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1990s

1990s 1girls ass big_ass black_hair blush breasts buruma female female_only from_behind hair_ribbon highres king_of_fighters legs long_hair looking_back nakoruru purple_eyes retro_artstyle ribbon samurai_shodown school_girl schoolgirl shirt sideboob small_breasts snk solo sportswear thighs
1990s 1girls ass big_ass black_hair blush breasts buruma female female_only from_behind hair_ribbon highres king_of_fighters legs long_hair looking_back nakoruru purple_eyes retro_artstyle ribbon samurai_shodown school_girl schoolgirl shirt sideboob small_breasts snk solo sportswear thighs
1990s 1girls artist_name ass big_ass big_breasts breasts brown_eyes busty cleavage clothes_lift come_hither fat_ass fatal_fury female female_only huge_ass japanese_clothes king_of_fighters large_breasts legs lifting_own_clothes long_hair looking_at_viewer looking_back mai_shiranui no_panties one_eye_closed ponytail retro_artstyle seductive_gaze seductive_smile sitting smile snk thighs wink
1990s 1girls artist_name ass big_ass big_breasts breasts brown_eyes busty cleavage clothes_lift come_hither fat_ass fatal_fury female female_only huge_ass japanese_clothes king_of_fighters large_breasts legs lifting_own_clothes long_hair looking_at_viewer looking_back mai_shiranui no_panties one_eye_closed ponytail retro_artstyle seductive_gaze seductive_smile sitting smile snk thighs wink
1990s 1995 1boy 1girls 2d 2d_(artwork) 2d_animation 90s animated ass big_breasts blush blush_lines blushing_profusely breasts casual caught_staring clothing comedy dark_skin dubbed_version english_dialogue english_dub female female_masturbation female_moaning fondling_own_breast funny golden_boy groping_own_breast human humor kintaro_oe lipstick long_hair long_hair_female male masturbation mechanophilia moaning moaning_in_pleasure motorcycle nipples no_penetration no_sex official_animation official_art pale_skin panties reiko_terayama sound tagme topless_female video voice_acted voyeur
1990s 1995 1boy 1girls 2d 2d_(artwork) 2d_animation 90s animated ass big_breasts blush blush_lines blushing_profusely breasts casual caught_staring clothing comedy dark_skin dubbed_version english_dialogue english_dub female female_masturbation female_moaning fondling_own_breast funny golden_boy groping_own_breast human humor kintaro_oe lipstick long_hair long_hair_female male masturbation mechanophilia moaning moaning_in_pleasure motorcycle nipples no_penetration no_sex official_animation official_art pale_skin panties reiko_terayama sound tagme topless_female video voice_acted voyeur
1990s 1girls 20th_century chibigou closed_eyes cloud_strife completely_nude completely_nude_female cunnilingus female final_fantasy_vii lowres nature nature_background outdoors square_enix tifa_lockhart
1990s 1girls 20th_century chibigou closed_eyes cloud_strife completely_nude completely_nude_female cunnilingus female final_fantasy_vii lowres nature nature_background outdoors square_enix tifa_lockhart
1990s 1girls arm_up armpits artist_name barefoot big_breasts bikini breasts busty capcom cleavage clenched_hands curvy darkstalkers feet female_only highres hsien_ko jiangshi large_breasts legs lei-lei lei_lei looking_at_viewer navel open_mouth pink_bikini purple_hair red_eyes retro_artstyle short_hair smile solo swimsuit teeth thick_thighs thighs thong_bikini tongue voluptuous yungkhan
1990s 1girls arm_up armpits artist_name barefoot big_breasts bikini breasts busty capcom cleavage clenched_hands curvy darkstalkers feet female_only highres hsien_ko jiangshi large_breasts legs lei-lei lei_lei looking_at_viewer navel open_mouth pink_bikini purple_hair red_eyes retro_artstyle short_hair smile solo swimsuit teeth thick_thighs thighs thong_bikini tongue voluptuous yungkhan
1990s 2girls ai_generated black_hair blue_eyes breasts completely_nude nipples nude nude_female short_hair
1990s 2girls ai_generated black_hair blue_eyes breasts completely_nude nipples nude nude_female short_hair
1990s 1girls ai_generated black_hair blue_eyes breasts completely_nude meryl_stryfe nipples nude nude_female short_hair trigun
1990s 1girls ai_generated black_hair blue_eyes breasts completely_nude meryl_stryfe nipples nude nude_female short_hair trigun
1990s 1990s_(style) 1girl 1girls 2023 2023s ashley_graham ashley_graham_(brooke_elizabeth_mathieson) ass axe big_ass big_butt blonde_female blonde_hair blonde_hair_female bluethebone blush boots booty bottom_heavy breasts cameltoe capcom climbing_ladder dialogue english_text female female_only ganado gold_eyes green_skirt hair huge_butt ladder las_plagas miniskirt orange_eyes orange_sweater panties pantyshot possessed resident_evil resident_evil_4 resident_evil_4_remake retro_artstyle scarf short_hair skirt sweater text tree underwear upskirt video_game_character white_panties
1990s 1990s_(style) 1girl 1girls 2023 2023s ashley_graham ashley_graham_(brooke_elizabeth_mathieson) ass axe big_ass big_butt blonde_female blonde_hair blonde_hair_female bluethebone blush boots booty bottom_heavy breasts cameltoe capcom climbing_ladder dialogue english_text female female_only ganado gold_eyes green_skirt hair huge_butt ladder las_plagas miniskirt orange_eyes orange_sweater panties pantyshot possessed resident_evil resident_evil_4 resident_evil_4_remake retro_artstyle scarf short_hair skirt sweater text tree underwear upskirt video_game_character white_panties
1990s 2boy2 3girls 90s animated blonde_female blonde_hair blue_hair blue_hair_female breasts completely_nude completely_nude_male cum cum_in_pussy cum_inside cunnilingus dark-skinned_female doggy_style downward_dog dubbed_version ejaculation english_dialogue english_dub english_voice_acting f3:_frantic_frustrated_&_female fingering fingering_self fondling_breast fondling_own_breast frustrated frustration green_hair green_hair_female gripping_sheets hands_on_ass hentai hiroe_ogawa_(f3) incest licking_pussy lingerie machine machine_penetrating masturbation mayaka_(f3) mayaka_(nageki_no_kenkou_yuuryouji) missionary_position nageki_no_kenkou_yuuryouji nude nude_female ogawa_hiroe orgasm_denial penetration pink_pineapple robotic_tentacles ruined_orgasm school_uniform sex sex_from_behind sex_machine sexual_frustration sideways sisters softcel(dub) sound strap-on tagme tentacle underwear vaginal_penetration vibrator video voice_acted yuri
1990s 2boy2 3girls 90s animated blonde_female blonde_hair blue_hair blue_hair_female breasts completely_nude completely_nude_male cum cum_in_pussy cum_inside cunnilingus dark-skinned_female doggy_style downward_dog dubbed_version ejaculation english_dialogue english_dub english_voice_acting f3:_frantic_frustrated_&_female fingering fingering_self fondling_breast fondling_own_breast frustrated frustration green_hair green_hair_female gripping_sheets hands_on_ass hentai hiroe_ogawa_(f3) incest licking_pussy lingerie machine machine_penetrating masturbation mayaka_(f3) mayaka_(nageki_no_kenkou_yuuryouji) missionary_position nageki_no_kenkou_yuuryouji nude nude_female ogawa_hiroe orgasm_denial penetration pink_pineapple robotic_tentacles ruined_orgasm school_uniform sex sex_from_behind sex_machine sexual_frustration sideways sisters softcel(dub) sound strap-on tagme tentacle underwear vaginal_penetration vibrator video voice_acted yuri
1990s 20th_century final_fantasy_vii lowres masturbating masturbation square_enix tifa_lockhart
1990s 20th_century final_fantasy_vii lowres masturbating masturbation square_enix tifa_lockhart
1990s 1997 1girls 20th_century crossover female final_fantasy_vii lowres matou pikachu pokemon square_enix tifa_lockhart
1990s 1997 1girls 20th_century crossover female final_fantasy_vii lowres matou pikachu pokemon square_enix tifa_lockhart
1990s 1990s_(style) 1futa 1futa1girl 1girl1futa 2d 2d_(artwork) 2d_animation 3girls 90s animated animation big_breasts big_penis blowjob bouncing_breasts breast_squeeze breasts brown_eyes brown_hair clitoral_futanari cool_devices cum cum_leaking cum_on_face cyan_eyes cyan_eyes_female doggy_style dominatrix dubbed_version duo duo_focus ejaculation english_audio english_dialogue english_dub english_voice english_voice_acting erection eyes facial fellatio female female_moaning forced futa_sans_balls futanari green_eyes green_eyes_female hentai hentai_series herm hermaphrodite human intersex lena light-skinned_female light-skinned_futanari light_skin longer_than_30_seconds longer_than_3_minutes longer_than_one_minute low_res low_resolution lowres missionary_position mizutani_maya multi_genitalia nipple_tweak oral orgasm ova penis penis_emerging_from_pussy pink_pineapple punishment purple_hair purple_hair_female pussy pussy_licking rape retro retro_artstyle sex sex_slave slave_warrior_maya slavegirl sound supernatural teenage_girl threatening_words torture torture_chamber torturing uncensored under_480p vaginal_penetration vaginal_sex video vintage voice_acted
1990s 1990s_(style) 1futa 1futa1girl 1girl1futa 2d 2d_(artwork) 2d_animation 3girls 90s animated animation big_breasts big_penis blowjob bouncing_breasts breast_squeeze breasts brown_eyes brown_hair clitoral_futanari cool_devices cum cum_leaking cum_on_face cyan_eyes cyan_eyes_female doggy_style dominatrix dubbed_version duo duo_focus ejaculation english_audio english_dialogue english_dub english_voice english_voice_acting erection eyes facial fellatio female female_moaning forced futa_sans_balls futanari green_eyes green_eyes_female hentai hentai_series herm hermaphrodite human intersex lena light-skinned_female light-skinned_futanari light_skin longer_than_30_seconds longer_than_3_minutes longer_than_one_minute low_res low_resolution lowres missionary_position mizutani_maya multi_genitalia nipple_tweak oral orgasm ova penis penis_emerging_from_pussy pink_pineapple punishment purple_hair purple_hair_female pussy pussy_licking rape retro retro_artstyle sex sex_slave slave_warrior_maya slavegirl sound supernatural teenage_girl threatening_words torture torture_chamber torturing uncensored under_480p vaginal_penetration vaginal_sex video vintage voice_acted
1990s 20th_century 2girls aerith_gainsborough black_and_white bonten_(marimo) female final_fantasy_vii lesbian_sex lowres multiple_girls pussy pussy_hair square_enix tifa_lockhart yuri
1990s 20th_century 2girls aerith_gainsborough black_and_white bonten_(marimo) female final_fantasy_vii lesbian_sex lowres multiple_girls pussy pussy_hair square_enix tifa_lockhart yuri
1990s beauty_mark_on_breasts big_penis dark-skinned_male edit edited erect_penis full_lips hijab huge_breasts huge_cock interracial john_persons light-skinned_female paizuri precum precum_on_breasts pushing_breasts_together red_nails saliva saliva_on_breasts theofficialpit titjob veiny_penis
1990s beauty_mark_on_breasts big_penis dark-skinned_male edit edited erect_penis full_lips hijab huge_breasts huge_cock interracial john_persons light-skinned_female paizuri precum precum_on_breasts pushing_breasts_together red_nails saliva saliva_on_breasts theofficialpit titjob veiny_penis
1990s 90s accurate_art_style artist_signature ass_visible_through_thighs australian bikini black_bikini black_swimsuit blue_bikini blue_eyes brown_hair cleavage contrapposto curvaceous_figure danger_girl eyeliner eyeshadow female hair_slicked_back heroine highleg_bikini highres holding_weapon incredibly_absurdres j_scott_campbell justin_ponsor large_breasts light-skinned_female long_hair midriff naughty_face official_art official_style retro_artstyle seductive_look smile standing swimsuit sydney_savage textless_version thick_eyebrows toned waterfall weapon whip
1990s 90s accurate_art_style artist_signature ass_visible_through_thighs australian bikini black_bikini black_swimsuit blue_bikini blue_eyes brown_hair cleavage contrapposto curvaceous_figure danger_girl eyeliner eyeshadow female hair_slicked_back heroine highleg_bikini highres holding_weapon incredibly_absurdres j_scott_campbell justin_ponsor large_breasts light-skinned_female long_hair midriff naughty_face official_art official_style retro_artstyle seductive_look smile standing swimsuit sydney_savage textless_version thick_eyebrows toned waterfall weapon whip
1990s 1girls 20th_century chibigou cloud_strife female final_fantasy_vii lowres romantic romantic_couple square_enix tifa_lockhart wholesome wholesome_sex
1990s 1girls 20th_century chibigou cloud_strife female final_fantasy_vii lowres romantic romantic_couple square_enix tifa_lockhart wholesome wholesome_sex
1990s 1999 20th_century 2_penises 2_tails ambiguous_penetration american_tails anthro archie_comics black_nose bodily_fluids boots bottomless breasts brown_body brown_fur canid canine classic_tails clothed clothing dialogue diphallia diphallism dipstick_tail duo english_text female footwear fox fur genital_fluids genitals gloves ground_squirrel hair handwear kthanid_(artist) looking_at_another looking_at_partner looking_back looking_back_at_another looking_back_at_partner male male/female mammal markings multi_genitalia multi_penis multi_tail nipples nude open_clothing open_topwear open_vest penetration penis red_hair rodent sally_acorn sciurid scut_tail sega shoes short_tail small_breasts sonic_(series) sonic_satam sonic_the_hedgehog_(archie) sonic_the_hedgehog_(comics) sonic_the_hedgehog_(series) tail tail_markings tails text topwear vaginal_fluids vest wildbrain
1990s 1999 20th_century 2_penises 2_tails ambiguous_penetration american_tails anthro archie_comics black_nose bodily_fluids boots bottomless breasts brown_body brown_fur canid canine classic_tails clothed clothing dialogue diphallia diphallism dipstick_tail duo english_text female footwear fox fur genital_fluids genitals gloves ground_squirrel hair handwear kthanid_(artist) looking_at_another looking_at_partner looking_back looking_back_at_another looking_back_at_partner male male/female mammal markings multi_genitalia multi_penis multi_tail nipples nude open_clothing open_topwear open_vest penetration penis red_hair rodent sally_acorn sciurid scut_tail sega shoes short_tail small_breasts sonic_(series) sonic_satam sonic_the_hedgehog_(archie) sonic_the_hedgehog_(comics) sonic_the_hedgehog_(series) tail tail_markings tails text topwear vaginal_fluids vest wildbrain
1990s 1girls ainu_clothes breasts female female_only hair_ribbon highres king_of_fighters long_hair medium_breasts monochrome nakoruru navel open_clothes open_mouth retro_artstyle ribbon ripped_clothing samurai_shodown sarashi snk solo surprised sweatdrop torn_clothes traditional_media
1990s 1girls ainu_clothes breasts female female_only hair_ribbon highres king_of_fighters long_hair medium_breasts monochrome nakoruru navel open_clothes open_mouth retro_artstyle ribbon ripped_clothing samurai_shodown sarashi snk solo surprised sweatdrop torn_clothes traditional_media