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1girls belt casual clothing dark_skin dia_de_la_independencia_de_mexico female firearm gun handgun history holidays huge_ass huge_breasts human latina mexican mexican_flag national_personification revolver skirt sombrero weapon

9/11 accurate_art_style determined dildo dildo_sitting earth_pony_colds fluid history imminent_anal_insertion imminent_vaginal_penetration lube_on_dildo meme mildly_disturbing my_little_pony pegasus pony public_domain rainbow_dash_(mlp) rainbow_hair text tongue_out vaginal_secretions

accurate_art_styledetermined

9/11 agonywelds angelsagony anthro ass breasts building buildings controversial controversy deki female fire fire_fighter history never_forget offensive public_domain smoke taller_girl tenna thick_ass thick_thighs thighs twin_towers wide_hips worldtradesisters

agonyweldsangelsagony

9/11 anthro big_areola big_ass big_belly big_breasts big_butt big_nipples big_thighs bubble_ass bubble_butt history inanimate inanimate_object public_domain theslashfive twin_towers

anthrobig_areola

9/11 agonywelds aircraft airplane american_flag angelsagony anthro anthro_plane ass astro_detainer big_ass_bitches_dos_snitches breasts building buildings controversial controversy deki female femdom hand_on_breast history lens_flare monster_girl never_forget offensive plane public_domain taller_girl tenna thick_ass thick_thighs thighs titan_cameraman twin_towers whyisthisathingonrule34 wide_hips worldtradefuckers worldtradesisters

agonyweldsaircraft

1boy 1girls ahe_gao ahegao_face areola areolae ass big_areola big_breasts black_hair blue_eyes bob_cut breasts cleo cleopatra cleopatra_smith clone_high cum cum_in_pussy cum_inside cum_on_body curvaceous curves curvy curvy_body curvy_female curvy_figure curvy_hips dark-skinned_female dark_nipples dark_skin egyptian egyptian_female egyptian_mythology female female_penetrated genital_fluids genitals grabbing_sheets grey_hair history interracial interracial_sex kingdom_hearts light-skinned_male light_skin male male/female male_penetrating male_penetrating_female missionary_position muscular muscular_male mythology nipples nude nude_female nude_male on_back orgasm orgasm_face penetration penile penile_penetration penis penis_in_pussy public_domain pussy riku riku_(kingdom_hearts) royalty sex square_enix straight thebigbadwolf01 thick_thighs vaginal_penetration vaginal_sex voluptuous voluptuous_female wide_hips wide_thighs

ahe_gaoahegao_face

1941 1945 2boys 2d anal anal_creampie anal_sex ass ass_focus big_ass big_balls big_penis bubble_butt cum cum_in_ass cum_inside domination fascism full_body gay gay_anal gay_domination gay_sex history huge_ass human human_male human_only humor humor_porn large_penis male male/male male_focus male_human male_on_male male_only male_penetrated male_penetrating male_penetrating_male meme msbigsausage nazi nazi_uniform outdoors pants pants_down partially_clothed penis penis_out penis_size_difference politics propaganda propaganda_poster rape raped raped_by_enemy round_ass russian russian_text small_balls small_penis tagme thick thick_ass thick_boy uncensored uniform war world_war_2 wtf yaoi

analanal_creampie

2boys anal anal_sex ass basic_background bending_over big_ass big_butt big_penis brown_hair bubble_ass bubble_butt clothed_male_nude_male concerned concerned_look crossover crossover_pairing cum cum_in_ass cum_inside cyclone123 dark-skinned_male excessive_cum excessive_genital_fluids extra_credits extra_history face_down_ass_up france frowning gay gay_anal gay_sex history huge_cock jack-o_pose john_the_fearless large_penis light-skinned_male lil_nas_x looking_at_another looking_at_partner looking_back male male_only medieval medieval_europe medieval_france mob_face multiple_boys penis plap plap_(sound) plapping plump_ass plump_butt public_domain red_outfit sex simple_background simple_shading slapping_ass voluptuous_male yaoi youtube

2boys anal_sex balls blush body_hair brown_hair clone_high clothed_sex curly_hair curly_pubic_hair dark_lighting fine_art gay history ivan_the_terrible_(clone_high) light_skin masturbation penis penis_in_ass public_domain riding_penis royalty sweat teenager_on_teenager topher_bus

adolf_hitler boots crossdressing gay history nazi nazi_uniform public_domain uniform world_war_2

adolf_hitlerboots

adolf_hitler boots female history nazi nazi_uniform public_domain uniform world_war_2

adolf_hitlerboots

adolf_hitler boots gay history male_only nazi nazi_uniform public_domain uniform world_war_2

adolf_hitlerboots

benito_mussolini boots female gay history nazi public_domain uniform world_war_2

benito_mussoliniboots

1boy 1girls 2d 2d_(artwork) bald balls bare_feet barefoot benito_mussolini black_hair blowjob boots bottomless breasts bushy_hair curly_hair dark_hair english_text fascism fascist feet fellatio female french_text history human italian_text light-skinned_female light-skinned_male light_skin medium_hair muscular muscular_male nude oral penis pillow political_cartoon salute sitting uniform world_war_2

adolf_hitler benito_mussolini boots female history nazi nazi_uniform pussy uniform world_war_2

adolf_hitlerbenito_mussolini

2boys 2girls adolf_hitler ass benito_mussolini boots cunnilingus female gay history male/male monochrome multiple_boys multiple_girls nazi nazi_uniform nude orgy uniform world_war_2

adolf_hitlerass

adolf_hitler ass benito_mussolini boots gay history multiple_boys nazi nazi_uniform swastika uniform world_war_2

adolf_hitlerass

adolf_hitler benito_mussolini boots gay history nazi nazi_uniform uniform world_war_2

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adolf_hitler boots gay history nazi nazi_uniform public_domain uniform world_war_2

adolf_hitlerboots

adolf_hitler boots communist gay history joseph_stalin male/male male_only nazi nazi_uniform public_domain soviet_russia uniform world_war_2

adolf_hitlerboots

ass ass_focus azur_lane battleship blinking blue_eyes blush butt_focus clapping_ass dock german german_female german_text glasses gneisenau_(azur_lane) hard_nipples history horny horny_female iron_blood_(azur_lane) long_hair magenta_hair naked naked_female nude pink_hair red_glasses ship slap_mark tagme text tim_heyderich twitter_username vagina wall wall_(structure) water ww2

ass ass ass_focus azur_lane battleship blue_eyes blush butt_focus dock german german_female glasses gneisenau_(azur_lane) hard_nipples history iron_blood_(azur_lane) long_hair magenta_hair pink_hair red_glasses ship tagme text tim_heyderich twitter_username wall wall_(structure) water ww2

1girls ancient ancient_history areolae artist_request blue_eyes braid braided_hair breasts_out casual casual_nudity casual_topless column exposed exposed_breasts female freckles freckles_on_chest freckles_on_face green_eyes historical history light-skinned_female light_skin long_hair looking_at_viewer medium_breasts nipples nonsexual_nudity orange_hair original_character pale-skinned_female pale_skin parted_lips pillar profile_view realistic_breast_size red_hair small_breasts solo standing table tattoo tattoo_on_arm topless

ancientancient_history

european european_female historical history tribal

europeaneuropean_female

ass_expansion blush breast_expansion breast_growth breasts_bigger_than_head child_bearing_hips choker chubby chubby_female collar earrings exclamation_mark exclamation_point expansion fertility_idol fertility_symbol fine_art_parody gloves gold_(metal) gold_jewelry history implied_transformation lactation lactation_without_expressing lipstick loincloth overweight overweight_female public_domain question_mark red_hair red_head red_lipstick ruby_(unidentified-tf) see-through_clothing shocked shocked_expression thick_thighs transformation unidentified-tf venus_body venus_of_willendorf weight_gain wide zrhap

ass_expansionblush

2girls 9/11 agonywelds angelsagony anthro ass breasts building buildings controversial controversy deki female female_only history monster_girl never_forget nude offens offensive plane public_domain sensitive smaller_male taller_girl tenna text thick_ass thick_thighs thighs twin_towers wide_hips worldtradesisters

agonyweldsangelsagony

18th_century 1futa 1girls ?! about_to_cum age_difference aged_up anal_through_clothes angry angry_expression angry_face ass ass_bigger_than_head ass_focus ass_grab big_breasts big_butt big_penis blue_outfit breasts bubble_ass bubble_butt catherine_ii_of_russia catherine_the_great cell_shading clothed clothed_female_nude_futanari clothed_sex clothes_as_condom clothing curvaceous curvy curvy_figure cyclone123 d:< dialogue dialogue_bubble dirty_talk dress duo english_dialogue english_text ermine extra_credits extra_history female female_focus female_penetrated forced forced_in_fabric forced_incest fucked_through_clothes fucked_through_dress fucked_through_skirt futanari grabbing_ass grey_background grey_hair history huge_ass huge_cock human impregnation_risk incest incest_(lore) incest_pregnancy intersex johanna_elisabeth light-skinned_female light-skinned_futanari light_skin looking_at_another looking_back milf moaning moaning_in_pleasure moaning_on_cock mob_face mostly_clothed mother_and_daughter nipple_bulge nipples_visible_through_clothing noncon nonconsensual older_female penetration penetration_from_behind penetration_through_clothes penis public_domain public_indecency public_sex pussy_juice rape royal royalty sex_through_clothes sex_through_dress sex_through_skirt sideboob sitting_on_lap sitting_on_penis sophia_augusta_frederica standing text_bubble threatening through_clothes tight_clothing tight_dress torn_clothes torn_clothing torn_dress unexpected unexpectedly_good unseen_futa_face vaginal_penetration voluptuous voluptuous_female yellow_outfit youtube yuri

2girls agonywelds angelsagony anthro ass breasts building buildings controversial controversy deki female femdom history monster_girl never_forget offensive public_domain smaller_male taller_girl tenna thick_ass thick_thighs thighs twin_towers wide_hips worldtradesisters

agonyweldsangelsagony

! 18th_century 1futa1boy 1prussian :0 :v anal anal_sex ass_juice bed blush blush_lines boots cyclone123 dubious_consent duo extra_credits extra_history eyes_rolling_back femboy femboysub finished_art frederick_the_great futa_on_male futadom gloves grabbing_ass heel_boots history male_focus maria_theresa mob_face monochrome open_eyes open_mouth possible_rape powdered_wig public_domain simple_background simple_shading stockings stockings_thigh_highs sweating torn_clothes torn_legwear tremble_spikes trembling trembling_for_pleasure tricorne unseen_futa_face white_background youtube

2024 2boys anal anseriform anthro anthro_on_human anthro_penetrated armband avian beak belt bird black_legwear black_skirt blonde_hair bodily_fluids bottomless breadwinners clothed clothed_sex clothing collared_shirt crossdressing cum digital_media_(artwork) duo eagle_hair_ornament ejaculation feathers furry gay genital_fluids genitals girly hair hair_clips hair_ornament hairclip hat hi_res highres history human human_on_anthro human_penetrating_anthro humanoid_genitalia humor interspecies jewish jewish_male jewish_uniform long_sleeves m_legs male_only male_penetrated male_penetrating_anthro male_penetrating_male medium_hair nazi nazi_armband nazi_uniform necktie nickelodeon pajamas pleated_skirt politics sex short_hair skirt skirt_up spread_legs svenniehoek swastika swaysway tagme testicles thick_thighs tuxedo uniform upskirt world_war_2 yaoi

1girls azur_lane battleship big_horns blush german german_empire german_flag history horns iron_blood_(azur_lane) iron_cross jacket jacket_off_shoulders jacket_open light-skinned_female light_skin long_hair magenta_eyes medal medals ocean_background pink_hair prinz_rupprecht_(azur_lane) ship smaller_female tagme thick_thighs tim_heyderich warship water world_of_warships

azur_lanebattleship

aircraft aircraft_carrier august_von_parseval_(azur_lane) azur_lane blue_eyes blue_hair blush dominant_female garter_belt german german_female german_flag history horns iron_blood_(azur_lane) iron_cross nazi ocean_background ship swastika tagme thick_thighs tim_heyderich underwear world_of_warships

aircraftaircraft_carrier

2girls 9/11 agonywelds angelsagony anthro ass breasts building buildings controversial controversy deki female female_only history monster_girl never_forget offensive public_domain smaller_male taller_girl tenna thick_ass thick_thighs thighs twin_towers wide_hips worldtradesisters

agonyweldsangelsagony

! 18th_century 1dickgirl 1futa 1girl1futa 1girls :0 accidental_paizuri big_breasts big_penis blush bouncing_breasts breasts_out brown_hair brown_hair_female catherine_the_great clothed_female_nude_futanari colored colorful cyclone123 dark-skinned_futanari dubious_consent extra_credits extra_history female_focus futa_on_female futanari hi_res highres historical historical_figure historical_porn history huge_cock intersex light-skinned_female looking_at_penis mature_female mob_face motion_blur motion_lines open_eyes open_mouth paizuri paizuri_on_lap porn_of_real_person public_domain purple_background queen real_person ripped_clothing royal royalty russia shocked shocked_expression shocked_look surprised surprised_expression tahiti text_bubble unseen_futa_face white_body yellow_outfit youtube

1girls 3d 9/11 big_ass big_breasts blender blizzard_entertainment breast_grab covered_nipples covering_breasts elf elf_female embarrassed_nude_female enf hi_res history huge_breasts large_breasts meme public_domain purple_body purple_skin solo solo_female tagme thick_thighs topless vanasmut void_elf warcraft wide_hips world_of_warcraft xal'atath

big_assbig_breasts

2d abraham_lincoln artist_request copyright_request female history male motherless_(site) public_domain straight tagme video

abraham_lincolnartist_request

animal_crossing animate_inanimate anthro areola big_breasts black_eyes bowling_ball_face breasts brown_areola brown_nipples coco_(animal_crossing) cyberfaerie empty_eyes featureless_feet featureless_hands feet female fine_art_parody front_view genitals green_background gyroid hi_res history lagomorph leporid looking_at_viewer mammal navel nintendo nipples open_mouth public_domain pussy rabbit simple_background slightly_chubby solo tan_body thick_thighs venus_of_willendorf wide_hips

animal_crossinganimate_inanimate

animal_crossing animate_inanimate anthro areola big_breasts black_eyes bodily_fluids bowling_ball_face breasts brown_areola brown_nipples coco_(animal_crossing) cum cum_in_pussy cum_inside cyberfaerie empty_eyes featureless_feet featureless_hands feet female fine_art fine_art_parody front_view genital_fluids genitals green_background gyroid hi_res history lactating lagomorph leaking_cum leporid looking_at_viewer mammal milk navel nintendo nipples open_mouth public_domain pussy rabbit simple_background slightly_chubby solo tan_body thick_thighs venus_of_willendorf wide_hips

animal_crossinganimate_inanimate

1girls 3d 9/11 breast_grab clickbait covering_breasts female female_only giantess gigantic_breasts history huge_breasts looking_at_viewer public_domain solo solo_female topless vanasmut void_elf world_of_warcraft xal'atath youtube youtube_thumbnail

breast_grabclickbait

>:/ ... 14th_century 2boys anger_vein angry angry_expression annoyed annoyed_expression assjob back_view black_hat brown_hair clothed clothed_male_nude_male clothed_sex comic cousins cyclone123 dat_ass death_glare disembodied_arm disembodied_arms disembodied_hands disgust disgusted dubious_consent extra_credits extra_history fat_ass france frown frowning frowning_at_partner frowning_at_viewer furious gay glare glaring glaring_at_partner glaring_at_viewer gradient_background gradient_shading grey_background groping groping_ass historical_porn history hotdogging hotdogging_ass imminent_anal imminent_penetration imminent_sex incest john_the_fearless light-skinned_male louis_i_duke_of_orléans mad male_focus male_only male_pov medieval medieval_europe medieval_france medieval_history mob_face motion_lines public_domain red_outfit robe simple_background simple_coloring simple_shading squeezing squeezing_ass squeezing_butt text_bubble thick_ass thick_thighs throbbing_penis tight_clothing uncut uncut_penis youtube

accidentally_cumming_on_cock annoyed_expression bukkake cum_on_face cum_on_glasses hazbin_hotel history jeffrey_dahmer looking_up male murderer penis public_domain rapist_real

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azur_lane battleship blonde_hair blush dark_blonde_hair german_empire german_female german_flag history lützow_(azur_lane) ocean red_eyes tagme tim_heyderich underwear ww1

azur_lanebattleship

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