Derpibooru
Filters (Default) SettingsRegisterLogin
Rainbow Rocks 10th Anniversary - Let's celebrate the 10th anniversary of Rainbow Rocks with an art event! Here
Viewing gallery Cherilee
Random Image Report Subscribe
A gallery bySadPonkChan with 86 images, last updated
Size: 2041x2070 | Tagged: questionable, artist:sugarlesspaints, cheerilee, scootaloo, silver spoon, earth pony, pegasus, anthro, g4, ass, backbend, bedroom eyes, black skirt, blurry background, blushing, breasts, busty cheerilee, butt, cameltoe, clothes, colored wings, cutie mark, desk, dock, ears back, exhibitionism, female, females only, flowerbutt, glasses, gradient wings, high heels, high res, hot for teacher, implied cheeriloo, implied lesbian, large butt, legs, lidded eyes, looking at you, looking away, looking sideways, miniskirt, multiple variants, necktie, oblivious, older, older scootaloo, older silver spoon, panties, paper, pink underwear, pleated skirt, rear view, school, school desk, school uniform, schoolgirl, sexy, shoes, signature, skirt, skirt lift, skirtaloo, slut, slutty cheerilee, smiling, smirk, spread wings, stockings, student, stupid sexy cheerilee, teacher, teacher and student, teasing, the ass was fat, thigh highs, thighs, thong, trio, trio female, underwear, upskirt, wingboner, wings
Warning: may have NSFW
1932683
Size: 1358x2211 | Tagged: suggestive, artist:felinecanis, cheerilee, earth pony, anthro, unguligrade anthro, g4, ass, bow, bra, breasts, busty cheerilee, butt, cheerileeder, cheerleader, cheerleader outfit, clothes, crop top bra, eyes closed, female, flowerbutt, hair bow, miniskirt, panties, pom pom, purple background, simple background, skirt, socks, solo, solo female, stockings, striped panties, striped underwear, thigh highs, toeless stockings, underwear
2863674
Size: 750x1050 | Tagged: suggestive, artist:riouku, princess celestia, principal celestia, human, equestria girls, g4, 2d, beach, belly button, big breasts, breasts, busty princess celestia, cleavage, clothes, cougar, female, floral print, flower, hand on hip, legs, looking at you, midriff, ocean, outdoors, palm tree, ponytail, sky, smiling, smiling at you, solo, sunglasses, swimsuit, thighs, tree, wall, water
3645264
Size: 2887x2974 | Tagged: safe, alternate version, artist:dosh, cheerilee, earth pony, pony, g4, the cart before the ponies, adorasexy, away from viewer, bipedal, blouse, bow, butt, butt focus, cheeribetes, cheerileeder, cheering, cheerleader, cheerleader outfit, clothes, cute, dock, eyes closed, female, flowerbutt, hair bow, high res, mare, mascara, open mouth, open smile, plot, pom pom, scrunchy face, sexy, skirt, smiling, solo, tail, upskirt
2543674
Size: 1107x1074 | Tagged: safe, artist:llametsul, cheerilee, earth pony, pony, g4, ;p, cheeribetes, chest fluff, choker, clothes, colored, cute, eye clipping through hair, female, mare, one eye closed, signature, socks, solo, stockings, thigh highs, tongue out, wink
681021
Size: 2500x2500 | Tagged: suggestive, artist:fugaamr, big macintosh, cheerilee, earth pony, human, pony, g4, artis:mr fuga, ass, blood, butt, cheerileeder, cheerleader, clothes, high res, humanized, monochrome, nosebleed
14471942119
Size: 1290x1249 | Tagged: artist needed, safe, cheerilee, earth pony, pony, g4, blank flank, butt, cheeribetes, cute, dialogue, drawthread, featured image, female, filly, filly cheerilee, floppy ears, flower, flower in hair, flowerbutt, foal, grammar error, looking at each other, looking at someone, mare, midlife crisis, mirror, open mouth, parody, plot, ponified, sad, sad eyes, sadorable, self paradox, self ponidox, speech bubble, talking, talking to herself, tired, younger
3344921
Size: 905x1024 | Tagged: suggestive, artist:yutakira92, cheerilee, earth pony, anthro, g4, ass, bra, breasts, busty cheerilee, butt, clothes, female, flowerbutt, lace underwear, lingerie, looking at you, looking back, looking back at you, mare, panties, sexy, sideboob, simple background, solo, solo female, underwear
47464313
Size: 1000x1407 | Tagged: suggestive, artist:howxu, cheerilee, earth pony, anthro, plantigrade anthro, g4, blushing, breasts, busty cheerilee, chalkboard, cleavage, clothes, discussion in the comments, female, garter belt, garter straps, glasses, hot for teacher, human facial structure, looking at you, math in the comments, reasonably sized breasts, shoes, sitting, skirt, smiling, smiling at you, solo, solo female, stockings, stupid sexy cheerilee, teacher, thigh highs
59860
Size: 1920x1080 | Tagged: safe, artist:opossum-stuff, cheerilee, earth pony, pony, g4, cheeribetes, cute, female, floppy ears, mare, open mouth, paper, pink background, simple background, sitting, solo, tail, tired, yawn
26740217
Size: 2222x1888 | Tagged: safe, artist:xchan, derpibooru exclusive, cheerilee, earth pony, pony, g4, bipedal, cheeribetes, citation needed, cute, female, frown, reaction image, sign, simple background, solo, transparent background, wikipedia, xkcd
2413074
Size: 1333x2000 | Tagged: suggestive, alternate version, artist:imsomethingradical, edit, cheerilee, human, equestria girls, g4, ass, barefoot, belly button, breasts, busty cheerilee, butt, cheerileeder, cheerleader, clothes, commission, feet, humanized, one eye closed, open mouth, open smile, panties, skirt, smiling, underwear, upskirt, white underwear, wink
3214232
Size: 778x1000 | Tagged: suggestive, alternate version, artist:kgfantasy, cheerilee, human, g4, adorasexy, anime style, belly button, big breasts, blushing, breasts, busty cheerilee, clothes, commission, cute, cutie mark accessory, cutie mark hair accessory, cutie mark on human, female, frilly underwear, hair accessory, hairclip, humanized, looking at you, mouth hold, nudity, open clothes, panties, partial nudity, pink underwear, playful, sexy, solo, solo female, stars, stupid sexy cheerilee, underwear, your character here
4736052
Size: 778x1000 | Tagged: suggestive, artist:kgfantasy, cheerilee, human, g4, adorasexy, anime style, belly button, bra, breasts, busty cheerilee, clothes, commission, cute, cutie mark accessory, cutie mark hair accessory, cutie mark on human, female, frilly underwear, hair accessory, hairclip, humanized, looking at you, mouth hold, open clothes, panties, pink underwear, playful, sexy, solo, solo female, stars, stupid sexy cheerilee, underwear, your character here
25211
Size: 2460x2980 | Tagged: suggestive, artist:toonalexsora007, apple bloom, big macintosh, cheerilee, diamond tiara, scootaloo, snails, snips, sweetie belle, equestria girls, g4, ass, assisted exposure, blushing, burger king, butt, clothes, comic, cutie mark crusaders, dialogue, embarrassed, embarrassed underwear exposure, female, flower pattern underwear, high res, hill, humiliation, male, panties, pink underwear, red face, running, skirt, traditional art, underwear
2483364
Size: 2010x2151 | Tagged: suggestive, artist:choyamy, part of a set, cheerilee, earth pony, pony, g4, blushing, butt, cheerileeder, cheerleader, cheerleader outfit, clothes, digital art, embarrassed, embarrassed underwear exposure, female, flowerbutt, high res, implied tail hole, looking back, mare, panties, plot, rear view, skirt, solo, tail, underwear, upskirt, white underwear
2993862
Size: 1115x1440 | Tagged: suggestive, artist:anonipony, artist:cabrony, color edit, edit, cheerilee, earth pony, anthro, g4, the cart before the ponies, ass, breasts, butt, cheerileeder, cheerleader, clothes, colored, female, flowerbutt, frilly underwear, green underwear, looking at you, looking back, looking back at you, panties, pom pom, skirt, skirt lift, smirk, solo, solo female, tail, tail hole, thighs, underwear, upskirt
Showing results 1 - 15 of 32 total