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90s

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1990s 1990s_(style) 1992 1girls 90s anti-piracy_screen areolae blue_background blue_eyes breasts easter_egg easter_egg_(meta) female female_only game_cg japanese_text medium_breasts msx msx2 nipples official_art pixel_art ranma-chan ranma_1/2 ranma_saotome red_hair rule_63 small_areolae small_breasts small_nipples solo straight_hair translated

anti-piracy_screenareolae

1990s 1boy 2d 2d_(artwork) 2d_animation 2girls 90s animated anthro anthrofied anus arms_(studio) bigger_dom bigger_male blue_hair bouncing_breasts bound breast_fondling breast_grab breasts clothed clothed_sex clothing cunnilingus cunnilingus_through_clothes english_subtitles equine exposed_breasts eyebrows_visible_through_hair female female_on_anthro gloves green_eyes hand_on_breast hentai hentai_series horse human_on_anthro interspecies japanese_voice_acting kicking licking_pussy long_playtime longer_than_one_minute male male/female mammal mp4 nipples orgasm orgasm_face panties pubic_hair pussy rape resisting restrained ripping_clothing saliva screencap smaller_female smaller_sub sound stallion_(character) stallion_(words_worth) straight straight_sex subtitled sweat sword vagina video voice_acted water words_worth words_worth_gaiden

1990s 2boys 2d 2d_(artwork) 2d_animation 2girls 90s animated anthro anthrofied arms_(studio) artist_request bigger_dom bigger_male boots cape clothed clothed_sex clothing cunnilingus cunnilingus_through_clothes dark-skinned_female english_subtitles equine female female_on_anthro hentai hentai_series horse human_on_anthro interspecies japanese_voice_acting licking licking_pussy light-skinned_female long_playtime longer_than_one_minute male male/female mammal mp4 orange_body panties rape saliva screencap skeleton smaller_female smaller_sub sound stallion_(character) stallion_(words_worth) straight straight_sex subtitled sword undead video voice_acted words_worth words_worth_gaiden

1990s 2boys 2d 2d_(artwork) 2d_animation 3girls 90s amphibian animated anthro anthrofied arms_(studio) blue_hair breast_fondling breast_grab breasts clothed clothed_sex clothing english_subtitles eyebrows_visible_through_hair female female/female female_on_anthro fingering frog green_body green_eyes hand_on_breast hentai hentai_series human_on_anthro interspecies japanese_voice_acting licking_nipples long_playtime long_tongue longer_than_2_minutes longer_than_one_minute male male/female molestation mp4 navel nipples panties pubic_hair punch pussy rape saliva screencap skeleton sound straight straight_sex subtitled tongue undead vagina vaginal_fingering video voice_acted water words_worth words_worth_gaiden yuri

amphibiananimated

1boy 2girls 90s amatsu_ai amatsu_mai animated ass blue_eyes breasts brown_hair female fighting grabbing hug licking long_hair male moaning monster multiple_girls nipples nude object_insertion orb orgasm pussy pussy_juice rape rescue reverse_forced_oral short_hair size_difference sound spread_pussy tree twin_angels uncensored video webm

amatsu_aiamatsu_mai

90s animated back_arching_orgasm bouncing_breasts breasts deadly_sex death empty_eyes female female_death final_orgasm horns human long_hair male moaning monster multiple_deaths multiple_girls nipples nude orgasm pale_skin passed_out pussy rape sex size_difference sound tagme tentacles twin_angels uncensored vaginal video webm

animatedback_arching_orgasm

90s amatsu_ai amatsu_mai animated blue_eyes breast_grab breasts brown_hair female grabbing human long_hair male moaning monster multiple_girls nipples nude object_in_mouth object_insertion orb orgasm pale_skin pussy pussy_juice rape short_hair size_difference sound tree twin_angels uncensored video webm

amatsu_aiamatsu_mai

1990s 1999 1boy 2d 2d_(artwork) 2d_animation 2girls 720p 90s 960x720 acquiescent_female anal anal_rape anal_sex anal_virgin animated areola areolae ass ass_slap bed bed_sheet begging_to_stop big_breasts blonde_hair_female bondage bouncing_breasts breast_fondle breasts cell_phone censored clothed clothed_male clothes_aside coercion day daytime deceit dirty_talk doggy_style dormitory dubbed_version elf_(company) english_audio english_dialogue english_dub erect_nipples evil_laugh female female_masturbation femsub fly forced forced_anal fujima_moeko ganguro green_eyes green_eyes_female hands_on_ass hentai hentai_series hi_res highres hosome_eyes implied_anal_penetration indoors large_breasts laugh light-skinned_female light_skin long_blonde_hair long_hair long_red_hair long_video longer_than_2_minutes longer_than_30_seconds longer_than_3_minutes longer_than_4_minutes longer_than_5_minutes longer_than_one_minute looking_at_another lying_on_back lying_on_bed maejima_kaori male male_moaning maledom masturbating_while_watching masturbation moaning mosaic_censoring mp4 multiple_girls naked netorare nipple_tweak non-virgin not_a_virgin nude nude_female older_male older_penetrating_younger phone phone_sex pillow pink_pineapple pink_robe pussy_fingering rape red_hair resisting_pleasure restrained retro retro_artstyle reverse_upright_straddle rope rope_between_breasts rope_bondage rope_harness rope_on_breasts saying_no schoolgirl seifuku serafuku sex sex_slave sex_toy shaving shaving_cream shaving_crotch shaving_pussy shusaku skirt_cutout socks sound spank spanking talking_on_phone tears thick_thighs tied_breasts tied_to_chair vaginal vaginal_penetration vibrator video voice_acted watching watching_sex webm white_bed_sheet white_panties white_pillow wide_hips wrong_hole younger_female

acquiescent_femaleanal

90s amatsu_ai amatsu_mai animated anime bathtub breasts brown_hair empty_eyes female licking long_hair moaning monster multiple_girls nipples nude object_in_pussy orb penis pussy questionable_consent short_hair sound twin_angels uncensored underwater video weapon webm year_request

amatsu_aiamatsu_mai

90s amatsu_ai amatsu_mai animate_inanimate animated bathtub brain_dead breasts brown_hair empty_eyes female group group_rape human long_hair magic magic_object magic_orb mass_rape mind_break monster multiple_girls nipples nude object_in_mouth object_in_pussy object_insertion orb orbs pale_skin pussy rape short_hair sound twin_angels uncensored underwater video water weapon webm

amatsu_aiamatsu_mai

1280x720 1990s 1999 1boy 1girls 2d 2d_(artwork) 2d_animation 720p 90s angry animated aoi_(desert_island_story_xx) areola asian asian_female belt binoculars blue_eyes breast_grab breasts brought_to_obedience clothed clothed_female clothed_male coercion creampie crying day daytime demanding desert_island desert_island_story_xx drool dubbed_version english_audio english_dialogue english_dub english_voice english_voice_acting evil_laugh female female_masturbation femsub fingering_pussy forced green_eyes green_eyes_female hand_on_breasts hi_res highres island jean_shorts light-skinned_female long_twintails longer_than_2_minutes longer_than_30_seconds longer_than_3_minutes longer_than_4_minutes longer_than_5_minutes longer_than_one_minute male maledom misogyny missionary_position mp4 mujintou_monogatari_xx over_480p pink_pineapple pussy pussy_juice pussy_juice_trail rape red_hair red_skin ryona sadism saliva scream screencap shirt_lift slap sound straight tear_streaks tearing_up tears tits twin_braids twintails uncensored vagina vaginal_fingering video voice_acted whipping wooden_fence younger_female

1boy 90s ai_amatsu animated ass ass_grab bouncing_breasts breast_grab breasts doggy_style empty_eyes fellatio grabbing grabbing_from_behind handjob kiss long_hair mai_amatsu male moaning monster nipples nude object_insertion oral orb penis pussy pussy_juice rape sakurai_sensei sex sex_from_behind sound transformation twin_angels uncensored vaginal video webm

ai_amatsuanimated

1boy 1girls 90s animated ass bouncing_breasts breast_grab breasts empty_eyes female fingering grabbing hand_in_panties long_hair longer_than_one_minute male nipples nude object_in_mouth object_insertion orb panties penis phone pussy pussy_juice rape sakurai_sensei screencap sex sound tagme torn_clothes twin_angels underwear vaginal video webm

2girls 90s ai_amatsu animated anime_screencap breasts brown_hair female fighting human long_hair longer_than_one_minute mai_amatsu male monster multiple_girls nipples nude ova pale_skin ponytail pussy pussy_juice rape short_hair size_difference sound spread_legs spread_pussy tagme tentacle tentacle_sex tentacles transformation twin_angels vaginal video webm

ai_amatsuanimated

2girls 90s ai_amatsu animated brown_hair female fighting long_hair longer_than_one_minute mai_amatsu monster multiple_girls ponytail short_hair size_difference sound tagme tentacles twin_angels video webm

ai_amatsuanimated

1boy 1girls 90s animated being_watched breast_grab breasts brown_hair clothing cum cumshot ejaculation erection female female_focus female_masturbation fingering fingering_self getting_erect human kemono longer_than_30_seconds longer_than_one_minute male masturbation nipple_stimulation nipples outdoors pale_skin pussy_juice retro_artstyle screencap self_fondle short_hair sound tagme twin_angels uncensored undressing video watching webm

animatedbeing_watched

90s animated anus ass bodyjob boobjob breasts casual female group harem human japanese_dialogue licking long_hair macro_male male monster mp4 multiple_girls naked nipples no_subtitle nude pale_skin penis pussy pussy_juice short_hair size_difference sound tagme tentacle tentacle_sex tentacles twin_angels veiny_penis video voice_acted webm

90s animated anus ass brainwashed breast_grab breast_sucking breasts casual cunnilingus female grabbing group human hypnotized licking mass_rape masturbation monster multiple_girls nipples nude oral pale_skin penis pussy pussy_juice rape sound tagme twin_angels video webm

2girls 7boys 90s anal anal_penetration anal_reaction anal_sex animated areolae asuka_(viper) bed big_breasts black_screen_roulette blank_thumbnail blue_hair blush breasts brown_eyes captain_(viper) censored cleavage closed_eyes clothed clothing cum cum_in_mouth cum_in_pussy cum_inside cum_on_face doggy_style double_penetration dress earrings fellatio female forced game_cg handjob japanese_dialogue large_breasts long_hair long_video longer_than_10_minutes longer_than_15_minutes longer_than_20_minutes longer_than_2_minutes longer_than_30_minutes longer_than_30_seconds longer_than_3_minutes longer_than_40_minutes longer_than_4_minutes longer_than_50_minutes longer_than_5_minutes longer_than_one_minute male miki_(viper) muscular muscular_male naked nipples nude on_back on_bed oral_sex painal paizuri panties penetration pubic_hair rape recording red_hair revealing_clothes short_hair shorts sleeping socks sogna sound spread_legs takeshi_(viper) tears titfuck towel underwear vaginal_penetration very_long_video video viper_(series) viper_ctr voice_acted

analanal_penetration

1boy 2girls 90s age_difference animated bath bathing breast_grab breast_sucking breasts brown_hair butt drowning erection female human long_hair male nipples nude pale_skin ponytail punching screencap short_hair sound tagme twin_angels video

age_differenceanimated

90s animated ass breast_grab breasts japanese_dialogue male monster mp4 multiple_girls naked nipples nude rape smaller_male sound transformation twin_angels video voice_acted

1girls 90s arms_behind_head ass bath bathroom big_ass blonde_hair breasts bubble_butt character_request female female_only gokko_vol._03_etcetera legs medium_breasts mink_(company) nipples nude open_mouth pc-98_(style) pc98 showering sideboob smile solo thighs wet yellow_eyes

arms_behind_headass

2d 2d_(artwork) 2d_animation 2girls 90s akiko_(game) animated areola ass blue_hair bouncing_breasts breast_fondling breast_grab breasts butt clothed_sex clothes_on_floor clothing cunnilingus earrings emerald_eyes english_subtitles female female/female female_only fingering grabbing_head hand_on_breast hand_on_head high_heels japanese_voice_acting kirishima_yurina kiss kissing labia large_ass lesbian lesbian_sex licking_pussy long_hair long_playtime longer_than_30_seconds longer_than_one_minute medium_breasts missionary_position mp4 multiple_girls navel nipple_suck nipples nude orgasm orgasm_face outdoor_sex pale-skinned_female panties purple_eyes pussy pussy_grinding pussy_to_pussy red_hair removing_panties school_uniform schoolgirl schoolgirl_uniform screencap shaved_pussy sound student subtitled teacher teacher_and_student thick_thighs tribadism undressing vagina vaginal_fingering video yagami_akiko yuri

akiko_(game)animated

1280x720 1990s 1999 1boy 1girls 20th_century 2d 2d_(artwork) 720p 90s animated areola asian_female asian_male baton bdsm biting_tongue blue_eyes blue_eyes_female blush bondage boobs bound_feet bound_hands breasts clamps clothed_male clothes_aside creampie crying cum cum_in_pussy cum_overflow cunnilingus desert_island desert_island_story_xx doggy_style drool dubbed_version duo duo_focus electrostimulation endured_face english_audio english_dialogue english_dub english_voice english_voice_acting female forced grey_skin hand_on_breasts hand_on_pussy hands_on_hips hentai hi_res highres island japanese kissing large_ass large_breasts large_penis light-skinned_female light_skin longer_than_2_minutes longer_than_30_seconds longer_than_3_minutes longer_than_4_minutes longer_than_5_minutes longer_than_one_minute lying_on_back male maledom moonlight mouth_gag mp4 mujintou_monogatari_xx night nipples nude_female on_back orange_hair peeing penis pink_pineapple pussy_juice pussy_juice_trail pussy_rubbing rape red_eyes resisting retro retro_artstyle reverse_forced_oral saliva scream sex short_hair sound sound_effects squirting sucking_toes table tears teeth teeth_showing thick_ass thick_thighs tits tongue tongue_out torture tough_girl uncensored vaginal vaginal_insertion vaginal_penetration vaginal_sex video voluptuous wide_hips wires

1990s 1999 20th_century 2d 2d_(artwork) 2d_animation 2girls 3girls 480p 640x480 90s adult_and_teenager age_difference animated aoi_(desert_island_story_xx) ass bed bedroom blush bouncing_breasts breast_fondling breast_frottage breast_to_breast breasts clitoris cunnilingus dark_nipples desert_island_story_xx dubbed_version english_audio english_dialogue english_dub english_voice english_voice_acting female female/female female_only fingering genital_fluids hand_on_breast human human_only kiss kissing lesbian lesbian_sex licking_neck light-skinned_female light_skin listening_to_sex long_hair long_playtime longer_than_2_minutes longer_than_30_seconds longer_than_one_minute low_res lowres mature_female medium_breasts mp4 mujintou_monogatari_xx multiple_girls mutual_orgasm night nipple_tweak nipples nipples_touching nude older_female oral orgasm outercourse peeping pink_pineapple pussy pussy_grinding pussy_juice pussy_to_pussy realistic_proportions retro retro_artstyle scissoring screencap sex sound sweat symmetrical_docking teenage_girl teenager tribadism twin_braids vagina vaginal_fingering video voice_acted voyeur younger_female yuri

adult_and_teenagerage_difference

90s animahjong animahjong_x animated ass blue_eyes blush bouncing_breasts breasts clothing female inner_sideboob looking_at_viewer natsuki_okada pose posing purple_hair red_lipstick retro_artstyle sogna undressing

animahjonganimahjong_x

1girls 3d 90s braid breasts brown_hair brown_lips cleavage clothed core_design female lara_croft lara_croft_(classic) large_breasts navel_piercing official_art solo tomb_raider

1girls 3d 90s ass breasts brown_eyes brown_hair core_design feet female female_only lara_croft lara_croft_(classic) looking_at_viewer messy_hair naked_sheet nude official_art solo the_pose tomb_raider

1girls 3d 90s breasts brown_eyes brown_hair cleavage core_design covering_breasts female female_only lara_croft lara_croft_(classic) large_breasts looking_away official_art pinup solo tomb_raider topless

breastsbrown_eyes

1280x720 1990s 1990s_(style) 1998 2d 2d_(artwork) 2d_animation 2girls 3boys 720p 90s abandoned_building age_difference animated ankles_tied areola arms_above_head arms_tied_above_head asian asian_female assisted_rape big_breasts black_hair blue_skirt bra_lift breast_fondle breast_grab breasts breasts_out brown_hair clothed_male dirty_talk earrings elf_(company) english_subtitles exposed_breasts feet_tied female floor forced glasses groping_breasts groping_from_behind group hair_pull hair_ribbon hands_tied haunted_house hentai hi_res highres isaku itou_isaku japanese_dialogue large_ass large_breasts long_hair long_video longer_than_2_minutes longer_than_30_seconds longer_than_3_minutes longer_than_4_minutes longer_than_5_minutes longer_than_one_minute male maledom medium_breasts mikihara_akemi mp4 nipples older_female_and_younger_male older_male orange_hair panties_down pantyhose penetration pink_pineapple pink_skirt purple_panties pussy rape restrained retro retro_artstyle sex shirt_up skirt_lift skirt_up socks soga_munemitsu sound takashima_kumi teacher tennis_uniform uncensored uniform vaginal_penetration vaginal_rape video webm wooden_floor younger_female

abandoned_buildingage_difference

1girls 90s accurate_art_style blue_hair breasts canonical_scene drying drying_hair edit female gainax human neon_genesis_evangelion nude_filter pale-skinned_female pale_skin red_eyes rei_ayanami retro_artstyle short_hair small_breasts third-party_edit towel wet wet_hair wet_skin white_body white_skin

accurate_art_styleblue_hair

1280x720 1990s 1990s_(style) 1999 1boy 1girls 2d 2d_(artwork) 2d_animation 2girls 720p 90s anal anal_penetration anal_sex anal_virgin angry animated areola artist_request ass ass_grab bed bed_sheet bedroom begging_to_stop blackmail blonde_female blonde_hair blonde_hair_female blush bookshelf breast_fondle breast_grab breasts breasts_out cell_phone censored clothed_male coercion cum_in_mouth cum_swallow deepthroat demanding dirty_talk doggy_style dormitory dubbed_version elf_(company) english_audio english_dub erect_nipples evil_laugh fellatio female female_masturbation femsub fingering fly forced forced_anal fujima_moeko ganguro green_eyes green_eyes_female hand_on_breasts hands_on_ass hentai hentai_series hi_res highres hosome_eyes implied_anal_penetration indoors instructions irrumatio large_ass large_breasts large_penis laughing light-skinned_female light_skin long_blonde_hair long_hair long_red_hair long_video longer_than_2_minutes longer_than_30_seconds longer_than_3_minutes longer_than_4_minutes longer_than_5_minutes longer_than_one_minute looking_at_another looking_back maejima_kaori male male_moaning maledom masturbation medium_breasts moaning mosaic_censoring mp4 nipples non-virgin not_a_virgin older_male older_penetrating_younger oral oral_creampie oral_sex penis phone_call photos pictures pink_pineapple rape red_carpet red_hair school_uniform schoolgirl sex sex_slave shocked shusaku skirt_cutout socks sound tears teeth teeth_clenched teeth_showing thick_thighs threatening_words thrusting_into_mouth undressing vaginal vaginal_penetration vaginal_sex very_long_hair video voice_acted webm white_bed_sheet white_panties wide_hips younger_female

analanal_penetration

1990s 1990s_(style) 1999 1boy 2d 2d_(artwork) 2d_animation 4girls 720p 90s 960x720 acquiescent_female animated areola audible_ejaculation bathroom big_breasts blue_eyes blue_eyes_female boobjob boobs braid breast_grab breasts breasts_pressed_together brown_hair censored clothed clothed_male clothed_male_nude_female coercion compliment cum cum_on_face cumshot doggy_style drill_hair dubbed_version ejaculation elf_(company) english_audio english_dialogue english_dub english_voice facial female female_masturbation femsub fingering glasses glistening_body glistening_breasts green_eyes green_eyes_female green_hair green_hair_female hairband hand_on_head hentai hentai_series hi_res highres hugging kondou_nagisa kurihara_asami large_breasts long_green_hair long_twintails longer_than_30_seconds longer_than_3_minutes longer_than_one_minute looking_at_another looking_back male maledom meganekko minazuki_shiho moaning mp4 nagumo_chiaki naked nipples nude nude_female obedience penis_between_breasts pink_hair pink_hair_female pink_pineapple red_eyes red_hair red_hair_female screencap sex sex_from_behind short_hair shorter_than_five_minutes shusaku sound standing_sex submissive_female swimsuit tile tile_floor tiles tits twin_braids twintails video voice_acted voyeurism watching watching_sex webm yuri

acquiescent_femaleanimated

1990s_(style) 1boy 1girls 90s android animated ass bounce bouncing_breasts breasts edited english_subtitles female fingering gynoid high_res highres human human_male humor imminent_penetration incest kei_(spaceship_agga_ruter) large_breasts licking lowres male milf mother_and_son mp4 naked nipples no_sound nude oldschool sex spaceship_agga_ruter straddling straight straight_hair tagme taiyo_(spaceship_agga_ruter) talking tutorial vaginal vaginal_penetration video

androidanimated

1990s_(style) 1boy 1girls 90s android animated ass bounce bouncing_breasts breasts english_dub english_voice_acting female fingering gynoid high_res highres human human_male humor imminent_penetration incest kei_(spaceship_agga_ruter) licking lowres male milf mother_and_son mp4 naked nipples nude oldschool sex sound spaceship_agga_ruter straddling straight straight_hair tagme taiyo_(spaceship_agga_ruter) talking tutorial vaginal vaginal_penetration video

androidanimated

1990s 1998 1girls 2boys 2boys1girl 2d 2d_(artwork) 2d_animation 720p 90s animated animation areola areolae arguing attempted_escape barefoot begging_to_stop black_hair blonde_hair blonde_hair_female blowjob blue_eyes blush boobs breast_fondle breasts brought_to_obedience cave ceased_resistance clothed clothed_male coconut cum cum_on_face dark_blue_hair day deceit defiant desert_island_story_x doggy_style dubbed_version earrings english_audio english_dialogue english_voice english_voice_acting facial fellatio female fighting_over_girl fingering flora_(mujintou_monogatari_x) forced gangbang gangrape glasses green_eyes green_eyes_female group hairband hi_res highres irrumatio island large_breasts letting_it_happen long_blue_hair long_hair long_video longer_than_2_minutes longer_than_30_seconds longer_than_3_minutes longer_than_4_minutes longer_than_5_minutes longer_than_one_minute male megane moaning mp4 mujintou_monogatari_x nipples nude_female oral oral_sex palm_tree pink_pineapple pissed_off pushing_away pussy_rub rape resisting_pleasure sex shocked sound source_request spread_legs surprise_gangbang tits trying_to_escape uncensored video voice_acted wet_pussy what_did_you_say yuka_(mujintou_monogatari_x)

animatedanimation

1990s 1990s_(style) 1999 1boy 20th_century 2d 2d_(artwork) 2d_animation 480p 4girls 640x480 720p 90s animated aphrodisiac bathroom big_breasts blue_eyes blush boobs breast_fondle breasts brown_hair clothed clothed_male dormitory drill_hair drinking drool drooling dubbed_version elf_(company) english_audio english_dialogue english_dub fart farting female female_masturbation fingering fingering_self fly fujima_moeko green_eyes green_hair green_hair_female hairband hand_in_own_panties hand_in_panties hentai hentai_series hi_res hidden_camera highres hosome_eyes indoors kondou_nagisa long_brown_hair long_hair long_twintails long_video longer_than_30_seconds longer_than_one_minute looking_at_another looking_back male masturbation meganekko minazuki_shiho moaning mp4 nagumo_chiaki no_sex orange_dress peeing pink_hair pink_pineapple pink_robe pussy_juice recording red_carpet red_hair schoolgirl self_fondle shusaku smirk sound squating talking twintails uncensored urinating_female video video_camera voice_acted voyeurism watching water_bottle webm white_panties wine_glass

animatedaphrodisiac

1990s 1990s_(style) 1998 1boy 1girls 20th_century 2d 2d_(artwork) 2d_animation 3boys 90s animated areola areolae ass ass_fondling ass_grab black_hair blowjob blush boobs breast_fondle breast_fondling_under_clothes breasts bushes clothed clothed_male cum cum_on_face dark_blue_hair deceit desert_island_story_x doggy_style dubbed_version english_dialogue english_voice evil_laugh facial fellatio female forced gangbang gangrape glasses group hairband hands_on_ass hands_on_head hentai hi_res highres island large_breasts long_blue_hair long_hair long_video longer_than_30_seconds longer_than_3_minutes longer_than_one_minute male meganekko moaning mp4 mujintou_monogatari_x night nipples oral oral_sex outdoors palm_tree pink_pineapple privacy rape retro retro_artstyle sex shocked sound spread_legs surprise_gangbang tied_arms tits touko_(mujintou_monogatari_x) tricked video voice_acted yuka_(mujintou_monogatari_x)

1990s 1997 1girls 20th_century 90s ass bikini bikini_bottom bikini_top black_heels blonde_hair bra carlos_cartagena dated female female_only g-string heels high_heels long_hair looking_at_viewer medium_ass nipples nipples_visible_through_clothing original original_character painting painting_(artwork) red_background seductive seductive_eyes seductive_gaze seductive_look seductive_mouth seductive_pose seductive_smile slender slender_body slender_waist small_ass solo solo_female swimsuit thong

1girls 90s animated anime_style bikini_top black_eyes black_hair bra breasts chichi dragon_ball dragon_ball_z earrings edit female female_only gif light-skinned_female light_skin mature_female milf outdoors outside pale-skinned_female pale_skin retro retro_artstyle shounen_jump solo third-party_edit

animatedanime_style

1990s 1999 1boy 20th_century 2d 2d_(artwork) 2d_animation 2girls 3girls 480p 640x480 90s anal anal_fingering anal_juice anal_penetration anal_sex anal_virgin animated areola ass ass_rub ass_slap bed bed_sheet bedroom big_breasts blackmail blush breast_fondle breast_sucking breasts breasts_out brown_eyes brown_eyes_female censored chandelier clothed clothed_male coercion coughing deepthroat dimples_of_venus dirty_talk doggy_style dormitory drill_hair drool drooling dubbed_version elf_(company) english_audio english_dialogue english_dub english_voice english_voice_acting erect_nipples faceless_male fellatio female femsub fingering fly fujima_moeko glistening_body glistening_breasts green_eyes green_eyes_female green_hair green_hair_female group hairband hands_on_ass hanging_breasts hentai hentai_series hi_res highres hosome_eyes implied_anal_penetration indoors kondou_nagisa large_breasts large_penis laughing licking licking_nipples listening long_green_hair long_hair long_hair_male long_taglist long_video longer_than_30_seconds longer_than_3_minutes longer_than_one_minute looking_at_another looking_back lowres male maledom moaning mp4 multiple_girls nagumo_chiaki naked nipples nude nude_female oral penis phone_call phone_tapping pink_hair pink_hair_female pink_pineapple pink_robe red_carpet schoolgirl sex sex_slave shiny_butt shiny_skin short_hair_female short_pink_hair shorter_than_five_minutes shusaku sound submissive_female sweat swimsuit tears thick_thighs tongue tongue_out twintails undressing video voice_acted webm what_did_he_say what_did_you_say white_bed_sheet white_hairband white_panties

analanal_fingering

1990s 1999 1boy 1boy1girl 1girls 20th_century 2d 2d_(artwork) 2d_animation 480p 4girls 640x480 90s animated areola ayaka_minami begging_to_stop black_screen_roulette black_skirt blank_thumbnail blush bound_legs breasts brown_hair bucket ceiling_light chandelier coercion dirty_talk dormitory drill_hair dubbed_version elf_(company) enema_syringe english_audio english_dialogue evil_laugh female glasses green_eyes green_hair_female group hair_strand hands_tied hentai hentai_series hi_res highres impregnation_risk indoors kondou_nagisa kurihara_asami large_ass large_breasts licking_pussy lifted lifted_by_another light-skinned_female light_skin long_hair long_video longer_than_30_seconds longer_than_3_minutes longer_than_one_minute lying_on_desk lying_on_floor male mature_female mature_male minami_ayaka moaning mouth_gag mp4 nagumo_chiaki naked night nipples nipples_visible_through_clothing no_panties nude nude_female pale-skinned_female pale_skin pink_hair pink_pineapple pubic_hair purple_hair purple_hair_female pussy_teasing rape recording red_hair retro retro_artstyle rope rope_bondage rope_harness sex shaver shaving shaving_another shaving_cream shaving_pussy shed short_hair shusaku skirt sound straight submissive_female teacher teasing teeth_clenched thick_thighs tied_hands uncensored unwanted_creampie unwanted_cum_inside unwanted_impregnation upset upskirt video video_camera voice_acted watching_porn white_panties yellow_towel

1990s_(style) 1girl armor bodysuit brown_hair bubblegum_crisis building cityscape gun highres knife latin_commentary latin_text priscilla_asagiri retro_artstyle sonoda_ken'ichi torn_clothes weapon

1980s_(style) 1990s_(style) 2girls 3boys angry beam_rifle ben_wooder blue_eyes blue_hair brown_hair buran_blutarch cable crossed_arms earth_(planet) energy_gun gm_ii green_hair gundam hairband kitazume_hiroyuki looking_at_viewer looking_back marasai mecha_pilot_suit military_uniform mouar_pharaoh multiple_boys multiple_girls nebula nemo_(mobile_suit) official_art oldschool one-eyed paptimus_scirocco planet pompadour promotional_art purple_hair retro_artstyle rosamia_badam scan serious shoulder_spikes spikes star_(sky) titans_(gundam) traditional_media weapon zeta_gundam

angrybeam_rifle

1990s_(style) 1boy 1girl :o adapted_costume ahoge anime_coloring ankle_socks bandage_over_one_eye bandaged_leg bandages black_eyes black_hair black_shoes black_shorts blonde_hair blue_coat blue_umbrella blurry blush bokeh brown_eyes brown_shoes child clenched_hand closed_mouth coat collared_shirt couple depth_of_field dress faffy full_body hair_bobbles hair_ornament hat hetero highres holding holding_umbrella instagram_username kaai_yuki long_hair long_sleeves looking_at_another low_twintails mary_janes neck_ribbon offering_hand_to_another oliver_(vocaloid) open_mouth red_dress retro_artstyle ribbon sailor_collar sailor_hat scanlines shared_umbrella shirt shoes short_hair shorts sidelocks skirt_hold smile socks twintails umbrella vocaloid white_hat white_shirt white_socks yellow_ribbon

:oadapted_costume

1990s_(style) 1girl :3 :d bandeau black_cape black_headband blue_background blush breasts brooch cape commentary earrings eyelashes fang hair_between_eyes hand_up headband highres ilya_kuvshinov jewelry lina_inverse looking_to_the_side open_mouth purple_eyes red_eyes red_hair red_shirt retro_artstyle shirt slayers small_breasts smile solo strapless tube_top two-sided_cape two-sided_fabric upper_body w white_background white_trim yellow_bandeau

1990s_(style) 1girl ainu_clothes artist_name blue_eyes blue_hair breasts character_name dated fighting_stance fingerless_gloves gloves hair_ribbon highres legs long_hair medium_breasts nakoruru pants pc-98_(style) pc98 retro_artstyle ribbon samurai_spirits serious snk solo the_king_of_fighters thighs weapon

ainu_clothesartist_name

1990s_(style) 3boys armor bandaged_hand bandages berserk bleeding blood blue_eyes boscogn brown_cape brown_hair cape castle copyright_notice emblem expressionless griffith_(berserk) grin guts_(berserk) hair_over_one_eye helmet highres holding holding_sword holding_weapon looking_at_viewer looking_back multiple_boys muscular muscular_male non-web_source official_art pillarboxed retro_artstyle scan short_hair shoulder_armor smile sword two-handed weapon white_hair

armorbandaged_hand

1990s_(style) 1girl absurdres black_hair blue_eyes chikyuu_bouei_shoujo_iko-chan_~ufo_daisakusen gloves gun handgun highres kneehighs long_hair looking_at_viewer microphone non-web_source official_art open_mouth retro_artstyle scan simple_background socks solo standing translation_request u-jin weapon white_background white_gloves white_socks

absurdresblack_hair

1990s_(style) 1boy 1girl a_kite absurdres bent_over black_skirt braid briefcase brown_eyes brown_hair full_body glint gun handgun highres holding holding_briefcase holding_gun holding_weapon loafers long_sleeves looking_at_viewer looking_back miniskirt non-web_source official_art pleated_skirt retro_artstyle sawa_(kite) scan shoes skirt solo_focus stairs twin_braids umetsu_yasuomi weapon

a_kiteabsurdres

1990s_(style) 2girls aqua_hair blonde_hair company_name copyright_notice facial_mark fingerless_gloves forehead_mark freckles gloves hat hat_feather index_finger_raised kawai_sasami long_hair long_sleeves looking_at_viewer magical_girl mahou_shoujo_pretty_sammy masaki_sasami_jurai multiple_girls non-web_source obi obijime official_art open_mouth parted_lips pink_eyes pixy_misa pleated_skirt pretty_sammy_(character) red_eyes retro_artstyle ryou-ouki sash scan skirt turtleneck twintails white_background white_skirt

aqua_hairblonde_hair

1990s_(style) 1girl aqua_eyes artist_name bandeau blue_hair bracelet character_name dark-skinned_female dark_skin earrings english_text full_body fushigi_no_umi_no_nadia hair_ornament hairclip highres hoop_earrings jewelry light_smile loincloth looking_back lying medium_hair midriff nadia_la_arwall neck_ring necklace non-web_source official_art on_side pelvic_curtain retro_artstyle scan solo strapless suzuki_shunji text_focus tube_top vest

aqua_eyesartist_name

1990s_(style) 1girl absurdres alternate_costume animal_ear_fluff animal_ears beret blush breasts cleavage drink embarrassed fox_ears fox_girl fox_tail hat highres kitsune kyuubi large_breasts long_hair looking_down miwijag1997 multiple_tails retro_artstyle solo steam sweat sweater table tail touhou water yakumo_ran yellow_eyes

absurdresalternate_costume

!? 1990s_(style) 1girl absurdres bikini bishoujo_senshi_sailor_moon breasts cleavage commission highres looking_down miwijag1997 navel pixiv_commission red_bikini retro_artstyle sailor_moon short_hair stomach swimsuit torn_clothes very_short_hair

1990s_(style) 1girl absurdres alternate_costume blonde_hair blush bow breasts cleavage grey_eyes hair_bow hat highres long_hair looking_at_viewer miwijag1997 nose recording retro_artstyle ribbon sky smile teeth touhou waving white_hat yakumo_yukari

absurdresalternate_costume

1980s_(style) 1990s_(style) 1boy alternate_form artist_request beam_cannon belt blonde_hair cable claws crazy_eyes extra_eyes glint gundam hambrabi highres mecha mecha_pilot_suit mobile_suit oldschool retro_artstyle robot science_fiction smirk space star_(sky) titans_(gundam) traditional_media weapon yazan_gable zeta_gundam

alternate_formartist_request

1990s_(style) absurdres artist_request asteroid beam_cannon beam_rifle cable energy_gun gaza-c glint glowing glowing_eye gun gundam gundam_perfect_file gundam_zz highres machine_gun machinery mecha mecha_focus missile missile_pod mobile_suit neo_zeon no_humans one-eyed pink_eyes retro_artstyle robot science_fiction space thrusters weapon zssa

absurdresartist_request

ahogeakamatsu_kaede

1990s_(style) 1girl animemaster bow detached_sleeves eyes_visible_through_hair gohei gradient_background hair_bow hair_tubes hakama hakurei_reimu hakurei_reimu_(pc-98) highres holding holding_ofuda japanese_clothes long_hair long_sleeves looking_at_viewer miko navel ofuda open_mouth orb pixel_art purple_eyes purple_hair red_bow retro_artstyle ribbon smile touhou touhou_(pc-98) wide_sleeves yin_yang yin_yang_orb

androidanimal_ears

1990s_(style) 1boy 1girl animated animated_gif breasts clothed_male_nude_female hetero nipples nude nurse pussy retro_artstyle sex terra_story uncensored vaginal

animatedanimated_gif

1990s_(style) 1girl barefoot bendy_straw bikini blue_eyes cup disposable_cup drinking_straw full_body holding holding_cup knee_up looking_at_viewer medium_hair navel non-web_source official_art pastel_(twinbee) pink_bikini red_hair retro_artstyle scan sitting smile solo swimsuit towel towel_on_one_shoulder twinbee

barefootbendy_straw

1990s_(style) 1girl absurdres blonde_hair blue_hoodie bottomless cigarette earrings fritz_willie highres hood hoodie jewelry naked_hoodie original retro_artstyle short_hair simple_background smoke solo

absurdresblonde_hair

1990s_(style) blush braid bug butterfly dress fritz_willie highres insect original panties panty_peek pink_dress pink_hair retro_artstyle shirt twin_braids underwear white_shirt

1990s_(style) 1girl animated animated_gif bra breasts looping_animation nipples nude nurse open_bra retro_artstyle solo terra_story uncensored underwear undressing vaginal

animatedanimated_gif

1990s_(style) 1girl artist_name bare_shoulders black_dress black_gloves black_hair border breasts brown_border cleavage closed_mouth commentary cosplay covered_navel cropped_legs cursive dagger dress dual_wielding falling_petals fingerless_gloves floral_background flower gloves gold_hairband hairband highres holding holding_weapon knife long_hair medium_breasts mroczniak_(gloomy_chuu) outside_border petals red_eyes red_flower red_lips red_petals red_rose retro_artstyle rose short_dress sidelocks solo sparkle_background spy_x_family stiletto_(weapon) weapon yor_briar yor_briar_(cosplay)

artist_namebare_shoulders

1990s_(style) 1girl arm_under_breasts artist_name barefoot blush border braid breasts cleavage collarbone commentary cursive falling_petals flower gradient_hair green_eyes green_hair highres kanroji_mitsuri kimetsu_no_yaiba large_breasts mroczniak_(gloomy_chuu) multicolored_hair naked_towel onsen parted_lips petals pink_flower pink_hair pink_petals pink_rose retro_artstyle rose sitting snake solo towel water

arm_under_breastsartist_name

1990s_(style) 1boy anime_coloring blue_eyes blue_hair dragon_ball dragon_ball_super highres open_mouth retro_artstyle saiyan_armor solo spiked_hair super_saiyan super_saiyan_blue teeth unscathedart vegeta yamamuro_tadayoshi_(style)

anime_coloringblue_eyes

1990s_(style) 2boys 6osquet back-to-back belt black_cape black_hat black_pants black_scarf black_shoes blonde_hair brown_belt brown_eyes brown_hair newsboy_cap cape closed_mouth coat curly_hair dress_shirt expressionless fedora full_body genderswap genderswap_(ftm) grin hair_between_eyes hand_on_headwear hand_on_own_hip hands_in_pockets hat highres jacket jacket_on_shoulders loafers long_sleeves looking_at_viewer looking_to_the_side male_focus maribel_hearn medium_hair multiple_boys multiple_views necktie object_in_pocket open_mouth pants pen_in_pocket pocket purple_coat purple_eyes red_necktie retro_artstyle scarf shirt shoes sketch smile standing tie_clip touhou trench_coat turtleneck upper_body usami_renko white_background yellow_hat

back-to-backbelt

1990s_(style) 1boy 6osquet apron belt black_shoes black_shorts black_vest blonde_hair braid closed_mouth dress_shirt expressionless floating_hair full_body genderswap genderswap_(ftm) gloves grin hand_in_own_hair hand_on_own_hip highres kirisame_marisa loafers looking_at_viewer male_focus medium_hair multiple_views orange_belt orange_gloves puffy_sleeves retro_artstyle shirt shoes short_hair shorts side_braid single_sidelock sketch smile socks standing three-quarter_sleeves touhou turtleneck vest white_apron white_background white_shirt wing_collar yellow_eyes yellow_socks

1990s_(style) 1boy 6osquet @_@ animal_ears belt belt_around_waist black_belt black_jacket blazer brown_shoes brown_shorts carrot_pin closed_mouth dress_shirt expressionless full_body genderswap genderswap_(ftm) grin hair_between_eyes hand_in_pocket highres holding holding_megaphone jacket loafers long_hair looking_to_the_side loose_socks male_focus megaphone multiple_views necktie open_clothes open_collar open_jacket ponytail purple_hair rabbit_ears red_belt red_eyes red_necktie reisen_udongein_inaba retro_artstyle shirt shoes short_sleeves shorts sidelocks sketch smile socks touhou upper_body white_background white_shirt white_socks wing_collar

1990s_(style) 1girl black_thighhighs blonde_hair blue_background blue_dress blue_eyes bow commentary copyright_name cross cross_necklace dress english_commentary full_body hair_bow highres ibugz jewelry juliet_sleeves long_hair long_sleeves looking_at_viewer necklace open_mouth priest_(ragnarok_online) puffy_sleeves ragnarok_online red_bow retro_artstyle sitting smile solo thighhighs

black_thighhighsblonde_hair

1990s_(style) 1girl breasts closed_eyes colored_eyelashes large_breasts laughing nipples open_mouth ponytail ranma-chan ranma_1/2 red_hair retro_artstyle smile

breastsclosed_eyes

1990s_(style) 1girl atim_mazaku black_hair breasts earrings feathered_wings green_eyes hair_intakes highres jewelry long_hair medium_breasts nipples non-web_source nude official_art out-of-frame_censoring retro_artstyle seraphic_feather simple_background solo utatane_hiroyuki white_background white_wings wings

atim_mazakublack_hair

15_acheng 1990s_(style) 1girl altair_(re:creators) closed_mouth hat long_hair looking_at_viewer military_hat re:creators red_eyes retro_artstyle solo white_hair

altair_(re:creators)closed_mouth

15_acheng 1990s_(style) 1girl blonde_hair blue_eyes glasses hat long_hair original retro_artstyle smile solo

blonde_hairblue_eyes

15_acheng 1990s_(style) 1girl donut food long_hair maid_headdress open_mouth original red_eyes retro_artstyle white_background white_hair

1990s_(style) 1boy blue_eyes blue_pants brown_hair brown_shoes closed_mouth commentary_request green_eyes green_jacket gundam highres jacket long_sleeves looking_at_viewer male_focus mecha mobile_suit official_art open_clothes open_cockpit open_jacket ousaka_hiroshi pants retro_artstyle robot scan science_fiction shirt shoes short_hair simple_background third-party_source traditional_media uso_ewin v-fin v_gundam victory_gundam white_background white_shirt

blue_eyesblue_pants

1990s_(style) 2boys 3girls blonde_hair bracer brown_hair crossed_arms earth_(planet) green_hair hair_bobbles hair_ornament highres holding_own_arm kisaragi_aki lipstick long_hair makeup mecha multiple_boys multiple_girls natasha_pablochiva non-web_source official_art open_mouth planet plant red_hair red_lips retro_artstyle robot scan science_fiction short_hair smile space sunglasses tekkaman_aki tekkaman_blade_ii very_long_hair yumi_francois

blonde_hairbracer

1990s_(style) 1girl album_cover bandeau blue_background bracelet cover dark-skinned_female dark_skin earrings fushigi_no_umi_no_nadia green_eyes hair_ornament jewelry loincloth looking_at_viewer lying nadia_la_arwall navel neck_ring necklace non-web_source official_art on_side open_mouth retro_artstyle scan short_hair solo strapless tube_top vest

album_coverbandeau

1990s_(style) 1girl absurdres blonde_hair blue_eyes commentary_request copyright_name formal_clothes gundam gundam_wing highres long_hair long_sleeves mecha mobile_suit open_mouth red_suit relena_peacecraft retro_artstyle robot science_fiction sind_ngmhn28 skirt suit v-fin wing_gundam

absurdresblonde_hair

1990s_(style) 1girl absurdres blue_eyes breasts cleavage closed_mouth collarbone gloves green_hair hand_on_own_hip high_collar highres kirishima_reika large_breasts legs long_hair midriff navel one_eye_closed open_mouth reika_(time_gal) retro_artstyle simple_background smile solo thighs time_gal tongue v white_gloves wink

absurdresblue_eyes

1990s_(style) 2boys 2girls back berserk black_hair blue_eyes blush brown_eyes brown_hair cape casca_(berserk) charlotte_(berserk) closed_eyes coat copyright_notice crossed_arms dark-skinned_female dark_skin floating_hair grey_hair griffith_(berserk) guts_(berserk) hair_over_one_eye hand_around_neck hetero highres holding holding_behind_back holding_sack knees_up long_hair long_sleeves multiple_boys multiple_girls non-web_source official_art red_coat retro_artstyle sack scan sheath sheathed short_hair sitting standing sweat sword tears walking walking_away weapon

1girl 90s blue_eyes breasts brown_hair cleavage feet from_above hentai highres kawarajima_kou long_hair motor_vehicle motorcycle nail_polish one-piece one-piece_swimsuit pink_nails sandals smile solo swimsuit toenail_polish vehicle

blue_eyesbreasts

2girls 90s ahoge ass back back-to-back bangs bare_shoulders barefoot bikini black_hair blue_eyes braid breasts brown_hair casual_one-piece_swimsuit feet from_side full_body gradient gradient_background halterneck hand_on_own_chest hand_on_own_head hand_on_own_thigh hands hentai highleg highleg_swimsuit highres kneeling kneepits kobayakawa_miyuki large_breasts legs light_smile lipstick long_hair looking_at_viewer makeup multiple_girls nakajima_atsuko official_art one-piece_swimsuit purple_eyes purple_hair purple_swimsuit scan shadow short_hair side-tie_bikini sideboob single_braid smile soles strap_slip string_bikini swimsuit tsujimoto_natsumi very_long_hair white_bikini white_swimsuit you're_under_arrest

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