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1999

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

1999 1boy absurdres cloud creatures_(company) cyndaquil double_exposure ethan_(pokemon) game_freak gen_2_pokemon highres ho-oh legendary_pokemon male_focus nintendo pokemon pokemon_(creature) pokemon_gsc shrine silhouette sky tower traceysketchit transparent_background tree yellow_sky yellow_theme

1999 1boy absurdres cloud creatures_(company) cyndaquil double_exposure ethan_(pokemon) game_freak gen_2_pokemon highres ho-oh legendary_pokemon male_focus nintendo pokemon pokemon_(creature) pokemon_gsc shrine silhouette sky tower traceysketchit transparent_background tree yellow_sky yellow_theme

1990s_(style) 1999 1girl aqua_hair comic_candy_time cover cover_page cowboy_shot dated earrings female_focus hand_on_own_face jewelry long_hair looking_at_viewer magazine_cover midriff mon_mon open_mouth pencil_skirt retro_artstyle shiny_clothes skirt solo turtleneck yellow_eyes

1990s_(style) 1999 1girl aqua_hair comic_candy_time cover cover_page cowboy_shot dated earrings female_focus hand_on_own_face jewelry long_hair looking_at_viewer magazine_cover midriff mon_mon open_mouth pencil_skirt retro_artstyle shiny_clothes skirt solo turtleneck yellow_eyes

1999 1girl arms_behind_back artist_name black_hat brown_eyes brown_hair comic_kairakuten cover cover_page cowboy_shot dated expressionless female_focus from_side hat head_tilt legs_together leotard looking_at_viewer magazine_cover murata_range original parted_bangs short_hair simple_background solo standing thighs white_background

1999 1girl arms_behind_back artist_name black_hat brown_eyes brown_hair comic_kairakuten cover cover_page cowboy_shot dated expressionless female_focus from_side hat head_tilt legs_together leotard looking_at_viewer magazine_cover murata_range original parted_bangs short_hair simple_background solo standing thighs white_background

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 1boy 1girls 20th_century 3d annie-mae_(thrallord) ass_up blue_hair bondage brick_wall character_name clothed_male_nude_female completely_nude_female drill extreme_size_difference looking_back running_bond shrunken_woman staples straight thrallord top-down_bottom-up web_address

1990s 1999 1boy 1girls 20th_century 3d annie-mae_(thrallord) ass_up blue_hair bondage brick_wall character_name clothed_male_nude_female completely_nude_female drill extreme_size_difference looking_back running_bond shrunken_woman staples straight thrallord top-down_bottom-up web_address

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_(style) 1999 1999_hore_mita_koto_ka!_seikimatsu 1girl animal_ears black_background black_eyes black_hair border bow bowtie breasts cleavage coconuts_japan cuffs detached_collar fake_animal_ears female_focus hairband leotard leotard_pull limited_palette long_hair looking_at_viewer nipple_slip nipples one_eye_closed pixel_art playboy_bunny rabbit_ears retro_artstyle saiwai_hiroshi simple_background smile smirk solo upper_body white_border wink wrist_cuffs

1990s_(style) 1999 1999_hore_mita_koto_ka!_seikimatsu 1girl animal_ears black_background black_eyes black_hair border bow bowtie breasts cleavage coconuts_japan cuffs detached_collar fake_animal_ears female_focus hairband leotard leotard_pull limited_palette long_hair looking_at_viewer nipple_slip nipples one_eye_closed pixel_art playboy_bunny rabbit_ears retro_artstyle saiwai_hiroshi simple_background smile smirk solo upper_body white_border wink wrist_cuffs

1990s 1999 1boy1girl anthro belly_expansion boxers bra breast_expansion christmas colored female fuusenroba horse hug inflation inflation_fetish male panties soft_belly tagme

1990s 1999 1boy1girl anthro belly_expansion boxers bra breast_expansion christmas colored female fuusenroba horse hug inflation inflation_fetish male panties soft_belly tagme

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 20th_century basket buttplug_tail collar female handdrawn petplay shackles the_veterinarian

1990s 1999 20th_century basket buttplug_tail collar female handdrawn petplay shackles the_veterinarian

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 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 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 wide_hips yellow_bikini

1990s_(style) 1999 1girl boots comic_candy_time cover cover_page dated female_focus goggles goggles_on_head hand_on_own_knee long_hair magazine_cover midriff mon_mon nail_polish o-ring o-ring_top open_mouth orange_eyes purple_hair retro_artstyle shiny_clothes solo

1990s_(style) 1999 1girl boots comic_candy_time cover cover_page dated female_focus goggles goggles_on_head hand_on_own_knee long_hair magazine_cover midriff mon_mon nail_polish o-ring o-ring_top open_mouth orange_eyes purple_hair retro_artstyle shiny_clothes solo

1990s 1999 20th_century 3d arms_tied_together black_hair bondage branding branding_iron brazier legs_tied naked_female thrallord

1990s 1999 20th_century 3d arms_tied_together black_hair bondage branding branding_iron brazier legs_tied naked_female thrallord

1990s_(style) 1999 1girl animal_ears animal_print arm_behind_back bikini blue_eyes breasts brown_hair cowboy_shot dated detached_collar elbow_gloves fake_animal_ears fake_tail female_focus fur_trim gloves halterneck highres inoue_takuya large_breasts long_hair looking_at_viewer navel parted_lips retro_artstyle simple_background solo swimsuit tail tiger_ears tiger_print tiger_tail white_background

1990s_(style) 1999 1girl animal_ears animal_print arm_behind_back bikini blue_eyes breasts brown_hair cowboy_shot dated detached_collar elbow_gloves fake_animal_ears fake_tail female_focus fur_trim gloves halterneck highres inoue_takuya large_breasts long_hair looking_at_viewer navel parted_lips retro_artstyle simple_background solo swimsuit tail tiger_ears tiger_print tiger_tail white_background

1990s_(style) 1999 1boy 1girl artist_name black_hair braid clash clenched_teeth kazuma_kaneko maken_x mask official_art orange_eyes ponytail sagami_kei sword teeth weapon

1990s_(style) 1999 1boy 1girl artist_name black_hair braid clash clenched_teeth kazuma_kaneko maken_x mask official_art orange_eyes ponytail sagami_kei sword teeth weapon

1990s 1999 20th_century 3d annie-mae_(thrallord) blue_hair crucifixion naked pins shrunken_woman thrallord torture

1990s 1999 20th_century 3d annie-mae_(thrallord) blue_hair crucifixion naked pins shrunken_woman thrallord torture

1990s_(style) 1999 1girl abs animal_print artist_name ass bandeau bare_shoulders bikini blue_hair boots breasts cleavage covered_erect_nipples crease curvy dated fang female_focus fingernails grabbing_own_ass gradient_hair green_eyes grin horns knee_boots large_breasts lightning lips long_fingernails long_hair looking_at_viewer lum multicolored_hair nail_polish navel outstretched_arm parted_bangs pointing pointy_ears purple_background retro_artstyle scan simple_background sitting smile solo star_(symbol) swimsuit thick_thighs thighs tiger_print torn_clothes traditional_media tsukasa_jun underboob urusei_yatsura very_long_hair wide_hips

1990s_(style) 1999 1girl abs animal_print artist_name ass bandeau bare_shoulders bikini blue_hair boots breasts cleavage covered_erect_nipples crease curvy dated fang female_focus fingernails grabbing_own_ass gradient_hair green_eyes grin horns knee_boots large_breasts lightning lips long_fingernails long_hair looking_at_viewer lum multicolored_hair nail_polish navel outstretched_arm parted_bangs pointing pointy_ears purple_background retro_artstyle scan simple_background sitting smile solo star_(symbol) swimsuit thick_thighs thighs tiger_print torn_clothes traditional_media tsukasa_jun underboob urusei_yatsura very_long_hair wide_hips

1990s_(style) 1999 1girl animal_print artist_name blue_eyes boots breasts bridal_gauntlets club club_(weapon) comic_potpourri_club copyright_name cover cover_page covered_erect_nipples dated fang female_focus floating_hair happy high_heels holding holding_weapon horns japanese_text kanabou legs_folded legs_together long_hair looking_at_viewer magazine_cover march medium_breasts nas-o navel non-web_source oni oni_horns open_mouth price red_hair retro_artstyle sideboob simple_background smile solo spiked_club thigh_boots thighhighs tiger_print weapon white_background

1990s_(style) 1999 1girl animal_print artist_name blue_eyes boots breasts bridal_gauntlets club club_(weapon) comic_potpourri_club copyright_name cover cover_page covered_erect_nipples dated fang female_focus floating_hair happy high_heels holding holding_weapon horns japanese_text kanabou legs_folded legs_together long_hair looking_at_viewer magazine_cover march medium_breasts nas-o navel non-web_source oni oni_horns open_mouth price red_hair retro_artstyle sideboob simple_background smile solo spiked_club thigh_boots thighhighs tiger_print weapon white_background

1990s_(style) 1999 2girls animal_ears armlet arms_behind_back barefoot bow bow_panties bra breasts brown_eyes brown_hair cleavage comic_kairakuten cover cover_page dated fake_animal_ears full_body green_background hands_on_own_hips jewelry long_hair looking_at_viewer magazine_cover mini_wings multiple_girls murata_range navel panties polka_dot polka_dot_background retro_artstyle short_hair smile standing tank_top underwear underwear_only very_long_hair white_panties wings

1990s_(style) 1999 2girls animal_ears armlet arms_behind_back barefoot bow bow_panties bra breasts brown_eyes brown_hair cleavage comic_kairakuten cover cover_page dated fake_animal_ears full_body green_background hands_on_own_hips jewelry long_hair looking_at_viewer magazine_cover mini_wings multiple_girls murata_range navel panties polka_dot polka_dot_background retro_artstyle short_hair smile standing tank_top underwear underwear_only very_long_hair white_panties wings

1990s_(style) 1999 1girl bikini blush comic_candy_time cover cover_page covered_erect_nipples cowboy_shot crossed_arms dated female_focus jewelry light_purple_hair long_hair looking_at_viewer magazine_cover mon_mon parted_lips pendant red_eyes retro_artstyle shiny_skin solo swimsuit wet

1990s_(style) 1999 1girl bikini blush comic_candy_time cover cover_page covered_erect_nipples cowboy_shot crossed_arms dated female_focus jewelry light_purple_hair long_hair looking_at_viewer magazine_cover mon_mon parted_lips pendant red_eyes retro_artstyle shiny_skin solo swimsuit wet

1990s 1999 1female 20th_century anal_sex arms_tied_behind_back canine naked naked_female the_veterinarian tied_to_chair zoophilia

1990s 1999 1female 20th_century anal_sex arms_tied_behind_back canine naked naked_female the_veterinarian tied_to_chair zoophilia

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

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 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 1girls 3d 90s arms_tied_behind_back artist_name balancing_object bdsm black_hair bound_breasts breast_bondage checkered_floor coffee_table completely_nude_female copyright_name dutch_angle english_text female female_only full_body hourglass leg_tied_to_arm medium_breasts naked_female purple_lipstick solo standing_on_one_leg thrallord web_address

1990s 1990s_(style) 1999 1girls 3d 90s arms_tied_behind_back artist_name balancing_object bdsm black_hair bound_breasts breast_bondage checkered_floor coffee_table completely_nude_female copyright_name dutch_angle english_text female female_only full_body hourglass leg_tied_to_arm medium_breasts naked_female purple_lipstick solo standing_on_one_leg thrallord web_address

1999 1girl between_breasts black_eyes black_socks blouse blue_shirt breasts brown_hair camera cellphone company_name copyright_name dated female_focus flcl kneehighs legs len_(a-7) long_sleeves looking_at_viewer lying medium_breasts on_ground on_side panties parted_lips phone photo_(object) plaid_clothes plaid_skirt pleated_skirt robot samejima_mamimi school_uniform serafuku shade shirt skirt socks solo strap_between_breasts twisted_torso underwear white_panties

1999 1girl between_breasts black_eyes black_socks blouse blue_shirt breasts brown_hair camera cellphone company_name copyright_name dated female_focus flcl kneehighs legs len_(a-7) long_sleeves looking_at_viewer lying medium_breasts on_ground on_side panties parted_lips phone photo_(object) plaid_clothes plaid_skirt pleated_skirt robot samejima_mamimi school_uniform serafuku shade shirt skirt socks solo strap_between_breasts twisted_torso underwear white_panties

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 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

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