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116

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438

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281

1950s 1girls 2024 50s accurate_art_style annie_hughes anus ass ass_grab big_ass_cheeks brown_hair canoartnsfw female hair highres lipstick looking_back male mature_female milf mother partial_male pov short_hair spread_ass spreading the_iron_giant universal_studios warner_brothers

1950s 3d 3d1viner 50s ass ass_crack bioshock bioshock_infinite blue_eyes breasts bubble_ass bubble_butt burial_at_sea busty butt_crack cigarette elizabeth_comstock elizabeth_comstock_(burial_at_sea) female female_focus female_only hourglass_figure long_hair looking_back perspective perspective_shot pinup pinup_pose rear_view tagme wide_hips

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1950s 1boy 1girls 30_seconds 3d 3d_animation 50s animated ass balls balls_sucking barefoot bewyx big_penis bioshock bioshock_infinite black_hair blowjob blue_eyes breasts burial_at_sea completely_nude cum_in_mouth cumshot elizabeth_comstock elizabeth_comstock_(burial_at_sea) erection eyeshadow feet fellatio female indoors light-skinned_female light_skin lips lipstick lipstick_mark long_hair longer_than_30_seconds looking_at_viewer lying makeup male male_penetrating_female mole multiple_females multiple_girls nail_polish nude on_stomach oral oral_sex partial_male penis pov pubic_hair red_lips red_nails reflection ruined_orgasm sex soles solo_focus sound spread_legs thimble toes video

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224

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215

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154

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691

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1950s 1girls 1milf 50s annie_hughes apron ayaki ayaki777 brown_hair cleavage coffee disheveled fanart female green_eyes hair_bun messy_hair milf sfw solo the_iron_giant warner_bros warner_brothers

188

1950s 2girls 50s anilingus annie_hughes ass breasts coffee_shop crossover destroy_all_humans! face_in_ass female hand_on_ass looking_back miss_rockwell multiple_females multiple_girls open_mouth pyramid_(artist) rimming swimsuit the_iron_giant video_game yuri

142

1950s 2girls 50s anilingus annie_hughes ass breasts closed_eyes coffee_shop crossover destroy_all_humans! face_in_ass female hand_on_ass looking_back miss_rockwell multiple_females multiple_girls open_mouth pyramid_(artist) rimming swimsuit the_iron_giant video_game yuri

1950s 1girls 3d 3d_(artwork) 50s ass big_ass big_breasts bioshock bioshock_infinite black_hair blue_eyes breasts burial_at_sea elizabeth_comstock elizabeth_comstock_(burial_at_sea) female female_focus female_only hourglass_figure large_ass large_breasts light-skinned_female light_skin lipstick makeup solo theshoop wide_hips

1950s 1boy 1girls 2boys 50s annie_hughes ass bad_parenting black_boots black_high_heel_boots breasts brown_hair caught caught_in_the_act cougar cougar_milf cowgirl_position dark_room elbow_gloves english_text female female_penetrated fingers_in_ass fingers_stretching_anus_open fishnet_elbow_gloves fishnet_stockings gaping_anus garters gloves heel_boots high_heel_boots hogarth_hughes kent_mansley male male/female male_penetrating mature_female milf monochrome mother motherly_cuckold on_couch open_mouth parasitius penis penis_in_pussy pussy shocked_expression short-haired_female short_hair sideboob single_mom stockings straddling_lap straddling_penis stretched_anus surprised surprised_expression text the_iron_giant upright_straddle vaginal_penetration

1950s 1boy 1girls 3d 50s areolae big_breasts bioshock bioshock_infinite black_hair blue_eyes booker_dewitt breasts burial_at_sea busty clothed_male_nude_female coffeeforsnails cunnilingus daughter elizabeth_comstock elizabeth_comstock_(burial_at_sea) eyeshadow father father_and_daughter female female_focus hourglass_figure incest large_breasts light-skinned_female light-skinned_male light_skin lipstick long_hair makeup male medium_breasts navel nipples oral oral_sex pale-skinned_female pale_skin pubes pubic_hair pussy tagme vagina wide_hips

129

1950s 1girls 2023 50s arms_behind_head bioshock bioshock_infinite black_hair burial_at_sea detailed_background elizabeth_comstock elizabeth_comstock_(burial_at_sea) felox08 female female_only lingerie long_hair looking_at_viewer sitting sitting_on_table solo stockings

1940s 1950s 1girls 40s 50s ass ass_crack backboob beach_hat breasts butt_crack completely_nude convenient_censoring female female_only food gil_elvgren glasses looking_at_viewer looking_back nude original painting_(artwork) pinup pinup_girl solo traditional_media_(artwork) turtle vintage

229

1950s 1girls 50s actress ai_generated blonde_hair breasts breasts_out celebrity curly_hair dress female hip_tattoo large_breasts marilyn_monroe medium_breasts qos qos_tattoo queen_of_spades queen_of_spades_symbol queen_of_spades_tattoo skinny spade_tattoo standing toned toned_body toned_female

239

1950s 1girls 2023 2k_games 50's_theme 50s adjusting_clothes adult alcohol alcoholic_drink anime_style arching_back arms_behind_head arms_up artist_name artist_website ash_tray bad_anatomy bare_thighs belt belt_buckle betting big_breasts bioshock bioshock_infinite biting_clothes biting_clothing black_bottomwear black_collar black_hair black_heels black_high_heels black_leggings black_legwear black_shoes black_skirt black_stockings black_thighhighs blinds blue_eyes bottle bottles bow bow_ribbon bow_tie bowtie breasts burial_at_sea business_attire button_down_shirt buttons calendar_(object) changing cigarette cigarette_holder cigarette_smoke cleavage clothed clothed_female clothing_in_mouth compass curled_hair customer dark_lipstick dark_red_lipstick daughter deep_cleavage desk desk_lamp detailed detailed_background detailed_shading digital_art digital_drawing_(artwork) digital_media_(artwork) digital_painting_(artwork) dim_lighting drawer drawers dressing elizabeth_comstock english_text eye_contact eyeliner eyeshadow facing_viewer felox08 female female_focus female_human female_only feminine fishnet_legwear fishnet_stockings fishnets formal_attire formal_clothes formal_wear full_body full_body_view full_cleavage fully_clothed fully_clothed_female gambling hands_behind_head high_heels holding_clothing human human_only indoors inside intimate large_breasts leggings legs legs_apart legwear light-skinned_female light_skin lipstick looking_at_viewer looking_up low_light makeup mascara miniskirt necklace non-nude office parody patreon patreon_url patreon_username pattern_clothing pattern_legwear pattern_stockings pencil_skirt pinup portrait posing pov private_room rapture_(bioshock) red_belt red_bow red_bowtie red_lipstick ribbon ribbon_in_mouth seductive seductive_eyes seductive_look shirt shirt_open shirt_unbuttoned shoes shoulder_length_hair sitting sitting_on_desk sitting_on_table skirt_up small_head small_waist smoke smoking_cigarette smooth_skin solo solo_female solo_focus stockings straining_buttons straining_clothing suggestive table thick_thighs thighhighs thighs tight_clothes tight_clothing tight_fit tight_shirt tight_skirt url video_game_character video_games vintage_clothing website white_blouse white_button_down_shirt white_shirt white_topwear wide_hips wide_thighs window window_blinds window_light windows wooden_table workplace young

827

1950s 1girls 50's_theme 50s areolae blonde_hair breasts cigarette clothing cum cum_inside cum_on_face cum_on_neck cum_on_neckwear female from_behind greaser history housewife jacket legs_together long_hair male manhandling nipples open_mouth original original_character pearls rape sabudenego sex smoking straight straight_hair tanline tears torn_clothes torn_clothing wife

1940s 1950s 1girls 20th_century 40s 50s areolae bed big_breasts breasts canine dog domestic_dog earrings feathers female female_only gil_elvgren kneeling lipstick looking_at_viewer nightie original pillow pinup pinup_girl realistic see-through solo straight_hair thin_waist vintage

1940s 1950s 1girls 20th_century 40s 50s bikini breasts chair cleavage eyewear_removed female female_only gil_elvgren lipstick looking_at_viewer nail_polish navel original painting_(artwork) pinup pinup_girl smile solo straight_hair sun_lounger sunglasses sunglasses_removed traditional_media_(artwork) vintage wide_hips

759

1950s 1femboy 2boys 50's_theme 50s anal anal_sex checkered_floor clothing crossdressing desk dress earrings electronics erection femboy green_dress green_shoes housewife human light-skinned_femboy light-skinned_male light_skin lipstick male male/male male_only mole_(marking) necktie office office_setting office_sex original_character painterly pale_skin penis phone rotary_phone sabudenego secretary suit white_gloves yaoi

1940s 1950s 1girls 20th_century 40s 50s bra breasts brown_hair cleavage female female_only garter_straps gil_elvgren high_heels legs_up lingerie lipstick looking_at_viewer lying_down on_phone original painting_(artwork) phone pinup pinup_girl smile solo source_request stockings straight_hair telephone thighhighs traditional_media_(artwork) vintage

166

1950s 1futa 50s balls bottomless bottomless_futa breasts clothed clothing edit flaccid flaccid_penis foreskin futa_only futanari giovanna_casotto grey_skin human hyperfapper_(editor) intersex marilyn_monroe mostly_clothed nipples no_panties no_underwear penis pinup presenting presenting_balls presenting_hindquarters presenting_penis restricted_palette retro_artstyle see-through see-through_clothing skirt_lift skirt_up solo standing the_seven_year_itch third-party_edit uncircumcised uncut unretracted_foreskin wasp_waist

140

1940s 1950s 1girls 20th_century 40s 50s ass bra breasts brown_&_bigelow brown_hair dress dressing female female_only gil_elvgren grass leg_up lipstick nail_polish painting_(artwork) panties parrot pinup pinup_girl side_view solo straight_hair thighs traditional_media_(artwork) vintage

1940s 1950s 1girls 20th_century 40s 50s bent_forward breasts brown_hair cleavage dress female female_only fire fireplace gil_elvgren high_heels lifting_dress lipstick looking_at_viewer original painting_(artwork) pinup pinup_girl see-through solo straight_hair traditional_media_(artwork) vintage

149

1940s 1950s 1girls 20th_century 40s 50s ass blonde_hair breasts brown_&_bigelow female female_only gil_elvgren lipstick makeup nail_polish nipples nude painting_(artwork) pinup pinup_girl see-through solo straight_hair thighs traditional_media_(artwork) vintage

1950s 50's_theme 50s anthro balls balls_fondling belt big_balls blue_eyes bovid bovine bra building cattle chewycuticle clothing digital_media_(artwork) domestic_cat duo felid feline felis female fondling genitals hair headwear house housewife imminent_oral imminent_sex licking licking_lips male male/female mammal milk milkman outerwear penis pink_hair porch public robe sheeth tongue tongue_out translucent translucent_clothing underwear undressing_another

425

1950s 1girls 20th_century 50s all_fours annie_hughes ass big_ass blue_thong breasts breasts_out cougar cougar_milf dress_around_waist female female_only green_eyes hands_and_knees hanging_breasts human human_only large_breasts light-skinned_female light_skin looking_at_viewer mature mature_female medium_breasts milf nastacicnsfw pendulous_breasts solo solo_female the_iron_giant waitress_uniform white_background

106

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1950s 1girls 50s animated annie_hughes ass ass_expansion big_breasts breast_expansion breast_growth breast_growth_(enlargement) breasts brown_hair butt_expansion canonical_scene cleavage cleavage_overflow clothed clothing coffee dean_mccoppin diner edit expansion female female_focus hogarth_hughes huge_breasts large_ass large_breasts lipstick milf mother screenshot screenshot_edit the_iron_giant waitress waitress_uniform wide_hips yetig

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