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<3 anthro avian avian_demon bird black_text blitzo_(helluva_boss) clothing demon dialogue duo hair helluva_boss hi_res horn imp kneeling looking_back male necktie owl owl_demon short_hair simple_background smile stolas_(helluva_boss) suit teathekook text white_background anthro avian beak big_butt bird blitzo_(helluva_boss) butt demon duo extreme_size_difference helluva_boss hi_res humanoid imp larger_male male male/male micro mkvero owl owl_demon red_body red_eyes size_difference smaller_male stolas_(helluva_boss) absurd_res anthro avian beak big_butt bird blitzo_(helluva_boss) butt demon duo extreme_size_difference helluva_boss hi_res humanoid imp larger_male male male/male micro mkvero owl owl_demon red_body red_eyes size_difference smaller_male stolas_(helluva_boss) absurd_res age_difference anal anal_penetration avian bird bodily_fluids breasts canid canid_demon claws demon dialogue dildo doggystyle dominant dominant_female duo female female_penetrating female_penetrating_male fluffy fluffy_tail from_behind_position fur grey_body grey_fur grey_hair hair hellhound helluva_boss hi_res interspecies looking_pleasured loona_(helluva_boss) male male/female male_penetrated mammal mature_male object_in_ass oilpillz older_male owl pegging penetration saliva sex sex_toy sex_toy_in_ass sex_toy_insertion sex_toy_penetration stolas_(helluva_boss) strapon submissive submissive_male tail thick_thighs tongue tongue_out toying_partner white_body white_fur younger_female avian bird blitzo_(helluva_boss) cellphone clothed clothing comic demon digital_media_(artwork) english_text hair helluva_boss hi_res horn humanoid imminent_sex imp male male/male moxxie_(helluva_boss) multi_eye owl owl_demon phone red_body red_bow_tie red_eyes sharp_teeth smile stolas_(helluva_boss) swain_(artist) teeth text voyeur white_hair yellow_sclera anthro avian avian_demon bird blitzo_(helluva_boss) demon detailed_background duo embrace eyes_closed hair helluva_boss hi_res holding_face horn hug imp 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tail topwear white_body white_skin anal anal_penetration anthro ball_fondling balls bdsm_gear blitzo_(helluva_boss) blue_body blue_feathers bodily_fluids bookshelf clothed clothing coat collar cum cum_in_ass cum_inside cum_on_belly cum_on_body cum_on_clothing cum_on_face cum_on_partner cum_string cumshot dripping duo ejaculation feathers fondling foreskin furniture genital_fluids genitals gloves handjob handwear helluva_boss hi_res horn humanoid_genitalia humanoid_penis imp inside leg_warmers legwear long_horn long_legs long_tail lying male male/male on_back open_mouth orgasm owl_demon partially_clothed penetration penile penis red_body red_eyes red_skin sex sofa spots spotted_body spotted_skin stockings stolas_(helluva_boss) tail topwear white_body white_skin 4_eyes anthro avian beak bird bored clothed clothing comic crown demon digital_media_(artwork) dress duo english_text feathers female headgear helluva_boss hi_res husband_and_wife male married_couple multi_eye owl owl_demon red_eyes robe robe_only sigh stella_(helluva_boss) stolas_(helluva_boss) swain_(artist) text white_body 4_eyes avian beak bird bored clothed clothing comic crown demon digital_media_(artwork) dress duo english_text feathers female headgear helluva_boss hi_res husband_and_wife male married_couple multi_eye owl owl_demon red_eyes robe robe_only sigh stella_(helluva_boss) stolas_(helluva_boss) swain_(artist) text white_body anthro avian avian_demon bird bodily_fluids clothing crying demon detailed_background dialogue flower fur grey_body grey_fur grey_hair hair helluva_boss hi_res holding_flower holding_object looking_down male owl owl_demon plant red_clothing red_eyes red_robe robe short_hair sky solo star starry_sky stolas_(helluva_boss) tears teathekook text white_face white_text anthro avian avian_demon bird blitzo_(helluva_boss) book crown demon detailed_background formal_clothing formal_wear fur grey_body grey_fur grey_hair hair headgear helluva_boss hi_res holding_book holding_object looking_up male onyx_superbia owl owl_demon plant red_eyes short_hair sitting smile solo spirit stolas_(helluva_boss) tree white_face anthro asmodeus_(helluva_boss) avian avian_demon bird black_text bodily_fluids candle cape chair clothing comic crying demon desk dialogue fizzarolli_(helluva_boss) formal_clothing formal_wear fur furniture gift grey_body grey_fur grey_hair group hair helluva_boss hi_res imp looking_down male owl owl_demon paper pk_konny short_hair simple_background sitting stolas_(helluva_boss) table tears text trio white_face absurd_res anthro blender_(disambiguation) demon duo helluva_boss hi_res imp male male/male moxxie_(helluva_boss) nocturnalfuzz nude pinup pose simple_background size_difference stolas_(helluva_boss) anthro avian avian_demon bird blue_background bodily_fluids cape clothing crying demon detailed_background frown fur grey_body grey_fur grey_hair hair helluva_boss hi_res looking_at_viewer male owl owl_demon reaching_towards_viewer red_eyes sad short_hair simple_background singing solo star stolas_(helluva_boss) tears teathekook white_face anthro avian beak bird bodily_fluids cellphone clothed clothing comic daughter_(lore) demon duo english_text father_(lore) father_and_child_(lore) father_and_daughter_(lore) feathers female hat headgear headwear helluva_boss hi_res male multi_eye octavia_(helluva_boss) owl owl_demon parent_(lore) parent_and_child_(lore) parent_and_daughter_(lore) phone red_eyes robe robe_only stolas_(helluva_boss) swain_(artist) tears text avian beak bird cellphone clothed clothing comic crown daughter_(lore) demon english_text father_(lore) father_and_child_(lore) father_and_daughter_(lore) feathers female group hat headgear headwear helluva_boss hi_res husband_and_wife male married_couple mother_(lore) mother_and_child_(lore) mother_and_daughter_(lore) multi_eye octavia_(helluva_boss) owl owl_demon parent_(lore) parent_and_child_(lore) parent_and_daughter_(lore) phone red_eyes robe robe_only stella_(helluva_boss) stolas_(helluva_boss) swain_(artist) text trio white_body white_feathers anthro avian avian_demon bird black_text clothing daughter_(lore) demon dialogue duo eyes_closed father_(lore) father_and_child_(lore) father_and_daughter_(lore) female frown hair helluva_boss hi_res long_hair looking_down male octavia_(helluva_boss) owl owl_demon pajamas parent_(lore) parent_and_child_(lore) parent_and_daughter_(lore) short_hair simple_background sitting smile star stolas_(helluva_boss) teathekook text white_background anthro avian avian_demon bird blitzo_(helluva_boss) bodily_fluids cape clothing crying demon duo frown grey_background hair helluva_boss hi_res imp looking_down looking_up lying male on_back owl owl_demon red_eyes sad short_hair simple_background sitting stolas_(helluva_boss) tears teathekook anthro avian avian_demon bird black_background blitzo_(helluva_boss) bodily_fluids cape clothing crying demon formal_clothing formal_wear frown fur grey_body grey_fur grey_hair hair hand_holding helluva_boss hi_res horn imp looking_up male mistmistly owl owl_demon red_eyes sad short_hair simple_background sitting solo spirit stolas_(helluva_boss) tears white_face anthro avian avian_demon bird blitzo_(helluva_boss) bodily_fluids crying demon duo grey_background hair helluva_boss hi_res horn imp looking_down male owl owl_demon red_eyes short_hair simple_background singing stolas_(helluva_boss) tears teathekook anthro avian avian_demon bird bodily_fluids cape clothing crying demon frown hair helluva_boss hi_res looking_up male owl owl_demon red_eyes sad short_hair simple_background solo standing stolas_(helluva_boss) tears teathekook white_background activision avian bird canid canine cynder diane_foxington dragon dreamworks falco_lombardi female fox helluva_boss hi_res male mammal nintendo owl riot_games savage_fox_boi_(artist) skylanders spyro_the_dragon star_fox stolas_(helluva_boss) the_bad_guys valorant absurd_res black_blood blood bodily_fluids cellphone clothing duo helluva_boss hi_res imp male muscular nosebleed owl_demon pasties phone pr-egg-nant profanity red_eyes smartphone stolas_(helluva_boss) striker_(helluva_boss) tears yellow_eyes 4_eyes anthro avian beak bird black_clothing blitzo_(helluva_boss) blush cape clothed clothing comic demon dialogue digital_media_(artwork) duo english_text feathers helluva_boss hi_res horn humanoid imp male mammal multi_eye open_mouth owl owl_demon red_body red_eyes smile spade_tail speech_bubble stolas_(helluva_boss) swain_(artist) tail text anthro avian bird black_bra black_clothing black_hair black_panties black_underwear blitzo_(helluva_boss) bra clothed clothing comic demon digital_media_(artwork) english_text female group hair helluva_boss hi_res horn humanoid imminent_sex imp male male/female mammal married_couple millie_(helluva_boss) moxxie_(helluva_boss) owl owl_demon panties red_body red_eyes smile spade_tail stolas_(helluva_boss) swain_(artist) tail text trio underwear upside_down voyeur white_hair yellow_sclera 4_eyes alternate_costume anthro avian beak bird black_clothing canid canid_demon canine clothed clothing clothing_swap collar comic daughter_(lore) demon digital_media_(artwork) embarrassed english_text father_(lore) father_and_child_(lore) father_and_daughter_(lore) feathers female fur group hair hat headgear headwear hellhound helluva_boss hi_res loona_(helluva_boss) male mammal multi_eye octavia_(helluva_boss) owl owl_demon parent_(lore) parent_and_child_(lore) parent_and_daughter_(lore) red_eyes red_sclera smile speech_bubble spiked_collar spikes stolas_(helluva_boss) swain_(artist) text white_body white_fur white_hair 4_eyes alternate_costume anthro avian beak bird black_clothing blush canid canid_demon canine clothed clothing clothing_swap collar comic daughter_(lore) demon digital_media_(artwork) embarrassed english_text father_(lore) father_and_child_(lore) father_and_daughter_(lore) feathers female fur group hair hat headgear headwear hellhound helluva_boss hi_res humanoid loona_(helluva_boss) male mammal multi_eye octavia_(helluva_boss) owl owl_demon parent_(lore) parent_and_child_(lore) parent_and_daughter_(lore) red_eyes red_sclera smile speech_bubble spiked_collar spikes stolas_(helluva_boss) swain_(artist) text white_body white_fur white_hair 4_eyes anthro avian bird canid canid_demon canine cellphone clothing collar comic demon digital_media_(artwork) duo english_text feathers female fur helluva_boss hi_res loona_(helluva_boss) male mammal multi_eye owl owl_demon phone red_eyes red_sclera smile speech_bubble spiked_collar spikes stolas_(helluva_boss) swain_(artist) text white_body white_fur 4_eyes anthro avian bird blush canid canid_demon canine clothing collar comic demon digital_media_(artwork) duo english_text female fur hellhound helluva_boss hi_res loona_(helluva_boss) male mammal multi_eye owl owl_demon red_eyes red_sclera smile speech_bubble spiked_collar spikes stolas_(helluva_boss) swain_(artist) text white_body white_fur 2023 anthro avian bird choker clothed clothing comic crown daughter_(lore) demon father_(lore) father_and_child_(lore) father_and_daughter_(lore) feather_hair feathers female group hat headgear headwear helluva_boss hi_res husband_and_wife jewelry male married_couple mother_(lore) mother_and_child_(lore) mother_and_daughter_(lore) multi_eye necklace octavia_(helluva_boss) owl owl_demon parent_(lore) parent_and_child_(lore) parent_and_daughter_(lore) pseudo_hair red_eyes robe robe_only smile stella_(helluva_boss) stolas_(helluva_boss) swain_(artist) trio 2023 anthro avian beak bird blush choker clothed clothing comic crown daughter_(lore) demon father_(lore) father_and_child_(lore) father_and_daughter_(lore) feather_hair feathers female grey_body grey_feathers group hat headgear headwear helluva_boss hi_res husband_and_wife innuendo jewelry male married_couple meme mother_(lore) mother_and_child_(lore) mother_and_daughter_(lore) multi_eye necklace octavia_(helluva_boss) owl owl_demon parent_(lore) parent_and_child_(lore) parent_and_daughter_(lore) pseudo_hair red_eyes robe robe_only smile smug_face stella_(helluva_boss) stolas_(helluva_boss) swain_(artist) trio white_body white_feathers 2023 anthro ars_goetia avian backsack balls beak big_butt bird blush butt chest_tuft demon english_text feather_hair feathers genitals hair helluva_boss hi_res johnnyfiveaces looking_at_viewer male monochrome no_pupils nude owl owl_demon pseudo_hair rear_view shaded signature sketch smile smiling_at_viewer solo stolas_(helluva_boss) tail tail_feathers text thick_thighs traditional_media_(artwork) tuft <3 <3_eyes absurd_res anal anal_penetration asmodeus_(helluva_boss) avian beak bodily_fluids claws cum cum_inside duo genital_fluids helluva_boss hi_res large_penetration male male/male muscular penetration size_difference small_waist smiling_dog smoke steam stolas_(helluva_boss) 3d_(artwork) animal_humanoid anthro avian avian_humanoid bedroom big_butt bird_humanoid butt butt_shot digital_media_(artwork) helluva_boss humanoid male male/male owl_demon owl_humanoid shinyagaia solo source_filmmaker stolas_(helluva_boss) thick_thighs avian big_breasts bird breasts female gozso-alako helluva_boss hi_res nude owl smile solo stolas_(helluva_boss) 2023 anthro avian beak blush breasts clothed clothing date demon demon_humanoid digital_drawing_(artwork) digital_media_(artwork) duo fangs female furniture helluva_boss hi_res humanoid humanoid_on_anthro interspecies looking_pleasured male male/female mammon_(helluva_boss) mature_female mature_male open_mouth open_smile overweight overweight_male quirky_fred smile stella_(helluva_boss) stolas_(helluva_boss) teeth ugly_bastard age_difference asriel_dreemurr athletic big_breasts bovid breasts caprine crossgender duo female female_penetrated goat helluva_boss hi_res humanoid male male/female mammal muscular muscular_male owl_demon penetration raised_leg sex stolas_(helluva_boss) therizkpiecraft undertale undertale_(series) 4:5 absurd_res anthro avian biped bird demon dialogue english_text erection fur genitals grey_body grey_fur helluva_boss hi_res male owl penis red_eyes solo stolas_(helluva_boss) text tofuuu 4_eyes anthro avian bird blue_body close-up clothed clothing crossgender demon female hair helluva_boss hi_res long_hair looking_at_viewer multi_eye open_mouth owl red_eyes smile smiling_at_viewer solo stolas_(helluva_boss) unknown_artist white_face absurd_res anthro arthurclaws big_butt butt feathers girly grey_body grey_feathers helluva_boss hi_res huge_butt kneeling male nude owel owl_demon presenting presenting_hindquarters rear_view red_background shaking_butt simple_background solo stolas_(helluva_boss) tail_feathers