ace_(helluva_boss) apple_(helluva_boss) blonde_hair blue_hair breasts brown_hair claws clothed clothing coco_(helluva_boss) crossgender demon fangs female ftm_crossgender gloves group hair handwear hellaverse hellishvoice helluva_boss horn humanoid josh_(helluva_boss) kat_(helluva_boss) kiki_(helluva_boss) male milky_(helluva_boss) not_furry open_mouth open_smile partially_clothed pink_body red_body simple_background smile succubus teeth white_hair wings
2021 anthro big_butt black_wings bottom_heavy butt clothed clothing demon demon_humanoid digital_media_(artwork) hellaverse helluva_boss hi_res horn huge_butt humanoid hyper hyper_butt josh_(helluva_boss) male male_succubus outline puffylover1 red_background simple_background solo wings yellow_eyes
2022 2:3 apple_(helluva_boss) balls blitzo_(helluva_boss) carliabot clothed clothing comic demon english_text exclamation_point genitals group hellaverse helluva_boss hi_res horn imp josh_(helluva_boss) male moxxie_(helluva_boss) open_mouth penis red_balls red_body red_penis red_skin speech_bubble text url yellow_sclera
2022 2:3 anal anal_penetration announcing_orgasm apple_(helluva_boss) areola balls big_breasts bisexual bodily_fluids bouncing_penis breasts carliabot comic cum demon dialogue english_text female female_penetrated genital_fluids genitals hellaverse helluva_boss hi_res imp josh_(helluva_boss) male male/female male/male male_penetrated male_penetrating male_penetrating_female male_penetrating_male milky_(helluva_boss) moxxie_(helluva_boss) nipples open_mouth penetration penile penile_penetration penis penis_in_ass penis_in_vagina profanity red_balls red_body red_penis red_skin sex teeth text tongue url vaginal vaginal_penetration verosika_mayday yellow_sclera
abs ace_(helluva_boss) black_hair bow_tie clothed clothing cuffs_(clothing) demon enigma_eta group hair hellaverse helluva_boss horn humanoid imp jesse_the_bouncer josh_(helluva_boss) looking_at_another male open_clothing open_topwear pecs red_body red_skin simple_background topless topwear trio white_background white_hair wings x_nipples
7690100 absurd_res ace_(helluva_boss) black_body black_fur black_hair blush canid canid_demon canine chain chain_leash clothed clothing collar demon fur grey_body grey_fur group hair heart_symbol hellaverse hellhound helluva_boss hi_res holding_leash holding_object horn humanoid imp josh_(helluva_boss) kat_(helluva_boss) leash male male/male mammal mythological_canine mythological_creature mythology neck_tuft red_body red_eyes red_sclera simple_background spiked_collar spikes tuft vortex_(helluva_boss) white_background white_hair yellow_sclera
3:4 anthro bunnycrying canid canid_demon canine clothed clothing collar demon dominant dominant_female duo ear_piercing ear_ring eyes_closed fangs female fluffy fluffy_tail fur grey_body grey_fur grey_hair hair hellaverse hellhound helluva_boss hi_res humanoid interspecies josh_(helluva_boss) loona_(helluva_boss) male male/female mammal multicolored_body multicolored_fur mythological_canine mythological_creature mythology open_mouth open_smile partially_clothed piercing red_body ring_piercing simple_background smile submissive submissive_male tail teeth two_tone_body two_tone_fur white_body white_fur
ace_(helluva_boss) against_surface apple_(helluva_boss) asking asking_another big_butt breasts breasts_on_glass bus butt canid canid_demon canine coco_(helluva_boss) commercial_vehicle demon demon_humanoid dialogue elfox691 english_text female group heart_(marking) heart_cheeks heart_on_body heart_symbol hellaverse hellhound helluva_boss humanoid humiliation imp josh_(helluva_boss) kat_(helluva_boss) kiki_(helluva_boss) laugh male male/female mammal markings milky_(helluva_boss) moxxie_(helluva_boss) mythological_canine mythological_creature mythology name_drop name_in_dialogue nude on_glass penis_humiliation profanity public public_nudity public_transportation question small_penis_humiliation speech_bubble succubus tag_question talking_to_another text text_on_vehicle vehicle vehicle_for_hire verosika_mayday vocalization vortex_(helluva_boss) yes-no_question
2023 4_fingers ace_(helluva_boss) afro annoyed apple_(helluva_boss) bald big_hair bigdad black_hair blonde_hair brown_eyes brown_hair cheek_to_cheek choker clothing coco_(helluva_boss) crop_top crossed_arms dark_hair demon demon_humanoid eye_bags eye_scar eyelashes facial_scar fangs female fingers finn_talbert_(bigdad) fishnet_clothing fishnet_topwear gesture grey_hair group group_photo group_selfie hair half-closed_eyes hand_gesture hellaverse helluva_boss holding_mask horn horned_humanoid hug human humanoid humanoid_pointy_ears jewelry josh_(helluva_boss) kat_(helluva_boss) kiki_(helluva_boss) looking_at_viewer male mammal mask milky_(helluva_boss) narrowed_eyes necklace noseless one_eye_closed overalls pointy_ears pose red_body red_skin scar selfie shirt short_hair small_horn small_wings smile stern_look succubus teeth tongue tongue_out topwear v_sign wings yellow_sclera
2024 absurd_res ace_(helluva_boss) alessio_(helluva_boss) andrealphus_(helluva_boss) anthro apple_(helluva_boss) aquatic arthropod asexual_pride_colors asmodeus_(helluva_boss) avian avian_demon barbie_wire bee biped bird bisexual_pride_colors blitzo_(helluva_boss) bottomwear calisdraws canid canid_demon canine chazwick_thurman clothing convenient_censorship daughter_(lore) demon demon_humanoid dennis_(helluva_boss) father_(lore) father_and_child_(lore) father_and_daughter_(lore) female fish fizzarolli_(helluva_boss) flying galliform group hellaverse hellhound helluva_boss hi_res horn humanoid hymenopteran imp insect josh_(helluva_boss) lesbian_pride_colors lgbt_pride lgbt_pride_month loona_(helluva_boss) male mammal mammon_(helluva_boss) medium_truck membrane_(anatomy) membranous_wings millie_(helluva_boss) moxxie_(helluva_boss) mythological_canine mythological_creature mythology niece_(lore) nude octavia_(helluva_boss) official_art onyx_superbia orange_lesbian_pride_colors owl_demon pansexual_pride_colors parade parent_(lore) parent_and_child_(lore) parent_and_daughter_(lore) pattern_bottomwear pattern_clothing pattern_skirt peafowl phasianid plaid plaid_bottomwear plaid_clothing plaid_skirt pride_color_accessory pride_color_clothing pride_color_flag pride_colors pride_parade profanity pseudo_hair queen_bee-lzebub_(helluva_boss) rainbow_flag rainbow_pride_flag rainbow_symbol red_body red_skin red_sky road sallie_may_(helluva_boss) shark sibling_(lore) sister_(lore) sisters_(lore) skirt sky stolas_(helluva_boss) succubus text trans_(lore) trans_man_(lore) trans_woman_(lore) transgender_pride_colors truck uncle_(lore) uncle_and_niece_(lore) van vassago_(helluva_boss) vehicle verosika_mayday vincian_pride_colors wally_wackford wings
2024 2_horns 4_arms ace_(helluva_boss) afro angel_dust anthro apple_(helluva_boss) arachnid armwear arthropod bald belt belt_buckle beverage_bottle bigdad black_bow_tie black_hair black_sclera blonde_hair blowing_bubble_gum boots bottle bottomwear bow_tie breasts bubble_gum buckle cigarette clothing coco_(helluva_boss) container crop_top curved_horn demon demon_humanoid duo elbow_gloves eyelashes felid female female_on_human finn_talbert_(bigdad) fishnet_clothing fishnet_legwear footwear forked_tail front_view gloves group hair hands_behind_back hands_in_both_pockets handwear hat hazbin_hotel head_on_shoulder headgear headwear hellaverse helluva_boss hi_res high_heeled_boots high_heels hoodie horn horned_humanoid human human_on_humanoid humanoid husk_(hazbin_hotel) interspecies josh_(helluva_boss) kat_(helluva_boss) kiki_(helluva_boss) legwear looking_at_another male male_on_humanoid mammal membrane_(anatomy) membranous_wings milky_(helluva_boss) multi_arm multi_limb open_mouth pants pink_body pink_eyes pink_skin purple_theme red_body red_bow_tie red_clothing red_eyes red_hoodie red_skin red_theme red_topwear sharp_teeth shirt shoes shorts shortstack simple_background sinner_demon skinny skinny_female skinny_male slim slim_anthro slim_female slim_human slim_humanoid slim_male spade_tail spider standing succubus suspenders tail tail_around_leg tank_top teeth thick_thighs thigh_highs thought_bubble top_hat topwear unusual_anatomy unusual_tail verosika_mayday walking warm_colors white_body white_hair wide_hips winged_humanoid wings yellow_sclera
2024 absurd_res arms_tied arms_tied_behind_back bed big_breasts big_penis black_hair bound bow_tie breasts camel_toe choker cleavage clothed clothing coco_(helluva_boss) comic demon dialogue english_text exclamation_point female flaccid footwear furniture genitals glowing glowing_eyes greeting grin group hair hands_behind_back heart_symbol hellaverse helluva_boss hi_res high_heels horn horn_markings horned_humanoid humanoid imp inside jewelry josh_(helluva_boss) kat_(helluva_boss) kiki_(helluva_boss) leg_warmers legwear long_hair male markings midriff millie_(helluva_boss) mostly_nude moxxie_(helluva_boss) necklace nipples not_furry on_bed penis pink_body pink_skin red_body red_eyes red_skin shocked shoes shrug_(clothing) sitting sitting_on_bed smile spade_tail star_(marking) stormrayneart strapless_clothing strapless_topwear succubus tail tail_wrapped_around_leg tailed_humanoid text thigh_highs topwear torn_clothing torn_legwear twintails_(hairstyle) vein veiny_penis verosika_mayday vulva white_hair yellow_sclera
2024 absurd_res anus arms_tied arms_tied_behind_back back_wings balls_on_breasts big_breasts big_penis bite biting_lip black_hair bodily_fluids boots bottomwear bouncing_breasts bound bow_tie breasts brown_hair choker cleavage clothed clothing coco_(helluva_boss) comic container crossed_legs cup demon dialogue drinking drooling ear_piercing ear_ring english_text erection exclamation_point eyes_closed face_lick fellatio female ffm_threesome fingering fishnet_clothing fishnet_shirt fishnet_topwear footwear forced genital_fluids genitals group hair hands_behind_back hellaverse helluva_boss hi_res high_heeled_boots high_heels holding_container holding_cup holding_object holding_penis horn horned_humanoid hours_later humanoid humanoid_pointy_ears imp inside jewelry josh_(helluva_boss) kat_(helluva_boss) kiki_(helluva_boss) leg_warmers legwear licking long_hair male male/female midriff millie_(helluva_boss) mmf_threesome mostly_nude moxxie_(helluva_boss) necklace nipple_outline nipples not_furry nude open_mouth open_smile oral pants parallel_sex pecs penile penis piercing pink_eyes pointy_ears profanity red_body red_eyes red_skin resisting_orgasm reverse_forced_oral ring_piercing saliva sex shirt shoes shrug_(clothing) sitting smile stormrayneart strapless_clothing strapless_topwear succubus sweat text thigh_highs tight_bottomwear tight_clothing tight_pants tongue topwear twintails_(hairstyle) vaginal vaginal_fingering vaginal_fluids vein veiny_penis verosika_mayday voyeur vulva white_hair winged_humanoid wings yellow_sclera
2024 absurd_res anal anal_penetration bite biting_lip black_hair bodily_fluids bottomless breaking_restraints breasts brown_hair clothed clothing coco_(helluva_boss) comic cum cum_string demon dialogue dominant dominant_female dominant_male domination_loss drooling english_text erection fellatio female ffm_threesome fingering fishnet_clothing fishnet_shirt fishnet_topwear freckled_face freckles genital_fluids genitals grin group hair handjob heart_(marking) heart_eyes heart_pasties heart_symbol hellaverse helluva_boss hi_res horn horned_humanoid humanoid imp josh_(helluva_boss) kat_(helluva_boss) kiki_(helluva_boss) legwear male male/female markings millie_(helluva_boss) mmf_threesome moxxie_(helluva_boss) nipples not_furry nude one_eye_closed oral orgasm orgasm_face parallel_sex pasties penetration penile penis penis_grab plap prehensile_tail red_body red_eyes red_skin saliva sex shirt shrug_(clothing) smile spade_tail spitroast stormrayneart succubus sweat tail tailed_humanoid teeth text thigh_highs tongue tongue_out tooth_gap topwear two-handed_handjob vaginal vaginal_fingering vaginal_fluids verosika_mayday vulva white_hair yellow_sclera
2025 absurd_res big_breasts bite biting_lip black_hair blush blush_lines bodily_fluids breasts breath brown_hair clothing coco_(helluva_boss) comic cum cunnilingus demon dialogue double_fellatio double_handjob double_oral english_text fellatio female female_focus gaping gaping_vagina genital_fluids genitals glans group hair hair_grab handjob hands_on_legs hands_on_thighs head_in_crotch heart_(marking) heart_symbol hellaverse helluva_boss hi_res horn horn_markings horned_humanoid humanoid imp josh_(helluva_boss) kat_(helluva_boss) legwear licking male male/female markings masturbation millie_(helluva_boss) mmf_threesome mole_(marking) motion_lines moxxie_(helluva_boss) nipples not_furry nude one_eye_closed oral orgasm parallel_sex penile penis penis_grab penis_lick profanity saliva sex shaking shrug_(clothing) spread_legs spread_vulva spreading star_(marking) stormrayneart striped_horn stripes succubus sweat tears text thick_thighs tongue tongue_out torn_clothing torn_legwear touching_hair vaginal vaginal_fluids vein veiny_penis verosika_mayday vulva white_hair yellow_sclera
2025 absurd_res after_sex anus areola ass_up bed bedroom_eyes bent_over big_breasts big_penis bite biting_lip black_hair blush blush_lines bodily_fluids bow_tie breasts breath brown_hair clothing coco_(helluva_boss) comic cum demon dialogue ear_piercing ear_ring english_text eyelashes female freckled_face freckles furniture genital_fluids genitals hair hair_over_eyes hellaverse helluva_boss hi_res horn horn_markings horned_humanoid humanoid humanoid_pointy_ears imp josh_(helluva_boss) kat_(helluva_boss) kiki_(helluva_boss) leaning leaning_forward leg_warmers legwear long_eyelashes long_hair lying_on_ground male markings millie_(helluva_boss) mostly_nude motion_lines moxxie_(helluva_boss) narrowed_eyes nipple_dip nipples not_furry on_bed on_ground panting penis piercing pink_body pink_skin pointy_ears red_body red_eyes red_skin ring_piercing seductive shaking shrug_(clothing) sitting sitting_on_bed spade_tail star_(marking) stormrayneart striped_horn stripes succubus sweat tail tailed_humanoid teeth text thigh_highs tooth_gap undressing vaginal_fluids vaginal_fluids_puddle vein veiny_penis ventral_groove verosika_mayday vulva white_hair yellow_sclera
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