blushing, blushing profusely, clothes, crossdressing, crotch bulge, emanata, eyeshadow, femboy, gay, glow, glowing eyes, image, leggings, legwear, lingerie, lipstick, makeup, male, panties, panting, plewds, png, ponytail, pubic fluff, shining femboy armor, shivering, sissy, skirt, speech bubble, trio, underwear, unshorn fetlocks
 sissy1289Added Anonymous #82C0
3642376
Filtered
Size: 1658x2048 | Tagged: explicit, artist:goshiros, derpibooru import, spike, anthro, dragon, g4, bdsm, busty boy, busty spike, chastity, chastity cage, image, intersex, jpeg, male, pecs, sissy
 sissy1289Added Anonymous #B378
3640331
Filtered
Size: 1617x2279 | Tagged: explicit, artist:rottenowl, derpibooru import, rarity, oc, human, pony, unicorn, g4, balls, bdsm, bedroom eyes, bit gag, bridle, chastity, chastity cage, choker, clothes, corset, crossdressing, cuffs, dark genitals, dialogue, evening gloves, eye contact, eyeshadow, femboy, futa, futa rarity, gag, garter belt, garter straps, garters, genitals, gloves, handcuffed, horn, horsecock, human male, image, intersex, kneeling, legwear, long gloves, looking at each other, looking at someone, makeup, male, non-mlp oc, nudity, open mouth, open smile, penis, png, semi-erect, simple background, sissy, smiling, speech bubble, stockings, tack, thigh highs, traditional art, white background
 sissy1289Added Anonymous #DE03
3459986
Filtered
Size: 1493x2110 | Tagged: explicit, artist:drafthoof, derpibooru import, shining armor, anthro, unicorn, g4, alternate hairstyle, blush lines, blushing, bra, buttplug, clothes, collar, ear piercing, ear tag, femboy, gay, horn, horn ring, image, jewelry, latex, latex socks, leash, male, malesub, open mouth, pet play, piercing, pigtails, png, ring, sex toy, shining femboy armor, shiningsub, sissy, sitting, socks, solo, solo male, submissive, tongue out, twintails, underwear, vibrator
 sissy1289Added Anonymous #E7BC
3548795
Filtered
Size: 1956x2795 | Tagged: explicit, artist:drafthoof, derpibooru import, shining armor, anthro, plantigrade anthro, unicorn, g4, clothes, collar, crossdressing, eyeshadow, femboy, gynecomastia, horn, image, kneeling, latex, latex clothes, legwear, locking collar, makeup, male, nudity, penis, png, selfie, shining femboy armor, sissy, solo, stockings, thigh highs, trap
 sissy1289Added Anonymous #58DA
3592982
Filtered
Size: 3508x4961 | Tagged: explicit, artist:jedayskayvoker, derpibooru import, fancypants, fleur de lis, oc, oc:quantum, pony, comic:secret toy factory, g4, ballgag, bdsm, blushing, canon x oc, chastity, chastity cage, clothes, collar, comic, dressing up, femboy, flat chastity cage, gag, gay, horn, horn ring, image, jewelry, latex, latex suit, latex thigh highs, leash, legwear, lipstick, magic, maid, makeup, male, monocle, png, ring, shipping, sissy, skimpy outfit, socks, stallion, thigh highs, tugging, whore lips
 sissy1289Added Anonymous #D866
3524110
Size: 1868x2578 | Tagged: safe, artist:buvanybu, derpibooru import, oc, oc:cold front, unofficial characters only, pegasus, semi-anthro, bow, clothes, commission, crossdressing, dress, hair bow, image, looking at you, male, passepartout, png, sissy, socks, solo, spread wings, striped socks, tongue out, trap, wings, ych result
 sissy1289Added Anonymous #ACE7
3513536
Filtered
Size: 2272x1458 | Tagged: explicit, artist:thedeathcrow05, shining armor, anthro, unicorn, anus, arm hooves, ass, balls, bdsm, blowing bubblegum, bubblegum, butt, chastity, chastity cage, clothes, crossdressing, cutie mark, eyeshadow, fat, femboy, food, gum, huge butt, image, impossibly large butt, jpeg, large butt, looking at you, looking back, makeup, male, nudity, obese, panties, pasties, penis cage, puffy anus, shieldbutt, shining femboy armor, sissy, socks, solo, the ass was fat, thick, thigh highs, thong, underwear
 sissy1289Added Anonymous #E6E6
3299675
Filtered
Size: 1667x2000 | Tagged: explicit, artist:secret_desires, derpibooru import, shining armor, spike, dragon, pony, unicorn, friendship is magic, g4, bow, clothes, collar, crossdressing, dialogue, diaper, diaper fetish, diapered, disembodied hand, eyeshadow, fanbox, femboy, feminine stallion, feminization, fetish, gay, girly, hair bow, hand, hooves to the chest, horn, image, infidelity, legs in air, lying down, makeup, male, non-baby in diaper, offscreen character, offscreen male, on back, png, shining femboy armor, ship:spikemor, shipping, sissy, socks, stallion, stockings, submissive, subscribestar preview, thigh highs, url, wet diaper
 sissy1289Added Anonymous #103F
3137551
Filtered
Size: 1018x1440 | Tagged: explicit, artist:husdur, derpibooru import, oc, oc:bananas, unofficial characters only, anthro, unguligrade anthro, zebra, anal insertion, anus, bdsm, bitchsuit, bondage, bra, buttplug, chastity, chastity cage, clothes, collar, crossdressing, cumflated, ear piercing, elbow pads, fleshlight gag, gag, image, inflated belly, insertion, jpeg, knee pads, male, nipple piercing, nipples, nosehook, nudity, oral insertion, panties, penis, piercing, pig nose, rope, rope bondage, sex toy, sissy, small penis, underwear
 sissy1289Added Anonymous #2F4B
3267235
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Size: 1920x1080 | Tagged: explicit, artist:quakehoof, derpibooru import, flash sentry, shining armor, oc, oc:feathertrap, anthro, unguligrade anthro, anal creampie, armor, bdsm, blushing, bondage, chastity, chastity cage, clothes, creampie, crossdressing, cum, dildo, dripping, dripping cum, exhibitionism, femboy, forced, gay, girly sentry, image, implied anal, implied sex, maid, maid headdress, male, nudity, penis, png, public use, raised tail, sex toy, shining femboy armor, shiningsub, sissy, skirt, stocks, sub sentry, tail, tongue grip thing, tongue out, trap, tutu
 sissy1289Added Anonymous #256A
1011572
Filtered
Size: 2233x2160 | Tagged: explicit, artist:marsminer, derpibooru import, oc, oc:honey daisy, oc:ultima, anthro, anal, anal creampie, balls, bdsm, bondage, bottomless, chastity, chastity cage, clothes, creampie, crossdressing, cum, dress, duo, femboy, gay, image, jewelry, looking back, male, nudity, orgasm denial, partial nudity, passepartout, penetration, png, royal guard, sex, sissy, skirt, tally marks, trap, upskirt
 sissy1289Added Anonymous #F084
1009660
Filtered
Size: 2200x1675 | Tagged: explicit, artist:marsminer, derpibooru import, oc, oc:honey daisy, unofficial characters only, crossdressing, image, male, nudity, passepartout, penis, png, reference sheet, sissy, trap
 sissy1289Added Anonymous #CFBB
1804302
Filtered
Size: 3277x4096 | Tagged: questionable, artist:secret_desires, derpibooru import, sunburst, bow, bra, clothes, corset, crossdressing, diaper, diaper fetish, fetish, garters, hair bow, image, jpeg, see-through, sissy, socks, solo, striped socks, underwear, urine, wet diaper
 sissy1289Added Anonymous #59B2
2812617
Size: 3000x2403 | Tagged: suggestive, artist:secret_desires, derpibooru import, shining armor, twilight sparkle, pony, unicorn, bow, clothes, crossdressing, diaper, diaper fetish, diaper package, eyeshadow, femboy, fetish, girly, hair bow, image, makeup, mirror, png, shining femboy armor, sissy, skirt, socks, stockings, thigh highs, unicorn twilight, upskirt
 sissy1289Added Anonymous #5105
2830087
Size: 1527x1255 | Tagged: suggestive, artist:shuphle, derpibooru import, oc, unofficial characters only, pony, unicorn, clothes, crossdressing, diaper, diaper fetish, fetish, girly, image, male, png, simple background, sissy, socks, solo, solo male, striped socks, white background
 sissy1289Added Anonymous #1A0C