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2000

1girls 2000 chibigou female final_fantasy_vii lowres square_enix tifa_lockhart
1girls 2000 chibigou female final_fantasy_vii lowres square_enix tifa_lockhart
2000 ambiguous_penetration anthro black_nose breasts brown_body brown_fur brown_hair busty_feral canid canine canis claws duo female female_penetrated feral forest fur grey_body grey_fur hair kthanid_(artist) looking_at_another looking_at_partner looking_back looking_back_at_another looking_back_at_partner male male/female male_penetrating male_penetrating_female mammal moon mythological_canine mythological_creature mythology night penetration plant red_eyes sex shrub tongue tongue_out tree were werecanid werecanine werewolf wolf
2000 ambiguous_penetration anthro black_nose breasts brown_body brown_fur brown_hair busty_feral canid canine canis claws duo female female_penetrated feral forest fur grey_body grey_fur hair kthanid_(artist) looking_at_another looking_at_partner looking_back looking_back_at_another looking_back_at_partner male male/female male_penetrating male_penetrating_female mammal moon mythological_canine mythological_creature mythology night penetration plant red_eyes sex shrub tongue tongue_out tree were werecanid werecanine werewolf wolf
1girls 2000 arm_support ass barefoot bed big_ass big_breasts bikini blush breast_press breasts busty feet female female_only half-closed_eyes hayami_akira_(kyoutei_shoujo) highres japanese_text kogawa_masayoshi kyoutei_shoujo large_breasts lipstick looking_at_viewer lying makeup monochrome on_stomach parted_lips pose posing seductive seductive_look seductive_smile sensual short_hair smile solo source_request swimsuit the_pose thong_bikini topless traditional_media translation_request untied_bikini
1girls 2000 arm_support ass barefoot bed big_ass big_breasts bikini blush breast_press breasts busty feet female female_only half-closed_eyes hayami_akira_(kyoutei_shoujo) highres japanese_text kogawa_masayoshi kyoutei_shoujo large_breasts lipstick looking_at_viewer lying makeup monochrome on_stomach parted_lips pose posing seductive seductive_look seductive_smile sensual short_hair smile solo source_request swimsuit the_pose thong_bikini topless traditional_media translation_request untied_bikini
2000 2000s 2020 2020s 2024 2024s bare_breasts breasts cartoony copyright digital edited edited_image naked naked_female nickelodeon nude nude_female pussy sandy_cheeks screenshot screenshot_edit spongebob_squarepants squirrel squirrel_tail toony
2000 2000s 2020 2020s 2024 2024s bare_breasts breasts cartoony copyright digital edited edited_image naked naked_female nickelodeon nude nude_female pussy sandy_cheeks screenshot screenshot_edit spongebob_squarepants squirrel squirrel_tail toony
2000 anthro anus balls bartholomew_bat bat bat_wings bodily_fluids breast_lick breast_play breasts duo female female_penetrated flying flying_sex forest fur genital_fluids genitals hair honey_mouse kthanid_(artist) licking male male/female male_penetrating male_penetrating_female mammal membrane_(anatomy) membranous_wings mouse murid murine orange_hair outside penetration penile penile_penetration penis penis_in_pussy pink_nose plant purple_eyes rodent rutwell_forest sex spread_wings tail tongue tree vaginal_fluids vaginal_penetration vaginal_penetration winged_arms wings yellow_body yellow_fur
2000 anthro anus balls bartholomew_bat bat bat_wings bodily_fluids breast_lick breast_play breasts duo female female_penetrated flying flying_sex forest fur genital_fluids genitals hair honey_mouse kthanid_(artist) licking male male/female male_penetrating male_penetrating_female mammal membrane_(anatomy) membranous_wings mouse murid murine orange_hair outside penetration penile penile_penetration penis penis_in_pussy pink_nose plant purple_eyes rodent rutwell_forest sex spread_wings tail tongue tree vaginal_fluids vaginal_penetration vaginal_penetration winged_arms wings yellow_body yellow_fur
2000 anthro ass_up balls beuford_bloodhound black_nose bodily_fluids bottomless breasts brown_hair camera canid canine canis closed_eyes clothed clothing domestic_dog duo english_text erection exhibitionism female forest fur genital_fluids genitals gloves_(marking) hair kthanid_(artist) leg_markings looking_at_another male male/female male_focus mammal markings masturbation mustelid nipples nude olivia_otter open_clothing open_mouth open_topwear open_vest otter outside panties panties_down partially_clothed peeping penile penile_masturbation penis plant precum rutwell_forest sheriff_badge signpost socks_(marking) spread_legs spreading tail text thought_bubble topwear tree underwear underwear_down vaginal_fluids vaginal_masturbation vaginal_penetration vest voyeur watermark yellow_body yellow_fur
2000 anthro ass_up balls beuford_bloodhound black_nose bodily_fluids bottomless breasts brown_hair camera canid canine canis closed_eyes clothed clothing domestic_dog duo english_text erection exhibitionism female forest fur genital_fluids genitals gloves_(marking) hair kthanid_(artist) leg_markings looking_at_another male male/female male_focus mammal markings masturbation mustelid nipples nude olivia_otter open_clothing open_mouth open_topwear open_vest otter outside panties panties_down partially_clothed peeping penile penile_masturbation penis plant precum rutwell_forest sheriff_badge signpost socks_(marking) spread_legs spreading tail text thought_bubble topwear tree underwear underwear_down vaginal_fluids vaginal_masturbation vaginal_penetration vest voyeur watermark yellow_body yellow_fur
1girls 2000 2000s 8_breasts animal_ears arm_up artist_name artist_signature big_breasts blonde_hair blue_eyes bottomless breasts breasts_out clothing cow_ears cow_girl fam_(ramz-kun) female female_only furry gift_art humanoid jacket kemonomimi kemonomimi_mode knees_up looking_at_viewer lying medium_hair multi_breast nipples on_back one_eye_closed open_clothes open_jacket original original_character partially_clothed red_background sharp_nails simple_background solo tan_fur upside-down wristband yakuta_tetsuya
1girls 2000 2000s 8_breasts animal_ears arm_up artist_name artist_signature big_breasts blonde_hair blue_eyes bottomless breasts breasts_out clothing cow_ears cow_girl fam_(ramz-kun) female female_only furry gift_art humanoid jacket kemonomimi kemonomimi_mode knees_up looking_at_viewer lying medium_hair multi_breast nipples on_back one_eye_closed open_clothes open_jacket original original_character partially_clothed red_background sharp_nails simple_background solo tan_fur upside-down wristband yakuta_tetsuya
2000 anthro anus ass_up bed braided_hair breasts brown_body brown_fur clitoris closed_eyes cunnilingus deer dialogue donna_doe duo english_text female female/female fur furniture genitals hair hooves kthanid_(artist) long_hair mammal mustelid nipples nude olivia_otter open_mouth oral otter pussy raised_tail rear_view rutwell_forest sex tail text vaginal_penetration
2000 anthro anus ass_up bed braided_hair breasts brown_body brown_fur clitoris closed_eyes cunnilingus deer dialogue donna_doe duo english_text female female/female fur furniture genitals hair hooves kthanid_(artist) long_hair mammal mustelid nipples nude olivia_otter open_mouth oral otter pussy raised_tail rear_view rutwell_forest sex tail text vaginal_penetration
2000 accipitrid accipitriform ambiguous_penetration anthro anthro_on_feral anthro_penetrated avian bald_eagle beak bird bodily_fluids breasts brown_body brown_feathers cleavage clothed clothing condom cum dialogue donna_doe dress duo eagle english_text eyelashes feathers female feral feral_penetrating feral_penetrating_anthro filled_condom fur genital_fluids hair hooves kthanid_(artist) male male/female open_beak open_mouth panties pencil_(object) penetration prez_(kthanid) raised_clothing raised_dress raised_tail rutwell_forest scut_tail sea_eagle sex sexual_barrier_device short_tail tail text underwear zoophilia
2000 accipitrid accipitriform ambiguous_penetration anthro anthro_on_feral anthro_penetrated avian bald_eagle beak bird bodily_fluids breasts brown_body brown_feathers cleavage clothed clothing condom cum dialogue donna_doe dress duo eagle english_text eyelashes feathers female feral feral_penetrating feral_penetrating_anthro filled_condom fur genital_fluids hair hooves kthanid_(artist) male male/female open_beak open_mouth panties pencil_(object) penetration prez_(kthanid) raised_clothing raised_dress raised_tail rutwell_forest scut_tail sea_eagle sex sexual_barrier_device short_tail tail text underwear zoophilia
2000 after_sex anatid anseriform anthro anus avian balls bird black_hair black_nose blonde_hair blue_body blue_feathers bodily_fluids breasts brown_body brown_fur buckteeth cleo_cattrah clitoris cum dialogue dipstick_tail domestic_cat duck english_text feathers felid feline felis female fluffy fluffy_tail fur genital_fluids genitals green_eyes grey_body grey_fur group hair hi_res honey_mouse joy_bunny kthanid_(artist) lagomorph leporid lucky_duck_(kthanid) male mammal markings martin_mink mink mouse murid murine mustelid musteline nikki_squirrel nipples nude penis pink_nose pubes purple_body purple_fur pussy rabbit randy_rabbit rodent rutwell_forest sciurid tail tail_markings tan_body tan_fur teeth text toony tree_squirrel true_musteline vaginal_fluids white_body white_fur willomeena yellow_body yellow_fur
2000 after_sex anatid anseriform anthro anus avian balls bird black_hair black_nose blonde_hair blue_body blue_feathers bodily_fluids breasts brown_body brown_fur buckteeth cleo_cattrah clitoris cum dialogue dipstick_tail domestic_cat duck english_text feathers felid feline felis female fluffy fluffy_tail fur genital_fluids genitals green_eyes grey_body grey_fur group hair hi_res honey_mouse joy_bunny kthanid_(artist) lagomorph leporid lucky_duck_(kthanid) male mammal markings martin_mink mink mouse murid murine mustelid musteline nikki_squirrel nipples nude penis pink_nose pubes purple_body purple_fur pussy rabbit randy_rabbit rodent rutwell_forest sciurid tail tail_markings tan_body tan_fur teeth text toony tree_squirrel true_musteline vaginal_fluids white_body white_fur willomeena yellow_body yellow_fur
00s 2000 2000s 2000s_(style) 2000s_and_2010s_style 2d 2d_(artwork) 720p 960x720 blonde_female blonde_hair breast_grab breast_squeeze breasts breasts_out collar elf_(company) english_subtitles english_text female hentai hentai_series japanese_dialogue japanese_voice_acting longer_than_30_seconds longer_than_3_minutes longer_than_one_minute maejima_kaori medium_breasts missionary_position nipple nipples orgasm orgasm_face over_480p piano pink_pineapple rape ripped_clothing sex shorter_than_five_minutes shorter_than_four_minutes shusaku shusaku_replay sound spanked spanking subtitled subtitles tagme thrusting thrusting_into_ass uncensored vaginal_penetration video
00s 2000 2000s 2000s_(style) 2000s_and_2010s_style 2d 2d_(artwork) 720p 960x720 blonde_female blonde_hair breast_grab breast_squeeze breasts breasts_out collar elf_(company) english_subtitles english_text female hentai hentai_series japanese_dialogue japanese_voice_acting longer_than_30_seconds longer_than_3_minutes longer_than_one_minute maejima_kaori medium_breasts missionary_position nipple nipples orgasm orgasm_face over_480p piano pink_pineapple rape ripped_clothing sex shorter_than_five_minutes shorter_than_four_minutes shusaku shusaku_replay sound spanked spanking subtitled subtitles tagme thrusting thrusting_into_ass uncensored vaginal_penetration video
2000 2girls 3d black_hair bondage branding_iron naked_female nude_female orange_hair render restrained slavegirl thrallord whip
2000 2girls 3d black_hair bondage branding_iron naked_female nude_female orange_hair render restrained slavegirl thrallord whip
2000 antennae_(anatomy) bondage fairy fairy_wings female female_only naked_female needle nude_female pins purple_hair restrained solo_female table thrallord torture
2000 antennae_(anatomy) bondage fairy fairy_wings female female_only naked_female needle nude_female pins purple_hair restrained solo_female table thrallord torture
2000 2girls anthro belly_expansion breast_expansion colored comic decompression fuusenroba horse_girl inflation multiple_girls space spherical_inflation sunken_head sunken_limbs tail
2000 2girls anthro belly_expansion breast_expansion colored comic decompression fuusenroba horse_girl inflation multiple_girls space spherical_inflation sunken_head sunken_limbs tail
2000 2girls anthro belly_expansion breast_expansion colored comic decompression fuusenroba horse_girl inflation multiple_girls space tail
2000 2girls anthro belly_expansion breast_expansion colored comic decompression fuusenroba horse_girl inflation multiple_girls space tail
2000 2girls anthro belly_expansion breast_expansion colored comic cracking_glass decompression filling_hallway fuusenroba horse_girl inflation multiple_girls space spherical_inflation tail
2000 2girls anthro belly_expansion breast_expansion colored comic cracking_glass decompression filling_hallway fuusenroba horse_girl inflation multiple_girls space spherical_inflation tail
2000 2girls anthro belly_expansion breast_expansion colored comic decompression fuusenroba horse_girl inflation multiple_girls space spherical_inflation tail
2000 2girls anthro belly_expansion breast_expansion colored comic decompression fuusenroba horse_girl inflation multiple_girls space spherical_inflation tail
2000 ababachenchen big_ass body_writing candle chainsaw_man dat_ass female female_only hairpin higashiyama_kobeni panties partially_nude pouting red_background simple_background solo thick thick_ass thick_thighs thunder_thighs wet_body wet_skin
2000 ababachenchen big_ass body_writing candle chainsaw_man dat_ass female female_only hairpin higashiyama_kobeni panties partially_nude pouting red_background simple_background solo thick thick_ass thick_thighs thunder_thighs wet_body wet_skin
1girls 2000 cuckold enrique_(skies_of_arcadia) female forced_to_watch moegi_(skies_of_arcadia) multiple_boys rape sega skies_of_arcadia umedama_nabu
1girls 2000 cuckold enrique_(skies_of_arcadia) female forced_to_watch moegi_(skies_of_arcadia) multiple_boys rape sega skies_of_arcadia umedama_nabu
2000 anal anal_sex animal_genitalia animal_penis anthro balls bodily_fluids bovid bovine caprine cattle cum cum_on_chest equid equine equine_genitalia equine_penis genital_fluids genitals group handjob hooves horn horse male male/male mammal penetration penile penis rog_minotaur sex sheep voyeur
2000 anal anal_sex animal_genitalia animal_penis anthro balls bodily_fluids bovid bovine caprine cattle cum cum_on_chest equid equine equine_genitalia equine_penis genital_fluids genitals group handjob hooves horn horse male male/male mammal penetration penile penis rog_minotaur sex sheep voyeur
1boy 1girls 2000 breast_expansion breast_implants breasts_bigger_than_torso caption colored gideon grabbing_chair human implants knocking_over ripped_clothing ripping_clothing short_hair tagme top_heavy
1boy 1girls 2000 breast_expansion breast_implants breasts_bigger_than_torso caption colored gideon grabbing_chair human implants knocking_over ripped_clothing ripping_clothing short_hair tagme top_heavy
1girls 2000 breasts_bigger_than_head colored female fox_girl furry fuusenroba high_heels tagme
1girls 2000 breasts_bigger_than_head colored female fox_girl furry fuusenroba high_heels tagme
2000 ikkitousen japanese_text kanu_unchou manga panties peeing peeing_self white_panties
2000 ikkitousen japanese_text kanu_unchou manga panties peeing peeing_self white_panties
1boy1girl 2000 anthro ass_expansion bovine breast_expansion bursting colored comic cow_girl dialogue female fuusenroba inflation leprechaun leprechaun_(series) male milk popping rat stuck_in_door tagme
1boy1girl 2000 anthro ass_expansion bovine breast_expansion bursting colored comic cow_girl dialogue female fuusenroba inflation leprechaun leprechaun_(series) male milk popping rat stuck_in_door tagme
1boy1girl 2000 anthro ass_expansion bovine breast_expansion colored comic cow_girl dialogue female fuusenroba inflation leprechaun leprechaun_(series) male rat stuck_in_door tagme
1boy1girl 2000 anthro ass_expansion bovine breast_expansion colored comic cow_girl dialogue female fuusenroba inflation leprechaun leprechaun_(series) male rat stuck_in_door tagme
1boy1girl 2000 anthro ass_expansion bovine breast_expansion colored comic cow_girl dialogue female fuusenroba inflation leprechaun leprechaun_(series) male rat tagme
1boy1girl 2000 anthro ass_expansion bovine breast_expansion colored comic cow_girl dialogue female fuusenroba inflation leprechaun leprechaun_(series) male rat tagme
1boy1girl 2000 ass_expansion bovine breast_expansion colored comic cow_girl dialogue female fuusenroba inflation leprechaun leprechaun_(series) male rat tagme
1boy1girl 2000 ass_expansion bovine breast_expansion colored comic cow_girl dialogue female fuusenroba inflation leprechaun leprechaun_(series) male rat tagme
2000 2boys anal anal_sex animal_genitalia animal_penis bear bigger_male butt butt_cheeks butt_crack chris_sutor elephant furry gay genitals green_eyes interspecies male male/male male_penetrated male_penetrating male_penetrating_male no_tail outdoor_sex outdoors outside outside_sex panda penis penis_in_ass size_difference smaller_male testicles toony trunk tusk ursid ursine yaoi
2000 2boys anal anal_sex animal_genitalia animal_penis bear bigger_male butt butt_cheeks butt_crack chris_sutor elephant furry gay genitals green_eyes interspecies male male/male male_penetrated male_penetrating male_penetrating_male no_tail outdoor_sex outdoors outside outside_sex panda penis penis_in_ass size_difference smaller_male testicles toony trunk tusk ursid ursine yaoi
1boy 2000 anthro bat chris_sutor fangs flamboyant furry genitals leg_up limp_wrist male male_focus male_only neckerchief penis pink_body pink_fur pointy_ears purple_eyes purple_nose sharp_teeth solo solo_male testicles wings
1boy 2000 anthro bat chris_sutor fangs flamboyant furry genitals leg_up limp_wrist male male_focus male_only neckerchief penis pink_body pink_fur pointy_ears purple_eyes purple_nose sharp_teeth solo solo_male testicles wings
2000 2boys anthro black_and_white canid canine chris_sutor dildo equid equine furry gay gloves grabbing_tail hat headband headwear hooves horse hot_dogging hotdogging interspecies lupine male_focus male_only paws penis riding_crop saddle sex_toy tail tail_grab wolf yaoi
2000 2boys anthro black_and_white canid canine chris_sutor dildo equid equine furry gay gloves grabbing_tail hat headband headwear hooves horse hot_dogging hotdogging interspecies lupine male_focus male_only paws penis riding_crop saddle sex_toy tail tail_grab wolf yaoi
1boy 1girls 2000 blush bottomless breasts cleavage dark-skinned_male decensored edit female merchant pussy sega sex shopkeeper skies_of_arcadia third-party_edit umedama_nabu vaginal_penetration
1boy 1girls 2000 blush bottomless breasts cleavage dark-skinned_male decensored edit female merchant pussy sega sex shopkeeper skies_of_arcadia third-party_edit umedama_nabu vaginal_penetration
1boy 1girls 2000 afterimage belle_(skies_of_arcadia) blush bouncing_breasts breasts crying cum cum_in_pussy dark-skinned_male decensored edited female motion_blur nipples pubic_hair pussy sega sex skies_of_arcadia third-party_edit umedama_nabu vaginal_penetration
1boy 1girls 2000 afterimage belle_(skies_of_arcadia) blush bouncing_breasts breasts crying cum cum_in_pussy dark-skinned_male decensored edited female motion_blur nipples pubic_hair pussy sega sex skies_of_arcadia third-party_edit umedama_nabu vaginal_penetration
1boy 1girls 2000 anal breasts crossed_legs crying crying_with_eyes_open cum cum_in_ass dark-skinned_male decensored dildo edit female glasses kalifa_(skies_of_arcadia) nipples nude pubic_hair sega sex skies_of_arcadia sweat third-party_edit umedama_nabu vaginal_object_insertion
1boy 1girls 2000 anal breasts crossed_legs crying crying_with_eyes_open cum cum_in_ass dark-skinned_male decensored dildo edit female glasses kalifa_(skies_of_arcadia) nipples nude pubic_hair sega sex skies_of_arcadia sweat third-party_edit umedama_nabu vaginal_object_insertion
1boy 2000 anthro anus bat bat_wings bondage bound bound_wrists bushycat butthole clawed_feet claws coffin furry genitals male_focus male_only penis short_tail solo solo_male tail testicles wings
1boy 2000 anthro anus bat bat_wings bondage bound bound_wrists bushycat butthole clawed_feet claws coffin furry genitals male_focus male_only penis short_tail solo solo_male tail testicles wings
1boy 2000 anal anal_insertion anal_penetration anthro black_and_white bondage bound bound_ankles bound_penis bound_wrists bushycat candles cat chains claws cum dildo dildo_in_ass ejaculate felid feline furry leaking_cum leaking_penis long_tail male male_focus male_only nipple_clamps nipples penis semen sex_toy sex_toy_in_ass skinny_tail solo solo_male tail testicles toe_claws traditional_art traditional_media traditional_media_(artwork)
1boy 2000 anal anal_insertion anal_penetration anthro black_and_white bondage bound bound_ankles bound_penis bound_wrists bushycat candles cat chains claws cum dildo dildo_in_ass ejaculate felid feline furry leaking_cum leaking_penis long_tail male male_focus male_only nipple_clamps nipples penis semen sex_toy sex_toy_in_ass skinny_tail solo solo_male tail testicles toe_claws traditional_art traditional_media traditional_media_(artwork)
2000 black_and_white bound_wrists breasts completely_nude completely_nude_female deep_purple_'72 greyscale kururu_marl large_breasts marl_kingdom monochrome nippon_ichi_software pussy rhapsody:_a_musical_adventure tentacle tentacle_sex
2000 black_and_white bound_wrists breasts completely_nude completely_nude_female deep_purple_'72 greyscale kururu_marl large_breasts marl_kingdom monochrome nippon_ichi_software pussy rhapsody:_a_musical_adventure tentacle tentacle_sex