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46317
Size: 1128x1200 | Tagged: explicit, artist:blurent, miles "tails" prower, sonic the hedgehog, fox, animal penis, blowjob, bootyfull tails, butt, crying, duo, gay, grass, impossible fit, impossibly large butt, impossibly large penis, kneeling, lineless, looking at viewer, male, oral, penis, pov, saliva, sex, shipping, solo focus, sonic the werehog, sonic x tails, standing, tears, veiny penis, were form, werehog
 male13076Added LolbitFan
46318
Size: 1128x1200 | Tagged: explicit, artist:blurent, miles "tails" prower, sonic the hedgehog, fox, alternate version, animal penis, blowjob, bootyfull tails, butt, crying, cum, cum in mouth, duo, ejaculation, gay, grass, impossible fit, impossibly large butt, impossibly large penis, kneeling, lidded eyes, lineless, looking at viewer, male, oral, orgasm, penis, pov, saliva, sex, shipping, solo focus, sonic the werehog, sonic x tails, standing, tears, veiny penis, were form, werehog
 male13076Added LolbitFan
3334
Size: 993x700 | Tagged: explicit, grimdark, artist:omegazuel, miles "tails" prower, sonic the hedgehog, fox, age difference, anal, anal penetration, blushing, bulge, comic, dumbbell, duo, forced, gay, grabbing tail, hand on butt, holding something, impossible fit, impossibly large penis, leaning in, looking at them, male, mouth open, nudity, penis, rape, saliva, sex, shocked, shrunken pupils, signature, sonic the werehog, sweat, table, tails' workshop, veins, veiny penis, were form, werehog
 male13076Added LolbitFan
7139
Size: 1280x720 | Tagged: explicit, artist:krazyelf, shadow the hedgehog, sonic the hedgehog, hedgehog, abstract background, anal, animated, backsack, balls, barefoot, blushing, butt, clenched teeth, cowgirl position, cum, erection, gay, impossible fit, lidded eyes, lying down, male, mouth open, nudity, panting, penis, sex, shadow x sonic, shipping, signature, sonic the werehog, spread legs, thrusting, were form, werehog
 male13076Added LolbitFan
42894
Size: 1228x1249 | Tagged: explicit, artist:anitwenty, miles "tails" prower, sonic the hedgehog, fox, 2025, age difference, anal, balls, barefoot, dialogue, duo, english text, flat colors, gay, gloves off, holding them, impossible fit, impossibly large penis, inverted nipples, leaning back, male, micropenis, mouth open, nipples, nudity, pawpads, paws, penis, puffy nipples, sex, shipping, simple background, sitting, small penis, smile, sonic the werehog, sonic x tails, talking, vulgar, were form, werehog, white background
 male13076Added LolbitFan
43066
Size: 2847x2913 | Tagged: explicit, artist:s_mommo, miles "tails" prower, sonic the hedgehog, fox, hedgehog, abdominal bulge, age difference, ahegao, anal, anal penetration, anus, balls, belly button, blowjob, blushing, blushing belly, classic sonic, classic tails, cum, cum on face, dialogue, english text, erection, eyes closed, eyes rolling back, gay, handjob, lidded eyes, male, micropenis, nudity, oral, penis, reacharound, reverse cowgirl position, saliva, sex, shipping, shoes off, simple background, small penis, socks, sonic x tails, speech bubble, sweatdrop, swirly eyes, text, tight fit, tongue out, white background
 male13076Added LolbitFan
18550
Size: 5200x3800 | Tagged: explicit, artist:ghastlyghatz, artist:krazyelf, artist:saberghatz, shadow the hedgehog, sonic the hedgehog, hedgehog, abstract background, ahegao, anal, barefoot, blushing, blushing ears, butt, claws, collaboration, doggy style, duo, ear bite, eyes rolling back, forest, gay, gloves off, heart, lidded eyes, lying down, lying on them, male, mouth open, nudity, outdoors, pawpads, paws, penis, precum, saliva, sex, shadow x sonic, shipping, thrusting, tree
 male13076Added LolbitFan
19608
Size: 1280x1237 | Tagged: safe, artist:nekitogame67025, miles "tails" prower, sonic the hedgehog, chao, fox, hedgehog, 2024, chao egg, character chao, cute, duo focus, egg, flower, gay, group, heart, holding something, kiss, male, shipping, simple background, smile, sonic chao, sonic x tails, tails chao, treads, white background
 male13076Added LolbitFan
28668
Size: 4096x3113 | Tagged: safe, artist:saberghatz, shadow the hedgehog, sonic the hedgehog, chao, hedgehog, abstract background, agender, chao egg, chao fruit, chao garden, cute, dark chao, daytime, duo focus, egg, flower, gay, grass, group, hero chao, holding hands, lying down, lying on them, male, neutral chao, outdoors, palm tree, shadow x sonic, shadowbetes, shipping, smile, sonabetes, tree, water, waterfall
 male13076Added LolbitFan
29030
Size: 1280x960 | Tagged: safe, artist:crimsoninari, miles "tails" prower, sonic the hedgehog, fox, hedgehog, 2020, abstract background, chao fruit, chao garden, clouds, daytime, duo, gay, hand on another's hip, looking at viewer, looking offscreen, male, outdoors, palm tree, shipping, smile, sonic x tails, sontails week, uekawa style, v sign
 male13076Added LolbitFan
18040
Size: 1080x1406 | Tagged: safe, artist:cjjp8, artist:jeffydust, miles "tails" prower, sonic the hedgehog, fox, hedgehog, sonic frontiers, 2023, abstract background, attempted kiss, blushing, duo, embarrassed, fail, floppy ears, gay, glitch, male, shipping, sonic x tails, sontails week, standing
 male13076Added LolbitFan
18498
Size: 2047x1296 | Tagged: safe, artist:saturnlevite, miles "tails" prower, nine, shadow the hedgehog, sonic the hedgehog, fox, hedgehog, sonic prime, 2024, abstract background, aged up, carrying them, frown, gay, kiss, lidded eyes, male, nine x sonic, older, scene parody, shadow is not amused, shipping, signature, sonic prime s3, sonic x tails, trio, unamused
 male13076Added LolbitFan
17129
Size: 718x1024 | Tagged: safe, artist:miceplusmaus, miles "tails" prower, sonic the hedgehog, super tails, fox, hedgehog, abstract background, classic sonic, duo, flying, gay, holding them, male, modern tails, shipping, sonic x tails, sontails week, super form, traditional media
 male13076Added LolbitFan
28096
Size: 1920x1080 | Tagged: dead source, safe, artist:_nav_o, miles "tails" prower, sonic the hedgehog, fox, hedgehog, 2024, abstract background, arm around shoulders, blushing, cute, duo, eyes closed, gay, heart, holding each other, holding something, ice cream, male, outline, phone, selfie, shipping, signature, smile, sonabetes, sonic x tails, standing, tail hug, tailabetes, wholesome
 male13076Added LolbitFan
29342
Size: 2048x1906 | Tagged: safe, artist:_milestt, miles "tails" prower, sonic the hedgehog, fox, hedgehog, 2024, boots, brown gloves, brown shoes, duo, fingerless gloves, gay, grey background, holding something, linking arms, looking at them, looking at viewer, male, shipping, simple background, smile, sonic boom (tv), sonic x tails, sparkles, tongue out, top surgery scars, trans male, transgender, wink, wrench
 male13076Added LolbitFan
21536
Size: 1268x2048 | Tagged: safe, artist:_nav_o, miles "tails" prower, sonic the hedgehog, fox, hedgehog, 2024, abstract background, blushing, clouds, cute, daytime, duo, flying, gay, heart hands, male, movie style, outdoors, pov, shipping, smile, sonic x tails
 male13076Added LolbitFan
29327
Size: 960x900 | Tagged: safe, artist:tailsfann1992, miles "tails" prower, sonic the hedgehog, fox, hedgehog, 2024, arm around shoulders, blushing, cute, duo, gay, grey background, heart hands, male, shipping, signature, simple background, smile, sonic x tails, standing, wink
 male13076Added LolbitFan
17241
Size: 1119x1169 | Tagged: safe, artist:tailsfann1992, miles "tails" prower, sonic the hedgehog, fox, hedgehog, green hill zone, 2023, abstract background, blanket, blushing, candle, cookie, date, duo, food, gay, holding something, looking at each other, loop, male, outdoors, palm tree, picnic, shipping, sitting, sonic x tails, sontails week, sunset
 male13076Added LolbitFan
28264
Size: 905x820 | Tagged: safe, artist:taails-proower-blog, miles "tails" prower, sonic the hedgehog, fox, hedgehog, blushing, blushing ears, duo, gay, heart, holding hands, looking at each other, male, mouth open, semi-transparent background, shipping, signature, smile, sonic boom (tv), sonic x tails, walking
 male13076Added LolbitFan
28272
Size: 640x480 | Tagged: safe, artist:blackhoneybubu, artist:taails-proower-blog, miles "tails" prower, sonic the hedgehog, fox, hedgehog, arrow, clothes, duo, ear fluff, engagement ring, english text, eyes closed, gay, holding each other, jacket, kiss, male, ring (jewelry), shipping, signature, simple background, sketch, sonic x tails, text, white background
 male13076Added LolbitFan
16699
Size: 649x501 | Tagged: safe, artist:sontailstrash, artist:taails-proower-blog, miles "tails" prower, sonic the hedgehog, human, blushing, couch, duo, frown, heart, humanized, line art, looking at each other, lying down, male, partially humanized, pinning them, simple background, smile, white background
 male13076Added LolbitFan
16700
Size: 665x513 | Tagged: safe, artist:fasterthanthesky, artist:taails-proower-blog, miles "tails" prower, sonic the hedgehog, human, 2015, blushing, duo, eye clipping through hair, eyebrow clipping through hair, eyes closed, gay, holding hands, humanized, line art, male, partially humanized, shipping, simple background, smile, sonic x tails, standing, white background
 male13076Added LolbitFan
16698
Size: 756x652 | Tagged: safe, artist:fasterthanthesky, artist:taails-proower-blog, miles "tails" prower, sonic the hedgehog, fox, hedgehog, 2015, bandana, duo, gay, heart, holding hands, looking at each other, male, pink background, scarf, shipping, signature, simple background, smile, sonic x tails, standing, wink
 male13076Added LolbitFan
18038
Size: 877x1024 | Tagged: safe, artist:shinatosark, miles "tails" prower, sonic the hedgehog, fox, hedgehog, 2023, blushing, carrying them, cute, duo, gay, hugging, lined paper, male, shipping, smile, sonic x tails, tailabetes, traditional media, wink
 male13076Added LolbitFan
18039
Size: 1024x980 | Tagged: safe, artist:shinatosark, miles "tails" prower, fox, 2023, :3, cute, eyelashes, heart, lined paper, male, mouth open, smile, solo, tailabetes, traditional media
 male13076Added LolbitFan