Tag 1999

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Rule 34 – 1999 1girls black and white black background blush breasts censored cowboy bebop cum faye valentine female hairband harazaki takuma human large breasts nipples pubic hair pussy sex short hair tagme white background | 137123
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Rule 34 – 1999 1girls black and white breasts cowboy bebop cowboy hat female greyscale harazaki takuma hat human jacket judy (cowboy bebop) large breasts long hair monochrome nipples page 16 solo tagme white background | 137122
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Rule 34 – 1999 1girls black and white cowboy bebop dark-skinned female dark skin edward wong hau pepelu tivrusky iv female human nipples page 42 short hair solo tagme white background yuu (dunhill) | 137121
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Rule 34 – 1990s 1999 20th century batgirl batman (series) cassandra cain dc dc comics female female only human low res lowres pussy solo tagme tcatt unshaved pussy | 136541
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Rule 34 – 1999 1girls asymmetrical hair bare arms bare chest bare hips bare midriff bare shoulders belly button breasts brown eyes brown hair collarbone completely nude female female only hair ornament hairclip japanese text jinjirou lain iwakura looking at viewer midriff nude serial experiments lain short hair simple background small breasts solo text watermark x hair ornament | 135852
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Rule 34 – 1990s 1999 20th century ben (artist) black hair black lipstick breasts earrings eyes closed female long hair lying medium breasts vampirella very long hair | 135508
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Rule 34 – 1990s 1999 20th century ben (artist) black hair blue eyes breasts earrings female legs crossed lipstick medium breasts nude ponytail red background toenail polish vampirella wink | 135507
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Rule 34 – 1990s 1999 20th century ben (artist) female tagme vampirella | 135506
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Rule 34 – 1990s 1999 20th century ben (artist) female pussy tagme unshaved pussy vampirella | 135504
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Rule 34 – 1999 1girls apron blush breasts brown hair cameltoe cucumber doll eyebrows visible through hair female large breasts mushroom open mouth pink panties pussy umihara kawase umihara kawase (character) yappon (yp) | 135179
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Rule 34 – 1990s 1999 1girls 20th century alison blaire big bootie color colored dated dazzler facepaint female female only long hair marvel marvel comics masturbation nipples nude nudity orange hair pussy redhead signature solo straight hair superheroine tagme uncensored vaginal insertion x-men | 135020
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Rule 34 – 1990s 1999 20th century 2girls artist request blonde hair blue eyes bra breast grab breasts brown hair closed eyes color colored dated female female only fingering hand in panties kitty pryde long hair magik (illyana rasputin) marvel marvel comics medium breasts multiple girls mutant new mutants nipples nudity open mouth panties shadowcat signature socks straight hair superheroine thong topless x-men yuri | 134764
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Rule 34 – 1990s 1999 1boy 1girls 20th century armpit armpits arms up belly ben (artist) black hair blonde female blonde hair blue eyes breasts dc dc comics dcau female lobo (dc) long hair male mostly nude navel nipples panties pubes pubic hair pussy red eyes stripping supergirl supergirl (dcau) superhero superheroine superman: the animated series superman (series) unshaved pussy white female white skin | 134317
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Rule 34 – 1990s 1999 20th century 3girls 4boys artist request ass balls biceps black hair blonde hair blowjob blue eyes boom-boom (x-men) breasts cable (x-men) cannonball (x-men) closed eyes clothed sex cowgirl position cunnilingus dawg domino (marvel) fellatio female feral (marvel comics) glowing eyes grey hair group sex head grab interracial james proudstar kissing light-skinned female light-skinned male light skin male maria callasantos marvel marvel comics meltdown nathan summers native american new mutants oral orgy pants pull penis pubic hair sam guthrie shatterstar straight straight hair superheroine tabitha smith testicles warpath white eyes x-force x-men | 134316
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Rule 34 – 1999 balls berserk biceps big arms big balls big biceps big male big pecs big penis black hair completely nude dragonslayer (sword) guts (berserk) huge cock huge muscles male male only mechanical arm muscles muscular muscular male nude nude male one eye closed pecs penis short hair solo tagme tan-skinned tan-skinned male | 133875
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Rule 34 – 1990s 1999 20th century above view anthro anthrofied ass barefoot breasts chip ‘n dale rescue rangers disney female female only gadget hackwrench humanoid feet lying mammal monochrome mouse nude on side pillow plantigrade polecat (artist) rodent round ears solo tail | 132984
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Rule 34 – 1990s 1999 1girls 20th century anthro anthro on female anthro on human anthro penetrating anthro penetrating female anthro penetrating human april o’neil april o’neil (tmnt 1987) breasts color female female penetrated frank chavez human human female interspecies large breasts lowres male muscular muscular male nipples penetration penis raphael raphael (tmnt) red hair scalie sex spread legs straight straight hair teenage mutant ninja turtles teenage mutant ninja turtles (1987) tmnt tmnt 1987 turtle | 132576
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Rule 34 – 1990s 1999 20th century all fours american sonic anal sex anthro archie comics ass battle angel bisexual black background blonde hair blue fur blue hair breasts brown hair chipmunk dic entertainment echidna fellatio female fox fur furry furry ears furry tail hedgehog interspecies kneeling knuckles the echidna male mammal miles tails prower mobian (species) multiple males nude oral penis pussy red hair rodent sally acorn sega sex sonic (series) sonic satam sonic the hedgehog sonic the hedgehog (archie) sonic the hedgehog (comics) sonic the hedgehog (series) squirrel straight straight hair tail tails the fox vaginal penetration yaoi | 132569
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Rule 34 – 1990s 1999 1girls 20th century big bootie female long hair simple background solo tagme vampirella | 132373
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Rule 34 – 1990s 1999 1girls 20th century artist request female female only solo tagme vampirella vampirella (series) | 132343
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