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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 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 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 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 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

1996 1boy 1girls 4_breasts asuka_langley_sohryu black_and_white breasts changing_clothes closed_eyes doujinshi dressing embarrassed exposed_breasts japanese_text large_breasts multi_breast neon_genesis_evangelion nipples plugsuit shinji_ikari surprised tagro teenager walk-in

asuka_langley_sohryublack_and_white

1990s 1996 1girls 20th_century animated anime ass breasts creative_censorship earrings hair_bun in_bed master_mosquiton money naked naked_female nude purple_hair retro_artstyle rolling_over screencap thin_female yuki_(master_mosquiton)

1990s 1996 20th_century ball_gag bear bondage femdom furry furry_only gagged garter_belt handjob kneehigh_heels latex_suit male malesub mask original original_character original_characters penis plushophilia plushsuit robert_bear teasing tied_to_chair traditional_media_(artwork) transformation vawlkee year

1990s 1996 1boy 20th_century 3girls anal anal_insertion anal_masturbation anal_object_insertion artist_name artist_request assisted_rape audience bad_end ball_gag balls black_and_white bound boy_rape clothed_female_nude_male dick dildo dildo_in_ass dress erect_while_penetrated female_penetrating_male female_raping_male female_rapist female_voyeur femdom fffm forced foursome gag gang_rape legs_held_open lipstick male_rape_victim malesub mature_female mfff monochrome older_woman_and_younger_boy restrained retro_artstyle_(western) reverse_rape rope semi-clothed sex_toy sex_toy_in_ass sissy small_penis socks surprise_buttsex testicles toying_partner traditional_media voyeur watching_rape watching_sex witness

analanal_insertion

1990s 1996 20th_century 2girls android annapuma blonde_hair boots breasts cat_girl comic comic_cover curvaceous dominion_tank_police duo female large_breasts light-skinned_female light_skin long_hair looking_at_viewer multiple_girls newmen nipples partially_nude sisters thigh_boots twins unipuma wide_hips

androidannapuma

1990s 1996 20th_century all_fours anal anal_sex anthro anthro_on_anthro anthro_penetrated anthro_penetrating anthro_penetrating_anthro blue_body blue_fur cheek_tuft closed_eyes doggy_style domestic_cat erection facial_tuft felid feline felis fellatio from_behind_position fur genitals group group_sex guppy guppy_(artist) hand_on_neck head_tuft holding_penis humanoid_genitalia humanoid_penis leg_grab long_tail looking_pleasured male male/male male_penetrated male_penetrating male_penetrating_male mammal markings mouse multicolored_body multicolored_fur murid murine notched_ear nude on_ground oral orange_body orange_fur penetration penile penile_penetration penis penis_in_ass pink_penis rodent sex side_view signature smile spitroast standing striped_body striped_fur striped_markings striped_tail stripes tail_grab tail_markings tan_body tan_fur threesome traditional_media_(artwork) tuft two_tone_body two_tone_fur white_body white_fur

1990s 1996 20th_century anal anal_sex animal_genitalia anthro anthro_on_anthro anthro_penetrated anthro_penetrating anthro_penetrating_anthro balls black_body black_fur black_nose bodyguard_position canid canine chest_tuft closed_eyes dipstick_tail duo fluffy fluffy_tail fox from_behind_position front_view fur genitals gloves_(marking) guppy_(artist) hand_on_knee hand_on_leg handjob handjob_while_penetrating head_on_shoulder head_tuft humanoid_genitalia humanoid_penis hybrid_genitalia hybrid_penis leg_markings looking_pleasured male male/male male_penetrated male_penetrating male_penetrating_male mammal markings mephitid multicolored_body multicolored_fur multicolored_tail nude obscured_penetration open_mouth penetration penile penile_penetration penis penis_in_ass pink_penis plantigrade reach_around sex shadow sheath sheathed_humanoid_penis shoulder_grab signature simple_background skunk socks_(marking) standing standing_sex tail_markings tuft turquoise_background two_tone_body two_tone_fur unavailable_at_source white_body white_fur wrist_grab

1990s 1996 1girls 20th_century ainu_clothes areolae ass big_breasts blush bottomless breasts breasts_out brown_eyes brown_hair busty chichi_kurage_ss fingerless_gloves gloves hair_ribbon large_breasts lipstick long_hair looking_at_viewer makeup nakoruru nipples no_bra pc98 pink_lips ribbon samurai_shodown smile snk solo sword weapon

ainu_clothesareolae

1990s 1996 20th_century 2d 2d_(artwork) 3boys 3girls 480p 90s advancer_tina animated breasts city clothing criminal dialogue female forced longer_than_30_seconds longer_than_one_minute nipples nun nun's_habit nun_outfit oral public_sex punk rape sound tagme text vagina video

advancer_tinaanimated

1990s 1990s_(style) 1996 1girls 2d 2d_(artwork) 480p 90s advancer_tina animated ass bathroom black_screen_roulette breasts female female_focus female_masturbation female_only hi_res highres longer_than_30_seconds masturbation medium_breasts medium_hair mp4 nipples nude pussy retro retro_artstyle screencap short_playtime shorter_than_one_minute shower sole_female solo solo_female solo_focus sound uncensored vagina video water yellow_hair

advancer_tinaanimated

1990s 1996 20th_century artist_signature bernard_doove black_body black_fur black_hair black_nose blue_eyes breast_grab breasts chakat_(species) chakona_space closed_eyes duo entwined_tails feline forestwalker furry futanari hair hand_on_breast inner_ear_fluff intersex licking mammal midnight_(goldfur) nude pink_nose spots spotted_body spotted_fur tail_coil taur tongue tongue_out yellow_body yellow_fur

artist_signaturebernard_doove

1990s 1996 20th_century black_leather black_outfit black_thong blonde_hair cherry_poptart cherry_poptart_(comic) comic comic_cover dominatrix female gloves larry_welz leather_corset leather_gloves straight_hair talking_to_viewer thigh_boots thigh_highs thighhigh_boots thighhighs whip wire_fence wires

black_leatherblack_outfit

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