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2000

00s 1080p 1440x1080 1boy 2000 2000s_and_2010s_style 2d 2d_(artwork) 2d_animation 2girls amagake_naoki athlete athletic_female basketball basketball_player basketball_uniform blue_eyes blue_eyes_female caught caught_in_4k caught_in_the_act clothed_male crossnet_(company) distress dubbed_version earrings english_audio english_dub english_voice english_voice_acting fat_man female fingering_another fingering_pussy five_card fondling_breasts forced from_behind_position grabbing_hips green_hair green_hair_female grey_eyes grinding_through_clothes gym gym_clothes gym_teacher hi_res high_resolution highres humping indoors inner_thoughts interrupted longer_than_30_seconds longer_than_one_minute misogi_mayu mp4 nutech_digital older_male older_male_younger_female over_480p pervert_male resisting_pleasure sound standing sunset tagme upset video voice_acted younger_female
00s 1080p 1440x1080 1boy 2000 2000s_and_2010s_style 2d 2d_(artwork) 2d_animation 2girls amagake_naoki athlete athletic_female basketball basketball_player basketball_uniform blue_eyes blue_eyes_female caught caught_in_4k caught_in_the_act clothed_male crossnet_(company) distress dubbed_version earrings english_audio english_dub english_voice english_voice_acting fat_man female fingering_another fingering_pussy five_card fondling_breasts forced from_behind_position grabbing_hips green_hair green_hair_female grey_eyes grinding_through_clothes gym gym_clothes gym_teacher hi_res high_resolution highres humping indoors inner_thoughts interrupted longer_than_30_seconds longer_than_one_minute misogi_mayu mp4 nutech_digital older_male older_male_younger_female over_480p pervert_male resisting_pleasure sound standing sunset tagme upset video voice_acted younger_female
2000 abs anthro avian balls beak biceps big_penis blonde_hair feathers flaccid genitals grey_beak grey_penis gryphon hair hand_on_hip hand_on_own_hip holding_own_penis huge_cock humanoid_genitalia humanoid_penis hyper hyper_genitalia hyper_penis jervillian long_penis male muscular muscular_anthro muscular_male mythological_avian mythological_creature mythology navel nude pecs penis portrait red_body red_feathers shaded simple_background solo standing tail tail_feathers three-quarter_portrait traditional_media_(artwork) white_background yellow_body yellow_feathers
2000 abs anthro avian balls beak biceps big_penis blonde_hair feathers flaccid genitals grey_beak grey_penis gryphon hair hand_on_hip hand_on_own_hip holding_own_penis huge_cock humanoid_genitalia humanoid_penis hyper hyper_genitalia hyper_penis jervillian long_penis male muscular muscular_anthro muscular_male mythological_avian mythological_creature mythology navel nude pecs penis portrait red_body red_feathers shaded simple_background solo standing tail tail_feathers three-quarter_portrait traditional_media_(artwork) white_background yellow_body yellow_feathers
2000 anthro anubian_jackal anubis black_body black_fur canid canine canis deity digital_drawing_(artwork) digital_media_(artwork) egyptian_mythology flaccid fur genitals jackal kali-anuka male mammal melee_weapon middle_eastern_mythology mythology navel nipples noseless nude pecs penis plantigrade snout solo standing sword tail weapon
2000 anthro anubian_jackal anubis black_body black_fur canid canine canis deity digital_drawing_(artwork) digital_media_(artwork) egyptian_mythology flaccid fur genitals jackal kali-anuka male mammal melee_weapon middle_eastern_mythology mythology navel nipples noseless nude pecs penis plantigrade snout solo standing sword tail weapon
2000 2000s 2000s_(style) 2000s_and_2010s_style 2d 3girls 720p ahe_gao ail_soft akiyama_asuka anal anal_rape anal_sex anal_through_clothes animated animation assisted_rape assisted_sex blow blue_hair blue_hair_female breasts breasts_out breasts_out_of_clothes bride defloration deflowered deflowering doggy_style doggy_style_position dominant_female double_penetration elbow_gloves english_subtitles female female_assisted_rape female_domination female_focus female_only femdom femsub fff_threesome forced_in_fabric forced_yuri glasses indoors japanese_voice_acting kyouhaku lesbian_rape lesbian_sex lipstick long_hair longer_than_2_minutes longer_than_30_seconds longer_than_one_minute lowres miyazaki_yumiko mp4 multiple_girls nipple_licking nutech_digital panties penetration penetration_through_clothes pink_pineapple rape red_hair red_lipstick screencap sex_toy short_hair sound strap-on strap-on_sex teacher threesome uncensored vaginal_blood vaginal_penetration vaginal_rape video virgin virginal_blood virginity_loss voice_acted wedding_dress yuri yuuki_aya
2000 2000s 2000s_(style) 2000s_and_2010s_style 2d 3girls 720p ahe_gao ail_soft akiyama_asuka anal anal_rape anal_sex anal_through_clothes animated animation assisted_rape assisted_sex blow blue_hair blue_hair_female breasts breasts_out breasts_out_of_clothes bride defloration deflowered deflowering doggy_style doggy_style_position dominant_female double_penetration elbow_gloves english_subtitles female female_assisted_rape female_domination female_focus female_only femdom femsub fff_threesome forced_in_fabric forced_yuri glasses indoors japanese_voice_acting kyouhaku lesbian_rape lesbian_sex lipstick long_hair longer_than_2_minutes longer_than_30_seconds longer_than_one_minute lowres miyazaki_yumiko mp4 multiple_girls nipple_licking nutech_digital panties penetration penetration_through_clothes pink_pineapple rape red_hair red_lipstick screencap sex_toy short_hair sound strap-on strap-on_sex teacher threesome uncensored vaginal_blood vaginal_penetration vaginal_rape video virgin virginal_blood virginity_loss voice_acted wedding_dress yuri yuuki_aya
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 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
00s 1boy 2000 2000s 2000s_(style) 2000s_and_2010s_style 2d 2d_(artwork) 2d_animation 2girls 960x540 amagake_naoki athletic_female basketball basketball_player basketball_uniform breast_grab breast_grab_from_behind breasts brown_hair brown_hair_female co-worker crossnet_(company) dollar_bills dubbed_version english_audio english_dub facial fat_man five_card fondling fondling_breasts green_hair green_hair_female high_res high_resolution highres inner_thoughts longer_than_30_seconds longer_than_3_minutes longer_than_one_minute misogi_mayu money mp4 nipples nutech_digital older_male older_male_younger_female over_480p prostitution pussy_fingering pussy_juice pussy_juice_trail resisting_pleasure sex shirt_lift shorter_than_five_minutes straight suspicious tagme thrusting_hips uncensored until_they_like_it upset vaginal_penetration video younger_female
00s 1boy 2000 2000s 2000s_(style) 2000s_and_2010s_style 2d 2d_(artwork) 2d_animation 2girls 960x540 amagake_naoki athletic_female basketball basketball_player basketball_uniform breast_grab breast_grab_from_behind breasts brown_hair brown_hair_female co-worker crossnet_(company) dollar_bills dubbed_version english_audio english_dub facial fat_man five_card fondling fondling_breasts green_hair green_hair_female high_res high_resolution highres inner_thoughts longer_than_30_seconds longer_than_3_minutes longer_than_one_minute misogi_mayu money mp4 nipples nutech_digital older_male older_male_younger_female over_480p prostitution pussy_fingering pussy_juice pussy_juice_trail resisting_pleasure sex shirt_lift shorter_than_five_minutes straight suspicious tagme thrusting_hips uncensored until_they_like_it upset vaginal_penetration video younger_female
2000 anthro ball_slip balls belt blue_bottomwear blue_clothing blue_shorts blush bottomwear brown_belt brown_eyes brown_nose bulge button_ears canid canine canis clothed clothing digital_media_(artwork) domestic_dog femboy floppy_ears fur genitals grin jewelry looking_at_viewer male mammal navel necklace pink_blush portrait rae_lee shaded shorts simple_background sitting smile smiling_at_viewer solo tail tan_body tan_fur three-quarter_portrait topless whiskers white_background
2000 anthro ball_slip balls belt blue_bottomwear blue_clothing blue_shorts blush bottomwear brown_belt brown_eyes brown_nose bulge button_ears canid canine canis clothed clothing digital_media_(artwork) domestic_dog femboy floppy_ears fur genitals grin jewelry looking_at_viewer male mammal navel necklace pink_blush portrait rae_lee shaded shorts simple_background sitting smile smiling_at_viewer solo tail tan_body tan_fur three-quarter_portrait topless whiskers white_background
2000 2000s 2020s 2024 2024s 2d 2d_(artwork) 2d_artwork big_balls big_penis black_body black_skin blush cup digital_drawing_(artwork) digital_media_(artwork) donut_(miso_souperstar) eevee eeveelution feral generation_2_pokemon human_penis humanoid_genitalia humanoid_penis lying_on_back lying_on_table male male_only miso_souperstar nintendo offscreen_character plant pokemon pokemon_(species) red_sclera solo solo_focus solo_male speech speech_bubble umbreon yellow_markings
2000 2000s 2020s 2024 2024s 2d 2d_(artwork) 2d_artwork big_balls big_penis black_body black_skin blush cup digital_drawing_(artwork) digital_media_(artwork) donut_(miso_souperstar) eevee eeveelution feral generation_2_pokemon human_penis humanoid_genitalia humanoid_penis lying_on_back lying_on_table male male_only miso_souperstar nintendo offscreen_character plant pokemon pokemon_(species) red_sclera solo solo_focus solo_male speech speech_bubble umbreon yellow_markings
2000 2000s 2000s_and_2010s_style 2d 2d_(artwork) 2d_animation 2girls 3boys age_difference ahe_gao ail_soft akiyama_miku animated animation anus balls balls_deep barefoot blow blush bouncing_breasts breast breasts carrying_position completely_nude completely_nude_female cowgirl_position crying cum cum_drip cum_dripping cum_dripping_out_of_pussy cum_gushing cum_in_pussy cum_inside cum_leaking cum_leaking_out_of_pussy cum_overflow cum_puddle deep_penetration defloration deflowered deflowering double_penetration english_subtitles erect_nipples female female_focus female_rape_victim forced forced_to_watch hairbun hairbuns hentai hetero_sex hi_res high_resolution highres hymen_torn intercourse japanese_dialogue kyouhaku larger_male leaking leaking_cum longer_than_30_seconds longer_than_one_minute loss_of_virginity male missionary_position moaning nipples nude nude_female nutech_digital older_male older_man_and_younger_girl older_penetrating_younger penis penis_in_pussy perky_nipples petite petite_body petite_breasts petite_female pink_hair pink_hair_female pink_pineapple pubes pubic_hair purple_eyes purple_eyes_female pussy rape raped_female restrained retro reverse_suspended_congress school school_girl screaming sex size_difference small_breasts smaller_female stand_and_carry_position straight straight_sex subbed_version subtitled tagme teacher teen teen_girl teenage_girl teenager testicles thrusting uncensored vaginal_blood vaginal_penetration vaginal_rape vaginal_sex video virgin virginal_blood virginity_loss young young_female young_girl
2000 2000s 2000s_and_2010s_style 2d 2d_(artwork) 2d_animation 2girls 3boys age_difference ahe_gao ail_soft akiyama_miku animated animation anus balls balls_deep barefoot blow blush bouncing_breasts breast breasts carrying_position completely_nude completely_nude_female cowgirl_position crying cum cum_drip cum_dripping cum_dripping_out_of_pussy cum_gushing cum_in_pussy cum_inside cum_leaking cum_leaking_out_of_pussy cum_overflow cum_puddle deep_penetration defloration deflowered deflowering double_penetration english_subtitles erect_nipples female female_focus female_rape_victim forced forced_to_watch hairbun hairbuns hentai hetero_sex hi_res high_resolution highres hymen_torn intercourse japanese_dialogue kyouhaku larger_male leaking leaking_cum longer_than_30_seconds longer_than_one_minute loss_of_virginity male missionary_position moaning nipples nude nude_female nutech_digital older_male older_man_and_younger_girl older_penetrating_younger penis penis_in_pussy perky_nipples petite petite_body petite_breasts petite_female pink_hair pink_hair_female pink_pineapple pubes pubic_hair purple_eyes purple_eyes_female pussy rape raped_female restrained retro reverse_suspended_congress school school_girl screaming sex size_difference small_breasts smaller_female stand_and_carry_position straight straight_sex subbed_version subtitled tagme teacher teen teen_girl teenage_girl teenager testicles thrusting uncensored vaginal_blood vaginal_penetration vaginal_rape vaginal_sex video virgin virginal_blood virginity_loss young young_female young_girl
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
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 4_tails anthro black_hair blue_clothing blue_crop_top blue_shirt blue_thong blue_topwear blue_underwear brian_o'connell canid canine claws clothing crop_top digitigrade erection femboy fox full-length_portrait fur genitals hair hindpaw humanoid_genitalia humanoid_hands humanoid_penis licking licking_lips licking_own_lips male mammal multi_tail orange_body orange_fur paws penis pink_penis poking_out portrait red_fox seductive shaded shirt signature simple_background solo tail thong toe_claws tongue topwear traditional_media_(artwork) true_fox underwear walking white_background white_body white_fur
2000 4_tails anthro black_hair blue_clothing blue_crop_top blue_shirt blue_thong blue_topwear blue_underwear brian_o'connell canid canine claws clothing crop_top digitigrade erection femboy fox full-length_portrait fur genitals hair hindpaw humanoid_genitalia humanoid_hands humanoid_penis licking licking_lips licking_own_lips male mammal multi_tail orange_body orange_fur paws penis pink_penis poking_out portrait red_fox seductive shaded shirt signature simple_background solo tail thong toe_claws tongue topwear traditional_media_(artwork) true_fox underwear walking white_background white_body white_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
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 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