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90s

1990s_(style) 1boy 1girl angel_wings between_legs breasts canopy_(forest) closed_mouth clothed_male_nude_female completely_nude dithering fireflies game_cg gaogao!_(four-nine) groin leaning_on_person medium_breasts medium_hair navel night night_sky nude official_art out_of_frame outdoors pc-98_(style) pixel_art purple_eyes purple_hair reclining retro_artstyle sky smile solo solo_focus star_(sky) tareme third-party_source three_quarter_view wavy_hair wings
1990s_(style) 1boy 1girl angel_wings between_legs breasts canopy_(forest) closed_mouth clothed_male_nude_female completely_nude dithering fireflies game_cg gaogao!_(four-nine) groin leaning_on_person medium_breasts medium_hair navel night night_sky nude official_art out_of_frame outdoors pc-98_(style) pixel_art purple_eyes purple_hair reclining retro_artstyle sky smile solo solo_focus star_(sky) tareme third-party_source three_quarter_view wavy_hair wings
1990s_(style) 1girl bouquet bride commentary_request covered_navel dress flower grey_hair hair_between_eyes hair_flower hair_ornament hikaru_(mikan0407) holding holding_bouquet langrisser long_hair luna_(langrisser) pink_lips retro_artstyle rose signature solo standing tachi-e urushihara_satoshi_(style) veil wedding wedding_dress yellow_eyes yellow_flower yellow_rose
1990s_(style) 1girl bouquet bride commentary_request covered_navel dress flower grey_hair hair_between_eyes hair_flower hair_ornament hikaru_(mikan0407) holding holding_bouquet langrisser long_hair luna_(langrisser) pink_lips retro_artstyle rose signature solo standing tachi-e urushihara_satoshi_(style) veil wedding wedding_dress yellow_eyes yellow_flower yellow_rose
1990s_(style) 1girl between_legs circle_skirt closed_mouth clothes_grab day dithering dress falling_feathers feathers foliage game_cg gaogao!_(four-nine) half-closed_eyes hand_between_legs hand_on_lap japanese_clothes kataginu layered_clothes legs_together light_frown looking_down lowres medium_hair official_art outdoors pc-98_(style) pink_wings pixel_art print_sweater purple_dress retro_artstyle rubble sitting sky sleeves_past_elbows sleeves_rolled_up smoke solo sweater sweater_under_dress third-party_source three_quarter_view wavy_hair white_sweater wind wings wreckage yokozuwari
1990s_(style) 1girl between_legs circle_skirt closed_mouth clothes_grab day dithering dress falling_feathers feathers foliage game_cg gaogao!_(four-nine) half-closed_eyes hand_between_legs hand_on_lap japanese_clothes kataginu layered_clothes legs_together light_frown looking_down lowres medium_hair official_art outdoors pc-98_(style) pink_wings pixel_art print_sweater purple_dress retro_artstyle rubble sitting sky sleeves_past_elbows sleeves_rolled_up smoke solo sweater sweater_under_dress third-party_source three_quarter_view wavy_hair white_sweater wind wings wreckage yokozuwari
1990s_(style) 1girl artbook between_legs black_footwear blonde_hair bow breasts cleavage closed_mouth dress dress_flower flower frilled_sweater full_body green_background green_hairband green_sweater hair_bow hair_flower hair_ornament hairband hand_between_legs highres invisible_chair ishida_atsuko large_bow layered_sleeves light_blush long_sleeves looking_at_viewer multiple_hair_bows orange_bow orange_flower original retro_artstyle short_over_long_sleeves short_sleeves sideways_glance single_bare_shoulder sitting small_breasts solo sweater third-party_source traditional_media v_arms wavy_hair white_dress
1990s_(style) 1girl artbook between_legs black_footwear blonde_hair bow breasts cleavage closed_mouth dress dress_flower flower frilled_sweater full_body green_background green_hairband green_sweater hair_bow hair_flower hair_ornament hairband hand_between_legs highres invisible_chair ishida_atsuko large_bow layered_sleeves light_blush long_sleeves looking_at_viewer multiple_hair_bows orange_bow orange_flower original retro_artstyle short_over_long_sleeves short_sleeves sideways_glance single_bare_shoulder sitting small_breasts solo sweater third-party_source traditional_media v_arms wavy_hair white_dress
1990s_(style) 1girl android animated animated_gif apron black_gloves blue_dress blue_eyes blue_sleeves bouncing bouncing_breasts bow bowtie breasts cuffs detached_sleeves dress female_focus frilled_apron frilled_hairband frills gloves hair_between_eyes hair_ribbon hairband hallway highres indoors koutetsu_tenshi_kurumi kurumi_(koutetsu_tenshi_kurumi) large_breasts long_hair looking_at_viewer looping_animation maid maid_apron maid_headdress multicolored_clothes multicolored_gloves pink_hair ponytail red_bow red_bowtie red_ribbon retro_artstyle ribbon running short_sleeves sidelocks solo uniform upper_body very_long_hair white_gloves
1990s_(style) 1girl android animated animated_gif apron black_gloves blue_dress blue_eyes blue_sleeves bouncing bouncing_breasts bow bowtie breasts cuffs detached_sleeves dress female_focus frilled_apron frilled_hairband frills gloves hair_between_eyes hair_ribbon hairband hallway highres indoors koutetsu_tenshi_kurumi kurumi_(koutetsu_tenshi_kurumi) large_breasts long_hair looking_at_viewer looping_animation maid maid_apron maid_headdress multicolored_clothes multicolored_gloves pink_hair ponytail red_bow red_bowtie red_ribbon retro_artstyle ribbon running short_sleeves sidelocks solo uniform upper_body very_long_hair white_gloves
00s 1990s_(style) 6+girls bandana baseball_cap black_eyes breasts bust_chart casey_(pokemon) closed_eyes creatures_(company) game_freak glasses hat jasmine_(pokemon) joy_(pokemon) long_hair lorelei_(pokemon) may_(pokemon) misty_(pokemon) mole mole_on_cheek multiple_girls nintendo philena_ivy pokemoa pokemon pokemon_(anime) pokemon_(classic_anime) pokemon_rse_(anime) retro_artstyle smile standing suspenders vivian_meridian
00s 1990s_(style) 6+girls bandana baseball_cap black_eyes breasts bust_chart casey_(pokemon) closed_eyes creatures_(company) game_freak glasses hat jasmine_(pokemon) joy_(pokemon) long_hair lorelei_(pokemon) may_(pokemon) misty_(pokemon) mole mole_on_cheek multiple_girls nintendo philena_ivy pokemoa pokemon pokemon_(anime) pokemon_(classic_anime) pokemon_rse_(anime) retro_artstyle smile standing suspenders vivian_meridian
1990s 1996 1boy 1girls 1robot 2d 2d_(artwork) 2d_animation 90s animated anus arms_bound ass ass_focus begging begging_for_mercy blush bondage breast_grab brown_hair cloak closed_eyes completely_nude_female cool_devices dungeon english_dialogue english_voice_acting exposed_breasts exposed_pussy fingering_pussy green_eyes hood humiliated humiliation large_breasts legs_apart legs_bound light_skin longer_than_30_seconds machine male metal_hand mizutani_maya nipples ova painting pussy pussy_juice pussy_juice_trail red_eyes robot_humanoid robot_on_human screaming shadow shorter_than_3_minutes shorter_than_one_minute shorter_than_two_minutes sound sound_effects spread_legs stone_wall tagme taunting video
1990s 1996 1boy 1girls 1robot 2d 2d_(artwork) 2d_animation 90s animated anus arms_bound ass ass_focus begging begging_for_mercy blush bondage breast_grab brown_hair cloak closed_eyes completely_nude_female cool_devices dungeon english_dialogue english_voice_acting exposed_breasts exposed_pussy fingering_pussy green_eyes hood humiliated humiliation large_breasts legs_apart legs_bound light_skin longer_than_30_seconds machine male metal_hand mizutani_maya nipples ova painting pussy pussy_juice pussy_juice_trail red_eyes robot_humanoid robot_on_human screaming shadow shorter_than_3_minutes shorter_than_one_minute shorter_than_two_minutes sound sound_effects spread_legs stone_wall tagme taunting video
1990s 3girls 90s anal anal_orgasm anal_sex animated begging_for_more blue_hair breast_sucking breasts_jiggling censored completely_nude completely_nude_female dildo dildo_in_ass dildo_in_pussy dildo_insertion edit edited enjoying_rape erect_nipples eventual_consent f3:_frantic_frustrated_&_female feet female female_on_top female_penetrated female_penetrating_female finger_on_nipple fingering forced_sex forced_yuri fucked_into_submission girl_on_top glasses hairband hand_in_panties hands_on_hips implied_fingering lactating lactation leg_on_shoulder lesbian_domination lesbian_sex lezdom licking_neck missionary missionary_position moan moaning mp4 nerdy_female nipple_play nipple_teasing no_sound ogawa_hiroe pussy pussy_juice pussy_juice_drip receiving_on_top reverse_cowgirl_position riding riding_dildo screencap seduced sex_toy spread_legs spreading_legs strap-on strap-on_in_ass strap-on_sex submissive_female tan_skin thrusting_into_ass thrusting_into_pussy undressing undressing_another unknown_female unnamed_character until_they_like_it vaginal_insertion vaginal_penetration vaginal_sex video wanting_more white_bra white_lingerie white_panties yuri
1990s 3girls 90s anal anal_orgasm anal_sex animated begging_for_more blue_hair breast_sucking breasts_jiggling censored completely_nude completely_nude_female dildo dildo_in_ass dildo_in_pussy dildo_insertion edit edited enjoying_rape erect_nipples eventual_consent f3:_frantic_frustrated_&_female feet female female_on_top female_penetrated female_penetrating_female finger_on_nipple fingering forced_sex forced_yuri fucked_into_submission girl_on_top glasses hairband hand_in_panties hands_on_hips implied_fingering lactating lactation leg_on_shoulder lesbian_domination lesbian_sex lezdom licking_neck missionary missionary_position moan moaning mp4 nerdy_female nipple_play nipple_teasing no_sound ogawa_hiroe pussy pussy_juice pussy_juice_drip receiving_on_top reverse_cowgirl_position riding riding_dildo screencap seduced sex_toy spread_legs spreading_legs strap-on strap-on_in_ass strap-on_sex submissive_female tan_skin thrusting_into_ass thrusting_into_pussy undressing undressing_another unknown_female unnamed_character until_they_like_it vaginal_insertion vaginal_penetration vaginal_sex video wanting_more white_bra white_lingerie white_panties yuri
90s akira_(viper) animated bow bowtie breasts censored choker completely_nude female leg_ribbon long_hair lying mosaic_censoring navel nipples nude on_back open_mouth pink_bow pink_bowtie pink_choker pussy red_eyes red_hair ribbon ribbon_choker sogna solo spread_legs turning_head viper_(series) viper_gtb
90s akira_(viper) animated bow bowtie breasts censored choker completely_nude female leg_ribbon long_hair lying mosaic_censoring navel nipples nude on_back open_mouth pink_bow pink_bowtie pink_choker pussy red_eyes red_hair ribbon ribbon_choker sogna solo spread_legs turning_head viper_(series) viper_gtb
2girls 90s akira_(viper) blonde_hair blue_hair breasts female female_only game_cg good_end karin_(viper) multiple_girls nipples nude sogna viper_(series) viper_v16
2girls 90s akira_(viper) blonde_hair blue_hair breasts female female_only game_cg good_end karin_(viper) multiple_girls nipples nude sogna viper_(series) viper_v16
1990s_(style) 1girl android animated animated_gif apron black_gloves blue_dress blue_eyes blue_sleeves bouncing bouncing_breasts bow bowtie breasts cuffs detached_sleeves dress female_focus frilled_apron frilled_hairband frills gloves hair_between_eyes hair_ribbon hairband headdress highres indoors koutetsu_tenshi_kurumi kurumi_(koutetsu_tenshi_kurumi) large_breasts long_hair looping_animation maid maid_apron maid_headdress multicolored_clothes multicolored_gloves pink_hair ponytail red_bow red_bowtie red_ribbon retro_artstyle ribbon running short_sleeves sidelocks solo uniform upper_body very_long_hair white_gloves
1990s_(style) 1girl android animated animated_gif apron black_gloves blue_dress blue_eyes blue_sleeves bouncing bouncing_breasts bow bowtie breasts cuffs detached_sleeves dress female_focus frilled_apron frilled_hairband frills gloves hair_between_eyes hair_ribbon hairband headdress highres indoors koutetsu_tenshi_kurumi kurumi_(koutetsu_tenshi_kurumi) large_breasts long_hair looping_animation maid maid_apron maid_headdress multicolored_clothes multicolored_gloves pink_hair ponytail red_bow red_bowtie red_ribbon retro_artstyle ribbon running short_sleeves sidelocks solo uniform upper_body very_long_hair white_gloves
00s 1990s_(style) 6+girls bandana baseball_cap breasts bust_chart casey_(pokemon) closed_eyes creatures_(company) elite_four game_freak glasses gym_leader hat jasmine_(pokemon) joy_(pokemon) long_hair lorelei_(pokemon) may_(pokemon) misty_(pokemon) mole mole_on_cheek multiple_girls nintendo nurse_cap philena_ivy pokemoa pokemon pokemon_(anime) pokemon_(classic_anime) pokemon_rse_(anime) ponytail profile retro_artstyle smile standing suspenders two_side_up vivian_meridian
00s 1990s_(style) 6+girls bandana baseball_cap breasts bust_chart casey_(pokemon) closed_eyes creatures_(company) elite_four game_freak glasses gym_leader hat jasmine_(pokemon) joy_(pokemon) long_hair lorelei_(pokemon) may_(pokemon) misty_(pokemon) mole mole_on_cheek multiple_girls nintendo nurse_cap philena_ivy pokemoa pokemon pokemon_(anime) pokemon_(classic_anime) pokemon_rse_(anime) ponytail profile retro_artstyle smile standing suspenders two_side_up vivian_meridian
1990s 90s black_hair canonical_scene comic comic_page comic_panel covering covering_breasts covering_crotch dr._kimberly_yu_fang english english_text female image_comics kimberly_yu_fang naked official_art the_darkness towel
1990s 90s black_hair canonical_scene comic comic_page comic_panel covering covering_breasts covering_crotch dr._kimberly_yu_fang english english_text female image_comics kimberly_yu_fang naked official_art the_darkness towel
1080p 1990s 1992 1girls 20th_century 4:3 90s animated anime ass big_ass big_breasts black_hair black_underwear bra breasts cleavage club crowd dancer dancing download:_devil's_circuit earrings female female_focus fingerless_gloves garter hoop_earrings hourglass_figure human indoors jiggle jiggling_breasts long_hair madhouse_(studio) medium_breasts mp4 music navel neon_lights nightclub on_stage pale-skinned_female red_lipstick red_nails rose_(flower) screencap solo solo_female sound stage thigh_strap thighs thong very_long_hair video
1080p 1990s 1992 1girls 20th_century 4:3 90s animated anime ass big_ass big_breasts black_hair black_underwear bra breasts cleavage club crowd dancer dancing download:_devil's_circuit earrings female female_focus fingerless_gloves garter hoop_earrings hourglass_figure human indoors jiggle jiggling_breasts long_hair madhouse_(studio) medium_breasts mp4 music navel neon_lights nightclub on_stage pale-skinned_female red_lipstick red_nails rose_(flower) screencap solo solo_female sound stage thigh_strap thighs thong very_long_hair video
1990s 1997 1girls 90s animated big_breasts bondage bound breathing closed_eyes drawn fuchikoma ghost_in_the_shell kusanagi_motoko masamune_shirow official_art playstation playstation_1 production_ig purple_hair tagme thighhighs thighs visor_(eyewear) wire wires wrapped wrapped_up
1990s 1997 1girls 90s animated big_breasts bondage bound breathing closed_eyes drawn fuchikoma ghost_in_the_shell kusanagi_motoko masamune_shirow official_art playstation playstation_1 production_ig purple_hair tagme thighhighs thighs visor_(eyewear) wire wires wrapped wrapped_up
1990s_(style) 1girl black_background blue_hair breasts dark_blue_hair dithering fireflies game_cg gaogao!_(four-nine) hand_on_own_arm large_wings looking_at_viewer medium_breasts medium_hair nipples official_art parted_lips pc-98_(style) pixel_art purple_eyes retro_artstyle solo star_(sky) straight-on tareme teeth third-party_source topless wavy_hair white_wings wings
1990s_(style) 1girl black_background blue_hair breasts dark_blue_hair dithering fireflies game_cg gaogao!_(four-nine) hand_on_own_arm large_wings looking_at_viewer medium_breasts medium_hair nipples official_art parted_lips pc-98_(style) pixel_art purple_eyes retro_artstyle solo star_(sky) straight-on tareme teeth third-party_source topless wavy_hair white_wings wings
1futa 1girls 90s animated areolae barefoot big_breasts big_penis bouncing_breasts bound_wrists breasts brown_hair cable castle completely_nude completely_nude_female cool_devices crying crying_with_eyes_open cum cutaway dark_skinned_penis ejaculation erection female female_to_futa field futa_sans_balls futanari futanari_transformation green_eyes hands-free handsfree_ejaculation human japanese_voice_acting large_breasts light-skinned_futanari light_skin long_hair mizutani_maya nipples nude on_back orgasm ova penis penis_emerging_from_pussy penis_growth penis_growth_(development) screaming semen sound stretching sunset tagme tears tears_in_eyes torture torture_chamber torture_device vaginal_insertion vaginal_juices video wet_penis
1futa 1girls 90s animated areolae barefoot big_breasts big_penis bouncing_breasts bound_wrists breasts brown_hair cable castle completely_nude completely_nude_female cool_devices crying crying_with_eyes_open cum cutaway dark_skinned_penis ejaculation erection female female_to_futa field futa_sans_balls futanari futanari_transformation green_eyes hands-free handsfree_ejaculation human japanese_voice_acting large_breasts light-skinned_futanari light_skin long_hair mizutani_maya nipples nude on_back orgasm ova penis penis_emerging_from_pussy penis_growth penis_growth_(development) screaming semen sound stretching sunset tagme tears tears_in_eyes torture torture_chamber torture_device vaginal_insertion vaginal_juices video wet_penis
1990s_(style) 3girls adjusting_clothes adjusting_gloves aerith_gainsborough arm_behind_head arm_up armor artist_name asymmetrical_sleeves bad_id bandaged_hand bandages black_hair blue_flower bob_cut bracer brown_eyes brown_hair colored_pencil_(medium) commentary_request crop_top cropped_sweater curly_hair dangle_earrings dated_commentary earrings final_fantasy final_fantasy_vii fingerless_gloves fishnet_armwear flower garter_straps gloves green_ribbon green_sweater grin hair_ribbon hand_up hands_up headband holding holding_flower izumi_natsuka jacket jewelry leg_warmers light_smile long_hair looking_at_viewer mixed_media multiple_girls one_eye_closed open_clothes open_fly open_jacket orange_footwear orange_gloves painting_(medium) parted_bangs parted_lips pauldrons pink_ribbon ponytail red_jacket retro_artstyle ribbon shirt short_hair shorts shoulder_armor sidelocks single_fishnet_legwear single_pauldron sleeveless sleeveless_shirt sleeveless_sweater sleeveless_turtleneck smile standing sweater tifa_lockhart traditional_media turtleneck watercolor_(medium) white_shirt white_shorts yellow_background yuffie_kisaragi
1990s_(style) 3girls adjusting_clothes adjusting_gloves aerith_gainsborough arm_behind_head arm_up armor artist_name asymmetrical_sleeves bad_id bandaged_hand bandages black_hair blue_flower bob_cut bracer brown_eyes brown_hair colored_pencil_(medium) commentary_request crop_top cropped_sweater curly_hair dangle_earrings dated_commentary earrings final_fantasy final_fantasy_vii fingerless_gloves fishnet_armwear flower garter_straps gloves green_ribbon green_sweater grin hair_ribbon hand_up hands_up headband holding holding_flower izumi_natsuka jacket jewelry leg_warmers light_smile long_hair looking_at_viewer mixed_media multiple_girls one_eye_closed open_clothes open_fly open_jacket orange_footwear orange_gloves painting_(medium) parted_bangs parted_lips pauldrons pink_ribbon ponytail red_jacket retro_artstyle ribbon shirt short_hair shorts shoulder_armor sidelocks single_fishnet_legwear single_pauldron sleeveless sleeveless_shirt sleeveless_sweater sleeveless_turtleneck smile standing sweater tifa_lockhart traditional_media turtleneck watercolor_(medium) white_shirt white_shorts yellow_background yuffie_kisaragi
1boy 1girls 90s age_difference bra bra_lift breasts closed_eyes clothed_sex clothing cum cum_on_body cum_on_breasts cum_on_clothes cum_on_dress cum_on_face dress dress_lift female glasses half-dressed half_naked long_hair my_life_as_a_chicken navel penis pubic_hair red_hair screencap serina stitched thick_legs
1boy 1girls 90s age_difference bra bra_lift breasts closed_eyes clothed_sex clothing cum cum_on_body cum_on_breasts cum_on_clothes cum_on_dress cum_on_face dress dress_lift female glasses half-dressed half_naked long_hair my_life_as_a_chicken navel penis pubic_hair red_hair screencap serina stitched thick_legs
3girls 90s adult_and_teenager age_difference akira_(viper) alien/human alien_humanoid alien_look_like_human animated arms_behind_back ass assisted_exposure assisted_rape bad_end blonde_hair blue_eyes blue_hair blush bouncing_breasts breast_fondling breast_grab breast_grope breast_massage breast_play breasts breasts_out breeding breeding_slave compression_artifacts covered_erect_nipples cowgirl_position cum cum_in_pussy cum_inside cunnilingus defeat_rape defeated defeated_heroine defloration deflowering ejaculation erect_nipples erect_nipples_under_clothes erection exposed_breasts first_time first_time_sex fondling fondling_breast forced forced_impregnation game_cg girl_on_top glasses grabbing_from_behind groping groping_breasts groping_from_behind group group_rape hip_grab hypnosis impregnation insemination interspecies interspecies_domination interspecies_impregnation interspecies_pregnancy karin_(viper) kidnapped kidnapping kimura_takahiro large_breasts leg_grab legs_forced_open legs_held_open long_hair loss_of_virginity maid maid_uniform medium_breasts mind_control missionary missionary_position missionary_sex moaning naked_female navel nipples nude nude_female official_art older_male older_man_and_teenage_girl older_penetrating_younger oral orgasm pained_expression painful_penetration panties penis penis_in_pussy perky_breasts petite pregnancy puffy_nipples pussy pussy_juice pussy_juice_drip rape red_eyes red_hair reluctant restrained reverse_cowgirl_position riding riding_penis saki_(viper) seed's_subordinates seed_(viper) seedbed sex sex_from_behind small_breasts sogna sound sound_effects spread_legs straddling sweat tagme tears teenage_girl teenager thighs threesome thrusting twintails undressing undressing_another unwanted_impregnation vaginal vaginal_penetration vaginal_sex very_long_hair video viper_(series) viper_v16 virgin virginity_loss voice_acted waist_grab white_hair young young_female younger_female younger_penetrated
3girls 90s adult_and_teenager age_difference akira_(viper) alien/human alien_humanoid alien_look_like_human animated arms_behind_back ass assisted_exposure assisted_rape bad_end blonde_hair blue_eyes blue_hair blush bouncing_breasts breast_fondling breast_grab breast_grope breast_massage breast_play breasts breasts_out breeding breeding_slave compression_artifacts covered_erect_nipples cowgirl_position cum cum_in_pussy cum_inside cunnilingus defeat_rape defeated defeated_heroine defloration deflowering ejaculation erect_nipples erect_nipples_under_clothes erection exposed_breasts first_time first_time_sex fondling fondling_breast forced forced_impregnation game_cg girl_on_top glasses grabbing_from_behind groping groping_breasts groping_from_behind group group_rape hip_grab hypnosis impregnation insemination interspecies interspecies_domination interspecies_impregnation interspecies_pregnancy karin_(viper) kidnapped kidnapping kimura_takahiro large_breasts leg_grab legs_forced_open legs_held_open long_hair loss_of_virginity maid maid_uniform medium_breasts mind_control missionary missionary_position missionary_sex moaning naked_female navel nipples nude nude_female official_art older_male older_man_and_teenage_girl older_penetrating_younger oral orgasm pained_expression painful_penetration panties penis penis_in_pussy perky_breasts petite pregnancy puffy_nipples pussy pussy_juice pussy_juice_drip rape red_eyes red_hair reluctant restrained reverse_cowgirl_position riding riding_penis saki_(viper) seed's_subordinates seed_(viper) seedbed sex sex_from_behind small_breasts sogna sound sound_effects spread_legs straddling sweat tagme tears teenage_girl teenager thighs threesome thrusting twintails undressing undressing_another unwanted_impregnation vaginal vaginal_penetration vaginal_sex very_long_hair video viper_(series) viper_v16 virgin virginity_loss voice_acted waist_grab white_hair young young_female younger_female younger_penetrated
1girls 90s animated bondage bound_wrists breasts brown_hair cable completely_nude completely_nude_female cool_devices dungeon female gif laying_on_back light_skin loop mizutani_maya ova spread_legs torture torture_chamber vaginal_insertion vaginal_penetration writhing_in_agony
1girls 90s animated bondage bound_wrists breasts brown_hair cable completely_nude completely_nude_female cool_devices dungeon female gif laying_on_back light_skin loop mizutani_maya ova spread_legs torture torture_chamber vaginal_insertion vaginal_penetration writhing_in_agony
1990s_(style) 4girls absurdres artbook border bouquet bush collage drop_shadow falling_leaves flower high-waist_skirt highres holding holding_bouquet ishida_atsuko leaf letter multiple_girls multiple_views original outdoors pleated_skirt pointing retro_artstyle scan school school_uniform skirt sparkle tareme third-party_source through_window traditional_media white_border wind window
1990s_(style) 4girls absurdres artbook border bouquet bush collage drop_shadow falling_leaves flower high-waist_skirt highres holding holding_bouquet ishida_atsuko leaf letter multiple_girls multiple_views original outdoors pleated_skirt pointing retro_artstyle scan school school_uniform skirt sparkle tareme third-party_source through_window traditional_media white_border wind window
1girls 3boys 4bpp 90s all_three_filled anal animated animated_image anus axis bishoujo_senshi_sailor_moon blonde_hair bow breasts crying cum cum_in_ass cum_in_mouth cum_in_pussy cum_inside cumdrip double_penetration feet_out_of_frame fellatio female female_focus female_penetrated foursome gangbang group_sex hair_ribbon human long_hair male mermaid_(company) minako_aino mmmf_foursome nipples nude nude_female nude_male oral penis pixel pixel_art rape ribbon sex small_breasts smooth_skin spitroast straight tears uncensored vaginal vaginal_penetration
1girls 3boys 4bpp 90s all_three_filled anal animated animated_image anus axis bishoujo_senshi_sailor_moon blonde_hair bow breasts crying cum cum_in_ass cum_in_mouth cum_in_pussy cum_inside cumdrip double_penetration feet_out_of_frame fellatio female female_focus female_penetrated foursome gangbang group_sex hair_ribbon human long_hair male mermaid_(company) minako_aino mmmf_foursome nipples nude nude_female nude_male oral penis pixel pixel_art rape ribbon sex small_breasts smooth_skin spitroast straight tears uncensored vaginal vaginal_penetration
1girls 90s arms_up blush bra breasts cream_lemon edit embarrassed fairy_dust_(company) female game_cg green_eyes lemon_angel_(game) long_hair medium_breasts navel orange_hair panties pixel_art shocked sogna solo third-party_edit tied tied_up tomo_(lemon_angel) white_bra white_panties
1girls 90s arms_up blush bra breasts cream_lemon edit embarrassed fairy_dust_(company) female game_cg green_eyes lemon_angel_(game) long_hair medium_breasts navel orange_hair panties pixel_art shocked sogna solo third-party_edit tied tied_up tomo_(lemon_angel) white_bra white_panties
1990s_(style) 1girl angel_wings arms_up blonde_hair blush bra bracelet branch breasts brown_eyes brown_footwear canopy_(forest) clothes_lift dithering feet_out_of_frame forest from_above game_cg gaogao!_(four-nine) green_shorts grey_bra grey_wings hanging_from_tree jewelry leg_support nature navel nipples official_art open_hands open_mouth outdoors panties panty_peek pc-98_(style) pixel_art retro_artstyle rope_belt sandals shirt shirt_lift short_hair shorts small_breasts solo third-party_source tied_shirt tree underwear upside-down white_panties wings
1990s_(style) 1girl angel_wings arms_up blonde_hair blush bra bracelet branch breasts brown_eyes brown_footwear canopy_(forest) clothes_lift dithering feet_out_of_frame forest from_above game_cg gaogao!_(four-nine) green_shorts grey_bra grey_wings hanging_from_tree jewelry leg_support nature navel nipples official_art open_hands open_mouth outdoors panties panty_peek pc-98_(style) pixel_art retro_artstyle rope_belt sandals shirt shirt_lift short_hair shorts small_breasts solo third-party_source tied_shirt tree underwear upside-down white_panties wings
1990s_(style) 1boy 1girl :o arm_ribbon artist_name bad_id beads blonde_hair blue_eyes blue_hair commentary_request covering_breasts covering_privates curly_hair green_eyes hair_beads hair_ornament hands_up izumi_natsuka looking_at_viewer looking_to_the_side mermaid monster_girl original parted_bangs parted_lips pink_ribbon pointy_ears retro_artstyle ribbon sidelocks sweater topless traditional_media turtleneck turtleneck_sweater updo water
1990s_(style) 1boy 1girl :o arm_ribbon artist_name bad_id beads blonde_hair blue_eyes blue_hair commentary_request covering_breasts covering_privates curly_hair green_eyes hair_beads hair_ornament hands_up izumi_natsuka looking_at_viewer looking_to_the_side mermaid monster_girl original parted_bangs parted_lips pink_ribbon pointy_ears retro_artstyle ribbon sidelocks sweater topless traditional_media turtleneck turtleneck_sweater updo water
1990s_(style) 1993 1girls 90s black_and_white bubblegum_crisis creative_commons dated english_text female monochrome nene_romanova text white_background white_radish_(artist)
1990s_(style) 1993 1girls 90s black_and_white bubblegum_crisis creative_commons dated english_text female monochrome nene_romanova text white_background white_radish_(artist)
1girls 90s akira_(viper) animated blush breasts choker closed_eyes crying female female_only game_cg long_hair nipples open_mouth pc-98_(style) red_hair ribbon ribbon_choker sogna solo sweat tearing_up tears teeth very_long_hair viper_(series) viper_gtb
1girls 90s akira_(viper) animated blush breasts choker closed_eyes crying female female_only game_cg long_hair nipples open_mouth pc-98_(style) red_hair ribbon ribbon_choker sogna solo sweat tearing_up tears teeth very_long_hair viper_(series) viper_gtb
1990s_(style) 1girl animal animal_on_back architecture artbook black_eyes black_hairband black_skirt book building cat cloud cloudy_sky east_asian_architecture flower foliage hairband hand_up high-waist_skirt highres holding holding_book ishida_atsuko kitten leaf light_blush looking_ahead medium_hair moss nail_polish neckerchief open_book open_hand orange_hair original outdoors parted_lips pink_flower pink_nails plaid_clothes plaid_neckerchief pleated_skirt rain red_neckerchief retro_artstyle scan school_uniform shirt_tucked_in short_sleeves skirt sky socks solo squatting stairs stitched taking_shelter teeth third-party_edit third-party_source torii traditional_media tree under_tree water_drop white_socks yellow_flower
1990s_(style) 1girl animal animal_on_back architecture artbook black_eyes black_hairband black_skirt book building cat cloud cloudy_sky east_asian_architecture flower foliage hairband hand_up high-waist_skirt highres holding holding_book ishida_atsuko kitten leaf light_blush looking_ahead medium_hair moss nail_polish neckerchief open_book open_hand orange_hair original outdoors parted_lips pink_flower pink_nails plaid_clothes plaid_neckerchief pleated_skirt rain red_neckerchief retro_artstyle scan school_uniform shirt_tucked_in short_sleeves skirt sky socks solo squatting stairs stitched taking_shelter teeth third-party_edit third-party_source torii traditional_media tree under_tree water_drop white_socks yellow_flower
1990s_(style) 3boys 5girls absurdres ahoge arle_nadja armor black_eyes black_hair blonde_hair blue_cape blue_dress blue_eyes blue_footwear blue_hair blue_hat blue_headband blue_skirt blush blush_stickers boots braid brown_hair cape carbuncle_(puyopuyo) closed_eyes closed_mouth collar cup demon_horns draco_centauros dress fang fangs gloves green_eyes green_hair hat headband heart highres holding holding_cup horns incubus_(puyopuyo) leotard long_hair looking_at_viewer madou_monogatari minotaur minotaur_(puyopuyo) multiple_boys multiple_girls ojou-sama_pose open_mouth pointy_ears ponytail purple_hair purple_robe puyo_(puyopuyo) puyopuyo red_eyes red_gloves red_leotard retro_artstyle robe rulue_(puyopuyo) satan_(puyopuyo) scar schezo_wegey shirt short_hair simple_background skeleton skeleton_t skirt spdcooler spiked_collar spikes succubus_(puyopuyo) suketoudara tea v wavy_hair white_background white_dress white_hair white_shirt witch_(puyopuyo) yellow_eyes yellow_horns
1990s_(style) 3boys 5girls absurdres ahoge arle_nadja armor black_eyes black_hair blonde_hair blue_cape blue_dress blue_eyes blue_footwear blue_hair blue_hat blue_headband blue_skirt blush blush_stickers boots braid brown_hair cape carbuncle_(puyopuyo) closed_eyes closed_mouth collar cup demon_horns draco_centauros dress fang fangs gloves green_eyes green_hair hat headband heart highres holding holding_cup horns incubus_(puyopuyo) leotard long_hair looking_at_viewer madou_monogatari minotaur minotaur_(puyopuyo) multiple_boys multiple_girls ojou-sama_pose open_mouth pointy_ears ponytail purple_hair purple_robe puyo_(puyopuyo) puyopuyo red_eyes red_gloves red_leotard retro_artstyle robe rulue_(puyopuyo) satan_(puyopuyo) scar schezo_wegey shirt short_hair simple_background skeleton skeleton_t skirt spdcooler spiked_collar spikes succubus_(puyopuyo) suketoudara tea v wavy_hair white_background white_dress white_hair white_shirt witch_(puyopuyo) yellow_eyes yellow_horns