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paimon (helluva boss)

anal anal_sex anal_tugging anthro anus ass avian backsack balls bed bird bodily_fluids bottomwear clothing comic dialogue duo english_text epicbassface furniture genitals helluva_boss hi_res hug hugging_object hugging_pillow imp internal internal_anal looking_pleasured male male/male mister_butler_(helluva_boss) on_bed onomatopoeia owl owl_demon paimon_(helluva_boss) penetration penis pillow school_uniform size_difference skirt sound_effects speech_bubble text uniform
anal anal_sex anal_tugging anthro anus ass avian backsack balls bed bird bodily_fluids bottomwear clothing comic dialogue duo english_text epicbassface furniture genitals helluva_boss hi_res hug hugging_object hugging_pillow imp internal internal_anal looking_pleasured male male/male mister_butler_(helluva_boss) on_bed onomatopoeia owl owl_demon paimon_(helluva_boss) penetration penis pillow school_uniform size_difference skirt sound_effects speech_bubble text uniform
after_anal anthro anus ass avian backsack balls bird bodily_fluids bottomwear clothing cum cum_fart cum_from_ass cum_in_ass cum_inside cum_pool demon dialogue duo epicbassface gaping gaping_anus genital_fluids genitals helluva_boss hi_res male male/male onomatopoeia owl owl_demon paimon_(helluva_boss) penis pull_out skirt sound_effects speech_bubble text
after_anal anthro anus ass avian backsack balls bird bodily_fluids bottomwear clothing cum cum_fart cum_from_ass cum_in_ass cum_inside cum_pool demon dialogue duo epicbassface gaping gaping_anus genital_fluids genitals helluva_boss hi_res male male/male onomatopoeia owl owl_demon paimon_(helluva_boss) penis pull_out skirt sound_effects speech_bubble text
anthro ass avian beak big_butt bird black_body black_feathers bodily_fluids chair_position collar corvid corvus_(genus) crow cum cum_in_ass cum_inside demon dominant dominant_male duo excessive_cum excessive_genital_fluids father_(lore) father_and_child_(lore) father_and_son father_and_son_(lore) feathered_wings feathers from_behind_position genital_fluids gryphon gundown26 heart_symbol helluva_boss hi_res indirect_incest_(lore) licking_cum male male/male male_penetrated male_penetrating male_penetrating_male moan multi_eye mythological_avian mythological_creature mythology oscine owl owl_demon paimon_(helluva_boss) parent_(lore) parent_and_child_(lore) parent_and_son_(lore) passerine penetration plap red_eyes sex son_(lore) stolas_(helluva_boss) wings zerva_von_zadok_(capesir)
anthro ass avian beak big_butt bird black_body black_feathers bodily_fluids chair_position collar corvid corvus_(genus) crow cum cum_in_ass cum_inside demon dominant dominant_male duo excessive_cum excessive_genital_fluids father_(lore) father_and_child_(lore) father_and_son father_and_son_(lore) feathered_wings feathers from_behind_position genital_fluids gryphon gundown26 heart_symbol helluva_boss hi_res indirect_incest_(lore) licking_cum male male/male male_penetrated male_penetrating male_penetrating_male moan multi_eye mythological_avian mythological_creature mythology oscine owl owl_demon paimon_(helluva_boss) parent_(lore) parent_and_child_(lore) parent_and_son_(lore) passerine penetration plap red_eyes sex son_(lore) stolas_(helluva_boss) wings zerva_von_zadok_(capesir)
anal anal_sex anthro avian bird bodily_fluids bottomwear butt_slap clothing comic demon dialogue drooling duo epicbassface genitals helluva_boss hi_res imp looking_pleasured male male/male onomatopoeia owl owl_demon paimon_(helluva_boss) penetration penis saliva school_uniform skirt slap smack_(sound_effect) sound_effects spank_marks spanking speech_bubble stomach_bulge text tongue tongue_out uniform
anal anal_sex anthro avian bird bodily_fluids bottomwear butt_slap clothing comic demon dialogue drooling duo epicbassface genitals helluva_boss hi_res imp looking_pleasured male male/male onomatopoeia owl owl_demon paimon_(helluva_boss) penetration penis saliva school_uniform skirt slap smack_(sound_effect) sound_effects spank_marks spanking speech_bubble stomach_bulge text tongue tongue_out uniform
anal anal_sex anthro anus ass avian bird bodily_fluids comic demon dialogue duo english_text epicbassface genitals hand_on_penis helluva_boss hi_res imp male male/male mister_butler_(helluva_boss) onomatopoeia owl owl_demon paimon_(helluva_boss) penetration penis pubes sound_effects speech_bubble spiked_penis spikes spikes_(anatomy) text
anal anal_sex anthro anus ass avian bird bodily_fluids comic demon dialogue duo english_text epicbassface genitals hand_on_penis helluva_boss hi_res imp male male/male mister_butler_(helluva_boss) onomatopoeia owl owl_demon paimon_(helluva_boss) penetration penis pubes sound_effects speech_bubble spiked_penis spikes spikes_(anatomy) text
anal anal_sex anthro avian bird bodily_fluids bottomwear bow_tie clothing comic demon dialogue duo english_text epicbassface facial_hair helluva_boss hi_res imp looking_back male male/male mister_butler_(helluva_boss) moustache onomatopoeia owl owl_demon paimon_(helluva_boss) penetration school_uniform size_difference skirt sound_effects speech_bubble suit text uniform
anal anal_sex anthro avian bird bodily_fluids bottomwear bow_tie clothing comic demon dialogue duo english_text epicbassface facial_hair helluva_boss hi_res imp looking_back male male/male mister_butler_(helluva_boss) moustache onomatopoeia owl owl_demon paimon_(helluva_boss) penetration school_uniform size_difference skirt sound_effects speech_bubble suit text uniform
after_anal anthro anus ass avian backsack balls bed bird bodily_fluids bottomwear bow_tie clothing comic cum cum_from_ass cum_in_ass cum_inside cum_on_butt cum_pool demon demon_humanoid dialogue duo english_text epicbassface facial_hair fucked_silly furniture gape_fart gaping genital_fluids genitals hankerchief helluva_boss hi_res horn humanoid imp lying male male/male mister_butler_(helluva_boss) moustache on_bed on_front onomatopoeia owl owl_demon paimon_(helluva_boss) school_uniform skirt sound_effects speech_bubble spread_eagle sweat sweatdrop text uniform
after_anal anthro anus ass avian backsack balls bed bird bodily_fluids bottomwear bow_tie clothing comic cum cum_from_ass cum_in_ass cum_inside cum_on_butt cum_pool demon demon_humanoid dialogue duo english_text epicbassface facial_hair fucked_silly furniture gape_fart gaping genital_fluids genitals hankerchief helluva_boss hi_res horn humanoid imp lying male male/male mister_butler_(helluva_boss) moustache on_bed on_front onomatopoeia owl owl_demon paimon_(helluva_boss) school_uniform skirt sound_effects speech_bubble spread_eagle sweat sweatdrop text uniform
anthro anus ass avian backsack balls bed begging bird bodily_fluids bottomwear clothing comic crop_top cum cum_from_ass cum_in_ass cum_inside cum_on_butt demon dialogue english_text epicbassface furniture genital_fluids genitals helluva_boss hi_res looking_back male offscreen_character on_bed owl owl_demon paimon_(helluva_boss) presenting presenting_hindquarters school_uniform shirt skirt solo speech_bubble text topwear uniform
anthro anus ass avian backsack balls bed begging bird bodily_fluids bottomwear clothing comic crop_top cum cum_from_ass cum_in_ass cum_inside cum_on_butt demon dialogue english_text epicbassface furniture genital_fluids genitals helluva_boss hi_res looking_back male offscreen_character on_bed owl owl_demon paimon_(helluva_boss) presenting presenting_hindquarters school_uniform shirt skirt solo speech_bubble text topwear uniform
anal_prolapse anthro anus ass avian bird blush bodily_fluids bottomwear clothing comic cum cum_from_ass cum_in_ass cum_inside demon dialogue duo epicbassface facial_hair gape_fart genital_fluids helluva_boss hi_res imp male male/male mister_butler_(helluva_boss) moustache onomatopoeia owl owl_demon paimon_(helluva_boss) prolapse skirt sound_effects speech_bubble text
anal_prolapse anthro anus ass avian bird blush bodily_fluids bottomwear clothing comic cum cum_from_ass cum_in_ass cum_inside demon dialogue duo epicbassface facial_hair gape_fart genital_fluids helluva_boss hi_res imp male male/male mister_butler_(helluva_boss) moustache onomatopoeia owl owl_demon paimon_(helluva_boss) prolapse skirt sound_effects speech_bubble text
anthro anus ass avian back_cover bird bottomwear bow_tie chair clothing clothing_aside cover crop_top demon demon_humanoid duo epicbassface facial_hair furniture hand_on_butt helluva_boss hi_res horn humanoid imp looking_at_viewer male male/male mister_butler_(helluva_boss) moustache owl owl_demon paimon_(helluva_boss) school_uniform shirt size_difference skirt spread_butt spreading topwear underwear underwear_aside uniform
anthro anus ass avian back_cover bird bottomwear bow_tie chair clothing clothing_aside cover crop_top demon demon_humanoid duo epicbassface facial_hair furniture hand_on_butt helluva_boss hi_res horn humanoid imp looking_at_viewer male male/male mister_butler_(helluva_boss) moustache owl owl_demon paimon_(helluva_boss) school_uniform shirt size_difference skirt spread_butt spreading topwear underwear underwear_aside uniform
anal anal_sex anal_tugging anthro anus avian balls bed bird bottomwear clothing comic demon dialogue duo epicbassface facial_hair furniture genitals helluva_boss hi_res horn imp lying male male/male mister_butler_(helluva_boss) moustache necktie on_bed on_side onomatopoeia owl owl_demon paimon_(helluva_boss) penetration penis raised_leg school_uniform size_difference skirt sound_effects speech_bubble suit tail text uniform
anal anal_sex anal_tugging anthro anus avian balls bed bird bottomwear clothing comic demon dialogue duo epicbassface facial_hair furniture genitals helluva_boss hi_res horn imp lying male male/male mister_butler_(helluva_boss) moustache necktie on_bed on_side onomatopoeia owl owl_demon paimon_(helluva_boss) penetration penis raised_leg school_uniform size_difference skirt sound_effects speech_bubble suit tail text uniform
absurd_res anthro ass avian balls bird black_body black_fur blush bodily_fluids clothed clothing crown demon dialogue duo erection eyelashes fellatio female female_penetrated fingers fur genitals hair headgear helluva_boss hi_res japy7u7 male male/female male_penetrating male_penetrating_female masturbation mythological_creature mythology nude oral oral_penetration owl owl_demon paimon_(helluva_boss) penetration penile penis pussy red_eyes sex simple_background stealth_sex stella_(helluva_boss) tongue white_body white_eyes white_fur
absurd_res anthro ass avian balls bird black_body black_fur blush bodily_fluids clothed clothing crown demon dialogue duo erection eyelashes fellatio female female_penetrated fingers fur genitals hair headgear helluva_boss hi_res japy7u7 male male/female male_penetrating male_penetrating_female masturbation mythological_creature mythology nude oral oral_penetration owl owl_demon paimon_(helluva_boss) penetration penile penis pussy red_eyes sex simple_background stealth_sex stella_(helluva_boss) tongue white_body white_eyes white_fur
anthro anus ass avian bird bodily_fluids bottomwear clothing comic crop_top cum cum_on_butt cum_pool demon demon_humanoid dialogue duo english_text epicbassface facial_hair genital_fluids helluva_boss hi_res humanoid imp male male/male mister_butler_(helluva_boss) moustache onomatopoeia owl owl_demon paimon_(helluva_boss) question_mark school_uniform shirt skirt sleeping sound_effects speech_bubble suit tail text topwear uniform
anthro anus ass avian bird bodily_fluids bottomwear clothing comic crop_top cum cum_on_butt cum_pool demon demon_humanoid dialogue duo english_text epicbassface facial_hair genital_fluids helluva_boss hi_res humanoid imp male male/male mister_butler_(helluva_boss) moustache onomatopoeia owl owl_demon paimon_(helluva_boss) question_mark school_uniform shirt skirt sleeping sound_effects speech_bubble suit tail text topwear uniform
anal anal_sex anthro avian bed bird bodily_fluids bottomwear clothing comic cum cum_from_ass cum_in_ass cum_inside demon dialogue duo epicbassface furniture genital_fluids genitals helluva_boss hi_res horn imp internal internal_anal lying male male/male mister_butler_(helluva_boss) on_bed on_side onomatopoeia owl owl_demon paimon_(helluva_boss) penetration penis school_uniform size_difference skirt sound_effects speech_bubble spiked_penis spikes spikes_(anatomy) text uniform
anal anal_sex anthro avian bed bird bodily_fluids bottomwear clothing comic cum cum_from_ass cum_in_ass cum_inside demon dialogue duo epicbassface furniture genital_fluids genitals helluva_boss hi_res horn imp internal internal_anal lying male male/male mister_butler_(helluva_boss) on_bed on_side onomatopoeia owl owl_demon paimon_(helluva_boss) penetration penis school_uniform size_difference skirt sound_effects speech_bubble spiked_penis spikes spikes_(anatomy) text uniform
absurd_res animal_humanoid anthro ass avian avian_humanoid balls beak big_breasts bird bird_humanoid black_body black_fur blush bodily_fluids breasts clothed clothing crown cuckold demon dialogue duo erection eyebrows eyelashes father-in-law_and_daughter-in-law feathers fellatio female female_penetrated fur genitals hair headgear helluva_boss hi_res humanoid infidelity japy7u7 male male/female male_penetrating male_penetrating_female nude open_mouth oral oral_penetration owl owl_demon paimon_(helluva_boss) penetration penile penis pseudo_incest_(lore) red_eyes sex simple_background smile stealth stealth_sex stella_(helluva_boss) white_body white_eyes white_fur
absurd_res animal_humanoid anthro ass avian avian_humanoid balls beak big_breasts bird bird_humanoid black_body black_fur blush bodily_fluids breasts clothed clothing crown cuckold demon dialogue duo erection eyebrows eyelashes father-in-law_and_daughter-in-law feathers fellatio female female_penetrated fur genitals hair headgear helluva_boss hi_res humanoid infidelity japy7u7 male male/female male_penetrating male_penetrating_female nude open_mouth oral oral_penetration owl owl_demon paimon_(helluva_boss) penetration penile penis pseudo_incest_(lore) red_eyes sex simple_background smile stealth stealth_sex stella_(helluva_boss) white_body white_eyes white_fur