Tag 2000s (style)

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Rule 34 – 00s 1080p 1440×1080 1boy 1boy1girl 1girl1boy 1girls 2000s 2000s (style) 2000s and 2010s style 2004 2d 2d (artwork) 2d animation 2girls big ass black hair male blush bondage harness boobs bouncing breasts breast fondling breast grab breasts brown hair brown hair female caught masturbating city consensual cowgirl position cum cum on face dat ass dirty talk drool dubbed version earrings english audio english dialogue english dub english voice english voice acting erection erection through clothing erection under clothes facial fellatio female female masturbation female moaning female pubic hair fingering pussy food full moon grey eyes huge breasts hugging inner thoughts jewelry karen (vinus file) lactating lactating nipples large penis lipstick long brown hair long video longer than 30 seconds longer than 3 minutes longer than 5 minutes longer than one minute male/female male pubic hair mature female meganekko moon moonlight mp4 night nipples not a virgin nutech digital older female over 480p pinching nipples pink bra pink panties pretending to be unaware pubes pubic hair pussy juice red lips red lipstick red rope rooftops rope harness saliva self fondle sex shin ban megami tantei vinus file shocked male sound spying stomach noises straddle straight tagme taking a nap thighhighs thinking about sex tied hair tits uncensored vaginal penetration vaginal sex veiny penis video voice acted watching watching sex wavy hair younger male | 10955620
6 views
Rule 34 – 00s 1080p 1440×1080 1boy 1boy1girl 1girl1boy 1girls 2000s 2000s (style) 2000s and 2010s style 2004 2d 2d (artwork) 2d animation 2girls bondage harness bouncing breasts brown hair brown hair female city consensual cowgirl position cum cum on face dubbed version earrings english audio english dialogue english dub english voice english voice acting erection erection through clothing erection under clothes facial fellatio female masturbation female pubic hair fingering pussy food grey eyes huge breasts jewelry karen (vinus file) large penis lipstick long video longer than 30 seconds longer than 3 minutes longer than 5 minutes longer than one minute male pubic hair mature female meganekko mp4 night not a virgin nutech digital older female over 480p pubes pubic hair pussy juice red lips red lipstick red rope rooftops rope harness sex shin ban megami tantei vinus file sound spying stomach noises straddle straight tagme thighhighs thinking about sex uncensored vaginal penetration vaginal sex veiny penis video video voice acted watching watching sex wavy hair younger male | 10955620
6 views
Rule 34 – 00s 1boy 1girls 2000s 2000s (style) 2000s and 2010s style 2003 2d 2d (artwork) 2d animation 2girls abuse of power adolescent adult and teenager adult male afraid age difference angry animated begging to stop big man blonde female blood breast fondle breasts calling for help crying crying female cum cum in pussy cum in uterus cum inside dark shell death defloration drool explicitly stated nonconsent female female death female moaning fertilization fingering pussy forced forced kiss gun helpless female hentai high resolution highres impregnation killing kissing licking licking nipples licking panties longer than 30 seconds longer than 3 minutes longer than one minute male military military clothing military uniform mind break mp4 muscular male no bra nutech digital old man older impregnating younger older male older man and teenage girl ovum panicking panting peeing petite female pistol rape resisting saliva scar sex shirt shirt lift short hair short hair female size difference small breasts soldier sound sperm cell sperm meets ovum tagme tall male tears teenage girl third-party edit traumatize traumatized ukita moe ukita tomoko uncensored until they like it unwanted creampie unwanted impregnation vaginal juices vaginal penetration veteran video virgin virginal blood voice acted war crime | 10946668
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Rule 34 – 00s 2000s 2000s (style) 2000s and 2010s style 2003 2d 2d (artwork) 2d animation abuse of power adolescent adult and teenager adult male afraid age difference angry animated begging to stop big man blonde female blood breast fondle breasts calling for help creampie crying crying female cum cum in pussy cum inside dark shell death defloration drool explicitly stated nonconsent female female death female moaning fertilization fingering pussy forced forced kiss gun helpless female hentai high resolution highres impregnation killing kissing licking licking nipples licking panties longer than 30 seconds longer than 3 minutes longer than one minute male military military clothing military uniform mind break mp4 muscular male nakadashi no bra nutech digital old man older impregnating younger older male older man and teenage girl ovum panicking panting peeing petite female pistol rape resisting saliva scar sex shirt shirt lift short hair short hair female size difference small breasts soldier sound sperm cell sperm meets ovum tagme tall male tears teenage girl third-party edit until they like it unwanted creampie unwanted impregnation vaginal juices vaginal penetration veteran video virgin virginal blood voice acted war crime | 10946668
7 views
Rule 34 – 00s 1boy 2000s 2000s (style) 2000s and 2010s style 2d 2girls 720p all fours animated armbinder assertive female audible ejaculation bad girl black lips black lipstick blindfold bondage breasts brown hair brown hair female ceiling light chains chikami yukari (kurohime: shikkoku no yakata) clothed clothed female collar cum cum drip cum dripping from ass cum on ass cum on back cumshot cunnilingus dirty talk discovery (company) doggy style dominatrix drool dungeon english audio english dub english voice english voice acting female femdom femsub forced bondage forced cunnilingus forced partners hi res high resolution highres indoors kurohime: shikkoku no yakata kurohime (spd) licking ass licking nipples lipstick long hair long hair female longer than 2 minutes longer than 30 seconds longer than one minute male male/female male and female subs malesub maya (kurohime: shikkoku no yakata) mouth gag mp4 multiple subs multiple subs one dom mutual rape naked nipples nude nude female nude male over 480p pubes pubic hair saliva sex sex slave shorter than 3 minutes shorter than five minutes shorter than four minutes slave sound straight submissive submissive female tongue tongue in anus uncensored vaginal penetration vaginal sex video voice acted | 10920687
10 views
Rule 34 – 1boy 1boy1girl 1girl1boy 1girls 2000s 2000s (style) 2000s and 2010s style 2002 2d 2d (artwork) 2d animation 540p 960×540 abs angry animated animation apartment audible ejaculation begging big breasts blackmail blue eyes blue eyes female bondage breasts convulsing convulsions creampie cum cum in pussy cum inside defloration deflowering delivery delivery man dildo dirty talk dubbed version electric shock electricity electro electrodes electrostimulation english audio english dub english voice english voice acting erect nipples erect penis faceslap female rapist forced indoors inner thoughts interrogation justified rape karma kay yuzuiri living sex toy delivery longer than 30 seconds longer than 3 minutes longer than 4 minutes longer than 5 minutes longer than one minute male male rape victim milk mp4 muscles muscular muscular female muscular sub nipples nutech digital over 480p penis photos rape red hair female restrained restraint revenge revenge rape reverse rape secretly loves it sex shock shocked shocking short hair silver hair silver hair female sound spasm spasming spasms straight strap-on sucking penis sweat sweaty body table tagme tied down twitching uncensored until they like it vaginal creampie vaginal penetration vaginal sex veiny penis video virgin virginity loss voice acted wires | 10856933
7 views
Rule 34 – 2000s 2000s (style) 2boys abs after rape akari oborodzuka blossomtea collarbone cum cum in penis cum on floor eyebrows eyebrows visible through hair gay gay rape genderswap (ftm) masa works design navel nipples nude nude male onibi series pectorals penis red eyes rule 63 scrotum self upload shiny skin sitting on floor spreading legs teeth tongue upper teeth only veins veins on dick white hair yaoi yodayo | 10893811
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Rule 34 – 1girls 2000s 2000s (style) ai generated akari oborodzuka areolae autismmix pony(model) blossomtea blush canon design dot nose eyebrows eyebrows visible through hair looking at viewer masa works design navel nude nude female onibi series pussy red eyes self upload sitting on floor spreading legs white hair yodayo | 10893458
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Rule 34 – 1boy 2000s 2000s (style) 2000s and 2010s style 2002 2d 2d (artwork) 2d animation 6girls 960×540 angry apartment attempted murder audible ejaculation backhand bad girl betrayal big breasts blue hair blue hair female boobs breasts brown eyes male candles cum cumshot delivery man deserves to be raped dick draining drugged drugged sex dubbed version english audio english dialogue english dub english voice english voice acting faceslap female female rapist forced glass goblet green eyes female green hair green hair female hi res high resolution highres interrogation interrogation rape jerking justified rape karma kay yuzuiri kidnapped kirijima nanami licking licking penis living sex toy delivery longer than 30 seconds longer than 3 minutes longer than 4 minutes longer than 5 minutes longer than one minute male protagonist male rape victim maria akisuki mp4 nipples nude party nutech digital over 480p planning rape red hair female revenge revenge rape reverse gangbang reverse rape rough sex seijou satsuki sex shizuki miku short hair sound straight tagme tied hair tits tokudachi ayame tongue uncensored until they like it vaginal penetration vaginal sex video virgin voice acted yuka (living sex toy delivery) | 10810365
9 views
Rule 34 – 1080p 1440×1080 1boy 2000s 2000s (style) 2000s and 2010s style 2002 2d 2girls 2girls1boy animated begging to stop behind closed doors black corset black heels blue hair blue hair female blush bondage breasts cum cum in pussy cum inside defloration deserved fate deserved impregnation dirty talk drool dubbed version english dialogue english dub english voice english voice acting female female moaning femsub green eyes green eyes female hi res high resolution highres impregnation risk indoors inner thoughts kenichi sakaki kurashiki anna lip gloss long blue hair long hair long hair female longer than 30 seconds longer than 3 minutes longer than one minute male maledom milf milky animation label mother and daughter mp4 over 480p penis pubes rope tied saliva secretly loves it sex shorter than five minutes sound stone floor straight taped pussy tied hands uncensored until they like it unwanted impregnation vaginal creampie vaginal penetration video virgin virginal blood voice acted waver yasue kurashiki | 10558067
10 views
Rule 34 – 00s 1280×720 2000s 2000s (style) 2000s and 2010s style 2006 2d 2d (artwork) 2girls 720p anal insertion beauty mark belly expansion big breasts black package try blue eyes blue eyes female bondage bound ankles bound wrists breast hold breasts brown hair brown hair female censored chikoubo kegasareta souden cuffs defecation endured face enema extreme content game cg green eyes green eyes female hi res high resolution highres lactation longer than 30 seconds longer than one minute mature female milf milk milk enema milk extraction milk insertion milking machine mole mole under eye mosaic censoring mother mp4 nipples nude nude female okudera kyouko (chikoubo kegasareta souden) over 480p pipelining poop projectile scat scat shiny shit shorter than 3 minutes shorter than two minutes slideshow stepmother stomach bulge strap straps sweat tachibana miyuki (chikoubo kegasareta souden) tagme thighs video wide hips wooden wooden floor | 10669588
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Rule 34 – 00s 1boy 1boy1girl 1girls 2000 2000s 2000s (style) 2000s and 2010s style 2d 3girls 69 69 position 720p 960×720 abuse anal licking angry demand animated ass grab ass rub bathroom bed bedroom begging to stop blackmail blonde female blonde hair blonde hair female blue bra blue eyes blue panties blush camera ceased resistance clothed clothed male complaint creampie crying cum cum in mouth cum inside cum on face cum overflow cunnilingus deep blush deepthroat defloration deflowering dirty talk dubbed version ejaculation elf (company) embarrassed female embarrassment english dialogue english dub english voice faceslap facial female forced forced oral fujima moeko ganguro green eyes groping ass hand on head hands on ass hd hd (traditional) hentai hentai series hi res hidden camera high quality highres hosome eyes indoors kurihara asami licking anus licking pussy lifted lifted by another listening listening through wall long video longer than 30 seconds longer than 3 minutes longer than 5 minutes longer than one minute maejima kaori male mirror moaning mp4 night older male older penetrating younger oral oral sex peeing pink panties pink pineapple poking poking ass pussy rape red carpet red hair redhead ryona saliva schoolgirl short hair shusaku shusaku replay skirt slapped socks sound stomach noises straight sweat tears teasing tomboy tongue tongue out uncensored unwanted creampie unwanted cum inside urinating female urine utter domination video video camera video recording virgin virginity voice acted voyuerism wealthy female yellow towel younger female yuri | 8301441
9 views
Rule 34 – 2000s 2000s (style) 2000s and 2010s style 2003 2d 2d (artwork) 2d animation 3girls 720p 960×720 accidental exposure animated apologizing blue eyes blue eyes female blue hair blue hair female blush clothed clothed female demanding dirty talk dubbed version elf (company) embarassment embarrassed female english dub english voice acting eri takabe evil laugh female forced hi res high resolution highres hosome eyes inner thoughts kitty media kurihara asami lesbian kiss licking licking face long hair long ponytail longer than 30 seconds longer than one minute male middle finger mirror mp4 nagumo chiaki older male older male younger female orange dress over 480p panties down pervert male perverted pink hair pink pineapple ponytail pushing pushing away pussy fingering pussy juice pussy juice on fingers red eyes red eyes female red hair female short hair shorter than five minutes shorter than four minutes shusaku shusaku liberty skirt sound supernatural takabe eri ugly man uncensored upset upset stomach video voice acted watching yuri | 10439095
7 views
Rule 34 – 1080p 1440×1080 1boy2girls 2000s 2000s (style) 2000s and 2010s style 2002 2d 2girls1boy animated begging to stop behind closed doors black corset blue hair blue hair female blush bondage breasts cum cum in pussy cum inside defloration deserved fate deserved impregnation dirty talk drool dubbed version english dialogue english dub english voice english voice acting female moaning femsub green eyes green eyes female hi res high resolution highres impregnation risk indoors inner thoughts kenichi sakaki kurashiki anna lip gloss long blue hair long hair long hair female longer than 30 seconds longer than 3 minutes longer than one minute maledom milf milky animation label mother and daughter mp4 over 480p pubes rope tied saliva secretly loves it sex shorter than five minutes sound stone floor straight tied hands uncensored until they like it unwanted impregnation vaginal creampie vaginal penetration video virgin virginal blood voice acted waver yasue kurashiki | 10558067
7 views
Rule 34 – 2000s 2000s (style) 2000s and 2010s style 2001 2d 2girls 540p 960×540 ail soft akiyama asuka animated assisted rape barefoot black hair black hair female breasts bride brown hair brown hair female captured heroine clothed clothed male couch cum cum in pussy cum inside demanding dirty talk doggy style position dubbed version elevator english dialogue english dub english voice english voice acting female female rape victim forced glass table helpless indoors kyouhaku kyouhaku 2 long black hair long brown hair long hair long hair female longer than 30 seconds male mp4 multiple boys naked nipples nude nude female over 480p pink pineapple purple eyes purple hair purple hair female rape ripped clothing ripped dress shorter than 3 minutes shorter than five minutes shorter than four minutes shorter than one minute shorter than two minutes sound table tally mark tally marks tears tears in eyes tied hands uncensored vaginal creampie vaginal penetration video voice acted | 10561095
8 views
Rule 34 – 2000s 2000s (style) 2000s and 2010s style 2d 2d (artwork) 2d animation 3girls 480p 4boys 640×480 ail soft akiyama asuka animated bed black dress blue hair blue hair female breasts brown eyes brown eyes female censored drinking wine dvg gangrape glasses indoors irrumatio japanese dialogue japanese voice acting kyouhaku long hair long red hair longer than 30 seconds meganekko miyazaki yumiko mole mole under eye mosaic censoring multiple boys nipples nude female nude male rape red hair sex slave shorter than 3 minutes shorter than five minutes shorter than four minutes shorter than one minute shorter than two minutes sound tagme threesome vaginal sex video voice acted wine wine bottle wine on breasts yuuki aya | 10507532
4 views
Rule 34 – 2000s 2000s (style) 2000s and 2010s style 2003 2d 3girls 720p 960×720 accidental exposure animated apologizing blue eyes blue eyes female blue hair blue hair female blush clothed clothed female demanding dirty talk dubbed version elf (company) embarassment embarrassed female english dub english voice acting eri takabe evil laugh female forced hi res high resolution highres hosome eyes inner thoughts kitty media kurihara asami licking licking face long hair long ponytail longer than 30 seconds longer than one minute male middle finger mirror mp4 nagumo chiaki older male older male younger female orange dress over 480p panties down pervert male perverted pink hair pink pineapple ponytail pushing pushing away pussy fingering pussy juice pussy juice on fingers red eyes red eyes female red hair female short hair shusaku shusaku liberty skirt sound supernatural takabe eri ugly man uncensored upset upset stomach video voice acted watching | 10439095
14 views
Rule 34 – 1080p 1440×1080 2000s 2000s (style) 2000s and 2010s style 2002 2boys 2d 2d (artwork) 2d animation assistance baseball bat bdsm beating begging for mercy begging to stop behind closed doors big breasts black heels blue hair female blush blushing at another bondage boobs book breasts brought to obedience candle candle wax deserved deserved fate drool earrings english audio english dialogue english dub english voice english voice acting feet tied female masturbation female moaning femsub green eyes hi res high resolution highres irony kenichi sakaki kurashiki anna long hair female long video longer than 30 seconds longer than 3 minutes longer than 5 minutes longer than one minute maledom milf milky animation label mother and daughter mp4 multiple girls nipples over 480p pussy spanking red dress red hair ribbon red heels rope rope harness ryona sadism saliva secretly loves it smug face sound spanking spanking ass tagme tits torture uncensored upset video voice acted watching watching bdsm waver wax on breasts wet pussy wooden horse (device) yasue kurashiki | 10412597
15 views
Rule 34 – 00s 1080p 1440×1080 1boy 1boy3girls 2000s 2000s (style) 2000s and 2010s style 2001 2d 2d (artwork) 2d animation 3girls1boy 4girls age difference ai shimai ~futari no kajutsu~ ai shimai ~futari no kajutsu~ (ova) arguing asian female assistance assisted sex audible ejaculation bathroom bed bedroom black hair black hair female blonde female blonde hair blonde hair female blowjob blue eyes blue eyes female blue hair blue hair female boobs breast grab breasts competition cowgirl position cum cum in mouth cum in pussy cum inside daughter defeated male dirty talk dubbed version earrings english audio english dub english voice english voice acting fellatio female female moaning fingering fingering another fingering anus fingering partner fingering pussy green eyes green eyes female group sex hentai hentai series indoors irony kitazawa rumi kitazawa tomoko kitazawa yukie licking pussy long blue hair long hair female long video longer than 30 seconds longer than 3 minutes longer than 5 minutes longer than one minute milf missionary position mother mp4 nipples nogawa taketo okamoto yumi older female oral creampie oral sex over 480p pink pineapple playing a game red dress safe sex sisters sound straight sucking penis tagme tied hair tissue tissue box tissues tits uncensored video voice acted watching watching sex younger boy younger female | 10378873
12 views
Rule 34 – 00s 2000s 2000s (style) 2000s and 2010s style 2d 2d (artwork) 2d animation 2girls 480p 640×480 ail soft ball gag brown eyes brown eyes female brown hair brown hair female censored dildo dominant female drool dvg female female only femdom glasses helpless female hi res highres japanese voice acting kyouhaku long hair long red hair meganekko miyazaki yumiko mosaic censoring mouth gag no subtitle pussy juice red hair red hair female schoolgirl schoolgirl uniform shorter than 3 minutes shorter than five minutes shorter than four minutes shorter than one minute shorter than two minutes tagme tied hands vibrator video voice acted yuuki aya | 10364079
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