1993 best from all time

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1993 1futa 90s_anime animated ass blonde_hair breasts clitoris clitoris_expansion doggy_style dripping enlarged_clitoris female femdom fingering futa_with_female futanari green_hair huge_clitoris injuu_gakuen_la_blue_girl interior intersex kai_fubuki la_blue_girl medium_breasts miss_aoba nipples no_testicles nude nyoninboh_technique pussy school_uniform sex sex_from_behind short_hair skirt sound tagme teacher_and_student uncensored vaginal_penetration video wet yuri

1990s_(style) 1993 2girls animated bow breast_expansion breasts closed_eyes female_masturbation green_hair hairbow injuu_gakuen_la_blue_girl interior la_blue_girl large_breasts long_claws long_hair masturbation midou_miko moaning monster_girl multiple_girls muscle_girl muscle_growth muscular muscular_female nipples nude ponytail purple_hair pussy_juice retro_artstyle short_hair sound sweat tagme transformation underwear video yaku

1990s_(style) 1993 1futa 90s_anime animated ass blonde_hair blue_skirt bouncing_breasts breasts doggy_style dripping enlarged_clitoris erection female fingernails from_side futa_with_female futanari garter_belt garter_straps green_hair indoors injuu_gakuen_la_blue_girl interior intersex kai_fubuki la_blue_girl lingerie medium_breasts miss_aoba nipples no_testicles open_mouth penis retro_artstyle school_uniform sex sex_from_behind shadow silhouette skirt small_areolae sound tagme teacher_and_student thighhighs topless uncensored underwear undressing vaginal_penetration video wet yellow_eyes yuri

1990s_(style) 1993 1girls 3boys all_three_filled anal animated ass bouncing_breasts breast_sucking breasts censored crying_with_eyes_open cum_on_face double_anal fellatio female female_soldier gangrape groping_breast irrumatio legs_held_open licking_nipples lifting_person lipstick lowres makeup medium_breasts monster multiple_boys nipples oral panties_aside pedro_(urotsukidouji) purple_eyes purple_hair rape restrained retro_artstyle sex sex_from_behind short_hair sidelocks soldier sound tagme tears tentacle tentacle_sex thighs thong top_removed triple_penetration ugly_man urotsukidouji v-bangs video

all_three_filledanal

1990s 1993 20th_century 2girls against_wall alley alleyway amagi_kei ami_mizuno bishoujo_senshi_sailor_moon blonde_hair blue_hair blush boots bow brick_wall clothing dated dripping_pussy earrings elbow_gloves embarrassed female female_only fingering gloves heel_boots heels high_heel_boots hourglass_figure looking_at_another looking_back looking_down medium_breasts multiple_girls night open_mouth panties pussy_juice ribbon sailor_fuku sailor_mercury sailor_moon signature sitting skirt skirt_lift small_breasts standing sweat sweatdrop sweating usagi_tsukino wet_panties wet_pussy white_panties yuri

against_wallalley

1990s 1993 20th_century 2girls black_hair blue_hair breasts bulma_briefs closed_eyes dragon_ball erect_nipples female female_only good_launch greyscale human in_bed kissing launch long_hair monochrome multiple_females nipples nude straight_hair sweat tada_atsunori translation_request yuri

black_hairblue_hair

1990s_(style) 1993 1boy alecto_(urotsukidouji) animated ass bald blue_eyes caesar_(urotsukidouji) censored cunnilingus cyborg dark-skinned_female dark_skin double_chin earrings epaulettes fat fat_man father_and_daughter fellatio female green_hair huge_ass jewelry lifting_person long_hair lowres military_uniform nightgown nipples oral panties rape retro_artstyle sex sex_from_behind sidelocks sound tagme tentacle thick_thighs thighs underwear urotsukidouji video wheelchair white_panties

alecto_(urotsukidouji)animated

1990s 1993 1girls 20th_century big_breasts breasts cosmic cosmic_background egg female female_only human human_only kevin_j_taylor light-skinned_female light_skin long_hair planet planet_destruction space voluptuous voluptuous_female

big_breastsbreasts

1990s 1993 20th_century daredevil_(series) elektra_natchios female frank_castle lino_viapiano male marvel pubic_hair punisher sex straight_hair tagme year

daredevil_(series)elektra_natchios

1990s 1993 20th_century ass bent_over big_ass dark-skinned_female dark_skin female female_only human human_only kevin_j_taylor solo solo_female thick_thighs

1990s_(style) 1993 1boy amano_megumi_(urotsukidouji) animated arm_held_back bent_over blue_eyes blush bouncing_breasts breasts chojin_(urotsukidouji) dark-skinned_female dark_skin demon doggy_style earrings english_text feet_out_of_frame fellatio female female_masturbation female_orgasm from_behind functionally_nude green_hair groping interspecies jewelry lipstick lowres makeup masturbation medium_breasts moaning monster monster_sex multi_head music nipples oral orgasm panties partially_undressed rape restrained retro_artstyle sex sex_from_behind short_hair single_earring sound spread_legs standing standing_sex straight subtitled tagme transformation underwear undressing urotsukidouji vaginal_penetration video

amano_megumi_(urotsukidouji)animated

1990s_(style) 1993 animated begging black_hair blush bondage bound breasts breasts_out female french_kiss housewife husband_and_wife interior japanese_clothes kawajiri_yoshiaki kimono kissing longer_than_5_minutes male masago_suhiro mature_female medium_breasts michiyo_suhiro mole mole_under_eye night nipple_stimulation nipples rape retro_artstyle sound tagme video youjuu_sensen_adventure_kid

animatedbegging

1990s_(style) 1boy 2girls 69 1993 animated ass blue_hair bouncing_breasts breast_sucking breasts cunnilingus english_text fellatio fingering grabbing_another's_breast grabbing_own_breast green_hair groping hair_ornament hair_ribbon injuu_gakuen_la_blue_girl interior japanese_clothes kimono la_blue_girl licking long_hair masturbation medium_hair midou_miko moaning multiple_girls nipples nude oral penis pussy pussy_juice retro_artstyle ribbon sex short_hair sound straight tagme uncensored vaginal_penetration video yaku

1990s_(style) 1993 animated belly blue_hair blue_panties breasts cleavage cunnilingus female giant_tongue injuu_gakuen_la_blue_girl jewelry la_blue_girl large_breasts licking_breast licking_nipple long_hair maria_(la_blue_girl) maria_mido micro_panties monster nipple_stimulation nipples oral panties pumping purple_eyes retro_artstyle saliva sex sound tagme tongue underwear vaginal_penetration video wavy_hair

1990s 1993 1boy 20th_century 4girls age_difference ami_mizuno aroused_face begging_for_more bishoujo_senshi_sailor_moon blush bow bracelet bracelets clothing comic confused_look crossover cumming dark-jimmy dialogue doggy_style dominant_male doujinshi female_ejaculation from_behind fucked_senseless fucked_silly gloves half-dressed headband hokuto_no_ken japanese_text jewelry kenshiro makoto_kino manly masculine medium_breasts minako_aino moaning naked_elbow_gloves naked_gloves naked_skirt open_mouth outdoor_sex outdoors pleasure_face rape rei_hino rock rough_sex sailor_jupiter sailor_mars sailor_mercury sailor_venus screaming sex_from_behind shock shocked skirt skirt_only small_breasts submissive_female surprised tearing_up tears_of_joy tears_of_pleasure topless topless_female torn_clothes torn_clothing torn_leotard translation_request voyeur voyeurism watching worship

age_differenceami_mizuno

1993 1girls android_18 cell_(dragon_ball) dragon_ball dragon_ball_z female imminent_penetration imminent_rape imminent_sex jpeg_artifacts just_the_tip prodding rape scared semi-perfect_cell straight_hair tail_masturbation tail_sex tentacle uncensored yokota_mamoru

android_18cell_(dragon_ball)

1993 1girls android_18 belt blonde_hair blue_eyes breast_grab breasts cell_(dragon_ball) doujinshi dragon_ball dragon_ball_z earrings female human imperfect_cell jewelry male mary_janes panties panties_aside panty_pull pink_panties rape sex short_hair straight straight_hair sweat tail torn_clothes underwear vaginal_penetration yokota_mamoru

1990s 1993 1animal 1girls 20th_century after_oral ball breasts canine cherry_poptart cherry_poptart_(comic) comic comic_page dialogue dog dog_toy domestic_dog drool hairy_pussy human_on_feral larry_welz monochrome naked naked_female nipples no_color no_sex nude nude_female on_bed pinup pubic_hair pussy saliva unshaved_pussy zoophilia

1993 1boy 1boy1girl 1girls android_18 bar_censor breasts cell_(dragon_ball) censored clothed clothing crying crying_with_eyes_open dragon_ball dragon_ball_z female forced gloves hand_on_head hands_behind_back holding_head imminent_penetration imminent_rape imminent_sex just_the_tip male prodding rape ripped_clothes ripped_clothing ripped_pants scared semi-perfect_cell shirt straight_hair tail tail_penetrating tail_sex tears torn_clothes torn_clothing vagina vaginal_penetration yokota_mamoru

android_18bar_censor

1990s 1993 20th_century artemis_(sailor_moon) bishoujo_senshi_sailor_moon blush caught_in_the_act feline female feral fred_kelly fur human luna_(sailor_moon) male minako_aino monochrome sex straight surprised tagme usagi_tsukino walk-in

artemis_(sailor_moon)bishoujo_senshi_sailor_moon

1990s 1993 1girls 20th_century airplane airport eric_schwartz female funny fur furry furry_only giant giantess humor improvised_sex_toy insertion kencougr macro macro_female masturbation micro micro_on_macro monochrome plane public_transportation size_difference sketch solo_focus text unbirthing vagina vehicle_sex vore

airplaneairport

1990s 1993 1girls 20th_century 2boys bald bald_man bdsm big_belly bit_gag black_and_white black_hair bondage breast_bondage breast_torture buttplug comic depuceleur dungeon female femsub handdrawn human human_only lady_marilyn lady_marilyns_misfortune light-skinned_female light-skinned_male light_skin male mature mature_male needle nipple_torture nude nude_female nude_male penis pillory rape restrained sex_toy sherrif stomach_bulge straight tied_to_pole vaginal_penetration

1993 1girls android_18 breasts cell_(dragon_ball) dragon_ball dragon_ball_z female semi-perfect_cell straight_hair tagme tears vaginal_penetration yokota_mamoru

android_18breasts

1993 1boy 1boy1girl 1girls android_18 blonde_hair blue_eyes breast_grab cell_(dragon_ball) dragon_ball dragon_ball_z ear_ring female from_behind_position grabbing_from_behind groping groping_from_behind imminent_penetration imminent_rape imminent_sex imperfect_cell just_the_tip mary_janes panties_aside penetration pussy ripped_clothes ripped_clothing ripped_pants straight_hair tagme tail tail_penetrating tail_sex torn_clothes torn_clothing vagina vaginal vaginal_penetration yokota_mamoru

android_18blonde_hair

1990s 1990s_(style) 1993 20th_century apron apron_only areolae ass back-seamed_legwear black_garter_belt black_garter_straps black_neckwear black_stockings breasts brown_eyes brown_hair collar covered_nipples dated earrings feet_out_of_frame female fingernails garter_belt garter_straps hair_ribbon high_ponytail highres holding jewelry large_breasts lipstick long_hair looking_at_viewer looking_back makeup nail_polish naked_apron non-web_source open_mouth original page_53 page_number red_lips red_nails retro_artstyle ribbon seamed_legwear sideboob signature simple_background skindentation solo spatula stockings straight_hair thighhighs umetsu_yukinori white_apron white_background wrist_cuffs year

apronapron_only

1990s 1993 20th_century anatomically_correct anatomically_correct_genitalia animal_genitalia antlers balls breasts cervine cervine_genitalia female feral from_behind_position fur genitals horn humanoid looking_pleasured male mammal mounting penis pussy satyr sex sheath tim_o'rourke white_tailed_deer year zoophilia

anatomically_correctanatomically_correct_genitalia

1990s 1993 1girls 20th_century armor big_eyes black_and_white bottomwear breast_out breasts breasts_between_suspenders breasts_out cherry_poptart cherry_poptart_(comic) curly_hair dialogue english_text female female_only fire firefighter firefighter_helmet firefighter_uniform helmet holding_hose holding_object hose human jacket larry_welz long_hair looking_at_viewer monochrome navel nipples open_clothing open_jacket open_topwear pants partially_clothed pinup smile smiling_at_viewer smoke solo speech_bubble straight_hair suspenders talking talking_to_viewer text toony topwear water_drop year

1990s 1993 20th_century 5girls ami_mizuno big_breasts bishoujo_senshi_sailor_moon black_fur bow breasts cat clothes clothing comic cunnilingus doujin doujinshi feline female female_only feral feral_on_female feral_on_human fur human interspecies japanese_text luna_(sailor_moon) makoto_kino medium_breasts minako_aino monochrome multiple_girls negura_nao nipples nude oral rei_hino school_uniform speech_bubble translation_request usagi_tsukino yuri zoophilia

ami_mizunobig_breasts

1993 2022 anthro anthro_only areola ass belly big_breasts big_butt black_areola blinky_bill_(series) bottomwear breast_piercing breasts brown_body brown_eyes brown_fur canid canine canis chubby_anthro chubby_belly chubby_female clothed clothed/nude clothing crop_top daisy_dingo dingo exposed_breasts eyeshadow female footwear fur high_heels hotpants korak_sinatra legwear lips looking_at_viewer looking_back makeup mammal montgomery_glands multicolored_body multicolored_fur navel navel_piercing nude piercing pinup pose presenting presenting_hindquarters pubes raised_tail red_lips ring shirt shorts showing_belly smile smiling_at_viewer solo thick_thighs topwear torn_bottomwear torn_clothing torn_legwear torn_shorts two_tone_body two_tone_fur wide_hips

anthroanthro_only

1990s 1993 20th_century 90s abstract_background ami_mizuno artist_name bishoujo_senshi_sailor_moon blue_eyes blue_hair breasts choker cityscape female gif lying nipples nude on_side pixel_art retro_artstyle sailor_mercury short_hair small_breasts solo static_gif takumi_amatsukawa tiara year

abstract_backgroundami_mizuno

1990s_(style) 1993 3boys animated ass bouncing_breasts breasts fellatio female groping_breast irrumatio licking_nipple lifting_person lipstick lowres makeup medium_breasts multiple_boys nipple_stimulation nipples oral pedro_(urotsukidouji) purple_eyes purple_hair rape retro_artstyle sex sex_from_behind short_hair sidelocks sound tagme tears tentacle thighs thong ugly_man urotsukidouji v-bangs video

1990s 1993 20th_century absurd_res anthro areolae ass balls beast beauty_(fairy_tales) beauty_and_the_beast_(fairy_tales) blonde_hair breasts chair cloven_hooves corlett cum cum_inside cum_on_ass cum_on_breasts cum_on_face drooling duo erection fairy_tales feet female fire fur furry hair highres hooves human interspecies large_breasts lightning male mammal messy monochrome monster nipples nude orgasm penetration penis raining sagging_balls saliva sex storm straight straight_hair the_beast tongue tower year

absurd_resanthro

1990s 1993 20th_century areolae black_and_white bulma_briefs bulma_briefs_(frieza_saga) detailed_pussy doujinshi dragon_ball dragon_ball_z exposed_breasts exposed_pussy female female_only hayashibara_hikari human japanese_text laying_on_side lingerie looking_at_viewer monochrome page_149 pubic_hair pussy solo spread_legs straight_hair thighhighs uncensored underwear

areolaeblack_and_white

1990s 1993 20th_century above_view anthro breasts casual_nudity edit eric_schwartz female female_only furry furry_female mistah_talleyman nude sabrina_conrad sabrina_online skunk sleeping solo tagme toony webcomic year

above_viewanthro

1993 1girls ainu_clothes artist_name bare_shoulders big_breasts black_hair blush breast_expansion breasts breasts_out busty clothes_pull dated female female_only fingerless_gloves gloves hair_ribbon highres huge_breasts japanese_text king_of_fighters large_breasts long_hair looking_down monochrome mugen_koubou nakoruru nipples oerba_yun_fang open_mouth panchan retro_artstyle ribbon samurai_shodown snk solo star-shaped_pupils star_(symbol) surprised symbol-shaped_pupils tears tongue traditional_media traditional_media_(artwork) translation_request voluptuous

ainu_clothesartist_name

1990s_(style) 1993 1boy action animated bald battle boots bottomless cum cum_in_pussy earrings fellatio female fighting forest green_genitals green_hair green_pussy grey_body hair_ribbon injuu_gakuen_la_blue_girl jewelry kamiri_(injuu_gakuen_la_blue_girl) la_blue_girl long_hair martial_arts mind_control nature ninja nipples oral outdoors ponytail pumping retro_artstyle ribbon sex sound straight tagme thong uncensored undressing vaginal_penetration video x-ray

1993 1girls android_18 breast_grab cell_(dragon_ball) dragon_ball dragon_ball_z female imperfect_cell pussy tagme vaginal_penetration yokota_mamoru

android_18breast_grab

1990s 1993 20th_century ankh ankh_necklace black_hair clothed_female_clothed_male clothed_male_clothed_female comic condom dave_mckean dc dc_comics death_of_the_endless dialogue edit english_text exposed_penis female fully_clothed goth goth_girl gothic hellblazer jewelry john_constantine light-skinned_female limited_palette male necklace official_art pale pale-skinned_female pale_skin penis psa safe_sex speech_bubble the_sandman trenchcoat white_skin

ankhankh_necklace

1990s 1993 20th_century anthro black_fur edit eric_schwartz female female_only fur furry mistah_talleyman nude sabrina_conrad sabrina_online short_hair sitting skunk solo tagme toony webcomic white_hair year

anthroblack_fur

1990s 1993 1girls 20th_century armpits bishoujo_senshi_sailor_moon blonde_hair blue_eyes bow breasts dated dithering earth_(earth_cg_gallery) female female_only hairbow long_hair looking_at_viewer minako_aino naked nipples nude pixel_art sailor_venus scepter small_breasts solo star transformation wand year

armpitsbishoujo_senshi_sailor_moon

1990s 1993 20th_century alpha_channel animal_genitalia animal_penis animaniacs anthro anus ball_fondling balls big_penis blue_eyes breasts closed_eyes doug_winger duo equine equine_penis erection fellatio female fondling fur furry hooves horse horsecock looking_at_penis looking_pleasured male mammal minerva_mink mink mustelid nipples nude oral penis plain_background red_background sex size_difference straight teeth year

alpha_channelanimal_genitalia

1990s 1993 1boy 1girls 20th_century age_difference bishoujo_senshi_sailor_moon bliss blush bow comic cowgirl_position doujin doujinshi female female_on_top girl_on_top hairbow japanese_text male male/female medium_breasts naked naru_osaka nephrite nude open_mouth outdoors public riding saliva short_hair small_breasts speech_bubble sweat tamahara_takapon thought_bubble translation_request

age_differencebishoujo_senshi_sailor_moon

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