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paimon (helluva boss)

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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
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
absurd_res anal angel_dust angel_dust_(hazbin_hotel) avian bodily_fluids clothed clothing cuddling cum demon drooling ejaculation faceless_character faceless_male fallen_angel fluffy_chest genital_fluids hands-free hazbin_hotel helluva_boss hi_res human imp lucifer_morningstar_(hazbin_hotel) male male/male mammal mspaintguy mspg_(mspaintguy) paimon_(helluva_boss) partially_clothed saliva size_difference striker_(helluva_boss) sweat tattoo
absurd_res anal angel_dust angel_dust_(hazbin_hotel) avian bodily_fluids clothed clothing cuddling cum demon drooling ejaculation faceless_character faceless_male fallen_angel fluffy_chest genital_fluids hands-free hazbin_hotel helluva_boss hi_res human imp lucifer_morningstar_(hazbin_hotel) male male/male mammal mspaintguy mspg_(mspaintguy) paimon_(helluva_boss) partially_clothed saliva size_difference striker_(helluva_boss) sweat tattoo
2022 animal_humanoid anthro artist_name avian avian_demon avian_humanoid big_penis bird bird_feet bird_humanoid black_sclera bulge chest_tuft demon demon_humanoid digital_drawing_(artwork) digital_media_(artwork) feathers full-length_portrait genitals grey_body grey_feathers helluva_boss hi_res humanoid k_gaitom kneeling male male_only nude owl owl_demon owl_humanoid paimon_(helluva_boss) penis portrait pubes pupils red_eyes scuted_arms scuted_legs scutes shoulder_tuft simple_background solo speech_bubble tail_feathers text tuft twitter twitter_logo white_pupils
2022 animal_humanoid anthro artist_name avian avian_demon avian_humanoid big_penis bird bird_feet bird_humanoid black_sclera bulge chest_tuft demon demon_humanoid digital_drawing_(artwork) digital_media_(artwork) feathers full-length_portrait genitals grey_body grey_feathers helluva_boss hi_res humanoid k_gaitom kneeling male male_only nude owl owl_demon owl_humanoid paimon_(helluva_boss) penis portrait pubes pupils red_eyes scuted_arms scuted_legs scutes shoulder_tuft simple_background solo speech_bubble tail_feathers text tuft twitter twitter_logo white_pupils
anal anal_sex anthro ass avian bird blush butler butt_grab clothing comic covering covering_face crouching demon dialogue duo english_text epicbassface hand_on_butt helluva_boss hi_res horn imp male mister_butler_(helluva_boss) object_in_ass onomatopoeia owl owl_demon paimon_(helluva_boss) penetration sex_toy sex_toy_in_ass sex_toy_insertion sex_toy_under_clothing shaking sound_effects speech_bubble text vibrator vibrator_in_ass
anal anal_sex anthro ass avian bird blush butler butt_grab clothing comic covering covering_face crouching demon dialogue duo english_text epicbassface hand_on_butt helluva_boss hi_res horn imp male mister_butler_(helluva_boss) object_in_ass onomatopoeia owl owl_demon paimon_(helluva_boss) penetration sex_toy sex_toy_in_ass sex_toy_insertion sex_toy_under_clothing shaking sound_effects speech_bubble text vibrator vibrator_in_ass