20th_century best from all time animated

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20th century

1990s 1999 1girls 20th_century 2boys anal anal_sex animated areola armpits arms_above_head balls bender_bending_rodriguez boot boots bouncing_breasts breasts carrying cyclops dangling_testicles double_penetration female functionally_nude futurama hair half-closed_eyes huge_cock human interspecies large_breasts large_penis leg_lift lipstick long_hair long_penis looking_at_viewer lowres male male_focus mutant orange_hair pale_skin pants_down penetration penis perky_breasts philip_j_fry ponytail pubic_hair purple_hair pussy restrained robot sex smile straight threesome tied_hair turanga_leela vaginal_penetration
1990s 1999 1girls 20th_century 2boys anal anal_sex animated areola armpits arms_above_head balls bender_bending_rodriguez boot boots bouncing_breasts breasts carrying cyclops dangling_testicles double_penetration female functionally_nude futurama hair half-closed_eyes huge_cock human interspecies large_breasts large_penis leg_lift lipstick long_hair long_penis looking_at_viewer lowres male male_focus mutant orange_hair pale_skin pants_down penetration penis perky_breasts philip_j_fry ponytail pubic_hair purple_hair pussy restrained robot sex smile straight threesome tied_hair turanga_leela vaginal_penetration
1990s 1996 1girls 20th_century animated anime ass breasts creative_censorship earrings hair_bun in_bed master_mosquiton money naked naked_female nude purple_hair retro_artstyle rolling_over screencap thin_female yuki_(master_mosquiton)
1990s 1996 1girls 20th_century animated anime ass breasts creative_censorship earrings hair_bun in_bed master_mosquiton money naked naked_female nude purple_hair retro_artstyle rolling_over screencap thin_female yuki_(master_mosquiton)
1990s 1997 1boy 1girls 20th_century animated female fight keyne_aqua naked nude oldschool photon_earth photon_the_idiot_adventures purple_hair
1990s 1997 1boy 1girls 20th_century animated female fight keyne_aqua naked nude oldschool photon_earth photon_the_idiot_adventures purple_hair
1990s 1997 20th_century animated ball_fondling ball_licking balls close-up gay genital_focus k-9 licking male tongue unusual_penis
1990s 1997 20th_century animated ball_fondling ball_licking balls close-up gay genital_focus k-9 licking male tongue unusual_penis
1990s 1992 1girls 20th_century animated female female_only human mana_(cg_artist) pissing ranma_1/2 shampoo_(ranma_1/2) solo tagme
1990s 1992 1girls 20th_century animated female female_only human mana_(cg_artist) pissing ranma_1/2 shampoo_(ranma_1/2) solo tagme
1990s 1998 1girls 20th_century animated anthro ass_bigger_than_head black_screen_roulette blonde_hair blue_pony bouncing_breasts breasts_bigger_than_head colored fat fat_woman female female_only fuusenroba gif horse inflated_belly running solo tagme
1990s 1998 1girls 20th_century animated anthro ass_bigger_than_head black_screen_roulette blonde_hair blue_pony bouncing_breasts breasts_bigger_than_head colored fat fat_woman female female_only fuusenroba gif horse inflated_belly running solo tagme
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 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
1920s 1928 1929 20th_century 2boys 2d animated balls duo eveready_harton_in_buried_treasure humor lowres male male_focus male_only monochrome monophallia penis penis_body penis_creature penis_head public_domain traditional_media_(artwork) vintage
1920s 1928 1929 20th_century 2boys 2d animated balls duo eveready_harton_in_buried_treasure humor lowres male male_focus male_only monochrome monophallia penis penis_body penis_creature penis_head public_domain traditional_media_(artwork) vintage
1930s 1938 1girls 20th_century 2d 4:3 ancient_furry_art animated antelope anthro anthro_only ass bovid breasts curvy curvy_female curvy_figure curvy_hips dancing female female_focus female_only feral furry gazelle head_tilt hooved_fingers hooved_hands hooved_toes hooves hooves_and_horns horns hourglass_figure irv_spence looney_tunes low_res mammal merrie_melodies morphing screencap short_playtime showing_off smooth_skin solo solo_female solo_focus spots tail tex_avery the_isle_of_pingo_pongo transformation warner_brothers
1930s 1938 1girls 20th_century 2d 4:3 ancient_furry_art animated antelope anthro anthro_only ass bovid breasts curvy curvy_female curvy_figure curvy_hips dancing female female_focus female_only feral furry gazelle head_tilt hooved_fingers hooved_hands hooved_toes hooves hooves_and_horns horns hourglass_figure irv_spence looney_tunes low_res mammal merrie_melodies morphing screencap short_playtime showing_off smooth_skin solo solo_female solo_focus spots tail tex_avery the_isle_of_pingo_pongo transformation warner_brothers
1990s 1996 20th_century 2girls animated breasts brown_hair katana kotetsu_no_daibouken long_hair multiple_girls nude oldschool ponytail red_hair sword
1990s 1996 20th_century 2girls animated breasts brown_hair katana kotetsu_no_daibouken long_hair multiple_girls nude oldschool ponytail red_hair sword
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 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 1997 20th_century animated ball_fondling balls cupping_balls fellatio gay k-9 male need_more_of_this no_humans oral oral_sex penis sex
1990s 1997 20th_century animated ball_fondling balls cupping_balls fellatio gay k-9 male need_more_of_this no_humans oral oral_sex penis sex
1990s 1997 20th_century animated anime_style blonde_hair breasts brown_hair dna_productions first_porn_of_franchise glasses lost_media nanna nanna_and_lil'_puss_puss nipples no_sound orange_hair panties tagme video
1990s 1997 20th_century animated anime_style blonde_hair breasts brown_hair dna_productions first_porn_of_franchise glasses lost_media nanna nanna_and_lil'_puss_puss nipples no_sound orange_hair panties tagme video
1990s 1999 20th_century animated blonde blonde_hair chip chip_'n_dale_rescue_rangers chipmunk disney gadget_hackwrench goggles interspecies karstens lowres mouse penis rodent
1990s 1999 20th_century animated blonde blonde_hair chip chip_'n_dale_rescue_rangers chipmunk disney gadget_hackwrench goggles interspecies karstens lowres mouse penis rodent
1990s 1999 20th_century animated futurama philip_j_fry pubes pubic_hair turanga_leela
1990s 1999 20th_century animated futurama philip_j_fry pubes pubic_hair turanga_leela
1990s 1997 1girls 20th_century animated female fight keyne_aqua naked nude oldschool photon_the_idiot_adventures purple_hair
1990s 1997 1girls 20th_century animated female fight keyne_aqua naked nude oldschool photon_the_idiot_adventures purple_hair
1990s 1997 1boy 1girls 20th_century animated female fight keyne_aqua naked nude oldschool photon_earth photon_the_idiot_adventures purple_hair
1990s 1997 1boy 1girls 20th_century animated female fight keyne_aqua naked nude oldschool photon_earth photon_the_idiot_adventures purple_hair
1920s 1928 1929 1boy 1boy1girl 1girls 20th_century 2d animated cloaca eveready_harton_in_buried_treasure female feral feral_on_feral feral_only kissing kissing_while_penetrated loop lowres male monochrome penetration public_domain reptile shaky_screen snake straight tail traditional_media_(artwork) vintage wrapped_around_another wrapped_tail zoophilia
1920s 1928 1929 1boy 1boy1girl 1girls 20th_century 2d animated cloaca eveready_harton_in_buried_treasure female feral feral_on_feral feral_only kissing kissing_while_penetrated loop lowres male monochrome penetration public_domain reptile shaky_screen snake straight tail traditional_media_(artwork) vintage wrapped_around_another wrapped_tail zoophilia