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1999

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1999 animal_genitalia anthro archie_comics black_nose blue_eyes breasts brown_body brown_fur chipmunk clitoral_hood clothing discarded_clothing duo female flower forest fur genitals ground_squirrel hair kthanid_(artist) male male/female mammal nipples nude nude_anthro nude_female nude_male open_mouth outside penis pink_nipples pink_penis plant pussy red_hair rodent sally_acorn sciurid scut_tail sega sheath short_tail small_breasts sonic_(series) sonic_the_hedgehog_(archie) sonic_the_hedgehog_(comics) sonic_the_hedgehog_(series) tail toony tree

animal_genitaliaanthro

00s 1990s 1990s_(style) 1999 1boy 1girls 2000 2d 2d_animation 90s all_fours animal_ears animated arched_back arms_(studio) astral_(words_worth) back bell bent_over blush breasts canonical_impregnation canonical_sex cat_ears cat_tail catgirl cave closed_eyes clothed_female_nude_male clothed_sex collar cum cum_in_pussy cum_inside deep_penetration doggy_style female female_penetrated fingering fingering_partner grabbing_another's_breast groping hentai hentai_series jingle_bell kissing leaning_forward long_hair longer_than_2_minutes longer_than_3_minutes longer_than_one_minute lowres male male/female medium_breasts moaning moaning_in_pleasure naked navel neck_bell nina_(words_worth) nipples nude on_hands_and_knees open_mouth passionate_kiss pink_hair pumping restrained retro_artstyle sex sex_from_behind sound straight tagme tail tongue_kiss top-down_bottom-up uncensored vaginal_penetration vaginal_sex video words_worth

all_foursanimal_ears

1990s 1990s_(style) 1999 1boy 2d 90s animal_ears animated arms_(studio) astral_(words_worth) back bell bent_over blush breasts cat_ears cat_tail cave closed_eyes clothed_female_nude_male clothed_sex collar cum doggy_style female fingering grabbing_another's_breast groping hentai hentai_series jingle_bell leaning_forward long_hair longer_than_one_minute lowres male medium_breasts moaning navel neck_bell nina_(words_worth) nipples nude open_mouth pink_hair pumping restrained retro_artstyle sex sex_from_behind sound straight tagme tail top-down_bottom-up uncensored vaginal_penetration video words_worth

animal_earsanimated

1990s 1990s_(style) 1999 1boy 2d 90s animal_ears animated arms_(studio) astral_(words_worth) bell bent_over blush breasts cat_ears cat_tail cave closed_eyes clothed_female_nude_male clothed_sex collar female fingering grabbing_another's_breast groping hentai hentai_series jingle_bell long_hair longer_than_one_minute lowres male medium_breasts moaning navel neck_bell nina_(words_worth) nipples nude open_mouth pink_hair pumping retro_artstyle sound straight tagme tail uncensored video words_worth

animal_earsanimated

1990s 1990s_(style) 1999 2d 90s animated arms_(studio) bathroom blonde_hair blue_eyes breasts censored female hentai hentai_series indoors interior long_hair longer_than_one_minute lowres navel nipples nude pubic_hair retro_artstyle sharon_(words_worth) solo sound standing tagme video washing_hair words_worth

animatedarms_(studio)

1990s 1990s_(style) 1999 2d 90s animated arms_(studio) bathroom blonde_hair blue_eyes breasts censored female hentai hentai_series indoors interior long_hair lowres navel nipples nude retro_artstyle sharon_(words_worth) shorter_than_10_seconds solo sound standing tagme video washing_hair words_worth

animatedarms_(studio)

1990s_(style) 1999 2d animated arms_(studio) bathroom blonde_hair blue_eyes breasts censored female gif hentai indoors long_hair lowres navel nipples nude retro_artstyle sharon_(words_worth) solo standing tagme washing_hair words_worth

animatedarms_(studio)

1999 1girls after_fellatio blush bukkake closed_eyes cum cum_in_mouth cum_on_body cum_on_hands dynamite_kantou facial female female_focus female_only gokkun good_girl hair_ribbon highres japanese_text licking licking_finger light-skinned_male light_skin long_hair looking_pleasured male military_uniform monochrome naughty_face open_mouth pleasure_face pleasured ponytail ribbon sakura_shinguji sakura_wars sega smile solo sweat teeth tongue tongue_out traditional_media translated uniform

after_fellatioblush

1999 1boy 1girls bar_censor blush bukkake censored cum cum_on_body cum_on_hands cumdrip cupping_hands dynamite_kantou ejaculation facial female from_side good_girl hair_ribbon half-closed_eyes hands_together highres horny horny_female japanese_text long_hair looking_pleasured male military_uniform monochrome naughty_face oogami_ichirou open_mouth orgasm own_hands_together penis pleasure_face pleasured pointless_censoring ponytail ribbon sakura_shinguji sakura_wars saliva sega smile source_request sweat tongue tongue_out translated uniform

bar_censorblush

1999 1boy 1girls bar_censor blush censored cum cum_on_body dynamite_kantou ejaculation facial female hair_ribbon half-closed_eyes highres japanese_text long_hair looking_pleasured male male_masturbation masturbation military_uniform monochrome naughty_face oogami_ichirou open_mouth orgasm penis pleasure_face pleasured pointless_censoring ponytail ribbon sakura_shinguji sakura_wars saliva sega smile source_request sweat translated uniform

bar_censorblush

1999 1boy 1girls bar_censor blush censored cum cum_on_body dynamite_kantou ejaculation facial female hair_ribbon happy highres japanese_text long_hair looking_pleasured male military_uniform monochrome one_eye_closed oogami_ichirou open_mouth penis pleasure_face pleasured pointless_censoring ponytail ribbon sakura_shinguji sakura_wars saliva sega smile source_request sweat translated uniform

bar_censorblush

1999 1boy 1girls balls big_penis blush deepthroat dynamite_kantou face_fucking fellatio female hair_ribbon half-closed_eyes handjob highres irrumatio japanese_text male military_uniform monochrome oogami_ichirou oral penis ponytail pov pubic_hair ribbon sakura_shinguji sakura_wars saliva sega source_request straight sweat testicles tongue tongue_out uniform

1999 1boy 1girls ball_sucking balls bar_censor blush censored dynamite_kantou fellatio female hair_ribbon half-closed_eyes handjob highres japanese_text large_penis long_hair looking_at_viewer looking_back male military_uniform monochrome oogami_ichirou oral penis penis_grab pointless_censoring ponytail pubic_hair ribbon sakura_shinguji sakura_wars sega source_request straight sweat testicle_sucking testicles translated uniform

ball_suckingballs

1999 1boy 1girls ball_licking balls big_penis blush dynamite_kantou female hair_ribbon handjob japanese_text licking licking_balls male monochrome oogami_ichirou open_mouth penis penis_grab ponytail pubic_hair ribbon sakura_shinguji sakura_wars sega source_request straight sweat testicle_licking testicles tongue tongue_out translation_request uniform

ball_lickingballs

1999 1boy 1girls ball_grab balls balls_touching blush caressing_balls caressing_testicles dynamite_kantou fellatio female good_girl hair_ribbon handjob japanese_text large_penis licking looking_pleasured male military_uniform monochrome oogami_ichirou open_mouth oral penis penis_grab pleasure_face pleasured ponytail pubic_hair ribbon sakura_shinguji sakura_wars sega smile source_request straight sweat testicle_grab testicles tongue tongue_out translation_request uniform

1999 1boy 1girls bar_censor big_penis blush censored close-up dynamite_kantou female hair_ribbon japanese_text long_hair male military_uniform monochrome oogami_ichirou open_mouth parted_lips penis penis_awe pointless_censoring ponytail ribbon sakura_shinguji sakura_wars sega sweat translated uniform

bar_censorbig_penis

1999 1girls anal_only anus ass ass_focus bent_over big_ass censored close-up clothes_pull come_hither dynamite_kantou female female_only highres horny horny_female invitation inviting inviting_to_sex legs military_uniform monochrome pants pants_pull pubic_hair pussy sakura_shinguji sakura_wars sega sensual solo spread_anus sweat thick_thighs thighs voluptuous

1999 anthro breasts brown_hair canid canine canis collar collar_only copyright_symbol cursive domestic_dog eyelashes female floppy_ears green_eyes hair mammal nude one_eye_obstructed open_mouth pandora_(doug_winger) pinup pose snowman_(artist) solo symbol tail teeth text

1999 animal_genitalia animal_penis anthro black_penis blue_eyes breasts copyright_symbol dirt doug_winger equid equine equine_genitalia equine_penis futanari genitals grin gynomorph hair hooves horse intersex lightswitch mammal nipples open_gate penis smile solo stable symbol tail text white_body white_hair white_tail

animal_genitaliaanimal_penis

1999 anthro big_breasts breasts brown_body brown_fur brown_hair buckteeth chest_tuft copyright_symbol doug_winger eyewear female fluffy fluffy_tail fur glasses hair hand_on_butt huge_breasts looking_at_viewer mammal nipple_outline open_mouth rodent sciurid solo squirrel_tail symbol tail teeth text tree_squirrel tuft under_boob

anthrobig_breasts

1999 2:3 anthro big_breasts breasts brown_body brown_eyes brown_fur buckteeth chest_tuft copyright_symbol doug_winger female floor fur hair hands_on_legs hands_on_thighs kneeling looking_at_viewer mammal nipples nude nude_female open_mouth ponytail rodent sciurid solo squirrel_tail symbol teeth tied_hair tree_squirrel tuft wall_(structure) wood wood_floor wood_wall

anthrobig_breasts

1999 anthro big_breasts bound breasts brown_body brown_eyes brown_fur brown_hair chest_tuft christmas christmas_decorations christmas_ornament copyright_symbol dialogue doug_winger english_text eyelashes female fur hair holidays labels mammal nipples nude nude_female object_in_mouth profanity ribbons rodent sciurid solo squirrel_tail symbol tail text thought_bubble tree_squirrel tuft

anthrobig_breasts

1999 2:3 anthro big_breasts black_hair breasts cleaning_supplies copyright_symbol dialogue doug_winger english_text fluffy fluffy_tail futanari genitals gynomorph hair herm intersex mammal mink mustelid musteline nipples nude open_mouth paper_towel penis shopping_bag solo speech_bubble symbol tail talking_to_viewer teeth text true_musteline white_body window

anthrobig_breasts

1999 anthro auto_breast_lick bath blue_eyes breast_lick breast_play breasts copyright_symbol domestic_cat doug_winger felid feline felis female grass grassy_field hair holding_up_breasts licking licking_own_nipple mammal nipples nude plant self_lick siamese solo symbol tail text tongue white_body white_hair

anthroauto_breast_lick

1999 anthro big_breasts bikini bow_around_neck bow_ribbon breasts brown_hair canid canine christmas christmas_stocking christmas_tree clothed clothing copyright_symbol doug_winger female fireplace fox fox_tail green_bikini green_clothing green_swimwear hair holidays mammal mistletoe open_mouth plant short_hair skimpy solo swimwear symbol text tinsel tree two-piece_swimsuit

anthrobig_breasts

1999 all_fours anthro anus balls deer frank_gembeck genitals hooves looking_back male mammal penis rear_view smile solo traditional_media_(artwork)

all_foursanthro

1999 anthro bear black_nose blonde_hair blue_eyes bodily_fluids boots boots_only brown_bear brown_body brown_eyes brown_fur closed_eyes clothing comic dialogue drooling duo english_text female female/female footwear footwear_only fucked_silly fur grizzly_bear hair honey_mouse kthanid_(artist) mammal micro mostly_nude mouse murid murine navel orange_hair pink_nose pussy_juice_on_body rodent rutwell_forest saliva shoes tail text ursine ursula_bruin yellow_body yellow_fur

1999 1girls ainu_clothes ass black_hair blue_eyes blue_hair breasts female female_only fingerless_gloves from_behind gloves hair_ribbon hi_res king_of_fighters long_hair mamahaha nakoruru no_panties open_mouth retro_artstyle ribbon samurai_shodown sensual sideboob small_breasts snk traditional_media traditional_media_(artwork) translation_request weapon yoshinaga_eikichi

ainu_clothesass

1999 animal_genitalia anthro balls baseball_bat bat_(object) blue_body blue_fur breasts brown_eyes clothing dialogue discarded_clothing english_text featureless_breasts female female/female fur genitals group incest_(lore) kthanid_(artist) lake male male/female mammal monica_(rutwell) monotreme nude outside partially_submerged penis platypus platypus_tail pussy rutwell_forest sheath sheila_platypus shelby_platypus text trio

animal_genitaliaanthro

1999 1girls artist_name artist_signature black_panties blue_eyes blush bra breasts brown_hair deep_cleavage female female_focus female_only g-string highleg highleg_panties huge_breasts inoue_takuya lace lace-trimmed_bra lace_trim legs lingerie office_lady open_clothes open_shirt original original_character panties pink_nail_polish pink_nails shirt solo solo_female solo_focus thighhighs thong underwear undressing

artist_nameartist_signature

1999 1boy 2d animal_genitalia anthro anthro_only balls closed_eyes floating fully_sheathed fur genitals hair lutrai male male_only mammal mustelid ollie_canal otter penis penis_tip sheath solo tapering_tail underwater water

animal_genitaliaanthro

1999 anal anthro anthro_only biped duo equid equine gay hooves looking_back lying male male/male mammal monochrome nipples nude nude_male on_front oral raised_tail rear_view rimming rimming_male sex stripes tail wooky zebra

1990s 1990s_(style) 1999 2d 69 69_position 90s animated anime_style arms_(studio) astral_(words_worth) cowgirl_position cunnilingus delta_(words_worth) doggy_style female female_penetrated fingering fucked_from_behind groping hentai hentai_series hypnosis kissing long_video longer_than_2_minutes longer_than_3_minutes longer_than_one_minute male male/female mind_control moaning moaning_on_cock oral reverse_cowgirl_position sex sound straight succubus succubus_wings tagme vaginal_penetration vaginal_sex video words_worth

animatedanime_style

1990s 1999 1girls 2d 90s airtight all_three_filled anal anal_sex animated anime_style arms_(studio) breasts captured delta_(words_worth) demon demon_girl demon_horns double_penetration english_subtitles female female_penetrated hentai hentai_series japanese_dialogue longer_than_2_minutes longer_than_one_minute moaning monster monster_on_female oral oral_penetration rape raped_by_tentacles restrained restrained_by_tentacles sound spitroast subtitled succubus succubus_wings tagme tentacle tentacle_in_anus tentacle_in_mouth tentacle_in_pussy tentacle_rape tentacle_sex triple_penetration uncensored vaginal_penetration video wings words_worth

airtightall_three_filled

1999 amara_telgemeier ambiguous_gender animal_genitalia anthro balls brown_body brown_fur collar dated domestic_cat duo felid feline felis feral fur genitals holding_leash holding_object inner_ear_fluff leash leashed_collar leopard_spots leopardus looking_at_viewer male mammal marker_(artwork) nude ocelot orange_eyes paws pen_(artwork) penis penis_tip pink_nose plantigrade raised_tail shaded sheath signature simple_background snout spots standing striped_body striped_fur stripes tail text traditional_media_(artwork) tuft url whiskers white_background white_body white_fur white_inner_ear_fluff yellow_body yellow_fur

amara_telgemeierambiguous_gender

1999 all_fours animal_genitalia anthro attached_sheath balls bedroom_eyes black_nose canid canine canis claws dark_natasha digitigrade finger_claws full-length_portrait fur genitals grey_body grey_fur hindpaw humanoid_hands looking_at_viewer low_res male mammal narrowed_eyes nude open_mouth paws penis penis_tip portrait seductive shaded sheath simple_background snout solo tail toe_claws traditional_media_(artwork) white_background white_body white_fur wolf yellow_eyes

all_foursanimal_genitalia

1999 anthro ass backsack balls black_nose blue_sky brown_body brown_fur canid canine dark_natasha day detailed_background full-length_portrait fur genitals grass grey_pawpads hand_on_leg hand_on_own_leg hand_on_own_thigh hand_on_thigh hindpaw humanoid_hands male mammal mountain nude outside pawpads paws plant portrait rear_view rock shaded sky snout solo tail traditional_media_(artwork)

1990s 1999 20th_century chibi cloud_strife female final_fantasy final_fantasy_vii funny higuchi_kaeru lowres square_enix text tifa_lockhart

chibicloud_strife

1990s 1999 1girls 20th_century black_and_white exhibitionism female final_fantasy final_fantasy_vii lowres square_enix sugitaka_aoya tifa_lockhart

black_and_whiteexhibitionism

1990s 1999 20th_century aerith_gainsborough ayase_mina bath bathing bathroom black_and_white female final_fantasy final_fantasy_vii lowres square_enix tifa_lockhart

aerith_gainsboroughayase_mina

1990s 1999 1girls 20th_century cloud_strife female final_fantasy final_fantasy_vii lowres square_enix tifa_lockhart ujiga_waita

cloud_strifefemale

1990s 1999 20th_century 2girls 3d aerith_gainsborough cg english_text female final_fantasy final_fantasy_vii loraxxx low_poly_tifa lowres rape rope rope_bondage square_enix text the_loraxxx tifa_lockhart

aerith_gainsboroughcg

1990s_(style) 1999 1girl aqua_ascot archived_source arms_at_sides artist_request artlim_media bilingual_text black_skirt blue_gemstone blue_hair blush breasts brooch closed_eyes closed_mouth collar collared_shirt company_name copyright_name corset dated dual_persona earrings english_text gem gold_buttons gold_earrings green_corset hair_over_breasts high_heels jewelry jpeg_artifacts juliet_sleeves korean_text large_breasts legs_apart lipstick long_hair long_sleeves makeup mature_female mixed-language_text multicolored_hair namgung_sin_yeong navel official_art official_wallpaper panties pencil_skirt pink_panties plus:_the_name_in_my_memory projected_inset puffy_sleeves pumps purple_lips retro_artstyle second-party_source shirt shirt_tucked_in single_hair_intake skirt smile standing straight_hair streaked_hair title two-tone_hair underwear very_long_hair watermark web_address white_background white_collar white_shirt white_sleeves wing_collar yellow_eyes

aqua_ascotarchived_source

1999 1girl action_lines aki_kyouma bike_shorts bike_shorts_under_shorts blush boots child dolphin_shorts emi_(fighting_vipers) fighting_vipers fighting_vipers_2 floating gauntlet goggles goggles_on_head japanese_text leg_up looking_down mechanical_hands monochrome open_mouth sega shirt shirt_under_shirt short_hair shorts shorts_under_shorts smile solo solo_focus sticker_on_face stuffed_animal stuffed_toy teddy_bear thrusters

action_linesaki_kyouma

1998 1999 1girl animal_ears asuka_(junerabitts) asymmetrical_footwear black_shoes braid brown_hair commentary_request fold-over_boots hair_between_eyes half_up_braid highres horse_ears horse_girl horse_tail jacket mismatched_footwear multicolored_hair on_chair open_mouth puffy_short_sleeves puffy_sleeves purple_eyes purple_jacket purple_ribbon ribbon shoes short_sleeves sitting skirt smile solo special_week_(umamusume) streaked_hair tail thighhighs umamusume white_hair white_jacket white_shoes white_skirt white_thighhighs wrist_cuffs

animal_earsasuka_(junerabitts)

1998 1999 1girl animal_ears asuka_(junerabitts) belt belt_buckle black_thighhighs blue_eyes breasts brown_hair buckle buttons collarbone commentary_request domino_mask double-breasted ear_ornament el_condor_pasa_(umamusume) hair_ornament highres horse_ears horse_girl horse_tail jacket large_breasts long_hair mask on_chair open_mouth ponytail purple_skirt red_jacket red_shoes shirt shoes simple_background sitting skirt smile solo tail teeth thighhighs umamusume white_background yellow_shirt

animal_earsasuka_(junerabitts)

1999 1girl armor armored_boots armored_gloves blue_armor blue_footwear blue_gloves boots brown_eyes brown_hair flat_chest gloves gonelson_(artist) grey_background headgear highres loli manoyuya_(artist) mazinger_(series) mazinger_z mazinger_z_(mecha) mecha_musume modeling navel nude nude_modeling personification pussy red_armor shoes short_hair smile standing

armorarmored_boots

absurdresakai_999

1999 1girl absurdres ahoge animal_ears braid brown_eyes brown_hair character_name commentary_request dated full_body hair_between_eyes highres holding holding_umbrella horse_ears horse_girl long_hair looking_at_viewer mejiro_bright_(umamusume) nan-bu simple_background smile solo twin_braids umamusume umbrella white_background

1990s_(style) 1999 2girls 4bpp age_difference artist_request ass bishoujo_senshi_sailor_moon bishoujo_senshi_sailor_moon_r black_background blonde_hair blush bottomless chibi_usa closed_eyes collarbone couple cunnilingus dated double_bun flat_chest hair_bun incest loli long_hair mother_and_daughter multiple_girls navel nipples november nude onee-loli open_mouth oral panties panties_around_leg pink_hair pink_panties pussy_juice retro_artstyle shirt short_sleeves socks tsukino_usagi twintails underwear white_shirt white_socks yuri

age_differenceartist_request

1999 1girl 37_(reverse:1999) :/ adjusting_hair ancient_greek_clothes armlet blue_background blue_eyes blue_hair character_name daiyuan feathers floating_hair flower gold_choker greco-roman_clothes hand_up highres jewelry long_hair looking_to_the_side picture_frame purple_flower reverse:1999 solo toga upper_body very_long_hair white_feathers

:/adjusting_hair

anniversarybrown_eyes

anniversaryblack_dress

anniversarybrown_eyes

1999 1boy 2022 absurdres animification birthday black_gloves black_pants boots brown_boots character_doll chinese_commentary closed_eyes commentary_request constellation doll dream_(youtuber) dream_(youtuber)_(blob) english_text full_body gloves green_hoodie heart highres hood hood_up hoodie hourglass hugging_doll hugging_object in_hourglass leo_(constellation) light_brown_hair long_sleeves male_focus mask minecraft_youtube mini_person miniboy pants shijiushigechaojidalaji short_hair sitting smiley_face solo stuffed_toy unworn_mask watermark white_mask

absurdresanimification

1999 6+boys ahoge blue_hoodie brown_eyes comforting commentary digimon digimon_adventure digimon_adventure_02 digimon_adventure_v-tamer_01 digimon_day digimon_frontier digimon_tamers digimon_universe:_appli_monsters english_commentary english_text epic_handshake_(meme) gloves goggles goggles_on_head green_hair hand_on_another's_back handshake hood hoodie in-franchise_crossover kanbara_takuya kaninchenbau magnet matsuda_takato meme motomiya_daisuke multiple_boys open_mouth refrigerator refrigerator_magnet shinkai_haru short_hair signature spiked_hair subtitled white_gloves yagami_taichi yagami_taichi_(digimon_adventure_v-tamer_01) yellow_gloves

ahogeblue_hoodie

absurdresblack_coat

1990s_(style) 1999 2girls absurdres anime_coloring aqua_eyes blonde_hair blunt_bangs blush bow character_name choker commentary_request curly_hair hair_bow hair_ribbon hair_rings halo hat highres kawakami_tomoko lace_trim long_hair looking_at_viewer multiple_girls noelle_(tenshi_ni_narumon) open_mouth pink_bow pink_lips pink_ribbon purple_hair red_eyes retro_artstyle ribbon signature silky_(tenshi_ni_narumon) sind_ngmhn28 tenshi_ni_narumon translation_request upper_body white_choker

absurdresanime_coloring

1999 1boy 2girls alternate_color alucard_(hellsing) ascot biting black_coat black_hair black_hat blonde_hair blue_eyes casull_(hellsing) cigar coat dual_wielding fang fang_out full_moon glasses gloves harkonnen_(gun) hat hellsing hirano_kouta holding holding_weapon integra_hellsing jackal_(hellsing) looking_at_viewer military_uniform moon multiple_girls parted_bangs red_ascot red_eyes round_eyewear seras_victoria short_hair short_sleeves weapon white_gloves yellow_moon young_king

alternate_coloralucard_(hellsing)

1999 1girl :d absurdres blue_background blue_eyes brown_cape cape dikke_(reverse:1999) disembodied_hand fighting_stance floating_hair grey_background grey_hair hands_up highres holding holding_sword holding_weapon long_hair looking_ahead looking_at_viewer open_mouth purple_sleeves reverse:1999 sketch smile solo sword two-handed two-tone_background upper_body watermark weapon weibo_watermark yetecong

1990s_(style) 1999 1boy 1girl animal_ears animated astral_(words_worth) back bell bent_over blush breasts cat_ears cat_tail cave closed_eyes clothed_female_nude_male clothed_sex collar cum doggystyle fingering grabbing_another's_breast groping hetero jingle_bell leaning_forward long_hair lowres medium_breasts moaning navel neck_bell nina_(words_worth) nipples nude open_mouth pink_hair pumping restrained retro_artstyle sex sex_from_behind sound tagme tail top-down_bottom-up uncensored vaginal video words_worth

animal_earsanimated

1990s_(style) 1999 1boy 1girl animal_ears animated astral_(words_worth) back bell bent_over blush breasts cat_ears cat_tail cave closed_eyes clothed_female_nude_male clothed_sex collar cum doggystyle fingering grabbing_another's_breast groping hetero jingle_bell leaning_forward long_hair lowres medium_breasts moaning navel neck_bell nina_(words_worth) nipples nude open_mouth pink_hair pumping restrained retro_artstyle sex sex_from_behind sound tagme tail top-down_bottom-up uncensored vaginal video words_worth

animal_earsanimated

1990s_(style) 1999 1boy 1girl animal_ears animated astral_(words_worth) bell bent_over blush breasts cat_ears cat_tail cave closed_eyes clothed_female_nude_male clothed_sex collar fingering grabbing_another's_breast groping hetero jingle_bell long_hair lowres medium_breasts moaning navel neck_bell nina_(words_worth) nipples nude open_mouth pink_hair pumping retro_artstyle sound tagme tail uncensored video words_worth

animal_earsanimated

1990s_(style) 1999 1girl animated bathroom blonde_hair blue_eyes breasts censored indoors interior long_hair lowres navel nipples nude retro_artstyle sharon_(words_worth) solo sound standing tagme video washing_hair words_worth

animatedbathroom

1990s_(style) 1999 1girl animated bathroom blonde_hair blue_eyes breasts censored indoors interior long_hair lowres navel nipples nude retro_artstyle sharon_(words_worth) solo sound standing tagme video washing_hair words_worth

animatedbathroom

1990s_(style) 1999 1girl animated animated_gif bathroom blonde_hair blue_eyes breasts censored indoors long_hair lowres navel nipples nude retro_artstyle sharon_(words_worth) solo standing tagme washing_hair words_worth

animatedanimated_gif

1983 1984_(year) 1985 1988 1990 1991 1992 1993 1994 1998 1999 2001 2002 2003 2007 2010 2011 2015 6+girls :d ;) absurdres admire_vega_(umamusume) ahoge alternate_costume animal_ears arm_up bandaid bandaid_on_face bandaid_on_nose belt black_belt black_hair black_jacket black_pants black_shirt blonde_hair blue_eyes blue_hair blue_necktie blush bob_cut bow bowtie brown_hair clenched_hand collared_shirt colored_inner_hair commentary_request duramente_(umamusume) ear_covers eishin_flash_(umamusume) eyepatch flower formal_clothes green_eyes hair_between_eyes hair_flaps hair_flower hair_ornament hair_over_one_eye hair_ribbon hand_on_own_chest hat highres horse_ears horse_girl horse_tail ines_fujin_(umamusume) jacket jungle_pocket_(umamusume) kumo_(mokumoku_warabi) long_hair long_sleeves looking_at_viewer looking_to_the_side looking_up mihono_bourbon_(umamusume) mini_hat mini_top_hat mouth_hold mr._c.b._(umamusume) multicolored_hair multiple_girls narita_brian_(umamusume) necktie neo_universe_(umamusume) notched_ear one_eye_closed open_mouth orange_hair orfevre_(umamusume) pants ponytail purple_bow purple_bowtie purple_eyes purple_hair purple_necktie red_eyes ribbon rope sakura_chiyono_o_(umamusume) shimenawa shirt short_hair signature single_ear_cover sirius_symboli_(umamusume) smile special_week_(umamusume) stalk_in_mouth streaked_hair suit swept_bangs symboli_rudolf_(umamusume) tail tanino_gimlet_(umamusume) tokai_teio_(umamusume) tokyo_yushun top_hat trait_connection translated tuxedo two-tone_hair umamusume umamusume:_beginning_of_a_new_era v visor_cap vodka_(umamusume) white_hair white_shirt winning_ticket_(umamusume) yellow_eyes yellow_necktie

1999 2girls animated animated_gif anna_miller blonde_hair blue_eyes blush braid breasts broken_glass cake choker cleavage clumsy crying crying_with_eyes_open food fruit glass glasses honjoji_akira karin_(viper) liquid long_hair multiple_girls neck_ribbon on_floor pc-98_(style) pink_choker pink_shoes restaurant ribbon rimless_eyewear round_eyewear shoes strawberry table tearing_up tears teeth viper_(series) viper_gtb viper_v16 waitress window yellow_ribbon

animatedanimated_gif

1999 1girl animated animated_gif anna_miller blonde_hair blue_eyes blush braid choker game_cg glasses happy karin_(viper) long_hair pc-98_(style) pink_background pink_choker portrait rimless_eyewear round_eyewear smile solo twin_braids very_long_hair viper_(series) viper_gtb viper_v16 waitress

animatedanimated_gif

1999 1girl animated animated_gif anna_miller blonde_hair blue_eyes blush braid choker game_cg glasses karin_(viper) long_hair open_mouth own_hands_clasped own_hands_together pc-98_(style) pink_choker rimless_eyewear round_eyewear solo surprised sweat twin_braids viper_(series) viper_gtb viper_v16 waitress

animatedanimated_gif

1999 1girl ass blonde_hair blue_eyes blush bow cameltoe choker cushion dress feet frills glasses hand_on_own_knee highres indoors karin_(viper) knees_to_chest knees_up long_hair looking_at_viewer panties pantyshot ribbon ribbon_choker scan signature sitting socks sogna solo thick_thighs thighs underwear very_long_hair viper_(series) viper_gtb white_panties window wrist_ribbon wristband

1999 1other 2boys 2girls animal animal_ears antenna_hair apron artist_request back_bow bell blush_stickers bow brown_hair cardcaptor_sakura cat_ears child claire_redfield collar commentary copyright_name cosplay cosplay_photo cover dated dated_commentary english_commentary english_text eyelashes fake_animal_ears fanroad frilled_apron frills green_eyes highres kero_(cardcaptor_sakura) kinomoto_sakura leaf leon_s._kennedy looking_at_viewer magazine_cover magazine_scan multiple_boys multiple_girls neck_ribbon numbered open_mouth oval photo_(medium) pink_collar pink_sleeves platypus polka_dot polka_dot_background price real_life red_ribbon resident_evil resident_evil_2 ribbon scan scan_artifacts short_hair short_sleeves star_(symbol) teeth tokyo_game_show upper_body white_apron white_bow white_wings wings yellow_background

animalanimal_ears

1990s_(style) 1999 aged_up amuro_ray animedia artist_request bazooka_(gundam) char_aznable closed_eyes damaged dark_skin dirty dress earth_federation gloves gundam helmet highres holding_own_arm injury lalah_sune long_hair magazine_scan mecha mobile_armor mobile_suit mobile_suit_gundam official_art pilot_suit promotional_art retro_artstyle robot rx-78-2_gundam salute sayla_mass scan science_fiction space spacesuit spoilers star_(symbol) star_symbol_background sword traditional_media upper_body v-fin weapon zeon zeong

aged_upamuro_ray

1999 2girls :d absurdres adjusting_clothes adjusting_headwear alternate_costume armpits banpunsik bare_arms bare_legs bare_shoulders black_tube_top blue_background blue_flower blue_shirt boater_hat bow braided_sidelock breasts brown_footwear checkered_bow checkered_clothes cleavage closed_mouth cloud collared_shirt dress english_text expressionless finger_gun floating_hair floral_print flower full_body green_eyes grey_eyes grey_hair hair_bun hand_on_headwear hand_up hat hat_bow hat_flower hawaiian_shirt high_heels highres long_hair looking_at_viewer looking_to_the_side medium_breasts multiple_girls navel open_clothes open_mouth open_shirt orange_flower orange_hair outstretched_arm pink_flower platform_footwear print_shirt purple-tinted_eyewear reverse:1999 rolling_suitcase sandals shirt short_hair short_shorts short_sleeves shorts single_side_bun sleeveless sleeveless_dress smile sonetto_(reverse:1999) spaghetti_strap standing standing_on_one_leg stomach strapless suitcase sun_hat sundress sunglasses tinted_eyewear tube_top turning_head two-tone_background vertin_(reverse:1999) watch white_background white_footwear white_shorts wristwatch yellow_dress yellow_flower yellow_hat

1999 1girl animal_ear_headwear animal_ears artist_name aviator_cap belt black_belt black_boots black_border blonde_hair blue_background blue_eyes boots border breasts brown_gloves brown_hat brown_jacket brown_shorts character_name cleavage fake_animal_ears full_body fur-trimmed_jacket fur-trimmed_shorts fur_trim gloves goggles goggles_on_headwear green_shirt grin hair_between_eyes hat highres holding_canteen holster jacket knee_boots lilya_(reverse:1999) long_hair looking_at_viewer mask mask_around_neck medium_breasts midriff multicolored_background navel oxygen_mask red_background reverse:1999 shirt short_shorts shorts sign smile solo spinning standing standing_on_one_leg thigh_holster ya_(witchroy)

animal_ear_headwearanimal_ears

1999 2girls alien_t apple apple_(reverse:1999) ascot black_bow black_bowtie black_pants black_vest blue_background blue_bow blue_flower boater_hat boots bow bowtie braided_sidelock carbuncle_(reverse:1999) checkered_hairband circle closed_eyes cloud coat collared_dress collared_shirt cow creature crt dress finger_to_mouth flower flying_saucer food fruit gloves grey_eyes grey_footwear grey_hair gun hairband hand_on_own_thigh hand_up handgun hat hat_bow high_collar highres index_finger_raised knee_boots leaning_on_person long_hair long_sleeves looking_at_viewer ms._radio multiple_girls o_mgr6 open_clothes open_coat orange_hair pants pants_tucked_in pants_under_dress puffy_long_sleeves puffy_sleeves purple_coat purple_footwear purple_hat radio reverse:1999 shirt short_hair shushing side-by-side sitting sleeping sonetto_(reverse:1999) spacecraft star_(symbol) suitcase tractor_beam traditional_bowtie two-tone_background two_side_up ufo vertin_(reverse:1999) vest waistcoat water_drop weapon white_ascot white_background white_dress white_gloves white_pants white_shirt

1999 1girl black_background black_coat black_hair character_name closed_mouth coat collarbone curly_hair dress feather_dress feather_hair_ornament feathers fio_(kpsmile) fireworks hair_ornament hairband hand_up holding holding_fireworks jewelry long_sleeves looking_at_viewer necklace red_dress red_eyes reverse:1999 schneider_(reverse:1999) short_hair single_bare_shoulder single_off_shoulder smile solo sparkler strapless strapless_dress upper_body

black_backgroundblack_coat

1999 1girl absurdres aerial_fireworks air_max asamiya_mariko_(holeecrab) black_pants blue_hoodie blurry brown_eyes brown_hair can car closed_mouth commentary dated depth_of_field dutch_angle english_commentary english_text fake_photograph fireworks full_body grey_footwear hand_on_own_chin highres holding holding_can holeecrab hood hoodie long_hair long_sleeves looking_at_viewer motor_vehicle night nissan_silvia nissan_silvia_s14 original pants polaroid_photo sitting smile solo sponsor sticker track_pants wheel

absurdresaerial_fireworks

absurdresamagi_miyuki

1990s 1998 1999 @_@ animated anime_screenshot armpits ass ass_focus back bare_back black_hair blush clothed_female_nude_male clothed_male_nude_male clothes_pull dokkiri_doctor embarrassed hongo_yukihiro indoors interior legs male_underwear male_underwear_pull nude punching shota sound tagme unconscious underwear video white_male_underwear

1990s_(style) 1999 1boy 1girl :d ahoge black_footwear black_shirt blue_eyes blue_gloves blue_hairband blue_shorts boots brother_and_sister closed_mouth dated elena_(kouklotheatro) gloves hairband holding holding_weapon key knee_boots kouklotheatro long_hair looking_at_viewer luke_(kouklotheatro) midriff non-web_source ohse_kohime open_mouth parted_bangs pink_hair red_eyes retro_artstyle shirt shorts siblings signature sleeveless sleeveless_shirt smile squatting tassel weapon white_gloves white_hair white_shirt white_wings wings

1999 1boy absurdres backpack backwards_hat bag berry_(pokemon) black_hair border celebi cheri_berry chikorita clenched_hand ethan_(pokemon) feathers gen_2_pokemon grey_border hair_through_headwear hat highres holding holding_poke_ball legendary_pokemon male_focus mythical_pokemon nintendo one_eye_closed open_mouth ottoyamaotoko8 poke_ball poke_ball_(basic) pokedex pokemon pokemon_(creature) pokemon_gsc rainbow_feather_(pokemon) short_hair shorts white_bag yellow_shorts

absurdresbackpack

1999 1boy agnimon anger_vein august brown_eyes brown_hair calendar_(object) child commentary derivative_work digimon digimon_adventure digimon_adventure_v-tamer_01 digimon_tamers digimon_universe:_appli_monsters door english_commentary english_text goggles goggles_on_head kaninchenbau light_blush looking_back male_focus matsuda_takato open_mouth portrait screenshot_redraw shinkai_haru signature sweat yagami_taichi

agnimonanger_vein

1990s 1999 1girl 20th_century alluring ami_mizuno ass bishoujo_senshi_sailor_moon boots censored female_only high_heel_boots high_heels human koichiro_watanabe makoto_kino medium_breasts minako_aino multiple_girls naked_boots naked_footwear naked_heels nude older older_female rei_hino sailor_jupiter sailor_mars sailor_mercury sailor_moon sailor_venus usagi_tsukino young_adult young_adult_female young_adult_woman

alluringami_mizuno

1990s 1999 1girl 20th_century 4_fingers anthro ass bed black_fur black_nose blue_eyes bottle bottomless breasts cheating clothes cowgirl_position crossover cum cup danger_mouse danger_mouse_(series) dialogue disney drink english_text eye_patch eyewear footwear fur furry furry_ass furry_ears gloves green_eyes indoors lipstick looking_at_another looking_back mammal mickey_mouse minnie_mouse mouse necron99 nipples nude open_eyes red_nose rodent round_ears shirt shorts speech_bubble tail text white_fur white_skin

1990s_(style) 1999 20th_century billie_h comic crosshair disney english_text mickey_mouse monochrome

1999 2882 2929 digimon female_only furry furry_female furry_only jindwulf renamon yellow_fur

digimonfemale_only

1999 1999_video animated balls_expansion expandinator futa_only futanari hyper_penis overwatch penis_growth tagme webm widowmaker widowmaker_(overwatch)

animatedballs_expansion

1999 1girl areola backpack big_breasts big_breasts big_breasts braid breasts brown_eyes brown_hair cleavage female_focus hourglass_figure japanese_text lara_croft lara_croft_(classic) long_hair nipple_bulge nipples ootake_pashio pinup pinup_pose short_shorts skimpy skimpy_clothes tagme tank_top text thigh_holster tomb_raider translation_request wide_hips

1999 dc dc_comics koriand'r nude starfire tcatt teen_titans

1999 ben_(artist) doc_proctor jessie nintendo pokemon team_rocket

ben_(artist)doc_proctor

1999 aladdin aladdin_(series) alluring ass bare_shoulders black_hair butt cum disney eyeshadow fingering fingernails hairband leaning lipstick long_hair looking_back necklace open_mouth ponytail princess_jasmine raised_eyebrow reynard spread_legs tagme text

aladdinaladdin_(series)

1999 attractive big_ass big_breasts bovine breasts cat cow feline female flirt furry giant_breasts handsome human hyper hyper_breasts interspecies lactating lactation love male milk milking muscle nipple original original_character oscar_marcus size_difference

attractivebig_ass

1999 2d_animation 4:3 anal anal_penetration animated anthro anthro_on_anthro big_breasts bouncing_breasts breasts butt do_not_distribute doggy_position duo erection eric_schwartz female female_penetrated frame_by_frame furafterdark furry genitals gif hetero loop low_res male male/female male_penetrating male_penetrating_female mammal mephitid nude penetration penile penile_penetration penis penis_in_ass pussy sex short_playtime side_boob skunk stacey_(ews) stacey_skunk

analanal_penetration

1999 anus breasts brian_mcpherson brian_mcpherson_(artist) butt female furry hair nude on_side original pussy raised_leg skunk solo spread_legs spreading vicki_(brian_mcpherson)

1999 ben_(artist) kasumi_tendo ranma_1/2 tagme

ben_(artist)kasumi_tendo

1999 akane_tendo blue_hair breasts comic nipples nude panties ranma_1/2 rape solo tears tinman

akane_tendoblue_hair

1999 comic ranko ranma_1/2 ranma_saotome tinman

1999 comic ranko ranma_1/2 ranma_saotome tinman

1999 akane_tendo ranma_1/2 shawn_the_touched tagme

akane_tendoranma_1/2

1999 ben_(artist) irma_langinstein lipstick nipples solo teenage_mutant_ninja_turtles underboob

ben_(artist)irma_langinstein

1999 april_o'neil ben_(artist) masturbation nude nipple red_hair shredder teenage_mutant_ninja_turtles voyeurism

april_o'neilben_(artist)

1999 1_girl 1girl futurama one_eye solo_female solo_focus tentacle turanga_leela zone zone_(artist)

futuramaone_eye

1999 andy_price barbara_gordon batgirl batman_(series) betty_kane dc dc_comics flamebird

andy_pricebarbara_gordon

1999 dc dc_comics dcau first_porn_of_character linda_danvers mercy_graves supergirl superheroine superman:_the_animated_series superman_(series)

1999 3boys atlas avengers bara captain_america christian_(artist) human mach-iv male male_only marvel masturbation monochrome multiple_boys muscle oral partially_clothed penis steve_rogers yaoi

1999 1boy 1girl ashitaka blush bonten bonten_(marimo) breast_grab breasts brother_and_sister brown_hair censored erect_nipples ghibli grabbing hetero incest injury kaya kaya_(mononoke_hime) kaya_(princess_mononoke) mononoke_hime nipples no_bra no_panties open_clothes open_shirt oral princess_mononoke pubic_hair pussy pussy_juice pussylicking sex shirt siblings spread_legs spread_pussy studio_ghibli sweat tongue

1999 1_female 1_girl 1female 1girl artist_name asian ass bianca_(artist) bottomless breasts butt dated english_text erect_nipples female female_only gloves jubilation_lee jubilee long_hair looking_at_viewer marvel marvel_comics monochrome naked nipples nude nude_female nudity small_breasts solo sunglasses superheroine topless uncensored x-men

artist_nameasian

apple_inc.apple_inc._logo

1999 2girls andy_price barbara_gordon batgirl batman_(series) boots dc dc_comics female female_only kara_zor-el naked_cape supergirl superman_(series)

andy_pricebarbara_gordon

1999 andy_price batman batman_(series) bruce_wayne catwoman dc dc_comics monochrome selina_kyle

andy_pricebatman

1999 arrowette cissie_king dc dc_comics satyq young_justice

arrowettecissie_king

1999 arrowette cissie_king colored dc dc_comics tcatt young_justice

arrowettecissie_king

1999 ass captain_chlamydia collar furry jen_seng_(artist) leash original spunky_(character) wolf

asscaptain_chlamydia

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