2023 asmodeus_(helluva_boss) blue_body clothed clothing collar demon digital_drawing_(artwork) digital_media_(artwork) duo empty_eyes hand_on_shoulder hellaverse helluva_boss hi_res humanoid male mammon_(helluva_boss) open_mouth periq5xg spiked_collar spikes teeth tuft yellow_eyes
2023 accidental_holly anthro arm_grab avian bird blush buteonineowl07 clothed clothing demon digital_drawing_(artwork) digital_media_(artwork) duo feathers female gloves green_eyes hair handwear hellaverse helluva_boss hi_res holly_(plant) hoodie male mammon_(helluva_boss) owl owl_demon plant simple_background topwear white_background wings yellow_eyes
2023 4_arms absurd_res animal_humanoid arachnid arachnid_humanoid arthropod arthropod_humanoid clothing demon digital_drawing_(artwork) digital_media_(artwork) duo fizzarolli_(helluva_boss) footwear grey_background hellaverse helluva_boss hi_res humanoid imp male mammon_(helluva_boss) multi_arm multi_eye multi_limb norrynator shoes simple_background spider_humanoid tail tongue
2023 clothed clothing demon devilucis digital_drawing_(artwork) digital_media_(artwork) duo female garter_straps green_clothing hellaverse helluva_boss hi_res horn humanoid larger_humanoid larger_male legwear male mammon_(helluva_boss) overweight overweight_male red_body red_skin size_difference smaller_female smaller_humanoid tail teeth thigh_highs torn_clothing yellow_eyes
2023 4_arms absurd_res cane clothed clothing demon digital_drawing_(artwork) digital_media_(artwork) empty_eyes fully_clothed gloves green_clothing handwear hellaverse helluva_boss hi_res holding_cane holding_object humanoid kirkland897 male mammon_(helluva_boss) multi_arm multi_limb solo teeth yellow_eyes
2023 4_arms annnilynnn black_clothing black_underwear clothed clothing demon digital_drawing_(artwork) digital_media_(artwork) fur headgear hellaverse helluva_boss hi_res humanoid looking_at_viewer male mammon_(helluva_boss) multi_arm multi_limb overweight overweight_male solo topless topless_male underwear
2023 4_arms apple basket clothed clothing container demon digital_drawing_(artwork) digital_media_(artwork) duo fizzarolli_(helluva_boss) food fruit fully_clothed hellaverse helluva_boss hi_res holding_basket holding_container holding_object humanoid imp male mammon_(helluva_boss) multi_arm multi_limb open_mouth plant red_eyes tail yellow_eyes yellow_sclera yizhisipei40160
1:1 2023 blue_hair christmas clothing demon digital_drawing_(artwork) digital_media_(artwork) dress duo empty_eyes eyes_closed female garland gonzagareia green_eyes hair hand_on_hip hellaverse helluva_boss holding_money holding_object holidays horn humanoid male mammon_(helluva_boss) money open_mouth pink_body pink_skin red_clothing red_dress tail
2023 absurd_res asmodeus_(helluva_boss) clothed clothed_male clothing demon digital_drawing_(artwork) digital_media_(artwork) duo empty_eyes gloves green_eyes grey_background hand_on_arm handwear hellaverse helluva_boss hi_res humanoid male male/male mammon_(helluva_boss) multi_arm multi_limb simple_background teeth topless topless_male wssss58618
2023 absurd_res alternative_fashion anal anal_penetration anthro anthro_penetrating anthro_penetrating_humanoid balls butt clothing coontail_hair demon demongirl_demoness digital_drawing_(artwork) digital_media_(artwork) dinosaur duo genitals green_hair gynomorph gynomorph/male gynomorph_on_humanoid gynomorph_penetrating gynomorph_penetrating_male hair hazbin_hotel hellaverse helluva_boss hi_res humanoid humanoid_on_anthro humanoid_penetrated intersex intersex/male intersex_on_humanoid intersex_penetrating intersex_penetrating_male legwear male male_on_anthro male_penetrated mammon_(helluva_boss) missi_zilla penetration penile penile_penetration penis penis_in_ass pink_clothing pink_legwear pink_thigh_highs plap prehistoric_species reptile scalie scene_(fashion) scene_haircut sex teeth thigh_highs yellow_eyes zeezi_(hazbin_hotel)
2023 4_arms absurd_res beckoning belly demon dialogue digital_drawing_(artwork) digital_media_(artwork) empty_eyes english_text genitals gesture hellaverse helluva_boss hi_res holding_penis humanoid kirkland897 long_tongue male mammon_(helluva_boss) monochrome mostly_nude multi_arm multi_limb open_mouth overweight overweight_male penis simple_background sitting solo teeth text tongue tongue_out white_background
2023 4_arms alcohol asmodeus_(helluva_boss) beverage clothing demon devilsroost dialogue digital_drawing_(artwork) digital_media_(artwork) duo english_text grey_background hellaverse helluva_boss hi_res holding_glass holding_object humanoid lying male mammon_(helluva_boss) multi_arm multi_limb on_back overweight overweight_male robe simple_background sitting text wine
2023 bite biting_lip biting_own_lip bodily_fluids cum demon digital_drawing_(artwork) digital_media_(artwork) empty_eyes genital_fluids hellaverse helluva_boss humanoid male mammon_(helluva_boss) saucymist self_bite simple_background solo sweat sweatdrop teeth yellow_eyes
2023 angry angry_sex asmodeus_(helluva_boss) bottomwear bottomwear_down clothed clothed_sex clothing demon dialogue digital_drawing_(artwork) digital_media_(artwork) duo empty_eyes english_text genitals gloves hand_on_leg handwear hat hat_feather headgear headwear hellaverse helluva_boss hi_res humanoid loose_feather male male/male male_penetrated male_penetrating male_penetrating_male mammon_(helluva_boss) n30draws open_mouth pants pants_down partially_clothed penetration penis profanity sex simple_background teeth text top_hat yellow_eyes
2023 4_arms 4_fingers absurd_res bedroom_eyes belly big_belly big_butt black_and_white bubble_butt butt demon demon_humanoid fingers hellaverse helluva_boss hi_res humanoid kirkland897 looking_at_viewer looking_back looking_back_at_viewer male mammon_(helluva_boss) money monochrome multi_arm multi_limb narrowed_eyes nude overweight overweight_male seductive sitting smile solo thick_thighs wide_hips
2023 4_arms absurd_res beckoning belly briefs bulge clothed clothing demon demon_humanoid dialogue digital_drawing_(artwork) digital_media_(artwork) empty_eyes english_text gesture hellaverse helluva_boss hi_res holding_bulge humanoid kirkland897 long_tongue looking_at_viewer male mammon_(helluva_boss) monochrome multi_arm multi_limb open_mouth open_smile overweight overweight_male sharp_teeth simple_background sitting smile solo talking_to_viewer teeth text tongue tongue_out underwear underwear_only white_background
adam_(hazbin_hotel) angel angel_humanoid blush bodily_fluids breasts demon demon_humanoid demon_on_angel exorcist_(hazbin_hotel) fangs female grey_body group halo hazbin_hotel hellaverse helluva_boss horn humanoid lute_(hazbin_hotel) male male/female mammon_(helluva_boss) open_mouth piyama_(artist) simple_background slightly_chubby slightly_chubby_male sweat teeth thick_thighs trio white_eyes wings yellow_eyes
2023 abs absurd_res andromorph andromorph/male andromorph_penetrated animal_genitalia arachnid arachnid_taur arthropod arthropod_taur asmodeus_(helluva_boss) clothed clothed/nude clothed_male clothing demon digital_drawing_(artwork) digital_media_(artwork) duo empty_eyes genital_slit genitals gloves green_eyes handwear heart_nipples hellaverse helluva_boss hi_res intersex intersex/male intersex_penetrated kirkland897 long_tongue male male_penetrating male_penetrating_andromorph male_penetrating_intersex mammon_(helluva_boss) muscular muscular_andromorph muscular_bottom muscular_intersex nipples nude nude_intersex pecs penetration penile penile_penetration penis_in_vagina sex simple_background soft_abs spider spider_taur taur taur_penetrating teeth tongue vaginal vaginal_penetration
2023 3:2 4_arms anthro asmodeus_(helluva_boss) azulbun canid canid_demon canine charlie_morningstar clothing demon digital_drawing_(artwork) digital_media_(artwork) eyes_closed female fox gloves group handwear hazbin_hotel hellaverse hellhound helluva_boss humanoid larger_humanoid larger_male laugh legwear male mammal mammon_(helluva_boss) monochrome multi_arm multi_limb mythological_canine mythological_creature mythology one_leg_up queen_bee-lzebub_(helluva_boss) raised_leg simple_background size_difference smaller_anthro smaller_female smaller_humanoid teeth thigh_highs topwear tube_top white_background young
2023 4_arms adam_(hazbin_hotel) angel black_body black_clothing black_skin bottomwear clothing demon digital_drawing_(artwork) digital_media_(artwork) duo empty_eyes halo hazbin_hotel hellaverse helluva_boss horn humanoid larger_male male mammon_(helluva_boss) multi_arm multi_limb shorts size_difference skirt smaller_male teeth tongue topwear vrompecorazones yellow_eyes
2023 4_arms asmodeus_(helluva_boss) black_clothing black_underwear blue_body cellphone clothing demon digital_drawing_(artwork) digital_media_(artwork) duo electronics empty_eyes fur hellaverse helluva_boss hi_res holding_object holding_phone humanoid male mammon_(helluva_boss) melonlon25 multi_arm multi_limb phone underwear yellow_eyes
1:1 2023 asmodeus_(helluva_boss) building city clothing currency_symbol demon detailed_background digital_drawing_(artwork) digital_media_(artwork) dollar_sign duo empty_eyes green_eyes headgear headshot_portrait headwear heart_symbol hellaverse helluva_boss hi_res humanoid icon male mammon_(helluva_boss) melonlon25 portrait symbol teeth
2023 4_eyes belly black_body black_skin blue_hair bodily_fluids cigar clothing cross-popping_vein demon digital_drawing_(artwork) digital_media_(artwork) duo empty_eyes genital_fluids genitals gloves hair handwear hellaverse helluva_boss hi_res holding_cigar holding_object humanoid larger_humanoid larger_male male male/male mammon_(helluva_boss) multi_eye nipples ojino overweight overweight_male penis pink_eyes precum pulling_hair size_difference smaller_humanoid smaller_male tail teeth tongue touching_hair yellow_eyes
2023 4_arms absurd_res arianabee05 black_clothing black_footwear black_shoes cane christmas clothing demon dialogue digital_drawing_(artwork) digital_media_(artwork) empty_eyes english_text footwear gloves green_clothing green_eyes handwear hellaverse helluva_boss hi_res holding_cane holding_object holidays humanoid looking_at_viewer male mammon_(helluva_boss) multi_arm multi_limb open_mouth red_clothing red_gloves red_handwear shoes solo speech_bubble text white_clothing white_gloves white_handwear
2023 big_eyes black_hair bottomwear breasts clothing cyrilwolff demon digital_drawing_(artwork) digital_media_(artwork) duo female fool's_hat green_eyes hair hand_on_hip hat headgear headwear heart_symbol hellaverse helluva_boss hi_res humanoid imp jazz_(helluva_boss) male mammon_(helluva_boss) one_eye_closed red_body red_skin skirt tail
2023 armwear black_clothing black_gloves black_hair black_handwear bottomwear clothing cyrilwolff demon digital_drawing_(artwork) digital_media_(artwork) duo female fool's_hat gloves green_clothing green_eyes hair handwear hat headgear headwear heart_symbol hellaverse helluva_boss hi_res humanoid imp jazz_(helluva_boss) larger_humanoid larger_male male mammon_(helluva_boss) red_body red_skin size_difference skirt smaller_female smaller_humanoid teeth white_clothing white_gloves white_handwear
2023 absurd_res adam_(hazbin_hotel) angel anus balls balls_touching black_body black_skin butt christmas clothing demon demon_on_angel demongirl_demoness digital_drawing_(artwork) digital_media_(artwork) duo genitals gift halo hazbin_hotel hellaverse helluva_boss hi_res holidays horn humanoid kissing legwear male male/male mammon_(helluva_boss) narrowed_eyes red_clothing red_legwear red_thigh_highs thigh_highs yellow_anus
2023 4_arms absurd_res clothed clothing demon digital_drawing_(artwork) digital_media_(artwork) facelesschick gloves green_clothing handwear hellaverse helluva_boss hi_res holding_object humanoid looking_at_viewer male mammon_(helluva_boss) multi_arm multi_limb solo striped_tongue teeth tongue tongue_out yellow_eyes
2023 4_eyes absurd_res animal_humanoid arachnid arachnid_humanoid arthropod arthropod_humanoid bodily_fluids currency_symbol demon digital_drawing_(artwork) digital_media_(artwork) dollar_sign forked_tongue grey_background hellaverse helluva_boss hi_res humanoid long_tongue looking_at_viewer male mammon_(helluva_boss) multi_eye saliva simple_background solo spider_humanoid symbol teeth tongue v0xplosion yellow_eyes
2023 belt bottomwear christmas christmas_tree clothing demon digital_drawing_(artwork) digital_media_(artwork) empty_eyes footwear gift gloves green_bottomwear green_clothing green_eyes green_pants handwear hellaverse helluva_boss hi_res holidays humanoid male mammon_(helluva_boss) multi_arm multi_limb overweight overweight_male pants plant red_clothing red_footwear red_shoes shoes simple_background solo sweet_marigold teeth tree
2023 black_clothing cane clothed clothing demon digital_drawing_(artwork) digital_media_(artwork) empty_eyes fool's_hat gloves green_clothing group handwear hat headgear headwear hellaverse helluva_boss hi_res holding_cane holding_object humanoid larger_humanoid larger_male machine male mammon_(helluva_boss) robo_fizzarolli robot simple_background size_difference smaller_humanoid smaller_male sweet_marigold teeth trio white_background yellow_eyes
2023 4_arms black_clothing black_gloves black_handwear bottomwear cane clothing demon digital_drawing_(artwork) digital_media_(artwork) duo fizzarolli_(helluva_boss) gloves green_clothing green_eyes grey_background handwear hellaverse helluva_boss hi_res holding_cane holding_object humanoid imp larger_humanoid larger_male male mammon_(helluva_boss) multi_arm multi_limb pants pattern_bottomwear pattern_clothing pattern_pants red_clothing red_eyes simple_background size_difference smaller_humanoid smaller_male striped_bottomwear striped_clothing striped_pants stripes sweet_marigold teeth white_clothing white_gloves white_handwear yellow_sclera
2023 absurd_res black_clothing clothing demon digital_drawing_(artwork) digital_media_(artwork) dress duo female gloves green_clothing green_eyes hand_on_belly hand_on_hand handwear hellaverse helluva_boss hi_res humanoid lipstick makeup male mammon_(helluva_boss) pink_clothing purple_clothing red_eyes simple_background sweet_marigold teeth white_clothing white_gloves white_handwear yellow_sclera
2023 asmodeus_(helluva_boss) avian bird chicken christmas clothing comic demon dialogue digital_drawing_(artwork) digital_media_(artwork) duo empty_eyes english_text galliform hellaverse helluva_boss hi_res holidays humanoid male male/male mammon_(helluva_boss) monochrome phasianid saucymist simple_background sweater teeth text topwear white_background
2023 4_arms anthro asmodeus_(helluva_boss) avian bird bodily_fluids bow_tie chicken clothing demon dialogue digital_drawing_(artwork) digital_media_(artwork) duo empty_eyes english_text french_kissing galliform hellaverse helluva_boss hi_res humanoid kissing legwear long_tongue male male/male mammon_(helluva_boss) monochrome multi_arm multi_limb overalls phasianid saliva saucymist striped_tongue sweater teeth text thigh_highs tongue topwear
2023 4_arms anthro asmodeus_(helluva_boss) avian bird bottomwear chicken clothing comic demon dialogue digital_drawing_(artwork) digital_media_(artwork) digitigrade dominant dominant_male duo empty_eyes english_text gag galliform heart_symbol hellaverse helluva_boss hi_res humanoid leash legwear male male/male mammon_(helluva_boss) monochrome multi_arm multi_limb phasianid saucymist simple_background skirt submissive submissive_male text thigh_highs white_background
2023 4_arms bottomwear butt clothing demon digital_drawing_(artwork) digital_media_(artwork) empty_eyes flatauburnn green_background green_clothing green_eyes green_hoodie green_topwear hellaverse helluva_boss hi_res hoodie humanoid male mammon_(helluva_boss) multi_arm multi_limb one_eye_closed pants simple_background solo teeth topwear
2023 4_arms clothing demon digital_drawing_(artwork) digital_media_(artwork) family father_(lore) father_and_child_(lore) female green_clothing green_eyes grey_background group hair hellaverse helluva_boss hi_res horn humanoid kaldraws8280 male mammon_(helluva_boss) mother_(lore) mother_and_child_(lore) multi_arm multi_limb parent_(lore) parent_and_child_(lore) pink_eyes red_sclera simple_background teeth trio white_body white_skin young
2023 clothing demon digital_drawing_(artwork) digital_media_(artwork) duo female gloves hair handwear hellaverse helluva_boss hug humanoid kaldraws8280 male male/female mammon_(helluva_boss) pink_eyes red_sclera teeth white_body white_skin yellow_eyes
2023 absurd_res anthro big_butt butt butt_grab claws clothing clown currency_symbol demon dollar_sign english_text female fool's_hat glam_(helluva_boss) glitz_(helluva_boss) glowing glowing_eyes grope group hair hand_on_butt hat headgear headwear hellaverse helluva_boss hi_res long_hair male mammon_(helluva_boss) profanity sharp_teeth shinragod sibling_(lore) sister_(lore) sisters_(lore) smile symbol teeth text trio twins_(lore) verona7881
2023 absurd_res anal anal_penetration anthro anthro_penetrating anthro_penetrating_humanoid areola armwear black_clothing black_legwear black_thigh_highs breasts butt canid canine clothing demon demongirl_demoness digital_drawing_(artwork) digital_media_(artwork) duo fur grey_body grey_fur gynomorph gynomorph/male gynomorph_on_humanoid gynomorph_penetrating gynomorph_penetrating_male hair heart_symbol hellaverse helluva_boss hi_res humanoid humanoid_on_anthro humanoid_penetrated intersex intersex/male intersex_on_humanoid intersex_penetrating intersex_penetrating_male leash legwear male male_on_anthro male_penetrated mammal mammon_(helluva_boss) mythological_canine mythological_creature mythology nightengale_(zoophobia) nipple_piercing nipples overweight overweight_male penetration piercing recording sex teeth thigh_highs tongue tongue_out werecanid werecanine werecreature werewolf zoophobia
2024 absurd_res belly black_clothing black_hair black_legwear black_thigh_highs bottomwear breasts canid canid_demon canine canis clothing demon demongirl_demoness digital_drawing_(artwork) digital_media_(artwork) female fishnet_clothing fishnet_legwear fox fur gesture grey_hair group hair hand_gesture hand_on_leg hellaverse hellhound helluva_boss hi_res humanoid legwear loona_(helluva_boss) male mammal mammon_(helluva_boss) moobs multicolored_body multicolored_fur mythological_canine mythological_creature mythology navel open_mouth overweight overweight_male purple_hair queen_bee-lzebub_(helluva_boss) red_sclera skirt teeth thigh_highs tongue tongue_out trio v_sign white_body white_eyes white_fur wolf yellow_body yellow_eyes yellow_fur
2024 adam_(hazbin_hotel) angel clothed clothing demon digital_drawing_(artwork) digital_media_(artwork) duo electric_guitar empty_eyes eyewear fully_clothed guitar hazbin_hotel hellaverse helluva_boss horn humanoid male mammon_(helluva_boss) musical_instrument playing_guitar playing_music plucked_string_instrument shixie124 string_instrument sunglasses teeth wings yellow_eyes
2024 4_arms black_clothing black_footwear black_shoes cicadasoupe clothed clothing cookie currency_symbol demon digital_drawing_(artwork) digital_media_(artwork) dollar_sign duo food footwear fully_clothed gloves green_clothing handwear hellaverse helluva_boss hi_res humanoid machine male mammon_(helluva_boss) multi_arm multi_limb open_mouth robo_fizzarolli robot shoes spider_web symbol teeth tongue
2024 4_arms absurd_res angel anthro asmodeus_(helluva_boss) avian bird black_top_hat candy canid canid_demon canine chicken chizitx clothing cotton_candy demon dessert digital_drawing_(artwork) digital_media_(artwork) eyes_closed fallen_angel female fireworks food footwear fox fur galliform green_clothing group hair hat hazbin_hotel headgear headwear hellaverse hellhound helluva_boss hi_res holidays humanoid lucifer_(hazbin_hotel) male mammal mammon_(helluva_boss) money money_bag multi_arm multi_limb multicolored_body multicolored_fur mythological_canine mythological_creature mythology new_year new_year_2024 phasianid queen_bee-lzebub_(helluva_boss) shoes teeth top_hat white_body white_clothing white_fur white_hair white_hat white_headwear yellow_body yellow_eyes yellow_fur
1:1 2023 4_arms absurd_res chizitx clothed clothing demon digital_drawing_(artwork) digital_media_(artwork) empty_eyes fully_clothed gloves green_clothing green_eyes handwear hellaverse helluva_boss hi_res holding_object humanoid looking_at_viewer male mammon_(helluva_boss) multi_arm multi_limb solo teeth
2023 absurd_res belly bulge clothing demon demongirl_demoness digital_drawing_(artwork) digital_media_(artwork) empty_eyes fishnet_clothing hellaverse helluva_boss hi_res humanoid legwear looking_at_viewer male mammon_(helluva_boss) moobs multi_arm multi_limb navel one_eye_closed open_mouth overweight overweight_male solo teeth thigh_highs thong tongue tongue_out underwear yellow_eyes
2023 4_arms absurd_res belly big_belly clothed clothing demon digital_drawing_(artwork) digital_media_(artwork) empty_eyes footwear genitals gloves green_eyes handwear hellaverse helluva_boss hi_res holding_penis humanoid male mammon_(helluva_boss) multi_arm multi_limb overweight overweight_male penis scullsmut shoes solo spider_web teeth tongue tongue_out unusual_anatomy unusual_genitalia unusual_penis
2024 aquatic black_clothing black_sclera blue_eyes breasts cigar clothed clothing demon digital_drawing_(artwork) digital_media_(artwork) female fish gaby_kastefler glam_(helluva_boss) glitz_(helluva_boss) green_clothing green_eyes group hand_on_breast hellaverse helluva_boss hi_res holding_cigar holding_object humanoid male mammon_(helluva_boss) money money_bag raised_clothing raised_topwear sibling_(lore) sister_(lore) sisters_(lore) smoke teeth topwear trio twins_(lore)
2024 4_arms absurd_res anthro asmodeus_(helluva_boss) avian bird canid canid_demon canine chicken cigar clothed clothing d6 demon detailed_background dice digital_media_(artwork) female fox galliform gloves green_clothing group handwear hellaverse hellhound helluva_boss hi_res horn humanoid imp kirkland897 larger_male machine male mammal mammon_(helluva_boss) multi_arm multi_limb mythological_canine mythological_creature mythology phasianid poker poker_chip queen_bee-lzebub_(helluva_boss) robo_fizzarolli robot size_difference smaller_male teeth yellow_eyes
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