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1990s 1999 20th_century 3boys anthro antlers bushycat canid canine cervid cervine christmas claws cum ejaculate furry gay harness hooves interspecies living_plush living_plushie lupine male male_focus male_only penis plush plushie plushophilia reindeer semen stuffed_animal stuffed_toy testicles toe_claws traditional_art traditional_media traditional_media_(artwork) trio wolf yaoi
1990s 1999 20th_century 3boys anthro antlers bushycat canid canine cervid cervine christmas claws cum ejaculate furry gay harness hooves interspecies living_plush living_plushie lupine male male_focus male_only penis plush plushie plushophilia reindeer semen stuffed_animal stuffed_toy testicles toe_claws traditional_art traditional_media traditional_media_(artwork) trio wolf yaoi
1990s 1999 20th_century 2boys anal anal_penetration anal_sex anthro 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 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 1girls 20th_century anthro breasts female female_focus female_only furry gloves_(marking) hands_behind_head ironbadger long_hair mephitid naked nipples nude nudity pussy skunk socks_(marking) solo solo_female tail_down vagina white_hair
1990s 1999 1girls 20th_century anthro breasts female female_focus female_only furry gloves_(marking) hands_behind_head ironbadger long_hair mephitid naked nipples nude nudity pussy skunk socks_(marking) solo solo_female tail_down vagina white_hair
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_focus male_only nipple 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_focus male_only nipple penis rimjob rimming rimming_male vulpine yaoi
1990s 1999 20th_century 3boys 3some anal anal_penetration anal_sex canid canine collaboration couch couch_sex frank_gembeck furry gay guppy_(artist) male/male male_focus male_only masturbation penis_in_ass threesome yaoi
1990s 1999 20th_century 3boys 3some anal anal_penetration anal_sex canid canine collaboration couch couch_sex frank_gembeck furry gay guppy_(artist) male/male male_focus male_only masturbation penis_in_ass threesome yaoi
1990s 1999 20th_century 2boys anal anal_penetration anal_sex anthro anthro_on_anthro anthro_penetrated anthro_penetrating anthro_penetrating_anthro collar duo eyes_closed felid feline frank_gembeck furry gay gay_sex leopard 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 collar duo eyes_closed felid feline frank_gembeck furry gay gay_sex leopard 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 anthro associated_student_bodies balls bottomless color cum cum_on_tongue cumshot day daytime duo ejaculate erect_penis erection frank_gembeck full_body furry furry_only gay glasses hand_on_penis interspecies kneeling male male/male male_only masturbation meerkat outdoors outside penis raccoon richard_sebastian ringtail shirt testicles timothy_montgomery tongue tongue_out yaoi
1990s 1999 20th_century 2boys anthro associated_student_bodies balls bottomless color cum cum_on_tongue cumshot day daytime duo ejaculate erect_penis erection frank_gembeck full_body furry furry_only gay glasses hand_on_penis interspecies kneeling male male/male male_only masturbation meerkat outdoors outside penis raccoon richard_sebastian ringtail shirt testicles timothy_montgomery tongue tongue_out yaoi
1990s 1999 1boy 20th_century anthro ball black_and_white bucky_boy canine collar eyes_closed furry jump jumping male male_focus male_only mouth_open penis poodle solo solo_male testicles tongue
1990s 1999 1boy 20th_century anthro ball black_and_white bucky_boy canine collar eyes_closed furry jump jumping male male_focus male_only mouth_open penis poodle solo solo_male testicles tongue
1990s 1999 20th_century anthro bondage bound bound_arms bound_tail bound_wrists chains cuffs furry gay gay_flag nipples otter pride_flag rainbow_flag sheath tail testicles whitefire
1990s 1999 20th_century anthro bondage bound bound_arms bound_tail bound_wrists chains cuffs furry gay gay_flag nipples otter pride_flag rainbow_flag sheath tail testicles whitefire
1990s 1999 20th_century animal_genitalia anthro arms_above_head arms_up blond_hair bondage bound bound_wrists fox furry green_eyes long_hair long_hair_male male mammal naked naked_male nipples nude nude_male sheath tail testicles vulpine whitefire
1990s 1999 20th_century animal_genitalia anthro arms_above_head arms_up blond_hair bondage bound bound_wrists fox furry green_eyes long_hair long_hair_male male mammal naked naked_male nipples nude nude_male sheath tail testicles vulpine whitefire
1990s 1999 1boy 20th_century anthro bondage bound cbt erect_penis erection fox fur furry furry_only gay male male_only penis rope simple_background solo solo_male tagme testicles white_background whitefire
1990s 1999 1boy 20th_century anthro bondage bound cbt erect_penis erection fox fur furry furry_only gay male male_only penis rope simple_background solo solo_male tagme testicles white_background whitefire
1990s 1999 20th_century anthro black_and_white bondage bound bound_arms bound_legs bound_tail bound_wrists bushycat captured chain_bondage chains dildo feline furry group leash living_plush living_plushie living_toy orgy plush plushie plushophilia revenge revenge_sex sex_toy stuffed_animal stuffed_toy tail whiskers
1990s 1999 20th_century anthro black_and_white bondage bound bound_arms bound_legs bound_tail bound_wrists bushycat captured chain_bondage chains dildo feline furry group leash living_plush living_plushie living_toy orgy plush plushie plushophilia revenge revenge_sex sex_toy stuffed_animal stuffed_toy tail whiskers
1990s 1999 1boy 20th_century anthro balls black_and_white bushycat canine claws cum cumshot ejaculation eyes_closed furry lupine male penis plush plushie plushophilia solo solo_male stuffed_animal stuffed_toy tail testicles wolf
1990s 1999 1boy 20th_century anthro balls black_and_white bushycat canine claws cum cumshot ejaculation eyes_closed furry lupine male penis plush plushie plushophilia solo solo_male stuffed_animal stuffed_toy tail testicles wolf
1990s 1999 20th_century 2boys anthro artist_name artist_signature balls canine dialogue falstaff furry gay hybrid jessica_willard lupine male male/male male_only multicolored_body multicolored_fur nipple_piercing nipple_rings nipples nose_piercing nose_ring penis pierced_ears pierced_nipples piercings sheath signature testicle_grab testicles unseen_male_face wolf yaoi
1990s 1999 20th_century 2boys anthro artist_name artist_signature balls canine dialogue falstaff furry gay hybrid jessica_willard lupine male male/male male_only multicolored_body multicolored_fur nipple_piercing nipple_rings nipples nose_piercing nose_ring penis pierced_ears pierced_nipples piercings sheath signature testicle_grab testicles unseen_male_face wolf yaoi
1990s 1999 1intersex 20th_century 2girls anthro breasts cock female furry futanari intersex mouse mousey_love_girls nipples penis terrie_smith vaginal vaginal_penetration
1990s 1999 1intersex 20th_century 2girls anthro breasts cock female furry futanari intersex mouse mousey_love_girls nipples penis terrie_smith vaginal vaginal_penetration
1990s 1990s_(style) 1999 1girls 20th_century aozee bare_shoulders bewitching_thighs bikini bikini_bottom blue_eyes blush bra british british_female brown_hair clavicle cleavage closed_mouth collarbone curvaceous_female curvaceous_figure curvaceous_hips disney eyeshadow jane_porter light-skinned_female linea_alba long_hair looking_at_viewer lower_body makeup mascara medium_breasts messy_hair midriff narrow_shoulders narrow_waist obliques partially_colored pawg pushup_bra red_lipstick standing tarzan_(1999_film) thick_eyebrows thigh_gap toned_female underwear_only unfinished venus_body walt_disney_animation_studios white-skinned_female wide_hips yellow_bikini
1990s 1990s_(style) 1999 1girls 20th_century aozee bare_shoulders bewitching_thighs bikini bikini_bottom blue_eyes blush bra british british_female brown_hair clavicle cleavage closed_mouth collarbone curvaceous_female curvaceous_figure curvaceous_hips disney eyeshadow jane_porter light-skinned_female linea_alba long_hair looking_at_viewer lower_body makeup mascara medium_breasts messy_hair midriff narrow_shoulders narrow_waist obliques partially_colored pawg pushup_bra red_lipstick standing tarzan_(1999_film) thick_eyebrows thigh_gap toned_female underwear_only unfinished venus_body walt_disney_animation_studios white-skinned_female wide_hips yellow_bikini
1990s 1999 20th_century all_fours anal anal_sex animal_genitalia anthro anthro_on_anthro balls blitz_(road_rovers) blue_eyes bottomless breasts brown_body brown_fur canid canine canis clothed clothing colleen collie dialogue dobermann doggy_style domestic_dog duo english_text erection female female_penetrated from_behind_position fur genitals hair herding_dog kthanid_(artist) male male/female male_penetrating male_penetrating_female mammal nipples nude pastoral_dog penetration penis pinscher raised_tail red_eyes road_rovers sex sheath sheepdog side_boob side_view speech_bubble tail text
1990s 1999 20th_century all_fours anal anal_sex animal_genitalia anthro anthro_on_anthro balls blitz_(road_rovers) blue_eyes bottomless breasts brown_body brown_fur canid canine canis clothed clothing colleen collie dialogue dobermann doggy_style domestic_dog duo english_text erection female female_penetrated from_behind_position fur genitals hair herding_dog kthanid_(artist) male male/female male_penetrating male_penetrating_female mammal nipples nude pastoral_dog penetration penis pinscher raised_tail red_eyes road_rovers sex sheath sheepdog side_boob side_view speech_bubble tail text
1990s 1999 20th_century anthro anus bed bed_sheet bedding blonde_hair breasts brown_body brown_fur chip_'n_dale_rescue_rangers chip_(disney) chipmunk dialogue disney duo english_text female fur furniture gadget_hackwrench genitals ground_squirrel hair kthanid_(artist) male male/female mammal mouse murid murine navel nude page_5 page_number pillow pink_nose purple_eyes pussy rear_view rodent sciurid scut_tail short_tail spread_legs spreading tail tan_body tan_fur text
1990s 1999 20th_century anthro anus bed bed_sheet bedding blonde_hair breasts brown_body brown_fur chip_'n_dale_rescue_rangers chip_(disney) chipmunk dialogue disney duo english_text female fur furniture gadget_hackwrench genitals ground_squirrel hair kthanid_(artist) male male/female mammal mouse murid murine navel nude page_5 page_number pillow pink_nose purple_eyes pussy rear_view rodent sciurid scut_tail short_tail spread_legs spreading tail tan_body tan_fur text
1990s 1999 20th_century anal anal_sex animated anthro anthro_on_anthro ass big_breasts bodily_fluids bouncing_breasts breasts classic_animations closed_eyes cum cum_in_ass cum_inside do_not_distribute doggy_style duo erection eric_schwartz female female_penetrated from_behind_position genital_fluids genitals low_res male male/female male_penetrating male_penetrating_female mammal mephitid nude penetration penile penile_penetration penis pussy sex side_boob simple_background skunk stacey_(ews) stacey_skunk striped_skunk tongue
1990s 1999 20th_century anal anal_sex animated anthro anthro_on_anthro ass big_breasts bodily_fluids bouncing_breasts breasts classic_animations closed_eyes cum cum_in_ass cum_inside do_not_distribute doggy_style duo erection eric_schwartz female female_penetrated from_behind_position genital_fluids genitals low_res male male/female male_penetrating male_penetrating_female mammal mephitid nude penetration penile penile_penetration penis pussy sex side_boob simple_background skunk stacey_(ews) stacey_skunk striped_skunk tongue
1990s 1999 1female 20th_century african_female bell buttplug_tail collar naked naked_female nose_ring nose_ring_leash the_veterinarian
1990s 1999 1female 20th_century african_female bell buttplug_tail collar naked naked_female nose_ring nose_ring_leash the_veterinarian
1990s 1999 3d black_hair collar cross crown_of_thorns crucifixion execution naked_female slave thrallord
1990s 1999 3d black_hair collar cross crown_of_thorns crucifixion execution naked_female slave thrallord
1990s 1999 20th_century 3d covering_pussy cross crucifix crucifixion naked_female nun thrallord torture veil wimple
1990s 1999 20th_century 3d covering_pussy cross crucifix crucifixion naked_female nun thrallord torture veil wimple
1990s 1999 20th_century 3d bondage burning_alive burning_at_the_stake chained_to_post thrallord twintails witch
1990s 1999 20th_century 3d bondage burning_alive burning_at_the_stake chained_to_post thrallord twintails witch
1990s 1999 1female 1girls 20th_century 3d artist_name bending_forward black_hair blunt_bangs bondage completely_nude_female full_body leaning_forward long_hair looking_at_viewer medium_breasts metal_pole naked_female red_lipstick restrained shackled_wrists solo stone_wall thrallord web_address whip_marks whipping_marks wooden_floor
1990s 1999 1female 1girls 20th_century 3d artist_name bending_forward black_hair blunt_bangs bondage completely_nude_female full_body leaning_forward long_hair looking_at_viewer medium_breasts metal_pole naked_female red_lipstick restrained shackled_wrists solo stone_wall thrallord web_address whip_marks whipping_marks wooden_floor
1990s 1999 20th_century 3d arms_tied_above_head arms_tied_together blindfold blonde_hair female gag legs_tied_together thrallord tied_to_pole whipping_marks
1990s 1999 20th_century 3d arms_tied_above_head arms_tied_together blindfold blonde_hair female gag legs_tied_together thrallord tied_to_pole whipping_marks
1990s 1999 1female 1male 20th_century 3d arms_behind_back collar naked_female oral oral_sex thrallord
1990s 1999 1female 1male 20th_century 3d arms_behind_back collar naked_female oral oral_sex thrallord
1990s 1999 20th_century 3d arms_behind_back bondage bondage_horse brown_hair chained chains collar naked_female neck_chain thrallord wooden_horse
1990s 1999 20th_century 3d arms_behind_back bondage bondage_horse brown_hair chained chains collar naked_female neck_chain thrallord wooden_horse
1990s 1999 20th_century 3d fire halloween jack-o'-lantern naked_female pumpkin_head thrallord
1990s 1999 20th_century 3d fire halloween jack-o'-lantern naked_female pumpkin_head thrallord
1990s 1990s_(style) 1999 1girls 3d 90s arms_tied_behind_back artist_name barefoot bondage brown_hair completely_nude_female copyright_name dated full_body ice_block indoors leg_tied_to_arm long_hair medium_breasts nipple_torture nipples_tied pierced_nipples predicament_bondage rapier skewer skewered solo standing_on_one_leg stone_wall thrallord tiptoes uncensored web_address
1990s 1990s_(style) 1999 1girls 3d 90s arms_tied_behind_back artist_name barefoot bondage brown_hair completely_nude_female copyright_name dated full_body ice_block indoors leg_tied_to_arm long_hair medium_breasts nipple_torture nipples_tied pierced_nipples predicament_bondage rapier skewer skewered solo standing_on_one_leg stone_wall thrallord tiptoes uncensored web_address
1990s 1999 20th_century 3d annie-mae_(thrallord) arms_tied_to_legs blue_hair bondage breast_torture clamps naked_female rope_bondage shrunken_woman suspension thrallord
1990s 1999 20th_century 3d annie-mae_(thrallord) arms_tied_to_legs blue_hair bondage breast_torture clamps naked_female rope_bondage shrunken_woman suspension thrallord
1990s 1999 20th_century 3d annie-mae_(thrallord) blue_hair bondage minigirl naked_female screw screwdriver shrunken_woman spread_eagle thrallord upside-down vaginal_object_insertion
1990s 1999 20th_century 3d annie-mae_(thrallord) blue_hair bondage minigirl naked_female screw screwdriver shrunken_woman spread_eagle thrallord upside-down vaginal_object_insertion
1990s 1990s_(style) 1999 1boy 1girls 3d 90s annie-mae_(thrallord) aqua_hair arms_tied_behind_back blue_hair bondage brick_wall clothed_male_nude_female completely_nude_female copyright_name damsel_in_distress full_body imminent_death legs_tied_together lying lying_on_back medium_breasts naked_female on_back peril railroad_tracks rails rope_around_neck running_bond shrunken_woman steam_locomotive thrallord toy_train tracks train web_address
1990s 1990s_(style) 1999 1boy 1girls 3d 90s annie-mae_(thrallord) aqua_hair arms_tied_behind_back blue_hair bondage brick_wall clothed_male_nude_female completely_nude_female copyright_name damsel_in_distress full_body imminent_death legs_tied_together lying lying_on_back medium_breasts naked_female on_back peril railroad_tracks rails rope_around_neck running_bond shrunken_woman steam_locomotive thrallord toy_train tracks train web_address
1990s 1999 1female 20th_century 3d bondage gyroscope metal_frame naked naked_female shackled spread_eagle thrallord
1990s 1999 1female 20th_century 3d bondage gyroscope metal_frame naked naked_female shackled spread_eagle thrallord
1990s 1999 20th_century 3d arms_tied ball_gag bondage drill dungeon hammer legs_tied naked_female thrallord torture_rack
1990s 1999 20th_century 3d arms_tied ball_gag bondage drill dungeon hammer legs_tied naked_female thrallord torture_rack
1990s 1990s_(style) 1999 1girls 3d 90s artist_name bondage brick_wall chained_to_ceiling closed_eyes completely_nude_female copyright_name full_body hanging_from_ceiling indoors medium_breasts naked naked_female nipples original perky_breasts running_bond shackled_wrists shackles solo suspension thrallord wall_lamp web_address wooden_floor
1990s 1990s_(style) 1999 1girls 3d 90s artist_name bondage brick_wall chained_to_ceiling closed_eyes completely_nude_female copyright_name full_body hanging_from_ceiling indoors medium_breasts naked naked_female nipples original perky_breasts running_bond shackled_wrists shackles solo suspension thrallord wall_lamp web_address wooden_floor
1990s 1999 1girls 20th_century 2animals 3d armpits arms_tied artist_name bird birds bondage copyright_name crow crucifixion day daylight daytime facing_viewer full_body hat hat_only headwear_only legs_tied_together naked_female nude_female outdoor_nudity outdoors perky_breasts pussy_torture rainbow scarecrow skinny_female small_breasts solo stationary_restraints straw_hat sunflower sunflowers thrallord tied_to_pole uncensored
1990s 1999 1girls 20th_century 2animals 3d armpits arms_tied artist_name bird birds bondage copyright_name crow crucifixion day daylight daytime facing_viewer full_body hat hat_only headwear_only legs_tied_together naked_female nude_female outdoor_nudity outdoors perky_breasts pussy_torture rainbow scarecrow skinny_female small_breasts solo stationary_restraints straw_hat sunflower sunflowers thrallord tied_to_pole uncensored