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clone_high history ivan_the_terrible_(clone_high) tentacle tentacle topher_bus uncut_penis
clone_high history ivan_the_terrible_(clone_high) tentacle tentacle topher_bus uncut_penis
1girls ai_generated ass_bigger_than_head barefoot disney disney_princess female female_only history hotcartoonai hyper_ass lard_ass native_american native_american_female pocahontas pocahontas_(character) public_domain
1girls ai_generated ass_bigger_than_head barefoot disney disney_princess female female_only history hotcartoonai hyper_ass lard_ass native_american native_american_female pocahontas pocahontas_(character) public_domain
ancient_history armlet bead_necklace bindi brown_body dark-skinned_female harem_girl harem_outfit hiding_breasts history hu_dako huge_breasts indian indian_female long_hair mouth_veil nature_spirit no_panties pubic_hair topless veil voluptuous voluptuous_female yakshi_figure_sculpture
ancient_history armlet bead_necklace bindi brown_body dark-skinned_female harem_girl harem_outfit hiding_breasts history hu_dako huge_breasts indian indian_female long_hair mouth_veil nature_spirit no_panties pubic_hair topless veil voluptuous voluptuous_female yakshi_figure_sculpture
ancient_history braided_ponytail curvaceous dark-skinned_female exposed_breasts gold_jewelry harem_outfit history hourglass_figure huge_breasts indian indian_female jewelry midriff nature_spirit red_eyes tagme topless voluptuous_female wide_hips yakshi_figure_sculpture
ancient_history braided_ponytail curvaceous dark-skinned_female exposed_breasts gold_jewelry harem_outfit history hourglass_figure huge_breasts indian indian_female jewelry midriff nature_spirit red_eyes tagme topless voluptuous_female wide_hips yakshi_figure_sculpture
ancient_history braided_ponytail curvaceous dark-skinned_female exposed_breasts exposed_pussy functionally_nude harem_outfit history hourglass_figure huge_breasts indian indian_female midriff nature_spirit red_eyes sevie tagme topless voluptuous_female wide_hips yakshi_figure_sculpture
ancient_history braided_ponytail curvaceous dark-skinned_female exposed_breasts exposed_pussy functionally_nude harem_outfit history hourglass_figure huge_breasts indian indian_female midriff nature_spirit red_eyes sevie tagme topless voluptuous_female wide_hips yakshi_figure_sculpture
ancient_history braided_ponytail curvaceous dark-skinned_female harem_outfit history hourglass_figure huge_breasts indian indian_female midriff nature_spirit red_eyes sevie tagme voluptuous_female wide_hips yakshi_figure_sculpture
ancient_history braided_ponytail curvaceous dark-skinned_female harem_outfit history hourglass_figure huge_breasts indian indian_female midriff nature_spirit red_eyes sevie tagme voluptuous_female wide_hips yakshi_figure_sculpture
1girl barry_(guts_and_blackpowder) boobs breast breasts british_female clothed guts_&_blackpowder guts_and_blackpowder history outdoors roblox roblox_game rule_63 self_upload tagme tempral textless_version thighs
1girl barry_(guts_and_blackpowder) boobs breast breasts british_female clothed guts_&_blackpowder guts_and_blackpowder history outdoors roblox roblox_game rule_63 self_upload tagme tempral textless_version thighs
1girls barry_(guts_and_blackpowder) boobs breasts british_female chat clothed dialogue_box english_text grammatical_error guts_&_blackpowder guts_and_blackpowder history roblox roblox_game rule_63 self_upload tagme tempral text thighs
1girls barry_(guts_and_blackpowder) boobs breasts british_female chat clothed dialogue_box english_text grammatical_error guts_&_blackpowder guts_and_blackpowder history roblox roblox_game rule_63 self_upload tagme tempral text thighs
2boys abs adolf_hitler balls ballsack big_ass big_butt black_hair blue_eyes blush blush brown_background closed_eyes communism communist crying crying_with_eyes_open cum cum_in_anus cum_in_ass cum_inside cum_on_body ejaculation gay gay_anal gay_male gay_sex grabbing_another's_breast grabbing_from_behind history im_nazi_and_nobody_will_know_this joseph_stalin kissing looking_at_another looking_at_partner male male/male male_focus male_only male_penetrating male_penetrating_male masturbating masturbating_other medium_balls medium_penis moustache muscles muscular muscular_male nazi nipples pecs pecs_touching penis rape saliva sweat sweaty sweaty_body testicles tied tied_hands tongue tongue_out unknown_artist what_the_fuck_is_this world_war_2 wtf ww2
2boys abs adolf_hitler balls ballsack big_ass big_butt black_hair blue_eyes blush blush brown_background closed_eyes communism communist crying crying_with_eyes_open cum cum_in_anus cum_in_ass cum_inside cum_on_body ejaculation gay gay_anal gay_male gay_sex grabbing_another's_breast grabbing_from_behind history im_nazi_and_nobody_will_know_this joseph_stalin kissing looking_at_another looking_at_partner male male/male male_focus male_only male_penetrating male_penetrating_male masturbating masturbating_other medium_balls medium_penis moustache muscles muscular muscular_male nazi nipples pecs pecs_touching penis rape saliva sweat sweaty sweaty_body testicles tied tied_hands tongue tongue_out unknown_artist what_the_fuck_is_this world_war_2 wtf ww2
2boys adolf_hitler big_penis blue_eyes cat_ears cat_tail cum cum_in_ass cum_inside dark-skinned_male ejaculation evidral femboy gay gay_anal gay_blowjob gay_sex girly hell_nah history licking_penis light-skinned_male nazi nazi_uniform small_penis smaller_male swastika_armband what_the_fuck world_war_2 wtf ww2
2boys adolf_hitler big_penis blue_eyes cat_ears cat_tail cum cum_in_ass cum_inside dark-skinned_male ejaculation evidral femboy gay gay_anal gay_blowjob gay_sex girly hell_nah history licking_penis light-skinned_male nazi nazi_uniform small_penis smaller_male swastika_armband what_the_fuck world_war_2 wtf ww2
ancient_history big_breasts big_hips black_hair brown_body brown_skin curvaceous curvy_figure dark-skinned_female hand_on_hip harem_outfit hindu hindu_mythology hinduism history hourglass_figure indian indian_female loincloth loincloth_only nature_background nature_spirit no_panties pearl_necklace ponytail presenting_body sezlov showing_off smiling thick_thighs topless topless_female voluptuous_female wide_hips yakshi_figure_sculpture yakshini_(hindu_mythology)
ancient_history big_breasts big_hips black_hair brown_body brown_skin curvaceous curvy_figure dark-skinned_female hand_on_hip harem_outfit hindu hindu_mythology hinduism history hourglass_figure indian indian_female loincloth loincloth_only nature_background nature_spirit no_panties pearl_necklace ponytail presenting_body sezlov showing_off smiling thick_thighs topless topless_female voluptuous_female wide_hips yakshi_figure_sculpture yakshini_(hindu_mythology)
6+futas alternate_version_available anastasia_(fate) animal_genitalia animal_penis ball_bra big_balls canine_penis christianity dickgirl dragon_penis erection european_mythology fate/grand_order fate_(series) futa_only futanari genitalwear gorgon_(fate) greek_mythology history horsecock huge_cock humanoid_genitalia humanoid_penis intersex jeanne_alter katou_danzou_(fate) knot knotted_equine_penis kushishekku light-skinned_futanari measurements minamoto_no_raikou_(fate/grand_order) mythology pale_skin penis penis_chart penis_size_chart penis_size_comparison penis_size_comparison_meme penis_size_difference public_domain religion robot_girl robot_penis suzuka_gozen_(fate) testicles veins veiny_penis yu_mei-ren_(fate)
6+futas alternate_version_available anastasia_(fate) animal_genitalia animal_penis ball_bra big_balls canine_penis christianity dickgirl dragon_penis erection european_mythology fate/grand_order fate_(series) futa_only futanari genitalwear gorgon_(fate) greek_mythology history horsecock huge_cock humanoid_genitalia humanoid_penis intersex jeanne_alter katou_danzou_(fate) knot knotted_equine_penis kushishekku light-skinned_futanari measurements minamoto_no_raikou_(fate/grand_order) mythology pale_skin penis penis_chart penis_size_chart penis_size_comparison penis_size_comparison_meme penis_size_difference public_domain religion robot_girl robot_penis suzuka_gozen_(fate) testicles veins veiny_penis yu_mei-ren_(fate)
2d 2d_(artwork) 2girls 9/11 agonywelds american_flag angelsagony anthro ass big_ass big_breasts big_butt big_female bigger_female blue_sky blurry building buildings controversial controversy femdom flag hand_holding hands_on_sides history holding_hands lens_flare looking_at_viewer naked peace_sign smaller_male sun taller_girl thick_ass thick_thighs thighs twin_towers twins why wide_hips worldtradesisters
2d 2d_(artwork) 2girls 9/11 agonywelds american_flag angelsagony anthro ass big_ass big_breasts big_butt big_female bigger_female blue_sky blurry building buildings controversial controversy femdom flag hand_holding hands_on_sides history holding_hands lens_flare looking_at_viewer naked peace_sign smaller_male sun taller_girl thick_ass thick_thighs thighs twin_towers twins why wide_hips worldtradesisters
1boy 1girls big_ass big_penis hellonearthiii history horse horsecock public_domain queen_elizabeth_ii royalty
1boy 1girls big_ass big_penis hellonearthiii history horse horsecock public_domain queen_elizabeth_ii royalty
1girls ai_generated ass_bigger_than_head barefoot disney disney_princess female female_only history hotcartoonai hyper_ass lard_ass native_american native_american_female pocahontas pocahontas_(character) public_domain
1girls ai_generated ass_bigger_than_head barefoot disney disney_princess female female_only history hotcartoonai hyper_ass lard_ass native_american native_american_female pocahontas pocahontas_(character) public_domain
3girls angry angry_expression angry_face angry_female arguing artist_name artist_signature big_ass big_breasts big_butt big_hips big_thighs black_skirt blue_pants breasts business_suit buttoned_shirt clothed clothed_female commie communism communist dark_eyes female female_focus female_only glasses hammer_and_sickle hips history icepick imminent_death joseph_stalin left_propaganda lenin_chan leon_trotsky military_clothing military_hat military_jacket military_uniform nerd nerdy nerdy_female office_clothing open_mouth pipe propaganda rule_63 russian_revolution sfw short_hair shorts soviet_union stalin_chan star thick_thighs thighs trotsky_chan vladimir_lenin wants_to_kill wide_hips фank_(artist)
3girls angry angry_expression angry_face angry_female arguing artist_name artist_signature big_ass big_breasts big_butt big_hips big_thighs black_skirt blue_pants breasts business_suit buttoned_shirt clothed clothed_female commie communism communist dark_eyes female female_focus female_only glasses hammer_and_sickle hips history icepick imminent_death joseph_stalin left_propaganda lenin_chan leon_trotsky military_clothing military_hat military_jacket military_uniform nerd nerdy nerdy_female office_clothing open_mouth pipe propaganda rule_63 russian_revolution sfw short_hair shorts soviet_union stalin_chan star thick_thighs thighs trotsky_chan vladimir_lenin wants_to_kill wide_hips фank_(artist)
1girls 2boys gay gay_sex history kocoum pocahontas_(character) powhatan public_domain tagme
1girls 2boys gay gay_sex history kocoum pocahontas_(character) powhatan public_domain tagme
1girls female_only flag_bikini hellonearthiii history huge_breasts national_personification pubic_hair public_domain queen_elizabeth_ii royalty union_jack
1girls female_only flag_bikini hellonearthiii history huge_breasts national_personification pubic_hair public_domain queen_elizabeth_ii royalty union_jack
1futa 4_fingers 4_toes big_balls big_breasts big_nipples big_penis biting_lip clone_high cock commission dickgirl flowers_in_hair frida_kahlo frida_kahlo_(clone_high) full_body fully_nude futa_only futanari hi_res high_resolution highres hips history huge_cock human jurashiku naked nude nude_futanari public_domain solo solo_futa solo_standing source_request uncensored unibrow
1futa 4_fingers 4_toes big_balls big_breasts big_nipples big_penis biting_lip clone_high cock commission dickgirl flowers_in_hair frida_kahlo frida_kahlo_(clone_high) full_body fully_nude futa_only futanari hi_res high_resolution highres hips history huge_cock human jurashiku naked nude nude_futanari public_domain solo solo_futa solo_standing source_request uncensored unibrow
boots geisha history japanese_female military military_uniform napoleon_iii public_domain royal royalty uniform
boots geisha history japanese_female military military_uniform napoleon_iii public_domain royal royalty uniform
boots gabrielrd gay history military military_uniform napoleon_iii royal royalty solo solo_male uniform yaoi
boots gabrielrd gay history military military_uniform napoleon_iii royal royalty solo solo_male uniform yaoi
1boy 1girls abs adolf_hitler anne_frank big_ass big_breasts big_butt evil_grin evil_smile female german half-dressed heterosexual history laying looking_at_viewer male male/female moustache muscular muscular_male nazi nazi_armband nervous pink_background red_skirt ripped_clothing ripped_skirt sitting smile smiling smiling_at_viewer swastika swastika_armband teeth teeth_showing world_war_2 ww2
1boy 1girls abs adolf_hitler anne_frank big_ass big_breasts big_butt evil_grin evil_smile female german half-dressed heterosexual history laying looking_at_viewer male male/female moustache muscular muscular_male nazi nazi_armband nervous pink_background red_skirt ripped_clothing ripped_skirt sitting smile smiling smiling_at_viewer swastika swastika_armband teeth teeth_showing world_war_2 ww2
ancient_art ancient_history backshots big_breasts blowjob brown_body curvaceous curvy_figure from_behind history hourglass_figure indian indian_female nature_spirit oral realhylo sculpture sex wide_hips yakshi_figure_sculpture
ancient_art ancient_history backshots big_breasts blowjob brown_body curvaceous curvy_figure from_behind history hourglass_figure indian indian_female nature_spirit oral realhylo sculpture sex wide_hips yakshi_figure_sculpture
1boy absurd_res angry angry_face basic_background big_ass big_butt blue_background brown_hair dat_ass dignalinga fat_ass fully_clothed fully_clothed_male furrowed_eyebrows gloves guts_&_blackpowder guts_and_blackpowder historical_porn history light-skinned_male light_skin looking_at_viewer looking_back mob_face prussian prussian_officer_(guts_and_blackpowder) public_domain questionable shako_cap viewer_perspective viewer_pov voluptuous voluptuous_male white_gloves
1boy absurd_res angry angry_face basic_background big_ass big_butt blue_background brown_hair dat_ass dignalinga fat_ass fully_clothed fully_clothed_male furrowed_eyebrows gloves guts_&_blackpowder guts_and_blackpowder historical_porn history light-skinned_male light_skin looking_at_viewer looking_back mob_face prussian prussian_officer_(guts_and_blackpowder) public_domain questionable shako_cap viewer_perspective viewer_pov voluptuous voluptuous_male white_gloves
1girls ai_generated armpit armpits ass athletic athletic_female big_ass big_breasts black_hair blush breasts coat coat_only completely_nude completely_nude_female cowboy_shot curvy curvy_figure cute cute_face dark-skinned_female detailed dinixdream disney disney_princess exhibitionism eyelashes eyeshadow female female_only fit fit_female flashing focus high_quality history human legs light-skinned_female light_skin lips lipstick looking_at_viewer makeup mascara mature midriff naked native_american navel nude one-piece_swimsuit patreon patreon_username petite pocahontas pocahontas_(character) pool poolside posing public_domain pussy realgfai seductive seductive_look slim smile solo stable_diffusion standing tagme teenager thick_ass thick_butt thick_thighs thighs young younger_female
1girls ai_generated armpit armpits ass athletic athletic_female big_ass big_breasts black_hair blush breasts coat coat_only completely_nude completely_nude_female cowboy_shot curvy curvy_figure cute cute_face dark-skinned_female detailed dinixdream disney disney_princess exhibitionism eyelashes eyeshadow female female_only fit fit_female flashing focus high_quality history human legs light-skinned_female light_skin lips lipstick looking_at_viewer makeup mascara mature midriff naked native_american navel nude one-piece_swimsuit patreon patreon_username petite pocahontas pocahontas_(character) pool poolside posing public_domain pussy realgfai seductive seductive_look slim smile solo stable_diffusion standing tagme teenager thick_ass thick_butt thick_thighs thighs young younger_female
3d blonde_hair british cum cum_in_ass cum_inside gay goofygoody gun guns heart history ottoman roblox robloxian self_upload tagme turkish ww1
3d blonde_hair british cum cum_in_ass cum_inside gay goofygoody gun guns heart history ottoman roblox robloxian self_upload tagme turkish ww1
british catboy desert gay gay_sex history male_on_femboy ottoman ottoman_empire penetration penis sand ww1
british catboy desert gay gay_sex history male_on_femboy ottoman ottoman_empire penetration penis sand ww1
2boys adolf_hitler anal_sex anal_sex closed_eyes communism communist gay gay_sex german_text history joseph_stalin male/female moustache nazi no_color penetration short_hair slim_male swastika tattoo_on_butt thin_male unknown_artist world_war_2 ww2
2boys adolf_hitler anal_sex anal_sex closed_eyes communism communist gay gay_sex german_text history joseph_stalin male/female moustache nazi no_color penetration short_hair slim_male swastika tattoo_on_butt thin_male unknown_artist world_war_2 ww2
2girls after_sex bed bed_head bedroom bisexual_(female) breasts canon_couple cleopatra cleopatra_smith clone_high egyptian_mythology female_only frida_kahlo_(clone_high) hbo_max history human interracial messy_hair morning_after mythology naked not_furry pierced_tongue public_domain royalty unknown_artist wholesome yuri
2girls after_sex bed bed_head bedroom bisexual_(female) breasts canon_couple cleopatra cleopatra_smith clone_high egyptian_mythology female_only frida_kahlo_(clone_high) hbo_max history human interracial messy_hair morning_after mythology naked not_furry pierced_tongue public_domain royalty unknown_artist wholesome yuri
bagueteet baguette basic_background blush broisshockedasfuck brown_background brown_hair brown_pubic_hair exclamation_mark french fully_clothed_male gay guts_&_blackpowder guts_and_blackpowder history holyfuckthatsonebigasscock huge_cock imminent_blowjob imminent_oral innuendo jean_(guts_and_blackpowder) light-skinned_male long_penis meme mob_face nude_male nude_male_clothed_male onskibidiiamhardasfuck prussian prussian_officer_(guts_and_blackpowder) pubic_hair public_domain relapsingafterthisshitwhatthefuck shocked shocked_expression text text_bubble thick_penis whatamidoingwithmylife wobble yaoi
bagueteet baguette basic_background blush broisshockedasfuck brown_background brown_hair brown_pubic_hair exclamation_mark french fully_clothed_male gay guts_&_blackpowder guts_and_blackpowder history holyfuckthatsonebigasscock huge_cock imminent_blowjob imminent_oral innuendo jean_(guts_and_blackpowder) light-skinned_male long_penis meme mob_face nude_male nude_male_clothed_male onskibidiiamhardasfuck prussian prussian_officer_(guts_and_blackpowder) pubic_hair public_domain relapsingafterthisshitwhatthefuck shocked shocked_expression text text_bubble thick_penis whatamidoingwithmylife wobble yaoi
1800s 2boys bandage blush brown_hair chaplain clothed clothed_sex clothing coat cum_inside cuntboy danish digital_media_(artwork) gradient_background guts_&_blackpowder guts_and_blackpowder history impregnation intersex intersex/male mating_press obsession oc oliver_(tinukie) partially_clothed pinned_down pinned_to_floor priest roblox roblox_game robloxian self_upload surgeon teadrinkers text theo_(tinukie)
1800s 2boys bandage blush brown_hair chaplain clothed clothed_sex clothing coat cum_inside cuntboy danish digital_media_(artwork) gradient_background guts_&_blackpowder guts_and_blackpowder history impregnation intersex intersex/male mating_press obsession oc oliver_(tinukie) partially_clothed pinned_down pinned_to_floor priest roblox roblox_game robloxian self_upload surgeon teadrinkers text theo_(tinukie)
1boy ai_generated emperor history male male_only monarch penis public_domain royalty tsar_nicholas_ii
1boy ai_generated emperor history male male_only monarch penis public_domain royalty tsar_nicholas_ii
ai_generated history king king_george_v male male_only monarch old_man penis royal royalty
ai_generated history king king_george_v male male_only monarch old_man penis royal royalty
ai_generated history joseph_stalin male_only old_man older_male penis soviet_union
ai_generated history joseph_stalin male_only old_man older_male penis soviet_union
1girl 1girls arms_up barefoot black_eyes clone_high convenient_censoring female_focus female_only golf_course hair_censor hair_covering_breasts hair_covering_crotch history lady_godiva lady_godiva_(clone_high) light_brown_hair long_hair naked naked_female nude nude_female official_art outdoors public_domain royalty run running screencap screenshot silhouette silhouette_background solo solo_focus streaker streaking very_long_hair
1girl 1girls arms_up barefoot black_eyes clone_high convenient_censoring female_focus female_only golf_course hair_censor hair_covering_breasts hair_covering_crotch history lady_godiva lady_godiva_(clone_high) light_brown_hair long_hair naked naked_female nude nude_female official_art outdoors public_domain royalty run running screencap screenshot silhouette silhouette_background solo solo_focus streaker streaking very_long_hair
2boys balls bandage bandages big_penis clone_high completely_nude erect_penis erection gay ginger ginger_hair handjob history male_focus male_only nude on_knees orange_hair penis pubes pubic_hair public_domain retracted_foreskin skinny small_penis smaller_male submissive submissive_male teenager twink van_gogh_(clone_high)
2boys balls bandage bandages big_penis clone_high completely_nude erect_penis erection gay ginger ginger_hair handjob history male_focus male_only nude on_knees orange_hair penis pubes pubic_hair public_domain retracted_foreskin skinny small_penis smaller_male submissive submissive_male teenager twink van_gogh_(clone_high)