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male/female male_humanoid male_rimming male_rimming_female markings millie_(helluva_boss) mole_(marking) monochrome mostly_nude mostly_nude_female mostly_nude_humanoid mostly_nude_male moxxie_(helluva_boss) narrowed_eyes not_furry on_bed on_front oral potatonebula rimming sex short_hair signature striped_horn stripes tail tail_grab tongue tongue_out 2023 2024 4_fingers animal_mask black_clothing black_fingerless_gloves black_gloves black_handwear black_horn blood blood_on_clothing blood_on_mask bodily_fluids bow_tie brown_mask button_(fastener) clothing crossover curved_horn demon demon_humanoid english_text fake_ears fingerless_gloves fingers gloves gun hair handwear helluva_boss holding_gun holding_object holding_ranged_weapon holding_weapon horn hotline_miami humanoid imp male male_humanoid mask moxxie_(helluva_boss) multicolored_horn not_furry pillarbox potatonebula ranged_weapon red_body red_bow_tie red_clothing red_skin red_suit red_tail shirt short_hair signature solo spade_tail striped_horn stripes suit tail text topwear trigger_discipline two_tone_horn weapon white_clothing white_hair white_horn white_shirt white_text white_topwear 2024 2_horns 4_fingers arm_tattoo black_text blush blush_lines bottomwear bow_tie breast_grab breasts butt butt_grab choker clothing curved_horn demon demon_humanoid dialogue drunk duo embrace english_text eyebrows eyelashes eyes_closed female female_humanoid fingerless_gloves fingers freckled_face freckles gloves greyscale hair hand_on_breast hand_on_butt handwear head_on_breast heart_tail heart_tattoo helluva_boss horn humanoid humanoid_on_humanoid imp intraspecies jewelry long_eyelashes long_sleeves male male/female male_humanoid markings millie_(helluva_boss) mole_(marking) monochrome moxxie_(helluva_boss) necklace not_furry pants potatonebula raised_eyebrows shirt short_hair shoulder_tattoo signature sketch spade_tail squean striped_horn stripes substance_intoxication suit tail tattoo text topwear torn_bottomwear torn_clothing torn_pants wide_eyed 2023 2_horns anal anal_penetration animated arm_tattoo black_and_white black_text blinking breath clothing cloven_hooves contact_onomatopoeia covering covering_mouth curved_horn demon demon_humanoid dildo dildo_in_ass dildo_insertion duo english_text entwined_tails eyebrows eyelashes female female_humanoid female_penetrating female_penetrating_male fingerless_gloves from_behind_position gloves hair handwear heart_eyes heart_symbol heart_tattoo helluva_boss hooves horn humanoid humanoid_on_humanoid humanoid_penetrated humanoid_penetrating humanoid_penetrating_humanoid imp impact_onomatopoeia intraspecies long_eyelashes lying male male/female male_humanoid male_penetrated millie_(helluva_boss) moan monochrome motion_lines moxxie_(helluva_boss) not_furry object_in_ass on_front one_eye_closed onomatopoeia pegging penetration plap potatonebula sex sex_toy sex_toy_in_ass sex_toy_insertion sex_toy_penetration short_hair shoulder_tattoo smile smirk sound_effects spade_tail speed_bump_position strapon striped_horn stripes tail tail_coil tattoo teeth text thrusting tooth_gap toying_partner unguligrade white_text 2023 ambiguous_gender ambiguous_penetrating ambiguous_penetrating_male anal anal_fingering anal_juice anal_juice_on_hand anus asmodeus_(helluva_boss) bdsm black_clothing black_eyebrows black_suit black_tail blue_clothing blue_hat blue_headwear blush blush_stickers bodily_fluids butt clothing contact_onomatopoeia cybernetic_arm cybernetic_leg cybernetic_limb cybernetics cyborg daddy_kink demon demon_humanoid dirty_talk disembodied_hand duo eye_roll eyebrows eyelashes fingering fizzarolli_(helluva_boss) fool's_hat glowing glowing_eyes hat hat_only head_turned headgear headgear_only headwear headwear_only heart_symbol helluva_boss holding_paddle humanoid humanoid_penetrated imp impact_onomatopoeia kneeling machine male male/ambiguous male_(lore) male_humanoid male_penetrated moan mostly_nude mostly_nude_humanoid mostly_nude_male motion_lines multicolored_body multicolored_hat multicolored_skin not_furry onomatopoeia paddle penetration pink_clothing pink_hat pink_headwear plap potatonebula rear_view red_body red_eyes red_skin red_tail red_tongue saliva saliva_on_tongue sex sharp_teeth signature simple_background sound_effects spade_tail spank_marks speech_bubble stuttering suit tail teal_clothing teal_hat teal_headwear teeth text tongue tongue_out two_tone_body two_tone_skin two_tone_tail white_background white_body white_skin white_text yellow_clothing yellow_hat yellow_headwear yellow_sclera 2022 5_fingers annoyed artist_name beady_eyes big_nose blue_clothing blue_eyes blue_overalls blush bottomwear brown_clothing brown_facial_hair brown_footwear brown_hair brown_mustache brown_shoes carrying_another cheek_to_cheek climbing_ladder clothing colored digital_drawing_(artwork) digital_media_(artwork) existencial-fire eyebrows eyes_closed facial_hair featureless_hands fingers flashlight footwear framed_picture frown gloves goo_creature gooigi green_clothing green_hat green_headwear green_shirt green_topwear group hair half-closed_eyes handwear happy hat headgear headwear heart_symbol hi_res holding_object human humanoid ladder larger_male luigi luigi's_mansion luigi's_mansion_3 male male/male mammal mario_bros multicolored_body mustache narrowed_eyes nintendo not_furry one_eye_closed open_mouth open_smile orange_tongue overalls pants piggyback plumber poltergust_3000 red_spots shirt shoes short_hair simple_background sitting size_difference smaller_male smile smiling_at_each_other sparkles sparkling_eyes spots spotted_head standing tan_body tan_skin toad_(mario) tongue topwear trio vest white_bottomwear white_clothing white_gloves white_handwear white_pants 2023 2_horns 4_fingers armor biped chain-link_fence cloven_hooves cosplay crossover crossover_cosplay crouching curved_horn demon demon_humanoid eyebrows eyes_closed eyewear eyewear_on_head fence fingers goggles goggles_on_head greyscale gun hair handgun helluva_boss holding_gun holding_handgun holding_object holding_pistol holding_ranged_weapon holding_weapon hooves horn humanoid imp looking_aside male male_humanoid monochrome moxxie_(helluva_boss) night_vision_goggles not_furry pistol potatonebula ranged_weapon sam_fisher short_hair signature silencer solo spade_tail splinter_cell spot_color striped_horn stripes tail tom_clancy's_(series) trigger_discipline ubisoft unguligrade weapon 1_horn 2024 absurd_res armwear bodily_fluids breasts clitoris clothing cloud dazzi_(pal) female genitals hair heart_symbol hi_res horn humanoid legwear not_furry pal_(species) palworld pocketpair purple_body pussy smile solo sweat teeth thigh_highs zzvinniezz 2023 2_horns bite_mark bite_mark_on_chest bite_mark_on_neck black_and_white blush blush_lines bottomwear breath bulge bulge_grab chest_lick clothed clothing curved_horn demon demon_humanoid dessert duo eyebrows eyelashes female female_humanoid fingerless_gloves floral_shirt food food_fetish food_play freckled_face freckles gloves hair handwear head_grab helluva_boss horn humanoid humanoid_on_humanoid ice_cream imp intraspecies licking long_eyelashes looking_down male male/female male_humanoid markings millie_(helluva_boss) mole_(marking) monochrome moxxie_(helluva_boss) navel not_furry open_clothing open_shirt open_topwear potatonebula shirt short_hair signature sitting sketch skirt spade_tail striped_horn stripes swimming_trunks swimwear tail teeth tongue tongue_out topwear 2023 2_horns areola arm_around_shoulders bed bedroom black_and_pink bodily_fluids breasts cabinet cloven_hooves cowgirl_position cuff_(restraint) curved_horn demon demon_humanoid duo embrace entwined_tails eyebrows eyelashes eyes_closed female female_humanoid female_penetrated from_front_position furniture grabbing_sheets hair hand_on_head handcuffs happy happy_sex helluva_boss hooves horn humanoid humanoid_on_humanoid humanoid_penetrated humanoid_penetrating humanoid_penetrating_humanoid imp inside intraspecies kneeling laugh leaning leaning_forward long_eyelashes male male/female male_humanoid male_penetrating male_penetrating_female medium_breasts metal_cuffs millie_(helluva_boss) mirror monochrome moxxie_(helluva_boss) navel nipples not_furry on_bottom on_top open_mouth penetration penile penile_penetration penis_in_pussy pillow potatonebula reclining restraints sex short_hair signature spade_tail striped_horn stripes sweat sweaty_chest tail tail_coil teeth tongue tooth_gap vaginal vaginal_penetration window 2023 4_fingers ambiguous_gender ambiguous_penetrating ambiguous_penetrating_male anal anal_fingering anthro anus asmodeus_(helluva_boss) balls black_and_white_and_red black_text blue_text blush blush_lines bodily_fluids carrying_another carrying_partner clothing color_coded_text cum cumshot cybernetic_arm cybernetic_leg cybernetic_limb cybernetics cyborg demon demon_humanoid drooling duo ejaculation extreme_size_difference eyebrows eyes_closed fingering fingering_partner fingers fizzarolli_(helluva_boss) genital_fluids genitals glans hands-free hat hat_only headgear headgear_only headwear headwear_only helluva_boss humanoid humanoid_genitalia humanoid_penetrated humanoid_penis imp larger_ambiguous machine male male/ambiguous male_(lore) male_humanoid male_penetrated moan mostly_nude mostly_nude_anthro mostly_nude_humanoid not_furry onomatopoeia penetration penis potatonebula profanity saliva saliva_on_face saliva_on_tongue saliva_string sex sharp_teeth signature size_difference smaller_male solo_focus sound_effects spread_legs spreading stuttering talking_to_another talking_to_partner tears teeth text tongue tongue_out torso_grab 2023 2_horns 4_fingers apron areola background_character big_breasts breasts cleavage clothed clothing demon demon_humanoid eyebrows eyelashes eyeliner female female_humanoid fingers flashing greyscale half-closed_eyes helluva_boss horn humanoid leaning leaning_forward legwear lips looking_at_viewer makeup medium_hair monochrome narrowed_eyes no_bra not_furry notched_ear open_mouth potatonebula signature sketch solo spade_tail standing succubus tail thigh_highs 1:1 2023 2_horns 4_fingers anal anal_masturbation anal_penetration bed bite biting_lip biting_own_lip blush blush_lines bodily_fluids breasts clitoral clitoral_fingering clitoral_masturbation cloven_hooves collarbone demon demon_humanoid dildo dildo_in_ass dildo_insertion eyebrows eyelashes eyes_closed female female_humanoid fingering fingering_self fingers furniture genital_fluids genitals greyscale hair headboard helluva_boss hooves horn humanoid imp leaning leaning_backward lips long_hair masturbation medium_breasts monochrome moxxie's_mother nipples not_furry nude nude_female nude_humanoid object_in_ass on_bed penetration pillow potatonebula pussy pussy_juice_on_hand pussy_juice_on_pussy quilted_headboard sex_toy sex_toy_in_ass sex_toy_insertion signature sitting sketch solo spade_tail spread_legs spreading striped_horn stripes sweat sweaty_face tail unguligrade vaginal vaginal_fingering vaginal_fluids vaginal_masturbation 2023 2_horns 4_fingers ambiguous_penetration anal anal_penetration areola arm_tattoo bent_over black_text blush breasts building butt butt_slap chair city clothing contact_onomatopoeia cunnilingus curved_horn demon demon_humanoid dialogue duo eye_roll eye_through_hair eyebrow_through_hair eyebrows eyelashes eyes_closed fantasizing female female_humanoid female_penetrated fingerless_gloves fingers fishnet_clothing fishnet_legwear from_behind_position full_nelson_(legs_held) full_nelson_position furniture genitals gloves greyscale hair hair_grab half-closed_eyes handwear head_tilt heart_symbol heart_tattoo helluva_boss hi_res holding_leash holding_object horn humanoid humanoid_genitalia humanoid_on_humanoid humanoid_penetrated humanoid_penetrating humanoid_penetrating_humanoid humanoid_pussy imp impact_onomatopoeia inside intraspecies leash legwear lips long_eyelashes male male/female male_humanoid male_penetrating male_penetrating_female medium_breasts millie_(helluva_boss) moan monochrome motion_lines moxxie_(helluva_boss) narrowed_eyes neck_grab nipples not_furry onomatopoeia open_mouth oral penetration penile penile_penetration penis_in_ass plap potatonebula pubes pussy raised_eyebrow rough_sex running_makeup running_mascara sex sharp_teeth shirt short_hair shoulder_tattoo signature sitting skyscraper slap sound_effects spank_marks spanking speech_bubble standing_doggystyle striped_horn stripes tail tail_grab tailjob_while_penetrated talking_to_another talking_to_partner tattoo teeth term_of_endearment text tongue tongue_out tooth_gap topwear touching_hair translucent translucent_hair vaginal white_text window 1:1 2023 2_horns 4_fingers accent anal anal_penetration ass_up bed black_clothing black_fingerless_gloves black_gloves black_handwear black_horn butt clothing color_coded_text contact_onomatopoeia curved_horn demon demon_humanoid dialogue dildo dildo_in_ass dildo_insertion dominant dominant_female duo english_text female female_humanoid female_penetrating female_penetrating_male female_pov fingerless_gloves fingers first_person_view furniture gloves gloves_only hair handwear handwear_only helluva_boss hi_res horn humanoid humanoid_on_humanoid humanoid_penetrated humanoid_penetrating humanoid_penetrating_humanoid humanoid_pov imp impact_onomatopoeia intraspecies male male/female male_humanoid male_penetrated millie_(helluva_boss) moan mommy_kink mostly_nude mostly_nude_female mostly_nude_humanoid mostly_nude_male moxxie_(helluva_boss) multicolored_horn neck_grab nipples not_furry object_in_ass on_bed onomatopoeia pegging penetrating_pov penetration pillow pillow_hug plap potatonebula purple_dildo purple_sheets red_nipples red_pillow red_tail red_text sex sex_toy sex_toy_in_ass sex_toy_insertion sex_toy_penetration short_hair signature sound_effects speech_bubble striped_horn stripes stuttering submissive submissive_male tail tail_grab talking_to_another talking_to_partner text toying_partner two_tone_horn white_hair white_horn white_text 2023 2_horns accessory barefoot belt black_bottomwear black_clothing black_dress black_eyebrows black_hair black_horn black_jacket black_pants black_suit black_topwear bodypaint bottomwear bow_tie brown_belt clothing cloven_hooves curved_horn day_of_the_dead demon demon_humanoid dress eyebrows eyelashes eyes_closed face_paint feet female flower flower_in_hair ghost group hair hair_accessory hands_behind_back heart_symbol helluva_boss hi_res holidays hooves horn humanoid humanoid_on_humanoid imp jacket long_eyelashes male male/female millie_(helluva_boss) moxxie's_mother moxxie_(helluva_boss) multicolored_clothing multicolored_dress multicolored_horn not_furry orange_clothing orange_dress pants plant potatonebula red_body red_bow_tie red_clothing red_dress red_hooves red_skin red_tail ringed_horn shirt short_hair signature smile spade_tail spirit suit tail teeth tooth_gap topwear trio two_tone_horn unguligrade white_clothing white_dress white_hair white_horn white_shirt white_topwear yellow_clothing yellow_dress yellow_flower 2_penises animal_genitalia animal_humanoid animal_penis anthro anus arlong arm_tattoo ball_fondling ball_lick ball_worship balls beanie big_balls big_penis black_hair blue_body blue_eyes blue_skin blush bodily_fluids breasts butt chest_tattoo claspers clothed clothed/nude clothed_female clothing coberrycheesesnek_(artist) colored colored_nails digital_drawing_(artwork) digital_media_(artwork) diphallism dominant dominant_male dripping duo erection eyelashes fake_nails fan_character female fin fingerless_gloves fingers fish fish-men_(one_piece) fish_humanoid fondling genital_fluids genitals gills gloves gold_chain_jewelry hair handwear hat headgear headwear hi_res hoodie human human_on_anthro human_on_humanoid humanoid interspecies larger_male licking male male/female male_focus mammal marine marine_humanoid membrane_(anatomy) moobs multi_genitalia multi_penis muscular muscular_male nails not_furry nude nude_male one_piece open_mouth oral orange_hair partially_clothed penis pirate precum precum_drip presenting presenting_hindquarters presenting_penis pussy ray_(fish) saliva saliva_on_balls saliva_on_tongue saliva_string sawfish sawshark sex shaded shark shark_humanoid sharp_teeth simple_background size_difference smaller_female smile submissive submissive_female tattoo teeth tongue tongue_out topwear webbed_hands 2023 2_horns accent all_fours anal anal_beads anal_fingering ankle_cuffs anus ball_squeeze biped bite biting_lip biting_own_lip black_text butt choker clothing cloven_hooves cock_and_ball_torture crossed_legs cuff_(restraint) demon demon_humanoid dialogue dildo dominant dominant_female duo english_text eyebrows eyelashes female female_fingering_male female_humanoid fingering fingering_partner genital_torture genitals gloves good_boy greyscale hair handwear heart_symbol helluva_boss hooves horn humanoid humanoid_on_humanoid imp intraspecies jewelry long_eyelashes male male/female male_humanoid millie_(helluva_boss) moan monochrome moxxie_(helluva_boss) necklace not_furry paddle penis perineum potatonebula restraints rope sex sex_toy short_hair spade_tail spank_marks spreader_bar striped_horn stripes stuttering submissive submissive_male tail talking_to_another talking_to_partner teeth text tooth_gap underhoof unguligrade white_text wrist_cuffs 2023 2_horns 4_fingers all_fours anal anal_masturbation anal_penetration anus arched_back balls black_and_white black_text blush blush_lines bodily_fluids clothing cloven_hooves collar cum cumshot curved_horn daddy_kink demon demon_humanoid dialogue dildo dildo_in_ass dildo_insertion disembodied_hand dripping drooling duo ejaculation english_text erection eyes_closed facial_hair fingerless_gloves fingers flaccid foreskin genital_fluids genitals gloves hair handwear helluva_boss holding_leash holding_object hooves horn humanoid humanoid_genitalia humanoid_penetrated humanoid_penis imp leash leash_pull leashed_collar looking_back lying male male/male male_humanoid male_penetrated male_penetrating male_penetrating_male masturbation moan monochrome mostly_nude mostly_nude_anthro mostly_nude_humanoid multiple_images mustache not_furry nude nude_anthro nude_male object_in_ass on_side partially_retracted_foreskin penetration penile penile_masturbation penis perineum potatonebula pupils rear_view saliva saliva_drip saliva_on_tongue scar sex sex_toy sex_toy_in_ass sex_toy_insertion short_hair sketch slit_pupils smile smirk solo solo_focus spade_tail spiked_tail spikes spikes_(anatomy) striker_(helluva_boss) striped_horn stripes sweat sweaty_face tail tail_grab tail_pull talking_to_another talking_to_partner tears text tongue tongue_out toying_self vibrator vibrator_on_penis 2023 2_horns accessory areola ball_gag balls bdsm black_text blindfold blush blush_lines bodily_fluids bondage bound breasts cock_ring contact_onomatopoeia curved_horn demon demon_humanoid dripping english_text erection gag gagged genital_fluids genitals glans greyscale gynomorph gynomorph_humanoid hair hands_behind_back heart_symbol helluva_boss horn humanoid humanoid_genitalia humanoid_penis imp impact_onomatopoeia intersex intersex_humanoid jewelry legs_tied long_hair medium_breasts moan monochrome nipples not_furry nude nude_female nude_humanoid onomatopoeia paddle paddling penis penis_accessory penis_jewelry potatonebula precum precum_drip restraints rope rope_bondage rope_harness sallie_may_(helluva_boss) signature solo sound_effects spade_tail spank_marks spot_color striped_horn stripes suspension suspension_bondage tail tail_tied text trans_(lore) trans_woman_(lore) white_text wrists_tied big_breasts breasts candy clothing dessert dress duo female food glitch_productions hi_res human humanoid mammal not_furry pomni_(tadc) princess princess_loolilalu royalty stand_(artist) the_amazing_digital_circus areola biped bodily_fluids breasts female gardevoir generation_3_pokemon genital_fluids genitals green_body hi_res humanoid kneeling luxurias nintendo nipples not_furry open_mouth pokemon pokemon_(species) pussy solo thick_thighs vaginal_fluids white_body 2023 4_fingers accessory anal anal_penetration barefoot beanie bed biped bite biting_lip biting_own_lip black_bottomwear black_clothing black_eyebrows black_eyes black_fingerless_gloves black_gloves black_hair black_handwear black_pants black_shirt black_topwear black_tube_top blush blush_lines bodily_fluids bottomwear bottomwear_down breasts butt clothed clothed_sex clothing cloven_hooves color_coded_text contact_onomatopoeia crossdressing daddy_kink demon demon_humanoid dildo dildo_in_ass dildo_insertion dirty_talk dominant dominant_female duo eye_roll eyebrows eyelashes feet female female_humanoid female_penetrating female_penetrating_male femboy fingerless_gloves fingers from_behind_position furniture gloves glowing glowing_eyes good_girl grabbing_sheets hair hair_accessory hair_tie hand_on_hip handwear hat headgear headwear heart_symbol helluva_boss hooves humanoid humanoid_on_humanoid humanoid_penetrated humanoid_penetrating humanoid_penetrating_humanoid imp impact_onomatopoeia intraspecies kneeling looking_down_at_partner lying male male/female male_humanoid male_penetrated millie_(helluva_boss) moan moxxie_(helluva_boss) multicolored_clothing multicolored_shirt multicolored_topwear not_furry object_in_ass on_bed on_front onomatopoeia pants pants_down partially_clothed partially_clothed_female partially_clothed_humanoid partially_clothed_male pegging penetration pigtails plap potatonebula purple_bottomwear purple_clothing purple_dildo purple_pants purple_text red_body red_hair_tie red_hooves red_skin red_tail red_text sex sex_toy sex_toy_in_ass sex_toy_insertion sex_toy_penetration shirt short_sleeves side_view signature small_breasts sound_effects spade_tail spank_marks speed_bump_position strapon stuttering submissive submissive_male sweat sweaty_face tail tail_grab tail_pull text topwear toying_partner tube_top two_tone_clothing two_tone_shirt two_tone_topwear unguligrade white_hair yellow_clothing yellow_hat yellow_headwear yellow_sclera yellow_shirt yellow_topwear 2023 2_horns biped black_bottomwear black_clothing black_eyebrows black_eyes black_fingerless_gloves black_gloves black_handwear black_horn black_jacket black_pants black_suit black_topwear body_hair bottomwear chest_hair cigarette clothed clothed_humanoid clothed_male clothing cloven_hooves crossed_legs curved_horn demon demon_humanoid dress_shirt eyebrows fingerless_gloves freckled_face freckles gloves hair hand_on_head handwear helluva_boss holding_cigarette holding_object hooves horn humanoid imp jacket loose_necktie male male_humanoid mouth_closed moxxie_(helluva_boss) multicolored_horn necktie not_furry pants potatonebula red_body red_hooves red_necktie red_skin red_tail shirt short_hair signature simple_background sitting smoke smoking solo spade_tail striped_horn stripes suit tail topwear two_tone_horn unbuttoned_shirt unguligrade white_background white_clothing white_freckles white_hair white_horn white_shirt white_topwear yellow_sclera 2023 2_horns 4_fingers biped black_and_white bottomwear cleavage_cutout clothed clothing collarbone crop_top crossdressing curved_horn cutout demon demon_humanoid eyelashes femboy fingerless_gloves fingers freckled_face freckles gloves hair half-closed_eyes handwear helluva_boss hi_res horn humanoid imp legwear looking_at_viewer male male_humanoid midriff monochrome moxxie_(helluva_boss) narrowed_eyes navel not_furry pleated_skirt potatonebula shirt short_hair side_view signature sketch skirt solo spade_tail striped_horn stripes tail tail_under_skirt thigh_highs topwear unguligrade 2023 2_horns 4_fingers bdsm black_and_white breath butt butt_slap clothing cloven_hooves demon demon_humanoid dominant dominant_male duo english_text eyelashes eyeliner female female_humanoid fingerless_gloves fingers furgonomics gloves good_girl grabbing_sheets handwear helluva_boss hi_res hooves horn humanoid imp long_eyelashes looking_at_another looking_at_partner lying makeup male male/female male_humanoid millie_(helluva_boss) monochrome moxxie_(helluva_boss) not_furry on_front on_lap panties potatonebula red_text running_eyeliner signature sitting sketch slap smile smirk spank_marks spanking spot_color striped_horn stripes stuttering submissive submissive_female tail tail_grab tail_pull teeth text underwear 2023 2_horns 4_fingers accessory banknote black_and_white blush blush_lines bodily_fluids boots clothed clothing crossdressing cum cum_from_mouth cum_in_mouth cum_inside demon demon_humanoid duo eyebrows eyelashes facial_hair femboy fingerless_gloves fingers footwear garter garter_straps genital_fluids genitals gloves hair half-closed_eyes handwear helluva_boss horn humanoid humanoid_penetrating imp lingerie lying male male/male male_penetrated male_penetrating male_penetrating_male money monochrome mustache narrowed_eyes not_furry on_side oral oral_penetration penetration penile penile_penetration penis penis_in_mouth potatonebula prostitution pupils ringed_eyes sex short_hair signature sketch slit_pupils solo_focus spade_tail spiked_tail spikes spikes_(anatomy) striker_(helluva_boss) striped_horn stripes tail teddy_(clothing) vein veiny_penis 2023 2_horns 4_fingers barefoot black_and_white blitzo_(helluva_boss) bow_tie calvin_mcmurray clothing cloven_hooves cosplay crossover crossover_cosplay demon demon_humanoid eyebrows feet female female_humanoid fingerless_gloves fingers footwear front_view gloves group gun hair hand_on_hip handwear hat headgear headwear helluva_boss holding_gun holding_object holding_ranged_weapon holding_weapon hooves horn humanoid imp ivy_pepper jacket lackadaisy looking_at_viewer male male_humanoid millie_(helluva_boss) monochrome moxxie_(helluva_boss) necktie not_furry plant potatonebula ranged_weapon rocky_rickaby rolled_up_sleeves shoes short_hair shovel sketch smile smirk standing striped_horn stripes submachine_gun suit thompson_gun tools topwear trio unguligrade vest weapon 2023 2_horns 4_fingers anal anal_penetration arched_back bite black_and_white black_text blush blush_lines bodily_fluids breath cloven_hooves contact_onomatopoeia cum cumshot curved_horn cutaway demon demon_humanoid dildo dildo_in_ass dildo_insertion duo ejaculation english_text eyebrows eyes_closed facial_hair fingers genital_fluids genitals glans growling hair handjob helluva_boss hooves horn humanoid humanoid_genitalia humanoid_on_humanoid humanoid_penetrated humanoid_penetrating humanoid_penetrating_humanoid humanoid_penis imp impact_onomatopoeia intraspecies looking_at_another looking_at_partner lying male male/male male_humanoid male_penetrated male_penetrating male_penetrating_male moan monochrome moxxie_(helluva_boss) 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