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imp leaning leaning_forward long_penis looking_at_another looking_down looking_down_at_partner looking_up_at_partner male male/male marine missing_tooth narrowed_eyes nude open_mouth penile penis penis_worship precum precum_on_face red_body red_eyes scar seductive shark sharp_teeth slim small_waist smile sweat sweaty_balls sweaty_genitalia sweaty_penis tail teeth toe_claws toes tongue tongue_out xdarkspace absurd_res anthro aptom7747 balls blitzo_(helluva_boss) breasts cowgirl_position demon demon_humanoid dialogue duo fangs female female_penetrated from_front_position genitals hair helluva_boss hi_res horn humanoid humanoid_on_anthro imp intraspecies looking_pleasured male male/female male_penetrating male_penetrating_female nipples nude on_bottom on_top penetration penis pink_body pink_eyes red_body red_eyes sex simple_background smile succubus tattoo teeth text verosika_mayday_(helluva_boss) white_hair wings 2023 asmodeus_(helluva_boss) black_horn blitzo_(helluva_boss) blue_body bodily_fluids cum demon digital_drawing_(artwork) digital_media_(artwork) fizzarolli_(helluva_boss) french_kissing genital_fluids genitals green_tongue group helluva_boss hi_res horn humanoid imp kissing larger_male male male/male multicolored_horn penis prosthetic red_body red_skin sblitos simple_background size_difference smaller_male tongue trio urethral white_horn abdominal_bulge absurd_res accessory anal anal_orgasm anal_penetration anthro armwear avian ball_size_difference ball_tuft balls beak big_balls big_butt big_penis black_sclera blitzo_(helluva_boss) bodily_fluids broken_lights butt canid canid_demon carrying ceiling ceiling_lights cellphone chair claws clothed clothing cock_ring collar cum cum_while_penetrated demon detailed_background digital_media_(artwork) drooling duo ejaculation erection feathered_wings feathers feet fluffy fluffy_tail foreskin fucked_silly fur furniture genital_fluids genitals girly gryphon hair hair_over_eye hair_over_eyes hands-free handwear hell hellhound helluva_boss hi_res horn humanoid_genitalia humanoid_penis imp jewelry knot leather leather_clothing leather_legwear leather_stockings legwear licking licking_another licking_partner lifting_partner lights long_hair long_tongue looking_pleasured loona_(helluva_boss) male male/male male_penetrated male_penetrating male_penetrating_male mammal mostly_nude multi_eye muscular muscular_male mythological_avian mythology nude office office_chair one_eye_obstructed open_mouth orgasm orgasm_face oro97 pawpads paws penetration penile penile_penetration penis penis_accessory penis_in_ass penis_jewelry penis_size_difference phone photo portrait_(object) raptor_claws red_body red_eyes red_sclera rough_sex saliva sex shirt size_difference smartphone smile smoke spread_toes stockings tail teeth text text_message text_messaging thick_thighs thigh_highs toes tongue tongue_out toothed_beak topwear torn_fabric tuft uncut_dick wall_(structure) wallpaper_(decoration) white_body white_fur wide_hips wings zerva_von_zadok_(capesir) anthro avian bird blitzo_(helluva_boss) crown dialogue eyes_closed father father_and_child father_and_son formal_clothing formal_wear frown globe group hair headgear helluva_boss hi_res imp looking_away male owl owl_demon paimon_(helluva_boss) parent parent_and_child purple_background short_hair simple_background sitting smile son speech_bubble standing stolas_(helluva_boss) teathekook text trio white_text anthro anthro_on_anthro avian bird black_body black_feathers blitzo_(helluva_boss) blush breasts claws crossgender demon dialogue duo english_text feathers female female/female fluffy fluffy_tail fur helluva_boss hi_res horn imp interspecies mature_female multicolored_body multicolored_fur owl red_body red_eyes romantic simple_background skeleslay smile stolas_(helluva_boss) tail text thick_thighs two_tone_body white_background white_body anthro blitzo_(helluva_boss) breasts christmas christmas_clothing claws clothing crossgender demon duo female female/female fizzarolli_(helluva_boss) helluva_boss hi_res holidays horn imp multicolored_body open_mouth open_smile red_body red_eyes simple_background skeleslay smile tail thick_thighs tongue two_tone_body white_background white_body black_hair blitzo_(helluva_boss) blush bodily_fluids breast_grab breasts demon fangs female group hair hand_on_breast helluva_boss hi_res horn humanoid imp kissing looking_pleasured male male/female married_couple millie_(helluva_boss) moxxie_(helluva_boss) multicolored_body nipples open_mouth open_smile red_body saliva sex simple_background skeleslay smile tail teeth thick_thighs tongue tongue_out two_tone_body vaginal white_background white_body white_hair anthro anthro_on_anthro avian bed bird blitzo_(helluva_boss) blush breasts claws crossgender demon duo feathers female female/female fluffy fluffy_tail fur furniture grey_body grey_feathers hand_on_breast helluva_boss hi_res horn imp interspecies mature_female multicolored_body multicolored_fur on_bed owl owl_demon red_body red_eyes romantic simple_background skeleslay smile stolas_(helluva_boss) tail thick_thighs traditional_media_(artwork) two_tone_body white_background white_body anthro anthro_on_anthro avian bed bird blitzo_(helluva_boss) blush breasts claws crossgender demon duo feathers female female/female fluffy fluffy_tail fur furniture genitals grey_body grey_feathers helluva_boss hi_res horn imp interspecies mature_female multicolored_body multicolored_fur nipples on_bed open_mouth open_smile owl owl_demon pussy red_body red_eyes romantic simple_background skeleslay smile stolas_(helluva_boss) tail thick_thighs traditional_media_(artwork) two_tone_body white_background white_body anthro anthro_on_anthro anus avian bird black_body black_feathers blitzo_(helluva_boss) blue_body blue_feathers blush bodily_fluids breast_grab breast_play breast_suck breasts claws crossgender demon dominant dominant_female duo feathers female female/female fluffy fluffy_tail fur genital_fluids genitals hand_on_breast helluva_boss hi_res horn imp interspecies looking_pleasured masturbation mature_female multicolored_body multicolored_fur nipples open_mouth open_smile owl pussy pussy_juice red_body red_eyes romantic saliva simple_background skeleslay smile stolas_(helluva_boss) submissive submissive_female sucking tail tongue two_tone_body vaginal vaginal_masturbation white_background white_body <3 aipeco18 balls blitzo_(helluva_boss) blush boots claws clothed clothing demon digital_media_(artwork) duo erection footwear genitals hair headgear headwear helluva_boss hi_res horn imp looking_at_viewer male male/male penis red_body reptile scalie simple_background snake striker_(helluva_boss) white_hair anthro apology avian beverage bird blitzo_(helluva_boss) clothing container crossed_arms cup dialogue drinking duo eye_contact eyewear glasses grey_background hair helluva_boss hi_res horn imp looking_at_another male owl owl_demon shirt short_hair simple_background sitting smile speech_bubble standing stolas_(helluva_boss) teathekook text topwear white_text worried worried_face worried_look anthro avian bedding bird blanket blitzo_(helluva_boss) bored bored_expression clothing collared_shirt dialogue duo food grey_background hair helluva_boss hi_res horn lying male necktie on_front owl owl_demon popcorn profanity shirt short_hair simple_background speech_bubble stolas_(helluva_boss) teathekook text topwear white_text anthro avian avislio bird black_background blitzo_(helluva_boss) bodily_fluids cape clothing crying depression duo embrace formal_clothing formal_wear frown grey_hair hair helluva_boss holding_object holding_phone horn hug imp male owl owl_demon phone red_body red_eyes red_skin sad short_hair simple_background sitting stolas_(helluva_boss) tears white_face yellow_eyes anthro avian bird blitzo_(helluva_boss) bodily_fluids crown crying depression detailed_background duo eyes_closed formal_clothing formal_wear frown fur grey_body grey_fur grey_hair hair headgear helluva_boss horn imp looking_down male owl owl_demon red_body red_eyes red_skin sad short_hair sitting smile someredfox standing stolas_(helluva_boss) tears white_face yellow_eyes absurd_res anthro avian bird blitzo_(helluva_boss) bodily_fluids cape clothing crossed_arms crying depression duo formal_clothing formal_wear frown fur grey_body grey_fur grey_hair hair helluva_boss hi_res holding_object holding_phone horn imp jacket looking_up male owl owl_demon phone pink_background red_body red_clothing red_eyes red_shirt red_skin red_topwear sad sandystworm shirt short_hair simple_background standing stolas_(helluva_boss) tears topwear white_face yellow_eyes anthro avian bird blitzo_(helluva_boss) crossed_arms desk dialogue duo eye_contact formal_clothing formal_wear furniture grey_background hair helluva_boss hi_res horn imp looking_at_another male owl owl_demon short_hair simple_background sitting smile speech_bubble standing stolas_(helluva_boss) table teathekook text white_text anthro avian bird blitzo_(helluva_boss) cape clothing detailed_background dialogue duo formal_clothing formal_wear fur grey_body grey_fur grey_hair hair helluva_boss horn imp jacket looking_back male nervous owl owl_demon red_body red_clothing red_eyes red_shirt red_skin red_topwear shirt short_hair stairs stolas_(helluva_boss) subtitled teathekook text topwear white_face white_text yellow_eyes <3 anthro avian bird blitzo_(helluva_boss) blush dialogue duo embrace eyes_closed formal_clothing formal_wear grey_background hair helluva_boss hi_res horn hug imp looking_down male owl owl_demon short_hair simple_background smile stolas_(helluva_boss) surprise surprised_expression teathekook text white_text ambiguous/ambiguous ambiguous_gender anthro big_butt blitzo_(helluva_boss) butt helluva_boss hi_res imp male male/male nwopi sketch thick_thighs 3d_(artwork) anthro beverage_can blender_(software) blitzo_(helluva_boss) bodily_fluids brick_wall canid canid_demon clothed clothing demon desperation digital_media_(artwork) female genital_fluids have_to_pee heater hellhound helluva_boss hi_res koofey living_room loona_(helluva_boss) mammal omorashi peeing plant plant_monster potty_dance rug solo speech_bubble television text urine wall_(structure) watermark watersports wood_floor anthro avian bed bedroom_eyes bird blitzo_(helluva_boss) blue_background blush censored chair covering covering_face dialogue dildo duo embarrassed eye_contact eyewear furniture glasses hair helluva_boss hi_res horn imp looking_at_another lying male narrowed_eyes on_back on_lap on_top on_top_of owl owl_demon paper penetration pillow seductive sex_toy short_hair simple_background sitting speech_bubble stolas_(helluva_boss) strapon teathekook text white_text wiping wiping_forehead anthro blitzo_(helluva_boss) bulge caramelcat85 female group helluva_boss horn imp male male/female male/male millie_(helluva_boss) moxxie_(helluva_boss) owl_demon stolas_(helluva_boss) submissive submissive_male 1:1 absurd_res anthro barbie_(helluva_boss) blitzo_(helluva_boss) bow_tie dialogue duo english_text female hair helluva_boss hi_res horn imp male male/female markings moxxie_(helluva_boss) one_eye_closed penetration red_body speech_bubble splendidsplend8 text vaginal vaginal_penetration white_hair white_markings wink 1:1 2023 2d_animation anal anal_penetration animated anthro anthro_penetrated anus avian balls big_penis bird black_body black_feathers blitzo_(helluva_boss) bodily_fluids clenched_teeth cum cum_from_ass cum_in_ass cum_inside cum_on_tail cum_splatter demon duo erection eyes_closed feathers fingerless_(marking) genital_fluids genitals grey_balls grey_body grey_feathers grey_perineum grin helluva_boss hi_res humanoid humanoid_genitalia humanoid_on_anthro humanoid_penetrating humanoid_penetrating_anthro humanoid_penis leg_grab legs_up lying male male/male male_penetrated male_penetrating male_penetrating_male nude on_back orgasm owl penetration penis perineum pink_anus pink_penis red_balls red_body red_penis sex short_playtime smile spade_tail spots spotted_body stolas_(helluva_boss) table_lotus_position tail tail_feathers tail_motion tailwag tapering_penis teeth thrusting white_body white_spots yellow_teeth zarpasrabbit_(artist) 2022 absurd_res asmodeus_(helluva_boss) black_clothing blitzo_(helluva_boss) clothing demon digital_drawing_(artwork) digital_media_(artwork) fizzarolli_(helluva_boss) gesture green_eyes green_sclera group headgear headwear helluva_boss hi_res humanoid imp male middle_finger multicolored_clothing open_mouth red_body red_eyes red_skin teeth thelisforluis trio yellow_sclera anthro blitzo_(helluva_boss) canid canid_demon clothing creepy creepy_smile cursed_image demon female gloves group handwear hellhound helluva_boss horn humanoid leponsart looking_at_viewer loona_(helluva_boss) male mammal meatcanyon millie_(helluva_boss) moxxie_(helluva_boss) nightmare_fuel red_body smile tail where_is_your_god_now 2023 2_horns 2_toes 3d_(artwork) 4_fingers anal anal_fingering anus backsack balls big_butt black_body black_clothing black_gloves black_handwear black_horn black_topwear blitzo_(helluva_boss) butt butt_focus camseven car claws clothing demon digital_media_(artwork) faceless_character faceless_humanoid faceless_male feet fellatio finger_claws fingering fingerless_gloves fingers genitals gloves grin handwear helluva_boss hi_res horn huge_butt humanoid humanoid_on_humanoid humanoid_penetrated humanoid_penetrating humanoid_penetrating_humanoid imp inside_car looking_pleasured looking_up male male/male male_penetrated male_penetrating male_penetrating_male moxxie_(helluva_boss) onomatopoeia oral penetration penile perineum red_anus red_balls red_body red_claws red_eyes red_perineum roadhead sex sharp_teeth smile sound_effects spiked_tail spikes spikes_(anatomy) spots spotted_body teeth text toes topwear vehicle white_body white_horn white_spots yellow_sclera yellow_teeth 2023 2_horns 4_fingers abs arms_tied armwear bed big_butt black_armwear black_body black_bra black_clothing black_eyes black_hair black_horn black_legwear black_markings black_panties black_pupils black_stockings black_tail black_underwear blindfold blitzo_(helluva_boss) blush bound bra butt butt_grab candy_tooth_(artist) chokehold clothing cuckquean curled_tail demon dipstick_tail doggystyle embrace entwined_tails fingers forked_tongue from_behind_position furniture group group_sex hair half-closed_eyes hand_on_butt hands_behind_back helluva_boss hi_res horn humanoid humanoid_on_humanoid humanoid_penetrated humanoid_penetrating humanoid_penetrating_humanoid imp intraspecies kneeling legwear male male/male male_penetrated male_penetrating male_penetrating_male markings millie_(helluva_boss) motion_lines moxxie_(helluva_boss) narrowed_eyes not_furry on_bed on_one_knee panties penetration pupils red_body red_eyes red_tail sex sharp_teeth spade_tail stockings striped_horn striped_markings striped_tail stripes tail tail_coil tail_markings teeth threesome thrusting toeless_legwear toeless_stockings tongue trio underwear white_body white_hair white_horn white_markings white_tail yellow_sclera anthro blitzo_(helluva_boss) calisdraws canid canid_demon demon digital_media_(artwork) female group hellhound helluva_boss hi_res humanoid imp line_art loona_(helluva_boss) male mammal millie_(helluva_boss) model_sheet moxxie_(helluva_boss) redraw style_parody absurd_res anal anus bitting_lip blitzo_(helluva_boss) breasts butt butt_grab clothed clothing clown clown_nose cosplay cunnilingus demon demon_humanoid duo female fingerless_gloves foxydoll604 fully_clothed furniture geiru_toneido genitals gloves hand_on_butt handwear helluva_boss hi_res horn humanoid imp legwear male no_underwear one_eye_closed oral pussy rimming scar sex sketch spade_tail star succubus table thigh_highs vaginal verosika_mayday_(helluva_boss) anthro avian bird blitzo_(helluva_boss) child clothing coloring_book crayon daughter father father_and_child father_and_daughter female grey_hair group hair helluva_boss hi_res horn long_hair looking_down magic magic_user male octavia_(helluva_boss) owl owl_demon oya_ani_fanart pajamas parent parent_and_child pink_eyes red_eyes robe short_hair simple_background stolas_(helluva_boss) trio white_background yellow_eyes young anthro blitzo_(helluva_boss) canid canid_demon clothing creepy creepy_smile cursed_image demon female gloves group handwear hellhound helluva_boss horn humanoid leponsart looking_at_viewer loona_(helluva_boss) male mammal meatcanyon millie_(helluva_boss) moxxie_(helluva_boss) red_body smile tail anthro avian bird black_clothing black_shirt black_topwear blitzo_(helluva_boss) clothing detailed_background duo embrace fur grey_body grey_fur grey_hair hair helluva_boss hi_res horn hug imp male owl owl_demon pink_eyes plant red_body red_skin red_sky robe shirt short_hair sky smile standing stolas_(helluva_boss) teathekook topwear tree white_face window anthro avian beanie bird blitzo_(helluva_boss) clothing crown daughter detailed_background dress eyelashes family father father_and_child father_and_son female formal_clothing formal_wear group hair hat headgear headwear helluva_boss hi_res horn husband husband_and_wife imp long_eyelashes long_hair looking_at_viewer looking_back male married_couple mother mother_and_child mother_and_daughter octavia_(helluva_boss) owl owl_demon parent parent_and_child pie2286 potrait son standing stella_(helluva_boss) stolas_(helluva_boss) top_hat wife anthro avian bandanna bird blitzo_(helluva_boss) blood blood_on_face blood_on_ground blood_on_weapon blood_splatter bodily_fluids boots bottomwear clothing corpse cowboy_boots cowboy_hat death defeated dialogue double_barrel_shotgun english_text engraving fatal fingerless_gloves footwear gloves gore group gun gun_smoke handwear hat headgear headwear helluva_boss holding_gun holding_object holding_shotgun holding_weapon horn humanoid imp keno9988 kerchief male missing_head morbid owl owl_demon pants ranged_weapon reptile rope scalie sharp_teeth shocked snake stolas_(helluva_boss) striker_(helluva_boss) tail teeth text tongue tongue_out torn_bottomwear torn_clothing torn_pants trio weapon angry birthmark black_tie_(suit) blitzo_(helluva_boss) boots butt clipboard clothing demon desk duo footwear freckles furniture helluva_boss horn imp male markings moxxie_(helluva_boss) red_body red_skin shaking_butt spade_tail speech_bubble suit table wetwaffls against_surface against_wall armwear big_butt birthmark blitzo_(helluva_boss) butt clothing demon desk duo furniture genitals helluva_boss hi_res horn imp legwear looking_pleasured male male/male markings oliver_(space_wyvern) penis red_body red_skin sex speech_bubble stockings table thick_thighs thong underwear wetwaffls white_penis anthro avian bird blitzo_(helluva_boss) blood blue_background bodily_fluids crying duo eyes_closed formal_clothing formal_wear hair helluva_boss helping hi_res holding_another horn imp lying male on_side owl owl_demon red_eyes sad scared scared_face short_hair simple_background stolas_(helluva_boss) stuffoflegend96 tears white_face worried worried_face worried_look yellow_eyes