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90s animated barefoot before_and_after bouncing_breasts bound_to_chair breasts bukkake censored cleavage clothed_sex completely_nude cowgirl_position cum cum_on_body cum_on_breasts cum_on_floor cum_on_hair erect_nipples game_cg long_hair looking_away lying_on_floor male_rape_victim purple_hair rape red_lips reverse_cowgirl_position reverse_rape riding saki_(viper_f40) sex straddling tagme thigh_grab thighs vaginal_penetration video viper_(series) viper_f40

animatedbarefoot

1990s 1girls 90s blonde_female blonde_hair bondage breasts female grab_hair hair_grab nipples pc98 risa_(viper) sogna viper_(series) viper_v10

blonde_femaleblonde_hair

1990s 1990s_(style) 4girls 720p 90s anal_insertion black_hair_female blonde_female bondage breasts brown_hair_female brown_hair_male candle_wax candles cool_devices cum cum_on_back dominatrix dubbed_version english_audio english_dub english_voice english_voice_acting eye_mask female_masturbation group_sex halloween halloween_costume haruka haruka_uciumi hi_res high_resolution highres indoors inner_thoughts karma licking_nipples lipstick long_blonde_hair long_hair long_hair_female longer_than_2_minutes longer_than_30_seconds longer_than_3_minutes longer_than_4_minutes longer_than_one_minute male_master mansion marino_okura mask masks moaning moaning_in_pleasure momomi_okazaki monoglove mp4 multiple_boys multiple_girls non-virgin nutech_digital offering over_480p party penis pink_pineapple red_rose retro retro_artstyle roses sadistic_smile saki_(cool_devices) saki_yazawa seek_~chikashitsu_no_mesu_dorei-tachi~ sex sex_party shorter_than_five_minutes sound thinking_about_another thinking_of_someone_else thorn uh_oh uncensored vaginal_penetration vibrator vibrator_in_ass video voice_acted watching watching_sex wax wax_on_body wet_pussy whip whipping_butt witch witch_hat

anal_insertionblack_hair_female

1990s 1990s_(style) 1995 1996 1girls 2025 2d 2d_(artwork) 90s after_orgasm after_sex ass athletic athletic_female back back_dimples back_view big_ass big_butt brown_hair bubble_butt closed_eyes completely_naked completely_naked_female completely_nude completely_nude_female curvy_ass curvy_body curvy_female curvy_figure cute cute_face dimples_of_venus female_focus female_protagonist fushigi_yuugi head_tilt high_quality high_resolution highres large_ass large_butt light-skinned_female light_skin medium_hair miaka_yuki naked naked_female no_sex not_ai_generated nude nude_female official_art perfect_body realistic_proportions retro_artstyle shower showering slim_girl slim_waist solo_female teen teen_girl teenage_girl teenager thin_female water waterfall wet young young_female young_woman younger_female

after_orgasmafter_sex

1990s 1993 90s blonde_female blonde_hair canonical_scene clothes_disappearing comic comic_page comic_panel covering_breasts covering_crotch dark-skinned_male embarrassed_female embarrassed_naked_female embarrassed_nude_female embarrassed_nude_male enf english english_dialogue english_text enm euf female glasses humiliation invisible_clothes invisible_woman marvel marvel_comics mass_embarrassment naked official_art old_man public public_humiliation suddenly_naked sue_storm

blonde_femaleblonde_hair

1990s 1990s_(style) 1996 1boy 1boy2girls 2d 2d_(artwork) 2girls 720p 90s 960x720 anal anal_creampie anal_insertion anal_juice anal_leakage anal_pump anal_sex animated anulingus anus assisted_masturbation barefoot big_breasts black_hair_female bondage bondage_harness breasts brown_hair brown_hair_female cell chains collar cool_devices cuffs cum cum_in_ass cum_inside demanding doggy_style dominatrix dubbed_version enema enema_punishment english_audio english_dialogue english_dub english_voice english_voice_acting exhausted fart farting female female_masturbation female_moaning femdom femsub fingering fingering_pussy forced_cunnilingus gloves harness indoors inflatable_sex_toy latex_armwear leash licking_anus licking_neck long_hair long_hair_female long_video longer_than_30_seconds longer_than_3_minutes longer_than_4_minutes longer_than_5_minutes male male_master maledom marino_okura masturbation moaning monoglove mp4 nude_female nutech_digital object_insertion oppai over_480p penis_in_ass pet pink_pineapple prisoner red_thighhighs retro retro_artstyle saki_(cool_devices) saki_yazawa seek_~chikashitsu_no_mesu_dorei-tachi~ sex sex_slave sound spreading_ass stomach_noises straight tagme thighhighs tongue uncensored video voice_acted whip whipping worried_expression worried_face yuri

analanal_creampie

1990s 1990s_(style) 1996 1boy 1boy2girls 20th_century 2d 2d_(artwork) 2d_animation 2girls 720p 90s 960x720 animated aphrodisiac begging_to_stop big_breasts black_corset black_hair_female bondage bound_arms bound_legs candles cervix collar cool_devices dominatrix dubbed_version enduring_face english_audio english_dialogue english_dub english_voice english_voice_acting female female_moaning female_slave femsub fingerless_gloves fondling fondling_breasts fondling_pussy gloves gynecological_chair hands_tied hi_res high_resolution highres indoors insertion latex_legwear long_brown_hair long_hair long_hair_female longer_than_30_seconds longer_than_one_minute male male_master maledom marino_okura master_and_slave mp4 nipples no_bra no_panties nutech_digital over_480p pink_pineapple pussy red_eyes_female red_latex_legwear retro retro_artstyle saki_(cool_devices) saki_yazawa seek_~chikashitsu_no_mesu_dorei-tachi~ sex_slave shorter_than_3_minutes shorter_than_five_minutes shorter_than_four_minutes shorter_than_two_minutes smile sound spread_eagle spread_legs spreading_pussy tagme tile tile_floor tiles tits uncensored vaginal_insertion video

animatedaphrodisiac

1girls 2d 90s asuka_langley_sohryu bangs blue_eyes bosom breasts convenient_censoring convenient_censorship female getting_out_of_shower light_skin neon_genesis_evangelion red_hair screencap shower solo teenage_girl teenager towel towel_on_head towel_wrap

asuka_langley_sohryubangs

2girls 90s akira_(viper) animated anna_miller black_background blonde_hair blue_eyes braid clothing cunnilingus cunnilingus_through_clothes empty_eyes eyebrows_visible_through_hair face_in_crotch female female_only frilled_panties frills game_cg glasses karin_(viper) legwear looking_at_pussy lowres mind_control multiple_girls open_mouth oral panties reverse_forced_oral simple_background skirt skirt_lift smile sogna talking thigh_strap thighs tied_hair tongue tongue_out twin_braids twintails underwear uniform viper_(series) viper_v16 waitress waitress_uniform white_panties yuri

akira_(viper)animated

1boy 1girls 90s ainu_clothes artist_request big_breasts black_hair blush breasts busty closed_eyes embarrassed evil_smile female from_side gloves grin hair_ribbon highres king_of_fighters large_breasts long_hair male monochrome monster nakoruru nipples open_mouth ribbon samurai_shodown sideboob smile snk sweat tears tongue traditional_media traditional_media_(artwork) voluptuous

ainu_clothesartist_request

1990s 1990s_(style) 1993 1girls 2d 2d_(artwork) 2d_animation 90s amano_megumi_(urotsukidouji) animated audible_speech bare_shoulders black_hair bouncing_breasts breasts breasts_out central_park_media chojin_(urotsukidouji) closed_eyes dark-skinned_female dark_skin doggy_style earrings english_audio english_dialogue female green_hair jewelry lowres medium_breasts monster nipples rape restrained retro_artstyle sex sex_from_behind short_hair sound tagme transformation undead upside-down urotsukidouji video

amano_megumi_(urotsukidouji)animated

2girls 90s armor artist_request ass big_ass big_breasts blonde_hair blue_eyes breasts brown_eyes busty cleavage confident fat_ass feet female female_only hand_on_hip highres huge_ass janne_d'arc japanese_clothes large_breasts legs long_hair looking_at_viewer looking_back medium_hair multiple_girls open_mouth own_hands_together pants pantyhose pose posing retro_artstyle ryoko_izumo seductive seductive_look sensual sideboob smile snk sword thighs tongue traditional_media voluptuous weapon world_heroes

armorartist_request

1girls 90s bishoujo_senshi_sailor_moon blonde_hair blush bondage bound bound_wrists bow breasts cum cum_in_pussy cum_on_body fellatio female fingering gangbang group_sex hairbow indoors long_hair medium_breasts mermaid_(artist) minako_aino multiple_boys navel nipples non-web_source oral pussy pussy_juice rape retro_artstyle sex uncensored vaginal_penetration

bishoujo_senshi_sailor_moonblonde_hair

1girls 90s bishoujo_senshi_sailor_moon blonde_hair blush bondage bound bound_wrists bow breasts female hairbow indoors long_hair male medium_breasts mermaid_(artist) minako_aino multiple_boys navel nipples non-web_source penis pixel_art pussy pussy_juice retro_artstyle sailor_v sailor_venus sex uncensored vaginal_penetration

bishoujo_senshi_sailor_moonblonde_hair

1girls 90s bishoujo_senshi_sailor_moon blonde_hair blush bondage bound bound_wrists bow breasts female hairbow indoors long_hair medium_breasts mermaid_(artist) minako_aino multiple_boys navel nipples non-web_source pixel_art pussy pussy_juice retro_artstyle spread_pussy uncensored

bishoujo_senshi_sailor_moonblonde_hair

1girls 90s animated bishoujo_senshi_sailor_moon blonde_hair blush bondage bound bound_wrists bow breasts cum cum_in_mouth cumdrip female hairbow indoors long_hair medium_breasts mermaid_(artist) minako_aino multiple_boys navel nipples non-repeating_animation non-web_source penis pixel_animation pixel_art retro_artstyle uncensored

animatedbishoujo_senshi_sailor_moon

1girls 90s bishoujo_senshi_sailor_moon blonde_hair blush bondage bound bound_wrists bow breasts fellatio female hairbow indoors long_hair medium_breasts mermaid_(artist) minako_aino multiple_boys navel nipples non-web_source oral penis pixel_art retro_artstyle uncensored

bishoujo_senshi_sailor_moonblonde_hair

1girls 90s bishoujo_senshi_sailor_moon blonde_hair blush bound bound_wrists bow breasts fellatio female gangbang group_sex hairbow indoors long_hair mermaid_(artist) minako_aino multiple_boys navel nipples non-web_source oral penis pixel_art pussy pussy_juice rape retro_artstyle sex uncensored vaginal_penetration

bishoujo_senshi_sailor_moonblonde_hair

1girls 90s animated bishoujo_senshi_sailor_moon blonde_hair blush bound bound_wrists bow breasts female hairbow indoors long_hair mermaid_(artist) minako_aino multiple_boys navel nipples non-web_source penis pixel_animation pixel_art pussy pussy_juice rape retro_artstyle uncensored

animatedbishoujo_senshi_sailor_moon

1girls 90s bishoujo_senshi_sailor_moon blonde_hair blush bound bound_wrists bow breasts female hairbow indoors long_hair mermaid_(artist) minako_aino multiple_boys navel nipples non-web_source pixel_art pussy pussy_juice rape retro_artstyle uncensored

bishoujo_senshi_sailor_moonblonde_hair

1girls 90s animated arms_up bishoujo_senshi_sailor_moon blonde_hair blush bound bound_wrists bow breasts female fingering hairbow indoors long_hair mermaid_(artist) minako_aino multiple_boys navel nipples non-web_source pixel_animation pixel_art pussy pussy_juice retro_artstyle uncensored

animatedarms_up

1girls 90s arms_up bishoujo_senshi_sailor_moon blonde_hair blush bound bound_wrists bow female hairbow indoors long_hair mermaid_(artist) minako_aino multiple_boys navel non-web_source retro_artstyle

arms_upbishoujo_senshi_sailor_moon

2girls 90s animated bed bishoujo_senshi_sailor_moon blonde_hair bow breasts brown_eyes closed_eyes collarbone completely_nude curtains double_bun female hair_bun hairbow indoors inset light_blush long_hair lowres medium_breasts mermaid_(artist) minako_aino multiple_girls navel nipples non-web_source nude on_bed open_mouth pixel_animation pixel_art pussy pussy_juice retro_artstyle socks tribadism uncensored usagi_tsukino very_long_hair yuri

2girls 90s animated bedroom bishoujo_senshi_sailor_moon breasts female lesbian_sex lowres mermaid_(artist) minako_aino multiple_girls naked_socks nipples non-web_source on_bed pixel_animation pixel_art socks socks_only tribadism uncensored usagi_tsukino yuri

animatedbedroom

2girls 69 90s animated bishoujo_senshi_sailor_moon cunnilingus female fingering lowres mermaid_(artist) minako_aino multiple_girls non-web_source pixel_animation pixel_art uncensored usagi_tsukino yuri

animatedbishoujo_senshi_sailor_moon

2girls 69 90s bishoujo_senshi_sailor_moon cunnilingus female gif lowres mermaid_(artist) minako_aino multiple_girls non-web_source pixel_animation pixel_art uncensored usagi_tsukino yuri

bishoujo_senshi_sailor_mooncunnilingus

1boy 1girls 720p 90s adult_and_teenager age_difference animated aphrodisiac assisted_exposure audible_creampie ayana_(cool_devices) balls balls_deep big_breasts big_penis bouncing_breasts breast_fondling breast_grab breast_grope breast_sucking breasts brown_eyes brown_hair cervix cheating_male cool_devices creampie cum cum_filled cum_flood cum_gushing cum_in_pussy cum_in_uterus cum_inside cum_overflow cunnilingus dark-skinned_male dark_skin deep_penetration defloration deflowering drugged drugged_rape drugged_sex drugs erection fat_man female female_virgin fertilization fingering fingering_partner fingering_pussy fondling fondling_breast forced forced_kiss forced_orgasm french_kissing groping groping_breast hair_ornament hairless_pussy impregnation in_heat insemination internal internal_cumshot internal_view labia large_insertion large_penetration large_penis larger_male legs_apart legs_up legs_up_sex licking_face licking_nipple light-skinned_female light_skin long_hair loss_of_virginity male male_moaning male_penetrating_female male_raping_female mating_press middle_aged_male missionary_position moan moaning mp4 navel netorare nipple_suck nipples nude_female nutech_digital old_man older_male older_man_and_teenage_girl older_penetrating_younger open_mouth orgasm ovum panties panty_pull peeping penis_in_pussy perky_breasts petite_body petite_female pig_tails pussy pussy_juice rape restrained saliva school_uniform schoolgirl sex size_difference smaller_female sperm_cell sperm_meets_ovum step-incest stepdaughter stepfather stepfather_and_stepdaughter straight_sex sucking sucking_nipples sweat tagme teenage_girl teenager testicles third-party_edit throbbing_penis thrusting thrusting_into_pussy tongue tongue_kiss tongue_out twintails umetsu_yasuomi uncensored undressing undressing_another unwanted_creampie unwanted_impregnation uterus vaginal_fingering vaginal_fluids vaginal_juices vaginal_penetration vaginal_sex video virgin virginity_loss wedding_ring white_panties wrist_grab x-ray yellow_star! yellow_star_(cool_devices) young younger_female younger_penetrated

adult_and_teenagerage_difference

1994 90s censored_penis clark_still comedy doujinshi handjob heidern japanese_text king_of_fighters male male/male male_focus male_only male_penetrating manga mature_male ralf_jones scan shostakovich_rota snk text translation_request video_games

censored_penisclark_still

1990s 1girls 90s angry angry_face closed_eyes cum cum_on_face facial female pc98 pocket_dream purple_eyes purple_hair vision_soft

angryangry_face

1990s 1girls 90s d.o. dildo dildo_in_ass female hoshi_no_suna_monogatari hoshi_no_suna_monogatari_3 pc98 strap-on

1990s 1girls 90s cum cum_on_face female glasses green_hair jast_(company) pc98 tenshi-tachi_no_hohoemi

1990s 1girls 90s cum cum_on_body d.o. female glasses nerd pc98 solo_female youjuu_senki_a.d._2048

1990s 1girls 90s brown_hair cum cum_on_face d.o. female hoshi_no_suna_monogatari hoshi_no_suna_monogatari_3 open_mouth pc98

1990s 1girls 90s blue_hair cry_sweeper d.o. female glasses open_mouth pc98 school_uniform

blue_haircry_sweeper

1990s 1girls 90s cum cum_on_face d.o. facial female head_grab pc98 toriko_(d.o.) unwanted_cumshot

1990s 1girls 90s female horikawa_nanase houkago_ren-ai_club libido_(company) orange_hair pc98 smile solo_female

femalehorikawa_nanase

1girls 90s artist_request brown_hair copyright_request female public recording school_uniform smile

artist_requestbrown_hair

1990s 1girls 90s abs bishoujo_dorei_club blush breasts brown_hair closed_eyes cowgirl_position female guilty_(company) pc98 penetration pubic_hair school_uniform

absbishoujo_dorei_club

1boy 1girls 2d 2d_(artwork) 90s a_kite age_difference akai_(kite) animated breasts brown_hair closed_eyes completely_nude completely_nude_female deep_penetration earrings erection female female_human flashback gif hairless_pussy hi_res highres huge_cock huge_insertion huge_penetration human jewelry kite_(anime) large_filesize large_insertion large_penetration large_penis larger_male leg_grab legs legs_forced_open legs_held_open light-skinned_female light_skin long_hair long_penis lying lying_on_back male male/female male_human missionary_position navel nipples no_sound nopan nude nude_female nude_male old_man older_man_and_younger_girl older_penetrating_younger on_back on_bed on_top penis penis_in_pussy perky_breasts plump_labia puffy_pussy pussy rape retro_artstyle sawa_(kite) sex size_difference skin_tone_difference small_breasts smaller_female spread_legs straight third-party_edit thrusting thrusting_into_pussy umetsu_yasuomi uncensored vagina vaginal_penetration vaginal_sex young younger_female younger_penetrated

a_kiteage_difference

1990s 1990s_(style) 1996 2+boys 20th_century 2d 2d_(artwork) 2d_animation 3animals 3dogs 3girls 480p 720x480 90s animated assisted_exposure bdsm begging_to_stop being_watched blonde_female blonde_hair blonde_hair_female bondage brown_hair brown_hair_female cool_devices crowd crowd_watching cunnilingus_from_canine dilated_pupils dogs dominant_feral drool dubbed_version electric_shock electricity electrodes electrostimulation english_audio english_dub english_voice english_voice_acting evil_smile flashback haruka haruka_uciumi hi_res high_resolution highres indoors licking_pussy lipstick long_brown_hair male male_canine marino_okura masks multiple_boys multiple_females multiple_girls multiple_males muscular_male nose_hook nutech_digital pee peeing peeing_self pink_pineapple red_eyes_female red_lips red_lipstick retro retro_artstyle ripped_clothing sadist sadistic_female sadistic_smile sadomasochism saki_(cool_devices) saki_yazawa saliva scream screaming_in_pain seek_~chikashitsu_no_mesu_dorei-tachi~ sexually_aggressive_animal shock shocked shocking sniffing_panties tagme tears tears_of_desperation torn_bra torn_skirt trained video voice_acted watching watching_rape watching_through_window waterboarding whip whip_marks whipping wooden_wheel

animatedassisted_exposure

1girls 90s ainu_clothes artist_request 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

ainu_clothesartist_request

1boy 1boy1girl 1girls 2girls 4:3 4:3_aspect_ratio 69 69_position 90s akane_tendo animated anus anus_focus ass ass_grab ass_grab_from_front background bedroom big_ass big_ass_(female) big_butt big_butt_(female) black_eyes_female black_hair black_hair_male blowjob blue_eyes blue_eyes_male blue_hair blue_hair_female blushing_at_partner blushing_male boy_on_top breast_sucking breasts brown_eyes_female brown_hair brown_hair_female butt_grab censored censored_penis censored_pussy classic clothed clothing conversation cowgirl_position cum cum_in_face cum_in_hand cum_on_face cum_on_hand cum_outside cum_shot cumming_from_handjob cumming_from_vaginal_sex cumming_on_hand cumming_outside cumshot cumshot_on_face cunnilingus cute_face cute_girl dialogue dress ejaculating_cum ejaculating_on_face ejaculating_while_penetrating ejaculation female female/male female_moaning female_on_top female_pervert fingering fingering_partner fingering_pussy floor floor_sex friends friends_with_benefits girl_on_top giving_in_to_pleasure grabbing_ass grabbing_ass_while_penetrating grabbing_breast grabbing_breasts grabbing_butt hairy_penis hairy_pussy hand_in_pussy hand_job hand_on_pussy handjob handjob_while_sucking hands_on_breast hands_on_breasts happy happy_face happy_female happy_sex hard_cock hard_penis hard_sex harder holding_breast holding_breasts hug inside inside_pussy kasumi_tendo kissing leg_up leg_up_sex legs_open licking_breast licking_cum licking_glans licking_nipples licking_penis licking_pussy lost_media lust male male/female male_behind_female male_moaning male_on_top male_pervert masturbating_other masturbating_partner medium_breasts medium_hair medium_hair_female mp4 naughty naughty_face no_sound old older on_floor one-piece_swimsuit open_eyes open_legs open_mouth opening_anus oral_sex panties panties_down penis_in_pussy penis_inside penis_on_pussy pervert pervert_male pleasure pleasured pleasured_face pleasured_female pleasured_male pose pubic_hair pussy_hair ra_nomonto ranma-kun ranma_1/2 ranma_saotome removing_clothing removing_panties removing_shirt removing_shorts reverse_cowgirl_position sex sex_in_bedroom sex_on_floor short_hair short_hair_female shorts skirt_up slap_mark_on_face slapping_face small_breasts sound_request spooning squeezing_breast squeezing_breasts submissive submissive_female sucking_nipples sucking_penis swimsuit tagme thick_legs thick_thighs tied_hair vaginal_penetration vaginal_sex video young young_boy young_female young_girl young_male young_man young_woman

akane_tendoanimated

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