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1999

1990s 1990s_(style) 1999 1boy 1girls 20th_century 2d 2d_(artwork) 2d_animation 2girls 720p 90s 960x720 age_difference almost_caught animated animation apologizing bed being_watched big_breasts blackmail blush bouncing_breasts breast_grab breasts brown_hair brown_hair_female censored censored_genitalia censored_penis changing_clothes clothed clothed_male coercion cum_in_pussy defloration dirty_old_man drug drugged_sex drugs elf_(company) embarrassed_female english_subtitles english_text english_translation female fertilization forced forest fujima_moeko glasses glasses_on_face green_eyes green_eyes_female hentai hentai_series hi_res high_resolution highres implied_masturbation implied_penetration impregnation indoors long_hair long_red_hair long_twintails long_video longer_than_2_minutes longer_than_30_seconds longer_than_3_minutes longer_than_4_minutes longer_than_5_minutes longer_than_one_minute male masturbation meganekko minazuki_shiho mosaic_censoring mp4 nakadashi night nipples old_male old_man older_male older_male_and_younger_female older_man_and_teenage_girl older_on_younger on_bed orange_dress over_480p ovum peeing peeing_female peeping penis pink_pineapple pussy rape recording recording_sex red_hair rubbing_ass rubbing_leg school_uniform schoolgirl shusaku socks sound sperm_cell sperm_meets_ovum tagme tears teenage_girl teenager third-party_edit twintails twintails_(hairstyle) ugly_bastard unwanted_creampie unwanted_impregnation urine vaginal_penetration video video_camera video_recording virgin virginity_loss voice_acted waiting_for_sex watching watching_video yellow_towel younger_female

1990s 1990s_(style) 1999 1boy 1girls 20th_century 2d 2d_(artwork) 2d_animation 2girls 720p 90s 960x720 age_difference almost_caught animated animation apologizing bed being_watched big_breasts blackmail blush bouncing_breasts breast_grab breasts brown_hair brown_hair_female censored censored_genitalia censored_penis changing_clothes clothed clothed_male coercion cum_in_pussy defloration dirty_old_man drug drugged_sex drugs elf_(company) embarrassed_female english_subtitles english_text english_translation female fertilization forced forest fujima_moeko glasses glasses_on_face green_eyes green_eyes_female hentai hentai_series hi_res high_resolution highres implied_masturbation implied_penetration impregnation indoors long_hair long_red_hair long_twintails long_video longer_than_2_minutes longer_than_30_seconds longer_than_3_minutes longer_than_4_minutes longer_than_5_minutes longer_than_one_minute male masturbation meganekko minazuki_shiho mosaic_censoring mp4 nakadashi night nipples old_male old_man older_male older_male_and_younger_female older_man_and_teenage_girl older_on_younger on_bed orange_dress over_480p ovum peeing peeing_female peeping penis pink_pineapple pussy rape recording recording_sex red_hair rubbing_ass rubbing_leg school_uniform schoolgirl shusaku socks sound sperm_cell sperm_meets_ovum tagme tears teenage_girl teenager third-party_edit twintails twintails_(hairstyle) ugly_bastard unwanted_creampie unwanted_impregnation urine vaginal_penetration video video_camera video_recording virgin virginity_loss voice_acted waiting_for_sex watching watching_video yellow_towel younger_female

age_differencealmost_caught

1999 animal_genitalia anthro archie_comics black_nose blue_eyes breasts brown_body brown_fur chipmunk clitoral_hood clitoris clothing discarded_clothing duo female flower forest fur genitals ground_squirrel hair kthanid_(artist) male male/female mammal nipples nude nude_anthro nude_female nude_male open_mouth outside penis pink_nipples pink_penis plant pussy red_hair rodent sally_acorn sciurid scut_tail sega sheath short_tail small_breasts sonic_(series) sonic_the_hedgehog_(archie) sonic_the_hedgehog_(comics) sonic_the_hedgehog_(series) tail toony tree

1999 animal_genitalia anthro archie_comics black_nose blue_eyes breasts brown_body brown_fur chipmunk clitoral_hood clitoris clothing discarded_clothing duo female flower forest fur genitals ground_squirrel hair kthanid_(artist) male male/female mammal nipples nude nude_anthro nude_female nude_male open_mouth outside penis pink_nipples pink_penis plant pussy red_hair rodent sally_acorn sciurid scut_tail sega sheath short_tail small_breasts sonic_(series) sonic_the_hedgehog_(archie) sonic_the_hedgehog_(comics) sonic_the_hedgehog_(series) tail toony tree

animal_genitaliaanthro

00s 1990s 1990s_(style) 1999 1boy 1girls 2000 2d 2d_animation 90s all_fours animal_ears animated arched_back arms_(studio) astral_(words_worth) back bell bent_over blush breasts canonical_impregnation canonical_sex cat_ears cat_tail catgirl cave closed_eyes clothed_female_nude_male clothed_sex collar cum cum_in_pussy cum_inside deep_penetration doggy_style female female_penetrated fingering fingering_partner grabbing_another's_breast groping hentai hentai_series jingle_bell kissing leaning_forward long_hair longer_than_2_minutes longer_than_3_minutes longer_than_one_minute lowres male male/female medium_breasts moaning moaning_in_pleasure naked navel neck_bell nina_(words_worth) nipples nude on_hands_and_knees open_mouth passionate_kiss pink_hair pumping pussy restrained retro_artstyle sex sex_from_behind sound straight tagme tail tongue_kiss top-down_bottom-up uncensored vaginal_penetration vaginal_sex video words_worth

00s 1990s 1990s_(style) 1999 1boy 1girls 2000 2d 2d_animation 90s all_fours animal_ears animated arched_back arms_(studio) astral_(words_worth) back bell bent_over blush breasts canonical_impregnation canonical_sex cat_ears cat_tail catgirl cave closed_eyes clothed_female_nude_male clothed_sex collar cum cum_in_pussy cum_inside deep_penetration doggy_style female female_penetrated fingering fingering_partner grabbing_another's_breast groping hentai hentai_series jingle_bell kissing leaning_forward long_hair longer_than_2_minutes longer_than_3_minutes longer_than_one_minute lowres male male/female medium_breasts moaning moaning_in_pleasure naked navel neck_bell nina_(words_worth) nipples nude on_hands_and_knees open_mouth passionate_kiss pink_hair pumping pussy restrained retro_artstyle sex sex_from_behind sound straight tagme tail tongue_kiss top-down_bottom-up uncensored vaginal_penetration vaginal_sex video words_worth

all_foursanimal_ears

1990s 1990s_(style) 1999 1boy 2d 90s animal_ears animated arms_(studio) astral_(words_worth) back bell bent_over blush breasts cat_ears cat_tail cave closed_eyes clothed_female_nude_male clothed_sex collar cum doggy_style female fingering grabbing_another's_breast groping hentai hentai_series jingle_bell leaning_forward long_hair longer_than_one_minute lowres male medium_breasts moaning navel neck_bell nina_(words_worth) nipples nude open_mouth pink_hair pumping pussy restrained retro_artstyle sex sex_from_behind sound straight tagme tail top-down_bottom-up uncensored vaginal_penetration video words_worth

1990s 1990s_(style) 1999 1boy 2d 90s animal_ears animated arms_(studio) astral_(words_worth) back bell bent_over blush breasts cat_ears cat_tail cave closed_eyes clothed_female_nude_male clothed_sex collar cum doggy_style female fingering grabbing_another's_breast groping hentai hentai_series jingle_bell leaning_forward long_hair longer_than_one_minute lowres male medium_breasts moaning navel neck_bell nina_(words_worth) nipples nude open_mouth pink_hair pumping pussy restrained retro_artstyle sex sex_from_behind sound straight tagme tail top-down_bottom-up uncensored vaginal_penetration video words_worth

animal_earsanimated

1990s 1990s_(style) 1999 1boy 2d 90s animal_ears animated arms_(studio) astral_(words_worth) bell bent_over blush breasts cat_ears cat_tail cave closed_eyes clothed_female_nude_male clothed_sex collar female fingering grabbing_another's_breast groping hentai hentai_series jingle_bell long_hair longer_than_one_minute lowres male medium_breasts moaning navel neck_bell nina_(words_worth) nipples nude open_mouth pink_hair pumping retro_artstyle sound straight tagme tail uncensored video words_worth

1990s 1990s_(style) 1999 1boy 2d 90s animal_ears animated arms_(studio) astral_(words_worth) bell bent_over blush breasts cat_ears cat_tail cave closed_eyes clothed_female_nude_male clothed_sex collar female fingering grabbing_another's_breast groping hentai hentai_series jingle_bell long_hair longer_than_one_minute lowres male medium_breasts moaning navel neck_bell nina_(words_worth) nipples nude open_mouth pink_hair pumping retro_artstyle sound straight tagme tail uncensored video words_worth

animal_earsanimated

1990s 1990s_(style) 1999 2d 90s animated arms_(studio) bathroom blonde_hair blue_eyes breasts censored female hentai hentai_series indoors interior long_hair longer_than_one_minute lowres navel nipples nude pubic_hair retro_artstyle sharon_(words_worth) solo sound standing tagme video washing_hair words_worth

1990s 1990s_(style) 1999 2d 90s animated arms_(studio) bathroom blonde_hair blue_eyes breasts censored female hentai hentai_series indoors interior long_hair longer_than_one_minute lowres navel nipples nude pubic_hair retro_artstyle sharon_(words_worth) solo sound standing tagme video washing_hair words_worth

animatedarms_(studio)

1990s 1990s_(style) 1999 2d 90s animated arms_(studio) bathroom blonde_hair blue_eyes breasts censored female hentai hentai_series indoors interior long_hair lowres navel nipples nude retro_artstyle sharon_(words_worth) shorter_than_10_seconds solo sound standing tagme video washing_hair words_worth

1990s 1990s_(style) 1999 2d 90s animated arms_(studio) bathroom blonde_hair blue_eyes breasts censored female hentai hentai_series indoors interior long_hair lowres navel nipples nude retro_artstyle sharon_(words_worth) shorter_than_10_seconds solo sound standing tagme video washing_hair words_worth

animatedarms_(studio)

1999 1girls after_fellatio blush bukkake closed_eyes cum cum_in_mouth cum_on_body cum_on_hands dynamite_kantou facial female female_focus female_only gokkun good_girl hair_ribbon highres japanese_text licking licking_finger light-skinned_male light_skin long_hair looking_pleasured male military_uniform monochrome naughty_face open_mouth pleasure_face pleasured ponytail ribbon sakura_shinguji sakura_wars sega smile solo sweat teeth tongue tongue_out traditional_media translated uniform

1999 1girls after_fellatio blush bukkake closed_eyes cum cum_in_mouth cum_on_body cum_on_hands dynamite_kantou facial female female_focus female_only gokkun good_girl hair_ribbon highres japanese_text licking licking_finger light-skinned_male light_skin long_hair looking_pleasured male military_uniform monochrome naughty_face open_mouth pleasure_face pleasured ponytail ribbon sakura_shinguji sakura_wars sega smile solo sweat teeth tongue tongue_out traditional_media translated uniform

after_fellatioblush

1999 1boy 1girls bar_censor blush bukkake censored cum cum_on_body cum_on_hands cumdrip cupping_hands dynamite_kantou ejaculation facial female from_side good_girl hair_ribbon half-closed_eyes hands_together highres horny horny_female japanese_text long_hair looking_pleasured male military_uniform monochrome naughty_face oogami_ichirou open_mouth orgasm own_hands_together penis pleasure_face pleasured pointless_censoring ponytail ribbon sakura_shinguji sakura_wars saliva sega smile source_request sweat tongue tongue_out translated uniform

1999 1boy 1girls bar_censor blush bukkake censored cum cum_on_body cum_on_hands cumdrip cupping_hands dynamite_kantou ejaculation facial female from_side good_girl hair_ribbon half-closed_eyes hands_together highres horny horny_female japanese_text long_hair looking_pleasured male military_uniform monochrome naughty_face oogami_ichirou open_mouth orgasm own_hands_together penis pleasure_face pleasured pointless_censoring ponytail ribbon sakura_shinguji sakura_wars saliva sega smile source_request sweat tongue tongue_out translated uniform

bar_censorblush

1999 1boy 1girls bar_censor blush censored cum cum_on_body dynamite_kantou ejaculation facial female hair_ribbon half-closed_eyes highres japanese_text long_hair looking_pleasured male male_masturbation masturbation military_uniform monochrome naughty_face oogami_ichirou open_mouth orgasm penis pleasure_face pleasured pointless_censoring ponytail ribbon sakura_shinguji sakura_wars saliva sega smile source_request sweat translated uniform

1999 1boy 1girls bar_censor blush censored cum cum_on_body dynamite_kantou ejaculation facial female hair_ribbon half-closed_eyes highres japanese_text long_hair looking_pleasured male male_masturbation masturbation military_uniform monochrome naughty_face oogami_ichirou open_mouth orgasm penis pleasure_face pleasured pointless_censoring ponytail ribbon sakura_shinguji sakura_wars saliva sega smile source_request sweat translated uniform

bar_censorblush

1999 1boy 1girls bar_censor blush censored cum cum_on_body dynamite_kantou ejaculation facial female hair_ribbon happy highres japanese_text long_hair looking_pleasured male military_uniform monochrome one_eye_closed oogami_ichirou open_mouth penis pleasure_face pleasured pointless_censoring ponytail ribbon sakura_shinguji sakura_wars saliva sega smile source_request sweat translated uniform

1999 1boy 1girls bar_censor blush censored cum cum_on_body dynamite_kantou ejaculation facial female hair_ribbon happy highres japanese_text long_hair looking_pleasured male military_uniform monochrome one_eye_closed oogami_ichirou open_mouth penis pleasure_face pleasured pointless_censoring ponytail ribbon sakura_shinguji sakura_wars saliva sega smile source_request sweat translated uniform

bar_censorblush

1999 1boy 1girls balls big_penis blush deepthroat dynamite_kantou face_fucking fellatio female hair_ribbon half-closed_eyes handjob highres irrumatio japanese_text male military_uniform monochrome oogami_ichirou oral penis ponytail pov pubic_hair ribbon sakura_shinguji sakura_wars saliva sega source_request straight sweat testicles tongue tongue_out uniform

1999 1boy 1girls balls big_penis blush deepthroat dynamite_kantou face_fucking fellatio female hair_ribbon half-closed_eyes handjob highres irrumatio japanese_text male military_uniform monochrome oogami_ichirou oral penis ponytail pov pubic_hair ribbon sakura_shinguji sakura_wars saliva sega source_request straight sweat testicles tongue tongue_out uniform

1999 1boy 1girls balls balls_sucking bar_censor blush censored dynamite_kantou fellatio female hair_ribbon half-closed_eyes handjob highres japanese_text large_penis long_hair looking_at_viewer looking_back male military_uniform monochrome oogami_ichirou oral penis penis_grab pointless_censoring ponytail pubic_hair ribbon sakura_shinguji sakura_wars sega source_request straight sweat testicles translated uniform

1999 1boy 1girls balls balls_sucking bar_censor blush censored dynamite_kantou fellatio female hair_ribbon half-closed_eyes handjob highres japanese_text large_penis long_hair looking_at_viewer looking_back male military_uniform monochrome oogami_ichirou oral penis penis_grab pointless_censoring ponytail pubic_hair ribbon sakura_shinguji sakura_wars sega source_request straight sweat testicles translated uniform

ballsballs_sucking

1999 1boy 1girls balls balls_grab balls_touching blush caressing_balls caressing_testicles dynamite_kantou fellatio female good_girl hair_ribbon handjob japanese_text large_penis licking looking_pleasured male military_uniform monochrome oogami_ichirou open_mouth oral penis penis_grab pleasure_face pleasured ponytail pubic_hair ribbon sakura_shinguji sakura_wars sega smile source_request straight sweat testicles tongue tongue_out translation_request uniform

1999 1boy 1girls balls balls_grab balls_touching blush caressing_balls caressing_testicles dynamite_kantou fellatio female good_girl hair_ribbon handjob japanese_text large_penis licking looking_pleasured male military_uniform monochrome oogami_ichirou open_mouth oral penis penis_grab pleasure_face pleasured ponytail pubic_hair ribbon sakura_shinguji sakura_wars sega smile source_request straight sweat testicles tongue tongue_out translation_request uniform

ballsballs_grab

1999 1girls anal_only anus ass ass_focus bent_over big_ass censored close-up clothes_pull come_hither dynamite_kantou female female_only highres horny horny_female invitation inviting inviting_to_sex legs military_uniform monochrome pants pants_pull pubic_hair pussy sakura_shinguji sakura_wars sega sensual solo spread_anus sweat thick_thighs thighs voluptuous

1999 1girls anal_only anus ass ass_focus bent_over big_ass censored close-up clothes_pull come_hither dynamite_kantou female female_only highres horny horny_female invitation inviting inviting_to_sex legs military_uniform monochrome pants pants_pull pubic_hair pussy sakura_shinguji sakura_wars sega sensual solo spread_anus sweat thick_thighs thighs voluptuous

1999 anthro ass big_breasts breasts brown_body brown_fur brown_hair buckteeth chest_tuft copyright_symbol doug_winger eyewear female fluffy fluffy_tail fur glasses hair hand_on_ass hand_on_butt huge_breasts looking_at_viewer mammal nipple_outline open_mouth rodent sciurid solo squirrel_tail symbol tail teeth text tree_squirrel tuft under_boob

1999 anthro ass big_breasts breasts brown_body brown_fur brown_hair buckteeth chest_tuft copyright_symbol doug_winger eyewear female fluffy fluffy_tail fur glasses hair hand_on_ass hand_on_butt huge_breasts looking_at_viewer mammal nipple_outline open_mouth rodent sciurid solo squirrel_tail symbol tail teeth text tree_squirrel tuft under_boob

1999 anthro big_breasts bound breasts brown_body brown_eyes brown_fur brown_hair chest_tuft christmas christmas_decorations christmas_ornament copyright_symbol dialogue doug_winger english_text eyelashes female fur hair holidays labels mammal nipples nude nude_female object_in_mouth profanity ribbons rodent sciurid solo squirrel_tail symbol tail text thought_bubble tree_squirrel tuft

1999 anthro big_breasts bound breasts brown_body brown_eyes brown_fur brown_hair chest_tuft christmas christmas_decorations christmas_ornament copyright_symbol dialogue doug_winger english_text eyelashes female fur hair holidays labels mammal nipples nude nude_female object_in_mouth profanity ribbons rodent sciurid solo squirrel_tail symbol tail text thought_bubble tree_squirrel tuft

anthrobig_breasts

1999 1girls ainu_clothes ass black_hair blue_eyes blue_hair breasts female female_only fingerless_gloves from_behind gloves hair_ribbon hi_res king_of_fighters long_hair mamahaha nakoruru no_panties open_mouth retro_artstyle ribbon samurai_shodown sensual sideboob small_breasts snk traditional_media traditional_media_(artwork) translation_request weapon yoshinaga_eikichi

1999 1girls ainu_clothes ass black_hair blue_eyes blue_hair breasts female female_only fingerless_gloves from_behind gloves hair_ribbon hi_res king_of_fighters long_hair mamahaha nakoruru no_panties open_mouth retro_artstyle ribbon samurai_shodown sensual sideboob small_breasts snk traditional_media traditional_media_(artwork) translation_request weapon yoshinaga_eikichi

ainu_clothesass

1999 1girls artist_name artist_signature black_panties blue_eyes blush bra breasts brown_hair deep_cleavage female female_focus female_only g-string highleg highleg_panties huge_breasts inoue_takuya lace lace-trimmed_bra lace_trim legs lingerie office_lady open_clothes open_shirt original original_character panties pink_nail_polish pink_nails shirt solo solo_female solo_focus thighhighs thong underwear undressing

1999 1girls artist_name artist_signature black_panties blue_eyes blush bra breasts brown_hair deep_cleavage female female_focus female_only g-string highleg highleg_panties huge_breasts inoue_takuya lace lace-trimmed_bra lace_trim legs lingerie office_lady open_clothes open_shirt original original_character panties pink_nail_polish pink_nails shirt solo solo_female solo_focus thighhighs thong underwear undressing

artist_nameartist_signature

1990s 1990s_(style) 1999 2d 69 69_position 90s animated anime_style arms_(studio) astral_(words_worth) cowgirl_position cunnilingus delta_(words_worth) demon doggy_style female female_penetrated fingering fucked_from_behind groping hentai hentai_series hypnosis kissing long_video longer_than_2_minutes longer_than_3_minutes longer_than_one_minute male male/female mind_control moaning moaning_on_cock oral penis pussy reverse_cowgirl_position sex sound straight succubus succubus_wings tagme vaginal_penetration vaginal_sex video words_worth

1990s 1990s_(style) 1999 2d 69 69_position 90s animated anime_style arms_(studio) astral_(words_worth) cowgirl_position cunnilingus delta_(words_worth) demon doggy_style female female_penetrated fingering fucked_from_behind groping hentai hentai_series hypnosis kissing long_video longer_than_2_minutes longer_than_3_minutes longer_than_one_minute male male/female mind_control moaning moaning_on_cock oral penis pussy reverse_cowgirl_position sex sound straight succubus succubus_wings tagme vaginal_penetration vaginal_sex video words_worth

animatedanime_style

1990s 1999 1girls 2d 90s airtight all_three_filled anal anal_sex animated anime_style arms_(studio) breasts captured delta_(words_worth) demon demon_girl demon_horns double_penetration english_subtitles female female_penetrated hentai hentai_series japanese_dialogue longer_than_2_minutes longer_than_one_minute moaning monster monster_on_female oral oral_penetration pussy rape raped_by_tentacles restrained restrained_by_tentacles sound spitroast subtitled succubus succubus_wings tagme tentacle tentacle_in_anus tentacle_in_mouth tentacle_in_pussy tentacle_rape tentacle_sex triple_penetration uncensored vaginal_penetration video wings words_worth

1990s 1999 1girls 2d 90s airtight all_three_filled anal anal_sex animated anime_style arms_(studio) breasts captured delta_(words_worth) demon demon_girl demon_horns double_penetration english_subtitles female female_penetrated hentai hentai_series japanese_dialogue longer_than_2_minutes longer_than_one_minute moaning monster monster_on_female oral oral_penetration pussy rape raped_by_tentacles restrained restrained_by_tentacles sound spitroast subtitled succubus succubus_wings tagme tentacle tentacle_in_anus tentacle_in_mouth tentacle_in_pussy tentacle_rape tentacle_sex triple_penetration uncensored vaginal_penetration video wings words_worth

airtightall_three_filled

1999 1girls artistic_nude breasts casual closed_eyes featureless_breasts female human kasumi_(pokemon) ken_sugimori nintendo nonsexual_nudity nude nude_female nudist official_art orange_hair pale_skin pokemon pokemon_rgby pokemon_tcg sideboob small_breasts solo solo_female staryu tears water

1999 1girls artistic_nude breasts casual closed_eyes featureless_breasts female human kasumi_(pokemon) ken_sugimori nintendo nonsexual_nudity nude nude_female nudist official_art orange_hair pale_skin pokemon pokemon_rgby pokemon_tcg sideboob small_breasts solo solo_female staryu tears water

artistic_nudebreasts

1999 athletic athletic_female big_breasts blackfell blue_eyes breasts busty female female_focus female_only hourglass_figure lara_croft lara_croft_(classic) large_breasts lipstick looking_over_eyewear looking_over_sunglasses makeup navel nude nude_female nudity slim_waist sunglasses tagme tinted_eyewear tomb_raider water wide_hips

1999 athletic athletic_female big_breasts blackfell blue_eyes breasts busty female female_focus female_only hourglass_figure lara_croft lara_croft_(classic) large_breasts lipstick looking_over_eyewear looking_over_sunglasses makeup navel nude nude_female nudity slim_waist sunglasses tagme tinted_eyewear tomb_raider water wide_hips

athleticathletic_female

1990s 1999 20th_century 2_penises 2_tails ambiguous_penetration american_tails anthro archie_comics black_nose bodily_fluids boots bottomless breasts brown_body brown_fur canid canine classic_tails clothed clothing dialogue diphallia diphallism dipstick_tail duo english_text female footwear fox fur genital_fluids genitals gloves ground_squirrel hair handwear kthanid_(artist) looking_at_another looking_at_partner looking_back looking_back_at_another looking_back_at_partner male male/female mammal markings multi_genitalia multi_penis multi_tail nipples nude open_clothing open_topwear open_vest penetration penis pussy red_hair rodent sally_acorn sciurid scut_tail sega shoes short_tail small_breasts sonic_(series) sonic_satam sonic_the_hedgehog_(archie) sonic_the_hedgehog_(comics) sonic_the_hedgehog_(series) tail tail_markings tails tails_the_fox text topwear vaginal_fluids vest wildbrain

1990s 1999 20th_century 2_penises 2_tails ambiguous_penetration american_tails anthro archie_comics black_nose bodily_fluids boots bottomless breasts brown_body brown_fur canid canine classic_tails clothed clothing dialogue diphallia diphallism dipstick_tail duo english_text female footwear fox fur genital_fluids genitals gloves ground_squirrel hair handwear kthanid_(artist) looking_at_another looking_at_partner looking_back looking_back_at_another looking_back_at_partner male male/female mammal markings multi_genitalia multi_penis multi_tail nipples nude open_clothing open_topwear open_vest penetration penis pussy red_hair rodent sally_acorn sciurid scut_tail sega shoes short_tail small_breasts sonic_(series) sonic_satam sonic_the_hedgehog_(archie) sonic_the_hedgehog_(comics) sonic_the_hedgehog_(series) tail tail_markings tails tails_the_fox text topwear vaginal_fluids vest wildbrain

ambiguous_penetrationamerican_tails

1999 3_toes 4_fingers accessory anthro ass ass_focus bedroom_eyes black_body black_fur bodily_fluids bottomwear braided_hair breasts butt_focus camera chest_tuft cleavage clitoral_hood clitoris close-up closed_eyes clothed clothing cum cum_on_anus cum_on_ass cum_on_butt cum_on_penis cum_on_tail cum_string dialogue digital_media_(artwork) disembodied_penis duo erection eric_schwartz facial_markings feet felid fellatio female fingers fur genital_close-up genital_fluids genitals hair hair_accessory hair_ribbon hatching_(art) head_markings hi_res holding_camera holding_object holding_photo humanoid_genitalia humanoid_penis hybrid licking licking_lips long_hair male male/female mammal markings multiple_images narrowed_eyes nipple_outline open_mouth oral pantherine pants penetration penile penis plantigrade pussy pussy_close-up question raised_tail ribbons saliva saliva_on_tongue seductive sex shaded shirt shorts signature simple_background speech_bubble standing striped_body striped_fur striped_markings striped_tail stripes t-shirt tail tail_markings tamar toes tongue topwear tuft vaginal_fluids vaginal_penetration vein veiny_penis white_background white_body white_fur white_hair zig_zag

1999 3_toes 4_fingers accessory anthro ass ass_focus bedroom_eyes black_body black_fur bodily_fluids bottomwear braided_hair breasts butt_focus camera chest_tuft cleavage clitoral_hood clitoris close-up closed_eyes clothed clothing cum cum_on_anus cum_on_ass cum_on_butt cum_on_penis cum_on_tail cum_string dialogue digital_media_(artwork) disembodied_penis duo erection eric_schwartz facial_markings feet felid fellatio female fingers fur genital_close-up genital_fluids genitals hair hair_accessory hair_ribbon hatching_(art) head_markings hi_res holding_camera holding_object holding_photo humanoid_genitalia humanoid_penis hybrid licking licking_lips long_hair male male/female mammal markings multiple_images narrowed_eyes nipple_outline open_mouth oral pantherine pants penetration penile penis plantigrade pussy pussy_close-up question raised_tail ribbons saliva saliva_on_tongue seductive sex shaded shirt shorts signature simple_background speech_bubble standing striped_body striped_fur striped_markings striped_tail stripes t-shirt tail tail_markings tamar toes tongue topwear tuft vaginal_fluids vaginal_penetration vein veiny_penis white_background white_body white_fur white_hair zig_zag

accessoryanthro

1999 4_fingers anthro black_and_white breasts cleavage closed_eyes clothed clothing digital_drawing_(artwork) digital_media_(artwork) duo english_text eric_schwartz eyewear eyewear_on_head facial_markings fantasizing female fingers fur glasses glasses_on_head hair hand_on_own_breast head_markings head_on_hand heart_symbol hybrid lidded_eyes long_hair looking_pleasured mammal markings medium_hair mephitid monochrome nipple_outline open_mouth sabrina_(sabrina_online) sabrina_online signature simple_background skunk striped_body striped_fur stripes text thought_bubble translucent translucent_hair white_background white_hair zig_zag

1999 4_fingers anthro black_and_white breasts cleavage closed_eyes clothed clothing digital_drawing_(artwork) digital_media_(artwork) duo english_text eric_schwartz eyewear eyewear_on_head facial_markings fantasizing female fingers fur glasses glasses_on_head hair hand_on_own_breast head_markings head_on_hand heart_symbol hybrid lidded_eyes long_hair looking_pleasured mammal markings medium_hair mephitid monochrome nipple_outline open_mouth sabrina_(sabrina_online) sabrina_online signature simple_background skunk striped_body striped_fur stripes text thought_bubble translucent translucent_hair white_background white_hair zig_zag

anthroblack_and_white

1999 4_fingers all_the_way_through all_three_filled ambiguous_gender anal anal_sex anthro ass big_breasts black_body black_fur bodily_fluids boots breasts clothing consentacles cum cum_covered cum_in_hair cum_on_ass cum_on_breasts cum_on_butt cum_on_face cum_on_tentacle demon demona_(joe_rosales) duo eric_schwartz female female/ambiguous fingers fishnet_clothing fishnet_legwear fur genital_fluids hair hand_on_ass hand_on_butt hatching_(art) heart_symbol high_heeled_boots high_heels horn legwear legwear_only licking licking_lips lidded_eyes long_hair looking_at_another looking_at_partner looking_back looking_pleasured mammal mephitid messy monochrome multiple_insertions nipples oral oral_penetration penetration pussy raised_tail restrained restrained_by_tentacles sex shaded side_boob side_view simple_shading skunk slimy_(eric_schwartz) tail tentacle tentacle_around_horn tentacle_creature tentacle_in_ass tentacle_in_mouth tentacle_in_pussy tentacle_penetration tentacle_sex tentacles_around_arms tentacles_around_legs tentacles_around_tail tongue traditional_media_(artwork) vaginal_penetration white_body white_fur

1999 4_fingers all_the_way_through all_three_filled ambiguous_gender anal anal_sex anthro ass big_breasts black_body black_fur bodily_fluids boots breasts clothing consentacles cum cum_covered cum_in_hair cum_on_ass cum_on_breasts cum_on_butt cum_on_face cum_on_tentacle demon demona_(joe_rosales) duo eric_schwartz female female/ambiguous fingers fishnet_clothing fishnet_legwear fur genital_fluids hair hand_on_ass hand_on_butt hatching_(art) heart_symbol high_heeled_boots high_heels horn legwear legwear_only licking licking_lips lidded_eyes long_hair looking_at_another looking_at_partner looking_back looking_pleasured mammal mephitid messy monochrome multiple_insertions nipples oral oral_penetration penetration pussy raised_tail restrained restrained_by_tentacles sex shaded side_boob side_view simple_shading skunk slimy_(eric_schwartz) tail tentacle tentacle_around_horn tentacle_creature tentacle_in_ass tentacle_in_mouth tentacle_in_pussy tentacle_penetration tentacle_sex tentacles_around_arms tentacles_around_legs tentacles_around_tail tongue traditional_media_(artwork) vaginal_penetration white_body white_fur

all_the_way_throughall_three_filled

1990s 1990s_(style) 1999 1boy 1girls 20th_century 2d 2d_(artwork) 2d_animation 2girls 90s 960x720 almost_caught animated animation 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_audio english_dialogue english_dub english_voice english_voice_acting female forest fujima_moeko glasses green_eyes green_eyes_female hentai hentai_series 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_male_and_younger_female orange_dress over_480p peeing peeing_female pink_pineapple rape recording recording_sex red_hair rubbing_ass rubbing_leg shusaku socks sound tears 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 2d_(artwork) 2d_animation 2girls 90s 960x720 almost_caught animated animation 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_audio english_dialogue english_dub english_voice english_voice_acting female forest fujima_moeko glasses green_eyes green_eyes_female hentai hentai_series 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_male_and_younger_female orange_dress over_480p peeing peeing_female pink_pineapple rape recording recording_sex red_hair rubbing_ass rubbing_leg shusaku socks sound tears twintails twintails_(hairstyle) urine video video_camera video_recording virgin virginity_loss voice_acted waiting_for_sex watching yellow_towel younger_female

almost_caughtanimated

1999 artist_name artist_signature athletic athletic_female aya_brea blonde_hair blue_eyes busty don_shigeru edit female female_focus female_only hourglass_figure parasite_eve pinup pinup_pose short_hair square_enix tagme tagme_(artist) wide_hips

1999 artist_name artist_signature athletic athletic_female aya_brea blonde_hair blue_eyes busty don_shigeru edit female female_focus female_only hourglass_figure parasite_eve pinup pinup_pose short_hair square_enix tagme tagme_(artist) wide_hips

artist_nameartist_signature

1999 artist_name artist_signature athletic athletic_female aya_brea blonde_hair blue_eyes busty don_shigeru female female_focus female_only hourglass_figure parasite_eve pinup pinup_pose short_hair square_enix tagme tagme_(artist) wide_hips

1999 artist_name artist_signature athletic athletic_female aya_brea blonde_hair blue_eyes busty don_shigeru female female_focus female_only hourglass_figure parasite_eve pinup pinup_pose short_hair square_enix tagme tagme_(artist) wide_hips

artist_nameartist_signature

1999 1girls anus ass big_ass big_breasts bread breasts canon_pregnancy cum cum_on_body female huge_ass huge_belly huge_butt kiki's_delivery_service large_breasts nipples nude osono pregnant pussy red_hair scat team_shuffle translated trump trump_(team_shuffle)

1999 1girls anus ass big_ass big_breasts bread breasts canon_pregnancy cum cum_on_body female huge_ass huge_belly huge_butt kiki's_delivery_service large_breasts nipples nude osono pregnant pussy red_hair scat team_shuffle translated trump trump_(team_shuffle)

1999 3d 4girls 90s begging begging_for_life black_hair bondage brown_hair chain_collar chain_gang coffle collar desert execution exposed female female_only insects naked_female nude nude_female red_hair render slave_raid spread_eagle thrallord

1999 3d 4girls 90s begging begging_for_life black_hair bondage brown_hair chain_collar chain_gang coffle collar desert execution exposed female female_only insects naked_female nude nude_female red_hair render slave_raid spread_eagle thrallord

beggingbegging_for_life

1999 3d 6boys abducted arms_tied_to_pole ballet bondage bound castle cmnf female forced_to_watch kidnapped kidnapping kneeling kneeling_female knight male naked_female nude nude_female render rope_bondage swan_lake thrallord wrists_tied

1999 3d 6boys abducted arms_tied_to_pole ballet bondage bound castle cmnf female forced_to_watch kidnapped kidnapping kneeling kneeling_female knight male naked_female nude nude_female render rope_bondage swan_lake thrallord wrists_tied

abductedarms_tied_to_pole

1990s 1999 2girls balloon_inflation belly_expansion blonde_hair breast_expansion breasts breasts_bigger_than_head brunette bursting colored comic death defeated female female_death fuusenroba gloves inflation kiss kiss_of_death kissing_through_mask kitana leotard mileena mortal_kombat multiple_girls popping ripping_clothing tagme thighhighs

1990s 1999 2girls balloon_inflation belly_expansion blonde_hair breast_expansion breasts breasts_bigger_than_head brunette bursting colored comic death defeated female female_death fuusenroba gloves inflation kiss kiss_of_death kissing_through_mask kitana leotard mileena mortal_kombat multiple_girls popping ripping_clothing tagme thighhighs

balloon_inflationbelly_expansion

1990s 1999 2girls anthro beer belly_expansion blimp blue_pony breast_expansion breasts breasts_bigger_than_head carrie_nation colored comic dialogue female floating fuusenroba horse hose hose_bulge immobile inflation multiple_girls narration nude spherical_inflation sunken_head sunken_limbs tagme tethered text

1990s 1999 2girls anthro beer belly_expansion blimp blue_pony breast_expansion breasts breasts_bigger_than_head carrie_nation colored comic dialogue female floating fuusenroba horse hose hose_bulge immobile inflation multiple_girls narration nude spherical_inflation sunken_head sunken_limbs tagme tethered text

1990s 1999 2girls anal_insertion anthro beer belly_expansion blue_pony breast_expansion breasts breasts_bigger_than_head carrie_nation colored comic dialogue female fuusenroba horse hose hose_bulge immobile implied_penetration inflation leotard multiple_girls narration nipples nude rolling spherical_inflation tagme text

1990s 1999 2girls anal_insertion anthro beer belly_expansion blue_pony breast_expansion breasts breasts_bigger_than_head carrie_nation colored comic dialogue female fuusenroba horse hose hose_bulge immobile implied_penetration inflation leotard multiple_girls narration nipples nude rolling spherical_inflation tagme text

anal_insertionanthro

1990s 1999 2girls anthro axe beer belly_expansion blue_pony breast_expansion breasts breasts_bigger_than_head carrie_nation colored comic dialogue female fuusenroba horse immobile inflation multiple_girls narration nude tagme text

1990s 1999 2girls anthro axe beer belly_expansion blue_pony breast_expansion breasts breasts_bigger_than_head carrie_nation colored comic dialogue female fuusenroba horse immobile inflation multiple_girls narration nude tagme text

1990s 1999 2girls anthro beer belly_expansion blue_pony breast_expansion breasts breasts_bigger_than_head carrie_nation colored comic dialogue female fuusenroba glasses horse inflation multiple_girls narration nude tagme tail text

1990s 1999 2girls anthro beer belly_expansion blue_pony breast_expansion breasts breasts_bigger_than_head carrie_nation colored comic dialogue female fuusenroba glasses horse inflation multiple_girls narration nude tagme tail text

1990s 1999 1boy 1girls anthro belly_expansion boxers bra breast_expansion christmas colored female fuusenroba horse hug inflation inflation_fetish male panties soft_belly tagme

1990s 1999 1boy 1girls anthro belly_expansion boxers bra breast_expansion christmas colored female fuusenroba horse hug inflation inflation_fetish male panties soft_belly tagme

anthrobelly_expansion

1990s 1999 20th_century 2boys anal anal_penetration anal_sex anthro ass balls bow bunny bushycat claws crying cum cum_in_ass ejaculate felid feline furry gay lagomorph lapine living_plush living_plushie long_tail male male_penetrated male_penetrating male_penetrating_male penis penis_in_ass plush plushie plushophilia rabbit ribbon semen short_tail skinny_tail stuffed_animal stuffed_toy tail tears testicles toe_claws whiskers yaoi

1990s 1999 20th_century 2boys anal anal_penetration anal_sex anthro ass balls bow bunny bushycat claws crying cum cum_in_ass ejaculate felid feline furry gay lagomorph lapine living_plush living_plushie long_tail male male_penetrated male_penetrating male_penetrating_male penis penis_in_ass plush plushie plushophilia rabbit ribbon semen short_tail skinny_tail stuffed_animal stuffed_toy tail tears testicles toe_claws whiskers yaoi

analanal_penetration

1990s 1999 20th_century 2boys anthro canid canine cum_in_mouth cum_in_own_mouth dog drinking_own_cum duo erect_penis erection fox frank_gembeck furry gay genitals licking_ass malamute male male/male male_focus male_only nipples penis rimjob rimming rimming_male vulpine yaoi

1990s 1999 20th_century 2boys anthro canid canine cum_in_mouth cum_in_own_mouth dog drinking_own_cum duo erect_penis erection fox frank_gembeck furry gay genitals licking_ass malamute male male/male male_focus male_only nipples penis rimjob rimming rimming_male vulpine yaoi

1990s 1999 20th_century 2boys anal anal_penetration anal_sex anthro anthro_on_anthro anthro_penetrated anthro_penetrating anthro_penetrating_anthro ass balls collar duo eyes_closed felid feline frank_gembeck furry gay gay_sex leopard male male/male male_focus male_only male_penetrated male_penetrating male_penetrating_male mammal nipples penis penis_in_ass ponytail sex sexual_intercourse snow_leopard testicles white_hair yaoi

1990s 1999 20th_century 2boys anal anal_penetration anal_sex anthro anthro_on_anthro anthro_penetrated anthro_penetrating anthro_penetrating_anthro ass balls collar duo eyes_closed felid feline frank_gembeck furry gay gay_sex leopard male male/male male_focus male_only male_penetrated male_penetrating male_penetrating_male mammal nipples penis penis_in_ass ponytail sex sexual_intercourse snow_leopard testicles white_hair yaoi

analanal_penetration

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