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7
Size: 807x664 | Tagged: safe, artist:brianblackberry, derpibooru import, cheerilee, pinkie pie, rarity, earth pony, pony, unicorn, 80s, 80s cheerilee, bipedal, bottomless, braces, cheeribetes, cheerileeder, cheerleader, cheerleader pinkie, clothes, cute, diapinkes, female, hilarious in hindsight, leg warmers, mare, partial nudity, pom pom, raribetes, skirt, teenager, young
3
Size: 1275x1419 | Tagged: safe, derpibooru import, cheerilee, 80s, 80s cheerilee, braces, laser, yearbook photo
1
Size: 1024x709 | Tagged: safe, artist:marima15, derpibooru import, cheerilee, earth pony, pony, 80s, 80s cheerilee, alternate hairstyle, alternate outfit, bonnet, braces, bust, clothes, cute, fashion, female, glasses, happy, hat, mare, open mouth, portrait, scarf, smiling, solo, unhappy
6
Size: 1433x3000 | Tagged: safe, artist:johnjoseco, artist:king-kakapo, derpibooru import, edit, cheerilee, equestria girls, 80s, 80s cheerilee, bracelet, braces, clothes, eqg recolor, freckles, happy, leg warmers, pantyhose, pony coloring, recolor, shoes, skirt, smiling, sneakers, solo
1
Size: 1200x1853 | Tagged: suggestive, artist:ookamithewolf1, derpibooru import, cheerilee, anthro, earth pony, 69 (number), 80s, 80s cheerilee, braces, breasts, bust, clothes, female, grin, looking at you, midriff, nose piercing, nose ring, piercing, scarf, smiling, solo, solo female, tanktop
2
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Size: 654x1001 | Tagged: questionable, artist:an-tonio, artist:toyminator900, derpibooru import, cheerilee, anthro, 80s, 80s cheerilee, belly, belly button, big breasts, braces, breasts, busty cheerilee, cameltoe, chubby, clothes, female, flashing, muffin top, nipples, nudity, plump, side knot underwear, simple background, solo, solo female, transparent background, underwear
1
Size: 2659x2132 | Tagged: safe, artist:corsairsedge, derpibooru import, big mcintosh, cheerilee, earth pony, pony, 80s, 80s cheerilee, braces, cheerimac, hug, male, shipping, stallion, straight, teenage big mcintosh, tree, younger
12
Size: 3400x5100 | Tagged: safe, artist:an-tonio, artist:brianblackberry, color edit, derpibooru import, edit, cheerilee, earth pony, pony, 80s, 80s cheerilee, 80s cheerileeder, absurd resolution, bipedal, bow, braces, cheeribetes, cheerileeder, cheerleader, clothes, colored, cute, ear piercing, earring, grin, jewelry, leg warmers, moe, piercing, pleated skirt, skirt, skirt lift, smiling, solo
2
Size: 900x800 | Tagged: safe, artist:sion, derpibooru import, cheerilee, earth pony, pony, 80s, 80s cheerilee, adorkable, bracelet, braces, cheeribetes, clothes, cute, dork, eyes closed, female, flower, image, jewelry, leg warmers, mare, open mouth, png, ponytober, profile, solo
11
Size: 2684x2000 | Tagged: safe, artist:kamagi, derpibooru import, cheerilee, mayor mare, earth pony, pony, g4, neigh anything, 80s, 80s cheerilee, 80s mayor mare, :d, bandana, black dress, bow, bracelet, braces, clothes, cute, dress, duo, duo female, ear piercing, earring, eyebrows, eyes closed, female, fishnet clothing, full body, grin, hair bow, high res, image, jewelry, looking at someone, looking back, mare, mayorable, necklace, non-dyed mayor, open mouth, open smile, piercing, plaid, png, shadow, short sleeves, simple background, skirt, smiling, smiling at someone, standing, studded bracelet, three-quarter view, turned head, walking, white background, wristband, younger
1
Size: 1280x1120 | Tagged: suggestive, artist:balooga, derpibooru import, berry punch, cheerilee, anthro, earth pony, 80s, 80s cheerilee, belly button, berrilee, big breasts, blushing, braces, breasts, busty berry punch, cleavage, clothes, drunk, female, lesbian, midriff, shipping, tanktop, wine bottle
3
Size: 318x469 | Tagged: safe, derpibooru import, idw, cheerilee, mayor mare, spoiler:comic, 80s, 80s cheerilee, braces, clothes, dress, irony, non-dyed mayor, shoes, skirt, younger
3
Size: 1000x1000 | Tagged: safe, artist:kloudmutt, derpibooru import, cheerilee, princess celestia, 80s, 80s cheerilee, blushing, braces, cheerilestia, female, lesbian, pov, shipping
3
Size: 3924x3537 | Tagged: safe, artist:shelltoon, derpibooru import, cheerilee, 80s, 80s cheerilee, bracelet, braces, eyes closed, glowstick, high res, jewelry, rearing, simple background, transparent background, vector
2
Size: 10000x10000 | Tagged: safe, artist:juniberries, derpibooru import, cheerilee, 80s, 80s cheerilee, absurd resolution, braces, cheeribetes, cute, female, green eyes, happy, looking at you, open mouth, pink background, reaction image, simple background, smeel, smiling, smiling at you, solo
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