Tag 1990s (style)

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Rule 34 – 1990s (style) big breasts blush breast grab breast lift breasts brown eyes brown hair clothes lift female female only final fantasy final fantasy vii grabbing human large breasts long hair low-tied long hair michael f91 nipples retro artstyle shirt lift smile solo solo female straight hair tied hair tifa lockhart upper body | 136338
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Rule 34 – 1990s (style) armpits bare shoulders bdsm bondage bound breast slip breasts cape censored clothes pull crotch rub cum cum in pussy elbow gloves fellatio female final fantasy final fantasy iv forced oral gloves green hair green legwear green theme hair ornament harapeko human leotard long hair nipples open mouth oral pussy rape retro artstyle rydia rydia (ff4) saliva shirt pull tears tentacle tentacles thighhighs thighs tongue vaginal wavy hair | 134563
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Rule 34 – 1990s (style) 1girls 2010 2d 2d (artwork) 90s breasts cowboy bebop earrings elbow gloves eyeshadow faye valentine female female only gloves green eyes hair up human large breasts light-skinned female light skin lipstick looking down medium breasts navel nipples no bra no sex pale-skinned female pale skin photoshop purple hair retro artstyle rose seductive short hair solo solo female undressing | 122573
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Rule 34 – 1990s 1990s (style) 1997 1girls 90s agent aika aika sumeragi bondage breasts breasts apart brown hair cap comatose completely nude female female only hose human indoors lab large breasts light-skinned female light skin medical medium breasts nude nude female restrained screencap sedated short hair sleeping small nipples solo source request unconscious | 115812
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Rule 34 – 1990s 1990s (style) 1996 2d 90s animated animated gif ass breasts brown hair clothing demon beast invasion dez climax double penetration female from behind game cg gif hentai injuu kyoushitsu interspecies male monster monster boy multiple girls open mouth oral pc98 penetration pixel art pussy restrained school school uniform short hair spread legs student tentacle uniform vaginal penetration youjuu kyoushitsu | 113115
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Rule 34 – 1990s 1990s (style) 1997 1girls 90s anal anal insertion anal sex close-up closeup copyright symbol double insertion double penetration dream dreaming fantasy female heels only high heels high heels only lower body pornotopia pubic hair pussy realistic spread legs stiletto heels tentacle uncensored vaginal vaginal insertion vaginal penetration | 112604
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Rule 34 – 1990s 1990s (style) 1993 2d 2d animation 2futas 90s animated animated gif areolae ass bandage bandaged leg bandaged legs bandages bouncing breasts bow breasts clitoral futa clitoris closed eyes completely nude completely nude futa daiei english text eyebrows visible through hair female fight fighting footwear footwear only futa on futa futa only futa penetrated futa penetrating futa penetrating futa futa sans balls futanari gif hentai hentai series injuu gakuen la blue girl intersex intersex/intersex intersex only intersex penetrated intersex penetrating intersex penetrating intersex kai fubuki kunoichi la blue girl light-skinned futa light skin lowres midou miko multiple futa mutual penetration navel ninja ninja futa nipples nude nude futa ova penetration penis purple hair pussy retro retro artstyle scissoring screencap sex sexfight shoes text vaginal vaginal penetration vaginal sex wet breasts wet pussy | 111676
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Rule 34 – 1990s (style) 1girls ai assisted ass breasts disney disney channel female full body furry furry female goof troop grey pantyhose gymnastics hoop earrings large breasts leg warmers leotard long legs mature female milf pantyhose peg pete pink leotard sarantics sneakers solo splits visor cap | 15022883
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Rule 34 – 1990s (style) 1futa 1futanari accurate art style ai generated balls big balls big penis brown eyes brown hair erection futanari giga (company) hair ribbon inviting inviting to sex large breasts leaking precum naked naked futa on back on bed perky breasts perky nipples pixai ponytail precum retro artstyle seductive look seductive pose self upload uncensored variable geo very long hair video game character yuka takeuchi | 14969482
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Rule 34 – 1990s (style) 1girls 90s arms behind back ass eyebrows farce yuuwaku hakusho female game cg gif green eyes green hair long hair lowres mineyama sizuka nude oral pc-98 (style) penetration pixel art rape retro artstyle software house parsley source request spread legs static gif tears tentacle tentacles top-down bottom-up | 79105
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Rule 34 – 1990s (style) aqua eyes aqua hair arm at side artist name beach bikini blue bikini blush bracelet brazilian flag brazilian miku cowboy shot cropped shirt dark-skinned female dark skin day eremas-su eyebrows eyelashes female female focus fingernails from below green nails green shirt grin guarana antarctica hand up hatsune miku highleg highleg bikini highres index finger raised jewelry looking at viewer looking down matching hair/eyes nail polish navel ocean off-shoulder shirt off shoulder outdoors retro artstyle sand shirt side-tie bikini bottom single bare shoulder single off shoulder smile solo standing sunglasses sunglasses on head sweat swimsuit t-shirt tan tanline teeth twintails two-tone shirt vocaloid water white-framed eyewear yellow shirt | 14917219
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Rule 34 – 1990s 1990s (style) 1997 1boy 1girls 2d 2d (artwork) 2d animation 90s animated breast grab breasts chain leash collar dark-skinned male dark penis dark skin dungeon erection faceless female faceless male female gif hentai huge breasts human imma youjo interracial leash light skin looping animation low res lowres male paizuri penis pink pineapple rape sex slave straight thrusting uncensored | 77479
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Rule 34 – 1990s 1990s (style) 1998 2d 2d (artwork) 2girls 90s ail soft akiyama asuka anal double dildo ass ass to ass barefoot bed bedroom black hair blue hair bondage bound bound together censored chains clenched teeth coercion cuffs defloration deflowering dildo double dildo drool feet female female focus female virgin femsub forced partners hair ribbon kyouhaku long hair mosaic censoring multiple girls multiple subs nipples nude pussy pussy juice saliva takatsukasa reika toes under 480p vaginal blood virgin virginal blood yellow hairband yuri | 64300
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Rule 34 – 1990s 1990s (style) 1998 2boys 2d 2d (artwork) 2girls 90s ail soft blood bloody penis blush boobs breasts brown-haired female brown eyes brown hair censored drool faceless male female female focus glasses kyouhaku long red hair male meganekko miyazaki yumiko mole mole under mouth mosaic censoring nipples penis pleated skirt rape red hair redhead school uniform seifuku serafuku sex skirt smoke smoking smoking cigarette tear streaks tears tits under 480p virgin virginity loss watching watching rape wink yellow bowtie yuuki aya | 56395
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Rule 34 – 1990s 1990s (style) 1996 1boy 1girls 2d 90s animated animated gif bathroom bouncing bouncing breasts breasts brown hair cap demon beast invasion female gif hentai human human female human male human only kayo asakura loop looping animation lowres male nude screencap sex short hair straight topless youjuu kyoushitsu | 53172
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Rule 34 – 1990s (style) 1girls blue hair blush breasts embarrassed female female only fingerless gloves frown gloves grey eyes human hunter x hunter japanese clothes kimono large breasts light-skinned female light skin long hair machi komacine mikagami sou mound of venus navel nipples no bra off shoulder open clothes open shirt pale-skinned female pale skin panties pants pull panty pull phantom troupe pink hair polka dot ponytail purple hair pussy pussy juice retro artstyle shirt short hair short kimono shounen jump solo tied hair underwear villainess white panties | 53132
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Rule 34 – 1990s 1990s (style) ai generated akaz123 blush brown eyes brown hair brown penis cock hungry cock worship drooling fuyutsuki azusa great teacher onizuka horny female imminent fellatio imminent oral large penis licking penis looking at viewer medium breasts open mouth penis awe penis grab penis lick penis on face retro artstyle school teacher short hair steaming body steamy breath sweaty body sweaty breasts teacher thick penis tongue out veiny penis wanting cock wanting cum | 14776430
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Rule 34 – 1990s 1990s (style) ai generated akaz123 blowjob blowjob face blowjob pov blush brown eyes brown hair brown penis cock gobble cock hungry cock worship cum addict cum dripping down chin cum dripping from mouth cum in mouth cum inside cum on breasts cum on face drooling fixing hair fuyutsuki azusa great teacher onizuka horny female large penis looking at viewer medium breasts retro artstyle school teacher short hair steaming body steamy breath sweaty body sweaty breasts teacher thick penis vacuum blowjob vacuum fellatio veiny penis wanting cock wanting cum wanting more | 14776456
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Rule 34 – 1990s (style) 2d 6+girls 7girls animated bent over big breasts black hair blonde hair bondage breasts brown hair clothes cthulhu cthulhu mythos female footwear gif h.p. lovecraft hair hentai injuu gakuen la blue girl injuu gakuen la blue girl: fukkatsu hen la blue girl lowres male monster multiple boys multiple females multiple girls nipples nude pubic hair public domain pussy rape red eyes short hair skirt socks suspension tentacle tentacle sex torn clothes uncensored upside-down vaginal penetration | 28548
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Rule 34 – 1990s (style) 2d 2d (artwork) 2d artwork afraid ahe gao ahe gao portrait angry armor backsack balls ballsack bandit begging for mercy begging to stop blue eyes blue hair breast plate breasts broken lance broken rape victim broken weapon caeda (fire emblem) cel shading clothed rape clothed sex crying crying with eyes open cum cum in pussy cum in pussy cum inside defeat defeat rape defeat sex defeated defiant defiant sub dialogue fantasy female female rape victim femsub fingerless gloves fire emblem fire emblem: mystery of the emblem flailing forced fucked silly furrowed brow furrowed eyebrows game background game over gameplay mechanics gameplay screenshot gritted teeth heel boots heels heroine hyoreisan instant loss 2koma light-skinned female light skin long blue hair long hair male maledom married female mating press missionary missionary position nervous nervous sweat pixel art pussy rape raped raped by enemy raped girl red clothing red fingerless gloves red gloves red kneehighs red leggings resisting retro artstyle rolling eyes scared screaming sex shiny eyes shoulder armor snes sobbing sweat tears text text box thick thighs tomboy tongue tongue out unwanted creampie unwanted cumshot unwilling vaginal penetration worried yellow sash zettai ryouiki zoom in | 14626217
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