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19th century

19th_century ancient_art black_hair boots canid canine closed_eyes clothing doggy_style duo female female_penetrated feral feral_penetrated footwear fox from_behind_position fur gloves grass hair handwear headgear headwear human human_on_feral human_penetrating human_penetrating_feral interspecies japanese_text kneeling leaf looking_aside male male/female male_penetrating male_penetrating_female mammal multicolored_body multicolored_fur nature nature_background pattern_clothing penetration penile penile_penetration penis_in_pussy plaid plaid_clothing plant pubes public_domain red_body red_fox red_fur sex shunga tail text traditional_media_(artwork) translation_request tree two_tone_body two_tone_fur ukiyo-e unknown_artist vaginal_penetration white_body white_fur white_skin woodblock_print zoophilia
19th_century ancient_art black_hair boots canid canine closed_eyes clothing doggy_style duo female female_penetrated feral feral_penetrated footwear fox from_behind_position fur gloves grass hair handwear headgear headwear human human_on_feral human_penetrating human_penetrating_feral interspecies japanese_text kneeling leaf looking_aside male male/female male_penetrating male_penetrating_female mammal multicolored_body multicolored_fur nature nature_background pattern_clothing penetration penile penile_penetration penis_in_pussy plaid plaid_clothing plant pubes public_domain red_body red_fox red_fur sex shunga tail text traditional_media_(artwork) translation_request tree two_tone_body two_tone_fur ukiyo-e unknown_artist vaginal_penetration white_body white_fur white_skin woodblock_print zoophilia
19th_century ancient_art bent_over black_hair blue_clothing blue_robe broom bucket cleaning_tool closed_eyes clothing container doggy_style duo face_lick female female_penetrated feral feral_penetrated footwear from_behind_position fur green_clothing green_robe hair happy happy_sex human human_on_feral human_penetrating human_penetrating_feral inside interspecies japanese_text kneeling licking looking_at_another looking_back looking_back_at_another male male/female male_penetrating male_penetrating_female mammal monotone_body monotone_fur penetration pubes public_domain robe sandals sex shunga smile text tongue tongue_out translation_request ukiyo-e unknown_artist wall_(structure) yellow_body yellow_fur zoophilia
19th_century ancient_art bent_over black_hair blue_clothing blue_robe broom bucket cleaning_tool closed_eyes clothing container doggy_style duo face_lick female female_penetrated feral feral_penetrated footwear from_behind_position fur green_clothing green_robe hair happy happy_sex human human_on_feral human_penetrating human_penetrating_feral inside interspecies japanese_text kneeling licking looking_at_another looking_back looking_back_at_another male male/female male_penetrating male_penetrating_female mammal monotone_body monotone_fur penetration pubes public_domain robe sandals sex shunga smile text tongue tongue_out translation_request ukiyo-e unknown_artist wall_(structure) yellow_body yellow_fur zoophilia
19th_century ancient_art animal_genitalia animal_pussy black_hair blue_clothing blue_robe bodily_fluids bowl brown_body brown_fur canid canine canis closed_eyes clothing container doggy_style domestic_dog duo female female_penetrated feral feral_penetrated from_behind_position fur genital_fluids genitals hair hairy_arms hairy_legs hand_on_back human human_on_feral human_penetrating human_penetrating_feral humanoid_genitalia humanoid_penis interspecies japanese_text kneeling looking_pleasured male male/female male_penetrating male_penetrating_female mammal multi_nipple multicolored_body multicolored_fur nipples open_mouth penetration penis pink_pussy prick_ears pubes public_domain pussy red_nipples robe sex shunga simple_background text tongue tongue_out traditional_media_(artwork) translation_request two_tone_body two_tone_fur unknown_artist white_background white_body white_fur woodblock_print zoophilia
19th_century ancient_art animal_genitalia animal_pussy black_hair blue_clothing blue_robe bodily_fluids bowl brown_body brown_fur canid canine canis closed_eyes clothing container doggy_style domestic_dog duo female female_penetrated feral feral_penetrated from_behind_position fur genital_fluids genitals hair hairy_arms hairy_legs hand_on_back human human_on_feral human_penetrating human_penetrating_feral humanoid_genitalia humanoid_penis interspecies japanese_text kneeling looking_pleasured male male/female male_penetrating male_penetrating_female mammal multi_nipple multicolored_body multicolored_fur nipples open_mouth penetration penis pink_pussy prick_ears pubes public_domain pussy red_nipples robe sex shunga simple_background text tongue tongue_out traditional_media_(artwork) translation_request two_tone_body two_tone_fur unknown_artist white_background white_body white_fur woodblock_print zoophilia
1080p 16:9 1870s 19th_century 1boy 1boy1girl 1girls 3d areolae blush breasts colonialism dark-skinned_female dark_skin exhibitionism female female_focus femdom gun hi_res highres history imskip_(artist) light-skinned_male light_skin male naked nude nude_female outdoors outside roblox robloxian scared self_upload spear tagme zulu
1080p 16:9 1870s 19th_century 1boy 1boy1girl 1girls 3d areolae blush breasts colonialism dark-skinned_female dark_skin exhibitionism female female_focus femdom gun hi_res highres history imskip_(artist) light-skinned_male light_skin male naked nude nude_female outdoors outside roblox robloxian scared self_upload spear tagme zulu
1800s 19th_century 2boys age_difference alcibiades ancient ancient_greece ancient_history balding beard completely_nude completely_nude_male de_figuris_veneris flaccid_penis fountain gay gay_sex gnothi_seauton greek_text know_yourself male male/male male_on_male male_only mustache old_man older_male older_male_younger_male older_man older_man_and_teenage_boy painting_(artwork) paul_avril philosopher preparation preparing scroll socrates socrates_(philosopher) uncensored white_beard white_facial_hair white_mustache yaoi
1800s 19th_century 2boys age_difference alcibiades ancient ancient_greece ancient_history balding beard completely_nude completely_nude_male de_figuris_veneris flaccid_penis fountain gay gay_sex gnothi_seauton greek_text know_yourself male male/male male_on_male male_only mustache old_man older_male older_male_younger_male older_man older_man_and_teenage_boy painting_(artwork) paul_avril philosopher preparation preparing scroll socrates socrates_(philosopher) uncensored white_beard white_facial_hair white_mustache yaoi
1800s 1893 19th_century 2boys 5girls ancient_history ancient_rome armlet armor armour arms_behind_back ass barbarian black_hair bondage bound_wrists bracelet braid breasts breasts_out brennus bronze_(metal) captive captured classicism clothed_male_nude_female dark_hair dated earrings fine_art gaul grey_hair history holding_polearm holding_weapon jewelry light-skinned_female light-skinned_male light_skin medium_breasts metal_armor mustache nude nude_female painting_(artwork) paul_joseph_jamin polearm public_domain red_hair roman rope_bondage severed_head sex_slave sheath spear spoils_of_war statue stripped sword traditional_media treasure weapon
1800s 1893 19th_century 2boys 5girls ancient_history ancient_rome armlet armor armour arms_behind_back ass barbarian black_hair bondage bound_wrists bracelet braid breasts breasts_out brennus bronze_(metal) captive captured classicism clothed_male_nude_female dark_hair dated earrings fine_art gaul grey_hair history holding_polearm holding_weapon jewelry light-skinned_female light-skinned_male light_skin medium_breasts metal_armor mustache nude nude_female painting_(artwork) paul_joseph_jamin polearm public_domain red_hair roman rope_bondage severed_head sex_slave sheath spear spoils_of_war statue stripped sword traditional_media treasure weapon
19th_century 1boy 2girls after_gangbang areolae barn barn_sex betty_cox big_breasts big_penis bimbo blonde_hair breasts busty choker comic corset coxville_stories coxville_stories:_the_plantation dark-skinned_male dark_skin dominance dominant_male female fit_male glans hourglass_figure imminent_sex interracial large_breasts long_hair male master_and_slave muscular_male nipples pendant penis prospero pubes pubic_hair pussy samantha_cox sex sisters slaveboy speech_bubble stealth stockings tagme the_n_word theofficialpit threesome throne toned_male vagina veiny_penis waiting wide_hips
19th_century 1boy 2girls after_gangbang areolae barn barn_sex betty_cox big_breasts big_penis bimbo blonde_hair breasts busty choker comic corset coxville_stories coxville_stories:_the_plantation dark-skinned_male dark_skin dominance dominant_male female fit_male glans hourglass_figure imminent_sex interracial large_breasts long_hair male master_and_slave muscular_male nipples pendant penis prospero pubes pubic_hair pussy samantha_cox sex sisters slaveboy speech_bubble stealth stockings tagme the_n_word theofficialpit threesome throne toned_male vagina veiny_penis waiting wide_hips
19th_century ai_generated breasts brown_hair clothing ear_piercing exposed_breasts female history holding_hands looking_at_viewer realistic small_breasts stable_diffusion victorian white_blouse
19th_century ai_generated breasts brown_hair clothing ear_piercing exposed_breasts female history holding_hands looking_at_viewer realistic small_breasts stable_diffusion victorian white_blouse
1800s 19th_century 1girls 2boys 4_toes 5_fingers 5_toes accessory ambiguous_gender anklet arabian avian big_nose biped black_hair black_pubes bracelet bracelet_only breasts feathers feet female female/ambiguous feral fine_art fingers flower flower_in_hair flying flying_penis_monster genitals gold_(metal) gold_bracelet gold_jewelry grass group hair hair_accessory hi_res hill human human_focus human_on_feral interspecies jewelry long_hair male mammal monophallia necklace necklace_only night nipples nude nude_female orange_nipples outside painting_(artwork) penis penis_creature penis_head plant pubes public_domain purple_body purple_feathers pussy riding riding_on_back rock sky star starry_sky tagme_(artist) toes traditional_media_(artwork) unknown_artist water wings
1800s 19th_century 1girls 2boys 4_toes 5_fingers 5_toes accessory ambiguous_gender anklet arabian avian big_nose biped black_hair black_pubes bracelet bracelet_only breasts feathers feet female female/ambiguous feral fine_art fingers flower flower_in_hair flying flying_penis_monster genitals gold_(metal) gold_bracelet gold_jewelry grass group hair hair_accessory hi_res hill human human_focus human_on_feral interspecies jewelry long_hair male mammal monophallia necklace necklace_only night nipples nude nude_female orange_nipples outside painting_(artwork) penis penis_creature penis_head plant pubes public_domain purple_body purple_feathers pussy riding riding_on_back rock sky star starry_sky tagme_(artist) toes traditional_media_(artwork) unknown_artist water wings
19th_century 1boy 2girls aeolus aeolus06 age_difference blonde_hair brown_hair celia_horn chris_hunter_anderson cum cum_in_pussy cum_inside dialogue doggy_style dress_lift dress_up english english_text female gilf half-dressed half_dressed half_naked hariett_tiller hetero light-skinned_female light-skinned_male male male/female older_female older_woman_and_younger_boy perpetual_son semen sex sex_on_couch slim2k6 speech_bubble st._patrick's_day teenager text younger_male younger_penetrating_older
19th_century 1boy 2girls aeolus aeolus06 age_difference blonde_hair brown_hair celia_horn chris_hunter_anderson cum cum_in_pussy cum_inside dialogue doggy_style dress_lift dress_up english english_text female gilf half-dressed half_dressed half_naked hariett_tiller hetero light-skinned_female light-skinned_male male male/female older_female older_woman_and_younger_boy perpetual_son semen sex sex_on_couch slim2k6 speech_bubble st._patrick's_day teenager text younger_male younger_penetrating_older
19th_century 1boy 1girls animal_genitalia animal_penis asinus ass balls bestiality biped black_hair breasts broom brown_body brown_fur brown_tail bucket cleaning_tool clothing detailed_background donkey duo_focus equid equine equine_penis female female_penetrated feral feral_penetrating feral_penetrating_human fine_art footwear from_front_position front_pussy fur genitals group hair holding_leg hooves human human_on_feral human_penetrated humanoid_genitalia humanoid_pussy inside interspecies isabel_ii light_body light_skin long_penis looking_at_another male male/female male_penetrating male_penetrating_female mammal mostly_nude nipples nude painting_(artwork) penetration penis pubes public_domain pussy quadruped sex shoes slightly_chubby spanish_text standing standing_sex stone_wall teeth text traditional_media_(artwork) translated unknown_artist vaginal_penetration wall_(structure) watercolor_(artwork) zoophilia
19th_century 1boy 1girls animal_genitalia animal_penis asinus ass balls bestiality biped black_hair breasts broom brown_body brown_fur brown_tail bucket cleaning_tool clothing detailed_background donkey duo_focus equid equine equine_penis female female_penetrated feral feral_penetrating feral_penetrating_human fine_art footwear from_front_position front_pussy fur genitals group hair holding_leg hooves human human_on_feral human_penetrated humanoid_genitalia humanoid_pussy inside interspecies isabel_ii light_body light_skin long_penis looking_at_another male male/female male_penetrating male_penetrating_female mammal mostly_nude nipples nude painting_(artwork) penetration penis pubes public_domain pussy quadruped sex shoes slightly_chubby spanish_text standing standing_sex stone_wall teeth text traditional_media_(artwork) translated unknown_artist vaginal_penetration wall_(structure) watercolor_(artwork) zoophilia
19th_century 1girls ass barn dark-skinned_female dark_skin disney disney_princess dixieland female female_only pussy racism slavegirl solo the_princess_and_the_frog tiana wooden_floor wooden_wall
19th_century 1girls ass barn dark-skinned_female dark_skin disney disney_princess dixieland female female_only pussy racism slavegirl solo the_princess_and_the_frog tiana wooden_floor wooden_wall
19th_century 2boys age_difference anal anal_penetration anal_sex ass balls bare_ass black_boots black_butler blue_hair blush boots butler carriage ciel_phantomhive ciels_lingerie clothed_sex demon exposed_ass exposed_balls gay gay_sex heterochromia human human_only koispit kuroshitsuji legs_up male male/male male_only male_penetrated male_penetrating pants pants_down pants_pull pants_pulled_down penetration penis penis_in_ass perineum riding riding_penis sebastian_michaelis size_difference straight_hair taint testicles thighs victorian yaoi
19th_century 2boys age_difference anal anal_penetration anal_sex ass balls bare_ass black_boots black_butler blue_hair blush boots butler carriage ciel_phantomhive ciels_lingerie clothed_sex demon exposed_ass exposed_balls gay gay_sex heterochromia human human_only koispit kuroshitsuji legs_up male male/male male_only male_penetrated male_penetrating pants pants_down pants_pull pants_pulled_down penetration penis penis_in_ass perineum riding riding_penis sebastian_michaelis size_difference straight_hair taint testicles thighs victorian yaoi
19th_century 2girls after_sex barn barn_sex betty_cox big_ass big_penis bimbo blonde_hair class_difference classy_female coxville_stories cum cum_in_pussy dark-skinned_male dark_skin english_text female imminent_gangbang interracial john_persons large_breasts male multiple_boys prospero red_hair samantha_cox slave text theofficialpit
19th_century 2girls after_sex barn barn_sex betty_cox big_ass big_penis bimbo blonde_hair class_difference classy_female coxville_stories cum cum_in_pussy dark-skinned_male dark_skin english_text female imminent_gangbang interracial john_persons large_breasts male multiple_boys prospero red_hair samantha_cox slave text theofficialpit
19th_century 1girls 2018 2boys blonde blush breasts brother_and_sister brown_hair brunette cum cum_in_pussy cum_inside ejaculation female hip_grab human incest indoors jojo's_bizarre_adventure light-skinned_female light_skin long_hair madoc male masturbation nipples nude penis phantom_blood poco's_sister poco_(jojo) ponytail robert_edward_o_speedwagon sex shounen_jump small_breasts straight_hair vaginal_penetration victorian younger_female
19th_century 1girls 2018 2boys blonde blush breasts brother_and_sister brown_hair brunette cum cum_in_pussy cum_inside ejaculation female hip_grab human incest indoors jojo's_bizarre_adventure light-skinned_female light_skin long_hair madoc male masturbation nipples nude penis phantom_blood poco's_sister poco_(jojo) ponytail robert_edward_o_speedwagon sex shounen_jump small_breasts straight_hair vaginal_penetration victorian younger_female
19th_century 1boy 2girls barn betty_cox big_penis blonde_hair breasts corset coxville_stories coxville_stories:_pool_party_prologue dark-skinned_male dark_skin english_text female ffm_threesome hay interracial john_persons large_breasts laying_on_back lingerie male multiple_girls prospero rabies-t-lagomorph samantha_cox sisters slave slave_and_master's_daughter thighhighs threesome twins
19th_century 1boy 2girls barn betty_cox big_penis blonde_hair breasts corset coxville_stories coxville_stories:_pool_party_prologue dark-skinned_male dark_skin english_text female ffm_threesome hay interracial john_persons large_breasts laying_on_back lingerie male multiple_girls prospero rabies-t-lagomorph samantha_cox sisters slave slave_and_master's_daughter thighhighs threesome twins
19th_century 1boy 1girls 2013 barefoot black_hair blonde_hair blue_eyes blush breasts ciel_phantomhive color cousins doggy_style elizabeth_midford eye_patch feet female green_eyes incest kuroshitsuji madoc male nipples on_desk saliva sex sex_from_behind short_hair straight straight_hair tied_hair tongue twintails vaginal_penetration victorian
19th_century 1boy 1girls 2013 barefoot black_hair blonde_hair blue_eyes blush breasts ciel_phantomhive color cousins doggy_style elizabeth_midford eye_patch feet female green_eyes incest kuroshitsuji madoc male nipples on_desk saliva sex sex_from_behind short_hair straight straight_hair tied_hair tongue twintails vaginal_penetration victorian
19th_century 1girls american_civil_war bikini boots breasts civil_war cleavage clothed clothing confederate_flag confederate_flag_bikini female female_only flag gun hat historical history holding_gun holding_object holding_weapon human jacket kepi national_personification nonude open_clothing open_jacket pale_skin partially_clothed racism racist rifle rifle_on_shoulder side_view sitting solo southern straight_hair uniform weapon weapon_on_shoulder
19th_century 1girls american_civil_war bikini boots breasts civil_war cleavage clothed clothing confederate_flag confederate_flag_bikini female female_only flag gun hat historical history holding_gun holding_object holding_weapon human jacket kepi national_personification nonude open_clothing open_jacket pale_skin partially_clothed racism racist rifle rifle_on_shoulder side_view sitting solo southern straight_hair uniform weapon weapon_on_shoulder
19th_century 1boy bestiality covered_wagon english_text fake_screenshot gay gay_sex human male outdoors ox rape river som starry_sky tagme the_oregon_trail yaoi zoophilia
19th_century 1boy bestiality covered_wagon english_text fake_screenshot gay gay_sex human male outdoors ox rape river som starry_sky tagme the_oregon_trail yaoi zoophilia