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owl raised_leg red_body red_eyes regular_show reillow simple_background size_difference skinny_male smaller_male spiked_tail spikes spikes_(anatomy) spots standing stolas_(helluva_boss) tail text white_background writing_text yellow_eyes anthro avian back_spikes beak bird blitzo_(helluva_boss) cartoon_network demon duo feathers grey_body grey_feathers helluva_boss horn humanoid imp larger_male male open_mouth owl raised_leg red_body red_eyes regular_show reillow simple_background size_difference skinny_male smaller_male spiked_tail spikes spikes_(anatomy) spots standing stolas_(helluva_boss) tail text white_background writing_text yellow_eyes anthro avian back_spikes beak bird blitzo_(helluva_boss) cartoon_network demon duo feathers grey_body grey_feathers helluva_boss horn humanoid imp larger_male male open_mouth owl raised_leg red_body red_eyes regular_show reillow simple_background size_difference skinny_male smaller_male spiked_tail spikes spikes_(anatomy) spots standing stolas_(helluva_boss) tail text white_background writing_text yellow_eyes anthro avian back_spikes beak bird blitzo_(helluva_boss) cartoon_network demon duo feathers grey_body grey_feathers helluva_boss horn humanoid imp larger_male male open_mouth owl raised_leg red_body red_eyes regular_show reillow simple_background size_difference skinny_male smaller_male spiked_tail spikes spikes_(anatomy) spots standing stolas_(helluva_boss) tail text white_background writing_text yellow_eyes anthro avian back_spikes beak bird blitzo_(helluva_boss) cartoon_network demon duo feathers grey_body grey_feathers helluva_boss horn humanoid imp larger_male male open_mouth owl raised_leg red_body red_eyes regular_show reillow simple_background size_difference skinny_male smaller_male spiked_tail spikes spikes_(anatomy) spots standing stolas_(helluva_boss) tail text white_background writing_text yellow_eyes anthro avian back_spikes beak bird blitzo_(helluva_boss) cartoon_network demon duo feathers grey_body grey_feathers helluva_boss horn humanoid imp larger_male male open_mouth owl raised_leg red_body red_eyes regular_show reillow simple_background size_difference skinny_male smaller_male spiked_tail spikes spikes_(anatomy) spots standing stolas_(helluva_boss) tail text white_background writing_text yellow_eyes anthro avian back_spikes beak bird blitzo_(helluva_boss) cartoon_network demon duo feathers grey_body grey_feathers helluva_boss horn humanoid imp larger_male male open_mouth owl raised_leg red_body red_eyes regular_show reillow simple_background size_difference skinny_male smaller_male spiked_tail spikes spikes_(anatomy) spots standing stolas_(helluva_boss) tail text white_background writing_text yellow_eyes anthro avian back_spikes beak bird blitzo_(helluva_boss) cartoon_network demon duo feathers grey_body grey_feathers helluva_boss horn humanoid imp larger_male male open_mouth owl raised_leg red_body red_eyes regular_show reillow simple_background size_difference skinny_male smaller_male spiked_tail spikes spikes_(anatomy) spots standing stolas_(helluva_boss) tail text white_background writing_text yellow_eyes anthro avian back_spikes beak bird blitzo_(helluva_boss) cartoon_network demon duo feathers grey_body grey_feathers helluva_boss horn humanoid imp larger_male male open_mouth owl raised_leg red_body red_eyes regular_show reillow simple_background size_difference skinny_male smaller_male spiked_tail spikes spikes_(anatomy) spots standing stolas_(helluva_boss) tail text white_background writing_text yellow_eyes anthro avian back_spikes beak bird blitzo_(helluva_boss) cartoon_network demon duo feathers grey_body grey_feathers helluva_boss horn humanoid imp larger_male male open_mouth owl raised_leg red_body red_eyes regular_show reillow simple_background size_difference skinny_male smaller_male spiked_tail spikes spikes_(anatomy) spots standing stolas_(helluva_boss) tail text white_background writing_text yellow_eyes anthro avian back_spikes beak bird blitzo_(helluva_boss) cartoon_network demon duo feathers grey_body grey_feathers helluva_boss horn humanoid imp larger_male male open_mouth owl raised_leg red_body red_eyes regular_show reillow simple_background size_difference skinny_male smaller_male spiked_tail spikes spikes_(anatomy) spots standing stolas_(helluva_boss) tail text white_background writing_text yellow_eyes anthro avian back_spikes beak bird blitzo_(helluva_boss) cartoon_network demon duo feathers grey_body grey_feathers helluva_boss horn humanoid imp larger_male male open_mouth owl raised_leg red_body red_eyes regular_show reillow simple_background size_difference skinny_male smaller_male spiked_tail spikes spikes_(anatomy) spots standing stolas_(helluva_boss) tail text white_background writing_text yellow_eyes 5_toes absurd_res alien andrealphus_(helluva_boss) anthro avian beerus bird butt deity demon domestic_cat dragon_ball dragon_ball_super duo dyspo feet felid feline felis foot_ninja15 from_front_position galliform group helluva_boss hi_res humanoid humanoid_feet lagomorph legs_up leporid lying male male/male mammal missionary_position on_back owl peafowl phasianid plantigrade rabbit sex soles spread_legs spreading stolas_(helluva_boss) toes anthro avian bikini bird black_bikini black_clothing black_swimwear blitzo_(helluva_boss) butt clothing demon duo grey_body helluva_boss hi_res humanoid imp male minoruaniki open_mouth owl owl_demon red_body red_eyes stolas_(helluva_boss) swimwear tail text yellow_sclera 1boy absurdres ascot closed_mouth crossed_arms demon_boy drop_earrings earrings glasses grey_hair hair_slicked_back helluva_boss highres jewelry juliet_sleeves long_sleeves looking_down male_focus puffy_sleeves red_eyes stolas_(helluva_boss) xiaolin610 after_vore anthro cock_vore digestion genitals helluva_boss hi_res humanoid kinksty male owl_demon penile penis solo solo_focus speech_bubble stolas_(helluva_boss) text vore 5_toes absurd_res anthro avian barefoot beerus bird domestic_cat dragon_ball dragon_ball_super duo feet felid feline felis foot_ninja15 helluva_boss hi_res male male/male mammal nude owl sex soles stolas_(helluva_boss) toes avian_demon demonic dramatic_lighting elcee_rod female group helluva_boss hi_res imminent_death lifting_up looking_up lunge male monochrome octavia_(helluva_boss) scared stella_(helluva_boss) stolas_(helluva_boss) strangling trio avian_demon dramatic_lighting elcee_rod female freaking_out group helluva_boss hi_res looking_at_viewer male monochrome octavia_(helluva_boss) scared scratch_mark stella_(helluva_boss) stolas_(helluva_boss) trio wide_eyed abusive avian_demon bodily_fluids crying dramatic_lighting elcee_rod falling female group helluva_boss hi_res male monochrome octavia_(helluva_boss) open_door scratch_mark slap stella_(helluva_boss) stolas_(helluva_boss) tears trio absurd_res anthro anthro_on_anthro areola avian balls beak biped bird black_body black_feathers blue_body blue_feathers blush bodily_fluids breasts butt cum cum_in_mouth cum_inside demon dialogue dracreloaded duo english_text feathers female genital_fluids genitals grey_body grey_feathers helluva_boss hi_res husband_and_wife male male/female married_couple mature_female mature_male nipples nude open_mouth oral oral_penetration owl penetration penile penile_penetration red_eyes sex simple_background stella_(helluva_boss) stolas_(helluva_boss) text thick_thighs url white_body white_feathers anthro avian avian_demon bdsm bird blindfold blitzo_(helluva_boss) butt demon duo fur gag gagged grey_body grey_fur grey_hair hair helluva_boss hi_res horn looking_at_another male male/male nervous nude owl owl_demon paldobeobe59670 red_body red_eyes red_skin short_hair simple_background smile stolas_(helluva_boss) white_face absurd_res age_difference anthro anthro_on_anthro anus aptom7747 avian balls beak big_breasts big_penis bird blue_body blue_feathers blush bodily_fluids breasts brown_body brown_feathers claws daughter-in-law demon dialogue erection father-in-law father-in-law_and_daughter-in-law father_(lore) father_and_child_(lore) father_and_son_(lore) feathers female genitals group group_sex helluva_boss hi_res husband_and_wife looking_at_another male male/female married_couple mature_female mature_male multi_eye muscular muscular_male nipples nude older_male open_mouth owl paimon_(helluva_boss) parent_(lore) parent_and_child_(lore) parent_and_son_(lore) penis pussy red_eyes sex son_(lore) speech_bubble stella_(helluva_boss) stolas_(helluva_boss) sweat thick_thighs threesome trio vein veiny_penis white_body white_feathers wide_hips younger_female absurd_res after_sex after_vaginal age_difference anthro anthro_on_anthro anus aptom7747 avian balls beak big_breasts big_penis bird blue_body blue_feathers blush bodily_fluids breasts brown_body brown_feathers claws cum cum_in_pussy cum_inside daughter-in-law demon dialogue erection father-in-law father-in-law_and_daughter-in-law father_(lore) father_and_child_(lore) father_and_son_(lore) feathers female genital_fluids genitals group group_sex helluva_boss hi_res husband_and_wife looking_at_another looking_pleasured male male/female married_couple mature_female mature_male multi_eye muscular muscular_male nipples nude older_male open_mouth orgasm orgasm_face owl paimon_(helluva_boss) parent_(lore) parent_and_child_(lore) parent_and_son_(lore) penis pussy red_eyes sex son_(lore) speech_bubble stella_(helluva_boss) stolas_(helluva_boss) sweat thick_thighs threesome trio vaginal_fluids vein veiny_penis white_body white_feathers wide_hips younger_female absurd_res age_difference anthro anthro_on_anthro anus aptom7747 avian beak bird blue_body blue_feathers blush bodily_fluids breasts brown_body brown_feathers claws daughter-in-law demon dialogue father-in-law father-in-law_and_daughter-in-law father_(lore) father_and_child_(lore) father_and_son_(lore) feathers female genitals group group_sex helluva_boss hi_res husband_and_wife male male/female married_couple mature_female mature_male multi_eye muscular muscular_male nipples nude older_male open_mouth owl paimon_(helluva_boss) parent_(lore) parent_and_child_(lore) parent_and_son_(lore) penis pussy sex son_(lore) speech_bubble stella_(helluva_boss) stolas_(helluva_boss) sweat thick_thighs threesome trio vein veiny_penis white_body white_feathers wide_hips younger_female absurd_res after_oral anal anal_beads anal_beads_in_ass anal_penetration animal_genitalia animal_penis anthro anus areola ass_up avian ball_lick balls balls_on_face beak bent_over big_breasts bird bodily_fluids breasts bulge butt chastity_cage chastity_cage_only chastity_device chastity_device_only chest_tuft clothed clothing collar collar_only cum demon dominant dominant_anthro dominant_gynomorph dominant_intersex duo equine_genitalia equine_penis erection genital_fluids genitals gynomorph hair helluva_boss hi_res humanoid intersex intersex/male intersex_penetrating kakhao leash leashed_collar legwear licking makeup male male_penetrated mascara nipples nude nude_anthro nude_gynomorph nude_male object_in_ass open_mouth oral owl owl_demon penetration penis penis_between_thighs ruined_makeup running_makeup saliva saliva_on_penis saliva_string sex sex_toy sex_toy_in_ass sex_toy_insertion simple_background sketch stella_(helluva_boss) stolas_(helluva_boss) submissive submissive_male tail text thigh_highs tongue tuft anthro avian avian_demon bed bedding bird blanket book demon duo eyes_closed female furniture hair helluva_boss hi_res holding_book holding_object long_hair male mother_(lore) mother_and_child_(lore) mother_and_son_(lore) owl owl_demon parent_(lore) parent_and_child_(lore) parent_and_son_(lore) pillow plushie queen_octavia_(teathekook) short_hair simple_background sleeping smile son_(lore) stolas_(helluva_boss) teathekook white_background anthro avian avian_demon bird black_text blush blush_lines clothing crown demon dialogue dress female flower formal_clothing formal_wear frown group hair headgear helluva_boss hi_res holding_flower holding_object long_hair looking_down looking_up male mother_(lore) mother_and_child_(lore) mother_and_son_(lore) owl owl_demon parent_(lore) parent_and_child_(lore) parent_and_son_(lore) parrot plant queen_octavia_(teathekook) robe short_hair simple_background smile son_(lore) speech_bubble stolas_(helluva_boss) teathekook text trio vassago_(helluva_boss) white_background anthro avian avian_demon bird black_text bow_ribbon butler cape clothing crown demon dialogue dress eyes_closed female formal_clothing formal_wear group hair headgear helluva_boss hi_res horn imp long_hair looking_down male mother_(lore) mother_and_child_(lore) mother_and_son_(lore) owl owl_demon parent_(lore) parent_and_child_(lore) parent_and_son_(lore) queen_octavia_(teathekook) short_hair simple_background smile son_(lore) speech_bubble standing stolas_(helluva_boss) teathekook text trio white_background after_sex anthro avian biped bird bodily_fluids cum cum_in_pussy cum_inside demon erection feathers female genital_fluids genitals grey_body grey_feathers group helluva_boss hi_res humanoid imp male marik_azemus34 millie_(helluva_boss) moxxie_(helluva_boss) owl penis red_body stolas_(helluva_boss) tail trio absurd_res anthro areola avian balls biped bird breasts demon dialogue dracreloaded duo female genitals helluva_boss hi_res male male/female nipples oral oral_penetration owl penetration penile penile_penetration sex stella_(helluva_boss) stolas_(helluva_boss) 2023 2_horns anal anal_penetration animal_genitalia animal_penis anthro anthro_penetrating anthro_penetrating_humanoid avian balls beak big_tongue bird black_and_white_and_red black_text blitzo_(helluva_boss) bodily_fluids cum cum_while_penetrated cumshot curved_horn demon demon_humanoid double_penetration dripping drooling duo ejaculation empty_eyes english_text erection extreme_french_kiss extreme_size_difference feathers french_kissing gagging genital_fluids genitals helluva_boss horn humanoid humanoid_genitalia humanoid_on_anthro humanoid_penetrated humanoid_penis imp kissing larger_anthro male male/male male_anthro male_humanoid male_penetrated male_penetrating male_penetrating_male moan monster neck_bulge oral oral_penetration owl owl_demon penetration penile penile_penetration penis penis_in_ass potatonebula reverse_stand_and_carry_position saliva saliva_drip saliva_on_face saliva_on_tongue sex signature size_difference sketch smaller_humanoid smaller_penetrated spade_tail standing standing_sex stolas_(helluva_boss) striped_horn stripes tail teratophilia text tongue tongue_in_mouth tongue_out 2023 2_horns 4_fingers anal anal_penetration animal_genitalia animal_penis anthro anthro_penetrating anthro_penetrating_humanoid arms_tied avian ball_gag balls bdsm beak big_dom_small_sub bird blitzo_(helluva_boss) blush blush_lines bodily_fluids bondage bound breath buzzing chain chair_position chastity_cage chastity_device contact_onomatopoeia cum cum_on_balls cum_on_own_balls cum_on_self cum_while_chaste cumshot curved_horn demon demon_humanoid dominant dominant_anthro dominant_male dripping drooling duo ejaculation empty_eyes english_text eyebrows eyes_closed feathers fingers from_behind_position gag gagged genital_fluids genitals greyscale hand_on_chin hands_behind_head helluva_boss hi_res hitachi_magic_wand holding_object holding_sex_toy holding_vibrator horn humanoid humanoid_on_anthro humanoid_penetrated imp impact_onomatopoeia larger_anthro legs_tied male male/male male_anthro male_humanoid male_penetrated male_penetrating male_penetrating_male moan monochrome navel nipple_clamp on_lap onomatopoeia open_mouth owl owl_demon penetration penile penile_penetration penis penis_in_ass plap potatonebula saliva saliva_drip saliva_on_face sex sex_toy signature sitting size_difference smaller_humanoid smaller_penetrated sound_effects spade_tail spot_color spread_legs spreading stolas_(helluva_boss) striped_horn stripes submissive submissive_humanoid submissive_male tail tail_around_leg tears text toying_partner vibrator vibrator_on_penis wand_vibrator white_text 2023 2_horns all_fours anal anal_penetration anthro anthro_penetrating anthro_penetrating_humanoid arms_tied ass_up avian baton bdsm bird black_text blitzo_(helluva_boss) blush blush_lines bodily_fluids bound butt caning chastity_cage chastity_device cum cum_from_ass cum_in_ass cum_inside curved_horn demon demon_humanoid dialogue doggystyle dominant dominant_anthro dominant_male drooling duo english_text from_behind_position genital_fluids greyscale helluva_boss horn humanoid humanoid_focus humanoid_on_anthro humanoid_penetrated imp male male/male male_anthro male_humanoid male_penetrated male_penetrating male_penetrating_male moan monochrome narrowed_eyes not_furry_focus owl owl_demon penetration penile penile_penetration penis_in_ass potatonebula precum profanity raised_tail saliva saliva_on_face sex sharp_teeth signature sketch solo_focus speech_bubble stolas_(helluva_boss) striped_horn stripes stuttering submissive submissive_humanoid submissive_male tail talking_to_another talking_to_partner teeth text tongue tongue_out urethral urethral_penetration wrists_tied absurd_res anthro avian avian_demon bird chizitx clothing demon feathers fur grey_body grey_feathers grey_fur hat headgear headwear helluva_boss hi_res humanoid looking_at_viewer male occult_symbol owl owl_demon red_background red_eyes sigil sigil_of_stolas simple_background solo standing stolas_(goetia) stolas_(helluva_boss) symbol top_hat 2023 2_horns 4_toes all_fours anal anal_penetration anthro anthro_penetrated avian balls beak bird bisexual_parallel_sex black_and_white blitzo_(helluva_boss) breasts contact_onomatopoeia curtains curved_horn demon demon_humanoid dildo dildo_in_ass dildo_insertion doggystyle dominant dominant_female dominant_humanoid dominant_male english_text eyebrows eyelashes eyes_closed feathers feet female 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shoulder_stand signature size_difference sketch small_breasts small_dom_big_sub smaller_female smaller_humanoid smile smirk sound_effects spade_tail standing stolas_(helluva_boss) strapon striped_horn stripes submissive submissive_anthro submissive_humanoid submissive_male tail tail_grab teeth text thrusting toes tongue toying_partner unguligrade white_text 2023 2_horns 4_fingers aiming angry animal_noises anthro arms_above_head artist_name avian beak bird blitzo_(helluva_boss) blush blush_lines bottomwear bow_tie cape clothing comic curved_horn demon demon_humanoid dialogue empty_eyes english_text eyebrows facial_hair feathers fingerless_gloves fingers gloves greyscale group gun hair handwear head_tilt helluva_boss hi_res holding_object holding_rope horn humanoid imp jacket kerchief male male_anthro male_humanoid monochrome mouth_closed moxxie_(helluva_boss) mustache neckerchief owl owl_demon pants potatonebula pupils ranged_weapon rope shirt short_hair shotgun signature sitting slit_pupils spade_tail speech_bubble spiked_tail spikes spikes_(anatomy) spot_color stolas_(helluva_boss) striker_(helluva_boss) striped_horn stripes suit tail talking_to_another text topwear weapon white_text wide_eyed 2023 2_horns 4_fingers anthro artist_name avian ball_gag bdsm beak bird black_text blitzo_(helluva_boss) blush blush_lines bondage boots bottomwear bound bow_tie canid canid_demon canine cellphone clothing comic covering covering_face curved_horn demon demon_humanoid dialogue electronics embarrassed empty_eyes english_text eyebrows eyelashes facial_hair female female_anthro female_humanoid fingerless_gloves fingers footwear gag gagged gloves greyscale group hair hands_behind_back handwear hellhound helluva_boss hi_res holding_cellphone holding_object holding_phone holding_smartphone horn humanoid imp jacket kerchief long_eyelashes long_sleeves looking_down loona_(helluva_boss) lying male male_humanoid mammal millie_(helluva_boss) moan monochrome moxxie_(helluva_boss) mustache mythological_canine mythological_creature mythology neckerchief nudging offscreen_character on_front one_eye_closed owl owl_demon pants phone potatonebula restraints ringed_eyes rope rope_bondage shirt short_hair signature smartphone sound_effects spade_tail speech_bubble spiked_tail spikes spikes_(anatomy) spot_color stolas_(helluva_boss) striker_(helluva_boss) striped_horn stripes suit tail taking_picture talking_to_another text topwear white_text wide_eyed wink wrists_tied 3:4 anthro avian avian_demon bird black_clothing cape clothing demon formal_clothing formal_wear fur grey_body grey_fur grey_hair hair hat headgear headwear helluva_boss hi_res looking_at_viewer male owl owl_demon red_background red_clothing red_eyes short_hair simple_background smile solo stolas_(helluva_boss) teathekook top_hat white_face abdominal_bulge absurd_res anthro asian_mythology balls beak big_balls big_breasts big_butt big_penis breasts butt crossgender duo east_asian_mythology female from_behind_position genitals helluva_boss hi_res huge_balls huge_breasts huge_butt huge_penis hyper hyper_balls hyper_breasts hyper_butt hyper_genitalia hyper_penis japanese_mythology looking_pleasured male male/female mythology nipples non-mammal_nipples owl_demon penis sex stemingbunbun stolas_(helluva_boss) yokai