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1997

1997 2boys anal_dilwer black_nails choker clothed_male_nude_male dave_gahan depeche_mode face_hidden gay green_eyes intercrural leaking_precum martin_gore musician tattoos thighs_together yaoi
1997 2boys anal_dilwer black_nails choker clothed_male_nude_male dave_gahan depeche_mode face_hidden gay green_eyes intercrural leaking_precum martin_gore musician tattoos thighs_together yaoi
1997 4_toes animal_genitalia anthro back_wings balls biped canid canine feet fox foxen fully_sheathed genitals looking_up male mammal monochrome muscular muscular_male nude sheath solo tail toes wings
1997 4_toes animal_genitalia anthro back_wings balls biped canid canine feet fox foxen fully_sheathed genitals looking_up male mammal monochrome muscular muscular_male nude sheath solo tail toes wings
1990s_(style) 1997 animated animated asahina_yurina bad_tag blush breasts embarrassed female legs lowres medium_breasts nervous nervous_smile nipples panties panties_only pink_panties pink_underwear red_hair retro_artstyle shaking_breasts smile super_real_mahjong super_real_mahjong_p7 tagme teenager topless underwear underwear_only video_game
1990s_(style) 1997 animated animated asahina_yurina bad_tag blush breasts embarrassed female legs lowres medium_breasts nervous nervous_smile nipples panties panties_only pink_panties pink_underwear red_hair retro_artstyle shaking_breasts smile super_real_mahjong super_real_mahjong_p7 tagme teenager topless underwear underwear_only video_game
1990s_(style) 1997 animated animated asahina_yurina bad_tag blush breast_focus breasts comfort comforting embarrassed female lowres medium_breasts nervous nipples nipples_focus red_hair retro_artstyle shaking_breasts smile super_real_mahjong super_real_mahjong_p7 tagme tears teenager video_game
1990s_(style) 1997 animated animated asahina_yurina bad_tag blush breast_focus breasts comfort comforting embarrassed female lowres medium_breasts nervous nipples nipples_focus red_hair retro_artstyle shaking_breasts smile super_real_mahjong super_real_mahjong_p7 tagme tears teenager video_game
1990s_(style) 1997 animated animated asahina_yurina bad_tag blush breasts embarrassed female kneeling lowres medium_breasts nervous nipples nude red_hair retro_artstyle shaking_breasts super_real_mahjong super_real_mahjong_p7 tagme teenager video_game
1990s_(style) 1997 animated animated asahina_yurina bad_tag blush breasts embarrassed female kneeling lowres medium_breasts nervous nipples nude red_hair retro_artstyle shaking_breasts super_real_mahjong super_real_mahjong_p7 tagme teenager video_game
1990s_(style) 1997 animated animated asahina_yurina bad_tag blush bra breasts female lowres medium_breasts nipples panties pink_bra pink_panties pink_underwear red_hair retro_artstyle super_real_mahjong super_real_mahjong_p7 tagme teenager underwear video_game wind
1990s_(style) 1997 animated animated asahina_yurina bad_tag blush bra breasts female lowres medium_breasts nipples panties pink_bra pink_panties pink_underwear red_hair retro_artstyle super_real_mahjong super_real_mahjong_p7 tagme teenager underwear video_game wind
1997 1girls 90s :) animated apron armpits asahina_yurina ass ass_focus back backpack bare_hips bare_legs bent_knees bent_over bicycle blush book bow bra bra_pull breasts breasts_focus censored cheat comfort comforting confident cooking couch courting crying cute_face cutscene dress embarrassed embarrassed_female embarrassed_nude_female exposed_breasts eyelashes female game green_eyes groin hairbow hips house indoors innocent kneeling knees laughing legs living_room long_hair long_skirt medium_breasts nervous nervous_smile nipple_focus nipples opening orange_hair outdoors panties panties_only panty_focus pillarbox pink_bra pink_panties pink_skirt playing plush_toy plushie ponytail pov retro_artstyle school_uniform serafuku sexy_or_cute? sexy_pose shaking_breasts shoes sitting skinny skirt smile socks sound student super_real_mahjong super_real_mahjong_p7 tagme tears teen teen_girl teenage teenage_girl teenager tongue_out topless toy twintails underwear undressing untied_hair unworn_ribbon video video_game whining white_shirt white_socks wind window yelling
1997 1girls 90s :) animated apron armpits asahina_yurina ass ass_focus back backpack bare_hips bare_legs bent_knees bent_over bicycle blush book bow bra bra_pull breasts breasts_focus censored cheat comfort comforting confident cooking couch courting crying cute_face cutscene dress embarrassed embarrassed_female embarrassed_nude_female exposed_breasts eyelashes female game green_eyes groin hairbow hips house indoors innocent kneeling knees laughing legs living_room long_hair long_skirt medium_breasts nervous nervous_smile nipple_focus nipples opening orange_hair outdoors panties panties_only panty_focus pillarbox pink_bra pink_panties pink_skirt playing plush_toy plushie ponytail pov retro_artstyle school_uniform serafuku sexy_or_cute? sexy_pose shaking_breasts shoes sitting skinny skirt smile socks sound student super_real_mahjong super_real_mahjong_p7 tagme tears teen teen_girl teenage teenage_girl teenager tongue_out topless toy twintails underwear undressing untied_hair unworn_ribbon video video_game whining white_shirt white_socks wind window yelling
1997 anthro black_and_white bodily_fluids canid canine claws computer computer_monitor computer_tower crt_monitor dated electronics english_text fur hair hindpaw humping_object ibm interspecies keyboard male mammal mayfurr_(artist) monochrome no_color notebook nude object_penetrated objectophilia objectphilia objectum open_mouth paws pen_(artwork) signature simple_background solo sweat tail text toe_claws tongue traditional_media_(artwork) white_background
1997 anthro black_and_white bodily_fluids canid canine claws computer computer_monitor computer_tower crt_monitor dated electronics english_text fur hair hindpaw humping_object ibm interspecies keyboard male mammal mayfurr_(artist) monochrome no_color notebook nude object_penetrated objectophilia objectphilia objectum open_mouth paws pen_(artwork) signature simple_background solo sweat tail text toe_claws tongue traditional_media_(artwork) white_background
1997 anthro balls bassariscus black_and_white closed_eyes dennis_j_marfia ear_piercing ear_ring erection fur genital_piercing genitals glans_piercing glans_ring holding_cloth humanoid_genitalia humanoid_hands humanoid_penis male mammal markings monochrome navel nude pen_(artwork) penis penis_piercing piercing procyonid ring_(marking) ring_piercing ringed_tail simple_background solo spots spotted_markings striped_markings striped_tail stripes tail tail_markings traditional_media_(artwork) white_background
1997 anthro balls bassariscus black_and_white closed_eyes dennis_j_marfia ear_piercing ear_ring erection fur genital_piercing genitals glans_piercing glans_ring holding_cloth humanoid_genitalia humanoid_hands humanoid_penis male mammal markings monochrome navel nude pen_(artwork) penis penis_piercing piercing procyonid ring_(marking) ring_piercing ringed_tail simple_background solo spots spotted_markings striped_markings striped_tail stripes tail tail_markings traditional_media_(artwork) white_background
1997 anthro balls black_and_white closed_eyes dennis_j_marfia ear_piercing ear_ring erection full-length_portrait genital_piercing genitals glans_piercing glans_ring kneeling male mammal markings monochrome navel nude pecs pen_(artwork) penis penis_piercing piercing portrait ring_(marking) ring_piercing ringed_tail signature simple_background solo striped_markings striped_tail stripes tail tail_markings traditional_media_(artwork) white_background
1997 anthro balls black_and_white closed_eyes dennis_j_marfia ear_piercing ear_ring erection full-length_portrait genital_piercing genitals glans_piercing glans_ring kneeling male mammal markings monochrome navel nude pecs pen_(artwork) penis penis_piercing piercing portrait ring_(marking) ring_piercing ringed_tail signature simple_background solo striped_markings striped_tail stripes tail tail_markings traditional_media_(artwork) white_background
1997 abs animal_genitalia anthro attached_sheath balls black_body black_fur black_nose canid canine chris_sawyer duo equid equine erection fingernails fox fully_sheathed fur genitals glans grass hand_on_another's_shoulder hand_on_hip hand_on_own_hip hand_on_shoulder hooves horse humanoid_hands leg_muscles looking_at_viewer male male/male mammal mane marker_(artwork) muscular muscular_anthro muscular_male nails navel pecs pen penis pink_penis plant plantigrade red_body red_fox red_fur shaded sheath signature simple_background size_difference smile snout standing tail tan_body tan_fur traditional_media_(artwork) trapezius true_fox unguligrade white_background white_body white_fur white_hooves white_mane
1997 abs animal_genitalia anthro attached_sheath balls black_body black_fur black_nose canid canine chris_sawyer duo equid equine erection fingernails fox fully_sheathed fur genitals glans grass hand_on_another's_shoulder hand_on_hip hand_on_own_hip hand_on_shoulder hooves horse humanoid_hands leg_muscles looking_at_viewer male male/male mammal mane marker_(artwork) muscular muscular_anthro muscular_male nails navel pecs pen penis pink_penis plant plantigrade red_body red_fox red_fur shaded sheath signature simple_background size_difference smile snout standing tail tan_body tan_fur traditional_media_(artwork) trapezius true_fox unguligrade white_background white_body white_fur white_hooves white_mane
1997 abs animal_genitalia anthro anthro_only arms_above_head attached_sheath b_wynn balls canid canine chain_leash chained chained_collar chains closed_eyes collar collar_only detailed_background floor fur genitals greyscale inside leash male male_only mammal monochrome nipples nude pecs pen_(artwork) penis penis_tip prison_bars prison_cell shaded sheath signature sitting snout solo stretching tail tile tile_floor traditional_media_(artwork)
1997 abs animal_genitalia anthro anthro_only arms_above_head attached_sheath b_wynn balls canid canine chain_leash chained chained_collar chains closed_eyes collar collar_only detailed_background floor fur genitals greyscale inside leash male male_only mammal monochrome nipples nude pecs pen_(artwork) penis penis_tip prison_bars prison_cell shaded sheath signature sitting snout solo stretching tail tile tile_floor traditional_media_(artwork)
1997 anal anal_sex animal_genitalia anthro anvil_position attached_sheath b_wynn balls canid canine claws closed_eyes detailed_background duo erection from_front_position genitals grass greyscale hindpaw holding_own_penis legs_up looking_pleasured lying male male/male male_penetrated male_penetrating male_penetrating_male mammal mating_press monochrome nude on_back open_mouth outside outside_sex pawpads paws pen_(artwork) penetration penile penile_penetration penis penis_in_ass plant plantigrade rock sex sheath signature snout standing tail tapering_penis toe_claws traditional_media_(artwork) tree
1997 anal anal_sex animal_genitalia anthro anvil_position attached_sheath b_wynn balls canid canine claws closed_eyes detailed_background duo erection from_front_position genitals grass greyscale hindpaw holding_own_penis legs_up looking_pleasured lying male male/male male_penetrated male_penetrating male_penetrating_male mammal mating_press monochrome nude on_back open_mouth outside outside_sex pawpads paws pen_(artwork) penetration penile penile_penetration penis penis_in_ass plant plantigrade rock sex sheath signature snout standing tail tapering_penis toe_claws traditional_media_(artwork) tree
1990s 1997 1girls 90s animated big_breasts bondage bound breathing closed_eyes drawn fuchikoma ghost_in_the_shell kusanagi_motoko masamune_shirow official_art playstation playstation_1 production_ig purple_hair shirou_masamune tagme thighhighs thighs visor_(eyewear) wire wires wrapped wrapped_up
1990s 1997 1girls 90s animated big_breasts bondage bound breathing closed_eyes drawn fuchikoma ghost_in_the_shell kusanagi_motoko masamune_shirow official_art playstation playstation_1 production_ig purple_hair shirou_masamune tagme thighhighs thighs visor_(eyewear) wire wires wrapped wrapped_up
1997 1girls armor armored_gloves blood heavy_metal navel necklace nun original_character oscar_chichoni pixie_cut scar topless topless_female warrior
1997 1girls armor armored_gloves blood heavy_metal navel necklace nun original_character oscar_chichoni pixie_cut scar topless topless_female warrior
1990s 1997 android bandana blue_hair breasts eyeball_(artist) female light-skinned_female light_skin lime_(saber_j) long_hair panties_over_bodysuit saber_marionette_j solo tagme
1990s 1997 android bandana blue_hair breasts eyeball_(artist) female light-skinned_female light_skin lime_(saber_j) long_hair panties_over_bodysuit saber_marionette_j solo tagme
1990s 1997 1boy balls bara dated english_text full_body furry furry_only gay karno male male_only monochrome muscular muscular_male penis simple_background solo speech_bubble standing tagme text
1990s 1997 1boy balls bara dated english_text full_body furry furry_only gay karno male male_only monochrome muscular muscular_male penis simple_background solo speech_bubble standing tagme text
1990s 1997 20th_century 2d 2d_(artwork) 2d_animation 2girls 480p 720x480 90s animated animation 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 hentai hentai_series implantation large_breasts long_hair mizutani_maya multiple_girls nipples open_mouth parasite parasitic_possession penetration penis_tentacles pink_pineapple pussy red_hair restrained retro retro_artstyle slave_warrior_maya 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 animation 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 hentai hentai_series implantation large_breasts long_hair mizutani_maya multiple_girls nipples open_mouth parasite parasitic_possession penetration penis_tentacles pink_pineapple pussy red_hair restrained retro retro_artstyle slave_warrior_maya slime slime_monster sound spread_legs unbirthing vagina vaginal_insertion vaginal_penetration video voice_acted wide_eyed wtf x-ray
1990s 1997 1girls 20th_century 3boys 90s big_breasts black_hair blush breasts bukkake busty cowgirl_position cum cum_on_body cum_on_breasts cum_on_hair cum_on_upper_body dated defloration ejaculation facial feet gangbang group_sex hair_ribbon hand_on_another's_head handjob highres large_breasts legs multiple_boys navel nipples nude parted_lips penis ponytail pubic_hair purple_eyes pussy ribbon sakura_shinguji sakura_taisen sakura_wars sega spread_legs straddling sweat tears thighs vaginal_penetration
1990s 1997 1girls 20th_century 3boys 90s big_breasts black_hair blush breasts bukkake busty cowgirl_position cum cum_on_body cum_on_breasts cum_on_hair cum_on_upper_body dated defloration ejaculation facial feet gangbang group_sex hair_ribbon hand_on_another's_head handjob highres large_breasts legs multiple_boys navel nipples nude parted_lips penis ponytail pubic_hair purple_eyes pussy ribbon sakura_shinguji sakura_taisen sakura_wars sega spread_legs straddling sweat tears thighs vaginal_penetration
1990s 1997 2girls andrej_khrzhanovskij animated ass_bigger_than_head black_hair blonde_hair breast_expansion breast_pop breasts_bigger_than_head deflation federico_fellini heels multiple_girls nude official_art popping tagme the_long_journey
1990s 1997 2girls andrej_khrzhanovskij animated ass_bigger_than_head black_hair blonde_hair breast_expansion breast_pop breasts_bigger_than_head deflation federico_fellini heels multiple_girls nude official_art popping tagme the_long_journey
1990s 1997 andrej_khrzhanovskij animated ass_bigger_than_head bouncing_breasts breasts_bigger_than_head bumping federico_fellini official_art staring swaying tagme the_long_journey walking
1990s 1997 andrej_khrzhanovskij animated ass_bigger_than_head bouncing_breasts breasts_bigger_than_head bumping federico_fellini official_art staring swaying tagme the_long_journey walking
1990s 1997 1boy 20th_century anthro canid canine fingerless_gloves frank_gembeck furry genitals gloves jacket male night night_sky night_time outdoors outside pants penis solo solo_male tail wolf
1990s 1997 1boy 20th_century anthro canid canine fingerless_gloves frank_gembeck furry genitals gloves jacket male night night_sky night_time outdoors outside pants penis solo solo_male tail wolf
1990s 1997 1boy 1boy1girl 1girls 20th_century anthro bondage bound bound_ankles bound_wrists bubbles female fish furry interspecies jessica_willard male male/female paws raccoon sex sexual_intercourse straight tail tank underwater underwater_sex water water_tank wolf
1990s 1997 1boy 1boy1girl 1girls 20th_century anthro bondage bound bound_ankles bound_wrists bubbles female fish furry interspecies jessica_willard male male/female paws raccoon sex sexual_intercourse straight tail tank underwater underwater_sex water water_tank wolf
1990s 1997 1boy 1boy1girl 1girls 20th_century anthro between_legs bondage bound bound_ankles bound_wrists breasts bubbles canid canine female furry interspecies jessica_willard lupine male male/female mammal missionary missionary_position missionary_sex missionary_style nipples raccoon straight tank underwater vaginal vaginal_penetration vaginal_sex water water_tank wolf
1990s 1997 1boy 1boy1girl 1girls 20th_century anthro between_legs bondage bound bound_ankles bound_wrists breasts bubbles canid canine female furry interspecies jessica_willard lupine male male/female mammal missionary missionary_position missionary_sex missionary_style nipples raccoon straight tank underwater vaginal vaginal_penetration vaginal_sex water water_tank wolf
1990s 1997 1boy 1boy1girl 1girls 20th_century ambiguous_penetration anthro black_body black_fur breast canid canine closed_eyes dog_tags eyes_closed female_penetrated furry grey_body grey_fur jessica_willard lupine male/female male_penetrating male_penetrating_female sex sexual_intercourse straight wolf
1990s 1997 1boy 1boy1girl 1girls 20th_century ambiguous_penetration anthro black_body black_fur breast canid canine closed_eyes dog_tags eyes_closed female_penetrated furry grey_body grey_fur jessica_willard lupine male/female male_penetrating male_penetrating_female sex sexual_intercourse straight wolf
1990s 1997 20th_century 2boys anthro branch canid canine duo erect_penis erection felid feline fox frank_gembeck french_kiss french_kissing frottage frotting furry gay genitals hand_on_penis humanoid_penis interspecies kiss kissing leopard making_out male/male male_focus male_only masturbation mutual_masturbation naked naked_male night night_sky night_time nipples nude nude_male outdoors outside penis rubbing_penis snow_leopard testicles tongue tongue_kiss tongue_out tree_branch yaoi
1990s 1997 20th_century 2boys anthro branch canid canine duo erect_penis erection felid feline fox frank_gembeck french_kiss french_kissing frottage frotting furry gay genitals hand_on_penis humanoid_penis interspecies kiss kissing leopard making_out male/male male_focus male_only masturbation mutual_masturbation naked naked_male night night_sky night_time nipples nude nude_male outdoors outside penis rubbing_penis snow_leopard testicles tongue tongue_kiss tongue_out tree_branch yaoi
1990s 1997 2boys anthro canid canine erect_penis erection fox frank_gembeck furry gay genitals lick licking licking_penis lupine male male/male nipples penis precum testicles tongue tongue_out vulpine wolf yaoi
1990s 1997 2boys anthro canid canine erect_penis erection fox frank_gembeck furry gay genitals lick licking licking_penis lupine male male/male nipples penis precum testicles tongue tongue_out vulpine wolf yaoi
1990s 1997 20th_century 2boys anal anal_sex anthro black_and_white canid canine cum ejaculate felid feline frank_gembeck furry gay genital_fluids genitals interspecies lupine male male/male male_focus male_only penis penis_in_ass sheath snow_leopard testicles traditional_art traditional_media traditional_media_(artwork) wolf yaoi
1990s 1997 20th_century 2boys anal anal_sex anthro black_and_white canid canine cum ejaculate felid feline frank_gembeck furry gay genital_fluids genitals interspecies lupine male male/male male_focus male_only penis penis_in_ass sheath snow_leopard testicles traditional_art traditional_media traditional_media_(artwork) wolf yaoi
1990s 1997 3boys anthro chains cum erect_penis erection felid feline frank_gembeck furry gay hooves horns leopard lick licking licking_penis lion male male_focus male_only monochrome penis slave snow_leopard taur testicles threesome trio
1990s 1997 3boys anthro chains cum erect_penis erection felid feline frank_gembeck furry gay hooves horns leopard lick licking licking_penis lion male male_focus male_only monochrome penis slave snow_leopard taur testicles threesome trio
1990s 1997 1boy 20th_century anhtro black_body black_fur canid canine clothes clothing erect_penis erection frank_gembeck furry glasses male necklace penis shorts solo solo_male vest wolf
1990s 1997 1boy 20th_century anhtro black_body black_fur canid canine clothes clothing erect_penis erection frank_gembeck furry glasses male necklace penis shorts solo solo_male vest wolf