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1990

1990 1990s 1996 20th_century abs anthro bodily_fluids crush crushed_vehicle cum destruction duo english_text felid genital_fluids hair handjob head_grab improvised_sex_toy kencougr licking licking_lips macro male male/male mammal monochrome muscular muscular_male orgasm pantherine penile sex short_hair text tiger tongue tongue_out traditional_media_(artwork) vehicle
1990 1990s 1996 20th_century abs anthro bodily_fluids crush crushed_vehicle cum destruction duo english_text felid genital_fluids hair handjob head_grab improvised_sex_toy kencougr licking licking_lips macro male male/male mammal monochrome muscular muscular_male orgasm pantherine penile sex short_hair text tiger tongue tongue_out traditional_media_(artwork) vehicle
1990 1990s 20th_century anthro breasts female fur furry lagomorph mammal mauvette pussy rabbit solo space steve_martin straight_hair year
1990 1990s 20th_century anthro breasts female fur furry lagomorph mammal mauvette pussy rabbit solo space steve_martin straight_hair year
1990 1990s 20th_century 3girls amagi_kei aqua_eyes arms art ass back bare_arms bare_back bare_legs bare_shoulders barefoot beach blonde_hair blue_eyes blush bow breasts character_request closed_mouth collarbone hairbow idol_densetsu_eriko legs looking_at_another looking_at_viewer looking_back lying medium_breasts multiple_girls neck nipples nude on_back on_side on_stomach orange_hair outdoors parted_lips pink_bow public_nudity sand short_hair smile straight_hair tamura_eriko twintails water wet
1990 1990s 20th_century 3girls amagi_kei aqua_eyes arms art ass back bare_arms bare_back bare_legs bare_shoulders barefoot beach blonde_hair blue_eyes blush bow breasts character_request closed_mouth collarbone hairbow idol_densetsu_eriko legs looking_at_another looking_at_viewer looking_back lying medium_breasts multiple_girls neck nipples nude on_back on_side on_stomach orange_hair outdoors parted_lips pink_bow public_nudity sand short_hair smile straight_hair tamura_eriko twintails water wet
1990 1990s 20th_century ambiguous_gender balls black_and_white caprine chasing cliff comic fairy female feral forced grass human human_on_feral humanoid_penis humor interspecies magic male mammal monochrome mountain nipples nude open_mouth outside penis pubes rape running sheep traditional_media traditional_media_(artwork) transformation zoophilia
1990 1990s 20th_century ambiguous_gender balls black_and_white caprine chasing cliff comic fairy female feral forced grass human human_on_feral humanoid_penis humor interspecies magic male mammal monochrome mountain nipples nude open_mouth outside penis pubes rape running sheep traditional_media traditional_media_(artwork) transformation zoophilia
1990 1990s 20th_century ambiguous_gender balls black_and_white caprine chasing cliff comic feral forced grass human human_on_feral humanoid_penis humor imminent_rape interspecies male mammal monochrome mountain nude open_mouth outside penis rape running sheep zoophilia
1990 1990s 20th_century ambiguous_gender balls black_and_white caprine chasing cliff comic feral forced grass human human_on_feral humanoid_penis humor imminent_rape interspecies male mammal monochrome mountain nude open_mouth outside penis rape running sheep zoophilia
! 1990 1990s 20th_century balls big_breasts bovine bow breasts chode cum cumshot elephant english_text equine eyewear female flaccid glans glasses karno long_penis male midget monochrome mouse muscles nipples orgasm paizuri penis pussy rodent straight_hair text wet
! 1990 1990s 20th_century balls big_breasts bovine bow breasts chode cum cumshot elephant english_text equine eyewear female flaccid glans glasses karno long_penis male midget monochrome mouse muscles nipples orgasm paizuri penis pussy rodent straight_hair text wet
1990 1990s 20th_century anthro balls big_breasts breasts chode cum cum_inside elephant end_page english_text equine eyewear female flaccid fur furry glans glasses karno long_penis male midget monochrome mouse muscles nipples penis pussy rodent straight_hair text wet
1990 1990s 20th_century anthro balls big_breasts breasts chode cum cum_inside elephant end_page english_text equine eyewear female flaccid fur furry glans glasses karno long_penis male midget monochrome mouse muscles nipples penis pussy rodent straight_hair text wet
1990 1990s 20th_century balls big_breasts bovine breasts cape chode elephant english_text female flaccid furry horn huge_cock karno male midget monochrome mouse muscles nipples oils penis rodent straight_hair text
1990 1990s 20th_century balls big_breasts bovine breasts cape chode elephant english_text female flaccid furry horn huge_cock karno male midget monochrome mouse muscles nipples oils penis rodent straight_hair text
1990 1990s 20th_century 5boys arm_tattoo artist_signature balls_on_chin blonde_hair blowjob blowjob_face closed_eyes cock_gobble cock_hungry cum cum_hungry cum_in_mouth cum_on_face cumshot_into_mouth dark-skinned_male dark_penis ed_cervone erection fellatio gay giving_head going_down_on group holding_penis large_penis montage moustache mouth_open mouthful multiple_males multiple_penises nude oral oral_sex orgy pale-skinned_male penis penis_in_mouth penis_on_face penis_size_difference pubic_hair retracted_foreskin sketch straight_hair stroking_cock sucking sucking_off testicles tongue_out uncut veiny_penis yaoi
1990 1990s 20th_century 5boys arm_tattoo artist_signature balls_on_chin blonde_hair blowjob blowjob_face closed_eyes cock_gobble cock_hungry cum cum_hungry cum_in_mouth cum_on_face cumshot_into_mouth dark-skinned_male dark_penis ed_cervone erection fellatio gay giving_head going_down_on group holding_penis large_penis montage moustache mouth_open mouthful multiple_males multiple_penises nude oral oral_sex orgy pale-skinned_male penis penis_in_mouth penis_on_face penis_size_difference pubic_hair retracted_foreskin sketch straight_hair stroking_cock sucking sucking_off testicles tongue_out uncut veiny_penis yaoi
1990 1990s 1girls 20th_century blush breasts clitoris clothed_masturbation clothing female female_only genderswap_(mtf) masturbation pubic_hair pussy ranma-chan ranma_1/2 ranma_saotome red_hair rule_63 signature small_breasts solo straight_hair sweat takashi_taya uncensored
1990 1990s 1girls 20th_century blush breasts clitoris clothed_masturbation clothing female female_only genderswap_(mtf) masturbation pubic_hair pussy ranma-chan ranma_1/2 ranma_saotome red_hair rule_63 signature small_breasts solo straight_hair sweat takashi_taya uncensored
1990 1990s 1boy 1girls 20th_century akane_tendo alps bed dekamarasu_shirokko doggy_style fedron_kei female george_romerow male monochrome ohio_shuu_riki ranma-kun ranma_1/2 ranma_saotome sex small_breasts straight straight_hair taya_takashi year
1990 1990s 1boy 1girls 20th_century akane_tendo alps bed dekamarasu_shirokko doggy_style fedron_kei female george_romerow male monochrome ohio_shuu_riki ranma-kun ranma_1/2 ranma_saotome sex small_breasts straight straight_hair taya_takashi year
1990 1990s 20th_century anal anal_sex anus balls bear big_penis black_fur bovine breasts bull cape chapter_1 curled_hair double_penetration end_page equine erection female hooves horse karno male muscles penetration penis pussy straight_hair vaginal_penetration
1990 1990s 20th_century anal anal_sex anus balls bear big_penis black_fur bovine breasts bull cape chapter_1 curled_hair double_penetration end_page equine erection female hooves horse karno male muscles penetration penis pussy straight_hair vaginal_penetration
1990 1990s 20th_century anus balls bear big_penis black_fur bovine bow breasts bull cape curled_hair english_text equine erection eyeswear female furry giraffe glasses hooves horse karno male muscles original original_character penetration penis pussy pussy_juice straight_hair sword_fight vaginal_penetration victory
1990 1990s 20th_century anus balls bear big_penis black_fur bovine bow breasts bull cape curled_hair english_text equine erection eyeswear female furry giraffe glasses hooves horse karno male muscles original original_character penetration penis pussy pussy_juice straight_hair sword_fight vaginal_penetration victory
1990 1990s 20th_century 2boys 90s ass balls big_penis black_fur bovine bull cape comic english_text equine erection furry furry_only hooves horse karno male male_only monochrome muscles muscular muscular_male penis speech_bubble straight_hair sword_fight text veiny_penis
1990 1990s 20th_century 2boys 90s ass balls big_penis black_fur bovine bull cape comic english_text equine erection furry furry_only hooves horse karno male male_only monochrome muscles muscular muscular_male penis speech_bubble straight_hair sword_fight text veiny_penis
1990 1990s 20th_century balls bear big_breasts big_penis black_fur bovine breasts bull cape curled_hair elephant equine erection flaccid giraffe hooves horse karno muscles penis pussy straight_hair sword_fight
1990 1990s 20th_century balls bear big_breasts big_penis black_fur bovine breasts bull cape curled_hair elephant equine erection flaccid giraffe hooves horse karno muscles penis pussy straight_hair sword_fight
1990 1990s 20th_century angry balls bear big_hair big_penis black_fur bovine breasts bull cape curled_hair elephant equine flaccid fur giraffe hair hooves horse karno muscles penis pussy straight_hair
1990 1990s 20th_century angry balls bear big_hair big_penis black_fur bovine breasts bull cape curled_hair elephant equine flaccid fur giraffe hair hooves horse karno muscles penis pussy straight_hair
1990 1990s 20th_century angry bear big_hair big_penis black_fur bovine breasts bull cape curled_hair elephant equine fur giraffe hair hooves horse karno kicking monochrome muscles oral penis pussy straight_hair testicles text
1990 1990s 20th_century angry bear big_hair big_penis black_fur bovine breasts bull cape curled_hair elephant equine fur giraffe hair hooves horse karno kicking monochrome muscles oral penis pussy straight_hair testicles text
1990 1990s 20th_century 2boys 90s balls black_fur boing bored bovine bull cape comic dated english_text equine furry furry_only hooves horse karno male male_only monochrome muscles nude page_1 penis sitting speech_bubble straight_hair text
1990 1990s 20th_century 2boys 90s balls black_fur boing bored bovine bull cape comic dated english_text equine furry furry_only hooves horse karno male male_only monochrome muscles nude page_1 penis sitting speech_bubble straight_hair text
1990 1990s 1girls 20th_century anal_insertion bondage boots breasts curvaceous dirty_pair female greyscale human large_breasts long_hair monochrome nipples nude pussy straight_hair tagme wingbird year yuri_(dirty_pair)
1990 1990s 1girls 20th_century anal_insertion bondage boots breasts curvaceous dirty_pair female greyscale human large_breasts long_hair monochrome nipples nude pussy straight_hair tagme wingbird year yuri_(dirty_pair)
1990 1990s 1girls 20th_century adam_hughes beatriz_da_costa breasts dc female fire_(dc) jla justice_league justice_league_international latina straight_hair year
1990 1990s 1girls 20th_century adam_hughes beatriz_da_costa breasts dc female fire_(dc) jla justice_league justice_league_international latina straight_hair year
1990 1990s anthro bed breasts canine chest_tuft cougar couple crimson_rose cunnilingus feline female force fox fur furry kencougr male oral oral_sex orgasm ouch puma sex size_difference straight straight_hair
1990 1990s anthro bed breasts canine chest_tuft cougar couple crimson_rose cunnilingus feline female force fox fur furry kencougr male oral oral_sex orgasm ouch puma sex size_difference straight straight_hair
1990 1990s 20th_century anthro bed breasts brian_o'connell canine female fox fur furry greyscale hair looking_at_viewer monochrome on_side pussy signature solo straight_hair tail year
1990 1990s 20th_century anthro bed breasts brian_o'connell canine female fox fur furry greyscale hair looking_at_viewer monochrome on_side pussy signature solo straight_hair tail year
1990 1990s 20th_century amy_fox anthro breasts brian_sutton briano canine female fox fur furry jewelry pottery pussy straight_hair year
1990 1990s 20th_century amy_fox anthro breasts brian_sutton briano canine female fox fur furry jewelry pottery pussy straight_hair year
1990 1990s 20th_century anniversary anthro bed bovine breasts bull candle female furry green_eyes hooves horns karno male nude on_side orange_hair penis straight_hair year
1990 1990s 20th_century anniversary anthro bed bovine breasts bull candle female furry green_eyes hooves horns karno male nude on_side orange_hair penis straight_hair year
1990 1990s 1girls 20th_century armpits arms_behind_head bikini boots breasts bustier cleavage cry_for_dawn dawn_(comics) elbow_gloves facial_mark female female_only garter_belt garter_straps gloves hair_over_one_eyes joseph_michael_linsner knee_boots leg_lift lingerie lipstick long_hair makeup medium_breasts midriff monochrome panties red_eyes red_hair red_lipstick runny_makeup skull_print solo spot_color straight_hair swimsuit thighhighs underwear year
1990 1990s 1girls 20th_century armpits arms_behind_head bikini boots breasts bustier cleavage cry_for_dawn dawn_(comics) elbow_gloves facial_mark female female_only garter_belt garter_straps gloves hair_over_one_eyes joseph_michael_linsner knee_boots leg_lift lingerie lipstick long_hair makeup medium_breasts midriff monochrome panties red_eyes red_hair red_lipstick runny_makeup skull_print solo spot_color straight_hair swimsuit thighhighs underwear year
1990 1990s 20th_century 2girls alien alien_girl arisia_rrab artist_name blonde blonde_hair blue_hair breasts cleavage clothed clothed_sex clothing color colored costume dark_hair dated dc dc_comics dress gloves green_lantern green_lantern_(series) green_lantern_corps grey_background hair hand_on_hip hands_on_hips humanoid katma_tui long_hair martin multiple_females multiple_girls nipple_bulge panties pantyshot red_skin signature skirt standing straight_hair superheroine tight_clothing uncensored underwear white_gloves year yellow_hair
1990 1990s 20th_century 2girls alien alien_girl arisia_rrab artist_name blonde blonde_hair blue_hair breasts cleavage clothed clothed_sex clothing color colored costume dark_hair dated dc dc_comics dress gloves green_lantern green_lantern_(series) green_lantern_corps grey_background hair hand_on_hip hands_on_hips humanoid katma_tui long_hair martin multiple_females multiple_girls nipple_bulge panties pantyshot red_skin signature skirt standing straight_hair superheroine tight_clothing uncensored underwear white_gloves year yellow_hair
1990 1990s 1girls anthro ass breasts domestic_cat feline female fur furry helmet kemono konoma_waho mammal monochrome multiple_views nipples nude polly_esther pussy samurai_pizza_cats short_hair straight_hair tagme tail
1990 1990s 1girls anthro ass breasts domestic_cat feline female fur furry helmet kemono konoma_waho mammal monochrome multiple_views nipples nude polly_esther pussy samurai_pizza_cats short_hair straight_hair tagme tail
1990 1990s 20th_century breasts comic cum cum_on_face female female_on_top human long_hair male one_eye_closed open_mouth paizuri penetration penis pussy ranma_1/2 rumoi_jun ryoga_hibiki sex shampoo_(ranma_1/2) spread_legs straight straight_hair vaginal_penetration
1990 1990s 20th_century breasts comic cum cum_on_face female female_on_top human long_hair male one_eye_closed open_mouth paizuri penetration penis pussy ranma_1/2 rumoi_jun ryoga_hibiki sex shampoo_(ranma_1/2) spread_legs straight straight_hair vaginal_penetration
1990 1990s 20th_century braid breasts dated female human long_hair male naoki_koichi navel nipples penis pubic_hair pussy ranma-kun ranma_1/2 ranma_saotome sex shampoo_(ranma_1/2) straight straight_hair unshaved_pussy vaginal_penetration
1990 1990s 20th_century braid breasts dated female human long_hair male naoki_koichi navel nipples penis pubic_hair pussy ranma-kun ranma_1/2 ranma_saotome sex shampoo_(ranma_1/2) straight straight_hair unshaved_pussy vaginal_penetration
1990 blue_hair blush breasts crossover doujin_cover duo female female_only green_hair horns human humanoid large_breasts light-skinned_female light_skin long_hair looking_at_viewer lum multiple_girls nipples nude oni pointy_ears princess ranma_1/2 shampoo_(ranma_1/2) tokimiran urusei_yatsura yuri
1990 blue_hair blush breasts crossover doujin_cover duo female female_only green_hair horns human humanoid large_breasts light-skinned_female light_skin long_hair looking_at_viewer lum multiple_girls nipples nude oni pointy_ears princess ranma_1/2 shampoo_(ranma_1/2) tokimiran urusei_yatsura yuri