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1990 1990s_(style) 1995 1boy 1girls amano_jyaku animated anus ass blue_hair bouncing_breasts breast_sucking breasts bridal_gauntlets censored cowgirl_position demon demon_girl facial_mark fellatio female femdom hikimayu inside_view japanese_clothes kimono leather_belt licking_another's_face lipstick long_hair lowres makeup male medium_breasts music nipples on_ground oral outdoors paralysis princess rape red_eyes red_hair retro_artstyle reverse_rape sex shoes short_hair smile sound spiked_hair spread_legs statue straddling straight tagme time_stop tongue urotsukidouji very_long_hair vest video wristband yellow_vest yoenhime_(urotsukidouji) yoenki_(urotsukidouji)
1990 1990s_(style) 1995 1boy 1girls amano_jyaku animated anus ass blue_hair bouncing_breasts breast_sucking breasts bridal_gauntlets censored cowgirl_position demon demon_girl facial_mark fellatio female femdom hikimayu inside_view japanese_clothes kimono leather_belt licking_another's_face lipstick long_hair lowres makeup male medium_breasts music nipples on_ground oral outdoors paralysis princess rape red_eyes red_hair retro_artstyle reverse_rape sex shoes short_hair smile sound spiked_hair spread_legs statue straddling straight tagme time_stop tongue urotsukidouji very_long_hair vest video wristband yellow_vest yoenhime_(urotsukidouji) yoenki_(urotsukidouji)
1990 1990s_(style) 1995 1boy amano_jyaku animated ass blue_hair bouncing_breasts breasts cowgirl_position demon demon_girl earth_(planet) female femdom hikimayu japanese_clothes kimono lipstick long_hair lowres makeup medium_breasts nipples on_ground open_clothes outdoors paralysis planet princess red_eyes red_hair retro_artstyle sex smile sound spiked_hair spread_legs straddling straight tagme time_stop urotsukidouji very_long_hair vest video wristband yellow_vest yoenki_(urotsukidouji)
1990 1990s_(style) 1995 1boy amano_jyaku animated ass blue_hair bouncing_breasts breasts cowgirl_position demon demon_girl earth_(planet) female femdom hikimayu japanese_clothes kimono lipstick long_hair lowres makeup medium_breasts nipples on_ground open_clothes outdoors paralysis planet princess red_eyes red_hair retro_artstyle sex smile sound spiked_hair spread_legs straddling straight tagme time_stop urotsukidouji very_long_hair vest video wristband yellow_vest yoenki_(urotsukidouji)
1boy 1girl animated anime_screenshot black_hair blush bra breasts buttons cleavage clothes_pull collarbone highres kawai_mona kuroiwa_medaka kuroiwa_medaka_ni_watashi_no_kawaii_ga_tsuujinai large_breasts medium_hair open_clothes open_mouth open_shirt opened_by_self pink_hair pink_vest popped_button presenting pulling_own_clothes purple_eyes school_uniform shirt sidelocks smile sound sweatdrop tagme unbuttoned unbuttoned_shirt underwear vest video white_bra white_shirt
1boy 1girl animated anime_screenshot black_hair blush bra breasts buttons cleavage clothes_pull collarbone highres kawai_mona kuroiwa_medaka kuroiwa_medaka_ni_watashi_no_kawaii_ga_tsuujinai large_breasts medium_hair open_clothes open_mouth open_shirt opened_by_self pink_hair pink_vest popped_button presenting pulling_own_clothes purple_eyes school_uniform shirt sidelocks smile sound sweatdrop tagme unbuttoned unbuttoned_shirt underwear vest video white_bra white_shirt
1990 1990s_(style) 1boy amano_jyaku animated animated ass blonde_hair blue_eyes blue_hair breasts choker demon female high_heels hug jacket kuroko_(urotsukidouji) leather_belt lipstick lowres makeup medium_breasts medium_hair mimi_(urotsukidouji) pointy_ears princess retro_artstyle short_hair sidelocks smile tagme tail urotsukidouji vest wristband yellow_jacket yellow_vest
1990 1990s_(style) 1boy amano_jyaku animated animated ass blonde_hair blue_eyes blue_hair breasts choker demon female high_heels hug jacket kuroko_(urotsukidouji) leather_belt lipstick lowres makeup medium_breasts medium_hair mimi_(urotsukidouji) pointy_ears princess retro_artstyle short_hair sidelocks smile tagme tail urotsukidouji vest wristband yellow_jacket yellow_vest
1cuntboy 2boys absurdres anal animated anthro_focus ass black_eyeshadow black_sclera blue_skin blush bottomless brown_gloves clitoral_hood clitoris cloak collared_shirt colored_sclera colored_skin cufflinks cuntboy cuntboy_focus cuntboy_penetrated cuntboy_with_male dr._starline eyeshadow furry furry_male glasses gloves grey_cloak grey_fur grey_hair hair_tuft half-closed_eyes happy_sex highres legs_apart long_sleeves makeup male_focus male_penetrated mimic_the_octopus multicolored_hair multiple_boys octopus_boy open_mouth orange-tinted_eyewear penis pince-nez platypus_boy purple_shirt pussy pussy_juice pussy_juice_trail red_eyes red_vest reverse_newhalf_with_male satin_clothes sex sex_from_behind shirt sitting sitting_on_lap sitting_on_person smile sonic_(series) spread_legs streaked_hair suction_cups sweat tagme tail tattered_cloak teeth tentacle_sex tentacles tentacles_on_male testicles tinted_eyewear toodamncycle torogao vaginal vest video white_eyes white_fur white_hair yaoi yellow_sclera
1cuntboy 2boys absurdres anal animated anthro_focus ass black_eyeshadow black_sclera blue_skin blush bottomless brown_gloves clitoral_hood clitoris cloak collared_shirt colored_sclera colored_skin cufflinks cuntboy cuntboy_focus cuntboy_penetrated cuntboy_with_male dr._starline eyeshadow furry furry_male glasses gloves grey_cloak grey_fur grey_hair hair_tuft half-closed_eyes happy_sex highres legs_apart long_sleeves makeup male_focus male_penetrated mimic_the_octopus multicolored_hair multiple_boys octopus_boy open_mouth orange-tinted_eyewear penis pince-nez platypus_boy purple_shirt pussy pussy_juice pussy_juice_trail red_eyes red_vest reverse_newhalf_with_male satin_clothes sex sex_from_behind shirt sitting sitting_on_lap sitting_on_person smile sonic_(series) spread_legs streaked_hair suction_cups sweat tagme tail tattered_cloak teeth tentacle_sex tentacles tentacles_on_male testicles tinted_eyewear toodamncycle torogao vaginal vest video white_eyes white_fur white_hair yaoi yellow_sclera
1girl animated anime_screenshot ass green_skirt highres kawai_mona kuroiwa_medaka_ni_watashi_no_kawaii_ga_tsuujinai medium_hair panties pantyshot pink_hair pink_vest school_uniform skirt sound tagme thighs underwear vest video white_panties
1girl animated anime_screenshot ass green_skirt highres kawai_mona kuroiwa_medaka_ni_watashi_no_kawaii_ga_tsuujinai medium_hair panties pantyshot pink_hair pink_vest school_uniform skirt sound tagme thighs underwear vest video white_panties
1990 1990s_(style) 1995 1boy amano_jyaku animated anus areola_slip ass audible_speech blue_hair bouncing_breasts bouncing_on_penis breast_sucking breasts censored cowgirl_position demon demon_girl distortion english_audio english_dialogue fellatio female female_on_top female_penetrated femdom glowing glowing_eyes hikimayu inside_view japanese_clothes kimono leather_belt licking_another's_face lipstick long_hair lowres makeup medium_breasts nipples on_ground oral outdoors paralysis princess rape red_eyes red_hair retro_artstyle reverse_rape riding riding_cock riding_dick riding_penis self_breast_sucking sex shoes smile sound spiked_hair spread_legs statue straddling straight sweat tagme time_stop tongue transparent undressing urotsukidouji vaginal_sex very_long_hair vest video wristband yellow_vest yoenhime_(urotsukidouji) yoenki_(urotsukidouji)
1990 1990s_(style) 1995 1boy amano_jyaku animated anus areola_slip ass audible_speech blue_hair bouncing_breasts bouncing_on_penis breast_sucking breasts censored cowgirl_position demon demon_girl distortion english_audio english_dialogue fellatio female female_on_top female_penetrated femdom glowing glowing_eyes hikimayu inside_view japanese_clothes kimono leather_belt licking_another's_face lipstick long_hair lowres makeup medium_breasts nipples on_ground oral outdoors paralysis princess rape red_eyes red_hair retro_artstyle reverse_rape riding riding_cock riding_dick riding_penis self_breast_sucking sex shoes smile sound spiked_hair spread_legs statue straddling straight sweat tagme time_stop tongue transparent undressing urotsukidouji vaginal_sex very_long_hair vest video wristband yellow_vest yoenhime_(urotsukidouji) yoenki_(urotsukidouji)
1990 1990s_(style) 1995 1boy amano_jyaku animated animated ass blue_hair bouncing_breasts breasts cowgirl_position demon demon_girl female femdom hikimayu japanese_clothes kimono lipstick long_hair lowres makeup medium_breasts nipples on_ground open_clothes outdoors paralysis princess red_eyes red_hair retro_artstyle sex smile spiked_hair spread_legs straddling straight tagme time_stop urotsukidouji very_long_hair vest wristband yellow_vest yoenki_(urotsukidouji)
1990 1990s_(style) 1995 1boy amano_jyaku animated animated ass blue_hair bouncing_breasts breasts cowgirl_position demon demon_girl female femdom hikimayu japanese_clothes kimono lipstick long_hair lowres makeup medium_breasts nipples on_ground open_clothes outdoors paralysis princess red_eyes red_hair retro_artstyle sex smile spiked_hair spread_legs straddling straight tagme time_stop urotsukidouji very_long_hair vest wristband yellow_vest yoenki_(urotsukidouji)
1:1 2025 2d_animation accessory alien alternate_form animated anthro anthro_on_anthro anthro_only anthro_penetrated anthro_penetrating anthro_penetrating_anthro aseprite_(artwork) ass balls bell bell_accessory biscuit_(neonwabbit) black_body black_fur black_hair black_nose black_penis black_tail blue_background blue_eyes bodily_fluids body_part_in_pussy bottomless bottomless_male breasts breath brown_hair canid canine cheek_spots chest_tuft closed_eyes clothed clothing clothing_lift columbid couple_sex cum cum_drip cum_in_pussy cum_inside cum_on_leg cum_splatter cumshot cute_sex digital_drawing_(artwork) digital_media_(artwork) dipstick_tail dress dress_lift dripping duo ejaculation erection eyebrows feet female female_on_top female_penetrated fingers flower flower_accessory flower_hair_accessory flower_in_hair fox freckles from_behind_position fur fur_markings furgonomics genital_fluids genitals grabbing_from_behind green_flower groaning grunting hair hair_accessory hair_over_eye hand_on_leg hibiscus horn horn_accessory horn_bell horn_ribbon hug hugging_another hugging_during_sex hugging_from_behind hybrid ink_(neonwabbit) jacket larger_male long_tail looking_at_another looking_at_partner looking_back looking_down looking_pleasured love male male/female male_on_bottom male_penetrating male_penetrating_female mammal markings mink moan mustelid musteline navel on_bottom on_top open_clothing open_jacket open_mouth open_topwear open_vest orange_body orange_fur orange_inner_ear orange_legs orgasm panting partially_clothed penetration penile penile_penetration penis penis_in_pussy pink_tongue pixel_(artwork) pixel_animation plant precum precum_on_penis pussy red_arms red_body red_clothing red_dress red_ears red_feet red_fur red_tail reverse_cowgirl_position ribbons sex shaded shaking shivering short_hair short_playtime simple_background sitting sitting_sex size_difference squeezing tail tail_markings teeth thrusting toes tongue topwear trembling true_musteline tuft twitching uglycoal unusual_bodily_fluids unusual_cum unusual_genital_fluids vaginal_fluids vaginal_penetration vest white_body white_cheeks white_clothing white_ears white_feathers white_fingers white_fur white_fur_tuft white_nose white_penis white_toes
1:1 2025 2d_animation accessory alien alternate_form animated anthro anthro_on_anthro anthro_only anthro_penetrated anthro_penetrating anthro_penetrating_anthro aseprite_(artwork) ass balls bell bell_accessory biscuit_(neonwabbit) black_body black_fur black_hair black_nose black_penis black_tail blue_background blue_eyes bodily_fluids body_part_in_pussy bottomless bottomless_male breasts breath brown_hair canid canine cheek_spots chest_tuft closed_eyes clothed clothing clothing_lift columbid couple_sex cum cum_drip cum_in_pussy cum_inside cum_on_leg cum_splatter cumshot cute_sex digital_drawing_(artwork) digital_media_(artwork) dipstick_tail dress dress_lift dripping duo ejaculation erection eyebrows feet female female_on_top female_penetrated fingers flower flower_accessory flower_hair_accessory flower_in_hair fox freckles from_behind_position fur fur_markings furgonomics genital_fluids genitals grabbing_from_behind green_flower groaning grunting hair hair_accessory hair_over_eye hand_on_leg hibiscus horn horn_accessory horn_bell horn_ribbon hug hugging_another hugging_during_sex hugging_from_behind hybrid ink_(neonwabbit) jacket larger_male long_tail looking_at_another looking_at_partner looking_back looking_down looking_pleasured love male male/female male_on_bottom male_penetrating male_penetrating_female mammal markings mink moan mustelid musteline navel on_bottom on_top open_clothing open_jacket open_mouth open_topwear open_vest orange_body orange_fur orange_inner_ear orange_legs orgasm panting partially_clothed penetration penile penile_penetration penis penis_in_pussy pink_tongue pixel_(artwork) pixel_animation plant precum precum_on_penis pussy red_arms red_body red_clothing red_dress red_ears red_feet red_fur red_tail reverse_cowgirl_position ribbons sex shaded shaking shivering short_hair short_playtime simple_background sitting sitting_sex size_difference squeezing tail tail_markings teeth thrusting toes tongue topwear trembling true_musteline tuft twitching uglycoal unusual_bodily_fluids unusual_cum unusual_genital_fluids vaginal_fluids vaginal_penetration vest white_body white_cheeks white_clothing white_ears white_feathers white_fingers white_fur white_fur_tuft white_nose white_penis white_toes
1990 1990s_(style) 1995 1boy amano_jyaku animated animated ass blue_hair cowgirl_position demon demon_girl female femdom hikimayu japanese_clothes kimono long_hair lowres on_ground outdoors paralysis princess red_hair retro_artstyle sex spiked_hair spread_legs straddling straight tagme time_stop urotsukidouji very_long_hair vest wristband yellow_vest yoenki_(urotsukidouji)
1990 1990s_(style) 1995 1boy amano_jyaku animated animated ass blue_hair cowgirl_position demon demon_girl female femdom hikimayu japanese_clothes kimono long_hair lowres on_ground outdoors paralysis princess red_hair retro_artstyle sex spiked_hair spread_legs straddling straight tagme time_stop urotsukidouji very_long_hair vest wristband yellow_vest yoenki_(urotsukidouji)
1boy 1femboy 1futa 2025 3d 3d_animation anal anal_penetration animated anthro ass balls big_ass big_butt bodily_fluids bow_tie buckteeth butt cherryblossomvo clothing cum cum_in_ass cum_inside digital_media_(artwork) duo english english_audio femboy femboy_penetrated five_nights_at_freddy's five_nights_at_freddy's:_help_wanted five_nights_at_freddy's:_security_breach from_behind_position futa_on_femboy futa_on_male futa_penetrated futa_penetrating futa_penetrating_femboy futanari genital_fluids genitals glitchtrap gynomorph gynomorph/male gynomorph_penetrating gynomorph_penetrating_male huge_breasts human intersex intersex/male intersex_penetrating intersex_penetrating_male lagomorph lanorva leporid male male_penetrated mammal penetration penile penile_penetration penis prone_bone_position rabbit scottgames sex sex_from_behind sfmmations sound sound_effects sound_warning steel_wool_studios tagme tail teeth tool topwear vanny_(fnaf) vest video voice_acted working
1boy 1femboy 1futa 2025 3d 3d_animation anal anal_penetration animated anthro ass balls big_ass big_butt bodily_fluids bow_tie buckteeth butt cherryblossomvo clothing cum cum_in_ass cum_inside digital_media_(artwork) duo english english_audio femboy femboy_penetrated five_nights_at_freddy's five_nights_at_freddy's:_help_wanted five_nights_at_freddy's:_security_breach from_behind_position futa_on_femboy futa_on_male futa_penetrated futa_penetrating futa_penetrating_femboy futanari genital_fluids genitals glitchtrap gynomorph gynomorph/male gynomorph_penetrating gynomorph_penetrating_male huge_breasts human intersex intersex/male intersex_penetrating intersex_penetrating_male lagomorph lanorva leporid male male_penetrated mammal penetration penile penile_penetration penis prone_bone_position rabbit scottgames sex sex_from_behind sfmmations sound sound_effects sound_warning steel_wool_studios tagme tail teeth tool topwear vanny_(fnaf) vest video voice_acted working
1990 1990s_(style) 1995 1boy amano_jyaku animated anus ass blue_hair bouncing_breasts breast_sucking breasts bridal_gauntlets censored collarbone cowgirl_position demon demon_girl facial_mark fellatio female femdom glowing glowing_eyes hikimayu inside_view japanese_clothes kimono leather_belt licking_another's_face lipstick long_hair lowres makeup medium_breasts nails nipples on_ground oral outdoors paralysis princess purple_lips rape red_eyes red_hair retro_artstyle sex shoes smile sound spiked_hair spread_legs statue straddling straight tagme thick_eyebrows time_stop tongue undressing urotsukidouji vaginal_penetration very_long_hair vest video wristband yellow_vest yoenhime_(urotsukidouji) yoenki_(urotsukidouji)
1990 1990s_(style) 1995 1boy amano_jyaku animated anus ass blue_hair bouncing_breasts breast_sucking breasts bridal_gauntlets censored collarbone cowgirl_position demon demon_girl facial_mark fellatio female femdom glowing glowing_eyes hikimayu inside_view japanese_clothes kimono leather_belt licking_another's_face lipstick long_hair lowres makeup medium_breasts nails nipples on_ground oral outdoors paralysis princess purple_lips rape red_eyes red_hair retro_artstyle sex shoes smile sound spiked_hair spread_legs statue straddling straight tagme thick_eyebrows time_stop tongue undressing urotsukidouji vaginal_penetration very_long_hair vest video wristband yellow_vest yoenhime_(urotsukidouji) yoenki_(urotsukidouji)
1990s_(style) 1991 1boy animated animated bed bedroom blush bow breasts breasts_out brown_eyes brown_hair changing_clothes covering_breasts covering_privates female green_socks hairbow ito_akemi kitazume_hiroyuki lowres miniskirt nagumo_tatsuo nipples polo_shirt pulling_underwear retro_artstyle skirt small_breasts socks tagme twintails urotsukidouji vest
1990s_(style) 1991 1boy animated animated bed bedroom blush bow breasts breasts_out brown_eyes brown_hair changing_clothes covering_breasts covering_privates female green_socks hairbow ito_akemi kitazume_hiroyuki lowres miniskirt nagumo_tatsuo nipples polo_shirt pulling_underwear retro_artstyle skirt small_breasts socks tagme twintails urotsukidouji vest
10s 1boy 1girl 1girls 2011 animated anime_clip blonde_hair bouncing_breasts breasts collarbone female forehead_mark forehead_protector half_mask hands_in_pockets hatake_kakashi huge_breasts large_breasts long_hair mask nail_polish naruto naruto:_blood_prison naruto_(series) naruto_shippuuden ninja painted_nails short_hair sound tagme tsunade vest video white_hair
10s 1boy 1girl 1girls 2011 animated anime_clip blonde_hair bouncing_breasts breasts collarbone female forehead_mark forehead_protector half_mask hands_in_pockets hatake_kakashi huge_breasts large_breasts long_hair mask nail_polish naruto naruto:_blood_prison naruto_(series) naruto_shippuuden ninja painted_nails short_hair sound tagme tsunade vest video white_hair
1980s_(style) 1990s_(style) 1991 animated animated ass bed bedroom bow brown_eyes brown_hair cunnilingus female green_socks hairbow ito_akemi kitazume_hiroyuki lowres miniskirt nagumo_tatsuo oldschool onda_naoyuki oral panties polo_shirt retro_artstyle rubbing_crotch skirt socks tagme twintails underwear urotsukidouji vest
1980s_(style) 1990s_(style) 1991 animated animated ass bed bedroom bow brown_eyes brown_hair cunnilingus female green_socks hairbow ito_akemi kitazume_hiroyuki lowres miniskirt nagumo_tatsuo oldschool onda_naoyuki oral panties polo_shirt retro_artstyle rubbing_crotch skirt socks tagme twintails underwear urotsukidouji vest