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hand_on_butt helluva_boss hi_res horn humanoid imp looking_pleasured male male/female moan nude oral pink_body red_body rimming sex sitting_on_another smothering source_filmmaker_(artwork) succubus tail verosika_mayday_(helluva_boss) white_hair wings 2024 absurd_res anthro beverage big_breasts big_penis blitzo_(helluva_boss) breasts canid canid_demon canine canis clothed clothing demon duo female fur genitals hair hellhound helluva_boss hi_res imp leash loona_(helluva_boss) male mammal mythological_canine mythological_creature mythology partially_clothed penis red_eyes sidewalk tagme thick_thighs toonarscontent vein veiny_penis white_body white_fur white_hair wolf 2024 anthro being_watched biped black_nose blitzo_(helluva_boss) blush bodily_fluids butt canid canid_demon canine cat_costume chair claws clenched_teeth clitoral clitoral_fingering clitoral_masturbation clothed clothing collar costume demon digital_media_(artwork) dripping drooling ear_piercing electronics erect_nipples female fingering fingerless_gloves fingers fur furniture genital_fluids genitals gloves group hair handwear hellhound helluva_boss hi_res holding_object holding_phone horn in_heat ksaiden legwear long_hair looking_at_another loona_(helluva_boss) low-angle_view male mammal masturbation millie_(helluva_boss) multicolored_body multicolored_fur mythological_canine mythological_creature mythology nipple_outline nipples no_underwear pantsless pawpads paws phone piercing pussy pussy_juice_drip pussy_juice_string saliva sitting smile spiked_collar spikes stealth_masturbation table teeth toe_claws toeless_legwear toeless_stockings vaginal_fluids vortex_(helluva_boss) whiteboard angry anthro areola big_breasts black_areola black_nipples blitzo_(helluva_boss) breast_play breasts canid canine ejaculation genitals gomezcat group helluva_boss hi_res huge_breasts imp loona_(helluva_boss) mammal millie_(helluva_boss) moxxie_(helluva_boss) nipples penis piercing sex titfuck tongue tongue_out trio 2023 2_horns 2_penises 4_fingers abdominal_bulge anal anal_penetration animal_genitalia animal_penis anthro anthro_penetrating anthro_penetrating_humanoid anus balls black_text blitzo_(helluva_boss) blush blush_lines bodily_fluids chaz_(helluva_boss) claws close-up contact_onomatopoeia cowgirl_position curved_horn cutaway demon demon_humanoid double_anal double_penetration drooling duo english_text erection eyes_closed faceless_anthro faceless_character faceless_male fin finger_claws fingers fish from_front_position genitals gills glans grabbing_sheets greyscale helluva_boss hemipenes horn humanoid humanoid_focus humanoid_genitalia humanoid_on_anthro humanoid_penetrated humanoid_penis imp impact_onomatopoeia leg_grab male male/male male_penetrated male_penetrating male_penetrating_male marine moan monochrome multi_genitalia multi_penis not_furry_focus on_bottom on_top onomatopoeia penetration penile penile_penetration penis penis_in_ass potatonebula profanity reclining rough_sex saliva saliva_on_face sex shark sharp_teeth signature sketch solo_focus sound_effects spread_legs spreading striped_horn stripes stuttering sweat sweaty_face tail tail_fin talking_to_another talking_to_partner teeth text throbbing throbbing_penis vein veiny_penis white_text 2023 2_horns anal anal_penetration animal_genitalia animal_penis anthro anthro_penetrating anthro_penetrating_humanoid avian balls beak big_tongue bird black_and_white_and_red black_text blitzo_(helluva_boss) bodily_fluids cum cum_while_penetrated cumshot curved_horn demon demon_humanoid double_penetration dripping drooling duo ejaculation empty_eyes english_text erection extreme_french_kiss extreme_size_difference feathers french_kissing gagging genital_fluids genitals helluva_boss horn humanoid humanoid_genitalia humanoid_on_anthro humanoid_penetrated humanoid_penis imp kissing larger_anthro male male/male male_anthro male_humanoid male_penetrated male_penetrating male_penetrating_male moan monster neck_bulge oral oral_penetration owl owl_demon penetration penile penile_penetration penis penis_in_ass potatonebula reverse_stand_and_carry_position saliva saliva_drip saliva_on_face saliva_on_tongue sex signature size_difference sketch smaller_humanoid smaller_penetrated spade_tail standing standing_sex stolas_(helluva_boss) striped_horn stripes tail teratophilia text tongue tongue_in_mouth tongue_out 1:1 2023 2_horns 4_fingers all_fours anal anal_penetration anus black_text blitzo_(helluva_boss) blush blush_lines bodily_fluids breasts butt butt_grab close-up cloven_hooves curved_horn cutaway demon demon_humanoid doggystyle double_penetration english_text eyebrows eyelashes eyes_closed female female_humanoid female_penetrated fingers french_kissing from_behind_position from_front_position genital_fluids genitals greyscale group group_sex hair hand_on_butt heart_symbol helluva_boss hooves horn horn_grab humanoid humanoid_on_humanoid humanoid_penetrated humanoid_penetrating humanoid_penetrating_humanoid imp intraspecies kissing kneeling long_eyelashes lying male male/female male_humanoid male_penetrating male_penetrating_female medium_breasts millie_(helluva_boss) moan monochrome moxxie_(helluva_boss) navel nude nude_female nude_humanoid nude_male on_back penetration penile penile_penetration penis penis_in_ass penis_in_pussy potatonebula pussy pussy_juice_on_penis reverse_missionary_position sex sharp_teeth short_hair signature sketch smile smirk spade_tail striped_horn stripes sweat sweaty_arms sweaty_breasts sweaty_butt sweaty_face tail tail_grab tail_pull teeth text three-quarter_view threesome trio vaginal vaginal_fluids vaginal_penetration angry anthro avian big_breasts bird black_bra black_clothing black_underwear blitzo_(helluva_boss) blush bodily_fluids bra breasts clothing curvy_figure dress duo eyelashes feathers female helluva_boss hi_res imp lace lace_bra larger_female looking_at_another male male/female navel pb_doodles raised_arm size_difference smaller_male stella_(helluva_boss) sweat tail text thick_thighs translucent translucent_clothing underwear voluptuous wide_hips 2023 2_horns 4_fingers anal anal_penetration animal_genitalia animal_penis anthro anthro_penetrating anthro_penetrating_humanoid arms_tied avian ball_gag balls bdsm beak big_dom_small_sub bird blitzo_(helluva_boss) blush blush_lines bodily_fluids bondage bound breath buzzing chain chair_position chastity_cage chastity_device contact_onomatopoeia cum cum_on_balls cum_on_own_balls cum_on_self cum_while_chaste cumshot curved_horn demon demon_humanoid dominant dominant_anthro dominant_male dripping drooling duo ejaculation empty_eyes english_text eyebrows eyes_closed feathers fingers from_behind_position gag gagged genital_fluids genitals greyscale hand_on_chin hands_behind_head helluva_boss hi_res hitachi_magic_wand holding_object holding_sex_toy holding_vibrator horn humanoid humanoid_on_anthro humanoid_penetrated imp impact_onomatopoeia larger_anthro legs_tied male male/male male_anthro male_humanoid male_penetrated male_penetrating male_penetrating_male moan monochrome navel nipple_clamp on_lap onomatopoeia open_mouth owl owl_demon penetration penile penile_penetration penis penis_in_ass plap potatonebula saliva saliva_drip saliva_on_face sex sex_toy signature sitting size_difference smaller_humanoid smaller_penetrated sound_effects spade_tail spot_color spread_legs spreading stolas_(helluva_boss) striped_horn stripes submissive submissive_humanoid submissive_male tail tail_around_leg tears text toying_partner vibrator vibrator_on_penis wand_vibrator white_text 2023 2_horns all_fours anal anal_penetration anthro anthro_penetrating anthro_penetrating_humanoid arms_tied ass_up avian baton bdsm bird black_text blitzo_(helluva_boss) blush blush_lines bodily_fluids bound butt caning chastity_cage chastity_device cum cum_from_ass cum_in_ass cum_inside curved_horn demon demon_humanoid dialogue doggystyle dominant dominant_anthro dominant_male drooling duo english_text from_behind_position genital_fluids greyscale helluva_boss horn humanoid humanoid_focus humanoid_on_anthro humanoid_penetrated imp male male/male male_anthro male_humanoid male_penetrated male_penetrating male_penetrating_male moan monochrome narrowed_eyes not_furry_focus owl owl_demon penetration penile penile_penetration penis_in_ass potatonebula precum profanity raised_tail saliva saliva_on_face sex sharp_teeth signature sketch solo_focus speech_bubble stolas_(helluva_boss) striped_horn stripes stuttering submissive submissive_humanoid submissive_male tail talking_to_another talking_to_partner teeth text tongue tongue_out urethral urethral_penetration wrists_tied 2023 2_horns all_fours anal anal_penetration anthro anthro_penetrating anthro_penetrating_humanoid arched_back balls biting_sheets black_and_white black_text blitzo_(helluva_boss) blush blush_lines bodily_fluids chaz_(helluva_boss) contact_onomatopoeia curved_horn demon demon_humanoid dialogue doggystyle drooling duo english_text erection eye_roll eyebrows fish foreskin from_behind_position genitals grabbing_sheets helluva_boss horn humanoid humanoid_focus humanoid_genitalia humanoid_on_anthro humanoid_penetrated humanoid_penis imp impact_onomatopoeia interspecies male male/male male_anthro male_humanoid male_penetrated male_penetrating male_penetrating_male marine moan monochrome motion_lines not_furry_focus onomatopoeia partially_retracted_foreskin penetration penile penile_penetration penis penis_in_ass plap potatonebula rough_sex saliva saliva_on_face sex shark sharp_teeth signature sketch solo_focus sound_effects spade_tail stuttering tail tail_around_arm tail_grab tail_motion tailwag talking_to_another talking_to_partner tears teeth text thrusting 2023 2_horns 4_fingers barefoot black_and_white blitzo_(helluva_boss) bow_tie calvin_mcmurray clothing cloven_hooves cosplay crossover crossover_cosplay demon demon_humanoid eyebrows feet female female_humanoid fingerless_gloves fingers footwear front_view gloves group gun hair hand_on_hip handwear hat headgear headwear helluva_boss holding_gun holding_object holding_ranged_weapon holding_weapon hooves horn humanoid imp ivy_pepper jacket lackadaisy looking_at_viewer male male_humanoid millie_(helluva_boss) monochrome moxxie_(helluva_boss) necktie not_furry plant potatonebula ranged_weapon rocky_rickaby rolled_up_sleeves shoes short_hair shovel sketch smile smirk standing striped_horn stripes submachine_gun suit thompson_gun tools topwear trio unguligrade vest weapon 2023 2_horns 4_toes all_fours anal anal_penetration anthro anthro_penetrated avian balls beak bird bisexual_parallel_sex black_and_white blitzo_(helluva_boss) breasts contact_onomatopoeia curtains curved_horn demon demon_humanoid dildo dildo_in_ass dildo_insertion doggystyle dominant dominant_female dominant_humanoid dominant_male english_text eyebrows eyelashes eyes_closed feathers feet female female_humanoid female_penetrating female_penetrating_male from_behind_position from_front_position genitals glans grabbing_both_legs group hair hand_behind_head hand_on_face head_grab helluva_boss hooves horn humanoid humanoid_genitalia humanoid_on_anthro humanoid_on_humanoid humanoid_penetrated humanoid_penetrating humanoid_penetrating_anthro humanoid_penetrating_humanoid humanoid_penis imp impact_onomatopoeia inside interspecies intraspecies larger_anthro larger_male larger_penetrated leaning leaning_forward leg_grab long_eyelashes looking_down male male/female male/male male_anthro male_humanoid male_penetrated male_penetrating male_penetrating_male markings millie_(helluva_boss) mole_(marking) monochrome motion_lines mounting moxxie_(helluva_boss) object_in_ass onomatopoeia open_mouth owl owl_demon parallel_sex partner_swap pegging penetration penile penile_penetration penis penis_in_ass plap potatonebula sex sex_toy sex_toy_in_ass sex_toy_insertion sex_toy_penetration short_hair shoulder_stand signature size_difference sketch small_breasts small_dom_big_sub smaller_female smaller_humanoid smile smirk sound_effects spade_tail standing stolas_(helluva_boss) strapon striped_horn stripes submissive submissive_anthro submissive_humanoid submissive_male tail tail_grab teeth text thrusting toes tongue toying_partner unguligrade white_text 2023 2_horns 4_fingers aiming angry animal_noises anthro arms_above_head artist_name avian beak bird blitzo_(helluva_boss) blush blush_lines bottomwear bow_tie cape clothing comic curved_horn demon demon_humanoid dialogue empty_eyes english_text eyebrows facial_hair feathers fingerless_gloves fingers gloves greyscale group gun hair handwear head_tilt helluva_boss hi_res holding_object holding_rope horn humanoid imp jacket kerchief male male_anthro male_humanoid monochrome mouth_closed moxxie_(helluva_boss) mustache neckerchief owl owl_demon pants potatonebula pupils ranged_weapon rope shirt short_hair shotgun signature sitting slit_pupils spade_tail speech_bubble spiked_tail spikes spikes_(anatomy) spot_color stolas_(helluva_boss) striker_(helluva_boss) striped_horn stripes suit tail talking_to_another text topwear weapon white_text wide_eyed 2023 2_horns 4_fingers anthro artist_name avian ball_gag bdsm beak bird black_text blitzo_(helluva_boss) blush blush_lines bondage boots bottomwear bound bow_tie canid canid_demon canine cellphone clothing comic covering covering_face curved_horn demon demon_humanoid dialogue electronics embarrassed empty_eyes english_text eyebrows eyelashes facial_hair female female_anthro female_humanoid fingerless_gloves fingers footwear gag gagged gloves greyscale group hair hands_behind_back handwear hellhound helluva_boss hi_res holding_cellphone holding_object holding_phone holding_smartphone horn humanoid imp jacket kerchief long_eyelashes long_sleeves looking_down loona_(helluva_boss) lying male male_humanoid mammal millie_(helluva_boss) moan monochrome moxxie_(helluva_boss) mustache mythological_canine mythological_creature mythology neckerchief nudging offscreen_character on_front one_eye_closed owl owl_demon pants phone potatonebula restraints ringed_eyes rope rope_bondage shirt short_hair signature smartphone sound_effects spade_tail speech_bubble spiked_tail spikes spikes_(anatomy) spot_color stolas_(helluva_boss) striker_(helluva_boss) striped_horn stripes suit tail taking_picture talking_to_another text topwear white_text wide_eyed wink wrists_tied 2023 2_horns after_sex back_spikes bed bedding bedroom blanket blitzo_(helluva_boss) butt clothing cloven_hooves demon demon_humanoid discarded_clothing discarded_dress discarded_panties discarded_underwear dress dresser duo entwined_tails female female_humanoid furniture head_spikes headboard helluva_boss hooves horn humanoid imp inside light lighting lying male male/female male_focus male_humanoid not_furry on_bed on_side panties pillow potatonebula restricted_palette signature sitting solo_focus spade_tail spikes spikes_(anatomy) succubus tail tail_coil underwear verosika_mayday_(helluva_boss) 2022 4_fingers all_fours ambiguous_gender anthro anthro_focus ass_up avian bdsm beak bed bird bit_gag black_text blindfold blitzo_(helluva_boss) bodily_fluids bondage bottomwear bottomwear_down bound breath butt butt_slap clothed clothing collar contact_onomatopoeia cum cum_on_leg curtains demon duo english_text feathers fingers furniture gag gagged genital_fluids greyscale helluva_boss impact_onomatopoeia leash leashed_collar leg_cuffs loose_feather male male/ambiguous male_(lore) male_anthro monochrome motion_lines on_bed onomatopoeia owl owl_demon panting partially_clothed pillow potatonebula restraints shaking shorts shorts_down signature sketch slap solo_focus sound_effects spank_marks spanking spreader_bar stolas_(helluva_boss) tail tail_feathers text tongue tongue_out trembling wrists_tied 2022 2_horns 4_fingers armwear bed black_clothing black_dress black_eyebrows black_horn black_legwear black_thigh_boots black_thigh_highs blitzo_(helluva_boss) boots border clothed clothing cosplay crossdressing demon demon_humanoid dress elbow_gloves eyebrows fingers footwear furniture gloves handwear heart_pillow heart_symbol helluva_boss horn humanoid imp legwear male male_humanoid multicolored_armwear multicolored_body multicolored_clothing multicolored_dress multicolored_elbow_gloves multicolored_gloves multicolored_handwear multicolored_horn multicolored_legwear multicolored_skin multicolored_thigh_boots multicolored_thigh_highs not_furry on_bed one_eye_closed pillow pink_armwear pink_clothing pink_elbow_gloves pink_gloves pink_handwear pink_legwear pink_pillow pink_thigh_boots pink_thigh_highs potatonebula raised_eyebrow reclining red_body red_eyes red_pillow red_skin red_tail sharp_teeth signature solo spade_tail striped_horn stripes tail teeth thigh_boots thigh_highs two_tone_armwear two_tone_body two_tone_clothing two_tone_dress two_tone_elbow_gloves two_tone_gloves two_tone_handwear two_tone_horn two_tone_legwear two_tone_skin two_tone_thigh_boots two_tone_thigh_highs verosika_mayday_(helluva_boss) white_armwear white_body white_border white_clothing white_dress white_elbow_gloves white_gloves white_handwear white_horn white_skin yellow_sclera yellow_teeth 2022 4_fingers 69_position all_fours anthro anthro_penetrated ass_up avian balls beak bird black_beak black_body black_eyebrows black_feathers blitzo_(helluva_boss) blush blush_lines bodily_fluids butt butt_grab cum cum_from_mouth cum_in_mouth cum_inside cum_on_balls cum_on_own_balls cum_on_self deep_throat demon demon_humanoid duo english_text eyebrows eyelashes feathers fingers gagging genital_fluids genitals glowing glowing_eyes grey_body grey_feathers hand_on_butt heart_eyes heart_symbol helluva_boss humanoid humanoid_on_anthro humanoid_penetrating humanoid_penetrating_anthro imp interspecies irrumatio leg_wrap lying male male/male male_anthro male_humanoid male_penetrated male_penetrating male_penetrating_male moan multicolored_body multicolored_feathers multicolored_skin on_back oral oral_penetration owl owl_demon penetration penile penile_penetration penis_in_mouth perineum potatonebula red_background red_balls red_body red_eyes red_perineum red_skin red_tail sex signature simple_background stolas_(helluva_boss) tail tail_feathers tears text two_tone_body two_tone_feathers two_tone_skin two_tone_tail white_body white_skin white_tail white_text 2022 2_horns abstract_background apron black_boots black_clothing black_dress black_eyebrows black_footwear black_horn black_tail blitzo_(helluva_boss) boots clothed clothing crossdressing dated demon demon_humanoid dress eyebrows fingers footwear gloves handwear helluva_boss horn humanoid imp looking_down maid_uniform male male_humanoid mouth_closed multicolored_body multicolored_clothing multicolored_dress multicolored_horn multicolored_skin not_furry outline potatonebula raised_eyebrow red_body red_eyes red_skin red_tail ringed_horn signature solo spade_tail standing striped_horn stripes tail two_tone_body two_tone_clothing two_tone_dress two_tone_horn two_tone_skin two_tone_tail uniform white_apron white_body white_clothing white_dress white_gloves white_handwear white_outline white_skin wide_eyed yellow_sclera 2022 2_horns 4_eyes anthro avian bathrobe beak bird black_text blitzo_(helluva_boss) clothing demon demon_humanoid duo empty_eyes eyebrows feathers hand_holding hand_on_horn helluva_boss hi_res horn hug hugging_from_behind humanoid humanoid_on_anthro imp interspecies intimate kissing male male/male male_anthro male_humanoid morning multi_eye neck_kiss one_eye_closed onomatopoeia owl owl_demon potatonebula railing red_eyes ringed_horn robe romantic romantic_couple signature sound_effects spade_tail spot_color stolas_(helluva_boss) tail text x_eyes anthro armwear avian balls bdsm bird blitzo_(helluva_boss) bondage bound butt_slap chest_tuft clothed clothing collar corset crossdressing demon duo elbow_gloves femboy genitals gloves handwear helluva_boss hi_res humanoid imp legwear lingerie male male/male owl owl_demon punishment reachahighernoon restraints rope rope_bondage slap spanking stockings stolas_(helluva_boss) topwear tuft 16:9 3d_(artwork) 4k absurd_res anthro ass_up avian bed bedroom_eyes big_butt bird blitzo_(helluva_boss) butt digital_media_(artwork) duo furniture hands_together helluva_boss hi_res imp love male male/male narrowed_eyes night nude owl seductive shinyagaia source_filmmaker_(artwork) stolas_(helluva_boss) teasing thick_thighs throne_room waiting widescreen 3d_(artwork) absurd_res anthro avian bed bedroom_eyes big_butt bird blitzo_(helluva_boss) butt digital_media_(artwork) duo furniture hands_together helluva_boss hi_res imp love male male/male narrowed_eyes night nude owl seductive shinyagaia source_filmmaker_(artwork) stolas_(helluva_boss) teasing thick_thighs throne_room waiting anthro avian avian_demon bed bedding bird black_text blanket blitzo_(helluva_boss) demon dialogue duo eyes_closed fellatio furniture hair helluva_boss hi_res horn imp kneeling male male/male oral owl owl_demon penile sex short_hair simple_background sitting speech_bubble stolas_(helluva_boss) teathekook tense text white_background angry anthro big_breasts blitzo_(helluva_boss) breast_play breasts canid canine genitals gomezcat group helluva_boss hi_res imp kissing_cheek loona_(helluva_boss) mammal millie_(helluva_boss) moxxie_(helluva_boss) penis piercing sex titfuck trio vein 2023 anthro athletic athletic_female black_nose blitzo_(helluva_boss) bored breasts canid canid_demon canine carbonfloof cat_costume city city_background cityscape cleavage_cutout clothed clothing collar costume cutout demon dialogue digitigrade ear_piercing ear_ring eyebrow_piercing eyebrows eyeshadow facial_piercing female fingers footwear fur gesture grey_body grey_fur grey_hair hair hair_over_eye halloween halloween_bucket hellhound helluva_boss hi_res holidays imp leather leather_clothing legwear long_hair looking_away loona_(helluva_boss) makeup male mammal millie_(helluva_boss) moxxie_(helluva_boss) mythological_canine mythological_creature mythology navel one_eye_obstructed piercing red_sclera red_sky ring_piercing sky socks spiked_collar spikes standing thigh_highs thought_bubble tight_clothing topwear trick_or_treat tuft white_body white_eyes white_fur wide_hips 2023 abdominal_bulge all_fours ambiguous_gender anal anal_masturbation anal_penetration autopenetration belly big_butt bite biting_lip blitzo_(helluva_boss) boss bulge butt clothed clothing clothing_bulge colored_nails comic crossdressing demon dialogue digital_drawing_(artwork) digital_media_(artwork) erection eviltqf eyebrows eyelashes femboy feminization forced freckles genitals glowing glowing_eyes guts hair helluva_boss hi_res humanoid humanoid_genitalia humanoid_hands humanoid_penis imp inside internal leaning leaning_backward leaning_on_hand legwear looking_down male masturbation motion_lines moxxie_(helluva_boss) nailpolish nails object_in_ass object_insertion offscreen_character offscreen_male organs penetration penis red_body screaming sex shark_teeth sharp_teeth solo stomach stuttering tail tail_fetish tail_play tail_sex teeth thick_thighs through_clothing tight_clothing tight_fit tights toony white_hair wig absurd_res anthro blitzo_(helluva_boss) blush bodily_fluids breasts canid canid_demon canine clothed clothing demon digital_media_(artwork) duo female fur hair hellhound helluva_boss hi_res horn imp loona_(helluva_boss) male male/female mammal mythological_canine mythological_creature mythology nipple_grab nipples nude piercing rabbitadvisory recording red_body red_eyes red_sclera sex tail vortex_(helluva_boss) white_body white_fur absurd_res armor blitzo_(helluva_boss) boots clothed clothing dc_comics dc_universe demon digital_media_(artwork) fingers footwear glowing glowing_eyes helluva_boss hi_res horn imp indigo_eyes lights logo 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