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AI SEX SLAVE 🔥
asmodeus (helluva boss)
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53
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angry asmodeus_(helluva_boss) ball_gag balls balls_fondling blush bodily_fluids body_writing bondage bondage_gear bondage_gloves bound bound_and_gagged clothing collar demonpurr dialogue digitigrade edging exhibitionism femboy fizzarolli_(helluva_boss) fondling freckles gag gagged gagged_talk genitals glare grope hair handwear helluva_boss hi_res hooves horn humanoid humiliation imp infinity_symbol kidnapping latex latex_clothing latex_handwear latex_skinsuit leash male male/male malesub markings moxxie_(helluva_boss) not_furry null_bulge permanent petplay prisoner punishment red_body red_skin roleplay skinsuit solo striped_markings striped_tail stripes sweat sweatdrop symbol tail tail_markings taunting tight_clothing ugly_art white_hair yellow_eyes
56
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1boy 2d asmodeus_(helluva_boss) ass big_ass bottom_heavy bottom_heavy_femboy color demon doopie doopkaboom_(artist) femboy full_color grabbing_own_ass hat helluva_boss huge_ass looking_back lust male male_only rear_view solo tagme top_hat vivziepop voluptuous voluptuous_male
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111
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2025 3_heads 4_eyes 4_horns abs absurd_res anthro areola asmodeus_(helluva_boss) balls bara biceps big_balls big_muscles big_penis bodily_fluids breath claws clenched_teeth cum cumshot daddy_kink dated deltoids demon demon_dragon demon_humanoid dialogue dragon drooling duo ejaculation emanata english_text fur genital_fluids genitals glans grey_background group_masturbation heart_symbol helluva_boss hi_res horn huge_balls huge_cock huge_muscles humanoid humanoid_genitalia humanoid_on_anthro humanoid_penis hyper hyper_balls hyper_genitalia hyper_penis kemono male male/male masturbation multi_eye multi_head multi_horn muscles muscular muscular_anthro muscular_male mythological_creature mythological_scalie mythology navel nipple_outline nipple_piercing nipple_ring nipples non-mammal_balls non-mammal_nipples nude open_mouth open_smile orgasm pasties pecs penile penile_masturbation penis piercing precum profanity quads ring_piercing saliva satan_(helluva_boss) scales scalie sharkboi signature simple_background smile standing sweat teeth text thick_arms thick_penis thick_thighs throbbing throbbing_balls throbbing_penis tuft two-handed_masturbation vein veiny_balls veiny_penis yaoi
222
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18_(artist) 1girls asmodeus_(helluva_boss) breasts female female_asmodeus fizzarolli_(helluva_boss) genderswap genderswap_(mtf) helluva_boss lifting_leg orgasm rule_63 tagme whitepony
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226
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18_(artist) 1girls asmodeus_(helluva_boss) bent_over blue_hair breasts female female_asmodeus fizzarolli_(helluva_boss) genderswap genderswap_(mtf) helluva_boss lactation male partial_male rule_63 tagme whitepony
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18_(artist) 1girls asmodeus_(helluva_boss) bent_over blue_hair breasts female female_asmodeus fizzarolli_(helluva_boss) genderswap genderswap_(mtf) helluva_boss lactation male partial_male rule_63 tagme whitepony
178
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18_(artist) asmodeus_(helluva_boss) cowgirl_position cumsplosion female female_asmodeus fizzarolli_(helluva_boss) floating_heart genderswap genderswap_(mtf) helluva_boss impregnation motion_lines orgasm rule_63 tagme whitepony
133
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40
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109
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2025 abs absurd_res all_fours anal_tugging anthro anus asmodeus_(helluva_boss) ass avian big_ass big_butt big_penis blitzo_(helluva_boss) blue_anus blush bodily_fluids bone bubble_ass bubble_butt clothed clothing cum cum_in_ass cum_inside cum_on_ass cum_on_butt demon dialogue digital_drawing_(artwork) digital_media_(artwork) domination domination_loss duo english_text feathers gay gay_male genital_fluids genitals glowing glowing_anus glowing_eyes green_eyes hat headgear headwear heart_symbol helluva_boss hi_res horn huge_cock humanoid humanoid_genitalia humanoid_penis imp instant_loss_2koma male male/male male_penetrated male_penetrating male_penetrating_male mocking multi_head muscular muscular_male navel nude penetration penis purple_body red_body sex simple_background size_difference skull small_dom_big_sub speech_bubble tail tail_feathers text top_hat tremble_spikes tusk_turtle vein veiny_penis yaoi
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2025 abs absurd_res all_fours anal_tugging anthro anus asmodeus_(helluva_boss) ass avian big_ass big_butt big_penis blitzo_(helluva_boss) blue_anus blush bodily_fluids bone bubble_ass bubble_butt clothed clothing cum cum_in_ass cum_inside cum_on_ass cum_on_butt demon dialogue digital_drawing_(artwork) digital_media_(artwork) domination domination_loss duo english_text feathers gay gay_male genital_fluids genitals glowing glowing_anus glowing_eyes green_eyes hat headgear headwear heart_symbol helluva_boss hi_res horn huge_cock humanoid humanoid_genitalia humanoid_penis imp instant_loss_2koma male male/male male_penetrated male_penetrating male_penetrating_male mocking multi_head muscular muscular_male navel nude penetration penis purple_body red_body sex simple_background size_difference skull small_dom_big_sub speech_bubble tail tail_feathers text top_hat tremble_spikes tusk_turtle vein veiny_penis yaoi
305
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2024 absurdly_large_cock animated anus asmodeus_(helluva_boss) ass ass_focus ass_grab asshole balls big_ass big_ass_(male) big_balls big_butt big_penis blackwhiplash blue_body blue_skin blush bodily_fluids clothed clothing demon detailed_background dialogue digital_drawing_(artwork) digital_media_(artwork) drooling duo english_text erect_penis erection fat_ass femboy fizzarolli_(helluva_boss) footwear gay genital_fluids genitals gloves green_sclera hand_on_ass hand_on_butt handwear hat headgear headwear heart_symbol helluva_boss hi_res high_heels huge_ass huge_butt huge_cock imminent_anal imminent_sex imp jester jester_hat jester_outfit legs_up male male/male male_focus male_only multicolored_body mythological_creature mythology penis penis_size_difference red_body red_eyes red_skin robotic_arm saliva shoes smile sound spread_legs stripes sweat sweating tagme tail tail_around_penis tail_wrapped_around tailjob text thick_thighs tongue tongue_out vein veiny_penis video voice voice_acted watermark wide_hips yaoi
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2024 absurdly_large_cock animated anus asmodeus_(helluva_boss) ass ass_focus ass_grab asshole balls big_ass big_ass_(male) big_balls big_butt big_penis blackwhiplash blue_body blue_skin blush bodily_fluids clothed clothing demon detailed_background dialogue digital_drawing_(artwork) digital_media_(artwork) drooling duo english_text erect_penis erection fat_ass femboy fizzarolli_(helluva_boss) footwear gay genital_fluids genitals gloves green_sclera hand_on_ass hand_on_butt handwear hat headgear headwear heart_symbol helluva_boss hi_res high_heels huge_ass huge_butt huge_cock imminent_anal imminent_sex imp jester jester_hat jester_outfit legs_up male male/male male_focus male_only multicolored_body mythological_creature mythology penis penis_size_difference red_body red_eyes red_skin robotic_arm saliva shoes smile sound spread_legs stripes sweat sweating tagme tail tail_around_penis tail_wrapped_around tailjob text thick_thighs tongue tongue_out vein veiny_penis video voice voice_acted watermark wide_hips yaoi
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164
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2024 abs absurd_res anal_fluids anthro asmodeus_(helluva_boss) ass avian balls big_ass big_butt big_penis bite biting_lip biting_lower_lip blue_body blush blush_lines bodily_fluids broken_horn clothing demon digital_drawing_(artwork) digital_media_(artwork) duo erection fizzarolli_(helluva_boss) genitals green_eyes heart_symbol helluva_boss hi_res holding_leg horn hot_dogging huge_cock humanoid humanoid_genitalia humanoid_penis imminent_sex imp larger_male legwear looking_at_another looking_at_partner male male/male markings mhaelt narrowed_eyes pec_suck penis red_body saliva sex size_difference smaller_male stockings thick_thighs touching_penis vein veiny_penis white_markings yellow_sclera
36
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34
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58
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108
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4_fingers anal anal_orgasm anal_sex announcing_orgasm anthro anthro_penetrated anthro_penetrating anthro_penetrating_humanoid asmodeus_(helluva_boss) avian balls beak black_text bodily_fluids breath carrying_another carrying_partner chest_tuft choker clothing cutaway cybernetic_arm cybernetic_leg cybernetic_limb cybernetics cyborg deep_rimming demon demon_humanoid dialogue duo ejaculation empty_eyes english_text erection eye_roll eyebrows feather_hair feather_mane feathers fellatio fingers fizzarolli_(helluva_boss) fool's_hat genitals greyscale hands-free hat hat_only headgear headgear_only headwear headwear_only heart_symbol hearts_around_text helluva_boss humanoid humanoid_genitalia humanoid_on_anthro humanoid_penetrated humanoid_penetrating humanoid_penetrating_anthro humanoid_penis imp internal internal_anal jewelry larger_anthro larger_penetrated long_tongue machine male male/male male_anthro male_penetrated male_penetrating male_penetrating_male monochrome mostly_nude mostly_nude_humanoid mostly_nude_male mutual_fellatio navel necklace nude nude_anthro nude_male oral oral_penetration orgasm orgasm_face oversized_oral panting penetration penile penile_penetration penis penis_in_mouth potatonebula prostate prostate_orgasm prostate_stimulation pseudo_hair pseudo_mane raised_eyebrow rimming saliva saliva_string sex signature size_difference smaller_humanoid smaller_penetrated stomach_bulge stuttering talking_to_another talking_to_partner teeth text tongue tongue_penetration tuft upside-down vein veiny_penis white_text x-ray
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35
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73
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46
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174
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35
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32
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51
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119
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2024 abs anthro areola asmodeus_(helluva_boss) avian balls balls_touching bara beak beak_lick bedroom_eyes biceps big_dom_small_sub black_horn blush bodily_fluids bovid bovine cattle chest_tuft claws closed_eyes cum cum_on_penis demon demon_dragon detailed dominant dragon duo earless erection face_lick facial_markings feather_hair feathers frottage fur gay genital_fluids genitals glowing glowing_eyes grey_background grey_balls grey_body grey_feathers grey_fur grey_horn grey_mane grey_nose grey_penis grey_skin grey_tail grey_wings half-closed_eyes hand_holding happy head_markings heart_areola heart_nipples heart_symbol helluva_boss holding_neck horn humanoid humanoid_genitalia humanoid_penis licking long_penis long_tail lying male male/male mammal mane markings masculine_male membrane_(anatomy) membranous_wings monochrome motion_lines multicolored_body multicolored_feather_hair multicolored_feathers multicolored_horn multicolored_penis multicolored_skin multicolored_wings muscular muscular_anthro muscular_male mythological_creature mythological_scalie mythology narrowed_eyes nipples nude nude_anthro nude_male on_back on_top pecs penile penis penises_touching precum presenting presenting_balls presenting_penis pseudo_hair saliva satan_(helluva_boss) saucymist scalie seductive sex shadow sharp_teeth simple_background size_difference smile spade_tail spiked_penis spiked_tongue spikes spikes_(anatomy) tail teeth thick_penis tongue tongue_out triceps tuft two-tone_body two-tone_skin two-tone_wings white_body white_eyes white_feathers white_horn white_penis white_tongue wings yaoi
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2024 abs anthro areola asmodeus_(helluva_boss) avian balls balls_touching bara beak beak_lick bedroom_eyes biceps big_dom_small_sub black_horn blush bodily_fluids bovid bovine cattle chest_tuft claws closed_eyes cum cum_on_penis demon demon_dragon detailed dominant dragon duo earless erection face_lick facial_markings feather_hair feathers frottage fur gay genital_fluids genitals glowing glowing_eyes grey_background grey_balls grey_body grey_feathers grey_fur grey_horn grey_mane grey_nose grey_penis grey_skin grey_tail grey_wings half-closed_eyes hand_holding happy head_markings heart_areola heart_nipples heart_symbol helluva_boss holding_neck horn humanoid humanoid_genitalia humanoid_penis licking long_penis long_tail lying male male/male mammal mane markings masculine_male membrane_(anatomy) membranous_wings monochrome motion_lines multicolored_body multicolored_feather_hair multicolored_feathers multicolored_horn multicolored_penis multicolored_skin multicolored_wings muscular muscular_anthro muscular_male mythological_creature mythological_scalie mythology narrowed_eyes nipples nude nude_anthro nude_male on_back on_top pecs penile penis penises_touching precum presenting presenting_balls presenting_penis pseudo_hair saliva satan_(helluva_boss) saucymist scalie seductive sex shadow sharp_teeth simple_background size_difference smile spade_tail spiked_penis spiked_tongue spikes spikes_(anatomy) tail teeth thick_penis tongue tongue_out triceps tuft two-tone_body two-tone_skin two-tone_wings white_body white_eyes white_feathers white_horn white_penis white_tongue wings yaoi
206
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accessory anal anal_fingering anthro arched_back asmodeus_(helluva_boss) ass athletic balls big_penis bite biting_lip biting_shirt blush bottomless clothed clothing clothing_lift cock_ring cybernetic_arm cybernetic_leg cybernetic_limb cybernetics duo electronics english_text fingering fizzarolli_(helluva_boss) fool's_hat foreskin gay gay_male genitals hat headgear headwear helluva_boss hi_res imp jewelry lean_body looking_back lube machine makeup male male/male midriff oversized_clothing panties penis penis_accessory penis_jewelry phone recording scar scared shirt shirt_in_mouth shirt_lift shirt_up size_difference smile solo_focus spiritd stretching text toothy_grin topwear uncircumcised underwear yaoi
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accessory anal anal_fingering anthro arched_back asmodeus_(helluva_boss) ass athletic balls big_penis bite biting_lip biting_shirt blush bottomless clothed clothing clothing_lift cock_ring cybernetic_arm cybernetic_leg cybernetic_limb cybernetics duo electronics english_text fingering fizzarolli_(helluva_boss) fool's_hat foreskin gay gay_male genitals hat headgear headwear helluva_boss hi_res imp jewelry lean_body looking_back lube machine makeup male male/male midriff oversized_clothing panties penis penis_accessory penis_jewelry phone recording scar scared shirt shirt_in_mouth shirt_lift shirt_up size_difference smile solo_focus spiritd stretching text toothy_grin topwear uncircumcised underwear yaoi
98
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1:1 2024 2_heads 4_arms absurd_res animal_humanoid anthro asmodeus_(helluva_boss) ass ass_grab balls belphegor_(helluva_boss) big_ass big_balls big_breasts big_ears big_penis black_body black_fur black_sclera blonde_hair blush bodily_fluids bovid breasts candle canid canid_demon canine caprine claws clothing conjoined curled_hair demon demon_humanoid detailed_background digital_drawing_(artwork) digital_media_(artwork) digitigrade dragon female female_focus flowing_hair flowing_tail fool's_hat fox fur genitals green_eyes group hair hat hazbin_hotel headgear headwear hellhound helluva_boss hi_res humanoid leviathan_(helluva_boss) lucifer_morningstar_(hazbin_hotel) male male/female male_focus mammal mammon_(helluva_boss) marine marine_humanoid mature_female multi_arm multi_eye multi_head multi_limb multicolored_body multicolored_fur muscular muscular_anthro muscular_female muscular_male mythological_canine mythological_creature mythological_scalie mythology nude nude_anthro nude_female nude_male open_mouth open_smile overweight overweight_male penis pink_body pink_fur pink_hair poison-girl purple_body purple_fur queen_bee-lzebub_(helluva_boss) red_body red_eyes satan_(helluva_boss) scalie sharp_teeth sheep smile snout standing tail teeth thick_thighs tongue two-tone_body vein veiny_penis white_body white_fur white_hair white_skin yellow_body yellow_fur
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1:1 2024 2_heads 4_arms absurd_res animal_humanoid anthro asmodeus_(helluva_boss) ass ass_grab balls belphegor_(helluva_boss) big_ass big_balls big_breasts big_ears big_penis black_body black_fur black_sclera blonde_hair blush bodily_fluids bovid breasts candle canid canid_demon canine caprine claws clothing conjoined curled_hair demon demon_humanoid detailed_background digital_drawing_(artwork) digital_media_(artwork) digitigrade dragon female female_focus flowing_hair flowing_tail fool's_hat fox fur genitals green_eyes group hair hat hazbin_hotel headgear headwear hellhound helluva_boss hi_res humanoid leviathan_(helluva_boss) lucifer_morningstar_(hazbin_hotel) male male/female male_focus mammal mammon_(helluva_boss) marine marine_humanoid mature_female multi_arm multi_eye multi_head multi_limb multicolored_body multicolored_fur muscular muscular_anthro muscular_female muscular_male mythological_canine mythological_creature mythological_scalie mythology nude nude_anthro nude_female nude_male open_mouth open_smile overweight overweight_male penis pink_body pink_fur pink_hair poison-girl purple_body purple_fur queen_bee-lzebub_(helluva_boss) red_body red_eyes satan_(helluva_boss) scalie sharp_teeth sheep smile snout standing tail teeth thick_thighs tongue two-tone_body vein veiny_penis white_body white_fur white_hair white_skin yellow_body yellow_fur
96
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2024 4_eyes anatake anthro asmodeus_(helluva_boss) balls bara barefoot biceps big_ass_(male) big_balls big_muscles big_pecs big_penis big_wings black_eyebrows black_horn bodily_fluids bottomwear bulge candle claws closed_eyes clothed clothed_anthro clothed_male clothing demon demon_dragon detailed dragon duo earless english_text eyebrows facial_markings feet fire flaccid flexing flying frown genital_fluids genitals glistening glistening_abs glistening_clothing glistening_shirt glistening_topwear glowing glowing_eyes grin group half-closed_eyes happy head_markings head_tilt helluva_boss hi_res horn huge_cock humanoid_genitalia humanoid_penis imp leviathan_(helluva_boss) male male_focus male_only markings masculine_male membrane_(anatomy) membranous_wings multi_eye multicolored_body multicolored_horn multicolored_skin multicolored_wings muscles muscular muscular_anthro muscular_male muscular_thighs mythological_creature mythological_scalie mythology narrowed_eyes nipple_chain nipple_piercing nipple_ring nipples noseless pants pecs penis piercing pose precum queen_bee-lzebub_(helluva_boss) raised_arm raised_eyebrow raised_eyebrows red_body red_horn red_nose red_skin red_wings ring_piercing satan_(helluva_boss) scalie shadow sharp_teeth shirt sitting size_difference smile solo spiked_tail spikes spikes_(anatomy) squint sweat tail teeth text thin_eyebrows thong topwear torn_clothing torn_vest underwear vein veiny_penis vest white_horn wings wolfblack2543 wolfblack43 yaoi yellow_body yellow_eyes yellow_skin yellow_wings
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2024 4_eyes anatake anthro asmodeus_(helluva_boss) balls bara barefoot biceps big_ass_(male) big_balls big_muscles big_pecs big_penis big_wings black_eyebrows black_horn bodily_fluids bottomwear bulge candle claws closed_eyes clothed clothed_anthro clothed_male clothing demon demon_dragon detailed dragon duo earless english_text eyebrows facial_markings feet fire flaccid flexing flying frown genital_fluids genitals glistening glistening_abs glistening_clothing glistening_shirt glistening_topwear glowing glowing_eyes grin group half-closed_eyes happy head_markings head_tilt helluva_boss hi_res horn huge_cock humanoid_genitalia humanoid_penis imp leviathan_(helluva_boss) male male_focus male_only markings masculine_male membrane_(anatomy) membranous_wings multi_eye multicolored_body multicolored_horn multicolored_skin multicolored_wings muscles muscular muscular_anthro muscular_male muscular_thighs mythological_creature mythological_scalie mythology narrowed_eyes nipple_chain nipple_piercing nipple_ring nipples noseless pants pecs penis piercing pose precum queen_bee-lzebub_(helluva_boss) raised_arm raised_eyebrow raised_eyebrows red_body red_horn red_nose red_skin red_wings ring_piercing satan_(helluva_boss) scalie shadow sharp_teeth shirt sitting size_difference smile solo spiked_tail spikes spikes_(anatomy) squint sweat tail teeth text thin_eyebrows thong topwear torn_clothing torn_vest underwear vein veiny_penis vest white_horn wings wolfblack2543 wolfblack43 yaoi yellow_body yellow_eyes yellow_skin yellow_wings
121
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2024 2boys abs anthro areola asmodeus_(helluva_boss) asphyxiation avian balls bara bedroom_eyes biceps big_dom_small_sub black_horn blush bodily_fluids bovid bovine cattle chest_tuft claws closed_eyes cum cum_on_penis demon demon_dragon dominant dragon duo earless erection face_lick facial_markings feather_hair feathers fur gay genital_fluids genitals glowing glowing_eyes grey_background grey_balls grey_body grey_feathers grey_fur grey_horn grey_mane grey_nose grey_penis grey_skin grey_tail grey_wings half-closed_eyes hand_holding happy head_markings heart_areola heart_nipples heart_symbol helluva_boss holding_neck horn humanoid humanoid_genitalia humanoid_penis licking licking_face long_penis long_tail lying male male_only mammal mane markings masculine_male membrane_(anatomy) membranous_wings monochrome motion_lines multicolored_body multicolored_feather_hair multicolored_feathers multicolored_horn multicolored_penis multicolored_skin multicolored_wings muscular muscular_anthro muscular_male mythological_creature mythological_scalie mythology narrowed_eyes nipples nude nude_anthro nude_male on_back on_top pecs penis penises_touching precum presenting presenting_balls presenting_penis pseudo_hair saliva satan_(helluva_boss) saucymist scalie seductive shadow sharp_teeth simple_background size_difference smile spade_tail spiked_penis spiked_tongue spikes spikes_(anatomy) tail teeth thick_penis tongue tongue_out triceps tuft two-tone_body two-tone_skin two-tone_wings white_body white_eyes white_feathers white_horn white_penis white_tongue wings yaoi
0
2024 2boys abs anthro areola asmodeus_(helluva_boss) asphyxiation avian balls bara bedroom_eyes biceps big_dom_small_sub black_horn blush bodily_fluids bovid bovine cattle chest_tuft claws closed_eyes cum cum_on_penis demon demon_dragon dominant dragon duo earless erection face_lick facial_markings feather_hair feathers fur gay genital_fluids genitals glowing glowing_eyes grey_background grey_balls grey_body grey_feathers grey_fur grey_horn grey_mane grey_nose grey_penis grey_skin grey_tail grey_wings half-closed_eyes hand_holding happy head_markings heart_areola heart_nipples heart_symbol helluva_boss holding_neck horn humanoid humanoid_genitalia humanoid_penis licking licking_face long_penis long_tail lying male male_only mammal mane markings masculine_male membrane_(anatomy) membranous_wings monochrome motion_lines multicolored_body multicolored_feather_hair multicolored_feathers multicolored_horn multicolored_penis multicolored_skin multicolored_wings muscular muscular_anthro muscular_male mythological_creature mythological_scalie mythology narrowed_eyes nipples nude nude_anthro nude_male on_back on_top pecs penis penises_touching precum presenting presenting_balls presenting_penis pseudo_hair saliva satan_(helluva_boss) saucymist scalie seductive shadow sharp_teeth simple_background size_difference smile spade_tail spiked_penis spiked_tongue spikes spikes_(anatomy) tail teeth thick_penis tongue tongue_out triceps tuft two-tone_body two-tone_skin two-tone_wings white_body white_eyes white_feathers white_horn white_penis white_tongue wings yaoi
97
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ai_generated asmodeus_(helluva_boss) ass blush breasts chains chaz_(helluva_boss) closed_eyes comic crimson_(helluva_boss) cum cum_inside cum_on_breasts cum_on_face dialogue disembodied_penis fathippo female female_asmodeus fizzarolli_(helluva_boss) forced gangbang genderswap genderswap_(mtf) genital_fluids group group_sex helluva_boss imp large_ass large_breasts large_penis male nervous on_knees penis pussy pussy_juice rule_63 saliva saliva_trail smirk spitroast
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ai_generated asmodeus_(helluva_boss) ass blush breasts chains chaz_(helluva_boss) closed_eyes comic crimson_(helluva_boss) cum cum_inside cum_on_breasts cum_on_face dialogue disembodied_penis fathippo female female_asmodeus fizzarolli_(helluva_boss) forced gangbang genderswap genderswap_(mtf) genital_fluids group group_sex helluva_boss imp large_ass large_breasts large_penis male nervous on_knees penis pussy pussy_juice rule_63 saliva saliva_trail smirk spitroast
76
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2024 2_horns 2koma absurd_res after_orgasm areola asmodeus'_assistant asmodeus_(helluva_boss) big_areola big_breasts big_eyes big_glasses big_nipples black_eyewear black_fingernails black_glasses black_nails black_text black_wings bodily_fluids bold_text breast_play breast_squeeze breasts brown_body brown_penis clothed clothed_sex clothing colored_nails comic cum cum_on_breasts cum_on_chest cum_on_face cum_on_glasses cum_on_penis curved_horn dark_areola dark_nipples demon demon_humanoid dialogue digital_drawing_(artwork) digital_media_(artwork) dipstick_horn dress_shirt duo ellipsis english_text eyelashes eyewear faceless_character faceless_male fangs female fingernails freckled_breasts freckled_face freckles genital_fluids genitals glans glasses gradient_background hair hellaverse helluva_boss hi_res horn humanoid humanoid_genitalia humanoid_penis humanoid_pointy_ears imp light_body light_ears light_hair long_hair male male/female monotone_hair mouth_closed multicolored_horn nails necktie nipples no_irises open_clothing open_dress_shirt open_mouth open_shirt open_smile open_topwear paizuri partial_male partially_clothed partially_clothed_female partially_clothed_humanoid penis pink_hair pointy_ears pupils red_areola red_body red_breasts red_ears red_nipples round_glasses sex shirt simple_background smile sparkles_j speech_bubble squeezing talking_to_another talking_to_partner tan_glans teeth text thesquiddycipher thick_eyelashes three-quarter_view titjob topwear wearing_glasses white_freckles white_speech_bubble wings yellow_sclera
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2024 2_horns 2koma absurd_res after_orgasm areola asmodeus'_assistant asmodeus_(helluva_boss) big_areola big_breasts big_eyes big_glasses big_nipples black_eyewear black_fingernails black_glasses black_nails black_text black_wings bodily_fluids bold_text breast_play breast_squeeze breasts brown_body brown_penis clothed clothed_sex clothing colored_nails comic cum cum_on_breasts cum_on_chest cum_on_face cum_on_glasses cum_on_penis curved_horn dark_areola dark_nipples demon demon_humanoid dialogue digital_drawing_(artwork) digital_media_(artwork) dipstick_horn dress_shirt duo ellipsis english_text eyelashes eyewear faceless_character faceless_male fangs female fingernails freckled_breasts freckled_face freckles genital_fluids genitals glans glasses gradient_background hair hellaverse helluva_boss hi_res horn humanoid humanoid_genitalia humanoid_penis humanoid_pointy_ears imp light_body light_ears light_hair long_hair male male/female monotone_hair mouth_closed multicolored_horn nails necktie nipples no_irises open_clothing open_dress_shirt open_mouth open_shirt open_smile open_topwear paizuri partial_male partially_clothed partially_clothed_female partially_clothed_humanoid penis pink_hair pointy_ears pupils red_areola red_body red_breasts red_ears red_nipples round_glasses sex shirt simple_background smile sparkles_j speech_bubble squeezing talking_to_another talking_to_partner tan_glans teeth text thesquiddycipher thick_eyelashes three-quarter_view titjob topwear wearing_glasses white_freckles white_speech_bubble wings yellow_sclera
64
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2024 abs areola asmodeus_(helluva_boss) ass avian belly big_ass big_belly big_butt bird blue_areola blue_body blue_feathers blue_nipples bodily_fluids chicken clothing cum cum_inside demon digital_drawing_(artwork) digital_media_(artwork) duo feathers fool's_hat galliform gallus_(genus) gay gay_sex genital_fluids greenfuzzyboii hat headgear headwear heart_symbol helluva_boss humanoid impregnation male male/male male_only male_penetrated male_penetrating male_penetrating_male mammon_(helluva_boss) multi_arm multi_limb muscular muscular_male nipples overweight overweight_male ovum penetration phasianid purple_background sex simple_background sperm_cell standing standing_sex thick_thighs tuft
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2024 abs areola asmodeus_(helluva_boss) ass avian belly big_ass big_belly big_butt bird blue_areola blue_body blue_feathers blue_nipples bodily_fluids chicken clothing cum cum_inside demon digital_drawing_(artwork) digital_media_(artwork) duo feathers fool's_hat galliform gallus_(genus) gay gay_sex genital_fluids greenfuzzyboii hat headgear headwear heart_symbol helluva_boss humanoid impregnation male male/male male_only male_penetrated male_penetrating male_penetrating_male mammon_(helluva_boss) multi_arm multi_limb muscular muscular_male nipples overweight overweight_male ovum penetration phasianid purple_background sex simple_background sperm_cell standing standing_sex thick_thighs tuft
78
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1boy 1girls 2d 2demons areolae asmodeus'_assistant asmodeus_(helluva_boss) big_breasts black_eyes breasts breasts_out business_suit business_woman busty clothed comic cum cum_on_body cum_on_breasts cum_on_face demon demon_girl demon_horns demon_tail demon_wings demoness female female_focus freckles freckles_on_breasts freckles_on_face glans glasses helluva_boss horn lipstick long_hair makeup male nipples office office_lady paizuri partial_male penis pink_hair pointy_ears secretary sex sparkles_j succubus_horns succubus_tail succubus_wings teasing thesquiddycipher wings yellow_sclera
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1boy 1girls 2d 2demons areolae asmodeus'_assistant asmodeus_(helluva_boss) big_breasts black_eyes breasts breasts_out business_suit business_woman busty clothed comic cum cum_on_body cum_on_breasts cum_on_face demon demon_girl demon_horns demon_tail demon_wings demoness female female_focus freckles freckles_on_breasts freckles_on_face glans glasses helluva_boss horn lipstick long_hair makeup male nipples office office_lady paizuri partial_male penis pink_hair pointy_ears secretary sex sparkles_j succubus_horns succubus_tail succubus_wings teasing thesquiddycipher wings yellow_sclera
75
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2024 2d 2girls asmodeus'_assistant asmodeus_(helluva_boss) ass ass_bigger_than_body ass_bigger_than_head ass_bigger_than_torso big_ass big_booty big_butt big_nipples bikini bikini_bottom bikini_strap bikini_top blue_areola blue_body blue_fur blue_hair blue_nipples breasts breasts_bigger_than_body breasts_bigger_than_head breasts_bigger_than_torso cow_bikini cow_print cowkini demon demon_girl demon_horns demoness dialogue english_text female female_asmodeus female_focus female_only genderswap genderswap_(mtf) glasses green_eyes hellaverse helluva_boss huge_ass huge_boobs huge_butt huge_thighs hyper hyper_ass hyper_boobs hyper_breasts hyper_butt massive_ass massive_boobs massive_breasts massive_butt overflowing_breasts pink_body pink_hair pink_nipples pink_skin red_bikini rule_63 shadow_the_wolf sideass solo_focus sparkles_j succubus succubus_horns teasing thought_bubble tight_bra tight_clothing yellow_eyes
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2024 2d 2girls asmodeus'_assistant asmodeus_(helluva_boss) ass ass_bigger_than_body ass_bigger_than_head ass_bigger_than_torso big_ass big_booty big_butt big_nipples bikini bikini_bottom bikini_strap bikini_top blue_areola blue_body blue_fur blue_hair blue_nipples breasts breasts_bigger_than_body breasts_bigger_than_head breasts_bigger_than_torso cow_bikini cow_print cowkini demon demon_girl demon_horns demoness dialogue english_text female female_asmodeus female_focus female_only genderswap genderswap_(mtf) glasses green_eyes hellaverse helluva_boss huge_ass huge_boobs huge_butt huge_thighs hyper hyper_ass hyper_boobs hyper_breasts hyper_butt massive_ass massive_boobs massive_breasts massive_butt overflowing_breasts pink_body pink_hair pink_nipples pink_skin red_bikini rule_63 shadow_the_wolf sideass solo_focus sparkles_j succubus succubus_horns teasing thought_bubble tight_bra tight_clothing yellow_eyes
70
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asmodeus_(helluva_boss) blitzo_(helluva_boss) confused_look crustbugs fizzarolli_(helluva_boss) helluva_boss male male_only monochrome
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asmodeus_(helluva_boss) blitzo_(helluva_boss) confused_look crustbugs fizzarolli_(helluva_boss) helluva_boss male male_only monochrome
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asmodeus_(helluva_boss) blitzo_(helluva_boss) crustbugs fizzarolli_(helluva_boss) helluva_boss male male_only monochrome
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asmodeus_(helluva_boss) blitzo_(helluva_boss) crustbugs fizzarolli_(helluva_boss) helluva_boss male male_only monochrome
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asmodeus_(helluva_boss) blitzo_(helluva_boss) crustbugs fizzarolli_(helluva_boss) helluva_boss male male_only monochrome
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asmodeus_(helluva_boss) blitzo_(helluva_boss) crustbugs fizzarolli_(helluva_boss) helluva_boss male male_only monochrome
48
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asmodeus_(helluva_boss) blitzo_(helluva_boss) crustbugs fizzarolli_(helluva_boss) helluva_boss low_battery male male_only monochrome
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asmodeus_(helluva_boss) blitzo_(helluva_boss) crustbugs fizzarolli_(helluva_boss) helluva_boss low_battery male male_only monochrome
43
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2024 abs anthro asmodeus_(helluva_boss) avian_demon clothed clothed_anthro clothed_male clothing cybernetics cyborg demon dialogue english_text eyewear fizzarolli_(helluva_boss) gay gay_domination gay_male genitals glasses glowing glowing_eyes group helluva_boss hi_res humanoid hypnosis hypnovember imp kuro-freak lagomorph leporid ludovico_(kuro-freak) machine male mammal massage mind_control penis questionable_consent rabbit restricted_palette speech_bubble suit text tongue tongue_out trio vampire wearing_glasses
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2024 abs anthro asmodeus_(helluva_boss) avian_demon clothed clothed_anthro clothed_male clothing cybernetics cyborg demon dialogue english_text eyewear fizzarolli_(helluva_boss) gay gay_domination gay_male genitals glasses glowing glowing_eyes group helluva_boss hi_res humanoid hypnosis hypnovember imp kuro-freak lagomorph leporid ludovico_(kuro-freak) machine male mammal massage mind_control penis questionable_consent rabbit restricted_palette speech_bubble suit text tongue tongue_out trio vampire wearing_glasses
61
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absurd_res animal_genitalia anthro asmodeus_(helluva_boss) canine_genitalia clothing cybernetics cyborg demon dialogue dick_pic duo electronics fizzarolli_(helluva_boss) genitals helluva_boss hi_res imp knot machine male male/male message nekopumpkin pajamas penis phone phone_screen presenting red_penis sexting texting
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absurd_res animal_genitalia anthro asmodeus_(helluva_boss) canine_genitalia clothing cybernetics cyborg demon dialogue dick_pic duo electronics fizzarolli_(helluva_boss) genitals helluva_boss hi_res imp knot machine male male/male message nekopumpkin pajamas penis phone phone_screen presenting red_penis sexting texting
463
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2024 absurdly_large_cock anus asmodeus_(helluva_boss) ass ass_focus ass_grab asshole balls big_ass big_ass_(male) big_balls big_butt big_penis blackwhiplash blue_body blue_skin blush bodily_fluids clothed clothing demon detailed_background dialogue digital_drawing_(artwork) digital_media_(artwork) drooling duo english_text erect_penis erection fat_ass femboy fizzarolli_(helluva_boss) footwear gay genital_fluids genitals gloves green_sclera hand_on_ass hand_on_butt handwear hat headgear headwear heart_symbol helluva_boss hi_res high_heels huge_ass huge_butt huge_cock imminent_anal imminent_sex imp jester jester_hat jester_outfit legs_up male male/male male_focus male_only multicolored_body mythological_creature mythology penis penis_size_difference red_body red_eyes red_skin robotic_arm saliva shoes smile spread_legs stripes sweat sweating tail tail_around_penis tail_wrapped_around tailjob text thick_thighs tongue tongue_out vein veiny_penis watermark wide_hips yaoi
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2024 absurdly_large_cock anus asmodeus_(helluva_boss) ass ass_focus ass_grab asshole balls big_ass big_ass_(male) big_balls big_butt big_penis blackwhiplash blue_body blue_skin blush bodily_fluids clothed clothing demon detailed_background dialogue digital_drawing_(artwork) digital_media_(artwork) drooling duo english_text erect_penis erection fat_ass femboy fizzarolli_(helluva_boss) footwear gay genital_fluids genitals gloves green_sclera hand_on_ass hand_on_butt handwear hat headgear headwear heart_symbol helluva_boss hi_res high_heels huge_ass huge_butt huge_cock imminent_anal imminent_sex imp jester jester_hat jester_outfit legs_up male male/male male_focus male_only multicolored_body mythological_creature mythology penis penis_size_difference red_body red_eyes red_skin robotic_arm saliva shoes smile spread_legs stripes sweat sweating tail tail_around_penis tail_wrapped_around tailjob text thick_thighs tongue tongue_out vein veiny_penis watermark wide_hips yaoi