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age_difference anal anal_penetration anthro anthro_on_anthro anthro_penetrated anthro_penetrating anthro_penetrating_anthro bad_parenting bed biped bottomwear bottomwear_down butt clothed clothed/nude clothing duo eye_contact fur furniture green_clothing grey_body grey_fur looking_at_another male male/male male_anthro male_penetrated male_penetrating male_penetrating_male nude older_male older_on_shota older_on_young on_bed on_bottom on_top open_mouth partially_clothed penetration red_eyes sex shota simple_background size_difference smaller_penetrated smile tongue tongue_out young young_anthro young_male young_penetrated younger_male younger_penetrated anonymous_artist undertale undertale_(series) arturo_wolff asriel_dreemurr bovid canid canine canis caprine goat mammal wolf
age_difference anal anal_penetration anthro anthro_on_anthro anthro_penetrated anthro_penetrating anthro_penetrating_anthro bad_parenting bed biped bottomwear bottomwear_down butt clothed clothed/nude clothing duo eye_contact fur furniture green_clothing grey_body grey_fur looking_at_another male male/male male_anthro male_penetrated male_penetrating male_penetrating_male nude older_male older_on_shota older_on_young on_bed on_bottom on_top open_mouth partially_clothed penetration red_eyes sex shota simple_background size_difference smaller_penetrated smile tongue tongue_out young young_anthro young_male young_penetrated younger_male younger_penetrated anonymous_artist undertale undertale_(series) arturo_wolff asriel_dreemurr bovid canid canine canis caprine goat mammal wolf
4_toes 5_fingers 5_toes adolescent age_difference animal_genitalia animal_penis anthro athletic athletic_male beanie black_clothing blush blush_lines bodily_fluids breasts cheek_tuft clothing corset dominant dominant_female duo eyelashes facial_tuft feathers feet female female_penetrated fingers fluffy fluffy_tail fur genital_fluids genitals grey_body grey_feathers grey_fur hair hat headgear headwear humanoid_feet leg_grab lingerie long_hair looking_at_another looking_at_partner looking_pleasured lying male male/female male_penetrating male_penetrating_female mostly_nude necktie nipples non-mammal_breasts nude older_male on_back on_bottom on_top penetration penile penile_penetration penis plantigrade pupils red_eyes red_sclera sex short_hair simple_background small_breasts smile tail tail_feathers toes topwear transparent_background tuft vaginal white_eyes white_face young younger_female ritz helluva_boss mythology arturo_wolff fan_character octavia_(helluva_boss) avian bird canid canid_demon canine canis demon hellhound mammal mythological_canine mythological_creature owl owl_demon wolf alpha_channel alternate_version_at_source hi_res shaded
4_toes 5_fingers 5_toes adolescent age_difference animal_genitalia animal_penis anthro athletic athletic_male beanie black_clothing blush blush_lines bodily_fluids breasts cheek_tuft clothing corset dominant dominant_female duo eyelashes facial_tuft feathers feet female female_penetrated fingers fluffy fluffy_tail fur genital_fluids genitals grey_body grey_feathers grey_fur hair hat headgear headwear humanoid_feet leg_grab lingerie long_hair looking_at_another looking_at_partner looking_pleasured lying male male/female male_penetrating male_penetrating_female mostly_nude necktie nipples non-mammal_breasts nude older_male on_back on_bottom on_top penetration penile penile_penetration penis plantigrade pupils red_eyes red_sclera sex short_hair simple_background small_breasts smile tail tail_feathers toes topwear transparent_background tuft vaginal white_eyes white_face young younger_female ritz helluva_boss mythology arturo_wolff fan_character octavia_(helluva_boss) avian bird canid canid_demon canine canis demon hellhound mammal mythological_canine mythological_creature owl owl_demon wolf alpha_channel alternate_version_at_source hi_res shaded
4_toes 5_fingers 5_toes adolescent age_difference animal_genitalia animal_penis anthro athletic athletic_male beanie blush blush_lines bodily_fluids breasts cheek_tuft clothing dominant dominant_female duo eyelashes facial_tuft feathers feet female female_penetrated fingers fluffy fluffy_tail fur genital_fluids genitals grey_body grey_feathers grey_fur hair hat headgear headwear humanoid_feet leg_grab long_hair looking_at_another looking_at_partner looking_pleasured lying male male/female male_penetrating male_penetrating_female necktie nipples non-mammal_breasts nude older_male on_back on_bottom on_top penetration penile penile_penetration penis plantigrade pupils red_eyes red_sclera sex short_hair simple_background small_breasts smile tail tail_feathers toes transparent_background tuft vaginal white_eyes white_face young younger_female ritz helluva_boss mythology arturo_wolff fan_character octavia_(helluva_boss) avian bird canid canid_demon canine canis demon hellhound mammal mythological_canine mythological_creature owl owl_demon wolf alpha_channel alternate_version_at_source hi_res shaded
4_toes 5_fingers 5_toes adolescent age_difference animal_genitalia animal_penis anthro athletic athletic_male beanie blush blush_lines bodily_fluids breasts cheek_tuft clothing dominant dominant_female duo eyelashes facial_tuft feathers feet female female_penetrated fingers fluffy fluffy_tail fur genital_fluids genitals grey_body grey_feathers grey_fur hair hat headgear headwear humanoid_feet leg_grab long_hair looking_at_another looking_at_partner looking_pleasured lying male male/female male_penetrating male_penetrating_female necktie nipples non-mammal_breasts nude older_male on_back on_bottom on_top penetration penile penile_penetration penis plantigrade pupils red_eyes red_sclera sex short_hair simple_background small_breasts smile tail tail_feathers toes transparent_background tuft vaginal white_eyes white_face young younger_female ritz helluva_boss mythology arturo_wolff fan_character octavia_(helluva_boss) avian bird canid canid_demon canine canis demon hellhound mammal mythological_canine mythological_creature owl owl_demon wolf alpha_channel alternate_version_at_source hi_res shaded
anthro bodily_fluids bow_tie breasts bride canon_x_oc clapping clothed clothing crowd crying digit_ring dress duo_focus eyes_closed eyeshadow female formal_clothing formal_wear fur grey_body grey_fur group hair happy hug jewelry kissing long_hair makeup male male/female ring romantic romantic_couple short_hair simple_background small_breasts tears tears_of_joy trio wedding wedding_clothing wedding_dress wedding_gloves wedding_ring msdulce24 helluva_boss mythology arturo_wolff octavia_(helluva_boss) stolas_(helluva_boss) avian bird canid canid_demon canine demon hellhound mammal mythological_canine mythological_creature owl owl_demon absurd_res hi_res
anthro bodily_fluids bow_tie breasts bride canon_x_oc clapping clothed clothing crowd crying digit_ring dress duo_focus eyes_closed eyeshadow female formal_clothing formal_wear fur grey_body grey_fur group hair happy hug jewelry kissing long_hair makeup male male/female ring romantic romantic_couple short_hair simple_background small_breasts tears tears_of_joy trio wedding wedding_clothing wedding_dress wedding_gloves wedding_ring msdulce24 helluva_boss mythology arturo_wolff octavia_(helluva_boss) stolas_(helluva_boss) avian bird canid canid_demon canine demon hellhound mammal mythological_canine mythological_creature owl owl_demon absurd_res hi_res
5_fingers anthro areola big_breasts black_body black_fur blush breasts countershading duo eye_contact female fingers fur genitals gradient_hair grey_body grey_fur hair hand_on_breast hand_on_crotch holding_another's_head hug hugging_another hugging_from_behind looking_at_another machine male male/female nipples notched_ear nude purple_nipples red_eyes reverse_countershading simple_background smile tail yellow_body ritz arturo_wolff canid canine canis mammal protogen wolf
5_fingers anthro areola big_breasts black_body black_fur blush breasts countershading duo eye_contact female fingers fur genitals gradient_hair grey_body grey_fur hair hand_on_breast hand_on_crotch holding_another's_head hug hugging_another hugging_from_behind looking_at_another machine male male/female nipples notched_ear nude purple_nipples red_eyes reverse_countershading simple_background smile tail yellow_body ritz arturo_wolff canid canine canis mammal protogen wolf
age_difference anthro beverage choker clothed clothing coffee coffee_cup container cup date duo eye_contact female flat_chested formal_clothing formal_wear fur grey_body grey_fur hair hand_holding holding_container holding_object jewelry long_hair looking_at_another male male/female multicolored_body multicolored_fur necklace older_male open_mouth open_smile pink_clothing red_eyes red_sclera relationship short_hair size_difference smile walking white_face younger_female akuma_nemui helluva_boss mythology arturo_wolff octavia_(helluva_boss) avian bird canid canid_demon canine canis demon hellhound mammal mythological_canine mythological_creature owl owl_demon wolf 2023 detailed hi_res
age_difference anthro beverage choker clothed clothing coffee coffee_cup container cup date duo eye_contact female flat_chested formal_clothing formal_wear fur grey_body grey_fur hair hand_holding holding_container holding_object jewelry long_hair looking_at_another male male/female multicolored_body multicolored_fur necklace older_male open_mouth open_smile pink_clothing red_eyes red_sclera relationship short_hair size_difference smile walking white_face younger_female akuma_nemui helluva_boss mythology arturo_wolff octavia_(helluva_boss) avian bird canid canid_demon canine canis demon hellhound mammal mythological_canine mythological_creature owl owl_demon wolf 2023 detailed hi_res
anthro bodily_fluids butt butt_grab cum cum_in_pussy cum_inside duo female female_penetrated genital_fluids genitals grass hand_on_butt hands_around_neck hands_on_legs hands_on_thighs humanoid_genitalia humanoid_penis looking_at_another looking_back looking_down male male/female male_penetrating male_penetrating_female night nude on_bottom on_top overflow penetration penile penile_penetration penis penis_in_pussy plant sex simple_background sky star starry_sky vaginal vaginal_penetration groudus league_of_legends riot_games tencent arturo_wolff kindred_(lol) lamb_(lol) animal_humanoid bovid bovid_humanoid canid canine canis caprine caprine_humanoid humanoid mammal mammal_humanoid sheep wolf
anthro bodily_fluids butt butt_grab cum cum_in_pussy cum_inside duo female female_penetrated genital_fluids genitals grass hand_on_butt hands_around_neck hands_on_legs hands_on_thighs humanoid_genitalia humanoid_penis looking_at_another looking_back looking_down male male/female male_penetrating male_penetrating_female night nude on_bottom on_top overflow penetration penile penile_penetration penis penis_in_pussy plant sex simple_background sky star starry_sky vaginal vaginal_penetration groudus league_of_legends riot_games tencent arturo_wolff kindred_(lol) lamb_(lol) animal_humanoid bovid bovid_humanoid canid canine canis caprine caprine_humanoid humanoid mammal mammal_humanoid sheep wolf
anthro balls blush bodily_fluids cum cum_in_mouth cum_inside cum_on_penis duo erection fellatio genital_fluids genitals male male/male mask nude oral penile penis sex tongue groudus league_of_legends riot_games tencent arturo_wolff kindred_(lol) wolf_(lol) canid canine canis mammal spirit wolf
anthro balls blush bodily_fluids cum cum_in_mouth cum_inside cum_on_penis duo erection fellatio genital_fluids genitals male male/male mask nude oral penile penis sex tongue groudus league_of_legends riot_games tencent arturo_wolff kindred_(lol) wolf_(lol) canid canine canis mammal spirit wolf
age_difference aged_up anthro canon_x_oc clothed clothing crown dress duo eye_contact female formal_clothing formal_wear fur grey_body grey_fur hair hand_holding headgear jewelry long_hair looking_at_another looking_at_partner male male/female open_mouth open_smile red_eyes red_sclera relationship romantic romantic_couple short_hair size_difference smile suit wedding_clothing wedding_dress wedding_veil younger_female akuma_nemui helluva_boss mythology arturo_wolff octavia_(helluva_boss) avian bird canid canid_demon canine canis demon hellhound mammal mythological_canine mythological_creature owl owl_demon wolf 2023 absurd_res detailed hi_res
age_difference aged_up anthro canon_x_oc clothed clothing crown dress duo eye_contact female formal_clothing formal_wear fur grey_body grey_fur hair hand_holding headgear jewelry long_hair looking_at_another looking_at_partner male male/female open_mouth open_smile red_eyes red_sclera relationship romantic romantic_couple short_hair size_difference smile suit wedding_clothing wedding_dress wedding_veil younger_female akuma_nemui helluva_boss mythology arturo_wolff octavia_(helluva_boss) avian bird canid canid_demon canine canis demon hellhound mammal mythological_canine mythological_creature owl owl_demon wolf 2023 absurd_res detailed hi_res
age_difference ambiguous_penetration anthro beak big_breasts breasts cheek_tuft chest_tuft duo eyelashes facial_tuft feathers female fur genitals grey_body grey_fur hair hand_behind_head hand_on_leg kissing_cheek long_eyelashes long_hair looking_at_another looking_at_partner male male/female multicolored_body multicolored_fur nipples notched_ear older_female penetration pink_beak pink_nipples pink_sclera red_eyes sex short_hair simple_background standing standing_sex tuft two_tone_body two_tone_fur white_background white_body white_eyes white_feathers younger_male elelite helluva_boss mythology arturo_wolff stella_(helluva_boss) anatid anseriform anserinae avian bird canid canid_demon canine canis demon hellhound mammal mythological_canine mythological_creature swan wolf absurd_res hi_res
age_difference ambiguous_penetration anthro beak big_breasts breasts cheek_tuft chest_tuft duo eyelashes facial_tuft feathers female fur genitals grey_body grey_fur hair hand_behind_head hand_on_leg kissing_cheek long_eyelashes long_hair looking_at_another looking_at_partner male male/female multicolored_body multicolored_fur nipples notched_ear older_female penetration pink_beak pink_nipples pink_sclera red_eyes sex short_hair simple_background standing standing_sex tuft two_tone_body two_tone_fur white_background white_body white_eyes white_feathers younger_male elelite helluva_boss mythology arturo_wolff stella_(helluva_boss) anatid anseriform anserinae avian bird canid canid_demon canine canis demon hellhound mammal mythological_canine mythological_creature swan wolf absurd_res hi_res
age_difference anthro choker clothed clothing duo eyes_closed female flat_chested fur grey_body grey_fur hair hug jewelry larger_male long_hair male male/female multicolored_body multicolored_fur necklace older_male open_mouth open_smile pink_clothing relationship short_hair simple_background size_difference smaller_female smile white_face younger_female anonymous_artist helluva_boss mythology arturo_wolff octavia_(helluva_boss) avian bird canid canid_demon canine canis demon hellhound mammal mythological_canine mythological_creature owl owl_demon wolf 2023 hi_res
age_difference anthro choker clothed clothing duo eyes_closed female flat_chested fur grey_body grey_fur hair hug jewelry larger_male long_hair male male/female multicolored_body multicolored_fur necklace older_male open_mouth open_smile pink_clothing relationship short_hair simple_background size_difference smaller_female smile white_face younger_female anonymous_artist helluva_boss mythology arturo_wolff octavia_(helluva_boss) avian bird canid canid_demon canine canis demon hellhound mammal mythological_canine mythological_creature owl owl_demon wolf 2023 hi_res
4_fingers age_difference anthro beanie black_clothing cheek_tuft clothing dominant dominant_female duo eyelashes facial_tuft feathers female fingers fluffy fluffy_tail fur grey_body grey_feathers grey_fur hair hat headgear headwear long_hair looking_at_another looking_at_partner male male/female necktie older_male pupils red_eyes red_sclera short_hair simple_background smile tail topwear tuft white_eyes white_face younger_female akrost helluva_boss mythology arturo_wolff fan_character octavia_(helluva_boss) avian bird canid canid_demon canine canis demon hellhound mammal mythological_canine mythological_creature owl owl_demon wolf hi_res young_(lore)
4_fingers age_difference anthro beanie black_clothing cheek_tuft clothing dominant dominant_female duo eyelashes facial_tuft feathers female fingers fluffy fluffy_tail fur grey_body grey_feathers grey_fur hair hat headgear headwear long_hair looking_at_another looking_at_partner male male/female necktie older_male pupils red_eyes red_sclera short_hair simple_background smile tail topwear tuft white_eyes white_face younger_female akrost helluva_boss mythology arturo_wolff fan_character octavia_(helluva_boss) avian bird canid canid_demon canine canis demon hellhound mammal mythological_canine mythological_creature owl owl_demon wolf hi_res young_(lore)
ambiguous_penetration bodily_fluids cutie_mark doggystyle duo female feral from_behind_position grey_body grey_hair hair horn looking_down looking_forward male male/female notched_ear open_mouth penetration purple_eyes purple_hair red_eyes sex simple_background surprise_sex tears wings yellow_body arturowolff_(artist) third-party_edit hasbro my_little_pony mythology arturo_wolff fan_character equid equine mammal mythological_creature mythological_equine pegasus unicorn 1:1 hi_res
ambiguous_penetration bodily_fluids cutie_mark doggystyle duo female feral from_behind_position grey_body grey_hair hair horn looking_down looking_forward male male/female notched_ear open_mouth penetration purple_eyes purple_hair red_eyes sex simple_background surprise_sex tears wings yellow_body arturowolff_(artist) third-party_edit hasbro my_little_pony mythology arturo_wolff fan_character equid equine mammal mythological_creature mythological_equine pegasus unicorn 1:1 hi_res
anthro black_body black_nose countershading crossed_arms digitigrade eyewear grey_body inflatable looking_at_viewer male notched_ear pool_toy reverse_countershading simple_background smile solo sunglasses tail tallarra arturo_wolff animate_inanimate canid canine canis living_inflatable mammal wolf
anthro black_body black_nose countershading crossed_arms digitigrade eyewear grey_body inflatable looking_at_viewer male notched_ear pool_toy reverse_countershading simple_background smile solo sunglasses tail tallarra arturo_wolff animate_inanimate canid canine canis living_inflatable mammal wolf
anthro black_body black_fur blep countershading duo eye_contact fur grey_body grey_fur hair hug hugging_another hugging_from_behind looking_at_another looking_back male male/male orange_body orange_fur purple_hair reverse_countershading simple_background smile tongue tongue_out yellow_body yellow_fur smolsynthwave arturo_wolff canid canine canis fennec_fox fox mammal true_fox wolf
anthro black_body black_fur blep countershading duo eye_contact fur grey_body grey_fur hair hug hugging_another hugging_from_behind looking_at_another looking_back male male/male orange_body orange_fur purple_hair reverse_countershading simple_background smile tongue tongue_out yellow_body yellow_fur smolsynthwave arturo_wolff canid canine canis fennec_fox fox mammal true_fox wolf
angry black_hair blush brown_hair cutie_mark duo female feral grey_body hair looking_down looking_up_at_partner male male/female nervous notched_ear orange_body quadruped scar simple_background text white_background wings mizu_wolf hasbro my_little_pony mythology arturo_wolff fan_character earth_pony equid equine horse mammal mythological_creature mythological_equine pegasus pony spanish_text
angry black_hair blush brown_hair cutie_mark duo female feral grey_body hair looking_down looking_up_at_partner male male/female nervous notched_ear orange_body quadruped scar simple_background text white_background wings mizu_wolf hasbro my_little_pony mythology arturo_wolff fan_character earth_pony equid equine horse mammal mythological_creature mythological_equine pegasus pony spanish_text
anthro black_cothing chibi clothed clothing duo female fur grey_body grey_fur hair hug maid_uniform male male/female multicolored_body multicolored_fur one_eye_closed open_mouth open_smile pink_body pink_clothing pink_fur red_eyes red_sclera simple_background smile uniform groudus jewelpetsunshine jewelpet sanrio sega sega_fave arturo_wolff garnet_(jewelpet) canid canine canis domestic_cat felid feline felis mammal wolf boyfriends
anthro black_cothing chibi clothed clothing duo female fur grey_body grey_fur hair hug maid_uniform male male/female multicolored_body multicolored_fur one_eye_closed open_mouth open_smile pink_body pink_clothing pink_fur red_eyes red_sclera simple_background smile uniform groudus jewelpetsunshine jewelpet sanrio sega sega_fave arturo_wolff garnet_(jewelpet) canid canine canis domestic_cat felid feline felis mammal wolf boyfriends
anthro black_body black_fur chromatic_aberration countershading eyewear fur grey_body grey_fur hair looking_away male notched_ear one_eye_obstructed open_mouth open_smile red_eyes reverse_countershading short_hair simple_background smile solo sunglasses mizu_wolf arturo_wolff canid canine canis mammal wolf bust_portrait portrait
anthro black_body black_fur chromatic_aberration countershading eyewear fur grey_body grey_fur hair looking_away male notched_ear one_eye_obstructed open_mouth open_smile red_eyes reverse_countershading short_hair simple_background smile solo sunglasses mizu_wolf arturo_wolff canid canine canis mammal wolf bust_portrait portrait
4_fingers anthro back_markings black_body black_fur countershading digitigrade fingers fur gradient_background grey_body grey_fur hair male markings muscular notched_ear nude red_eyes reverse_countershading scar short_hair simple_background solo groudus arturo_wolff canid canine canis mammal wolf hi_res model_sheet
4_fingers anthro back_markings black_body black_fur countershading digitigrade fingers fur gradient_background grey_body grey_fur hair male markings muscular notched_ear nude red_eyes reverse_countershading scar short_hair simple_background solo groudus arturo_wolff canid canine canis mammal wolf hi_res model_sheet
5_fingers anthro back_markings black_body black_fur countershading fingers front_view fur grey_body grey_fur hair looking_away looking_back male markings notched_ear plantigrade rear_view red_eyes reverse_countershading short_hair simple_background slim solo standing mizu_wolf arturo_wolff canid canine canis mammal wolf flat_colors model_sheet
5_fingers anthro back_markings black_body black_fur countershading fingers front_view fur grey_body grey_fur hair looking_away looking_back male markings notched_ear plantigrade rear_view red_eyes reverse_countershading short_hair simple_background slim solo standing mizu_wolf arturo_wolff canid canine canis mammal wolf flat_colors model_sheet
anthro black_body black_fur blep blush clothed clothing countershading duo eyes_closed fur grey_body grey_fur hair heart_symbol hug hugging_another male male/male orange_body orange_fur purple_hair reverse_countershading simple_background smile tail tongue tongue_out yellow_body yellow_fur kittykittenz arturo_wolff canid canine canis fennec_fox fox mammal true_fox wolf half-length_portrait hi_res portrait
anthro black_body black_fur blep blush clothed clothing countershading duo eyes_closed fur grey_body grey_fur hair heart_symbol hug hugging_another male male/male orange_body orange_fur purple_hair reverse_countershading simple_background smile tail tongue tongue_out yellow_body yellow_fur kittykittenz arturo_wolff canid canine canis fennec_fox fox mammal true_fox wolf half-length_portrait hi_res portrait
anthro black_body black_fur countershading fur grey_body grey_fur hair looking_at_viewer male notched_ear outline red_eyes reverse_countershading short_hair simple_background smile solo text white_outline kittykittenz arturo_wolff canid canine canis mammal wolf 4:5 absurd_res bust_portrait english_text hi_res portrait signature
anthro black_body black_fur countershading fur grey_body grey_fur hair looking_at_viewer male notched_ear outline red_eyes reverse_countershading short_hair simple_background smile solo text white_outline kittykittenz arturo_wolff canid canine canis mammal wolf 4:5 absurd_res bust_portrait english_text hi_res portrait signature
4_fingers anthro black_body black_fur countershading fingers fur gradient_background grey_body grey_fur hair holding_needle holding_object looking_at_object male notched_ear open_mouth open_smile plant red_eyes reverse_countershading short_hair shrub simple_background smile solo standing tongue unknown_artist unknown_artist_signature arturo_wolff canid canine canis mammal wolf 4:3 hi_res signature
4_fingers anthro black_body black_fur countershading fingers fur gradient_background grey_body grey_fur hair holding_needle holding_object looking_at_object male notched_ear open_mouth open_smile plant red_eyes reverse_countershading short_hair shrub simple_background smile solo standing tongue unknown_artist unknown_artist_signature arturo_wolff canid canine canis mammal wolf 4:3 hi_res signature