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1999

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1990s 1999 20th_century 5_fingers anthro anthro_on_anthro anthro_penetrated anthro_penetrating anthro_penetrating_anthro avian balls beak blue_body blue_breasts blue_scales blue_tail breast_grab breasts chair_position claws closed_eyes dragon duo erection feathered_wings feathers female female_on_top female_penetrated fingers foxxfire from_behind_position genitals gryphon hand_on_breast hi_res interspecies male male_on_bottom male_penetrating male_penetrating_female membrane_(anatomy) membranous_wings mythological_avian mythology nipples non-mammal_breasts nude on_bottom on_top open_beak open_mouth penetration penile penile_penetration penis pussy reptile scales scalie sex simple_background spread_legs spreading straight tongue vaginal_penetration white_background wings yellow_body yellow_scales yellow_tail yellow_wings

anthroanthro_on_anthro

1990s 1999 20th_century anthro balls biped blue_eyes canid canine canis erection fur genitals hair karabiner male male_only mammal nipples nude penis solo wolf

1990s 1999 20th_century anthro anthro_only blonde_hair breasts clothed clothing felid feline female fur genitals green_eyes hair hi_res legwear looking_at_viewer mammal partially_clothed pussy solo stockings ted_sheppard white_body white_fur

anthroanthro_only

1990s 1999 20th_century 2boys animal_genitalia balls blue_tongue bodily_fluids color_edit colored cum cum_on_face cum_on_own_face cum_on_self dragon duo edit erection fangs feral gay genital_fluids genital_slit genitals heptaphallia hi_res horn hornyanondragon human humanoid_genitalia humanoid_penis interspecies karabiner long_tongue male male/male male_only mammal multi_genitalia multi_penis oral penis penis_tentacles red_eyes scales sex sharp_teeth slit teeth tentacle tentacle_on_male tongue tongue_out tongue_sex tonguejob yaoi yellow_body yellow_scales

animal_genitaliaballs

1990s 1999 20th_century blue_tongue bodily_fluids cum dragon duo erection feral genital_fluids heptaphallia hi_res hornyanondragon human human_on_feral humansub interspecies karabiner male male/male mammal monochrome multi_genitalia multi_penis nude penis scales scalie size_difference tentacle tentacle_on_male tentacle_penis tongue tonguejob zoophilia

blue_tonguebodily_fluids

1990s 1999 20th_century autofellatio big_penis claws color_edit colored cum cum_in_mouth dragon erection horn hornyanondragon long_hair long_neck male male_only masturbation oral penis scalie singedrac solo

autofellatiobig_penis

1990s 1999 1futa 20th_century animated anthro balls balls_clenching black_background breasts brown_hair canid canine canis clothing collar domestic_dog doug_winger english_text fully_sheathed futanari genitals getting_erect gif green_eyes gynomorph hair intersex low_res mammal nipples original pandora_(doug_winger) penis sheath short_hair short_playtime simple_background solo text throbbing_penis underwear

1990s 1999 1futa 20th_century animated anthro balls balls_clenching black_background breasts brown_hair canid canine canis clothing collar domestic_dog doug_winger english_text fully_sheathed futa_only futanari genitals getting_erect gif green_eyes gynomorph hair intersex low_res mammal nipples original pandora_(doug_winger) penis sheath short_hair short_playtime simple_background solo solo_futa text throbbing_penis underwear

1990s 1999 1:1 1futa 20th_century all_fours animated anthro black_background blonde_hair bodily_fluids breasts canid canine canis collar cum domestic_dog doug_winger ejaculation_bulge english_text eyelashes futanari genital_fluids genitals green_eyes gynomorph hair humanoid_genitalia humanoid_penis intersex low_res mammal nipples open_mouth pandora_(doug_winger) penis short_playtime simple_background solo solo_futa tailwag text what

all_foursanimated

1990s 1999 20th_century 4girls akira_(viper) alien alien_girl anna_miller antennae arched_back ass back bare_arms barefoot bikini black_hair blue_background blue_eyes blue_headband blush bow breast_fondling breast_grab breasts breasts_out censored choker clothing corset cyan_hair dark-skinned_female dark_skin eyebrows_visible_through_hair feet female female_only ffff_foursome finger_in_mouth fondling forehead_jewel foursome frills full_body hair_ornament hair_ribbon half-closed_eyes hand_on_head headband high_heel_boots high_heels highres hikaru_sakuya irear_(viper) jewelry kneeling large_breasts legwear long_hair long_ponytail lying makoto_(viper) matching_hair/eyes moaning multiple_girls naked_footwear narsha_(viper) nipples nude open_clothes open_mouth open_shirt orange_eyes orange_hair pink_clothing pussy pussy_juice pussy_juice_drip queen questionable_consent red_eyes red_hair red_swimsuit restrained ribbon ribbon_choker scan skirt sling_bikini smile sogna soles spread_legs spread_pussy swimsuit teeth thigh_ribbon thigh_strap thighhighs thighs tied_hair toes tongue uniform very_long_hair viper_(series) viper_anthology viper_gtb waitress white_clothing yuri

akira_(viper)alien

1990s 1999 1girls 20th_century anmitsu_sou ass blonde_hair blue_eyes blush bow cameltoe choker clothing cushion cute dress feet female female_only frills glasses hand_on_knee highres indoors karin_(viper) knees_on_chest knees_up legwear long_hair looking_at_viewer panties pantyshot pantyshot_(sitting) ribbon ribbon_choker scan signature sitting socks sogna solo thick_thighs thighs underwear very_long_hair viper_(series) viper_anthology viper_gtb white_clothing white_panties window wrist_ribbon wristband

1990s 1999 1boy 1girls 20th_century artist_name asuka_(viper) blush breast_grab breasts brown_eyes brown_hair clothed clothing earrings erect_nipples erect_nipples_under_clothes eyebrows_visible_through_hair female from_behind grabbing_from_behind hairband holding holding_food holding_ice_cream ice_cream jacket kaneko_hiraku large_breasts long_hair looking_back lowres male necklace open_jacket open_mouth pearl_necklace sky surprised teeth tongue viper_(series) viper_ctr

artist_nameasuka_(viper)

1990s 1999 20th_century animal_genitalia aroused balls black_and_white canid canine ear_piercing eyebrow_piercing facial_piercing fox genitals humanoid_genitalia humanoid_penis male male/male mammal monochrome nude oral penis piercing sheath turkhasein

animal_genitaliaaroused

1990s 1999 20th_century animated avian balls breasts dragon edit female foxxfire gryphon male monochrome penis pussy straight surfing_charizard vaginal_penetration

1990s 1999 20th_century anthro balls big_balls black_and_white canid canine canis domestic_dog duo erection foreskin german_shepherd herding_dog humanoid_penis hyper hyper_penis licking male male/male mammal monochrome nude nudog pastoral_dog penis plantigrade retracted_foreskin sketch tongue tongue_out uncircumcised uncut

1990s 1999 20th_century armlet ass batman batman_(series) big_breasts black_boots black_cape black_hair blue_cape blue_gloves bodily_fluids breasts brown_eyes bruce_wayne butt_lick cemetery clothing cross crossover dc dc_comics drool_string exposed_breasts female fog gloves gold_armlet gold_bracelet graveyard green_body green_skin group group_sex hair hand_in_pants hand_on_hip handwear hi_res human human_on_humanoid humanoid humanoid_pointy_ears interspecies kevin_j_taylor leotard lips male mammal moon muscular muscular_male night nipples open_mouth saliva saliva_string sex sharp_teeth straight teeth thick_lips threesome tombstone vampire vampirella vampirella_(character) vein

1990s 1999 1girls 20th_century 2_tails 90s artist_name artist_signature blue_eyes blush dated female fox fox_ears fox_girl fox_tail genderswap genderswap_(mtf) j-fujita multi_tail orange_fur parody rhythm_badge rule_63 sega shoes sling_bikini sonic_(series) sonic_adventure sonic_the_hedgehog_(series) sweat tagme tails tailsko

artist_nameartist_signature

1999 2girls ass breasts brown_hair capcom female female_only finger gnaw headband human ibuki_(street_fighter) large_breasts multiple_girls night nipples panties sakura_kasugano school_uniform street_fighter street_fighter_alpha street_fighter_alpha_2 street_fighter_alpha_3 street_fighter_iii street_fighter_iii:_3rd_strike street_fighter_iii_(series) street_fighter_iv street_fighter_iv_(series) street_fighter_v tail underwear yuri

1990s 1999 20th_century after_oral after_sex anal anal_fingering anthro_on_anthro ass between_breasts big_breasts black_and_white black_ears black_fur bodily_fluids breasts bust_portrait canid canine clothed clothing conditional_dnp cross-hatching cum cum_in_mouth cum_inside cum_on_breasts cum_on_face cum_on_penis duo eyewear felid feline female fingering fingering_partner fox funkvixen fur genital_fluids glasses gloves_(marking) hair half-closed_eyes hatching_(art) head_out_of_frame jay_naylor long_hair looking_at_penis low_res male mammal markings monochrome multicolored_fur nipples nude open_mouth paizuri penis portrait raised_tail sex spread_legs spreading straight td_coltraine titjob topless torso_shot two_tone_fur

after_oralafter_sex

1990s 1999 anus ass ass_focus bent_over big_butt bottomwear canid canine clothed clothing conditional_dnp female fox funkvixen fur graphite_(artwork) greyscale hand_on_butt jay_naylor low_res mammal monochrome multicolored_fur pants_down partially_clothed pencil_(artwork) photo polaroid presenting presenting_anus presenting_hindquarters presenting_pussy pussy raised_tail shorts shorts_down simple_background solo spread_butt spreading td_coltraine traditional_media_(artwork) two_tone_fur

1990s 1999 20th_century anthro blonde_hair busty canine collar dog dog_ears dog_tail doug_winger female flexing floppy_ears fur huge_breasts muscular muscular_female naked nipples nude pussy solo tail text

anthroblonde_hair

1990s 1999 20th_century anthro cum erection lizard male male_only marc_debauch masturbation penile_masturbation solo

1990s 1999 20th_century abs anatomy anthro balls bone dragon english_text karabiner male male_only monochrome muscular muscular_male nude pecs penis scales skeleton solo text

1990s 1999 20th_century anthro canid canine canis cum dragon duo erection feral hi_res interspecies karabiner male mammal monochrome nude penis scales scalie wolf yaoi zoophilia

1990s 1999 20th_century cum dragon duo erection feral hi_res human human_on_feral interspecies karabiner male mammal monochrome nude penis scales scalie size_difference tentacle tentacle_on_male tongue zoophilia

1990s 1999 20th_century anal anal_sex canid canine closed_eyes fox male mammal nude penetration penis sex yaoi

1990s 1999 20th_century afterglow anthro balls bandee bed closed_eyes collar cum cum_on_self ear_piercing ear_ring erection fur kencougr lying male male_only messy muscular muscular_male nude penis piercing smile solo tongue vein

afterglowanthro

1990s 1999 1girls 20th_century black_hair breasts female gene_starwind large_breasts larger_male melfina mogudan outlaw_star romantic short_hair size_difference smaller_female tagme wholesome

black_hairbreasts

1999 balls bokko bukkake cum cum_on_face cumshot disembodied_penis ejaculation female female_focus gangbang group group_sex lagomorph macop male male_penetrating mammal monochrome orgasm osamu_tezuka_works penetration penis pussy rabbit sex simple_background solo_focus straight the_amazing_3 vaginal_penetration white_background young

1999 anal blush cotton_swab cute_fangs improvised_sex_toy macop mammal open_mouth peeing unknown_species urine vaginal_penetration what young

1999 anal anal_sex anthro balls bokko bondage bound carrot cute_fangs food lagomorph macop male mammal monochrome osamu_tezuka_works penetration penis precum rabbit semi-anthro simple_background solo the_amazing_3 vegetable white_background

1990s 1999 20th_century anal blush bokko bondage bound cum cute_fangs female lagomorph looking_at_viewer macop male mammal open_mouth osamu_tezuka_works rabbit red_eyes straight the_amazing_3 vaginal_penetration

1999 anus blush bukkake cum cute_fangs female leaking_anus macop monochrome open_mouth pussy simple_background solo white_background

1999 balls collar cute_fangs foreskin japanese_text lagomorph macop male mammal monochrome penis rabbit simple_background solo text traditional_media_(artwork) translation_request uncircumcised uncut white_background

1990s 1999 20th_century anthro anthro_only balls blush bovine cum cute_fangs girly japanese_text macop male male_only mammal minotaur monochrome multi_nipple nipples open_mouth penis simple_background text traditional_media_(artwork) translation_request white_background young

anthroanthro_only

1990s 1999 20th_century balls canine clothed clothing collar japanese_text macop male mammal navel purple_eyes simple_background solo text translation_request white_background young

1999 animal_humanoid anus backsack balls blush bukkake canine censored cum gag humanoid looking_at_viewer looking_back macop male mammal mosaic_censoring penis red_eyes solo young

animal_humanoidanus

1999 balls bondage bondage bound bulge canine clothing collar cum_through_clothing cute_fangs macop male mammal monochrome one_eye_closed open_mouth penis simple_background solo tight_clothing traditional_media_(artwork) white_background young

1999 1futa animal_humanoid anus autofacial autofellatio autopaizuri blush breasts bukkake canine completely_nude cum cum_on_self cute_fangs futa_only futa_sans_balls futanari green_eyes herm humanoid intersex licking macop mammal masturbation nude open_mouth oral oral_masturbation penile_masturbation penis pussy solo solo_futa tongue tongue_out vaginal_masturbation vaginal_penetration

animal_humanoidanus

1999 1futa anus autofellatio autopaizuri blush breasts canine completely_nude cute_fangs futa_only futa_sans_balls futanari green_eyes herm intersex licking macop mammal masturbation nude open_mouth oral oral_masturbation penile_masturbation penis pussy solo solo_futa tongue tongue_out vaginal_masturbation vaginal_penetration

anusautofellatio

1999 anus blush female japanese_text macop monochrome one_eye_closed pussy simple_background solo text traditional_media_(artwork) translation_request white_background young

1999 bell breasts feline female macop mammal monochrome pussy simple_background solo white_background

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