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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 crossdressing

Display only:RemovedAddedAll
ImageTagActionTimestampUser
3222201
Filtered
Size: 2020x3000 | Tagged: questionable, artist:obscured, derpibooru import, oc, unofficial characters only, anthro, crossdressing, femboy, image, male, png, rear view, solo
 crossdressing12397Added Anonymous #9351
3220232
Filtered
Size: 2596x3587 | Tagged: explicit, artist:registereduser, derpibooru import, oc, oc:frozen night, unofficial characters only, pegasus, pony, balls, big balls, big penis, bipedal, cheerleader, cheerleader outfit, clothes, crossdressing, erection, gradient background, horsecock, image, male, nudity, pegasus oc, penis, png, skirt, skirt boner, solo, stallion, wings
 crossdressing12397Added Anonymous #2DAB
3216110
Filtered
Size: 1212x1872 | Tagged: explicit, artist:sevenserenity, derpibooru import, oc, oc:gear (gearslavehorse), unofficial characters only, pegasus, pony, blushing, chair, clothes, collar, crossdressing, ear blush, image, male, png, sitting, solo, stallion, tied up
 crossdressing12397Added Anonymous #B3A7
3213273
Filtered
Size: 764x819 | Tagged: questionable, artist:lil miss jay, banned from derpibooru, derpy hooves, snails, anthro, blushing, bottomless, bubble butt, butt, cape, clothes, cosplay, costume, crossdressing, dialogue, femboy, foalcon, hat, image, jpeg, magician outfit, male, partial nudity, shotacon, sitting, smiling, solo, solo male, trixie's cape, trixie's hat, underage, young
 crossdressing12397Added Anonymous #B39B
3211162
Filtered
Size: 4092x3169 | Tagged: explicit, artist:jcosneverexisted, derpibooru import, oc, oc:heroic armour, unofficial characters only, pony, unicorn, balls, big balls, big penis, blushing, clothes, crossdressing, embarrassed, exhibitionism, femboy, horn, horsecock, huge balls, huge penis, image, jpeg, male, nudity, penis, skirt, stallion
 crossdressing12397Added Anonymous #1BB0
1521439
Size: 849x1100 | Tagged: safe, artist:circe, derpibooru import, blue nile, discord, rarity, spike, anthro, unguligrade anthro, comic:soreloser, black and white, comic, crossdressing, femboy discord, grayscale, image, jpeg, monochrome, sweat, traditional art
 crossdressing12397Added Anonymous #27EA
1520371
Size: 849x1100 | Tagged: safe, artist:circe, derpibooru import, blue nile, discord, rarity, spike, anthro, unguligrade anthro, comic:soreloser, black and white, bra, breasts, clothes, comic, crossdressing, femboy discord, grayscale, horn, horn ring, image, jpeg, magic suppression, monochrome, panties, ring, traditional art, underwear
 crossdressing12397Added Anonymous #102D
3192055
Size: 1080x1920 | Tagged: suggestive, artist:runic_the_wolf, ponerpics import, oc, oc:warheart, unofficial characters only, anthro, 3d, bunny ears, bunny suit, clothes, crossdressing, image, jpeg, male
 crossdressing12397Added Anonymous #6CEA
3187932
Size: 2048x2643 | Tagged: safe, artist:shallowwin, derpibooru import, oc, oc:benjamin terrance tover, oc:sound shock, unofficial characters only, anthro, earth pony, pegasus, pony, comic:house party, anthro oc, comic, commission, crossdressing, crying, dialogue, earth pony oc, gay, glasses, heartbreak, image, male, oc x oc, pegasus oc, png, sad, shipping, stallion, stallion on stallion, wings
 crossdressing12397Added Anonymous #ED99
2429623
Filtered
Size: 2896x1370 | Tagged: questionable, artist:amazin-a, banned from derpibooru, deleted from derpibooru, derpibooru import, oc, oc:vibrant star, unofficial characters only, semi-anthro, arm behind back, bondage, clothes, crossdressing, drool, frog (hoof), garter belt, gray background, hoofbutt, hypnosis, image, jpeg, latex, latex socks, looking at you, male, monochrome, panties, simple background, socks, swirly eyes, underhoof, underwear
 crossdressing12397Added Anonymous #B65F
3177693
Size: 1384x1808 | Tagged: suggestive, artist:tiredtizzy, derpibooru import, discord, clothes, crossdressing, femboy discord, image, jpeg, lingerie, looking at you, one eye closed, wink, winking at you
 crossdressing12397Added Anonymous #5877
3175683
Filtered
Size: 4000x3000 | Tagged: explicit, alternate version, artist:selenophile, derpibooru import, princess cadance, shining armor, twilight sparkle, alicorn, pony, unicorn, art pack:shattered will, bedroom eyes, blushing, brother and sister, crossdressing, dark genitals, female, femboy, ffm threesome, g4, group sex, horn, image, incest, infidelity, intercrural sex, jpeg, magic, magical stimulation, magicjob, male, nudity, penis, sex, shining femboy armor, ship:shiningsparkle, shipping, siblings, straight, threesome, twicest
 crossdressing12397Added Anonymous #8CAF
3171531
Filtered
Size: 1205x1482 | Tagged: explicit, artist:cozziesart, ponerpics import, ponybooru import, oc, unofficial characters only, pony, crossdressing, image, jpeg, male, mooseknuckle, nudity, solo, stallion, vulva
 crossdressing12397Added Anonymous #E44F
3172084
Filtered
Size: 1256x1526 | Tagged: explicit, artist:cozziesart, oc, unofficial characters only, pony, crossdressing, gray background, image, jpeg, male, mooseknuckle, nudity, simple background, stallion, vulva
 crossdressing12397Added Anonymous #5ED5
N/AImage Merged/Deleted crossdressing12397Added Anonymous #328F
2685140
Filtered
Size: 759x944 | Tagged: source needed, useless source url, explicit, artist:marsminer, derpibooru import, oc, oc:trestle, unofficial characters only, pony, robot, robot pony, clothes, crossdressing, dialogue, full body, hooves, image, jpeg, maid, male, nudity, penis, sexbot, simple background, solo, white background, white backgrund
 crossdressing12397Added Anonymous #7ED9
2172908
Size: 500x667 | Tagged: safe, banned from derpibooru, deleted from derpibooru, derpibooru import, rainbow dash, brony, clothes, crossdressing, image, pampers, panties, pants, png, stupidity, underwear
 crossdressing12397Added Anonymous #37D8
3124607
Size: 2000x2000 | Tagged: safe, artist:adagiostring, derpibooru import, oc, unofficial characters only, pony, unicorn, abstract background, clothes, commission, crossdressing, cute, dress, dressup, image, looking at you, male, png, simple background, smiling, solo, solo focus, stallion, standing
 crossdressing12397Added Anonymous #4CBD
3100463
Size: 1200x849 | Tagged: safe, artist:tokokami, derpibooru import, oc, oc:prince whateverer, pegasus, pony, semi-anthro, :<, ><, animated, baka, bipedal, blushing, clothes, crossdressing, crown, eyes closed, femboy, gif, hooves behind back, image, jewelry, maid, maid headdress, male, regalia, solo, underhoof
 crossdressing12397Added Anonymous #3A4B
1520368
Filtered
Size: 849x1100 | Tagged: explicit, artist:circe, derpibooru import, blue nile, discord, rarity, spike, anthro, unguligrade anthro, comic:soreloser, black and white, breasts, clothes, comic, crossdressing, dressing, femboy discord, grayscale, horn, horn ring, image, jpeg, magic suppression, monochrome, my eyes, needle, nudity, panties, panties pulled up, ring, traditional art, underwear, vulva
 crossdressing12397Added Anonymous #A1F9