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absurd_res anthro avian avian_demon bdsm bird bit_gag blindfold blitzo_(helluva_boss) butt demon duo fur gag gagged grey_body grey_fur grey_hair hair helluva_boss hi_res horn looking_at_another male male/male nervous nude owl owl_demon paldobeobe59670 red_body red_eyes red_skin short_hair simple_background smile stolas_(helluva_boss) white_face ahegao alternate_costume anal anal_penetration angel anthro anus blush bodily_fluids bovid bukkake caprine cherub clothed clothed_sex clothing coat collin_(helluva_boss) cum cum_in_ass cum_in_mouth cum_in_own_mouth cum_in_self cum_inside cum_on_face cum_on_own_face cum_on_self dildo dildo_insertion duo enookie face_fucking fellatio foreskin genital_fluids genitals heart_eyes heart_symbol helluva_boss hi_res humanoid_genitalia irrumatio jabot looking_pleasured male male/male mammal masturbation milking_tentacles oral owl_demon penetration penile penis romantic romantic_sex sex sex_toy sex_toy_insertion sheep size_difference stolas_(helluva_boss) tentacle_in_ass tentacle_penetration tentacle_sex tentacles topwear absurd_res animal_humanoid anthro avian avian_humanoid beak bird blue_body clothing crown demon english_text eyewear footwear gameplay_mechanics glasses headgear hi_res humanoid kings_of_hell male nerd overcoat owl owl_demon purple_clothing reyriders short_stack socks solo staff stolas_(kings_of_hell) text text_box thong underwear absurd_res animal_humanoid anthro avian avian_humanoid bird blue_body bubble_butt butt clothing crown demon english_text footwear gameplay_mechanics headgear hi_res humanoid kings_of_hell male nerd overcoat owl owl_demon purple_clothing reyriders short_stack socks solo staff stolas_(kings_of_hell) text text_box thong underwear absurd_res anthro avian beak big_breasts big_butt bird blush breasts butt clothing crown demon feathers female footwear hair headgear helluva_boss hi_res high_heels huge_breasts nipple_dip nipples nude owl owl_demon pink_eyes revifrry simple_background solo stella_(helluva_boss) thick_thighs white_body absurd_res anthro avian avian_demon bdsm bird bit_gag blindfold blitzo_(helluva_boss) butt demon duo fur gag gagged grey_body grey_fur grey_hair hair helluva_boss hi_res horn looking_at_another male male/male nervous nude owl owl_demon paldobeobe59670 red_body red_eyes red_skin short_hair simple_background smile stolas_(helluva_boss) white_face ahegao alternate_costume anal anal_penetration angel anthro anus blush bodily_fluids bovid bukkake caprine cherub clothed clothed_sex clothing coat collin_(helluva_boss) cum cum_in_ass cum_in_mouth cum_in_own_mouth cum_in_self cum_inside cum_on_face cum_on_own_face cum_on_self dildo dildo_insertion duo enookie face_fucking fellatio foreskin genital_fluids genitals heart_eyes heart_symbol helluva_boss hi_res humanoid_genitalia irrumatio jabot looking_pleasured male male/male mammal masturbation milking_tentacles oral owl_demon penetration penile penis romantic romantic_sex sex sex_toy sex_toy_insertion sheep size_difference stolas_(helluva_boss) tentacle_in_ass tentacle_penetration tentacle_sex tentacles topwear absurd_res animal_humanoid anthro avian avian_humanoid beak bird blue_body clothing crown demon english_text eyewear footwear gameplay_mechanics glasses headgear hi_res humanoid kings_of_hell male nerd overcoat owl owl_demon purple_clothing reyriders short_stack socks solo staff stolas_(kings_of_hell) text text_box thong underwear absurd_res animal_humanoid anthro avian avian_humanoid bird blue_body bubble_butt butt clothing crown demon english_text footwear gameplay_mechanics headgear hi_res humanoid kings_of_hell male nerd overcoat owl owl_demon purple_clothing reyriders short_stack socks solo staff stolas_(kings_of_hell) text text_box thong underwear absurd_res anthro avian beak big_breasts big_butt bird blush breasts butt clothing crown demon feathers female footwear hair headgear helluva_boss hi_res high_heels huge_breasts nipple_dip nipples nude owl owl_demon pink_eyes revifrry simple_background solo stella_(helluva_boss) thick_thighs white_body absurd_res anthro avian avian_demon bdsm bird bit_gag blindfold blitzo_(helluva_boss) butt demon duo fur gag gagged grey_body grey_fur grey_hair hair helluva_boss hi_res horn looking_at_another male male/male nervous nude owl owl_demon paldobeobe59670 red_body red_eyes red_skin short_hair simple_background smile stolas_(helluva_boss) white_face ahegao alternate_costume anal anal_penetration angel anthro anus blush bodily_fluids bovid bukkake caprine cherub clothed clothed_sex clothing coat collin_(helluva_boss) cum cum_in_ass cum_in_mouth cum_in_own_mouth cum_in_self cum_inside cum_on_face cum_on_own_face cum_on_self dildo dildo_insertion duo enookie face_fucking fellatio foreskin genital_fluids genitals heart_eyes heart_symbol helluva_boss hi_res humanoid_genitalia irrumatio jabot looking_pleasured male male/male mammal masturbation milking_tentacles oral owl_demon penetration penile penis romantic romantic_sex sex sex_toy sex_toy_insertion sheep size_difference stolas_(helluva_boss) tentacle_in_ass tentacle_penetration tentacle_sex tentacles topwear anthro avian beak big_butt bird butt demon feathers femboy helluva_boss hi_res line_art male nude owl owl_demon rear_view smile solo stolas_(helluva_boss) tail tail_feathers thick_thighs walter_sache wide_hips anthro avian beak big_breasts bird black_body black_feathers black_sclera breasts choker cleavage clothed clothing demon digital_media_(artwork) dress drxii feather_hands feathers female forehead_gem gem hair hi_res jewelry looking_at_viewer necklace non-mammal_breasts owl owl_demon simple_background solo styx_(grimmagent) tail tail_feathers white_body white_feathers wings absurd_res animal_humanoid anthro avian avian_humanoid beak bird blue_body clothing crown demon english_text eyewear footwear gameplay_mechanics glasses headgear hi_res humanoid kings_of_hell male nerd overcoat owl owl_demon purple_clothing reyriders short_stack socks solo staff stolas_(kings_of_hell) text text_box thong underwear absurd_res animal_humanoid anthro avian avian_humanoid bird blue_body bubble_butt butt clothing crown demon english_text footwear gameplay_mechanics headgear hi_res humanoid kings_of_hell male nerd overcoat owl owl_demon purple_clothing reyriders short_stack socks solo staff stolas_(kings_of_hell) text text_box thong underwear absurd_res anthro avian beak big_breasts big_butt bird blush breasts butt clothing crown demon feathers female footwear hair headgear helluva_boss hi_res high_heels huge_breasts nipple_dip nipples nude owl owl_demon pink_eyes revifrry simple_background solo stella_(helluva_boss) thick_thighs white_body absurd_res anthro avian avian_demon bdsm bird bit_gag blindfold blitzo_(helluva_boss) butt demon duo fur gag gagged grey_body grey_fur grey_hair hair helluva_boss hi_res horn looking_at_another male male/male nervous nude owl owl_demon paldobeobe59670 red_body red_eyes red_skin short_hair simple_background smile stolas_(helluva_boss) white_face ahegao alternate_costume anal anal_penetration angel anthro anus blush bodily_fluids bovid bukkake caprine cherub clothed clothed_sex clothing coat collin_(helluva_boss) cum cum_in_ass cum_in_mouth cum_in_own_mouth cum_in_self cum_inside cum_on_face cum_on_own_face cum_on_self dildo dildo_insertion duo enookie face_fucking fellatio foreskin genital_fluids genitals heart_eyes heart_symbol helluva_boss hi_res humanoid_genitalia irrumatio jabot looking_pleasured male male/male mammal masturbation milking_tentacles oral owl_demon penetration penile penis romantic romantic_sex sex sex_toy sex_toy_insertion sheep size_difference stolas_(helluva_boss) tentacle_in_ass tentacle_penetration tentacle_sex tentacles topwear absurd_res animal_humanoid anthro avian avian_humanoid beak bird blue_body clothing crown demon english_text eyewear footwear gameplay_mechanics glasses headgear hi_res humanoid kings_of_hell male nerd overcoat owl owl_demon purple_clothing reyriders short_stack socks solo staff stolas_(kings_of_hell) text text_box thong underwear absurd_res animal_humanoid anthro avian avian_humanoid bird blue_body bubble_butt butt clothing crown demon english_text footwear gameplay_mechanics headgear hi_res humanoid kings_of_hell male nerd overcoat owl owl_demon purple_clothing reyriders short_stack socks solo staff stolas_(kings_of_hell) text text_box thong underwear absurd_res anthro avian beak big_breasts big_butt bird blush breasts butt clothing crown demon feathers female footwear hair headgear helluva_boss hi_res high_heels huge_breasts nipple_dip nipples nude owl owl_demon pink_eyes revifrry simple_background solo stella_(helluva_boss) thick_thighs white_body absurd_res anthro avian avian_demon bdsm bird bit_gag blindfold blitzo_(helluva_boss) butt demon duo fur gag gagged grey_body grey_fur grey_hair hair helluva_boss hi_res horn looking_at_another male male/male nervous nude owl owl_demon paldobeobe59670 red_body red_eyes red_skin short_hair simple_background smile stolas_(helluva_boss) white_face ahegao alternate_costume anal anal_penetration angel anthro anus blush bodily_fluids bovid bukkake caprine cherub clothed clothed_sex clothing coat collin_(helluva_boss) cum cum_in_ass cum_in_mouth cum_in_own_mouth cum_in_self cum_inside cum_on_face cum_on_own_face cum_on_self dildo dildo_insertion duo enookie face_fucking fellatio foreskin genital_fluids genitals heart_eyes heart_symbol helluva_boss hi_res humanoid_genitalia irrumatio jabot looking_pleasured male male/male mammal masturbation milking_tentacles oral owl_demon penetration penile penis romantic romantic_sex sex sex_toy sex_toy_insertion sheep size_difference stolas_(helluva_boss) tentacle_in_ass tentacle_penetration tentacle_sex tentacles topwear 2024 4_eyes anthro anthro_on_anthro back_spikes bdsm beak bed black_beak black_body black_collar black_feathers blitzo_(helluva_boss) blush bodily_fluids bondage bound chain chain_leash chained chest_tuft collar collar_only ddupidup digital_media_(artwork) duo eye_contact feathers fur furniture grey_body grey_fur hair hand_on_head heart_eyes heart_symbol helluva_boss high-angle_view holding_leash holding_object imminent_sex imp leash leash_pull looking_at_another lying lying_on_bed male male/male multi_eye nude on_back on_bed on_top open_mouth open_smile owl_demon red_body red_sclera sharp_teeth smile spikes spikes_(anatomy) spots stolas_(helluva_boss) sweat teeth tuft white_spots yellow_sclera absurd_res animal_humanoid anthro avian avian_humanoid beak bird blue_body clothing crown demon english_text eyewear footwear gameplay_mechanics glasses headgear hi_res humanoid kings_of_hell male nerd overcoat owl owl_demon purple_clothing reyriders short_stack socks solo staff stolas_(kings_of_hell) text text_box thong underwear absurd_res animal_humanoid anthro avian avian_humanoid bird blue_body bubble_butt butt clothing crown demon english_text footwear gameplay_mechanics headgear hi_res humanoid kings_of_hell male nerd overcoat owl owl_demon purple_clothing reyriders short_stack socks solo staff stolas_(kings_of_hell) text text_box thong underwear absurd_res anthro avian beak big_breasts big_butt bird blush breasts butt clothing crown demon feathers female footwear hair headgear helluva_boss hi_res high_heels huge_breasts nipple_dip nipples nude owl owl_demon pink_eyes revifrry simple_background solo stella_(helluva_boss) thick_thighs white_body absurd_res anthro avian avian_demon bdsm bird bit_gag blindfold blitzo_(helluva_boss) butt demon duo fur gag gagged grey_body grey_fur grey_hair hair helluva_boss hi_res horn looking_at_another male male/male nervous nude owl owl_demon paldobeobe59670 red_body red_eyes red_skin short_hair simple_background smile stolas_(helluva_boss) white_face ahegao alternate_costume anal anal_penetration angel anthro anus blush bodily_fluids bovid bukkake caprine cherub clothed clothed_sex clothing coat collin_(helluva_boss) cum cum_in_ass cum_in_mouth cum_in_own_mouth cum_in_self cum_inside cum_on_face cum_on_own_face cum_on_self dildo dildo_insertion duo enookie face_fucking fellatio foreskin genital_fluids genitals heart_eyes heart_symbol helluva_boss hi_res humanoid_genitalia irrumatio jabot looking_pleasured male male/male mammal masturbation milking_tentacles oral owl_demon penetration penile penis romantic romantic_sex sex sex_toy sex_toy_insertion sheep size_difference stolas_(helluva_boss) tentacle_in_ass tentacle_penetration tentacle_sex tentacles topwear absurd_res anthro avian avian_demon bdsm bird bit_gag blindfold blitzo_(helluva_boss) butt demon duo fur gag gagged grey_body grey_fur grey_hair hair helluva_boss hi_res horn looking_at_another male male/male nervous nude owl owl_demon paldobeobe59670 red_body red_eyes red_skin short_hair simple_background smile stolas_(helluva_boss) white_face ahegao alternate_costume anal anal_penetration angel anthro anus blush bodily_fluids bovid bukkake caprine cherub clothed clothed_sex clothing coat collin_(helluva_boss) cum cum_in_ass cum_in_mouth cum_in_own_mouth cum_in_self cum_inside cum_on_face cum_on_own_face cum_on_self dildo dildo_insertion duo enookie face_fucking fellatio foreskin genital_fluids genitals heart_eyes heart_symbol helluva_boss hi_res humanoid_genitalia irrumatio jabot looking_pleasured male male/male mammal masturbation milking_tentacles oral owl_demon penetration penile penis romantic romantic_sex sex sex_toy sex_toy_insertion sheep size_difference stolas_(helluva_boss) tentacle_in_ass tentacle_penetration tentacle_sex tentacles topwear anthro avian bird blush bubblepuppers clean_diaper clothed clothing demon diaper diaper_fetish feathers female helluva_boss hi_res octavia_(helluva_boss) owl owl_demon solo wearing_diaper absurd_res animal_humanoid anthro avian avian_humanoid beak bird blue_body clothing crown demon english_text eyewear footwear gameplay_mechanics glasses headgear hi_res humanoid kings_of_hell male nerd overcoat owl owl_demon purple_clothing reyriders short_stack socks solo staff stolas_(kings_of_hell) text text_box thong underwear absurd_res animal_humanoid anthro avian avian_humanoid bird blue_body bubble_butt butt clothing crown demon english_text footwear gameplay_mechanics headgear hi_res humanoid kings_of_hell male nerd overcoat owl owl_demon purple_clothing reyriders short_stack socks solo staff stolas_(kings_of_hell) text text_box thong underwear absurd_res anthro avian beak big_breasts big_butt bird blush breasts butt clothing crown demon feathers female footwear hair headgear helluva_boss hi_res high_heels huge_breasts nipple_dip nipples nude owl owl_demon pink_eyes revifrry simple_background solo stella_(helluva_boss) thick_thighs white_body absurd_res anthro avian avian_demon bdsm bird bit_gag blindfold blitzo_(helluva_boss) butt demon duo fur gag gagged grey_body grey_fur grey_hair hair helluva_boss hi_res horn looking_at_another male male/male nervous nude owl owl_demon paldobeobe59670 red_body red_eyes red_skin short_hair simple_background smile stolas_(helluva_boss) white_face ahegao alternate_costume anal anal_penetration angel anthro anus blush bodily_fluids bovid bukkake caprine cherub clothed clothed_sex clothing coat collin_(helluva_boss) cum cum_in_ass cum_in_mouth cum_in_own_mouth cum_in_self cum_inside cum_on_face cum_on_own_face cum_on_self dildo dildo_insertion duo enookie face_fucking fellatio foreskin genital_fluids genitals heart_eyes heart_symbol helluva_boss hi_res humanoid_genitalia irrumatio jabot looking_pleasured male male/male mammal masturbation milking_tentacles oral owl_demon penetration penile penis romantic romantic_sex sex sex_toy sex_toy_insertion sheep size_difference stolas_(helluva_boss) tentacle_in_ass tentacle_penetration tentacle_sex tentacles topwear absurd_res animal_humanoid anthro avian avian_humanoid beak bird blue_body clothing crown demon english_text eyewear footwear gameplay_mechanics glasses headgear hi_res humanoid kings_of_hell male nerd overcoat owl owl_demon purple_clothing reyriders short_stack socks solo staff stolas_(kings_of_hell) text text_box thong underwear absurd_res animal_humanoid anthro avian avian_humanoid bird blue_body bubble_butt butt clothing crown demon english_text footwear gameplay_mechanics headgear hi_res humanoid kings_of_hell male nerd overcoat owl owl_demon purple_clothing reyriders short_stack socks solo staff stolas_(kings_of_hell) text text_box thong underwear absurd_res anthro avian beak big_breasts big_butt bird blush breasts butt clothing crown demon feathers female footwear hair headgear helluva_boss hi_res high_heels huge_breasts nipple_dip nipples nude owl owl_demon pink_eyes revifrry simple_background solo stella_(helluva_boss) thick_thighs white_body absurd_res anthro avian avian_demon bdsm bird bit_gag blindfold blitzo_(helluva_boss) butt demon duo fur gag gagged grey_body grey_fur grey_hair hair helluva_boss hi_res horn looking_at_another male male/male nervous nude owl owl_demon paldobeobe59670 red_body red_eyes red_skin short_hair simple_background smile stolas_(helluva_boss) white_face