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abs absurd_res anal animal_genitalia animal_penis anthro anus ass balls barbell_piercing biceps black_body black_fur blue_markings bodily_fluids canid canine canine_penis canis duo ear_piercing facial_piercing frohti fur genitals heterochromia hi_res male male/male mammal markings muscular muscular_anthro muscular_male nose_piercing nose_ring nude oral penis piercing red_markings rimming ring_piercing sex shadowthedemon tongue tongue_out white_body white_fur wolf
abs absurd_res anal animal_genitalia animal_penis anthro anus ass balls barbell_piercing biceps black_body black_fur blue_markings bodily_fluids canid canine canine_penis canis duo ear_piercing facial_piercing frohti fur genitals heterochromia hi_res male male/male mammal markings muscular muscular_anthro muscular_male nose_piercing nose_ring nude oral penis piercing red_markings rimming ring_piercing sex shadowthedemon tongue tongue_out white_body white_fur wolf
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16:10 alna_fratcher animal_genitalia animal_penis anthro balls bodily_fluids canid canine canine_penis canis ceejay duo fox genital_fluids genitals glowing glowing_eyes hand_behind_head hi_res hindpaw hot_dogging imminent_sex knot leaking_precum male male/male mammal moon paws penis precum shadowthedemon spread_legs spreading standing teeth text url vein veiny_penis were werecanid werecanine werewolf widescreen wolf
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animal_genitalia animal_penis anthro anus ass athletic backsack balls big_butt bodily_fluids butt_focus canid canine canine_penis canis demonhybrid dripping gaping gaping_anus genital_fluids genitals hand_on hi_res knot licking looking_at_viewer looking_back male male_only mammal mgangalion open_anus open_mouth pawpads paws penis penis_backwards playful precum raised_tail shadowthedemon solo spread_anus spread_butt spreading tongue tongue_out wolf
absurd_res after_sex animal_genitalia animal_penis anthro anus ass ass_up balls black_body black_fur blue_markings bodily_fluids canid canine canine_genitalia canine_penis canis duo emanata fur genital_fluids genitals hi_res joonkorner looking_back male male/male mammal markings nude penis presenting presenting_hindquarters question_mark red_markings shadowthedemon spread_anus spread_butt spreading white_body white_fur wolf
absurd_res after_sex animal_genitalia animal_penis anthro anus ass ass_up balls black_body black_fur blue_markings bodily_fluids canid canine canine_genitalia canine_penis canis duo emanata fur genital_fluids genitals hi_res joonkorner looking_back male male/male mammal markings nude penis presenting presenting_hindquarters question_mark red_markings shadowthedemon spread_anus spread_butt spreading white_body white_fur wolf
2022 4_toes absurd_res animal_genitalia animal_penis anthro ass ass_up balls black_body black_fur blush bodily_fluids canid canine canine_penis canis collar cum cum_in_ass cum_inside digitigrade duo feet fucked_silly fur genital_fluids genitals hi_res knot lying male male/male male_only male_penetrated male_penetrating male_penetrating_male mammal muscular muscular_male nude on_front onomatopoeia overflowing_cum pawpads paws penetration penis seibear sex shadowthedemon sound_effects text toes tongue tongue_out wolf yellow_pawpads
2022 4_toes absurd_res animal_genitalia animal_penis anthro ass ass_up balls black_body black_fur blush bodily_fluids canid canine canine_penis canis collar cum cum_in_ass cum_inside digitigrade duo feet fucked_silly fur genital_fluids genitals hi_res knot lying male male/male male_only male_penetrated male_penetrating male_penetrating_male mammal muscular muscular_male nude on_front onomatopoeia overflowing_cum pawpads paws penetration penis seibear sex shadowthedemon sound_effects text toes tongue tongue_out wolf yellow_pawpads
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absurd_res after_sex animal_genitalia animal_penis anthro anus ass ass_up balls black_body black_fur blue_markings bodily_fluids canid canine canine_genitalia canine_penis canis cum cum_in_ass cum_inside cum_on_balls cum_on_butt cum_on_penis duo emanata fur genital_fluids genitals hi_res joonkorner looking_back male male/male mammal markings nude penis presenting presenting_hindquarters question_mark red_markings shadowthedemon spread_anus spread_butt spreading white_body white_fur wolf
animal_genitalia animal_penis anthro anus ass balls big_balls big_penis black_body black_fur blue_body blue_fur blush canid canine canine_genitalia canine_penis canis dildo english_text forest fur gaping gaping_anus genitals group hi_res ill_dingo imminent_sex knot knotted_dildo male mammal muscular muscular_anthro penis plant presenting presenting_hindquarters red_body red_fur sex_toy shadowthedemon solo solo_focus speech_bubble tail text tongue tongue_out tree were werecanid werecanine werewolf white_body white_fur wolf
animal_genitalia animal_penis anthro anus ass balls big_balls big_penis black_body black_fur blue_body blue_fur blush canid canine canine_genitalia canine_penis canis dildo english_text forest fur gaping gaping_anus genitals group hi_res ill_dingo imminent_sex knot knotted_dildo male mammal muscular muscular_anthro penis plant presenting presenting_hindquarters red_body red_fur sex_toy shadowthedemon solo solo_focus speech_bubble tail text tongue tongue_out tree were werecanid werecanine werewolf white_body white_fur wolf
2019 5_fingers ambiguous_gender animal_genitalia animal_penis anthro ass ball_fondling ball_grab ball_tugging ballbusting balls big_balls big_penis bodily_fluids canid canine canine_genitalia canine_penis canis claws closed_eyes cock_and_ball_torture dated disembodied_hand duo enro_the_mutt erection fingers fondling fur genital_fluids genital_torture genitals knot knot_root legs_up looking_pleasured male male/ambiguous mammal muscular muscular_anthro muscular_male muscular_thighs nude open_mouth pawpads paws penis precum presenting presenting_balls presenting_penis saliva saliva_string shadowthedemon sharp_teeth sheath signature spreading squeezing tail teeth toe_claws tongue tongue_out vein veiny_knot veiny_penis wolf
2019 5_fingers ambiguous_gender animal_genitalia animal_penis anthro ass ball_fondling ball_grab ball_tugging ballbusting balls big_balls big_penis bodily_fluids canid canine canine_genitalia canine_penis canis claws closed_eyes cock_and_ball_torture dated disembodied_hand duo enro_the_mutt erection fingers fondling fur genital_fluids genital_torture genitals knot knot_root legs_up looking_pleasured male male/ambiguous mammal muscular muscular_anthro muscular_male muscular_thighs nude open_mouth pawpads paws penis precum presenting presenting_balls presenting_penis saliva saliva_string shadowthedemon sharp_teeth sheath signature spreading squeezing tail teeth toe_claws tongue tongue_out vein veiny_knot veiny_penis wolf
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3:4 absurd_res anal anal_sex animal_genitalia animal_penis anthro balls bodily_fluids canid canine canine_penis canis duo forest forest_background frostbone_(character) genital_fluids genitals hi_res knot looking_at_another looking_pleasured lube_on_penis male male/male mammal nature nature_background penetration penis plant precum riding shadowthedemon spread_legs spreading tongue tongue_out tree tyrartist wolf
3:4 absurd_res anal anal_sex animal_genitalia animal_penis anthro balls bodily_fluids canid canine canine_penis canis duo forest forest_background frostbone_(character) genital_fluids genitals hi_res knot looking_at_another looking_pleasured lube_on_penis male male/male mammal nature nature_background penetration penis plant precum riding shadowthedemon spread_legs spreading tongue tongue_out tree tyrartist wolf
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3:4 against_surface anal anal_sex anthro canid canine canis casparr duo glowing glowing_eyes hyaenid imminent_knotting knot leash leash_and_collar leash_pull looking_back looking_pleasured male male/male mammal muscular muscular_male penetration shadowthedemon tongue tongue_out trixtheyeen were werecanid werecanine werewolf wolf
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animal_genitalia animal_penis anthro anus ass athletic balls big_butt bodily_fluids butt_focus canid canine canine_penis canis cum cum_drip cum_on_balls cum_on_butt cum_on_penis demon dripping gaping gaping_anus genital_fluids genitals hand_on_butt hi_res hybrid male mammal mgangalion open_mouth pawpads penis playful precum shadowthedemon solo spread_butt spreading tail tongue tongue_out wolf