1910s -animated best from all time

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1910s

1910s 2boys 5girls aroldo_bonzagni audience balding bdsm bondage bondage_furniture cardinal catholic catholicism christianity clothed_female_nude_female clothed_male_nude_female female fine_art flogging human human_only hypocrisy hypocrite leaning_forward light-skinned_female light-skinned_male light_skin male nun nun's_habit nun_outfit prayer_hands praying public_domain public_humiliation public_punishment punishment punishment_spanking religion sitting spanked_ass spanking spanking_bench stripped traditional_media_(artwork) vintage watching watercolor whip whip_marks whipping
1910s 2boys 5girls aroldo_bonzagni audience balding bdsm bondage bondage_furniture cardinal catholic catholicism christianity clothed_female_nude_female clothed_male_nude_female female fine_art flogging human human_only hypocrisy hypocrite leaning_forward light-skinned_female light-skinned_male light_skin male nun nun's_habit nun_outfit prayer_hands praying public_domain public_humiliation public_punishment punishment punishment_spanking religion sitting spanked_ass spanking spanking_bench stripped traditional_media_(artwork) vintage watching watercolor whip whip_marks whipping
1910s 4girls ass ass_exposed bondage breasts dark-skinned_female dark_skin dolly_morton dress_up femdom high_heel_boots imminent_spanking leather_straps lezdom literature louis_malteste monochrome multiple_doms_one_sub public_domain spanking stockings the_memoirs_of_dolly_morton tied_to_table topless torture_chamber traditional_media_(artwork) vintage
1910s 4girls ass ass_exposed bondage breasts dark-skinned_female dark_skin dolly_morton dress_up femdom high_heel_boots imminent_spanking leather_straps lezdom literature louis_malteste monochrome multiple_doms_one_sub public_domain spanking stockings the_memoirs_of_dolly_morton tied_to_table topless torture_chamber traditional_media_(artwork) vintage
1910s aroldo_bonzagni bisexual bisexual_female cunnilingus facesitting female ffm_threesome fine_art kissing public_domain threesome traditional_media_(artwork) vintage watercolor_(artwork)
1910s aroldo_bonzagni bisexual bisexual_female cunnilingus facesitting female ffm_threesome fine_art kissing public_domain threesome traditional_media_(artwork) vintage watercolor_(artwork)
1910s 2girls ass bottomless dolly_morton dress_lift femdom high_heel_boots lezdom literature louis_malteste monochrome over_the_knee_spanking public_domain spanking the_memoirs_of_dolly_morton traditional_media_(artwork) vintage
1910s 2girls ass bottomless dolly_morton dress_lift femdom high_heel_boots lezdom literature louis_malteste monochrome over_the_knee_spanking public_domain spanking the_memoirs_of_dolly_morton traditional_media_(artwork) vintage
1910s 1girls ass_exposed bloomers_(victorian) bondage butt dolly_morton female_only high_heel_boots imminent_spanking literature looking_at_viewer looking_back louis_malteste monochrome panties_down partially_clothed presenting_hindquarters public_domain rope_bondage the_memoirs_of_dolly_morton tied_to_ladder traditional_media_(artwork) vintage
1910s 1girls ass_exposed bloomers_(victorian) bondage butt dolly_morton female_only high_heel_boots imminent_spanking literature looking_at_viewer looking_back louis_malteste monochrome panties_down partially_clothed presenting_hindquarters public_domain rope_bondage the_memoirs_of_dolly_morton tied_to_ladder traditional_media_(artwork) vintage
1910s 1boy 1girls aroldo_bonzagni ass fine_art flogger imminent_sex monochrome on_ground public_domain side_view sketch traditional_media_(artwork) vintage
1910s 1boy 1girls aroldo_bonzagni ass fine_art flogger imminent_sex monochrome on_ground public_domain side_view sketch traditional_media_(artwork) vintage
1910s 1boy 1girls aroldo_bonzagni bondage clit_torture female fine_art monochrome public_domain screaming shackles sketch torture traditional_media_(artwork) vintage
1910s 1boy 1girls aroldo_bonzagni bondage clit_torture female fine_art monochrome public_domain screaming shackles sketch torture traditional_media_(artwork) vintage
1910s 2girls ass butt clothed_male_nude_female dark-skinned_female dark_skin dark_skinned_female dolly_morton high_heel_boots literature louis_malteste monochrome public_domain rear_view side_view spank_marks stockings the_memoirs_of_dolly_morton thighhighs traditional_media_(artwork) vintage whip_marks
1910s 2girls ass butt clothed_male_nude_female dark-skinned_female dark_skin dark_skinned_female dolly_morton high_heel_boots literature louis_malteste monochrome public_domain rear_view side_view spank_marks stockings the_memoirs_of_dolly_morton thighhighs traditional_media_(artwork) vintage whip_marks
1910s 1boy 1girls aroldo_bonzagni ass female fine_art from_behind monochrome public_domain sex sketch traditional_media_(artwork) vaginal_penetration vintage
1910s 1boy 1girls aroldo_bonzagni ass female fine_art from_behind monochrome public_domain sex sketch traditional_media_(artwork) vaginal_penetration vintage
1910s ambiguous_penetration aroldo_bonzagni ass female fine_art monochrome prone_bone public_domain sex side_view sketch traditional_media_(artwork) vintage
1910s ambiguous_penetration aroldo_bonzagni ass female fine_art monochrome prone_bone public_domain sex side_view sketch traditional_media_(artwork) vintage
1910s 5girls arms_above_head aroldo_bonzagni ass bondage christianity clothed clothed_male clothed_male_nude_female female fine_art flogging male monk naked nude nude_female nun nun's_habit public_domain punishment red_hair religion sideboob tied_to_pole traditional_media_(artwork) vintage watercolor_(artwork) whipping
1910s 5girls arms_above_head aroldo_bonzagni ass bondage christianity clothed clothed_male clothed_male_nude_female female fine_art flogging male monk naked nude nude_female nun nun's_habit public_domain punishment red_hair religion sideboob tied_to_pole traditional_media_(artwork) vintage watercolor_(artwork) whipping
1910s 1girls ass dolly_morton dress_lift louis_malteste monochrome public_domain rear_view satan stockings the_memoirs_of_dolly_morton traditional_media_(artwork) vintage
1910s 1girls ass dolly_morton dress_lift louis_malteste monochrome public_domain rear_view satan stockings the_memoirs_of_dolly_morton traditional_media_(artwork) vintage
1910s 3girls aroldo_bonzagni ass bondage crying flogging fountain multiple_girls nude_female renaissance side_view tears tied_to_tree traditional_media_(artwork) vintage watercolor_(artwork) whip whip_marks whipped_ass whipping
1910s 3girls aroldo_bonzagni ass bondage crying flogging fountain multiple_girls nude_female renaissance side_view tears tied_to_tree traditional_media_(artwork) vintage watercolor_(artwork) whip whip_marks whipped_ass whipping
1910s 1boy 3girls aroldo_bonzagni assisted_fellatio bondage breasts_out cum_in_mouth hair_grab handjob partially_colored rope_bondage traditional_media_(artwork) vintage
1910s 1boy 3girls aroldo_bonzagni assisted_fellatio bondage breasts_out cum_in_mouth hair_grab handjob partially_colored rope_bondage traditional_media_(artwork) vintage
1910s 1boy 1girls bent_over bloomers_(victorian) dolly_morton high_heel_boots literature louis_malteste monochrome over_the_knee_spanking public_domain spanking the_memoirs_of_dolly_morton traditional_media_(artwork) vintage
1910s 1boy 1girls bent_over bloomers_(victorian) dolly_morton high_heel_boots literature louis_malteste monochrome over_the_knee_spanking public_domain spanking the_memoirs_of_dolly_morton traditional_media_(artwork) vintage
1910s 1boy 1girls aroldo_bonzagni ass_exposed blowjob dress_up fellatio fine_art monochrome night outdoors public_domain traditional_media_(artwork) vintage watercolor_(artwork)
1910s 1boy 1girls aroldo_bonzagni ass_exposed blowjob dress_up fellatio fine_art monochrome night outdoors public_domain traditional_media_(artwork) vintage watercolor_(artwork)
1910s 1911 1boy 20th_century arm_hair balding body_hair boner digitigrade dragonfly erect_nipples erection ferdinand_kitt flower hooves horns huge_cock humanoid insects looking_at_penis male male_only penis pointed_ears rose satyr slightly_chubby solo solo_male stubby_horns vintage
1910s 1911 1boy 20th_century arm_hair balding body_hair boner digitigrade dragonfly erect_nipples erection ferdinand_kitt flower hooves horns huge_cock humanoid insects looking_at_penis male male_only penis pointed_ears rose satyr slightly_chubby solo solo_male stubby_horns vintage
18th_century_clothing 1910s 3boys 4girls aroldo_bonzagni breasts_out clothed_sex erection fine_art groping_breasts groping_from_behind handjob hoop_skirt outdoors public_domain public_sex traditional_media_(artwork) vintage watercolor
18th_century_clothing 1910s 3boys 4girls aroldo_bonzagni breasts_out clothed_sex erection fine_art groping_breasts groping_from_behind handjob hoop_skirt outdoors public_domain public_sex traditional_media_(artwork) vintage watercolor
1910s ambiguous_gender ambiguous_penetration aroldo_bonzagni blowjob ffmm_foursome foursome from_behind monk monochrome side_view sketch traditional_media_(artwork) vintage
1910s ambiguous_gender ambiguous_penetration aroldo_bonzagni blowjob ffmm_foursome foursome from_behind monk monochrome side_view sketch traditional_media_(artwork) vintage
1910s 1girls aroldo_bonzagni monochrome reverse_cowgirl_position sex sketch traditional_media_(artwork) vintage
1910s 1girls aroldo_bonzagni monochrome reverse_cowgirl_position sex sketch traditional_media_(artwork) vintage
1910s 1boy 1girls aroldo_bonzagni blowjob monochrome sketch traditional_media_(artwork) vintage
1910s 1boy 1girls aroldo_bonzagni blowjob monochrome sketch traditional_media_(artwork) vintage
1910s 2girls arm_grab assisted_spanking birching dolly_morton dress_lift high_heels literature louis_malteste monochrome piggyback public_domain restrained spanking stockings the_memoirs_of_dolly_morton thighhighs traditional_media_(artwork) vintage
1910s 2girls arm_grab assisted_spanking birching dolly_morton dress_lift high_heels literature louis_malteste monochrome piggyback public_domain restrained spanking stockings the_memoirs_of_dolly_morton thighhighs traditional_media_(artwork) vintage
1910s 2girls ass birch birching dress_up femdom imminent_spanking kneeling lezdom literature louis_malteste monochrome public_domain spanking the_memoirs_of_dolly_morton traditional_media_(artwork) vintage
1910s 2girls ass birch birching dress_up femdom imminent_spanking kneeling lezdom literature louis_malteste monochrome public_domain spanking the_memoirs_of_dolly_morton traditional_media_(artwork) vintage