1999 -animated best from all time

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1999

1990s_(style) 1999 1girl artist_name awatake_takahiro barefoot black_hair breasts censored convenient_censoring dated earrings feet female_focus green_eyes jewelry looking_at_viewer nude outdoors retro_artstyle snake solo spread_toes toes zenra
1990s_(style) 1999 1girl artist_name awatake_takahiro barefoot black_hair breasts censored convenient_censoring dated earrings feet female_focus green_eyes jewelry looking_at_viewer nude outdoors retro_artstyle snake solo spread_toes toes zenra
1990s_(style) 1999 1boy 1girl bandaid dokonjou_gaeru female_focus flcl gainax gainaxtop gloves goggles goggles_on_head haruhara_haruko living_clothes nandaba_naota panties parody pink_hair retro_artstyle shirt shorts simple_background solo tank_top thighhighs tsurumaki_kazuya underwear white_background
1990s_(style) 1999 1boy 1girl bandaid dokonjou_gaeru female_focus flcl gainax gainaxtop gloves goggles goggles_on_head haruhara_haruko living_clothes nandaba_naota panties parody pink_hair retro_artstyle shirt shorts simple_background solo tank_top thighhighs tsurumaki_kazuya underwear white_background
1990s_(style) 1999 1girl amazon_warrior animal_ears animal_print artist_request barefoot blush bow cat_ears cat_girl cat_tail climbing fang feet female_focus full_body jungle leopard_print leopard_skin loincloth nature no_panties open_mouth original outdoors plant pussy red_hair retro_artstyle skirt sky solo source_request tail tan tree tribal uncensored upskirt wilderness
1990s_(style) 1999 1girl amazon_warrior animal_ears animal_print artist_request barefoot blush bow cat_ears cat_girl cat_tail climbing fang feet female_focus full_body jungle leopard_print leopard_skin loincloth nature no_panties open_mouth original outdoors plant pussy red_hair retro_artstyle skirt sky solo source_request tail tan tree tribal uncensored upskirt wilderness
1990s 1999 1girls 20th_century bat breasts breasts_out cape clothes color disney disney_villains elf_(artist) fairy female female_only horns human maleficent nipple_chain nipple_piercing nipples partially_clothed pencil_(artwork) piercing sleeping_beauty_(1959_film) solo villain villainess witch yellow_sclera
1990s 1999 1girls 20th_century bat breasts breasts_out cape clothes color disney disney_villains elf_(artist) fairy female female_only horns human maleficent nipple_chain nipple_piercing nipples partially_clothed pencil_(artwork) piercing sleeping_beauty_(1959_film) solo villain villainess witch yellow_sclera
1999 1girl between_breasts black_eyes black_socks blouse blue_shirt breasts brown_hair camera cellphone company_name copyright_name dated female_focus flcl kneehighs legs len_(a-7) long_sleeves looking_at_viewer lying medium_breasts on_ground on_side panties parted_lips phone photo_(object) plaid_clothes plaid_skirt pleated_skirt robot samejima_mamimi school_uniform serafuku shade shirt skirt socks solo strap_between_breasts twisted_torso underwear white_panties
1999 1girl between_breasts black_eyes black_socks blouse blue_shirt breasts brown_hair camera cellphone company_name copyright_name dated female_focus flcl kneehighs legs len_(a-7) long_sleeves looking_at_viewer lying medium_breasts on_ground on_side panties parted_lips phone photo_(object) plaid_clothes plaid_skirt pleated_skirt robot samejima_mamimi school_uniform serafuku shade shirt skirt socks solo strap_between_breasts twisted_torso underwear white_panties
1990s 1990s_(style) 1999 1animal 1boy 1girls 90s animal artist_signature blonde_hair blue_sky breasts cetacean cloud completely_nude_female copyright copyright_logo copyright_symbol day daytime dolphin duo erection female female_on_feral female_penetrated feral feral_on_human feral_penetrating feral_penetrating_human full_body genitals hair hug human human_on_feral human_penetrated interspecies male male/female male_on_human male_penetrating male_penetrating_female mammal marine marine_mammal medium_breasts nipples nude ocean oceanic_dolphin outdoor_sex outdoors outside partially_submerged partially_underwater_shot penetration penile penile_penetration penis penis_in_pussy perky_breasts pornotopia pubes pubic_hair pussy sagemonn sex side_view signature straight suspended_congress swimming third-party_edit toothed_whale uncensored underwater underwater_sex vaginal vaginal_penetration vaginal_sex water waterline_view wet zoophilia
1990s 1990s_(style) 1999 1animal 1boy 1girls 90s animal artist_signature blonde_hair blue_sky breasts cetacean cloud completely_nude_female copyright copyright_logo copyright_symbol day daytime dolphin duo erection female female_on_feral female_penetrated feral feral_on_human feral_penetrating feral_penetrating_human full_body genitals hair hug human human_on_feral human_penetrated interspecies male male/female male_on_human male_penetrating male_penetrating_female mammal marine marine_mammal medium_breasts nipples nude ocean oceanic_dolphin outdoor_sex outdoors outside partially_submerged partially_underwater_shot penetration penile penile_penetration penis penis_in_pussy perky_breasts pornotopia pubes pubic_hair pussy sagemonn sex side_view signature straight suspended_congress swimming third-party_edit toothed_whale uncensored underwater underwater_sex vaginal vaginal_penetration vaginal_sex water waterline_view wet zoophilia
1990s_(style) 1999 6+girls all_fours bow clothes_lift dress_shirt everyone female_focus himekawa_kotone hinayama_rio hoshina_tomoko kamigishi_akari kicking kneeling kurusugawa_ayaka kurusugawa_serika matsubara_aoi miniskirt miyauchi_lemmy multi_(to_heart) multiple_girls nagaoka_shiho panties pantyshot red_hair retro_artstyle ribbon robot_ears school_uniform serafuku serio_(to_heart) shirt sitting skirt skirt_lift socks spread_legs standing standing_on_one_leg striped thighhighs to_heart to_heart_(series) toten_(der_fuhrer) twintails underwear vest white_panties yuri
1990s_(style) 1999 6+girls all_fours bow clothes_lift dress_shirt everyone female_focus himekawa_kotone hinayama_rio hoshina_tomoko kamigishi_akari kicking kneeling kurusugawa_ayaka kurusugawa_serika matsubara_aoi miniskirt miyauchi_lemmy multi_(to_heart) multiple_girls nagaoka_shiho panties pantyshot red_hair retro_artstyle ribbon robot_ears school_uniform serafuku serio_(to_heart) shirt sitting skirt skirt_lift socks spread_legs standing standing_on_one_leg striped thighhighs to_heart to_heart_(series) toten_(der_fuhrer) twintails underwear vest white_panties yuri
1990s_(style) 1999 1boy 1girl ashitaka blush bonten_(marimo) breasts breasts_apart brother_and_sister brown_hair censored cunnilingus grabbing_another's_breast groping hetero incest injury kaya_(mononoke_hime) mononoke_hime mosaic_censoring no_bra no_panties open_clothes open_shirt oral pubic_hair pussy pussy_juice retro_artstyle sex shirt siblings spread_legs spread_pussy studio_ghibli sweat tongue
1990s_(style) 1999 1boy 1girl ashitaka blush bonten_(marimo) breasts breasts_apart brother_and_sister brown_hair censored cunnilingus grabbing_another's_breast groping hetero incest injury kaya_(mononoke_hime) mononoke_hime mosaic_censoring no_bra no_panties open_clothes open_shirt oral pubic_hair pussy pussy_juice retro_artstyle sex shirt siblings spread_legs spread_pussy studio_ghibli sweat tongue
1990s_(style) 1999 1girl apron aqua_eyes arms_up artist_request ass balcony beach bikini_tan bra breasts brown_hair cloud copyright_request cowboy_shot dated day earrings female_focus glasses green_eyes jewelry looking_at_viewer looking_back medium_breasts mouth_hold naked_apron nipples nudist ocean outdoors retro_artstyle rimless_eyewear round_eyewear sakuraniku_umatarou short_hair sky solo stud_earrings tan tanline traditional_media underwear wristband
1990s_(style) 1999 1girl apron aqua_eyes arms_up artist_request ass balcony beach bikini_tan bra breasts brown_hair cloud copyright_request cowboy_shot dated day earrings female_focus glasses green_eyes jewelry looking_at_viewer looking_back medium_breasts mouth_hold naked_apron nipples nudist ocean outdoors retro_artstyle rimless_eyewear round_eyewear sakuraniku_umatarou short_hair sky solo stud_earrings tan tanline traditional_media underwear wristband
00s 10s 1990s_(style) 1998 1999 2000 2001 2002 2003 2004 2005 2006 2007 2008 2009 2010 5boys 6+girls absurdres aged_down alicia_(pokemon) alternate_form amber_(pokemon) ambertwo_(pokemon) arceus arion_(pokemon) bad_id bad_pixiv_id barefoot bianca_(pokemon_heroes) bike_shorts black_hair blonde_hair blue_eyes brown_eyes brown_hair cape celebi chocolate closed_eyes creatures_(company) damos_(pokemon) darkrai deoxys deoxys_(normal) dress entei everyone film_strip flower game_freak gen_1_pokemon gen_2_pokemon gen_3_pokemon gen_4_pokemon gen_5_pokemon giratina giratina_(altered) glasses green_eyes green_hair grey_eyes hat head_wreath highres holding holding_hands hug jirachi kabocha_torute latias latios leaf legendary_pokemon long_hair long_image lucario lugia manaphy masato max max_(pokemon) may_(pokemon) melody_(pokemon) mewtwo minun molly_hale multiple_boys multiple_girls mythical_pokemon nintendo on_head pichu plusle pokemon pokemon:_arceus_and_the_jewel_of_life pokemon:_destiny_deoxys pokemon:_giratina_and_the_sky_warrior pokemon:_jirachi:_wish_maker pokemon:_lucario_and_the_mystery_of_mew pokemon:_the_first_movie_-_mewtwo_strikes_back pokemon:_the_rise_of_darkrai pokemon:_zoroark:_master_of_illusions pokemon_(anime) pokemon_(classic_anime) pokemon_(creature) pokemon_3:_the_movie_-_spell_of_the_unown:_entei pokemon_4ever_-_celebi:_the_voice_of_the_forest pokemon_bw_(anime) pokemon_dppt_(anime) pokemon_heroes:_latios_&_latias pokemon_on_head pokemon_ranger_and_the_temple_of_the_sea pokemon_rse_(anime) pokemon_the_movie_2000:_the_power_of_one retro_artstyle riley_(pokemon) sam samuel_oak sandals shaymin shaymin_(land) short_hair silver_hair simple_background sir_aaron sir_arlon sitting sketchbook standing tears tooi_rondot tory_lund veil wide_image zoroark zorua
00s 10s 1990s_(style) 1998 1999 2000 2001 2002 2003 2004 2005 2006 2007 2008 2009 2010 5boys 6+girls absurdres aged_down alicia_(pokemon) alternate_form amber_(pokemon) ambertwo_(pokemon) arceus arion_(pokemon) bad_id bad_pixiv_id barefoot bianca_(pokemon_heroes) bike_shorts black_hair blonde_hair blue_eyes brown_eyes brown_hair cape celebi chocolate closed_eyes creatures_(company) damos_(pokemon) darkrai deoxys deoxys_(normal) dress entei everyone film_strip flower game_freak gen_1_pokemon gen_2_pokemon gen_3_pokemon gen_4_pokemon gen_5_pokemon giratina giratina_(altered) glasses green_eyes green_hair grey_eyes hat head_wreath highres holding holding_hands hug jirachi kabocha_torute latias latios leaf legendary_pokemon long_hair long_image lucario lugia manaphy masato max max_(pokemon) may_(pokemon) melody_(pokemon) mewtwo minun molly_hale multiple_boys multiple_girls mythical_pokemon nintendo on_head pichu plusle pokemon pokemon:_arceus_and_the_jewel_of_life pokemon:_destiny_deoxys pokemon:_giratina_and_the_sky_warrior pokemon:_jirachi:_wish_maker pokemon:_lucario_and_the_mystery_of_mew pokemon:_the_first_movie_-_mewtwo_strikes_back pokemon:_the_rise_of_darkrai pokemon:_zoroark:_master_of_illusions pokemon_(anime) pokemon_(classic_anime) pokemon_(creature) pokemon_3:_the_movie_-_spell_of_the_unown:_entei pokemon_4ever_-_celebi:_the_voice_of_the_forest pokemon_bw_(anime) pokemon_dppt_(anime) pokemon_heroes:_latios_&_latias pokemon_on_head pokemon_ranger_and_the_temple_of_the_sea pokemon_rse_(anime) pokemon_the_movie_2000:_the_power_of_one retro_artstyle riley_(pokemon) sam samuel_oak sandals shaymin shaymin_(land) short_hair silver_hair simple_background sir_aaron sir_arlon sitting sketchbook standing tears tooi_rondot tory_lund veil wide_image zoroark zorua
1990s 1999 1girls 20th_century actress alternate_costume arms_up armwear big_lips bracelet breasts breasts_out brown_hair cape carlos_diez celebrity chains collar crossed_legs english_text eyelashes eyes female female_only front_view gold_(metal) hair hair_ornament headgear human human_only lace latex legs_together light-skinned_female light_skin lips lipstick long_hair looking_at_viewer natalie_portman navel neckwear nipples open_eyes padme_amidala panties pinup pose queen red_clothing red_lipstick royalty see-through see-through_clothing signature simple_background solo spiked_bracelet spikes standing star_wars stockings text the_phantom_menace thighhighs thighs title underwear white_background
1990s 1999 1girls 20th_century actress alternate_costume arms_up armwear big_lips bracelet breasts breasts_out brown_hair cape carlos_diez celebrity chains collar crossed_legs english_text eyelashes eyes female female_only front_view gold_(metal) hair hair_ornament headgear human human_only lace latex legs_together light-skinned_female light_skin lips lipstick long_hair looking_at_viewer natalie_portman navel neckwear nipples open_eyes padme_amidala panties pinup pose queen red_clothing red_lipstick royalty see-through see-through_clothing signature simple_background solo spiked_bracelet spikes standing star_wars stockings text the_phantom_menace thighhighs thighs title underwear white_background
1990s_(style) 1999 1girl absurdres bare_shoulders barefoot bed belt bodysuit boots border breasts breasts_apart brown_hair bubblegum_crisis_2040 cable can cleavage crossed_legs dated drink electric_fan eraser feet fingerless_gloves gloves guitar hair_between_eyes hand_on_own_hip hand_on_own_face head_rest helmet high_heels highres holding indoors instrument jacket jewelry knee_pads laserdisc_cover laserdisc_insert leather leather_pants legs_up lipstick long_hair looking_away looking_back lying makeup medium_breasts multiple_views musical_note neck_ribbon necklace no_bra official_art on_stomach open_clothes open_jacket open_mouth orange_hair over_shoulder panties pants paper pencil pink_panties priscilla_asagiri profile quaver red_border retro_artstyle ribbon shadow sheet_music shiny_clothes shoes sideboob sidelocks sitting smile speech_bubble spiked_hair spoken_musical_note standing strap_slip strapless sunglasses tank_top traditional_media translation_request tube_top underwear upper_body wind writing yamada_masaki zipper
1990s_(style) 1999 1girl absurdres bare_shoulders barefoot bed belt bodysuit boots border breasts breasts_apart brown_hair bubblegum_crisis_2040 cable can cleavage crossed_legs dated drink electric_fan eraser feet fingerless_gloves gloves guitar hair_between_eyes hand_on_own_hip hand_on_own_face head_rest helmet high_heels highres holding indoors instrument jacket jewelry knee_pads laserdisc_cover laserdisc_insert leather leather_pants legs_up lipstick long_hair looking_away looking_back lying makeup medium_breasts multiple_views musical_note neck_ribbon necklace no_bra official_art on_stomach open_clothes open_jacket open_mouth orange_hair over_shoulder panties pants paper pencil pink_panties priscilla_asagiri profile quaver red_border retro_artstyle ribbon shadow sheet_music shiny_clothes shoes sideboob sidelocks sitting smile speech_bubble spiked_hair spoken_musical_note standing strap_slip strapless sunglasses tank_top traditional_media translation_request tube_top underwear upper_body wind writing yamada_masaki zipper
1990s 1999 20th_century a_new_hope bukkake chewbacca cum interspecies princess_leia_organa shabby_blue star_wars wookiee
1990s 1999 20th_century a_new_hope bukkake chewbacca cum interspecies princess_leia_organa shabby_blue star_wars wookiee
00s 10s 1990s_(style) 1996 1999 2002 2006 2010 6+boys 6+girls aaron_(pokemon) absolutely_everyone absurdres agatha_(pokemon) alder_(pokemon) alternate_color alternate_costume ampharos anabel_(pokemon) angry annotated annotation_request aqua_hair arceus archer_(pokemon) archie_(pokemon) argenta_(pokemon) ariana_(pokemon) artist_request aurea_juniper azelf bad_id bad_pixiv_id bag bandana barry_(pokemon) bertha_(pokemon) bianca_(pokemon) bill_(pokemon) birch_(pokemon) black_hair blaine_(pokemon) blonde_hair blouse blue_hair blue_oak blush_stickers book bow bowtie bracelet brandon_(pokemon) brawly_(pokemon) breasts brendan_(pokemon) brigette_(pokemon) brock_(pokemon) brother_and_sister brown_hair bruno_(pokemon) brycen_(pokemon) buck_(pokemon) bugsy_(pokemon) bulbasaur burgh_(pokemon) byron_(pokemon) caitlin_(pokemon) candice_(pokemon) celio_(pokemon) character_request charmander charon_(pokemon) cheren_(pokemon) cheryl_(pokemon) chikorita chili_(pokemon) chimchar chuck_(pokemon) cilan_(pokemon) clair_(pokemon) clay_(pokemon) claydol cleavage clefairy closed_eyes copyright_name crasher_wake creatures_(company) cress_(pokemon) cresselia cyndaquil cynthia_(pokemon) cyrus_(pokemon) dahlia_(pokemon) daisy_oak darach_(pokemon) darkrai dawn_(pokemon) dialga dragonair drake_(pokemon) drayden_(pokemon) drill_hair elesa_(pokemon) elite_four elm_(pokemon) entei erika_(pokemon) ethan_(pokemon) eusine_(pokemon) everyone facial_hair falkner_(pokemon) fantina_(pokemon) fennel_(pokemon) fiery_hair flame-tipped_tail flannery_(pokemon) flint_(pokemon) frontier_brain game_freak gardenia_(pokemon) gardevoir gen_1_pokemon gen_2_pokemon gen_3_pokemon gen_4_pokemon gen_5_pokemon gengar ghetsis_(pokemon) giovanni_(pokemon) giratina giratina_(origin) glacia_(pokemon) glasses greta_(pokemon) grimsley_(pokemon) grin groudon gyarados gym_leader hair_over_one_eye happy hat highres hilbert_(pokemon) hilda_(pokemon) ho-oh holding holding_book holding_poke_ball horns iris_(pokemon) janine_(pokemon) japanese_clothes jasmine_(pokemon) jewelry jumping jupiter_(pokemon) karen_(pokemon) kimono koga_(pokemon) kurt_(pokemon) kyogre lance_(pokemon) lanette_(pokemon) large_breasts leaf_(pokemon) legendary_pokemon lenora_(pokemon) liza_(pokemon) long_hair looker_(pokemon) lorelei_(pokemon) lucas_(pokemon) lucian_(pokemon) lucy_(pokemon) lugia lyra_(pokemon) magmar makuhita marley_(pokemon) mars_(pokemon) marshal_(pokemon) maxie_(pokemon) may_(pokemon) maylene_(pokemon) medium_breasts mesprit mew_(pokemon) mewtwo midriff mira_(pokemon) misty_(pokemon) morty_(pokemon) mudkip multiple_boys multiple_girls mustache mythical_pokemon n_(pokemon) necklace necktie nintendo noland_(pokemon) norman_(pokemon) oddish old one-piece_swimsuit open_book open_clothes open_shirt orange_hair oshawott palkia palmer_(pokemon) petrel_(pokemon) phoebe_(pokemon) pikachu piloswine pink_hair piplup poke_ball poke_ball_(basic) poke_ball_theme pokegear pokemon pokemon_(creature) pokemon_box_ruby_&_sapphire pokemon_bw pokemon_dppt pokemon_frlg pokemon_gsc pokemon_hgss pokemon_rgby pokemon_rse poketch ponytail proton_(pokemon) pryce_(pokemon) purple_hair raichu raikou rayquaza red_(pokemon) reshiram retro_artstyle ribbon riley_(pokemon) roark_(pokemon) rowan_(pokemon) roxanne_(pokemon) sabrina_(pokemon) samuel_oak saturn_(pokemon) scarf sentret shauntal_(pokemon) shaymin shaymin_(land) shiny_pokemon shirt short_hair shorts shoulder_bag siblings sidney_(pokemon) silver_(pokemon) silver_hair single_letter sisters sitting skirt skyla_(pokemon) small_breasts smile snivy solrock spenser_(pokemon) spiked_hair squirtle starmie starter_pokemon_trio steven_stone suicune sunglasses surcoat surge_(pokemon) swimsuit tate_(pokemon) team_aqua team_aqua_grunt team_galactic team_magma team_magma_grunt team_plasma team_rocket tepig thighhighs thorton_(pokemon) topless torchic torkoal totodile traditional_bowtie treecko tucker_(pokemon) turtwig twintails two_side_up upside-down uxie venomoth vileplume volkner_(pokemon) walking wallace_(pokemon) wally_(pokemon) watch wattson_(pokemon) whitney_(pokemon) will_(pokemon) winona_(pokemon) wristband wristwatch yuuichi_(bobobo) zekrom
00s 10s 1990s_(style) 1996 1999 2002 2006 2010 6+boys 6+girls aaron_(pokemon) absolutely_everyone absurdres agatha_(pokemon) alder_(pokemon) alternate_color alternate_costume ampharos anabel_(pokemon) angry annotated annotation_request aqua_hair arceus archer_(pokemon) archie_(pokemon) argenta_(pokemon) ariana_(pokemon) artist_request aurea_juniper azelf bad_id bad_pixiv_id bag bandana barry_(pokemon) bertha_(pokemon) bianca_(pokemon) bill_(pokemon) birch_(pokemon) black_hair blaine_(pokemon) blonde_hair blouse blue_hair blue_oak blush_stickers book bow bowtie bracelet brandon_(pokemon) brawly_(pokemon) breasts brendan_(pokemon) brigette_(pokemon) brock_(pokemon) brother_and_sister brown_hair bruno_(pokemon) brycen_(pokemon) buck_(pokemon) bugsy_(pokemon) bulbasaur burgh_(pokemon) byron_(pokemon) caitlin_(pokemon) candice_(pokemon) celio_(pokemon) character_request charmander charon_(pokemon) cheren_(pokemon) cheryl_(pokemon) chikorita chili_(pokemon) chimchar chuck_(pokemon) cilan_(pokemon) clair_(pokemon) clay_(pokemon) claydol cleavage clefairy closed_eyes copyright_name crasher_wake creatures_(company) cress_(pokemon) cresselia cyndaquil cynthia_(pokemon) cyrus_(pokemon) dahlia_(pokemon) daisy_oak darach_(pokemon) darkrai dawn_(pokemon) dialga dragonair drake_(pokemon) drayden_(pokemon) drill_hair elesa_(pokemon) elite_four elm_(pokemon) entei erika_(pokemon) ethan_(pokemon) eusine_(pokemon) everyone facial_hair falkner_(pokemon) fantina_(pokemon) fennel_(pokemon) fiery_hair flame-tipped_tail flannery_(pokemon) flint_(pokemon) frontier_brain game_freak gardenia_(pokemon) gardevoir gen_1_pokemon gen_2_pokemon gen_3_pokemon gen_4_pokemon gen_5_pokemon gengar ghetsis_(pokemon) giovanni_(pokemon) giratina giratina_(origin) glacia_(pokemon) glasses greta_(pokemon) grimsley_(pokemon) grin groudon gyarados gym_leader hair_over_one_eye happy hat highres hilbert_(pokemon) hilda_(pokemon) ho-oh holding holding_book holding_poke_ball horns iris_(pokemon) janine_(pokemon) japanese_clothes jasmine_(pokemon) jewelry jumping jupiter_(pokemon) karen_(pokemon) kimono koga_(pokemon) kurt_(pokemon) kyogre lance_(pokemon) lanette_(pokemon) large_breasts leaf_(pokemon) legendary_pokemon lenora_(pokemon) liza_(pokemon) long_hair looker_(pokemon) lorelei_(pokemon) lucas_(pokemon) lucian_(pokemon) lucy_(pokemon) lugia lyra_(pokemon) magmar makuhita marley_(pokemon) mars_(pokemon) marshal_(pokemon) maxie_(pokemon) may_(pokemon) maylene_(pokemon) medium_breasts mesprit mew_(pokemon) mewtwo midriff mira_(pokemon) misty_(pokemon) morty_(pokemon) mudkip multiple_boys multiple_girls mustache mythical_pokemon n_(pokemon) necklace necktie nintendo noland_(pokemon) norman_(pokemon) oddish old one-piece_swimsuit open_book open_clothes open_shirt orange_hair oshawott palkia palmer_(pokemon) petrel_(pokemon) phoebe_(pokemon) pikachu piloswine pink_hair piplup poke_ball poke_ball_(basic) poke_ball_theme pokegear pokemon pokemon_(creature) pokemon_box_ruby_&_sapphire pokemon_bw pokemon_dppt pokemon_frlg pokemon_gsc pokemon_hgss pokemon_rgby pokemon_rse poketch ponytail proton_(pokemon) pryce_(pokemon) purple_hair raichu raikou rayquaza red_(pokemon) reshiram retro_artstyle ribbon riley_(pokemon) roark_(pokemon) rowan_(pokemon) roxanne_(pokemon) sabrina_(pokemon) samuel_oak saturn_(pokemon) scarf sentret shauntal_(pokemon) shaymin shaymin_(land) shiny_pokemon shirt short_hair shorts shoulder_bag siblings sidney_(pokemon) silver_(pokemon) silver_hair single_letter sisters sitting skirt skyla_(pokemon) small_breasts smile snivy solrock spenser_(pokemon) spiked_hair squirtle starmie starter_pokemon_trio steven_stone suicune sunglasses surcoat surge_(pokemon) swimsuit tate_(pokemon) team_aqua team_aqua_grunt team_galactic team_magma team_magma_grunt team_plasma team_rocket tepig thighhighs thorton_(pokemon) topless torchic torkoal totodile traditional_bowtie treecko tucker_(pokemon) turtwig twintails two_side_up upside-down uxie venomoth vileplume volkner_(pokemon) walking wallace_(pokemon) wally_(pokemon) watch wattson_(pokemon) whitney_(pokemon) will_(pokemon) winona_(pokemon) wristband wristwatch yuuichi_(bobobo) zekrom
1990s 1999 20th_century barbara_millicent_roberts barbie_(franchise) bigdaddy black_and_white blowjob bo_peep bullseye_(toy_story) buzz_lightyear cowboy_hat crab_walk_position cunnilingus disney doggy_style fucked_from_behind green_army_man_(toy_story) hamm_(toy_story) holding_penis jessie_(toy_story) little_green_men mr._potato_head mrs._potato_head nipples orgy panties_aside pants_down penguin penis_in_mouth penis_out pixar pussy rex_(toy_story) sex sitting_on_penis slinky_dog_(toy_story) sucking_off tagme toy_story toy_story_2 vagina vaginal vaginal_penetration vaginal_sex woody_pride
1990s 1999 20th_century barbara_millicent_roberts barbie_(franchise) bigdaddy black_and_white blowjob bo_peep bullseye_(toy_story) buzz_lightyear cowboy_hat crab_walk_position cunnilingus disney doggy_style fucked_from_behind green_army_man_(toy_story) hamm_(toy_story) holding_penis jessie_(toy_story) little_green_men mr._potato_head mrs._potato_head nipples orgy panties_aside pants_down penguin penis_in_mouth penis_out pixar pussy rex_(toy_story) sex sitting_on_penis slinky_dog_(toy_story) sucking_off tagme toy_story toy_story_2 vagina vaginal vaginal_penetration vaginal_sex woody_pride
1990s_(style) 1999 1girl armpits arms_behind_head arms_up artist_name blonde_hair blue_eyes blush breasts character_name choker cleavage dark-skinned_female dark_skin dated female_focus kuramitsu_mihoshi large_breasts long_hair looking_at_viewer midriff no_bra no_panties one_eye_closed oota_takeshi pointy_ears retro_artstyle second-party_source shirt simple_background solo sweat tenchi_muyou! tied_shirt translated unzipped wet wink
1990s_(style) 1999 1girl armpits arms_behind_head arms_up artist_name blonde_hair blue_eyes blush breasts character_name choker cleavage dark-skinned_female dark_skin dated female_focus kuramitsu_mihoshi large_breasts long_hair looking_at_viewer midriff no_bra no_panties one_eye_closed oota_takeshi pointy_ears retro_artstyle second-party_source shirt simple_background solo sweat tenchi_muyou! tied_shirt translated unzipped wet wink
1990s 1999 1boy 1girls 20th_century anna_marie des_manders female gambit headband male marvel marvel_comics remy_lebeau rogue_(x-men) sex straight straight_hair x-men
1990s 1999 1boy 1girls 20th_century anna_marie des_manders female gambit headband male marvel marvel_comics remy_lebeau rogue_(x-men) sex straight straight_hair x-men
1999 1girl arm_behind_head armpits artist_request blonde_hair blue_eyes bow breasts character_name dark-skinned_female dark_skin dated elbow_gloves female_focus gloves hair_bow hair_ribbon happy japanese_text kneeling kuramitsu_mihoshi large_breasts light_areolae long_hair looking_at_viewer nipples no_shoes nude ribbon simple_background smile socks solo tan tenchi_muyou! thighhighs translated white_background white_gloves white_socks
1999 1girl arm_behind_head armpits artist_request blonde_hair blue_eyes bow breasts character_name dark-skinned_female dark_skin dated elbow_gloves female_focus gloves hair_bow hair_ribbon happy japanese_text kneeling kuramitsu_mihoshi large_breasts light_areolae long_hair looking_at_viewer nipples no_shoes nude ribbon simple_background smile socks solo tan tenchi_muyou! thighhighs translated white_background white_gloves white_socks
1990s_(style) 1999 2girls bed blonde_hair bra excel excel_saga fang garter_belt green_eyes highres hyatt ishino_satoshi lingerie lying multiple_girls nightgown official_art panties retro_artstyle smile thighhighs underwear underwear_only
1990s_(style) 1999 2girls bed blonde_hair bra excel excel_saga fang garter_belt green_eyes highres hyatt ishino_satoshi lingerie lying multiple_girls nightgown official_art panties retro_artstyle smile thighhighs underwear underwear_only
1990s 1999 1girls 20th_century animal_penis bent_over bestiality blush bondage boots bound_arms breasts brown_eyes brown_hair clothed_sex clothing doggy_style dress dress_lift drooling female female_on_feral feral feral_on_female feral_on_human from_behind fur gundam horse horse_penis horsecock human human_on_feral interspecies light-skinned_female light_skin nipples no_bra open_mouth penis rape rope saliva sex shadow short_hair size_difference sochie_heim solo sweat turn_a_gundam youkai_ankake zoophilia
1990s 1999 1girls 20th_century animal_penis bent_over bestiality blush bondage boots bound_arms breasts brown_eyes brown_hair clothed_sex clothing doggy_style dress dress_lift drooling female female_on_feral feral feral_on_female feral_on_human from_behind fur gundam horse horse_penis horsecock human human_on_feral interspecies light-skinned_female light_skin nipples no_bra open_mouth penis rape rope saliva sex shadow short_hair size_difference sochie_heim solo sweat turn_a_gundam youkai_ankake zoophilia
1990s 1999 20th_century 2boys 2girls ash_ketchum ben_(artist) bent_over bottomless breasts brock_(pokemon) cum cum_inside dark-skinned_male dark_skin delia_ketchum_(pokemon) doggy_style english_text female from_behind harem human human_only interracial kasumi_(pokemon) male milf mother_and_son motherly_cuckold multiple_boys multiple_girls netorare nintendo nipples no_nipples nude penis pokemon pubic_hair satoshi_(pokemon) sex shirt straight testicles text uncensored
1990s 1999 20th_century 2boys 2girls ash_ketchum ben_(artist) bent_over bottomless breasts brock_(pokemon) cum cum_inside dark-skinned_male dark_skin delia_ketchum_(pokemon) doggy_style english_text female from_behind harem human human_only interracial kasumi_(pokemon) male milf mother_and_son motherly_cuckold multiple_boys multiple_girls netorare nintendo nipples no_nipples nude penis pokemon pubic_hair satoshi_(pokemon) sex shirt straight testicles text uncensored
1999 1girl aqua_eyes artist_name artist_request blue_background blue_eyes blue_hair blue_tail blue_theme border breasts bubble completely_nude copyright_request female_focus fins from_above head_fins jpeg_artifacts long_hair looking_at_viewer matching_hair/eyes mermaid monster_girl nipples nude skinny_dipping solo swimming underwater
1999 1girl aqua_eyes artist_name artist_request blue_background blue_eyes blue_hair blue_tail blue_theme border breasts bubble completely_nude copyright_request female_focus fins from_above head_fins jpeg_artifacts long_hair looking_at_viewer matching_hair/eyes mermaid monster_girl nipples nude skinny_dipping solo swimming underwater
1990s_(style) 1999 1girl aftersex blush breasts brown_hair censored chibigou covering_one_breast covering_privates cum female_focus female_pubic_hair long_hair lying medium_breasts nipples nude original pubic_hair pussy retro_artstyle solo spread_legs tabi tatami watermark
1990s_(style) 1999 1girl aftersex blush breasts brown_hair censored chibigou covering_one_breast covering_privates cum female_focus female_pubic_hair long_hair lying medium_breasts nipples nude original pubic_hair pussy retro_artstyle solo spread_legs tabi tatami watermark
1990s 1999 20th_century kowakian_monkey-lizard miravi princess_leia_organa return_of_the_jedi salacious_crumb slave_leia star_wars
1990s 1999 20th_century kowakian_monkey-lizard miravi princess_leia_organa return_of_the_jedi salacious_crumb slave_leia star_wars
1990s 1999 20th_century 2girls akira_(viper) anna_miller big_breasts blonde_hair breast_press breasts clothes clothing collar dress female fingering french_kiss glasses hair hand_in_panties haruya_kotomi imminent_sex karin_(viper) kissing large_breasts locker_room love multiple_girls panties red_hair scan sogna tongue undressing viper_(series) viper_anthology viper_gtb waitress yuri
1990s 1999 20th_century 2girls akira_(viper) anna_miller big_breasts blonde_hair breast_press breasts clothes clothing collar dress female fingering french_kiss glasses hair hand_in_panties haruya_kotomi imminent_sex karin_(viper) kissing large_breasts locker_room love multiple_girls panties red_hair scan sogna tongue undressing viper_(series) viper_anthology viper_gtb waitress yuri
1990s 1999 20th_century 20th_century_fox all_fours carol_pewterschmidt cheating_husband clothing cuckquean doggy_style family_guy female fox_corporation human lois_griffin male milf necron99 peter_griffin straight
1990s 1999 20th_century 20th_century_fox all_fours carol_pewterschmidt cheating_husband clothing cuckquean doggy_style family_guy female fox_corporation human lois_griffin male milf necron99 peter_griffin straight
1990s 1999 20th_century alien alien_girl arica armpits arms_behind_head arms_up back background bald barefoot blanket bodily_fluids bottomless bottomless_female breasts breasts_outside brown_hair closed_eyes clothing clothing_aside collar completely_nude curtains dancers'_pit enslaved_royal eyes feet female female_only forced front_view gloves hair hairy_pussy hands_behind_head harem horn human humanoid indoors jabba's_palace kneeling light-skinned_female light_skin loincloth long_gloves long_hair lyn_me mara_jade mara_jade_skywalker miravi multiple_girls nipples nude on_floor open_eyes partially_clothed pillow princess princess_leia_organa pubic_hair pussy_juice pussy_juice_drip rear_view red_hair red_light return_of_the_jedi return_of_the_jedi_(radio) rystall_sant sad see-through sex_slave signature sitting slave slave_leia slavegirl small_breasts standing star_wars tatooine theelin thin_waist tiptoes topless topless_female towel twi'lek wraps
1990s 1999 20th_century alien alien_girl arica armpits arms_behind_head arms_up back background bald barefoot blanket bodily_fluids bottomless bottomless_female breasts breasts_outside brown_hair closed_eyes clothing clothing_aside collar completely_nude curtains dancers'_pit enslaved_royal eyes feet female female_only forced front_view gloves hair hairy_pussy hands_behind_head harem horn human humanoid indoors jabba's_palace kneeling light-skinned_female light_skin loincloth long_gloves long_hair lyn_me mara_jade mara_jade_skywalker miravi multiple_girls nipples nude on_floor open_eyes partially_clothed pillow princess princess_leia_organa pubic_hair pussy_juice pussy_juice_drip rear_view red_hair red_light return_of_the_jedi return_of_the_jedi_(radio) rystall_sant sad see-through sex_slave signature sitting slave slave_leia slavegirl small_breasts standing star_wars tatooine theelin thin_waist tiptoes topless topless_female towel twi'lek wraps
1990s 1990s_(style) 1999 1animal 1boy 1girls 90s animal artist_signature bestiality blue_theme breasts cetacean cloud completely_nude_female copyright copyright_logo copyright_symbol day daytime dolphin duo erection female female_on_feral female_penetrated feral feral_on_human feral_penetrating feral_penetrating_human from_side full_body genitals hair hetero hug human human_on_feral human_penetrated interspecies light-skinned_female light_skin love male male/female male_on_human male_penetrating male_penetrating_female mammal marine marine_mammal medium_breasts monochrome nipples nude ocean oceanic_dolphin open_sea outdoor_sex outdoors outside partially_submerged partially_underwater_shot penetration penile penile_penetration penis penis_in_pussy penis_in_vagina perky_breasts pornotopia pubes pubic_hair pussy sagemonn sex side_view signature sky straight suspended_congress swimming toothed_whale uncensored underwater underwater_sex vaginal vaginal_penetration vaginal_sex water water_sex waterline_view web_address wet zoophilia
1990s 1990s_(style) 1999 1animal 1boy 1girls 90s animal artist_signature bestiality blue_theme breasts cetacean cloud completely_nude_female copyright copyright_logo copyright_symbol day daytime dolphin duo erection female female_on_feral female_penetrated feral feral_on_human feral_penetrating feral_penetrating_human from_side full_body genitals hair hetero hug human human_on_feral human_penetrated interspecies light-skinned_female light_skin love male male/female male_on_human male_penetrating male_penetrating_female mammal marine marine_mammal medium_breasts monochrome nipples nude ocean oceanic_dolphin open_sea outdoor_sex outdoors outside partially_submerged partially_underwater_shot penetration penile penile_penetration penis penis_in_pussy penis_in_vagina perky_breasts pornotopia pubes pubic_hair pussy sagemonn sex side_view signature sky straight suspended_congress swimming toothed_whale uncensored underwater underwater_sex vaginal vaginal_penetration vaginal_sex water water_sex waterline_view web_address wet zoophilia
1990s_(style) 1999 1girl animal_ears animal_print arm_behind_back bikini blue_eyes breasts brown_hair cowboy_shot dated detached_collar elbow_gloves fake_animal_ears fake_tail female_focus fur_trim gloves halterneck highres inoue_takuya large_breasts long_hair looking_at_viewer navel parted_lips retro_artstyle simple_background solo swimsuit tail tiger_ears tiger_print tiger_tail white_background
1990s_(style) 1999 1girl animal_ears animal_print arm_behind_back bikini blue_eyes breasts brown_hair cowboy_shot dated detached_collar elbow_gloves fake_animal_ears fake_tail female_focus fur_trim gloves halterneck highres inoue_takuya large_breasts long_hair looking_at_viewer navel parted_lips retro_artstyle simple_background solo swimsuit tail tiger_ears tiger_print tiger_tail white_background
1990s 1999 1girls 20th_century anakin_skywalker angry bespin bondage breasts cloud_city crying darth_vader female femsub fucking_machine lando_calrissian laser lipstick machine mechanical_fixation metal_bondage nipples orgasm_factory princess_leia_organa pussy rape red_lipstick ripped_clothes ripped_clothing ripped_pants ripped_shirt sad sex_machine shabby_blue star_wars tears the_empire_strikes_back torn_clothes torn_clothing torn_pants torn_shirt torture ugnaught watching
1990s 1999 1girls 20th_century anakin_skywalker angry bespin bondage breasts cloud_city crying darth_vader female femsub fucking_machine lando_calrissian laser lipstick machine mechanical_fixation metal_bondage nipples orgasm_factory princess_leia_organa pussy rape red_lipstick ripped_clothes ripped_clothing ripped_pants ripped_shirt sad sex_machine shabby_blue star_wars tears the_empire_strikes_back torn_clothes torn_clothing torn_pants torn_shirt torture ugnaught watching
1990s 1999 1girls 20th_century ass athletic_female barefoot breasts brown_hair curvaceous earrings feet female human jewelry large_breasts legs light-skinned_female light_skin medium_breasts nausicaa nausicaa_of_the_valley_of_the_wind no_panties princess python_(snake_legs) shirt_lift short_hair sideboob soles solo studio_ghibli toeless_socks
1990s 1999 1girls 20th_century ass athletic_female barefoot breasts brown_hair curvaceous earrings feet female human jewelry large_breasts legs light-skinned_female light_skin medium_breasts nausicaa nausicaa_of_the_valley_of_the_wind no_panties princess python_(snake_legs) shirt_lift short_hair sideboob soles solo studio_ghibli toeless_socks
1990s 1999 20th_century 2futas areolae balls balls_bigger_than_penis bottomless breasts censored character_request chubby cleavage clothing erect_nipples erection futa_on_futa futa_only futanari huge_nipples hyper hyper_balls hyper_breasts hyper_nipples hyper_penis large_areolae multiple_futa nipples no_bra ozone penis source_request stick_nipples uno_makoto voluptuous
1990s 1999 20th_century 2futas areolae balls balls_bigger_than_penis bottomless breasts censored character_request chubby cleavage clothing erect_nipples erection futa_on_futa futa_only futanari huge_nipples hyper hyper_balls hyper_breasts hyper_nipples hyper_penis large_areolae multiple_futa nipples no_bra ozone penis source_request stick_nipples uno_makoto voluptuous
1999 1girls bondage equine female feral forced_bestiality gundam horse human interspecies male nipples rape sex sochie_heim straight turn_a_gundam youkai_ankake zoophilia
1999 1girls bondage equine female feral forced_bestiality gundam horse human interspecies male nipples rape sex sochie_heim straight turn_a_gundam youkai_ankake zoophilia
1990s 1999 1boy 1boy1girl 1girls 20th_century a_new_hope alien alien/human artist_name blowjob chalcedony_waves cheating chewbacca chewie's_reward_(shabby_blue) cum english english_text fellatio female human interspecies lucasfilm male male/female oral oral_sex penis princess_leia_organa shabby_blue source_request star_wars wookiee yavin_4
1990s 1999 1boy 1boy1girl 1girls 20th_century a_new_hope alien alien/human artist_name blowjob chalcedony_waves cheating chewbacca chewie's_reward_(shabby_blue) cum english english_text fellatio female human interspecies lucasfilm male male/female oral oral_sex penis princess_leia_organa shabby_blue source_request star_wars wookiee yavin_4
1999 1girl barefoot blush bottomless bra clitoris closed_eyes covered_erect_nipples creature_inside eel feet female_focus fuchida_kyou green_hair long_hair navel no_panties object_insertion pussy saliva solo sweat toes translated uncensored underwear vaginal vaginal_object_insertion
1999 1girl barefoot blush bottomless bra clitoris closed_eyes covered_erect_nipples creature_inside eel feet female_focus fuchida_kyou green_hair long_hair navel no_panties object_insertion pussy saliva solo sweat toes translated uncensored underwear vaginal vaginal_object_insertion
1990s_(style) 1999 1girl 2boys artist_name awatake_takahiro bald black_eyes black_hair bracelet breasts clothed_male_nude_female day earrings food fruit glasses grass_skirt haggle headband jewelry loincloth market medium_breasts multiple_boys navel necklace nipples nude opaque_glasses original outdoors public_indecency retro_artstyle round_eyewear speech_bubble topfreedom topless tribal vegetable zenra
1990s_(style) 1999 1girl 2boys artist_name awatake_takahiro bald black_eyes black_hair bracelet breasts clothed_male_nude_female day earrings food fruit glasses grass_skirt haggle headband jewelry loincloth market medium_breasts multiple_boys navel necklace nipples nude opaque_glasses original outdoors public_indecency retro_artstyle round_eyewear speech_bubble topfreedom topless tribal vegetable zenra