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sleeping smile stolas_(helluva_boss) text young absurd_res anthro avian avian_demon bird black_clothing bottomwear butt canid canid_demon clothing demon duo exercise female fur grey_body grey_fur grey_hair hair hellhound helluva_boss hi_res looking_back loona_(helluva_boss) mammal octavia_(helluva_boss) owl owl_demon pants pink_clothing pink_eyes ponytail red_eyes simple_background sin-buttons_(artist) tied_hair white_body white_face white_fur white_hair workout workout_clothing yoga_pants absurd_res anthro avian avian_demon bird black_clothing butt canid canid_demon clothing demon duo exercise female fur grey_body grey_fur grey_hair hair hellhound helluva_boss hi_res looking_back loona_(helluva_boss) mammal octavia_(helluva_boss) owl owl_demon pink_clothing pink_eyes ponytail red_eyes simple_background sin-buttons_(artist) tied_hair white_body white_face white_fur white_hair workout workout_clothing anthro anthro_on_anthro anthro_penetrated anthro_penetrating anthro_penetrating_anthro ass_up avian bird black_body black_feathers blush bottomless breath christmas christmas_clothing christmas_headwear clothed clothing cookie duo feathers food from_behind_position genitals grey_body grey_feathers hat headgear headwear hi_res holidays incest_(lore) kneeling male male_penetrating open_mouth owl owl_demon penetration penis restrained santa_hat sex soulcentinel tongue absurd_res anthro avian beak bird clothing demon feathers female groggy helluva_boss hi_res humanoid lingerie looking_angry looking_at_viewer octavia_(helluva_boss) owl owl_demon sin-buttons_(artist) solo absurd_res anthro avian bird clothing demon digital_media_(artwork) feathers female helluva_boss hi_res looking_at_viewer octavia_(helluva_boss) owl owl_demon simple_background sin-buttons_(artist) solo tail 3d_(artwork) 4_eyes absurd_res anthro avian beak big_penis bird black_talons darkflash23 digital_media_(artwork) feathers genitals grey_body grey_feathers helluva_boss hi_res inside looking_at_viewer male 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stolas_(helluva_boss) teathekook trio watermark white_body white_face white_fur white_hair wife 2023 absurd_res anthro areola armlet avian beak bent_arm big_areola big_breasts big_nipples biped bird black_collar black_eyebrows black_eyelashes black_leash bodily_fluids breast_squish breasts cheek_tuft collar crown demon digital_drawing_(artwork) digital_media_(artwork) eyebrows eyelashes facial_tuft feather_hair feather_tuft feathers female female_anthro fingers front_view genitals glistening glistening_areola glistening_beak glistening_breasts glistening_eyes gold_(metal) gold_jewelry hand_on_breast hand_on_own_breast headgear helluva_boss hi_res holding_breast jewelry leash leashed_collar leg_tuft long_eyelashes mature_anthro mature_female mostly_nude mostly_nude_anthro mostly_nude_female neck_tuft nipple_piercing nipples no_irises non-mammal_breasts non-mammal_nipples open_mouth open_smile owl owl_demon piercing pink_areola pink_beak pink_nipples pink_pussy portrait pseudo_hair pupils pussy red_sclera rolling_beast shadow simple_background smile smiling_at_viewer solo squish standing stella_(helluva_boss) submissive submissive_anthro submissive_female sweat thick_thighs three-quarter_portrait tuft unseen_character white_background white_body white_breasts white_feathers white_pupils wide_hips anthro avian avian_demon bird blue_text clothing crown demon eyes_closed father_(lore) father_and_child_(lore) father_and_son_(lore) female group hair headgear helluva_boss hi_res holding_another holding_child long_hair male mother_(lore) mother_and_child_(lore) mother_and_son_(lore) musical_note owl owl_demon paimon_(helluva_boss) parent_(lore) parent_and_child_(lore) parent_and_son_(lore) queen_octavia_(teathekook) robe short_hair simple_background sleeping smile son_(lore) stolas_(helluva_boss) teathekook text tied_hair trio white_background 3d_(artwork) absurd_res anthro asriel_dreemurr asriel_dreemurr_(god_form) avian beak big_breasts big_butt bird black_body black_fur boss_monster bovid breasts butt caprine darkflash23 demon digital_media_(artwork) duo eyelashes feathers female fur genitals goat helluva_boss hi_res looking_at_another looking_at_partner looking_back male male/female mammal nipples nude owl owl_demon penetration penile penile_penetration penis penis_in_pussy pupils red_sclera sex stella_(aeridiccore) stella_(helluva_boss) tail_feathers thick_eyelashes undertale undertale_(series) vaginal vaginal_penetration white_body white_feathers white_fur white_pupils absurd_res anthro areola avian bathrobe beak ber00 big_breasts biped bird breasts clothing container crossgender cup drinking_glass female genitals glass glass_container glass_cup helluva_boss hi_res huge_breasts mtf_crossgender nipples owl owl_demon pink_areola pink_nipples pussy red_eyes robe solo stolas_(helluva_boss) thick_thighs wine_glass absurd_res anthro avian balls beanie big_balls big_breasts big_butt big_penis bird bodily_fluids bottomwear breast_play breasts butt clothing crop_top disembodied_penis english_text erection exclamation_point female genital_fluids genitals grey_body group hand_on_penis hat headgear headwear helluva_boss hi_res hot_dogging huge_balls huge_breasts huge_butt huge_hips huge_penis huge_thighs hyper hyper_balls hyper_breasts hyper_butt hyper_genitalia hyper_penis male male/female non-mammal_breasts octavia_(helluva_boss) open_mouth owl owl_demon penis precum question_mark sex shirt skirt stemingbunbun text thick_thighs thought_bubble titfuck topwear wide_hips absurd_res anus blitzo_(helluva_boss) bodily_fluids bottle breasts cellphone clothing container crossgender duo egg electronics female genitals helluva_boss hi_res imp male milk milk_bottle nipples oviposition owl_demon phone pr-egg-nant pregnant pregnant_female prolapse pussy robe smartphone stolas_(helluva_boss) tears absurd_res anthro avian avian_demon bird blitzo_(helluva_boss) bodily_fluids crying demon detailed_background duo eyes_closed fur grey_body grey_fur grey_hair hair helluva_boss hi_res horn imp looking_up lying male male/male midiroo on_back owl owl_demon planet red_eyes sad short_hair sitting sky star starry_sky stolas_(helluva_boss) tears white_face absurd_res anus bodily_fluids breasts cellphone clothing crossgender egg electronics female genitals helluva_boss hi_res nipples oviposition owl_demon phone pr-egg-nant pregnant pregnant_female pussy robe smartphone solo stolas_(helluva_boss) tears texting absurd_res anthro avian bedroom_eyes belly belt bird breasts clothed clothing crop_top demon female fully_clothed hands_in_hair helluva_boss hi_res jesterwing narrowed_eyes navel octavia_(helluva_boss) owl owl_demon seductive shirt solo topwear 2023 ahegao anal anal_orgasm anal_penetration anthro anthro_penetrated artist_logo avian balls big_hands bird blitzo_(helluva_boss) blue_body blush bodily_fluids body_scars colored cowgirl_position cum cum_strand cum_while_penetrated cumshot demon detailed_background digital_drawing_(artwork) digital_media_(artwork) duo ejaculation erection from_front_position fucked_silly full-length_portrait genital_fluids genitals hair hand_on_chest hands-free helluva_boss hi_res humanoid humanoid_genitalia humanoid_hands humanoid_on_anthro humanoid_penetrating humanoid_penetrating_anthro humanoid_penis imp k1ngl30n logo long_arms looking_pleasured male male/male male_penetrated male_penetrating male_penetrating_male multicolored_face no_teeth nude on_bottom on_top open_mouth orgasm orgasm_face owl owl_demon patreon penetration penile penile_penetration penis penis_in_ass portrait red_body red_eyes royalty scars_on_thighs sex shaded sharp_teeth size_difference slim slim_anthro slim_male small_waist smile spots spotted_body stained_glass stolas_(helluva_boss) teeth text thick_penis thick_thighs tongue url 2023 absurd_res anthro avian beak big_breasts bird bottomwear bra breasts chest_tuft choker clothing demon dress_shirt eyelashes eyeshadow feathers female half-closed_eyes helluva_boss hi_res huge_breasts jewelry latex latex_bra latex_clothing latex_legwear latex_skirt latex_stockings latex_underwear legwear long_eyelashes looking_at_viewer makeup midriff miniskirt narrowed_eyes navel necklace nipple_outline owl owl_demon pink_sclera pseudo_hair shirt skirt smile solo stella_(helluva_boss) stockings straps thedarkzircon thick_thighs thigh_highs thong topwear tuft underwear undressing white_body white_eyes white_feathers wide_hips anthro askart avian bird bra breast_grab breasts clothing crown demon eyelashes feathers female front_view hand_on_breast head_feathers headgear helluva_boss hi_res lingerie long_eyelashes looking_at_viewer makeup mascara mature_female owl_demon panties red_eyes solo stella_(helluva_boss) tiara underwear white_body white_feathers anthro avian avian_demon bird black_text blush blush_lines bodily_fluids demon dialogue duo eyewear fur glasses grey_body grey_fur grey_hair grey_text hair helluva_boss hi_res looking_up male owl owl_demon parrot red_body red_eyes red_fur red_hair short_hair simple_background smile standing star stolas_(helluva_boss) sweat teathekook text white_background white_face age_difference anthro avian big_penis bird blood bodily_fluids cub_raped cum death_by_penis duo english_text excessive_cum excessive_genital_fluids father_penetrating_daughter female genital_fluids genitals gore helluva_boss hi_res huge_penis hyper hyper_cum hyper_genitalia hyper_penis inkqi male octavia_(helluva_boss) older_male owl owl_demon penile penis stolas_(helluva_boss) text whitekitten younger_female <3 2023 anthro areola avian beak bent_arm big_areola big_breasts big_nipples big_penis biped bird black_choker black_clothing black_eyelashes black_heart black_jewelry black_legwear black_necklace black_text black_thigh_highs breasts cheek_tuft choker clothing crown demon dialogue digital_drawing_(artwork) digital_media_(artwork) duo english_text eyelashes eyeshadow facial_tuft feather_tuft feathers female female_penetrated genitals headgear helluva_boss hi_res imp iris jewelry kheltari legwear long_eyelashes lying makeup male male/female male_penetrating male_penetrating_female mature_anthro mature_female mostly_nude mostly_nude_anthro mostly_nude_female mostly_offscreen_character mostly_offscreen_male necklace nipples no_pupils non-mammal_breasts non-mammal_nipples on_back open_mouth open_smile owl owl_demon penetration penile penile_penetration penis penis_in_pussy pink_areola pink_beak pink_eyeshadow pink_nipples pink_pussy pink_sclera pubes pussy red_body red_penis sex simple_background small_waist smile spread_legs spreading stella_(helluva_boss) text thick_penis thick_thighs thigh_highs tuft vaginal vaginal_penetration white_background white_body white_breasts white_eyes white_feathers white_pubes wide_hips absurd_res anal anal_beads anal_penetration anthro anus artblush avian beard bent_over big_butt bird black_pussy bottomwear butt buttplug buttplug_in_ass buttplug_insertion clothing condom_wrapper demon duo facial_hair feathers female free_use garter_straps genitals hair helluva_boss hi_res horn humanoid imminent_sex imp legwear male male/female object_in_ass owl_demon pants penetration plug_(sex_toy) plug_insertion pussy red_body red_skin sex_toy sex_toy_in_ass sex_toy_insertion stella_(helluva_boss) tail_feathers thick_thighs thigh_highs through_wall undressing white_hair absurd_res after_sex anal anal_beads anal_penetration anthro anus artblush avian bent_over big_butt bird black_pussy bodily_fluids bottomwear butt buttplug buttplug_in_ass buttplug_insertion clothing condom_wrapper cum cum_drip cum_in_pussy cum_inside cum_pool demon dripping duo facial_hair feathers female free_use garter_straps genital_fluids genitals hair helluva_boss hi_res horn humanoid imp legwear male male/female object_in_ass owl_demon pants penetration plug_(sex_toy) plug_insertion pussy red_body red_skin sex_toy sex_toy_in_ass sex_toy_insertion spread_legs spreading stella_(helluva_boss) step_ladder tail tail_feathers thick_thighs thigh_highs through_wall <3 anthro artblush avian bdsm beak big_breasts bird bodily_fluids bondage bound breasts breath cuff_(restraint) eyelashes eyeshadow feathers female handcuffed handcuffs hanging_breasts helluva_boss huge_breasts lactating looking_pleasured makeup metal_cuffs milk montgomery_glands nipples non-mammal_breasts non-mammal_nipples owl_demon panting restraints running_mascara solo stella_(helluva_boss) through_wall tongue tongue_out white_body white_feathers anthro avian avian_demon beak bedroom_eyes bird breasts choker crown eyelashes feathers female front_view genitals headgear helluva_boss hi_res jewelry looking_at_viewer mature_female narrowed_eyes necklace nipple_piercing nipples non-mammal_breasts non-mammal_nipples nude owl_demon piercing pink_eyes pussy seductive smile solo standing stella_(helluva_boss) tail_feathers tiara white_body white_feathers yhorey_san <3 absurd_res anthro 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power_bottom pussy red_clothing red_eyes red_lingerie sex skinny smile thigh_highs vaginal vaginal_penetration vistamage 2023 5_fingers absurd_res anthro areola artist_name beak black_nipples breasts clothing digital_media_(artwork) elzzombie feathers female fingers front_view genitals helluva_boss hi_res legwear looking_at_viewer mostly_nude navel nipples owl_demon pussy solo squish stella_(helluva_boss) thigh_squish 2023 absurd_res anthro avian beak bedroom big_breasts bird bra breasts cleavage clothed clothing crown daughter_(lore) duo english_text eyelashes fakesword female headgear helluva_boss hi_res huge_breasts inside looking_at_viewer mother_(lore) mother_and_child_(lore) mother_and_daughter_(lore) octavia_(helluva_boss) owl owl_demon parent_(lore) parent_and_child_(lore) parent_and_daughter_(lore) pink_sclera selfie smile snapchat stella_(helluva_boss) text thick_thighs underwear white_eyes wide_hips