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20th century

1990s 1997 20th_century 2d 2d_(artwork) 2d_animation 2girls 480p 720x480 90s animated anus begging_for_mercy blush bondage breasts brown_hair bustier clitoris clothing completely_nude completely_nude_female cool_devices cross_section dominatrix dungeon elbow_gloves english_audio english_dialogue english_dub english_voice english_voice_acting evil_face female forced forced_insertion gloves green_eyes green_eyes_female implantation large_breasts long_hair mizutani_maya nipples open_mouth parasite parasitic_possession penetration penis_tentacles pink_pineapple pussy red_hair restrained retro retro_artstyle slime slime_monster sound spread_legs unbirthing vagina vaginal_insertion vaginal_penetration video voice_acted wide_eyed wtf x-ray
1990s 1997 20th_century 2d 2d_(artwork) 2d_animation 2girls 480p 720x480 90s animated anus begging_for_mercy blush bondage breasts brown_hair bustier clitoris clothing completely_nude completely_nude_female cool_devices cross_section dominatrix dungeon elbow_gloves english_audio english_dialogue english_dub english_voice english_voice_acting evil_face female forced forced_insertion gloves green_eyes green_eyes_female implantation large_breasts long_hair mizutani_maya nipples open_mouth parasite parasitic_possession penetration penis_tentacles pink_pineapple pussy red_hair restrained retro retro_artstyle slime slime_monster sound spread_legs unbirthing vagina vaginal_insertion vaginal_penetration video voice_acted wide_eyed wtf x-ray
1080p 1990s 1992 1girls 20th_century 4:3 90s animated anime ass big_ass big_breasts black_hair black_underwear bra breasts cleavage club crowd dancer dancing download:_devil's_circuit earrings female female_focus fingerless_gloves garter hoop_earrings hourglass_figure human indoors jiggle jiggling_breasts long_hair madhouse_(studio) medium_breasts mp4 music navel neon_lights nightclub on_stage pale-skinned_female red_lipstick red_nails rose_(flower) screencap solo solo_female sound stage thigh_strap thighs thong very_long_hair video
1080p 1990s 1992 1girls 20th_century 4:3 90s animated anime ass big_ass big_breasts black_hair black_underwear bra breasts cleavage club crowd dancer dancing download:_devil's_circuit earrings female female_focus fingerless_gloves garter hoop_earrings hourglass_figure human indoors jiggle jiggling_breasts long_hair madhouse_(studio) medium_breasts mp4 music navel neon_lights nightclub on_stage pale-skinned_female red_lipstick red_nails rose_(flower) screencap solo solo_female sound stage thigh_strap thighs thong very_long_hair video
20_century 20th_century 2boys age_difference blush crossdressing cute cute_face facial_hair femboy gay height_difference imminent_sex sabudenego size_difference slim slim_waist trap yaoi
20_century 20th_century 2boys age_difference blush crossdressing cute cute_face facial_hair femboy gay height_difference imminent_sex sabudenego size_difference slim slim_waist trap yaoi
1900s 1905 1boy 1girls 20th_century balls_expansion bed bike_pump breasts female french_text hose huge_balls huge_cock inflation male martin_van_maele monochrome penis_expansion stockings tagme urethral_insertion
1900s 1905 1boy 1girls 20th_century balls_expansion bed bike_pump breasts female french_text hose huge_balls huge_cock inflation male martin_van_maele monochrome penis_expansion stockings tagme urethral_insertion
20th_century 20th_century_fox 20th_century_studios accurate_art_style annie_harris barely_clothed blonde_hair commission dark-skinned_male duncanville huge_ass hyper_ass hyper_penis light-skinned_female loincloth looking_back milf scared scared_expression shorter_male smaller_male sooper_stuff spear teotle_(oc)
20th_century 20th_century_fox 20th_century_studios accurate_art_style annie_harris barely_clothed blonde_hair commission dark-skinned_male duncanville huge_ass hyper_ass hyper_penis light-skinned_female loincloth looking_back milf scared scared_expression shorter_male smaller_male sooper_stuff spear teotle_(oc)
1boy 20th_century 20th_century_fox 20th_century_studios abs big_penis eyes_wide_open flaccid foreskin groundskeeper_willie hose long_foreskin male_only muscular_male naked_male nude only_male penis pubes pubic_hair red_hair shaved_balls shower solo solo_male tagme the_simpsons traced uncircumcised uncut unibrow unretracted_foreskin wash_cloth washing_body yellow_body
1boy 20th_century 20th_century_fox 20th_century_studios abs big_penis eyes_wide_open flaccid foreskin groundskeeper_willie hose long_foreskin male_only muscular_male naked_male nude only_male penis pubes pubic_hair red_hair shaved_balls shower solo solo_male tagme the_simpsons traced uncircumcised uncut unibrow unretracted_foreskin wash_cloth washing_body yellow_body
1990s 1995 1girls 20th_century brown_hair female female_fighter fighting_game pantyshot tanuma_yuuichirou variable_geo watanuki_yumiko
1990s 1995 1girls 20th_century brown_hair female female_fighter fighting_game pantyshot tanuma_yuuichirou variable_geo watanuki_yumiko
1990s 1990s_(style) 1996 1boy 1girls 20th_century 2d 2d_(artwork) 2d_animation 90s animated anus bondage cable cloak closed_eyes completely_nude completely_nude_female cool_devices crying dubbed_version dungeon english_audio english_dub english_voice_acting female green_eyes human large_ass large_breasts light_skin long_hair mizutani_maya moaning moaning_in_pleasure nipples ova pale_skin pink_pineapple pussy restrained robot spread_arms spread_legs squirming tagme tears torture torture_device vaginal vaginal_object_insertion vaginal_penetration video virgin writhing_in_agony
1990s 1990s_(style) 1996 1boy 1girls 20th_century 2d 2d_(artwork) 2d_animation 90s animated anus bondage cable cloak closed_eyes completely_nude completely_nude_female cool_devices crying dubbed_version dungeon english_audio english_dub english_voice_acting female green_eyes human large_ass large_breasts light_skin long_hair mizutani_maya moaning moaning_in_pleasure nipples ova pale_skin pink_pineapple pussy restrained robot spread_arms spread_legs squirming tagme tears torture torture_device vaginal vaginal_object_insertion vaginal_penetration video virgin writhing_in_agony
20_century 20th_century 2boys age_difference big_penis crossdressing cute cute_face deep_throat deepthroat erect_penis erection face_fucking facial_hair femboy from_behind from_behind_position gay gay_sex height_difference huge_cock large_penis male male/male male_only sabudenego saliva size_difference slim slim_waist sloppy standing standing_sex stealth_sex sucking sucking_penis trap yaoi
20_century 20th_century 2boys age_difference big_penis crossdressing cute cute_face deep_throat deepthroat erect_penis erection face_fucking facial_hair femboy from_behind from_behind_position gay gay_sex height_difference huge_cock large_penis male male/male male_only sabudenego saliva size_difference slim slim_waist sloppy standing standing_sex stealth_sex sucking sucking_penis trap yaoi
20_century 20th_century 2boys age_difference anal anal_sex big_penis bubble_ass bubble_butt chair crossdressing cute cute_face erect_penis erection facial_hair femboy from_behind from_behind_position gay gay_anal gay_sex height_difference huge_cock large_penis male male/male male_only sabudenego size_difference slim slim_waist standing standing_sex stealth_sex trap yaoi
20_century 20th_century 2boys age_difference anal anal_sex big_penis bubble_ass bubble_butt chair crossdressing cute cute_face erect_penis erection facial_hair femboy from_behind from_behind_position gay gay_anal gay_sex height_difference huge_cock large_penis male male/male male_only sabudenego size_difference slim slim_waist standing standing_sex stealth_sex trap yaoi
1girls 20th_century 20th_century_fox 20th_century_studios american_dad big_breasts big_lips bimbo bimbo_lips black_bra black_eyes black_thighhighs black_thong blonde_hair bombshell bra female female_only footwear francine_smith full_body hair hands_behind_head heels high_heels hips legs legwear lips long_hair looking_at_viewer mature mature_female mature_woman milf money money_in_thong mother necklace neckwear pink_high_heels pole pole_dancing simple_background solo solo_female stripper stripper_pole striptease thick_lips thighhighs thighs thong twitter_link zeshgolden
1girls 20th_century 20th_century_fox 20th_century_studios american_dad big_breasts big_lips bimbo bimbo_lips black_bra black_eyes black_thighhighs black_thong blonde_hair bombshell bra female female_only footwear francine_smith full_body hair hands_behind_head heels high_heels hips legs legwear lips long_hair looking_at_viewer mature mature_female mature_woman milf money money_in_thong mother necklace neckwear pink_high_heels pole pole_dancing simple_background solo solo_female stripper stripper_pole striptease thick_lips thighhighs thighs thong twitter_link zeshgolden
1990s 1990s_(style) 1999 1boy 1girls 20th_century 2d 2girls 90s 960x720 almost_caught animated apologizing bed being_watched blackmail blush bouncing_breasts breast_grab breasts brown_hair brown_hair_female changing_clothes clothed clothed_male coercion dubbed_version elf_(company) embarrassed_female english_dialogue english_dub english_voice english_voice_acting female forest fujima_moeko glasses green_eyes green_eyes_female hi_res high_resolution highres implied_masturbation implied_penetration indoors long_hair long_red_hair long_twintails long_video longer_than_30_seconds longer_than_3_minutes longer_than_one_minute male meganekko minazuki_shiho mp4 night nipples older_male older_man_and_younger_girl orange_dress over_480p peeing peeing_female pink_pineapple rape recording recording_sex red_hair rubbing_ass rubbing_leg shusaku socks sound twintails twintails_(hairstyle) urine video video_camera video_recording virgin virginity_loss voice_acted waiting_for_sex watching yellow_towel younger_female
1990s 1990s_(style) 1999 1boy 1girls 20th_century 2d 2girls 90s 960x720 almost_caught animated apologizing bed being_watched blackmail blush bouncing_breasts breast_grab breasts brown_hair brown_hair_female changing_clothes clothed clothed_male coercion dubbed_version elf_(company) embarrassed_female english_dialogue english_dub english_voice english_voice_acting female forest fujima_moeko glasses green_eyes green_eyes_female hi_res high_resolution highres implied_masturbation implied_penetration indoors long_hair long_red_hair long_twintails long_video longer_than_30_seconds longer_than_3_minutes longer_than_one_minute male meganekko minazuki_shiho mp4 night nipples older_male older_man_and_younger_girl orange_dress over_480p peeing peeing_female pink_pineapple rape recording recording_sex red_hair rubbing_ass rubbing_leg shusaku socks sound twintails twintails_(hairstyle) urine video video_camera video_recording virgin virginity_loss voice_acted waiting_for_sex watching yellow_towel younger_female
1girls 20th_century ambiguous_gender ancient_art closed_eyes clothing duo eyestalks feathers female feral footwear franz_von_bayros full_body gastropod gastropod_shell hair hat hat_only headgear headwear high_heels human imminent_kiss low_res mammal mollusk mollusk_shell monochrome mostly_nude naked_hat naked_shoes penis_creature phallic phallic_imagery phallic_looking pumps riding_crop riding_on_back sepia shell shoes_only snail whip
1girls 20th_century ambiguous_gender ancient_art closed_eyes clothing duo eyestalks feathers female feral footwear franz_von_bayros full_body gastropod gastropod_shell hair hat hat_only headgear headwear high_heels human imminent_kiss low_res mammal mollusk mollusk_shell monochrome mostly_nude naked_hat naked_shoes penis_creature phallic phallic_imagery phallic_looking pumps riding_crop riding_on_back sepia shell shoes_only snail whip
1990s 1992 1girls 20th_century comic_cover covering_up earrings embarrassed_nude_female enf female female_focus green_skin jump_rope marvel marvel_comics newspaper nude official_art she-hulk spider-man the_sensational_she-hulk
1990s 1992 1girls 20th_century comic_cover covering_up earrings embarrassed_nude_female enf female female_focus green_skin jump_rope marvel marvel_comics newspaper nude official_art she-hulk spider-man the_sensational_she-hulk
1girls 20th_century 20th_century_fox adult ai_generated alternate_version_available american_dad barefoot bed bedroom_eyes big_penis blonde_female blonde_hair bokonsfw clothed_female cum cumshot denim_shorts earrings evil_grin evil_smile feet female female_focus foot_fetish foot_focus footjob francine_smith jean_shorts large_breasts long_hair male_pov married_woman massive_cum milf patreon patreon_logo patreon_username penis pov pov_crotch pov_eye_contact red_clothing red_shirt short_sleeves shorts twitter_link
1girls 20th_century 20th_century_fox adult ai_generated alternate_version_available american_dad barefoot bed bedroom_eyes big_penis blonde_female blonde_hair bokonsfw clothed_female cum cumshot denim_shorts earrings evil_grin evil_smile feet female female_focus foot_fetish foot_focus footjob francine_smith jean_shorts large_breasts long_hair male_pov married_woman massive_cum milf patreon patreon_logo patreon_username penis pov pov_crotch pov_eye_contact red_clothing red_shirt short_sleeves shorts twitter_link