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Size: 791x1024 | Tagged: safe, artist:samaru163, derpibooru import, oc, oc:heartbreak, oc:the psychopath, unofficial characters only, breezie, earth pony, pony, braid, braided tail, braiding, branding, breeziefied, crazy face, duo, eyes closed, faic, female, flower, hat, heart, human in equestria, human to pony, male to female, mare, messy mane, my little heartbreak, rule 63, species swap, unwilling
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Size: 1000x1400 | Tagged: safe, artist:genbulein, derpibooru import, oc, oc:heartbreak, unofficial characters only, earth pony, pony, blue eyes, branding, crystal, female, heart, human in equestria, human to pony, male to female, mare, messy mane, my little heartbreak, rule 63, solo
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Size: 1000x700 | Tagged: safe, artist:genbulein, derpibooru import, oc, oc:heartbreak, unofficial characters only, earth pony, pony, branding, cute, cyan eyes, female, heart, human in equestria, human to pony, lying, lying down, male to female, mare, messy mane, my little heartbreak, rule 63, sad, solo
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Size: 1024x811 | Tagged: grimdark, artist:genbulein, derpibooru import, oc, oc:heartbreak, unofficial characters only, earth pony, pony, blue eyes, branding, corrupted, crystal heart, dark magic, evil, evil grin, female, grin, heart, human in equestria, human to pony, magic, male to female, mare, messy mane, miasma, my little heartbreak, ooze, rule 63, smiling, solo, teeth
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Size: 1000x1000 | Tagged: semi-grimdark, artist:genbulein, derpibooru import, oc, oc:heartbreak, unofficial characters only, earth pony, golem, pony, bandana, blue eyes, branding, claws, cmc cape, duo, evil, evil grin, female, grass, grin, heart, human in equestria, human to pony, male to female, mare, messy mane, miasma, my little heartbreak, ruins, rule 63, smiling, standing, vine
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Size: 900x735 | Tagged: safe, artist:genbulein, derpibooru import, oc, oc:heartbreak, unofficial characters only, earth pony, pony, branding, bust, clothes, cosplay, costume, crossover, crying, dialogue, exclamation point, female, guardians of the galaxy, heart, human in equestria, human to pony, interrobang, male to female, mare, messy mane, my little heartbreak, popped collar, portrait, question mark, rule 63, shiny, sitting, smiling, solo, speech bubble, star-lord, teeth
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Size: 1024x818 | Tagged: safe, artist:genbulein, derpibooru import, oc, oc:heartbreak, earth pony, pony, raccoon, bipedal, branding, brown eyes, clothes, cosplay, costume, crossover, cyan eyes, duo, female, guardians of the galaxy, gun, heart, human in equestria, human to pony, male to female, mare, messy mane, my little heartbreak, rocket raccoon, rule 63, serious face, star-lord, weapon
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Size: 795x729 | Tagged: safe, artist:genbulein, derpibooru import, oc, oc:heartbreak, unofficial characters only, earth pony, pony, branding, cliff, crying, cyan eyes, female, heart, human in equestria, human to pony, male to female, mare, messy mane, mountain, my little heartbreak, rule 63, solo, windswept mane
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Size: 1000x700 | Tagged: safe, artist:genbulein, derpibooru import, oc, oc:heartbreak, earth pony, pony, amethyst, branding, crossover, cyan eyes, female, heart, heartless, human in equestria, human to pony, keyblade, kingdom hearts, male to female, mare, messy mane, my little heartbreak, rule 63
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Size: 714x548 | Tagged: safe, artist:twiggy doodle, derpibooru import, oc, oc:heartbreak, oc:twiggy doodle, unofficial characters only, earth pony, pony, unicorn, bloodshot eyes, branding, cliff, clothes, dialogue, drugs, duo, female, filly, grass, hat, heart, human in equestria, human to pony, male to female, mare, messy mane, my little heartbreak, prone, question mark, rule 63, speech bubble, traditional art
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Size: 1430x1761 | Tagged: suggestive, artist:darkstylerz, derpibooru import, oc, oc:heartbreak, unofficial characters only, earth pony, pony, blue eyes, branding, cute, female, fetish, frog (hoof), heart, high heels, hoof fetish, human in equestria, human to pony, male to female, mare, messy mane, my little heartbreak, plot, raised hoof, rule 63
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Size: 600x800 | Tagged: safe, artist:coin-trip39, derpibooru import, oc, oc:heartbreak, unofficial characters only, earth pony, pony, turtle, branding, cross-eyed, derp, female, hat, heart, human in equestria, human to pony, i like turtles, male to female, mare, messy mane, monochrome, my little heartbreak, rule 63, sitting, sketch, smiling, solo, traditional art, wip
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Size: 550x400 | Tagged: safe, artist:verandure, derpibooru import, oc, oc:heartbreak, unofficial characters only, earth pony, pony, animated, blinking, blue eyes, branding, exclamation point, female, flash, heart, human in equestria, human to pony, lying, lying down, male to female, mare, messy mane, my little heartbreak, rule 63, side, solo, talking
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Size: 1333x982 | Tagged: safe, artist:coin-trip39, derpibooru import, twilight sparkle, oc, oc:heartbreak, earth pony, pony, bandage, barbed wire, book, bookshelf, branding, cyan eyes, duo, exclamation point, female, golden oak library, heart, human in equestria, human to pony, injured, library, magic, male to female, mare, messy mane, my little heartbreak, purple eyes, question mark, realization, rule 63, sitting, table, telekinesis, tree stump, tree stump table, wood
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Size: 1024x1365 | Tagged: safe, artist:holothecat, derpibooru import, oc, oc:heartbreak, unofficial characters only, earth pony, pony, branding, colored, cyan eyes, female, heart, human in equestria, human to pony, male to female, mare, messy mane, my little heartbreak, rule 63, solo, traditional art
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