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2021 5_fingers absurd_res accessory amusement_park anthro areola beverage big_breasts biped black_nose blue_body blue_fur blurred_background bodily_fluids breasts canid canine canis claws collar digital_media_(artwork) dripping_pussy ear_piercing fangs feathers female finger_claws fingers food fur genital_fluids genitals gold_(metal) gold_tooth hair handpaw helluva_boss hi_res holding_beverage holding_object jayjay_(zoophobia) jewelry looking_at_viewer mammal multicolored_hair nipples nude open_mouth open_smile pawpads paws piercing pink_hair purple_hair purple_pawpads pussy pussy_juice red_claws red_eyes red_hair robo_fizzarolli scene_hair scene_kid side_boob skeleion smile smoothie solo sparkledog striped_body striped_fur stripes teeth text thick_thighs tongue two_tone_hair watermark were werecanid werecanine werewolf wolf yellow_sclera zoophobia
2021 5_fingers absurd_res accessory amusement_park anthro areola beverage big_breasts biped black_nose blue_body blue_fur blurred_background bodily_fluids breasts canid canine canis claws collar digital_media_(artwork) dripping_pussy ear_piercing fangs feathers female finger_claws fingers food fur genital_fluids genitals gold_(metal) gold_tooth hair handpaw helluva_boss hi_res holding_beverage holding_object jayjay_(zoophobia) jewelry looking_at_viewer mammal multicolored_hair nipples nude open_mouth open_smile pawpads paws piercing pink_hair purple_hair purple_pawpads pussy pussy_juice red_claws red_eyes red_hair robo_fizzarolli scene_hair scene_kid side_boob skeleion smile smoothie solo sparkledog striped_body striped_fur stripes teeth text thick_thighs tongue two_tone_hair watermark were werecanid werecanine werewolf wolf yellow_sclera zoophobia
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2022 absurd_res alternate_ass_size alternate_breast_size anthro areola ass avian avian_demon balls beanie big_ass big_balls big_breasts big_butt big_penis bird black_areola black_body black_feathers black_nipples breasts bubble_butt cereal_box clothing daughter dialogue duo english_text erection father father_and_child father_and_daughter feathers female genitals hat headgear headwear helluva_boss hi_res huge_breasts huge_thighs hyper hyper_breasts hyper_thighs legwear male milk_carton nipple_piercing nipples octavia_(helluva_boss) owl owl_demon parent parent_and_child penis piercing pink_sclera red_sclera robo_fizzarolli speech_bubble standing stemingbunbun stolas_(helluva_boss) tail_feathers text thick_thighs white_eyes
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ambiguous_penetration anthro blush bodily_fluids covering covering_crotch cub duo female genital_fluids helluva_boss humanoid licking machine male male/female octavia_(helluva_boss) owl_demon penetration robo_fizz robo_fizzarolli robot soulcentinel tagme tongue tongue_out young
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1girls 5_fingers breasts clown demon demon_girl female female_fizzarolli fingers fizzarolli_(helluva_boss) genderswap genderswap_(mtf) hat helluva_boss lipstick makeup mtf_crossgender multicolored_body nipples robo_fizzarolli robot robot_girl rule_63 sharp_teeth smile solo solo_female teeth thebigbadwolf01 tongue tongue_out vivienne_medrano yellow_teeth
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2boys 4_fingers anus armwear ass ass_up backsack ball_tattoo balls blitzo_(helluva_boss) bodily_fluids bottomless butt_squish clenched_teeth clothed clothing clown_nose clown_paint cock-tail curtains demon duo elbow_gloves erection femboy fingerless_elbow_gloves fingerless_gloves fingers fizzarolli_(helluva_boss) fool's_hat genitals gloves green_eyes green_spots green_stripes grey_body handwear hat headgear headwear heart helluva_boss hi_res horn huge_ass huge_penis humanoid imp kneeling large_balls legwear lights looking_at_viewer looking_back lying machine male male_only mostly_nude motion_lines mrt0ony on_front open_mouth pattern_clothing penis presenting presenting_hindquarters red_body red_eyes robo_fizz robo_fizzarolli robot shaking_butt signature spines spots spots_(marking) spotted_genitalia spotted_penis squish striped_clothing striped_genitalia striped_penis stripes sweat teeth thick_thighs thigh_highs vein veiny_penis vivienne_medrano white_spots wide_hips yellow_sclera
2boys 4_fingers anus armwear ass ass_up backsack ball_tattoo balls blitzo_(helluva_boss) bodily_fluids bottomless butt_squish clenched_teeth clothed clothing clown_nose clown_paint cock-tail curtains demon duo elbow_gloves erection femboy fingerless_elbow_gloves fingerless_gloves fingers fizzarolli_(helluva_boss) fool's_hat genitals gloves green_eyes green_spots green_stripes grey_body handwear hat headgear headwear heart helluva_boss hi_res horn huge_ass huge_penis humanoid imp kneeling large_balls legwear lights looking_at_viewer looking_back lying machine male male_only mostly_nude motion_lines mrt0ony on_front open_mouth pattern_clothing penis presenting presenting_hindquarters red_body red_eyes robo_fizz robo_fizzarolli robot shaking_butt signature spines spots spots_(marking) spotted_genitalia spotted_penis squish striped_clothing striped_genitalia striped_penis stripes sweat teeth thick_thighs thigh_highs vein veiny_penis vivienne_medrano white_spots wide_hips yellow_sclera
blitzo_(helluva_boss) clothing cum demon fizzarolli_(helluva_boss) gothstoat helluva_boss horns imp insult male_only robo_fizz robo_fizzarolli robot sketch tagme text text_bubble uncensored uncolored vivienne_medrano
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1boy 1girls 2023 absurd_res ass big_butt bodily_fluids bondage bound cum demon dialogue digital_drawing_(artwork) digital_media_(artwork) dirty_talk duo empty_eyes female female_fizzarolli fembot femdom genderswap_(mtf) genital_fluids grey_background helluva_boss hi_res humanoid kirkland897 machine male mammon_(helluva_boss) mtf_crossgender robo_fizzarolli robot simple_background submissive submissive_male teeth white_eyes
1boy 1girls 2023 absurd_res ass big_butt bodily_fluids bondage bound cum demon dialogue digital_drawing_(artwork) digital_media_(artwork) dirty_talk duo empty_eyes female female_fizzarolli fembot femdom genderswap_(mtf) genital_fluids grey_background helluva_boss hi_res humanoid kirkland897 machine male mammon_(helluva_boss) mtf_crossgender robo_fizzarolli robot simple_background submissive submissive_male teeth white_eyes
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blitzo_(helluva_boss) cash_buckzo dick_chart fizzarolli_(helluva_boss) helluva_boss imp kkcq20yk0db5mak male_only penis_size_chart penis_size_comparison penis_size_comparison_meme penis_size_difference red_dick robo_fizzarolli size_comparison striker_(helluva_boss) stripes tagme
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2022 clothing demon digital_drawing_(artwork) digital_media_(artwork) duo empty_eyes grey_background hand_on_leg heart helluva_boss humanoid leash machine male male/male male_penetrated male_penetrating male_penetrating_male mammon_(helluva_boss) open_mouth penetration robo_fizz robo_fizzarolli robot saucymist sex simple_background teeth white_clothing white_eyes
2022 clothing demon digital_drawing_(artwork) digital_media_(artwork) duo empty_eyes grey_background hand_on_leg heart helluva_boss humanoid leash machine male male/male male_penetrated male_penetrating male_penetrating_male mammon_(helluva_boss) open_mouth penetration robo_fizz robo_fizzarolli robot saucymist sex simple_background teeth white_clothing white_eyes
3boys after_kiss arms_above_head ass balls blush clothed demon erect_penis erection hazbin_hotel helluva_boss holding_hands in_heat inviting looking_pleasured male male_only naked nude penis precum presenting robo_fizz robo_fizzarolli robot saliva saliva_string saliva_trail sitting sleazy_bear smile smiling smooth_skin sweat sweating text thighs thought_bubble tongue tongue_out tv valentino_(hazbin_hotel) visible_penis vivienne_medrano vox_(hazbin_hotel) yaoi
3boys after_kiss arms_above_head ass balls blush clothed demon erect_penis erection hazbin_hotel helluva_boss holding_hands in_heat inviting looking_pleasured male male_only naked nude penis precum presenting robo_fizz robo_fizzarolli robot saliva saliva_string saliva_trail sitting sleazy_bear smile smiling smooth_skin sweat sweating text thighs thought_bubble tongue tongue_out tv valentino_(hazbin_hotel) visible_penis vivienne_medrano vox_(hazbin_hotel) yaoi
anal ass blush bodily_fluids boots butt_tattoo clothing cum demon doggy_style drooling fizzarolli_(helluva_boss) fool's_hat footwear from_behind_position frottage genital_fluids glowing glowing_cum glowing_eyes grabbing_pillow group group_sex hat headgear headwear helluva_boss high_heeled_boots high_heels humanoid imp leaking_precum machine male male/male open_mouth overwhelmed precum prosthetic prosthetic_arm prosthetic_leg prosthetic_limb robo_fizzarolli robot robotic robotic_limbs saliva sex sharp_teeth spade_tail tail tail_pull tattoo teeth threesome thrusting trio tw1nkd3m0n unusual_bodily_fluids unusual_cum unusual_genital_fluids
anal ass blush bodily_fluids boots butt_tattoo clothing cum demon doggy_style drooling fizzarolli_(helluva_boss) fool's_hat footwear from_behind_position frottage genital_fluids glowing glowing_cum glowing_eyes grabbing_pillow group group_sex hat headgear headwear helluva_boss high_heeled_boots high_heels humanoid imp leaking_precum machine male male/male open_mouth overwhelmed precum prosthetic prosthetic_arm prosthetic_leg prosthetic_limb robo_fizzarolli robot robotic robotic_limbs saliva sex sharp_teeth spade_tail tail tail_pull tattoo teeth threesome thrusting trio tw1nkd3m0n unusual_bodily_fluids unusual_cum unusual_genital_fluids
2020s 2023 absurd_res anus ass balls biped clothing demon demon_humanoid digital_media_(artwork) duo erection fool's_hat genitals glans glowing glowing_body glowing_eyes green_eyes hair hat headgear headwear helluva_boss hi_res hooves humanoid humanoid_genitalia humanoid_on_humanoid humanoid_penis imminent_anal imp improvised_sex_toy jester legwear long_arms lube lying machine male male/male multicolored_body multicolored_penis multicolored_skin not_furry on_back pattern_clothing pattern_legwear pattern_stockings penis pink_glans pink_penis questionable_consent raptoral red_body red_eyes red_skin robo_fizzarolli robot robot_humanoid sharp_teeth smile spade_tail stockings striped_clothing striped_legwear striped_stockings stripes tail teeth two_tone_body two_tone_penis two_tone_skin white_armpit_hair white_balls white_body white_hair white_penis white_skin yellow_sclera
2020s 2023 absurd_res anus ass balls biped clothing demon demon_humanoid digital_media_(artwork) duo erection fool's_hat genitals glans glowing glowing_body glowing_eyes green_eyes hair hat headgear headwear helluva_boss hi_res hooves humanoid humanoid_genitalia humanoid_on_humanoid humanoid_penis imminent_anal imp improvised_sex_toy jester legwear long_arms lube lying machine male male/male multicolored_body multicolored_penis multicolored_skin not_furry on_back pattern_clothing pattern_legwear pattern_stockings penis pink_glans pink_penis questionable_consent raptoral red_body red_eyes red_skin robo_fizzarolli robot robot_humanoid sharp_teeth smile spade_tail stockings striped_clothing striped_legwear striped_stockings stripes tail teeth two_tone_body two_tone_penis two_tone_skin white_armpit_hair white_balls white_body white_hair white_penis white_skin yellow_sclera
2021 2boys animatronic anthro anthro_only anthrofied beetlejuice beetlejuice_(character) black_eyes black_hair black_tongue blush blushed blushing clothed clothing clown erect_penis erection fapping grabbing_from_behind grabbing_penis green_eyes green_hair green_tongue half-closed_eyes heart hearts helluva_boss holding_penis human humanoid jerking jerkingoff machine male male/male male_only mammal masturbating masturbation penile penile_masturbation penis penis_grab penis_out robo_fizz robo_fizzarolli robot sharp_teeth signature smile smiling smuttystarlight tongue tongue_out two_tone_hair two_tone_tongue vivienne_medrano watermark white_skin wide_hips
2021 2boys animatronic anthro anthro_only anthrofied beetlejuice beetlejuice_(character) black_eyes black_hair black_tongue blush blushed blushing clothed clothing clown erect_penis erection fapping grabbing_from_behind grabbing_penis green_eyes green_hair green_tongue half-closed_eyes heart hearts helluva_boss holding_penis human humanoid jerking jerkingoff machine male male/male male_only mammal masturbating masturbation penile penile_masturbation penis penis_grab penis_out robo_fizz robo_fizzarolli robot sharp_teeth signature smile smiling smuttystarlight tongue tongue_out two_tone_hair two_tone_tongue vivienne_medrano watermark white_skin wide_hips
1boy 2020 bodily_fluids bottomless clothed clothing clown_paint crotchless_clothing cum cumshot demon ejaculation fizzarolli_(helluva_boss) fool's_hat genital_fluids genitals hat headgear headwear heart helluva_boss humanoid jester machine male male_only open_mouth orias_art penis robo_fizz robo_fizzarolli robot sharp_teeth signature simple_background solo sparks spread_legs spreading teeth tongue vivienne_medrano
1boy 2020 bodily_fluids bottomless clothed clothing clown_paint crotchless_clothing cum cumshot demon ejaculation fizzarolli_(helluva_boss) fool's_hat genital_fluids genitals hat headgear headwear heart helluva_boss humanoid jester machine male male_only open_mouth orias_art penis robo_fizz robo_fizzarolli robot sharp_teeth signature simple_background solo sparks spread_legs spreading teeth tongue vivienne_medrano
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1boy circus demon fizzarolli_(helluva_boss) helluva_boss jester jester_hat robo_fizz robo_fizzarolli robot robot_penis tagme vivienne_medrano
2boys blitzo_(helluva_boss) blowjob clown fizzarolli_(helluva_boss) helluva_boss robo_fizz robo_fizzarolli tagme vivienne_medrano yaoi
2boys blitzo_(helluva_boss) blowjob clown fizzarolli_(helluva_boss) helluva_boss robo_fizz robo_fizzarolli tagme vivienne_medrano yaoi
1boy 3:2 balls big_penis big_tongue bodily_fluids clothed clothing clown_paint crotchless_clothing cunnilingus_gesture demon fizzarolli_(helluva_boss) fool's_hat genital_fluids genitals gesture gothstoat hat headgear headwear heart helluva_boss hi_res humanoid jester male male_only monochrome nipples pecs penis precum presenting presenting_penis pubic_tattoo robo_fizz robo_fizzarolli robot signature simple_background sketch solo spread_legs spreading suggestive suggestive_gesture tongue tongue_out topless vivienne_medrano
1boy 3:2 balls big_penis big_tongue bodily_fluids clothed clothing clown_paint crotchless_clothing cunnilingus_gesture demon fizzarolli_(helluva_boss) fool's_hat genital_fluids genitals gesture gothstoat hat headgear headwear heart helluva_boss hi_res humanoid jester male male_only monochrome nipples pecs penis precum presenting presenting_penis pubic_tattoo robo_fizz robo_fizzarolli robot signature simple_background sketch solo spread_legs spreading suggestive suggestive_gesture tongue tongue_out topless vivienne_medrano
1girls big_breasts cyborg female female_fizzarolli female_only fingers fizzarolli_(helluva_boss) genderbend genderswap gothstoat hat helluva_boss licking licking_fingers nipple_piercing nipples open_mouth robo_fizz robo_fizzarolli robot robot_girl rule_63 sharp_teeth sketch solo solo_female teeth tongue tongue_out vivienne_medrano voluptuous voluptuous_female
1girls big_breasts cyborg female female_fizzarolli female_only fingers fizzarolli_(helluva_boss) genderbend genderswap gothstoat hat helluva_boss licking licking_fingers nipple_piercing nipples open_mouth robo_fizz robo_fizzarolli robot robot_girl rule_63 sharp_teeth sketch solo solo_female teeth tongue tongue_out vivienne_medrano voluptuous voluptuous_female
2boys alukarein animatronic blitzo_(helluva_boss) bodily_fluids curved_horn demon duo fizzarolli_(helluva_boss) helluva_boss horn imp male male_only one_eye_closed penis red_body red_penis red_skin robo_fizz robo_fizzarolli robot saliva sammy_cypher tears teeth vivienne_medrano white_skin yaoi yellow_eyes yellow_sclera
2boys alukarein animatronic blitzo_(helluva_boss) bodily_fluids curved_horn demon duo fizzarolli_(helluva_boss) helluva_boss horn imp male male_only one_eye_closed penis red_body red_penis red_skin robo_fizz robo_fizzarolli robot saliva sammy_cypher tears teeth vivienne_medrano white_skin yaoi yellow_eyes yellow_sclera
2023 4_arms absurd_res bodily_fluids cum cunnilingus demon digital_drawing_(artwork) digital_media_(artwork) duo female genital_fluids genitals helluva_boss hi_res humanoid kirkland897 larger_male leg_grab long_tongue lying machine male male/female mammon_(helluva_boss) multi_arm multi_limb on_back on_side open_mouth oral penis robo_fizzarolli robot sex size_difference smaller_female teeth thigh_grab tongue vaginal_penetration
2023 4_arms absurd_res bodily_fluids cum cunnilingus demon digital_drawing_(artwork) digital_media_(artwork) duo female genital_fluids genitals helluva_boss hi_res humanoid kirkland897 larger_male leg_grab long_tongue lying machine male male/female mammon_(helluva_boss) multi_arm multi_limb on_back on_side open_mouth oral penis robo_fizzarolli robot sex size_difference smaller_female teeth thigh_grab tongue vaginal_penetration
after_sex bdsm bed clown cum ejaculation erection fizzarolli_(helluva_boss) helluva_boss machine robo_fizz robo_fizzarolli robot robot_boy tagme thin tied_arms vivienne_medrano
after_sex bdsm bed clown cum ejaculation erection fizzarolli_(helluva_boss) helluva_boss machine robo_fizz robo_fizzarolli robot robot_boy tagme thin tied_arms vivienne_medrano