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1900s

1900s 2024 2boys after_kiss ass back balls bat belt black_nails blue_hair blush bottomless bottomless_male bright_colors cartoony cel_shading emo eye_bags eyebrows eyeshadow fangs fingerless_gloves french_kiss frottage frown gay gay_sex glans gradient_background itamigao jurgen long_nails male/male male_only no_background non-human pants_down penis penises_touching pointy_ears pointy_nose red_eyes red_hair saliva saliva_string sam_and_max seductive seductive_look self_upload selfcest signature simple_background teeth time_paradox tongue tongue_out toony topless topless_male touching_tips vampire vampire_boy yaoi yellow_sclera yellow_teeth
1900s 2024 2boys after_kiss ass back balls bat belt black_nails blue_hair blush bottomless bottomless_male bright_colors cartoony cel_shading emo eye_bags eyebrows eyeshadow fangs fingerless_gloves french_kiss frottage frown gay gay_sex glans gradient_background itamigao jurgen long_nails male/male male_only no_background non-human pants_down penis penises_touching pointy_ears pointy_nose red_eyes red_hair saliva saliva_string sam_and_max seductive seductive_look self_upload selfcest signature simple_background teeth time_paradox tongue tongue_out toony topless topless_male touching_tips vampire vampire_boy yaoi yellow_sclera yellow_teeth
1900s 1905 1boy 1girls 20th_century balls_expansion bed bike_pump breasts female french_text hose huge_balls huge_cock inflation male martin_van_maele monochrome penis_expansion stockings tagme urethral_insertion
1900s 1905 1boy 1girls 20th_century balls_expansion bed bike_pump breasts female french_text hose huge_balls huge_cock inflation male martin_van_maele monochrome penis_expansion stockings tagme urethral_insertion
1900s bathing breasts dolly_morton literature looking_at_viewer monochrome public_domain the_memoirs_of_dolly_morton traditional_media_(artwork) vintage
1900s bathing breasts dolly_morton literature looking_at_viewer monochrome public_domain the_memoirs_of_dolly_morton traditional_media_(artwork) vintage
1900s 1boy 1girls breasts caption dolly_morton embarrassed_nude_female engraving forced_exposure hatching_(art) monochrome stripped the_memoirs_of_dolly_morton traditional_media_(artwork) vintage
1900s 1boy 1girls breasts caption dolly_morton embarrassed_nude_female engraving forced_exposure hatching_(art) monochrome stripped the_memoirs_of_dolly_morton traditional_media_(artwork) vintage
1900s 1girls ass caption dolly_morton engraving monochrome public_domain rear_view solo_female the_memoirs_of_dolly_morton traditional_media_(artwork) vintage
1900s 1girls ass caption dolly_morton engraving monochrome public_domain rear_view solo_female the_memoirs_of_dolly_morton traditional_media_(artwork) vintage
1900s arms_above_head bondage caning caption dolly_morton engraving hatching_(art) literature monochrome public_domain spanking stockings the_memoirs_of_dolly_morton thighs tied_to_ladder traditional_media_(artwork) vintage
1900s arms_above_head bondage caning caption dolly_morton engraving hatching_(art) literature monochrome public_domain spanking stockings the_memoirs_of_dolly_morton thighs tied_to_ladder traditional_media_(artwork) vintage
1900s breasts breasts_out caption corset dolly_morton engraving hatching_(art) monochrome public_domain stockings the_memoirs_of_dolly_morton thighhighs thighs traditional_media_(artwork) vintage
1900s breasts breasts_out caption corset dolly_morton engraving hatching_(art) monochrome public_domain stockings the_memoirs_of_dolly_morton thighhighs thighs traditional_media_(artwork) vintage
1900s abs absurd_res annoyed anthro balls belt biceps biped blush blush_lines bodily_fluids bottomwear brown_body brown_eyes brown_fur brown_hair brown_tail bulge cactus camera canid canine canis clothed clothing comic cougar coyote day desert detailed_background dialogue digital_media_(artwork) digitigrade ear_blush echo_(series) echo_project embarrassed english_text erection exhibitionism felid feline fingers fluffy fluffy_chest fluffy_tail formal_wear fox fur genital_fluids genitals grey_body grey_fur group gun hair half-erect hand_on_hip handgun heart hi_res holding_camera holding_object holding_weapon holster holstered_pistol humanoid_genitalia humanoid_penis leaking_precum male male_only mammal multicolored_body multicolored_fur murdoch_byrnes muscular muscular_anthro muscular_male muscular_thighs name_drop name_in_dialogue necktie nipples nude open_mouth orange_body orange_fur outdoor_nudity outside pants pawpads paws pecs penis photo photo_shoot photographer plant precum precum_string precum_through_clothing pubes public public_nudity ranged_weapon revolver rock rope saguaro samuel_ayers scar sheriff shirt sky smile speech_bubble spicyfish157 standing suspenders tail tail_motion tailwag tan_balls tan_body tan_fur tan_penis teeth text the_smoke_room throbbing_penis topwear trio tuft tufted_fur twitching vein veiny_penis vest weapon wet wet_clothing white_body white_fur william_adler
1900s abs absurd_res annoyed anthro balls belt biceps biped blush blush_lines bodily_fluids bottomwear brown_body brown_eyes brown_fur brown_hair brown_tail bulge cactus camera canid canine canis clothed clothing comic cougar coyote day desert detailed_background dialogue digital_media_(artwork) digitigrade ear_blush echo_(series) echo_project embarrassed english_text erection exhibitionism felid feline fingers fluffy fluffy_chest fluffy_tail formal_wear fox fur genital_fluids genitals grey_body grey_fur group gun hair half-erect hand_on_hip handgun heart hi_res holding_camera holding_object holding_weapon holster holstered_pistol humanoid_genitalia humanoid_penis leaking_precum male male_only mammal multicolored_body multicolored_fur murdoch_byrnes muscular muscular_anthro muscular_male muscular_thighs name_drop name_in_dialogue necktie nipples nude open_mouth orange_body orange_fur outdoor_nudity outside pants pawpads paws pecs penis photo photo_shoot photographer plant precum precum_string precum_through_clothing pubes public public_nudity ranged_weapon revolver rock rope saguaro samuel_ayers scar sheriff shirt sky smile speech_bubble spicyfish157 standing suspenders tail tail_motion tailwag tan_balls tan_body tan_fur tan_penis teeth text the_smoke_room throbbing_penis topwear trio tuft tufted_fur twitching vein veiny_penis vest weapon wet wet_clothing white_body white_fur william_adler
1900s 1boy anus ass balls black_and_white blowjob collage cum dialogue erection fantasmagorie first_porn_of_character gay gay_sex highres multiple_images oral penis sex tagme text veins veiny_penis yaoi yocknock
1900s 1boy anus ass balls black_and_white blowjob collage cum dialogue erection fantasmagorie first_porn_of_character gay gay_sex highres multiple_images oral penis sex tagme text veins veiny_penis yaoi yocknock
1900s 1907 1girls 20th_century 2boys ancient_art animal_genitalia balls beard begging black_and_white bovine cape caption carriage cattle clothing crown facial_hair facial_piercing fairy_tales female feral fine_art geirlaug_the_king's_daughter genitals group h_j_ford headgear horns human king male mammal melee_weapon monochrome nose_piercing nose_ring outside peasant piercing prince public_domain ring_piercing rope royalty safe scabbard sfw ship short_hair sword text the_olive_fairy_book vehicle watercraft weapon
1900s 1907 1girls 20th_century 2boys ancient_art animal_genitalia balls beard begging black_and_white bovine cape caption carriage cattle clothing crown facial_hair facial_piercing fairy_tales female feral fine_art geirlaug_the_king's_daughter genitals group h_j_ford headgear horns human king male mammal melee_weapon monochrome nose_piercing nose_ring outside peasant piercing prince public_domain ring_piercing rope royalty safe scabbard sfw ship short_hair sword text the_olive_fairy_book vehicle watercraft weapon
1900s 1908 1girls 20th_century 5_fingers ancient_art balls biped bound breasts canid canine canis collar cunnilingus digitigrade dog_clitoris domestic_dog female female_on_feral feral feral_penetrating fine_art fingers flower foot_fetish foot_play footjob franz_von_bayros gazebo genitals greyscale group hair human human_focus human_on_feral human_on_human interspecies intraspecies laying laying_back lifting_leg long_hair lying male male/female mammal monochrome nipples not_furry_focus nude on_back outdoors outside penis pillar pillow plant plantigrade public public_domain pussy quadruped reclininh relaxing sex short_tail spreading_pussy standing statue tail trio vine_bondage vines zoophilia
1900s 1908 1girls 20th_century 5_fingers ancient_art balls biped bound breasts canid canine canis collar cunnilingus digitigrade dog_clitoris domestic_dog female female_on_feral feral feral_penetrating fine_art fingers flower foot_fetish foot_play footjob franz_von_bayros gazebo genitals greyscale group hair human human_focus human_on_feral human_on_human interspecies intraspecies laying laying_back lifting_leg long_hair lying male male/female mammal monochrome nipples not_furry_focus nude on_back outdoors outside penis pillar pillow plant plantigrade public public_domain pussy quadruped reclininh relaxing sex short_tail spreading_pussy standing statue tail trio vine_bondage vines zoophilia
1900s 1902 20th_century 3boys absurd_res armpits artist_name artistic_nude ass back beard black_hair breasts brown_hair closed_eyes dated feet female fine_art flying grass greek_mythology hand_on_shoulder highres holding_hands hooves horns hug kneeling long_ears long_hair looking_at_another male medium_breasts monster_boy multiple_boys multiple_girls mythology navel nipples nude nymph outdoors painting painting_(artwork) pointy_ears pose realistic resting rock satyr short_hair signature sitting sky small_breasts soles standing the_oreads thighs toes traditional_media_(artwork) tree water wavy_hair william-adolphe_bouguereau
1900s 1902 20th_century 3boys absurd_res armpits artist_name artistic_nude ass back beard black_hair breasts brown_hair closed_eyes dated feet female fine_art flying grass greek_mythology hand_on_shoulder highres holding_hands hooves horns hug kneeling long_ears long_hair looking_at_another male medium_breasts monster_boy multiple_boys multiple_girls mythology navel nipples nude nymph outdoors painting painting_(artwork) pointy_ears pose realistic resting rock satyr short_hair signature sitting sky small_breasts soles standing the_oreads thighs toes traditional_media_(artwork) tree water wavy_hair william-adolphe_bouguereau
1900s 1908 1girls 20th_century 5_fingers ancient_furry_art animal_genitalia animal_penis ape biped cage chair clothed clothed_sex clothing clothing_grab clothing_lift dark_body dark_fur dark_hair detailed_background duo female female_on_feral female_penetrated feral feral_on_female feral_penetrating feral_penetrating_human fine_art fingers footwear from_behind_position fur furniture haplorhine human human_on_feral human_penetrated inside interspecies looking_at_viewer looking_back looking_back_at_viewer male male/female male_penetrating male_penetrating_female mammal open_mouth orangutan penetration penile penile_penetration primate public_domain realistic realistic_anatomy sex story story_in_description teeth traditional_media_(artwork) unknown_artist white_clothing young zoophilia
1900s 1908 1girls 20th_century 5_fingers ancient_furry_art animal_genitalia animal_penis ape biped cage chair clothed clothed_sex clothing clothing_grab clothing_lift dark_body dark_fur dark_hair detailed_background duo female female_on_feral female_penetrated feral feral_on_female feral_penetrating feral_penetrating_human fine_art fingers footwear from_behind_position fur furniture haplorhine human human_on_feral human_penetrated inside interspecies looking_at_viewer looking_back looking_back_at_viewer male male/female male_penetrating male_penetrating_female mammal open_mouth orangutan penetration penile penile_penetration primate public_domain realistic realistic_anatomy sex story story_in_description teeth traditional_media_(artwork) unknown_artist white_clothing young zoophilia
1900s 1906 1girls 20th_century ancient_furry_art animal_humanoid artist_and_chimera biped breasts chimera claws duo european_mythology feet female fine_art greek_mythology hair human human_on_humanoid humanoid jacek_malczewski male mammal monster_girl mythology outside painting paws public_domain sex straight straight_hair tagme traditional_media_(artwork) wings
1900s 1906 1girls 20th_century ancient_furry_art animal_humanoid artist_and_chimera biped breasts chimera claws duo european_mythology feet female fine_art greek_mythology hair human human_on_humanoid humanoid jacek_malczewski male mammal monster_girl mythology outside painting paws public_domain sex straight straight_hair tagme traditional_media_(artwork) wings
1900s 1905 1girls 20th_century avian bestiality body_horror clothed clothed_female erection female feral feral_on_female feral_penetrating fine_art fully_clothed goose human implied_penetration implied_sex male martin_van_maele monochrome monophallia multiple_boys painting_(artwork) penis penis_creature penis_head public_domain realistic straight_hair traditional_art traditional_media traditional_media_(artwork) weird_penis what wood zoophilia
1900s 1905 1girls 20th_century avian bestiality body_horror clothed clothed_female erection female feral feral_on_female feral_penetrating fine_art fully_clothed goose human implied_penetration implied_sex male martin_van_maele monochrome monophallia multiple_boys painting_(artwork) penis penis_creature penis_head public_domain realistic straight_hair traditional_art traditional_media traditional_media_(artwork) weird_penis what wood zoophilia
1900s 1905 1girls 20th_century avian bestiality bird body_horror clothed clothed_female erection female feral feral_on_female feral_penetrating fine_art fine_art_parody fully_clothed goose human implied_penetration implied_sex male martin_van_maele monochrome monophallia multiple_boys painting_(artwork) penis penis_creature penis_head public_domain realistic straight_hair tagme text the_birds traditional_art traditional_media traditional_media_(artwork) weird_penis what wood zoophilia
1900s 1905 1girls 20th_century avian bestiality bird body_horror clothed clothed_female erection female feral feral_on_female feral_penetrating fine_art fine_art_parody fully_clothed goose human implied_penetration implied_sex male martin_van_maele monochrome monophallia multiple_boys painting_(artwork) penis penis_creature penis_head public_domain realistic straight_hair tagme text the_birds traditional_art traditional_media traditional_media_(artwork) weird_penis what wood zoophilia