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2000

2000 anthro ass_expansion bovine breast_expansion comic cow_girl dialogue fuusenroba inflation leprechaun leprechaun_(series) rat tagme
2000 anthro ass_expansion bovine breast_expansion comic cow_girl dialogue fuusenroba inflation leprechaun leprechaun_(series) rat tagme
2000 ass_expansion bovine breast_expansion comic cow_girl dialogue fuusenroba inflation leprechaun leprechaun_(series) rat tagme
2000 ass_expansion bovine breast_expansion comic cow_girl dialogue fuusenroba inflation leprechaun leprechaun_(series) rat tagme
1girls 2000 anthro ball_gag bondage bound breasts buttplug canid canine clothes_pin earrings female female_focus female_only fox furry gagged green_eyes ironbadger long_hair mammal nipples on_knees paddle pierced_ears pink_nipples pink_nose red_hair riding_crop rope rope_bondage solo solo_female vibrator vixen vulpine
1girls 2000 anthro ball_gag bondage bound breasts buttplug canid canine clothes_pin earrings female female_focus female_only fox furry gagged green_eyes ironbadger long_hair mammal nipples on_knees paddle pierced_ears pink_nipples pink_nose red_hair riding_crop rope rope_bondage solo solo_female vibrator vixen vulpine
1girls 2000 anthro blond blond_hair blue_eyes bondage bound bound_to_pole bound_wrists breasts dungeon enslaved female furry gloves_(marking) ironbadger mask_(marking) nipples pussy raccoon restrained restraints ringtail socks_(marking) solo vagina
1girls 2000 anthro blond blond_hair blue_eyes bondage bound bound_to_pole bound_wrists breasts dungeon enslaved female furry gloves_(marking) ironbadger mask_(marking) nipples pussy raccoon restrained restraints ringtail socks_(marking) solo vagina
2000 anthro arms_behind_back bondage bondage_collar bound bound_ankles bound_arms bound_legs bound_wrists breasts canid canine collar eyes_closed female femsub fox furry hung_up ironbadger nipple_weights nipples pussy restrained rope rope_between_pussy rope_bondage slave_collar spread_legs spreader_bar upside-down vagina vixen vulpine weights_(bdsm)
2000 anthro arms_behind_back bondage bondage_collar bound bound_ankles bound_arms bound_legs bound_wrists breasts canid canine collar eyes_closed female femsub fox furry hung_up ironbadger nipple_weights nipples pussy restrained rope rope_between_pussy rope_bondage slave_collar spread_legs spreader_bar upside-down vagina vixen vulpine weights_(bdsm)
1girls 2000 ankle_cuffs anthro ball_gag black_body black_fur black_hair bondage bound bound_tail bound_to_pole bound_wrists breast butt butt_cheeks butt_crack canid canine collar cuffed enslaved female furry gagged ironbadger long_hair long_hair_female lupine nipple paddle pawpads paws pole sideboob slave solo solo_female whip wolf wrist_cuffs
1girls 2000 ankle_cuffs anthro ball_gag black_body black_fur black_hair bondage bound bound_tail bound_to_pole bound_wrists breast butt butt_cheeks butt_crack canid canine collar cuffed enslaved female furry gagged ironbadger long_hair long_hair_female lupine nipple paddle pawpads paws pole sideboob slave solo solo_female whip wolf wrist_cuffs
1boy 1girls 2000 2000s 2000s_and_2010s_style 2d 2d_(artwork) 2d_animation 360p akiyama_sakura animated black_hair blackmail clothed_male clothed_male_nude_female devious_smile female kyouhaku kyouhaku_2 long_black_hair long_hair milf mole mole_under_mouth mother nudity_mother pink_pineapple sakura_akiyama screenshot single_mom
1boy 1girls 2000 2000s 2000s_and_2010s_style 2d 2d_(artwork) 2d_animation 360p akiyama_sakura animated black_hair blackmail clothed_male clothed_male_nude_female devious_smile female kyouhaku kyouhaku_2 long_black_hair long_hair milf mole mole_under_mouth mother nudity_mother pink_pineapple sakura_akiyama screenshot single_mom
00s 2+girls 2000 2000s 2000s_and_2010s_style 2d 2d_(artwork) 8girls ayaka_minami blonde_female blonde_hair blonde_hair_female blue_eyes_female blue_hair blue_hair_female blush braided_hair braided_twintails brown_hair_female drill_hair dvd_cover eri_takabe face_focus female female_focus female_only fujima_moeko ganguro glasses green_eyes_female green_skirt hairband hi_res highres japanese japanese_female kondou_nagisa kurihara_asami long_blue_hair long_brown_hair long_green_hair long_hair long_twintails maejima_kaori meganekko minazuki_shiho nagumo_chiaki over_480p pink_hair pink_hair_female pink_pineapple purple_hair purple_hair_female red_hair red_hair_female schoolgirl shusaku shusaku_replay skirt takabe_eri tied_hair twintails white_hairband younger_female
00s 2+girls 2000 2000s 2000s_and_2010s_style 2d 2d_(artwork) 8girls ayaka_minami blonde_female blonde_hair blonde_hair_female blue_eyes_female blue_hair blue_hair_female blush braided_hair braided_twintails brown_hair_female drill_hair dvd_cover eri_takabe face_focus female female_focus female_only fujima_moeko ganguro glasses green_eyes_female green_skirt hairband hi_res highres japanese japanese_female kondou_nagisa kurihara_asami long_blue_hair long_brown_hair long_green_hair long_hair long_twintails maejima_kaori meganekko minazuki_shiho nagumo_chiaki over_480p pink_hair pink_hair_female pink_pineapple purple_hair purple_hair_female red_hair red_hair_female schoolgirl shusaku shusaku_replay skirt takabe_eri tied_hair twintails white_hairband younger_female
2000 anal anal_sex asphyxiation badger bodily_fluids bondage bondage bound breath_play bubble canid canine colored_pencil_(artwork) cum darkwolfie diving_mask fox from_front_position genital_fluids group handjob hands_behind_back hi_res lying male male/male male_penetrated male_penetrating male_penetrating_male mammal mask missionary_position mustelid musteline on_back penetration penile pool questionable_consent red_fox restraints rope rope_bondage scuba scuba_gear scuba_tank sex traditional_media_(artwork) trio underwater underwater_sex water wrists_tied
2000 anal anal_sex asphyxiation badger bodily_fluids bondage bondage bound breath_play bubble canid canine colored_pencil_(artwork) cum darkwolfie diving_mask fox from_front_position genital_fluids group handjob hands_behind_back hi_res lying male male/male male_penetrated male_penetrating male_penetrating_male mammal mask missionary_position mustelid musteline on_back penetration penile pool questionable_consent red_fox restraints rope rope_bondage scuba scuba_gear scuba_tank sex traditional_media_(artwork) trio underwater underwater_sex water wrists_tied
1boy 2000 black_fur black_hair black_panther doggy_style female feral human human_on_feral interspecies light-skinned_female light_skin male naked_female nude nude_female panther straight the_veterinarian zoophilia
1boy 2000 black_fur black_hair black_panther doggy_style female feral human human_on_feral interspecies light-skinned_female light_skin male naked_female nude nude_female panther straight the_veterinarian zoophilia
2000 african_female bondage buttplug_tail collar frame leash shackles stockings the_veterinarian
2000 african_female bondage buttplug_tail collar frame leash shackles stockings the_veterinarian
1female 2000 ass_up ball_of_yarn doggy_style interspecies minotaur naked_female symbol the_veterinarian
1female 2000 ass_up ball_of_yarn doggy_style interspecies minotaur naked_female symbol the_veterinarian
2000 2girls all_the_way_through armbinder arms_tied_above_head arms_tied_behind_back arms_tied_together bending_over bondage cfnf clitoris_piercing electric human_furniture lamp legs_apart lightbulb lighting metal_frame multiple_girls naked_female object_in_ass objectification plug red_hair ring_gag shackles spreader_bar stationary_restraints the_veterinarian
2000 2girls all_the_way_through armbinder arms_tied_above_head arms_tied_behind_back arms_tied_together bending_over bondage cfnf clitoris_piercing electric human_furniture lamp legs_apart lightbulb lighting metal_frame multiple_girls naked_female object_in_ass objectification plug red_hair ring_gag shackles spreader_bar stationary_restraints the_veterinarian
1girls 2000 2000s 2000s_and_2010s_style 3d bikini_tan black_hair completely_nude_female crucifixion drooling execution long_hair medium_breasts mountainous_horizon outdoors pubic_hair solo thrallord unusual_position web_address
1girls 2000 2000s 2000s_and_2010s_style 3d bikini_tan black_hair completely_nude_female crucifixion drooling execution long_hair medium_breasts mountainous_horizon outdoors pubic_hair solo thrallord unusual_position web_address
1boy 1girls 2000 3d bondage buttplug buttplug_in_ass dildo dildo_in_pussy female male maledom naked_female nude_female pubic_hair saint_andrew's_cross sex_toy shackles spread_eagle thrallord upside-down vaginal
1boy 1girls 2000 3d bondage buttplug buttplug_in_ass dildo dildo_in_pussy female male maledom naked_female nude_female pubic_hair saint_andrew's_cross sex_toy shackles spread_eagle thrallord upside-down vaginal
00s 2000 3d arms_tied_behind_back bondage brown_hair legs_tied naked_female shackled shackled_ankles shackled_wrists shackles suspension thrallord wrists_chained
00s 2000 3d arms_tied_behind_back bondage brown_hair legs_tied naked_female shackled shackled_ankles shackled_wrists shackles suspension thrallord wrists_chained
00s 1girls 2000 2000s 2000s_and_2010s_style 3d arms_tied_behind_back artist_name bangs_pinned_back bondage brown_hair chain chained copyright_name corkscrew female medium_breasts naked naked_female nipple_insertion nipple_penetration nipple_torture nude nude_female original ponytail thrallord tile_floor web_address
00s 1girls 2000 2000s 2000s_and_2010s_style 3d arms_tied_behind_back artist_name bangs_pinned_back bondage brown_hair chain chained copyright_name corkscrew female medium_breasts naked naked_female nipple_insertion nipple_penetration nipple_torture nude nude_female original ponytail thrallord tile_floor web_address
2000 anal_object_insertion ball_gag bells bondage candy_cane candy_cane_in_ass candy_cane_insertion christmas collar fire fireplace nipple_bells santa_claus santa_hat socks suspension the_veterinarian
2000 anal_object_insertion ball_gag bells bondage candy_cane candy_cane_in_ass candy_cane_insertion christmas collar fire fireplace nipple_bells santa_claus santa_hat socks suspension the_veterinarian
1female 1girls 2000 2001 2boys african_female ball_gag bondage box cage caged cavity_search clothed_male_nude_female customs dark-skinned_female examination femsub gag gloves imminent_anal imminent_anal_penetration imminent_penetration interracial light-skinned_male master_and_pet master_and_slave medical medical_examination naked_female nude_female only_one_naked presenting presenting_anus presenting_hindquarters presenting_pussy puppyplay table the_veterinarian vaseline veterinarian
1female 1girls 2000 2001 2boys african_female ball_gag bondage box cage caged cavity_search clothed_male_nude_female customs dark-skinned_female examination femsub gag gloves imminent_anal imminent_anal_penetration imminent_penetration interracial light-skinned_male master_and_pet master_and_slave medical medical_examination naked_female nude_female only_one_naked presenting presenting_anus presenting_hindquarters presenting_pussy puppyplay table the_veterinarian vaseline veterinarian
2000 buttplug_tail canine collar petgirl petplay princess the_veterinarian thermometer veterinarian water_bowl
2000 buttplug_tail canine collar petgirl petplay princess the_veterinarian thermometer veterinarian water_bowl
2000 2boys 2girls anal anal_beads_tail arms_tied_above_head arms_tied_behind_back black_and_white bondage buttplug buttplug_in_ass buttplug_insertion buttplug_tail female male merchant ponygirl sex_toy slave slavegirl slaver spreader_bar the_veterinarian
2000 2boys 2girls anal anal_beads_tail arms_tied_above_head arms_tied_behind_back black_and_white bondage buttplug buttplug_in_ass buttplug_insertion buttplug_tail female male merchant ponygirl sex_toy slave slavegirl slaver spreader_bar the_veterinarian
2000 african_female arms_tied_behind_back ball_gag bit_gag bondage buttplug_in_ass buttplug_tail female handdrawn head_harness headgear male maledom naked_female ponygirl ponyplay stable the_veterinarian
2000 african_female arms_tied_behind_back ball_gag bit_gag bondage buttplug_in_ass buttplug_tail female handdrawn head_harness headgear male maledom naked_female ponygirl ponyplay stable the_veterinarian
2000 african_female arms_tied_behind_back ball_gag barefoot black_and_white bondage buttplug_in_ass buttplug_tail handdrawn leash naked_female ponygirl ponyplay the_veterinarian
2000 african_female arms_tied_behind_back ball_gag barefoot black_and_white bondage buttplug_in_ass buttplug_tail handdrawn leash naked_female ponygirl ponyplay the_veterinarian
2000 anal_dildo arms_tied_behind_back black_and_white bondage bound buttplug_tail collar female femsub nose_ring ponygirl ponyplay the_veterinarian
2000 anal_dildo arms_tied_behind_back black_and_white bondage bound buttplug_tail collar female femsub nose_ring ponygirl ponyplay the_veterinarian
2000 barefoot buttplug_in_ass buttplug_tail canine drinking female handdrawn horse leash male naked_female petplay ponygirl ponyplay the_veterinarian trough
2000 barefoot buttplug_in_ass buttplug_tail canine drinking female handdrawn horse leash male naked_female petplay ponygirl ponyplay the_veterinarian trough
2000 african_female arms_tied_behind_back black_and_white bondage bound buttplug_in_ass buttplug_tail female female_only femsub handdrawn naked_female nose_ring ponygirl ponyplay the_veterinarian
2000 african_female arms_tied_behind_back black_and_white bondage bound buttplug_in_ass buttplug_tail female female_only femsub handdrawn naked_female nose_ring ponygirl ponyplay the_veterinarian
2000 arms_tied black_and_white bondage bound buttplug_insertion buttplug_tail collar female female_focus femsub naked_female nose_ring ponygirl ponyplay the_veterinarian
2000 arms_tied black_and_white bondage bound buttplug_insertion buttplug_tail collar female female_focus femsub naked_female nose_ring ponygirl ponyplay the_veterinarian
2000 arms_tied_behind_back bondage buttplug_tail collar enema_syringe female lubrication male ponygirl ponyplay the_veterinarian
2000 arms_tied_behind_back bondage buttplug_tail collar enema_syringe female lubrication male ponygirl ponyplay the_veterinarian
2000 african_female afro big_nose bondage buttplug_in_ass collar dark-skinned_female leash male maledom on_all_fours robinson_crusoe slave slavegirl small_breasts the_veterinarian thick_lips
2000 african_female afro big_nose bondage buttplug_in_ass collar dark-skinned_female leash male maledom on_all_fours robinson_crusoe slave slavegirl small_breasts the_veterinarian thick_lips
2000 arms_tied_behind_back barefoot black_and_white bondage buttplug_in_ass buttplug_tail collar naked ponygirl ponyplay shackles the_veterinarian
2000 arms_tied_behind_back barefoot black_and_white bondage buttplug_in_ass buttplug_tail collar naked ponygirl ponyplay shackles the_veterinarian