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1990s 1996 1girls 20th_century 3boys abuse abused abused_female balls big_ass big_breasts big_female blowjob blushing blushing_female classy cum cum_in_ass cum_in_face cum_in_hand cum_in_mouth cum_in_pussy cum_inside cum_on_body cum_outside doggy_style ejaculation elegant enjoying_rape erection fellatio female female_rape female_rape_victim female_raped fighting_game forced_sex gangbang handjob high_resolution larger_female legs_held_open long_hair masturbating_partner masturbating_while_sucking masturbating_while_sucking_cock masturbating_while_sucking_dick masturbating_while_sucking_penis masturbation multiple_boys multiple_males multiple_penises mutsuya naughty_face no_color no_condom old_character_design page_54 penis rape rape_face rape_victim raped raped_female raped_girl rapist rapist_male reimi_jahana remastered sucking_penis sweatdrop testicles vaginal_penetration variable_geo waitress wanting_cum wanting_more

1990s 1996 1girls 20th_century 4boys abuse abused bdsm big_breasts black_body blowjob blushing_female bondage brown_body brown_nipples brown_skin bukkake cowgirl_position crying crying_with_eyes_open cum cum_in_body cum_in_hair cum_in_mouth cumshot cumshot_in_mouth deepthroat deepthroat_no_hands ejaculation erection fellatio female female_focus female_rape female_rape_victim female_raped fighting_game forced forced_oral forced_sex forehead_band gangbang helpless helpless_girl high_resolution kubota_jun large_female legs_held_open long_hair multiple_boys multiple_males multiple_penises mutsuya no_color no_condom no_escape nude_female old_character_design page_52 penis_in_mouth penis_in_pussy penis_inside penis_out rape rape_face rape_victim raped raped_female raped_girl rapist_male remastered straight strong strong_female strong_tomboy strong_woman sucking_penis tall_female taller_girl tied tied_arms tied_hands tied_legs tomboy tough_girl vaginal_penetration variable_geo waitress

1990s 1996 1girls 20th_century 2boys ayako_yuuki big_breasts blowjob blush blushing_female breasts closed_eyes cum cum_in_body cum_in_face cum_inside cum_inside_mouth cum_inside_pussy cum_inside_vagina cumshot cumshot_in_mouth double_handjob double_masturbation ejaculation erection female female_rape female_rape_victim female_raped fighting_game forced forced_oral forced_sex gangbang high_resolution lesbian_rape long_hair masturbating_partner masturbating_while_sucking masturbating_while_sucking_cock masturbating_while_sucking_dick masturbating_while_sucking_penis masturbation mutsuya no_color no_condom old_character_design open_mouth orgasm_face orgasm_from_vaginal page_51 penis_in_hand penis_in_pussy penis_on_face penis_out pussy_hair rape rape_face raped raped_female raped_girl rapist rapist_male remastered sucking_penis vaginal_penetration variable_geo waitress

ayako_yuukibig_breasts

1990s 1996 1girls 20th_century 3boys big_breasts blowjob blush blushing blushing_female breasts bunny_ears bunny_girl bunnysuit cum cum_in_hair cum_inside_mouth cum_outside cumshot cumshot_in_mouth double_masturbation ejaculation enjoying_rape erection erilin_goldsmith female female_rape female_rape_victim female_raped fighting_game forced forced_oral forced_sex gangbang girl_raped high_resolution masturbating_partner masturbating_while_sucking masturbating_while_sucking_cock masturbating_while_sucking_dick masturbating_while_sucking_penis masturbation mutsuya naughty nipples no_color no_condom old_character_design page_50 paizufella paizuri paizuri_facial penis_in_mouth penis_out rape rape_face raped raped_female rapist rapist_male rapist_pov remastered short_hair tie titfuck titjob variable_geo waitress

big_breastsblowjob

1990s 1996 1girls 20th_century 2boys abuse abused abused_female anal bdsm blushing blushing_female bondage chained_hands crying crying_with_eyes_open cum cum_in_clothing cum_in_hair cum_in_mouth cum_inside cum_on_ass cum_on_body cum_on_pussy double_penetration female female_rape female_rape_victim female_raped fighting_game forced forced_oral forced_sex gangbang girl_raped high_resolution legs_grab legs_held_open legs_up multiple_boys multiple_males mutsuya no_color no_escape old_character_design open_mouth oral_sex page_49 pussy_hair rape rape_face raped raped_female rapist rapist_male rapist_pov remastered short_hair short_hair_female small_boobs small_tits suspended suspended_double_penetration suspended_in_midair suspended_on_penis suspension tomboy vaginal_penetration variable_geo waitress waitress_outfit waitress_uniform yajima_satomi

1990s 1996 1girls 20th_century abuse abused abused_female crying crying_with_eyes_open cum_in_nose cum_on_arm doggy_style female female_only female_rape female_rape_victim female_raped fighter fighting_game forced forced_exposure gloves hair_tie high_resolution kawaguchi_tarou legs long_hair lost_fight no_color nude_female old_character_design page_38 rape rape_face raped_female raped_girl rapist rapist_male remastered shoulders socks submissive submissive_female variable_geo waitress weak weak_knees weak_legs weak_resistance yuka_takeuchi

1990s 1996 1girls 20th_century 2boys bandaged_legs blushing_female bouncing_breasts bracelets breasts breasts_bounce breasts_bouncing_up crying crying_with_eyes_closed crying_with_eyes_open cum cum_in_ass cum_in_face cum_in_hair cum_inside cum_outside cumshot female female_rape female_rape_victim female_raped fighter fighting_game forced_anal forced_sex gangbang high_resolution kunoichi legs legs_held_open legs_up lost_fight male masturbating_partner masturbating_while_penetrated masturbating_while_penetrating masturbation masuda_chiho mutsuya ninja ninja_girl no_clothes no_clothing no_color no_condom old_character_design page_37 penis_in_ass penis_in_hand penis_out pussy pussy_hair rape rape_face raped_female raped_girl rapist rapist_male remastered sex short_hair submissive submissive_male sweaty_body variable_geo waitress

bandaged_legsblushing_female

1990s 1996 1girls 20th_century 4boys bdsm big_breasts bondage breasts breasts_out crying crying_with_eyes_closed crying_with_eyes_open cum cum_bath cum_in_clothing cum_in_glass cum_in_hair cum_in_mouth cum_on_breasts cum_on_face cum_on_tongue cumshot ejaculation erection female female_rape female_rape_victim female_raped fighter fighting_game forced forced_sex forced_submission gangbang girl_raped glasses high_resolution kaori_yanase large_breasts long_hair lost_fight masturbating_to_person masturbation milking_cum milking_penis multiple_boys multiple_males multiple_penises mutsuya nerdy_female nipples no_bra no_color no_condom no_escape old_character_design open_mouth page_32 penis penis_milking penis_out rape rape_face raped_female rapist_male remastered ripped_clothing submissive submissive_male tied_arms variable_geo waitress waitress_outfit waitress_uniform

bdsmbig_breasts

1990s 1996 1girls 20th_century 5boys big_breasts blowjob breasts crying crying_with_eyes_open cum_in_ass cum_in_clothing cum_in_hand cum_in_mouth cum_inside cum_on_body cum_on_face cumshot cumshot_in_mouth deepthroat female female_rape female_rape_victim female_raped fighter fighting_game forced forced_anal forced_oral forced_sex gangbang girl_raped gloves hair_tie handjob handjob_while_penetrated handjob_while_penetrating handjob_while_sucking high_resolution legs_held_open long long_hair lost_fight male_rapist masturbating_while_sucking multiple_boys multiple_penetration multiple_penises mutsuya no_color no_condom old_character_design page_31 penis_in_ass penis_in_mouth penis_inside penis_out pussy pussy_hair rape rape_face raped_female rapist_male remastered ripped_clothing sex submissive submissive_male tits_out variable_geo waitress waitress_outfit waitress_uniform yuka_takeuchi

big_breastsblowjob

1990s 1996 20th_century animated asian construction_site corpse deadly_sex death desiccated desiccation energy_drain extreme_content female female_death final_orgasm human injuu_kateikyoushi lesson_of_darkness male/female mass_death mass_rape moaning monster multiple_deaths multiple_girls murder outdoors pale_skin party_wipe pink_pineapple public rape raped_to_death sex snuff sound straight tagme tentacle vaginal vaginal_penetration video

1990s 1996 20th_century animated asian deadly_sex death desiccated desiccation energy_drain extreme_content female female_death final_orgasm human injuu_kateikyoushi lesson_of_darkness male/female moaning monster murder outdoors pale_skin pink_pineapple public rape raped_to_death sex snuff sound straight tagme tentacle vaginal vaginal_penetration video

1990s 1996 20th_century animated asian deadly_sex death desiccated desiccation energy_drain extreme_content female female_death final_orgasm human injuu_kateikyoushi lesson_of_darkness male/female moaning monster murder outdoors pale_skin pink_pineapple public rape raped_to_death sex snuff sound straight tagme tentacle vaginal vaginal_penetration video

1990s 1996 animated asian deadly_sex death desiccated desiccation energy_drain extreme_content female female_death human injuu_kateikyoushi lesson_of_darkness male/female moaning monster murder offscreen_death outdoors pale_skin pink_pineapple pubic_hair public rape raped_to_death sex snuff sound straight tagme tentacle vaginal vaginal_penetration video

1990s 1996 1boy 20th_century anthro balls frank_gembeck furry genitals hand_on_penis leopard male male_focus male_only naked nipples nude penis snow_leopard solo solo_male testicles

1990s 1996 20th_century 3boys anthro balls frank_gembeck furry genitals mustelid naked naked_male nipples nude nude_male otter penis penis_peek sheath testicles trio webbed_feet webbed_hands

1990s 1996 20th_century 2boys anthro balls canid canine closed_eyes couple eyes_closed fox furry gay genitals hand_on_arm hand_on_cheek hand_on_hip jessica_willard lupine male male/male male_focus male_only multicolored_body multicolored_fur naked naked_male nipples nude nude_male nudity piercings romantic romantic_couple sheath tail testicles vulpine wolf yaoi

1990s 1996 20th_century 5boys anal anthro balls blowjob canid canine feline fellatio fivesome fox frank_gembeck furry gay group group_sex hooves horns interspecies leopard lion male male_focus male_only male_penetrated male_penetrating male_penetrating_male multiple_boys multiple_males oral orgy outdoor_sex outdoors outside outside_sex penis penis_in_ass penis_in_mouth ram sex sexual_intercourse sheep snow_leopard testicles vulpine yaoi

1990s 1996 20th_century 5boys anal anal_insertion anal_penetration anal_sex anthro balls erect_penis erection felid feline frank_gembeck furry gangbang gay group group_sex hand_job hand_on_penis handjob jaguar leopard lion male_focus male_only multiple_boys multiple_males nipples oral oral_sex orgy outdoors outside penis penis_in_ass penis_in_mouth testicles tiger yaoi

analanal_insertion

1990s 1996 20th_century 2boys anthro anthro_focus anthro_only balls cheetah day daytime duo felid feline frank_gembeck fur furry gay male male/male male_focus male_only nipples outdoors outside penis spots spotted_body spotted_fur spotted_markings tail testicles yaoi

anthroanthro_focus

1990s 1996 1boy 20th_century abs anthro balls brown_hair claws dragon frank_gembeck furry genitals horns male naked naked_male no_pupils nude nude_male outdoors outside penis reptile scalie solo solo_male testicles white_eyes wings

1990s 1996 20th_century anthro balls black_eyes black_hair canid canine fox frank_gembeck furry long_hair long_hair_male male male_only nipples outdoors outside penis solo solo_male testicles traditional_art traditional_media traditional_media_(artwork) vulpine

1990s 1996 1boy 20th_century anthro balls blue_body blue_scales dragon erect_penis erection frank_gembeck furry genitals male male_focus male_only naked naked_male nude nude_male nudity penis reptile scalie solo solo_male testicles white_hair yellow_eyes

1990s 1996 1boy 20th_century anthro arms_folded balls erect_penis erection frank_gembeck furry male mephitid nipples outdoors outside penis skunk solo solo_male testicles traditional_art traditional_media traditional_media_(artwork)

anthroarms_folded

1990s 1996 20th_century 2boys anthro balls ballsack cat cuddle cuddling duo felid feline furry gay genitals interspecies jessica_willard male male/male nipples ringtail ringtailed_cat sheath testicles yaoi

1990s 1996 20th_century 2boys anthro balls ballsack day daytime duo equid equine furry gay horse hugging hugging_from_behind jessica_willard male male/male male_focus male_only nipples outdoors outside sheath standing sun testicles water waterfall yaoi

1990s 1996 20th_century anthro anthro_focus anthro_only balls furry furry_focus furry_only jessica_willard male_focus male_only naked naked_male nipples nude nudity outdoors outside pool ringtail ringtailed_cat sheath sitting solo solo_male sun swimming_trunks tail testicles water

anthroanthro_focus

1990s 1996 1girls 20th_century anthro black_and_white breasts dildo ek_goya female furry glasses nipples panties sex_toy skunk topless topless_female underwear wet_panties wet_pussy

anthroblack_and_white

1990s 1996 1girls 20th_century anthro black_and_white breasts clitoris_piercing dildo dildo_in_pussy dildo_insertion ek_goya female furry long_hair long_hair_female magazine necklace nipples pierced_clitoris pierced_genitals plush pussy sex_toy sex_toy_in_pussy sex_toy_insertion skunk solo vagina

anthroblack_and_white

1990s 1996 20th_century anthro balls blue_eyes cuddling equine feline furry gay grabbing_tail green_eyes horse in_bed interspecies jessica_willard laying_on_back laying_on_bed male male/male nude nude_male nudity sheath striped_body striped_fur stripes tail tail_grab testicles tiger traditional_media_(artwork) yaoi

1990s 1996 20th_century animal_genitalia anthro balls bound bound_ankles bound_arms bound_to_chair chair fox furry male nipples sheath sitting sitting_on_chair testicles whitefire

animal_genitaliaanthro

1990s 1996 20th_century anthro balls blue_eyes bondage bound bound_ankles bound_wrists collar erect_penis erection furry long_hair long_hair_male male multicolored_fur nipples penis raccoon sit sitting sitting_down sitting_on_floor solo solo_male striped_tail tail testicles whitefire

1990s 1996 20th_century anthro balls erect_penis erection feline fire fireplace fox furry gay genitals indoors inside interspecies intimate jessica_willard kissing male male/male penis portrait rug snow_leopard testicles vulpine yaoi

1990s 1996 1boy 20th_century abs anthro braid canine curly_tail furry hands_behind_head husky jessica_willard male male_focus male_only nipples orange_hair pinup pose sheath sheath_piercing solo solo_male tail

1990s 1996 20th_century 2boys anal anal_penetration anal_sex anthro anthro_on_anthro anthro_penetrating_anthro duo erect_penis erection furry gay jessica_willard lupine male/male male_penetrated male_penetrating male_penetrating_male mammal multicolored_body multicolored_fur penis skunk wolf yaoi

analanal_penetration

1990s 1996 1boy 1boy1girl 1girls 20th_century anthro blond_hair breasts cape eyes_closed eyes_half_open fox furry grabbing_another's_breast grabbing_breasts hands_on_breasts holding_breasts jessica_willard lupine male/female mouth_open multicolored_body multicolored_fur nipple_piercing nipples straight vixen vulpine white_background wolf

anthroblond_hair

1990s 1996 20th_century anthro black_and_white black_fur breasts female furry giantess macro nipples nudity pussy skunk terrie_smith

anthroblack_and_white

1990s 1996 20th_century anthro artist_signature black_and_white breasts chains demon demona_(joe_rosales) female furry horns joe_rosales nipples signature skunk whip

anthroartist_signature

1080p 1440x1080 1990s 1990s_(style) 1996 1boy 1boy1girl 1girls 20th_century 2boys 2d 2d_(artwork) 2d_animation 90s abuse_of_power acquiescent_female animated ass_grab begging_to_stop blackmail blowjob blush bouncing_breasts breasts coercion crying cunnilingus_through_clothes disabled drool elf_(company) english english_dialogue english_dub english_voice english_voice_acting fellatio female female_moaning fondling hands_on_head hd hi_res highres holding_flowers hospital indoors leggings listening listening_to_sex long_hair long_pink_hair long_twintails male mp4 nipples nonomura_byouin_no_hitobito nurse nurse_cap nurse_uniform oral oral_sex over_480p peeping pink_eyes pink_eyes_female pink_hair pink_pineapple police_officer pussy_fingering rape retro retro_artstyle saliva sex sex_from_behind socks sound spying straight tears thigh_socks thighhighs tied_hair tile tile_floor tiles twintails uncensored video voice_acted wheelchair white_socks

abuse_of_poweracquiescent_female

1990s 1996 1boy 1girls 20th_century annoyed artist_name bathroom blood blue_hair breasts carrera dated demon_girl demon_horns ears_down eyebrows_visible_through_hair female female_focus green_hair hair_between_eyes hairbrush holding_hairbrush horns indoors large_breasts long_ears looking_at_mirror male mirror nipples nosebleed nude ogawa_(viper) pointy_ears red_eyes reflection sakaki_muramasa short_hair signature succubus surprised sweat sweatdrop viper_(series) viper_gts walk-in

annoyedartist_name

1990s 1996 1futa 20th_century areola_slip areolae balls big_penis breasts cameltoe clothed clothing cover_page erection erection_under_clothes fingerless_gloves futa_only futanari ghost_in_the_shell heels human intersex kusanagi_motoko light-skinned_futanari light_skin medium_breasts mimasaka_hideaki mostly_clothed nipples penis pose purple_hair sideboob sitting skin_tight solo source_request white_background

areola_slipareolae

1990s 1996 1girls 20th_century arikawa big_breasts blue_eyes blue_hair breasts busty dated female female_only goggles goggles_on_head highres japanese_clothes koyori large_breasts legs long_hair looking_pleasured low_ponytail miko navel nipples one_eye_closed open_clothes pc-98_(style) pc98 pixel_art pubic_hair sengoku_ace smile text thighs togashi_koyori tongue tongue_out voluptuous

arikawabig_breasts

1990s 1996 1girls 20th_century ainu_clothes arikawa big_breasts blue_hair breasts busty closed_eyes cum cum_on_body cum_on_breasts cum_on_upper_body dated facial female female_only hair_ribbon highres large_breasts long_hair looking_at_viewer nakoruru nipples open_clothes pc98 pixel_art ribbon samurai_shodown snk solo text

ainu_clothesarikawa

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