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1920s

1920s 1920s_aesthetic accessory anthro anthrosaurs anus armwear ass blowing_kiss breasts claws clothing countershade_face countershade_tail countershading dewclaw digitigrade dinosaur dromaeosaurid elbow_gloves fangs feather_boa feather_hair feather_headdress feathered_dinosaur feathered_scalie feathers female fingerless_gloves gem genitals gloves hair_accessory hairband hand_behind_head handwear heart_symbol jewelry knock-kneed legwear legwear_only looking_at_viewer lying monochrome mostly_nude necklace nipples on_back one_breast_out one_leg_up open_toe_stockings pearl_(gem) pearl_necklace pinup pose predaguy prehistoric_species pseudo_hair pussy raised_leg reptile scalie sepia sickle_claw slim_female smile smiling_at_viewer stockings stockings_only tail tail_feathers teeth theropod thick_thighs toe_claws velociraptor
1920s 1920s_aesthetic accessory anthro anthrosaurs anus armwear ass blowing_kiss breasts claws clothing countershade_face countershade_tail countershading dewclaw digitigrade dinosaur dromaeosaurid elbow_gloves fangs feather_boa feather_hair feather_headdress feathered_dinosaur feathered_scalie feathers female fingerless_gloves gem genitals gloves hair_accessory hairband hand_behind_head handwear heart_symbol jewelry knock-kneed legwear legwear_only looking_at_viewer lying monochrome mostly_nude necklace nipples on_back one_breast_out one_leg_up open_toe_stockings pearl_(gem) pearl_necklace pinup pose predaguy prehistoric_species pseudo_hair pussy raised_leg reptile scalie sepia sickle_claw slim_female smile smiling_at_viewer stockings stockings_only tail tail_feathers teeth theropod thick_thighs toe_claws velociraptor
1920s 1920s_aesthetic accessory anthro anthrosaurs anus armwear ass blowing_kiss breasts claws clothing countershade_face countershade_tail countershading dewclaw digitigrade dinosaur dromaeosaurid elbow_gloves fangs feather_boa feather_hair feather_headdress feathered_dinosaur feathered_scalie feathers female fingerless_gloves gem genitals gloves hair_accessory hairband hand_behind_head handwear heart_symbol jewelry knock-kneed legwear legwear_only looking_at_viewer lying mostly_nude necklace nipples on_back one_breast_out one_leg_up open_toe_stockings pearl_(gem) pearl_necklace pinup pose predaguy prehistoric_species pseudo_hair pussy raised_leg reptile scalie sickle_claw slim_female smile smiling_at_viewer stockings stockings_only tail tail_feathers teeth theropod thick_thighs toe_claws velociraptor
1920s 1920s_aesthetic accessory anthro anthrosaurs anus armwear ass blowing_kiss breasts claws clothing countershade_face countershade_tail countershading dewclaw digitigrade dinosaur dromaeosaurid elbow_gloves fangs feather_boa feather_hair feather_headdress feathered_dinosaur feathered_scalie feathers female fingerless_gloves gem genitals gloves hair_accessory hairband hand_behind_head handwear heart_symbol jewelry knock-kneed legwear legwear_only looking_at_viewer lying mostly_nude necklace nipples on_back one_breast_out one_leg_up open_toe_stockings pearl_(gem) pearl_necklace pinup pose predaguy prehistoric_species pseudo_hair pussy raised_leg reptile scalie sickle_claw slim_female smile smiling_at_viewer stockings stockings_only tail tail_feathers teeth theropod thick_thighs toe_claws velociraptor
1920s 2futas ai_generated flapper futanari gigantic_penis hotel_room huge_cock hyper_penis large_breasts large_penis thick_peni
1920s 2futas ai_generated flapper futanari gigantic_penis hotel_room huge_cock hyper_penis large_breasts large_penis thick_peni
1920s ai_generated black_and_white bra chubby panties short_hair
1920s ai_generated black_and_white bra chubby panties short_hair
1920s ai_generated black_and_white breasts female pussy
1920s ai_generated black_and_white breasts female pussy
1920s 2024 anthro areola armwear biped black_body black_clothing black_hair black_legwear black_markings black_nose black_stockings blush bodily_fluids bottle bottomwear breasts canid canine carrying carrying_partner clothed clothed_female clothed_sex clothing container countershade_face countershade_torso countershading dipstick_tail domestic_cat dress dress_shirt drunk duo elbow_gloves eye_roll eyebrows facial_hair facial_markings felid feline felis female female_penetrated femsub fluffy fluffy_tail footwear fox genital_fluids genitals gloves hair hait handwear head_markings heart_symbol hi_res holding_bottle holding_container holding_glass holding_object humanoid_genitalia humanoid_penis hybrid ivy_pepper kandlin lackadaisy legwear looking_pleasured male male/female male_penetrating male_penetrating_female maledom mammal markings mask_(marking) moustache multicolored_body nipples no_bra no_panties open_mouth pants partially_clothed penetration penile penile_penetration penis penis_in_pussy pink_nose plantigrade procyonid pussy pussy_juice_on_penis raccoon raised_leg rick2tails ring_(marking) ringed_tail sex shirt short_hair simple_background stand_and_carry_position standing_sex stockings striped_markings striped_tail stripes substance_intoxication suit sweat tail tail_markings teeth thigh_highs tongue topwear two_tone_body vaginal_fluids vaginal_penetration white_background white_body white_clothing white_countershading white_gloves white_handwear white_markings yellow_body yellow_clothing yellow_dress
1920s 2024 anthro areola armwear biped black_body black_clothing black_hair black_legwear black_markings black_nose black_stockings blush bodily_fluids bottle bottomwear breasts canid canine carrying carrying_partner clothed clothed_female clothed_sex clothing container countershade_face countershade_torso countershading dipstick_tail domestic_cat dress dress_shirt drunk duo elbow_gloves eye_roll eyebrows facial_hair facial_markings felid feline felis female female_penetrated femsub fluffy fluffy_tail footwear fox genital_fluids genitals gloves hair hait handwear head_markings heart_symbol hi_res holding_bottle holding_container holding_glass holding_object humanoid_genitalia humanoid_penis hybrid ivy_pepper kandlin lackadaisy legwear looking_pleasured male male/female male_penetrating male_penetrating_female maledom mammal markings mask_(marking) moustache multicolored_body nipples no_bra no_panties open_mouth pants partially_clothed penetration penile penile_penetration penis penis_in_pussy pink_nose plantigrade procyonid pussy pussy_juice_on_penis raccoon raised_leg rick2tails ring_(marking) ringed_tail sex shirt short_hair simple_background stand_and_carry_position standing_sex stockings striped_markings striped_tail stripes substance_intoxication suit sweat tail tail_markings teeth thigh_highs tongue topwear two_tone_body vaginal_fluids vaginal_penetration white_background white_body white_clothing white_countershading white_gloves white_handwear white_markings yellow_body yellow_clothing yellow_dress
1920s 3/4_view anthro anthro_cat anthro_only anthropomorphic black_and_white_fur black_fur black_nose black_pupils blank_expression blush_lines blushing boner cat_tail catboy character_name clawed_fingers domestic_cat erect_penis erection exposing_self felid feline full_color furry furry_only gentleman glans glasses goatene green_eyes green_sclera half_dressed half_naked hi_res high_socks humanoid_genitalia humanoid_hands humanoid_penis kneeling lackadaisy male_only mordecai_heller naughtybassard no_visible_balls no_visible_nipples pants_pull partially_retracted_foreskin partially_visible_genitals partially_visible_penis penis penis_peek penis_through_leghole pink_penis pinup practically_nude round_glasses simple_background sitting_on_knees sock_garters socks solo_male tagme tail thick_penis torquewintress tuxedo_cat two_tone_fur uncensored uncensored_penis uncircumcised uncircumcised_penis underwear underwear_aside underwear_pull veiny_penis webcomic webcomic_character white_fur white_underwear
1920s 3/4_view anthro anthro_cat anthro_only anthropomorphic black_and_white_fur black_fur black_nose black_pupils blank_expression blush_lines blushing boner cat_tail catboy character_name clawed_fingers domestic_cat erect_penis erection exposing_self felid feline full_color furry furry_only gentleman glans glasses goatene green_eyes green_sclera half_dressed half_naked hi_res high_socks humanoid_genitalia humanoid_hands humanoid_penis kneeling lackadaisy male_only mordecai_heller naughtybassard no_visible_balls no_visible_nipples pants_pull partially_retracted_foreskin partially_visible_genitals partially_visible_penis penis penis_peek penis_through_leghole pink_penis pinup practically_nude round_glasses simple_background sitting_on_knees sock_garters socks solo_male tagme tail thick_penis torquewintress tuxedo_cat two_tone_fur uncensored uncensored_penis uncircumcised uncircumcised_penis underwear underwear_aside underwear_pull veiny_penis webcomic webcomic_character white_fur white_underwear
1920s absurd_res anthro axiomtf black_body black_clothing black_fur black_shirt black_tie_(suit) black_topwear bottomwear clothing domestic_cat duo ear_growth english_text eyebrows felid feline felis fellatio female ftm_transformation fur fur_growth gender_transformation genitals green_eyes grey_bottomwear grey_clothing grey_pants growth hi_res human humanoid_genitalia ichihara-chan khaki_shorts lackadaisy long_image male male/male mammal mental_transformation mordecai_heller necktie newsboy_cap oral pants penile purple_clothing purple_shirt purple_topwear red_necktie sex shirt suit tail tail_growth text time_skip topwear transformation tuxedo_cat vest white_eyebrows wide_image
1920s absurd_res anthro axiomtf black_body black_clothing black_fur black_shirt black_tie_(suit) black_topwear bottomwear clothing domestic_cat duo ear_growth english_text eyebrows felid feline felis fellatio female ftm_transformation fur fur_growth gender_transformation genitals green_eyes grey_bottomwear grey_clothing grey_pants growth hi_res human humanoid_genitalia ichihara-chan khaki_shorts lackadaisy long_image male male/male mammal mental_transformation mordecai_heller necktie newsboy_cap oral pants penile purple_clothing purple_shirt purple_topwear red_necktie sex shirt suit tail tail_growth text time_skip topwear transformation tuxedo_cat vest white_eyebrows wide_image
1920s 2024 angry_face animal_humanoid anthro artist_name artist_signature big_breasts big_hat big_thighs black_background black_hat bouncing_breasts breasts canid canine cigar cigar_in_mouth cigarette cigarette_in_mouth clothed clothing comic_style commission countershade_face countershade_torso countershading digital_media_(artwork) finger_on_trigger firing_weapon fishnet_clothing fishnet_legwear fox fox_ears fox_girl gangster grainy hat hi_res holding_object holding_weapon legwear long_ears machine_gun mad mafia mammal mammal_humanoid motion_lines multicolored_body multicolored_fur onomatopoeia orange_body orange_fur ranged_weapon recoil red_eyes shooting shooting_gun showing_teeth signature smoking smug_face sound_effects tansau thick_thighs thighs thunder_thighs tommy_gun two_tone_fur weapon white_body white_fur wide_brim_hat
1920s 2024 angry_face animal_humanoid anthro artist_name artist_signature big_breasts big_hat big_thighs black_background black_hat bouncing_breasts breasts canid canine cigar cigar_in_mouth cigarette cigarette_in_mouth clothed clothing comic_style commission countershade_face countershade_torso countershading digital_media_(artwork) finger_on_trigger firing_weapon fishnet_clothing fishnet_legwear fox fox_ears fox_girl gangster grainy hat hi_res holding_object holding_weapon legwear long_ears machine_gun mad mafia mammal mammal_humanoid motion_lines multicolored_body multicolored_fur onomatopoeia orange_body orange_fur ranged_weapon recoil red_eyes shooting shooting_gun showing_teeth signature smoking smug_face sound_effects tansau thick_thighs thighs thunder_thighs tommy_gun two_tone_fur weapon white_body white_fur wide_brim_hat
1920s areolae breasts bush completely_nude female hand_on_hip heels lipstick thick_thighs white_background
1920s areolae breasts bush completely_nude female hand_on_hip heels lipstick thick_thighs white_background
1920s 2024 black_and_white brown_eyes brown_hair chesshire cleavage clothed flapper fully_clothed gender_transformation glasses headband high_heels microphone mtf_transformation necklace new_year plaid reality_change reality_warping short_hair short_hair_female smartphone solo solo_focus surprised surprised_expression tagme time_travel transformation transformation_through_technology
1920s 2024 black_and_white brown_eyes brown_hair chesshire cleavage clothed flapper fully_clothed gender_transformation glasses headband high_heels microphone mtf_transformation necklace new_year plaid reality_change reality_warping short_hair short_hair_female smartphone solo solo_focus surprised surprised_expression tagme time_travel transformation transformation_through_technology
1920s 2girls ass bondage bottomless femdom patrick_rocca torture_chamber traditional_media_(artwork) vintage wooden_horse yuri
1920s 2girls ass bondage bottomless femdom patrick_rocca torture_chamber traditional_media_(artwork) vintage wooden_horse yuri
1920s 1boy 1girls aether_(genshin_impact) alternate_timeline blonde_hair blue_eyes blue_hair comic couple couple_(romantic) crossdressing_female dialogue fedora female genshin_impact history jacket_vest kinkymation text yelan_(genshin_impact)
1920s 1boy 1girls aether_(genshin_impact) alternate_timeline blonde_hair blue_eyes blue_hair comic couple couple_(romantic) crossdressing_female dialogue fedora female genshin_impact history jacket_vest kinkymation text yelan_(genshin_impact)
1920s 1boy1girl 2021 ashily_(trevorsgaming) ass big_balls big_breasts big_penis black black_and_white breasts bubble cartoony daniel_(trevorsgaming) digital_art digital_media digital_media_(artwork) dress eyes fat female gloves grayscale greyscale hair handwear heavy hips human hyper_balls hyper_penis legs monochrome nipples onyx_twilight onyxtwilight_(artist) pale-skinned_female retro_artstyle rubber_hose rubberhose signed skin thick thighs thunder title_card toony top vein veiny veiny_penis vintage wide_hips wife_and_husband
1920s 1boy1girl 2021 ashily_(trevorsgaming) ass big_balls big_breasts big_penis black black_and_white breasts bubble cartoony daniel_(trevorsgaming) digital_art digital_media digital_media_(artwork) dress eyes fat female gloves grayscale greyscale hair handwear heavy hips human hyper_balls hyper_penis legs monochrome nipples onyx_twilight onyxtwilight_(artist) pale-skinned_female retro_artstyle rubber_hose rubberhose signed skin thick thighs thunder title_card toony top vein veiny veiny_penis vintage wide_hips wife_and_husband
1920s 1girls black_dress blonde blonde_hair breasts breasts_out bush daisy_buchanan eyelashes female female_only hackman hairy_pussy headband pubic_hair retro short_hair smoking solo the_great_gatsby
1920s 1girls black_dress blonde blonde_hair breasts breasts_out bush daisy_buchanan eyelashes female female_only hackman hairy_pussy headband pubic_hair retro short_hair smoking solo the_great_gatsby
1920s 1921 20th_century armand_rassenfosse black_and_white bookplate duo female fictional_interracial fine_art hooves human latin_text low_res male mammal mastery_position monochrome monster obscured_penetration public_domain riding riding_penis satyr sex simple_background sitting straight straight_hair tagme text
1920s 1921 20th_century armand_rassenfosse black_and_white bookplate duo female fictional_interracial fine_art hooves human latin_text low_res male mammal mastery_position monochrome monster obscured_penetration public_domain riding riding_penis satyr sex simple_background sitting straight straight_hair tagme text