Showing Gallery - Derpibooru

Rainbow Rocks 10th Anniversary - Let's celebrate the 10th anniversary of Rainbow Rocks with an art event! Here

Size: 650x600 | Tagged: safe, artist:alittleofsomething, edit, editor:watermelon changeling, oc, oc only, oc:cold front, pegasus, pony, bipedal, bow, clothes, crossdressing, derp, dress, exploitable meme, i didn't listen, image macro, lineless, maid, meme, open mouth, simple background, smiling, solo, spread wings, that stallion sure does love dresses

Warning: Some images NSFW

My favorite crossdressing images. 4000+ and counting.

Size: 2036x1551 | Tagged: suggestive, artist:midday sun, octavia melody, rarity, human, g4, bowtie, bra, clothes, corset, elusive, evening gloves, femboy, garter belt, garters, gloves, humanized, leotard, lingerie, long gloves, makeup, male, octavius, panties, rule 63, stockings, sultry pose, thigh highs, traditional art, underwear

Size: 2500x2500 | Tagged: safe, artist:fuzzystarart, oc, oc:shadow twinkle, bat pony, bow, clothes, commission, crossdressing, cute, dislikes, femboy, floating heart, glasses, hair bow, heart, heterochromia, likes, male, reference sheet, skirt, small stallion, socks, stallion, sweater, thigh highs

Size: 1000x1415 | Tagged: suggestive, artist:hiddendesire, oc, oc only, oc:ryo(j), unicorn, anthro, unguligrade anthro, blushing, bunny ears, bunny suit, clothes, crossdressing, crotch bulge, gloves, horn, horn ring, latex, latex suit, leotard, magic suppression, male, pantyhose, ring, solo, solo male

Size: 3840x2160 | Tagged: safe, alternate character, alternate version, artist:shadowuwu, oc, oc only, oc:flame quill, oc:sound shock, alien, alien pony, pegasus, anthro, g4, 3d, 4k, afternoon, anthro oc, arm behind back, black sclera, branches, button-up shirt, clothes, cloud, crossdressing, dress, dress shirt, duo, femboy, flower, flower in hair, gay, hand on cheek, high res, horn, leaves, looking at each other, looking at someone, male, married couple, nail polish, oc x oc, rose, shipping, shirt, smiling, smiling at each other, source filmmaker, spread wings, sun, swing, swing set, tree, unicorn horn, vest, wedding dress, wings

Size: 1221x1772 | Tagged: safe, artist:ladysdino, princess celestia, oc, oc:dreamy daze, alicorn, pegasus, anthro, plantigrade anthro, g4, bowser, cake, cakelestia, canon x oc, chase, clothes, costume, crossdressing, crossover, crossplay, dreamlestia, female, food, male, princess peach, shipping, straight, super mario bros.

Size: 5600x10165 | Tagged: source needed, safe, artist:suchalmy, oc, oc:stryker, pegasus, anthro, absurd resolution, arm behind head, clothes, crossdressing, femboy, leg warmers, looking at you, male, skirt, solo

Size: 184x228 | Tagged: safe, oc, oc only, oc:sugarcube, pony, sheep, pony town, animated, crossdressing, femboy, gif, horns, male, pixel art, simple background, solo, transparent background, trotting

Size: 3400x5100 | Tagged: source needed, suggestive, artist:kloudmutt, oc, oc only, oc:sweetie swirl, bat pony, anthro, bat pony oc, blue blush, blushing, clothes, crossdressing, dress, ear fluff, femboy, gloves, hair over one eye, high heels, jessica rabbit dress, long gloves, looking at you, male, multicolored hair, open-back dress, red dress, shoes, side slit, simple background, sitting, solo, solo male, strapless dress, table, thighs, thunder thighs, total sideslit, trap, wide hips

Size: 873x1199 | Tagged: safe, artist:lightningbolt, derpibooru exclusive, pegasus, pony, g4, .svg available, alex gaskarth, all time low, belt, buckle, chains, cheek fluff, choker, clothes, crossdressing, dyed mane, dyed tail, ear fluff, ear piercing, earring, fishnet stockings, hair over one eye, heels on a horse, high heels, hoof fluff, jewelry, leg band, lidded eyes, male, mary janes, midriff, necklace, piercing, ponified, raised hoof, shirt, shoes, short shirt, show accurate, simple background, skirt, smiling, solo, spread wings, stallion, standing, svg, tail, tail feathers, tattoo, transparent background, vector, wing fluff, wings

Size: 1061x1500 | Tagged: suggestive, artist:bucked, oc, oc:alex carter, oc:crashing thunder, anthro, clothes, crossdressing, cute, dancing, femboy, gay, male, military, panties, romance, romantic, royal guard, strings, underwear

Size: 873x1199 | Tagged: safe, artist:lightningbolt, derpibooru exclusive, pegasus, pony, g4, .svg available, alex gaskarth, all time low, belt, buckle, chains, cheek fluff, choker, clothes, crossdressing, dyed mane, dyed tail, ear fluff, ear piercing, earring, eyeliner, eyeshadow, fishnet stockings, hair over one eye, high heels, hoof fluff, hoof polish, jewelry, leg band, lidded eyes, lipstick, makeup, male, mascara, midriff, necklace, piercing, ponified, raised hoof, shirt, shoes, short shirt, show accurate, simple background, skirt, smiling, solo, spread wings, stallion, standing, svg, tail, tail feathers, tattoo, transparent background, vector, wing fluff, wings

Size: 2904x4000 | Tagged: safe, artist:tatemil, oc, oc:felixe sky, anthro, clothes, crossdressing, dress, femboy, high heels, horns, maid, male, shoes, socks, solo, thigh highs

Size: 2047x1575 | Tagged: safe, artist:liaaqila, oc, oc only, oc:azure/sapphire, oc:cold front, oc:disty, equestria girls, g4, bow, clothes, crossdressing, dress, evening gloves, femboy, floral head wreath, flower, flower girl, flower girl dress, gloves, long gloves, male, poofy shoulders, princess daisy, princess peach, princess rosalina, puffy sleeves, rosalina, simple background, super mario bros., traditional art, transgender, trio, white background

Size: 1560x2321 | Tagged: safe, artist:tikibat, oc, oc:file folder, pegasus, pony, clothes, crossdressing, fishnet stockings, glasses, high heels, male, shoes, simple background, solo, stallion, transparent background

Size: 632x719 | Tagged: safe, anonymous artist, artist:pastthesouthpole, night light, twilight sparkle, pony, unicorn, g4, /mlp/ tf2 general, angry, book, calendar, crossdressing, cyrillic, heavy weapons guy, reading, russian, team fortress 2, translated in the comments

Size: 3130x2141 | Tagged: safe, artist:ghostpikachu, oc, oc only, oc:autumn rosewood, oc:dreaming star, bat pony, bat pony unicorn, hybrid, pegasus, pony, unicorn, base artist:seurnik, base used, bat pony oc, bipedal, blushing, clothes, crossdressing, cute, dress, eyelashes, fake eyelashes, fangs, femboy, feminine stallion, girly, happy, high res, horn, indoors, looking at you, makeup, male, ocbetes, pegasus oc, red eyes, ribbon, skirt, socks, stallion, striped socks, thigh highs, unicorn oc, wings

Size: 2000x3000 | Tagged: source needed, safe, artist:artaraxia, oc, oc only, oc:sweetie swirl, bat pony, anthro, chest fluff, clothes, dress, ear piercing, eyelashes, femboy, gloves, hair over one eye, high heels, high res, jessica rabbit dress, lipstick, long gloves, makeup, male, multicolored hair, open-back dress, piercing, red dress, shoes, side slit, simple background, solo, strapless dress, thighs, thunder thighs, total sideslit, wide hips