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2024 absurd_res ass big_butt blush bodily_fluids body_blush bondage bound butt_blush clothing cum demon dialogue digital_drawing_(artwork) digital_media_(artwork) dominant dominant_female duo empty_eyes female fool's_hat genital_fluids grey_background hat headgear headwear helluva_boss hi_res humanoid kirkland897 machine male male/female mammon_(helluva_boss) moobs mostly_nude open_mouth overweight overweight_male restraints robo_fizzarolli robot rope rope_bondage simple_background spank_marks spanking submissive submissive_male teeth vaginal_fluids white_eyes
2024 absurd_res ass big_butt blush bodily_fluids body_blush bondage bound butt_blush clothing cum demon dialogue digital_drawing_(artwork) digital_media_(artwork) dominant dominant_female duo empty_eyes female fool's_hat genital_fluids grey_background hat headgear headwear helluva_boss hi_res humanoid kirkland897 machine male male/female mammon_(helluva_boss) moobs mostly_nude open_mouth overweight overweight_male restraints robo_fizzarolli robot rope rope_bondage simple_background spank_marks spanking submissive submissive_male teeth vaginal_fluids white_eyes
2024 4_arms absurd_res andromorph big_belly cuntboy demon digital_drawing_(artwork) digital_media_(artwork) egg egg_laying empty_eyes genitals green_eyes helluva_boss hi_res humanoid intersex kirkland897 mammon_(helluva_boss) multi_arm multi_limb nipples overweight overweight_andromorph overweight_intersex pussy solo spread_legs spreading teeth
2024 4_arms absurd_res andromorph big_belly cuntboy demon digital_drawing_(artwork) digital_media_(artwork) egg egg_laying empty_eyes genitals green_eyes helluva_boss hi_res humanoid intersex kirkland897 mammon_(helluva_boss) multi_arm multi_limb nipples overweight overweight_andromorph overweight_intersex pussy solo spread_legs spreading teeth
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1boy 1girls 2024 4_arms absurd_res anthro areola belly big_belly big_ears black_body black_fur blush breasts canid canid_demon canine christianity closed_eyes clothing demon demon_girl demon_humanoid digital_drawing_(artwork) digital_media_(artwork) digitigrade duo european_mythology female flowing_hair flowing_tail fool's_hat fox fur hair happy hat headgear headwear hellhound helluva_boss hi_res humanoid kirkland897 kiss_on_lips kissing larger_male male male/female mammal mammon_(helluva_boss) monster monster_girl multi_arm multi_limb multicolored_body multicolored_fur mythological_canine mythological_creature mythology nipples nude nude_anthro overweight overweight_male pink_background public_domain queen_bee-lzebub_(helluva_boss) religion simple_background size_difference smaller_female snout white_body white_fur white_skin wings yellow_body yellow_fur
2024 absurd_res andromorph andromorph/male andromorph_penetrated anthro anthro_on_taur anthro_penetrating anthro_penetrating_taur arachnid arachnid_taur arthropod arthropod_taur asmodeus_(helluva_boss) avian bird blush chicken cuntboy demon dialogue digital_drawing_(artwork) digital_media_(artwork) duo galliform gallus_(genus) gay helluva_boss hi_res intersex intersex/male intersex_penetrated kirkland897 male male_penetrating male_penetrating_andromorph male_penetrating_intersex mammon_(helluva_boss) multi_arm multi_limb penetration penile penile_penetration penis_in_pussy phasianid sex simple_background spider spider_taur taur taur_penetrated vaginal_penetration white_background
2024 absurd_res andromorph andromorph/male andromorph_penetrated anthro anthro_on_taur anthro_penetrating anthro_penetrating_taur arachnid arachnid_taur arthropod arthropod_taur asmodeus_(helluva_boss) avian bird blush chicken cuntboy demon dialogue digital_drawing_(artwork) digital_media_(artwork) duo galliform gallus_(genus) gay helluva_boss hi_res intersex intersex/male intersex_penetrated kirkland897 male male_penetrating male_penetrating_andromorph male_penetrating_intersex mammon_(helluva_boss) multi_arm multi_limb penetration penile penile_penetration penis_in_pussy phasianid sex simple_background spider spider_taur taur taur_penetrated vaginal_penetration white_background
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2024 4_arms absurd_res balls bodily_fluids clothing demon dialogue digital_drawing_(artwork) digital_media_(artwork) duo female finger_fuck fingering genital_fluids genitals gloves handwear helluva_boss hi_res humanoid kirkland897 leg_grab leg_humping machine male male/female mammon_(helluva_boss) masturbation multi_arm multi_limb penis precum robo_fizzarolli robot vaginal_fluids vaginal_penetration yellow_eyes
2024 absurd_res andromorph andromorph/male andromorph_penetrated balls belly bodily_fluids cum cum_in_pussy cum_inside cuntboy demon dialogue digital_drawing_(artwork) digital_media_(artwork) dominant dominant_male duo fallen_angel genital_fluids genitals grey_background hazbin_hotel helluva_boss hi_res humanoid impregnation_request intersex intersex/male intersex_penetrated kirkland897 larger_male leash lucifer_morningstar_(hazbin_hotel) male male_penetrating male_penetrating_andromorph male_penetrating_intersex mammon_(helluva_boss) multi_arm multi_limb overweight overweight_male penetration penile penile_penetration penis penis_in_pussy pussy sex simple_background size_difference smaller_andromorph smaller_intersex teeth tongue tongue_out vaginal_penetration white_eyes
2024 absurd_res andromorph andromorph/male andromorph_penetrated balls belly bodily_fluids cum cum_in_pussy cum_inside cuntboy demon dialogue digital_drawing_(artwork) digital_media_(artwork) dominant dominant_male duo fallen_angel genital_fluids genitals grey_background hazbin_hotel helluva_boss hi_res humanoid impregnation_request intersex intersex/male intersex_penetrated kirkland897 larger_male leash lucifer_morningstar_(hazbin_hotel) male male_penetrating male_penetrating_andromorph male_penetrating_intersex mammon_(helluva_boss) multi_arm multi_limb overweight overweight_male penetration penile penile_penetration penis penis_in_pussy pussy sex simple_background size_difference smaller_andromorph smaller_intersex teeth tongue tongue_out vaginal_penetration white_eyes
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2024 4_arms absurd_res ball_lick balls belly breasts demon digital_drawing_(artwork) digital_media_(artwork) empty_eyes female genitals group helluva_boss hi_res humanoid kirkland897 larger_male licking machine male male/female male/male mammon_(helluva_boss) money money_bag multi_arm multi_limb oral overweight overweight_male penile penis penis_lick robo_fizzarolli robot sex simple_background size_difference smaller_female smaller_male teeth tongue white_background
2024 4_arms adam_(hazbin_hotel) angel balls belly boner clothed clothing demon demon_on_angel digital_drawing_(artwork) digital_media_(artwork) duo erection genitals green_clothing hazbin_hotel helluva_boss hi_res humanoid kirkland897 larger_male licking long_tongue male male/male male_only mammon_(helluva_boss) multi_arm multi_limb open_mouth oral overweight overweight_male penile penis penis_lick sex simple_background size_difference smaller_male spread_wings striped_tongue teeth tongue white_background wings yellow_wings
2024 4_arms adam_(hazbin_hotel) angel balls belly boner clothed clothing demon demon_on_angel digital_drawing_(artwork) digital_media_(artwork) duo erection genitals green_clothing hazbin_hotel helluva_boss hi_res humanoid kirkland897 larger_male licking long_tongue male male/male male_only mammon_(helluva_boss) multi_arm multi_limb open_mouth oral overweight overweight_male penile penis penis_lick sex simple_background size_difference smaller_male spread_wings striped_tongue teeth tongue white_background wings yellow_wings
absurd_res adam_(hazbin_hotel) angel angel_humanoid ass big_penis black_body blush bodily_fluids body_hair breasts colored cum cum_in_pussy cum_inside duo exorcist_(hazbin_hotel) fangs feathers female female_penetrated from_front_position genital_fluids genitals grey_body grey_feathers hairy_belly halo hazbin_hotel hi_res horn humanoid kirkland897 looking_pleasured lute_(hazbin_hotel) lying male male/female male_penetrating male_penetrating_female mature_male missionary_position musclegut muscular muscular_humanoid muscular_male nipples nude on_back open_mouth open_smile orgasm orgasm_face penetration penile penile_penetration penis penis_in_pussy pubes sex simple_background slightly_chubby slightly_chubby_male smile sweat teeth thick_thighs third-party_edit vaginal_penetration vein veiny_penis white_eyes wings
absurd_res adam_(hazbin_hotel) angel angel_humanoid ass big_penis black_body blush bodily_fluids body_hair breasts colored cum cum_in_pussy cum_inside duo exorcist_(hazbin_hotel) fangs feathers female female_penetrated from_front_position genital_fluids genitals grey_body grey_feathers hairy_belly halo hazbin_hotel hi_res horn humanoid kirkland897 looking_pleasured lute_(hazbin_hotel) lying male male/female male_penetrating male_penetrating_female mature_male missionary_position musclegut muscular muscular_humanoid muscular_male nipples nude on_back open_mouth open_smile orgasm orgasm_face penetration penile penile_penetration penis penis_in_pussy pubes sex simple_background slightly_chubby slightly_chubby_male smile sweat teeth thick_thighs third-party_edit vaginal_penetration vein veiny_penis white_eyes wings
2023 absurd_res andromorph andromorph/male andromorph_penetrated animal_genitalia arachnid arachnid_taur arthropod arthropod_taur asmodeus_(helluva_boss) clothed clothed/nude clothed_male_nude_andromorph clothed_male_nude_intersex clothing cuntboy demon digital_drawing_(artwork) digital_media_(artwork) duo empty_eyes genital_slit genitals gloves green_eyes handwear heart_nipples helluva_boss hi_res intersex intersex/male intersex_penetrated kirkland897 long_tongue male male_penetrating male_penetrating_andromorph male_penetrating_intersex mammon_(helluva_boss) nipples nude penetration penile penile_penetration penis_in_pussy sex simple_background slit spider spider_taur taur taur_penetrating teeth tongue vaginal_penetration
2023 absurd_res andromorph andromorph/male andromorph_penetrated animal_genitalia arachnid arachnid_taur arthropod arthropod_taur asmodeus_(helluva_boss) clothed clothed/nude clothed_male_nude_andromorph clothed_male_nude_intersex clothing cuntboy demon digital_drawing_(artwork) digital_media_(artwork) duo empty_eyes genital_slit genitals gloves green_eyes handwear heart_nipples helluva_boss hi_res intersex intersex/male intersex_penetrated kirkland897 long_tongue male male_penetrating male_penetrating_andromorph male_penetrating_intersex mammon_(helluva_boss) nipples nude penetration penile penile_penetration penis_in_pussy sex simple_background slit spider spider_taur taur taur_penetrating teeth tongue vaginal_penetration
2023 4_arms absurd_res beckoning belly demon dialogue digital_drawing_(artwork) digital_media_(artwork) empty_eyes genitals gesture helluva_boss hi_res holding_penis humanoid kirkland897 long_tongue male mammon_(helluva_boss) mostly_nude multi_arm multi_limb open_mouth overweight overweight_male penis simple_background sitting solo teeth tongue tongue_out white_background
2023 4_arms absurd_res beckoning belly demon dialogue digital_drawing_(artwork) digital_media_(artwork) empty_eyes genitals gesture helluva_boss hi_res holding_penis humanoid kirkland897 long_tongue male mammon_(helluva_boss) mostly_nude multi_arm multi_limb open_mouth overweight overweight_male penis simple_background sitting solo teeth tongue tongue_out white_background
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
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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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2023 absurd_res anal anal_sex asmodeus_(helluva_boss) ass big_penis black_and_white blush bodily_fluids bubble_butt cum cumshot demon demon_humanoid doggy_style drooling duo ejaculation erection fingers fizzarolli_(helluva_boss) from_behind_position gay genital_fluids genitals helluva_boss hi_res humanoid imp jester kirkland897 larger_male long_tail male male/male monochrome muscular muscular_humanoid muscular_male penetration penis prosthetic prosthetic_arm prosthetic_leg prosthetic_limb saliva sex sharp_teeth size_difference smaller_male spade_tail tail teeth thick_thighs tongue tongue_out vein
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2023 4_fingers absurd_res anal anal_sex areola armpit_hair asmodeus_(helluva_boss) ass balls big_penis black_and_white blush bodily_fluids body_hair canon_couple chest_tuft demon demon_humanoid drooling duo english_text erection fingers fizzarolli_(helluva_boss) gay genitals heart_areola heart_nipples helluva_boss hi_res humanoid imp jester kirkland897 larger_male long_tail male male/male monochrome muscular muscular_humanoid muscular_male nipples nude pecs penetration penis prosthetic prosthetic_arm prosthetic_leg prosthetic_limb saliva sex sharp_teeth size_difference small_waist smaller_male smile spade_tail sweat tail teeth tuft vein veiny_penis
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2023 4_fingers absurd_res areola asmodeus_(helluva_boss) ball_gag balls bed big_penis black_and_white chest_tuft demon demon_humanoid dialogue dildo duo english_text fingers fizzarolli_(helluva_boss) furniture gag genitals hand_on_leg hand_on_own_leg hand_on_own_thigh hand_on_thigh heart_areola heart_nipples helluva_boss hi_res humanoid imp jester kirkland897 long_tail lube lube_bottle lying male monochrome nipples nude on_back on_bed on_side open_mouth pecs penis prosthetic prosthetic_arm prosthetic_leg prosthetic_limb rope sex_toy sharp_teeth small_waist smile spade_tail tail teeth text thick_thighs tuft wide_hips
2023 4_fingers absurd_res areola asmodeus_(helluva_boss) ball_gag bed black_and_white canon_couple chest_tuft demon demon_humanoid dialogue dildo duo english_text featureless_crotch fingers fizzarolli_(helluva_boss) furniture gag genitals hand_on_leg hand_on_own_leg hand_on_own_thigh hand_on_thigh heart_areola heart_nipples helluva_boss hi_res humanoid imp jester kirkland897 long_tail lube lube_bottle lying male monochrome nipples nude on_back on_bed on_side open_mouth pecs penis prosthetic prosthetic_arm prosthetic_leg prosthetic_limb rope sex_toy sharp_teeth small_waist smile spade_tail tail teeth text thick_thighs tuft wide_hips
2023 4_fingers absurd_res areola asmodeus_(helluva_boss) ball_gag bed black_and_white canon_couple chest_tuft demon demon_humanoid dialogue dildo duo english_text featureless_crotch fingers fizzarolli_(helluva_boss) furniture gag genitals hand_on_leg hand_on_own_leg hand_on_own_thigh hand_on_thigh heart_areola heart_nipples helluva_boss hi_res humanoid imp jester kirkland897 long_tail lube lube_bottle lying male monochrome nipples nude on_back on_bed on_side open_mouth pecs penis prosthetic prosthetic_arm prosthetic_leg prosthetic_limb rope sex_toy sharp_teeth small_waist smile spade_tail tail teeth text thick_thighs tuft wide_hips
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2023 absurd_res asmodeus_(helluva_boss) bed blue_body blue_penis bodily_fluids cum demon detailed_background dialogue digital_drawing_(artwork) digital_media_(artwork) duo fizzarolli_(helluva_boss) furniture gay genital_fluids genitals glans hand_on_head helluva_boss hi_res humanoid imp kirkland897 larger_male male male/male open_mouth oral penis pillow red_body red_penis red_skin size_difference smaller_male standing tail tongue yellow_eyes yellow_glans yellow_tongue
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2023 4_arms black_horn cigar clothed clothing demon detailed_background dialogue digital_drawing_(artwork) digital_media_(artwork) duo erection erection_under_clothing green_clothing green_eyes green_swimming_trunks green_swimwear helluva_boss holding_cigar holding_object holding_phone horn humanoid imp kirkland897 male male_only mammon_(helluva_boss) multi_arm multi_limb multicolored_horn oc original_character phone phone_call red_body red_skin swimming_pool swimming_trunks swimwear water white_horn yellow_sclera
2023 4_arms absurd_res asmodeus_(helluva_boss) clothing demon dialogue digital_media_(artwork) digital_painting_(artwork) dirty_talk dominant dominant_male duo fellatio footwear genitals grey_background hair helluva_boss hi_res humanoid kirkland897 male male/male mammon_(helluva_boss) masturbation multi_arm multi_limb oral penile penis pulling_hair sex simple_background socks submissive submissive_male touching_hair
2023 4_arms absurd_res asmodeus_(helluva_boss) clothing demon dialogue digital_media_(artwork) digital_painting_(artwork) dirty_talk dominant dominant_male duo fellatio footwear genitals grey_background hair helluva_boss hi_res humanoid kirkland897 male male/male mammon_(helluva_boss) masturbation multi_arm multi_limb oral penile penis pulling_hair sex simple_background socks submissive submissive_male touching_hair
2023 absurd_res asmodeus_(helluva_boss) blush clothing demon dialogue digital_drawing_(artwork) digital_media_(artwork) fizzarolli_(helluva_boss) genitals group hand_on_chest handjob headgear headwear helluva_boss hi_res humanoid imp kirkland897 male male/male mammon_(helluva_boss) multi_arm multi_limb penile penis sex simple_background teeth trio white_background white_eyes
2023 absurd_res asmodeus_(helluva_boss) blush clothing demon dialogue digital_drawing_(artwork) digital_media_(artwork) fizzarolli_(helluva_boss) genitals group hand_on_chest handjob headgear headwear helluva_boss hi_res humanoid imp kirkland897 male male/male mammon_(helluva_boss) multi_arm multi_limb penile penis sex simple_background teeth trio white_background white_eyes
absurd_res adam_(hazbin_hotel) angel angel_humanoid blush bodily_fluids breasts chubby_male cum cum_in_pussy cum_inside dialogue duo exorcist_(hazbin_hotel) female female_penetrated from_front_position genital_fluids genitals grey_body halo hazbin_hotel helmet hi_res horn humanoid kirkland897 looking_pleasured lute_(hazbin_hotel) lying male male/female male_penetrating male_penetrating_female missionary_position nipples nude on_back open_mouth orgasm orgasm_face penetration penile penile_penetration penis penis_in_pussy sex simple_background speech_bubble sweat thick_thighs vaginal_penetration wings
absurd_res adam_(hazbin_hotel) angel angel_humanoid blush bodily_fluids breasts chubby_male cum cum_in_pussy cum_inside dialogue duo exorcist_(hazbin_hotel) female female_penetrated from_front_position genital_fluids genitals grey_body halo hazbin_hotel helmet hi_res horn humanoid kirkland897 looking_pleasured lute_(hazbin_hotel) lying male male/female male_penetrating male_penetrating_female missionary_position nipples nude on_back open_mouth orgasm orgasm_face penetration penile penile_penetration penis penis_in_pussy sex simple_background speech_bubble sweat thick_thighs vaginal_penetration wings
adam_(hazbin_hotel) angel angel_humanoid blush breasts chubby_male dialogue duo exorcist_(hazbin_hotel) female female_penetrated from_front_position grey_body halo hazbin_hotel helmet hi_res horn humanoid kirkland897 looking_pleasured lute_(hazbin_hotel) lying male male/female male_penetrating male_penetrating_female missionary_position nipples nude on_back open_mouth penetration sex simple_background smile speech_bubble teeth thick_thighs wings
adam_(hazbin_hotel) angel angel_humanoid blush breasts chubby_male dialogue duo exorcist_(hazbin_hotel) female female_penetrated from_front_position grey_body halo hazbin_hotel helmet hi_res horn humanoid kirkland897 looking_pleasured lute_(hazbin_hotel) lying male male/female male_penetrating male_penetrating_female missionary_position nipples nude on_back open_mouth penetration sex simple_background smile speech_bubble teeth thick_thighs wings
adam_(hazbin_hotel) angel angel_humanoid blush breasts chubby_male dialogue duo exorcist_(hazbin_hotel) female female_penetrated from_front_position grey_body halo hazbin_hotel helmet hi_res horn humanoid kirkland897 looking_pleasured lute_(hazbin_hotel) lying male male/female male_penetrating male_penetrating_female missionary_position nipples nude on_back open_mouth penetration sex simple_background smile speech_bubble teeth thick_thighs wings
adam_(hazbin_hotel) angel angel_humanoid blush breasts chubby_male dialogue duo exorcist_(hazbin_hotel) female female_penetrated from_front_position grey_body halo hazbin_hotel helmet hi_res horn humanoid kirkland897 looking_pleasured lute_(hazbin_hotel) lying male male/female male_penetrating male_penetrating_female missionary_position nipples nude on_back open_mouth penetration sex simple_background smile speech_bubble teeth thick_thighs wings
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