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Viewing gallery Nittany's Crossdressing Extravaganza
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A gallery byNittany Discord with 6196 images, last updated
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.

8143
Size: 1558x2780 | Tagged: safe, artist:hayley566, oc, oc:azure/sapphire, equestria girls, g4, clothes, crossdressing, femboy, genderfluid pride flag, headband, high heels, male, pansexual pride flag, pride, pride dress, pride flag, pride month, shoes, stockings, thigh highs, wig
34583
Size: 1280x960 | Tagged: safe, oc, oc only, oc:prince whateverer, pegasus, pony, galacon, clothes, crossdressing, duster, galacon 2024, irl, maid, male, photo, plushie, stallion
15200
Size: 1280x1196 | Tagged: safe, artist:asklevee, oc, oc only, oc:levee, earth pony, pony, clothes, crossdressing, fake wings, gradient background, male, see-through, skirt, solo, stallion
72962
Size: 3500x4000 | Tagged: safe, alternate version, artist:spoopygander, oc, oc only, oc:geoplix, draconequus, semi-anthro, chest fluff, clothes, collar, countershading, crossdressing, dress, ear piercing, piercing, signature, socks, solo, stockings, thigh highs, wing piercing, wings
17260
Size: 1872x1692 | Tagged: suggestive, artist:sutibaruart, oc, oc only, oc:basil, oc:monique, anthro, breasts, clothes, crossdressing, crotch bulge, dancing, dress, duo, female, furry, furry oc, high heels, male, shoes, simple background, unexpected, white background
9111
Size: 3242x4624 | Tagged: safe, artist:acid flask, oc, oc only, oc:film wheel, pegasus, anthro, 2d, bisexual, clothes, crossdressing, dress, embarrassed, gown, long hair, long tail, looking at you, male, pegasus oc, tail, talking, text, traditional art
40570
Size: 2944x4384 | Tagged: safe, artist:askhypnoswirl, oc, oc only, oc:guard cobalt flash, bat pony, bat pony oc, clothes, club, femboy, latex, latex socks, male, midriff, phone, reading, sitting, socks, solo, stallion
41593
Size: 598x1000 | Tagged: safe, artist:skylarpalette, oc, oc only, oc:blitz streak, hippogriff, pony, adorable face, blushing, bow, cheek fluff, clothes, crossdressing, crossed legs, cute, ear blush, ear fluff, fluffy, frills, hair bow, looking back, maid, male, png, shoes, shy, simple background, skirt, socks, solo, stallion, stockings, talking, talons, thigh highs, transparent background, wings
26444
Size: 1624x1260 | Tagged: safe, artist:paperbagpony, oc, oc:stardust(cosmiceclipse), bat pony, pony, bow, clothes, crossdressing, dress, ear piercing, earring, eyeshadow, femboy, gala dress, girly, grin, hair bow, hoof shoes, jewelry, makeup, male, piercing, raised hoof, smiling, stallion
17221
Size: 646x1200 | Tagged: safe, artist:sepiakeys, oc, oc:blue giggles, unicorn, anthro, clothes, crossdressing, horn, skirt, solo
20254
Size: 1664x1600 | Tagged: source needed, safe, artist:肆万, king sombra, pony, unicorn, g4, apron, black background, clothes, collar, crossdressing, hoof shoes, horn, maid, male, simple background, socks, solo, stallion, stockings, thigh highs, unamused
14160
Size: 646x1200 | Tagged: safe, artist:sepiakeys, oc, oc:blue giggles, anthro, clothes, crossdressing, monochrome, skirt, solo
66920
Size: 3200x3000 | Tagged: suggestive, artist:etoz, oc, oc only, oc:gravel shine, bat pony, pony, alternate hairstyle, bat pony oc, bat wings, bipedal, blushing, choker, clothes, colored sketch, commission, crossdressing, crotch bulge, eyebrows, eyebrows visible through hair, femboy, feminization, happy, lipstick, makeup, male, mirror, not derpy, raised eyebrows, reflection, sketch, smiling, solo, standing, stockings, thigh highs, wings
1091642
Size: 3508x2480 | Tagged: safe, artist:syrupyyy, limestone pie, oc, oc:sweetie swirl, bat pony, pony, g4, neigh anything, 80s mayor mare, bat pony oc, blue blush, blue tongue, blushing, bow, clothes, crossdressing, dress, flustered, goth, hair bow, headphones, high heels, imagination, jewelry, long tongue, multicolored hair, not flurry heart, shoes, thought bubble, tiara, tongue out
35531
Size: 2048x1365 | Tagged: safe, artist:mscolorsplash, oc, oc only, oc:lightning bliss, oc:tranzmute, bat pony, pegasus, pony, bandaid, bandaid on nose, bat pony oc, blue background, bunny ears, bunny suit, clothes, crossdressing, duo, eyes closed, female, goggles, goggles on head, laughing, male, mare, open mouth, open smile, pointing, simple background, smiling, stallion, stubble
22161
Size: 1626x1696 | Tagged: safe, artist:bixels, big macintosh, soarin', human, worm, the grand galloping 20s, g4, apple, arm hair, bunny ears, bunny suit, chest hair, clothes, crossdressing, cuffs (clothes), duo, eating, fishnet clothing, fishnet stockings, food, genderqueer, hand on hip, high heels, hot dog, humanized, male, male nipples, meat, natural hair color, nipples, playboy bunny, sausage, serving tray, shoes, simple background, stockings, thigh highs, white background
Showing results 1 - 15 of 4033 total