Tag 1999

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Rule 34 – 1990s 1999 20th century april o’neil april o’neil (tmnt 1987) ben (artist) breasts brown hair english female female only first porn of character human jpeg artifacts lowres nipples solo straight hair teenage mutant ninja turtles tmnt 1987 topless | 101941
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Rule 34 – 1999 1girls big breasts blush breast grab breasts censored cum female fingering harada shoutarou human large breasts male nude open mouth sex soul calibur straight taki | 100687
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Rule 34 – 1990s 1999 20th century 2futas areolae balls balls bigger than penis bottomless breasts censored character request chubby cleavage clothing erect nipples erection futa on futa futa only futanari huge nipples hyper hyper balls hyper breasts hyper nipples hyper penis intersex large areolae multiple futa nipples no bra ozone penis source request stick nipples uno makoto voluptuous | 99746
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Rule 34 – 1990s 1999 1futa 20th century areola balls blush breasts censored clothes tearing crotchless cum cumshot darkstalkers dated demon erect nipples erection flat chest futa only futanari hands-free huge nipples hyper hyper balls hyper penis intersex lilith aensland nipples no bra ozone penis small breasts small but hung succubus torn clothes torn clothings uno makoto | 99741
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Rule 34 – 1990s 1999 20th century ass black hair breast grab breasts brown eyes cloud strife color female final fantasy final fantasy vii flower huge ass huge breasts human large breasts male mr. chinuck nipples nude smooth skin straight tifa lockhart | 97079
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Rule 34 – 1990s 1999 1girls 20th century amazon animal ears animal humanoid artist request barefoot bow cat ears cat humanoid cat tail cavewoman climbing feet female huge eyes humanoid jungle jungle girl kemonomimi leopard print loincloth muscles muscular native nature ooga booga original prehistoric primitive pussy red hair savage savage land solo source request tan tarzan tree tribal unga bunga upskirt wilderness | 93183
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Rule 34 – 1990s 1999 20th century bishoujo senshi sailor moon blush breasts choker clothing eyeball (artist) female female only high heels highres human purple eyes purple hair pussy rei hino sailor mars see-through see-through clothing skirt small breasts smile solo straight hair uncensored | 90409
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Rule 34 – 1990s 1999 20th century ass boots breasts earrings female female only flat chest game freak heel boots high heel boots jessie (pokemon) kageta long hair long red hair lowres no bangs nude pokemon pokemon (anime) purple eyes pussy red hair sakaki (artist) small breasts solo thigh boots uncensored | 88264
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Rule 34 – 1999 2d 2girls alice mizuki artistic nude breasts brown hair cable clock closed eyes completely nude convenient censoring embrace female female only human human female human only itaka jin lain iwakura light-skinned female light skin lowres mugen garou multiple girls nude nude female serial experiments lain short hair underboob wire yuri | 87110
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Rule 34 – 1990s 1999 20th century after sex blush brown hair censored chibigou cum female long hair lying nipples nude original pubic hair pussy spread legs tabi tatami watermark | 83981
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Rule 34 – 1990s 1999 1girls 20th century breasts bride brown hair closed eyes clothed sex clothing cowgirl position cum cum inside dark-skinned male dark skin dress drooling female gangbang group sex gundam human light-skinned female light skin male motion blur nipples no bra no panties open mouth penis pussy pussy juice restrained reverse cowgirl position saliva sex short hair sochie heim spread legs squatting straddle straight sweat tears turn a gundam uncensored unseen male face vaginal penetration veil wedding dress youkai ankake | 83271
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Rule 34 – 1990s 1999 1girls 20th century anal anus arms behind back ass bent over bondage bound arms breasts bride brown hair censored cum cum in ass cum inside cumdrip dildo dildo in ass doggy style drooling female flower flower crown from behind gundam hair flower hair ornament head wreath human jewelry light-skinned female light skin male necklace nipples nude open mouth penis pussy pussy juice rape rope saliva sex short hair sochie heim solo sweat tears turn a gundam youkai ankake | 83270
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Rule 34 – 1990s 1999 1girls 20th century arched back bite biting black legwear black thighhighs bondage boots bound arms bound legs breasts brown hair clit biting clitoris closed eyes corset cunnilingus drooling female garter belt gundam human kneeling light-skinned female light skin male nipples no bra no panties open mouth oral pussy rope saliva shadow short hair small breasts sochie heim sweat tears thighhighs torn clothes turn a gundam youkai ankake | 83269
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Rule 34 – 1990s 1999 1girls 20th century anal beads anal beads pull anus ass ass juice black legwear black thighhighs boots breasts brown eyes brown hair dress drooling female from behind garter belt gundam human light-skinned female light skin looking back no panties open mouth pussy pussy juice saliva shadow short hair sochie heim solo tears thighhighs turn a gundam uncensored upskirt youkai ankake | 83267
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Rule 34 – 1990s 1999 1girls 20th century animal penis bent over bestiality blush bondage boots bound arms breasts brown eyes brown hair clothed sex clothing doggy style dress dress lift drooling female female on feral feral feral on female feral on human from behind fur gundam horse horse penis horsecock human human on feral interspecies light-skinned female light skin male nipples no bra open mouth penis rape rope saliva sex shadow short hair size difference sochie heim sweat turn a gundam youkai ankake zoophilia | 83266
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Rule 34 – 1990s 1999 1girls 20th century black legwear black thighhighs blush bob cut breasts broken rape victim brown eyes brown hair cleavage clothing cum cum on body cum on clothes cum on hair cum on lower body cum on upper body cum pool cumdrip cumpool dress drooling facial female garter belt gundam human light-skinned female light skin lying nipples no bra no panties on back peeing peeing self saliva short hair sochie heim solo spread legs stockings tears thighhighs torn clothes turn a gundam youkai ankake | 83265
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Rule 34 – 1990s 1999 20th century bishoujo senshi sailor moon breasts detransformation female female only human nail polish nude rei hino ribbon ribbons sailor mars small breasts solo straight hair tinman (coloring) transformation | 76401
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Rule 34 – 1999 2girls anna miller blue hair blush bottomless breast grab breasts brick brown hair closed eyes cum cup female glasses green eyes head grab lactation midriff milk multiple girls navel nipples no bra no panties open mouth tears tongue tongue out tray umihara kawase umihara kawase (character) waitress yappon (yp) | 55460
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Rule 34 – 1990s 1999 20th century bed sheet breasts female female only hair over eyes hair over one eye huge breasts human king of fighters lipstick lowres makeup shermie (kof) snk solo strap slip | 53365
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Rule 34 – 1999 1girls android bra breasts female gloves halterneck highleg highleg panties jpeg artifacts lingerie lowres navel nipples okamoto fujio original panties purple bra purple panties pussy robot robot ear scan see-through standing underwear | 53098
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