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2024 anthro avian big_breasts bird bra breasts clothed clothing demon dialogue digital_media_(artwork) female helluva_boss mature_female owl owl_demon pace-maker question_mark skimpy solo stella_(helluva_boss) text thick_thighs underwear wide_hips absurd_res anthro avian bird breasts candle candlelight clitoris demon digital_media_(artwork) female genitals helluva_boss hi_res kaitosha light magic magic_circle magick meditating meditation mudra nipples nude octavia_(helluva_boss) owl owl_demon pussy relaxing ritual ritual_site rose_window solo spiritual spirituality stained_glass tasteful_nudity 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 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 absurd_res anthro avian avian_demon bird chizitx clothing demon feathers fur grey_body grey_feathers grey_fur hat headgear headwear helluva_boss hi_res humanoid looking_at_viewer male occult_symbol owl owl_demon red_background red_eyes sigil sigil_of_stolas simple_background solo standing stolas_(goetia) stolas_(helluva_boss) symbol top_hat 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 3:4 anthro avian avian_demon bird black_clothing cape clothing demon formal_clothing formal_wear fur grey_body grey_fur grey_hair hair hat headgear headwear helluva_boss hi_res looking_at_viewer male owl owl_demon red_background red_clothing red_eyes short_hair simple_background smile solo stolas_(helluva_boss) teathekook top_hat white_face absurd_res anthro avian big_breasts big_nipples blush bodily_fluids breasts demon excessive_lactation female helluva_boss hi_res huge_breasts huge_thighs hyper hyper_breasts hyper_thighs lactating looking_pleasured nipples open_mouth owl_demon solo stella_(helluva_boss) stemingbunbun thick_thighs abdominal_bulge absurd_res anthro balls big_balls big_breasts big_penis bodily_fluids breasts demon duo female genitals helluva_boss hi_res huge_balls huge_breasts huge_penis huge_thighs hyper hyper_balls hyper_breasts hyper_genitalia hyper_penis imp lactating male male/female owl_demon penis sex stella_(helluva_boss) stemingbunbun thick_thighs abdominal_bulge absurd_res anthro balls big_balls big_breasts big_penis bodily_fluids breasts cum cum_in_pussy cum_inside duo female genital_fluids genitals helluva_boss hi_res huge_balls huge_breasts huge_penis hyper hyper_balls hyper_breasts hyper_genitalia hyper_penis imp lactating male male/female owl_demon penis sex stella_(helluva_boss) stemingbunbun vaginal abdominal_bulge absurd_res anthro asian_mythology balls beak big_balls big_breasts big_butt big_penis breasts butt crossgender duo east_asian_mythology female from_behind_position genitals helluva_boss hi_res huge_balls huge_breasts huge_butt huge_penis hyper hyper_balls hyper_breasts hyper_butt hyper_genitalia hyper_penis japanese_mythology looking_pleasured male male/female mythology nipples non-mammal_nipples owl_demon penis sex stemingbunbun stolas_(helluva_boss) yokai abdominal_bulge absurd_res anthro asian_mythology beak big_breasts big_butt big_nipples bodily_fluids breasts butt cum cum_inflation cum_inside demon duo east_asian_mythology excessive_cum excessive_genital_fluids female genital_fluids helluva_boss hi_res huge_breasts huge_butt hyper hyper_breasts hyper_butt inflation japanese_mythology looking_pleasured male male/female mythology nipples non-mammal_nipples owl_demon sex stemingbunbun stolas_(helluva_boss) yokai 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 4_fingers 6:5 accessory all_fours ambiguous_gender anal anal_fingering anthro arms_tied avian bdsm beak bird black_and_white black_text blush blush_lines bodily_fluids bondage bound collar demon disembodied_hand drooling duo eyebrows feathers fingering fingering_partner fingers furgonomics hands_behind_back heart_eyes heart_symbol hearts_around_head helluva_boss jewelry male male/ambiguous male_fingered male_focus monochrome onomatopoeia owl owl_demon potatonebula raised_tail restraints ring saliva saliva_on_tongue sex signature sketch solo_focus sound_effects spreader_bar stolas_(helluva_boss) tail tail_accessory tail_jewelry tail_ring tears text three-quarter_view tongue tongue_out wide_eyed 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 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 andrealphus_(helluva_boss) anthro avian avian_demon bird black_background blue_body blue_eyes blue_fur blue_hair demon eyes_closed eyewear formal_clothing formal_wear fur galliform glasses grey_body grey_fur grey_hair group hair helluva_boss hi_res looking_back male male/male owl owl_demon parrot peafowl phasianid red_body red_eyes red_fur red_hair short_hair simple_background smile stolas_(helluva_boss) teathekook trio vassago white_face 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 4:3 anthro avian avian_demon bird black_text demon dialogue duo formal_clothing formal_wear frown fur grey_body grey_fur grey_hair hair helluva_boss hi_res looking_down looking_up male male/male owl owl_demon parrot red_body red_eyes red_fur red_hair short_hair simple_background smile speech_bubble stolas_(helluva_boss) teathekook text vassago white_background white_face 1:1 anthro areola armwear avian beak bird black_armwear black_body black_choker black_clothing black_elbow_gloves black_feathers black_gloves black_hair black_handwear black_jewelry black_legwear black_necklace black_stockings black_thigh_highs breasts choker clothing countershade_torso countershading elbow_gloves feathers female female_anthro genitals gloves hair handwear helluva_boss hi_res jewelry legwear lipsa69 long_hair medium_breasts mostly_nude navel necklace nipples octavia_(helluva_boss) open_mouth owl owl_demon purple_areola purple_nipples pussy red_sclera simple_background solo stockings thigh_highs white_body white_countershading white_eyes 1:1 anthro areola armwear avian beak bird black_armwear black_body black_clothing black_elbow_gloves black_feathers black_gloves black_hair black_handwear black_legwear black_stockings black_thigh_highs breasts clothing countershade_torso countershading elbow_gloves feathers female female_anthro genitals gloves hair handwear helluva_boss hi_res legwear lipsa69 long_hair mostly_nude nipples octavia_(helluva_boss) open_mouth open_smile owl owl_demon pink_areola pink_nipples pussy red_sclera simple_background smile solo stockings thigh_highs white_body white_countershading white_eyes 1:1 anthro areola armwear avian beak bird black_armwear black_body black_clothing black_elbow_gloves black_feathers black_gloves black_hair black_handwear black_legwear black_stockings black_thigh_highs breasts clothing countershade_genitalia countershade_pussy countershade_torso countershading elbow_gloves feathers female female_anthro genitals gloves hair handwear helluva_boss hi_res legwear lipsa69 long_hair mostly_nude nipples octavia_(helluva_boss) owl owl_demon pink_areola pink_nipples pussy red_sclera simple_background smile solo stockings thigh_highs white_body white_countershading white_eyes 1:1 anthro areola armwear avian beak big_butt bird black_armwear black_body black_clothing black_elbow_gloves black_feathers black_gloves black_hair black_handwear black_legwear black_stockings black_thigh_highs blush breasts butt clothing countershade_torso countershading elbow_gloves feathers female female_anthro gloves hair handwear helluva_boss hi_res legwear lipsa69 long_hair mostly_nude nipples octavia_(helluva_boss) open_mouth open_smile owl owl_demon pink_areola pink_nipples rear_view red_sclera simple_background smile solo stockings thigh_highs white_body white_countershading white_eyes andrealphus_(helluva_boss) anthro avian avian_demon bird black_text crown demon dialogue eyewear frown galliform glasses group hair headgear helluva_boss hi_res looking_down male male/male owl owl_demon parrot peafowl phasianid short_hair simple_background sitting speech_bubble stolas_(helluva_boss) teathekook text trio vassago white_background anthro anus avian beak bird breasts butt clothing demon digital_media_(artwork) feathers female genitals hat headgear headwear helluva_boss hi_res legwear looking_at_viewer mysha_(artist) nipples nude octavia_(helluva_boss) owl owl_demon pussy red_sclera simple_background solo stockings tail 2024 absurd_res anthro armor avian avian_demon beak big_breasts big_butt bird bodily_fluids breasts butt eyeshadow feathers female hair headgear helluva_boss helmet hi_res makeup mrmelted non-mammal_breasts octavia_(helluva_boss) owl owl_demon pink_sclera purple_eyeshadow solo sweat sweaty_butt tail tail_feathers usamari_atari white_eyes anthro avian avian_demon bird bodily_fluids clothed clothing demon hair helluva_boss hi_res looking_at_viewer male owl owl_demon saliva saliva_string short_hair simple_background smile solo stolas_(helluva_boss) teathekook topless white_background anthro avian avian_demon bird canid canid_demon canine daughter_(lore) demon dialogue eyes_closed father_(lore) father_and_child_(lore) father_and_daughter_(lore) female fulaipy fur grey_body grey_fur grey_hair group hair heart_symbol hellhound helluva_boss hi_res long_hair loona_(helluva_boss) male mammal mythological_canine mythological_creature mythology octavia_(helluva_boss) owl owl_demon parent_(lore) parent_and_child_(lore) parent_and_daughter_(lore) pink_eyes purple_text red_eyes short_hair simple_background speech_bubble star stolas_(helluva_boss) text trio white_face 2023 absurd_res anthro areola avian beak bird blush bodily_fluids breasts crown demon digital_media_(artwork) feathers female genital_fluids genitals hair headgear helluva_boss hi_res innie_pussy looking_at_viewer lunaris_parukia navel nipples nude owl owl_demon pink_areola pink_nipples pussy red_sclera solo stella_(helluva_boss) vaginal_fluids white_body white_eyes absurd_res avian bird bulge femboy helluva_boss hi_res male owl owl_demon solo stolas_(helluva_boss) tocatao 2024 4_eyes abs all_fours anal anal_orgasm anal_penetration anthro anthro_penetrated asmodeus_(helluva_boss) ass_up avian beak biceps big_butt bird blush bodily_fluids bubble_butt butt butt_grab cum cumshot demon demon_humanoid dialogue duo ejaculation english_text erection feathers from_behind_position fur genital_fluids genitals gwizzly hair hand_on_butt hands-free heart_symbol helluva_boss hi_res horn humanoid humanoid_genitalia humanoid_on_anthro humanoid_penetrating humanoid_penetrating_anthro humanoid_penis inside looking_pleasured male male/male male_penetrated male_penetrating male_penetrating_male motion_lines multi_eye muscular muscular_humanoid muscular_male narrowed_eyes navel nude open_mouth open_smile owl owl_demon pasties pecs penetration penile penile_penetration penis penis_in_ass profanity pubes serratus sex signature smile standing stolas_(helluva_boss) sweat text thick_thighs thrusting tuft anthro avian bird breasts clothing darksz7 demon feathers female genitals hair headgear headwear helluva_boss hi_res long_hair nipples octavia_(helluva_boss) owl owl_demon pink_sclera pupils pussy solo white_pupils anthro avian bird blitzo_(helluva_boss) blush chest_tuft clothing collar demon duo heart_eyes heart_symbol helluva_boss hi_res humanoid imp lingerie male male/male muscular muscular_male nuzzling owl owl_demon petting purring reachahighernoon stolas_(helluva_boss) tuft animal_genitalia animal_penis anthro avian bedroom bird blue_markings bluestripedrenulian blush blush_lines breasts canid canine canine_genitalia canine_penis chest_tuft claws clothing comic demon duo female fox genitals green_penis helluva_boss hi_res holding_both_legs holding_both_thighs infidelity internal male male/female mammal markings mature_female motion_lines neck_tuft owl_demon penis pink_eyes pupils royalty salvo_(baset3mpest) stella_(helluva_boss) text toe_claws tuft undressing white_body white_pupils winged_eyeliner yellow_eyes anal anal_penetration animated avian bird chain clothed clothing collar demon duo female female_penetrated genitals helluva_boss hi_res humanoid light_eyes lingerie male male/female male_penetrating male_penetrating_female octavia_(helluva_boss) owl owl_demon penetration red_eyes sex stlkr stolas_(helluva_boss) vaginal vaginal_penetration 4_eyes anthro avian beak big_breasts bird bottomwear bra bracelet breasts clothed clothing costume crossgender feathers female grey_body grey_hair hair helluva_boss hi_res jewelry knightmoonlight98 loincloth mtf_crossgender multi_eye owl owl_demon red_eyes sitting skimpy slave_leia_costume smile solo star_wars stolas_(helluva_boss) tail tail_feathers thick_thighs underwear 3d_(artwork) anthro ass_up avian beak bird butt clothing darkflash23 demon digital_media_(artwork) female glowing glowing_eyes helluva_boss hi_res humanoid lingerie octavia_(helluva_boss) owl owl_demon pose solo tail absurd_res armor avian beak bird clothed clothing dc_comics dc_universe demon digital_media_(artwork) feathers glowing glowing_eyes hair headgear helluva_boss hi_res male milky_way multi_eye owl owl_demon pink pink_lantern red_eyes ring smile solo space star star_sapphire stolas_(helluva_boss) sun tail topwear watchit