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2023 5_fingers anthro barefoot black_bra black_clothing black_nails black_panties black_underwear bra breasts canid canid_demon canine claws clothed clothing clothing_aside collar colored_nails deadkinn demon digital_media_(artwork) duo ear_piercing ear_ring eyebrows eyelashes feet female finger_claws fingers genitals hair heart_symbol hellhound helluva_boss hi_res innie_pussy long_hair looking_at_viewer loona_(helluva_boss) mammal multiple_images mythological_canine mythological_creature mythology nails narrowed_eyes navel notched_ear panties panties_aside partially_clothed piercing presenting presenting_pussy pussy red_sclera ring_piercing spiked_collar spikes spot_color spread_legs spreading string_panties underwear underwear_aside white_eyes absurd_res alpha_channel cephalopod clothing cute_expression demon fanfiction girly hazbin_hotel helluva_boss hi_res jojo's_bizarre_adventure male marine mollusk shirt smile solo submissive sweater tank_top thelastunicorninoz topwear vinegar_doppio 2024 4_eyes anthro avian beak big_penis bird bodily_fluids clothing curvy_figure demon dialogue english_text feathers flaccid genitals helluva_boss hi_res holding_clothing holding_object holding_underwear humanoid_genitalia humanoid_penis looking_at_viewer male multi_eye narrowed_eyes navel nude open_mouth open_smile owl owl_demon penis simple_background smile solo sparkles standing stolas_(helluva_boss) submarine_screw sweat talking_to_viewer text thick_thighs tuft underwear window anthro bdsm blush body_harness breasts canid canid_demon canine canis choker clothing collar curvy_figure demon digital_media_(artwork) dominant dominant_female dominatrix ear_piercing ear_ring female fur gloves handwear harness hellhound helluva_boss jewelry latex latex_clothing latex_gloves latex_handware latex_handwear latex_legwear leash leashed_collar legwear lipstick loona_(helluva_boss) makeup mammal multicolored_body multicolored_fur mythological_canine mythological_creature mythology necklace nipple_piercing nipples petroverr piercing red_sclera ring_piercing shy spiked_collar spikes stockings white_body white_fur wide_hips wolf anthro asmodeus_(helluva_boss) cheeky cuddling demon duo fizzarolli_(helluva_boss) helluva_boss hi_res imp male male/male marvelous_managerie romantic romantic_couple tongue tongue_out touching_face 1:1 2024 3d_(artwork) 5_toes absurd_res anthro between_toes biped black_clothing black_fingerless_gloves black_gloves black_handwear canid canid_demon canine cellphone clothed clothing collar demon digital_media_(artwork) duo ear_piercing ear_ring electronics feet female fingerless_gloves foot_fetish foot_focus fur gloves grey_body grey_fur grey_hair hair handwear hellhound helluva_boss hi_res humanoid humanoid_feet imp kenaga larger_anthro larger_female looking_at_object looking_at_phone loona_(helluva_boss) mammal micro millie_(helluva_boss) mythological_canine mythological_creature mythology notched_ear phone piercing plantigrade red_phone red_sclera ring_piercing signature size_difference smartphone soles spiked_collar spikes toes white_body white_eyes white_fur absurd_res anthro avian beak big_breasts big_butt bikini bird black_hair blush breasts butt camel_toe claws cleavage clothed clothing crouching crown demon erect_nipples feathers genitals goth gun hair hair_over_eye headgear helluva_boss hi_res huge_breasts long_hair looking_at_viewer nipple_piercing nipples octavia_(helluva_boss) one_eye_obstructed piercing pussy ranged_weapon rifle spread_legs spreading swimwear theloanwanderer216 thick_thighs toe_claws traditional_media_(artwork) weapon 2023 5_fingers anthro barefoot black_bra black_clothing black_nails black_panties black_underwear bra breasts canid canid_demon canine claws clothed clothing clothing_aside collar colored_nails deadkinn demon digital_media_(artwork) duo ear_piercing ear_ring eyebrows eyelashes feet female finger_claws fingers genitals hair heart_symbol hellhound helluva_boss hi_res innie_pussy long_hair looking_at_viewer loona_(helluva_boss) mammal multiple_images mythological_canine mythological_creature mythology nails narrowed_eyes navel notched_ear panties panties_aside partially_clothed piercing presenting presenting_pussy pussy red_sclera ring_piercing spiked_collar spikes spot_color spread_legs spreading string_panties underwear underwear_aside white_eyes absurd_res alpha_channel cephalopod clothing cute_expression demon fanfiction girly hazbin_hotel helluva_boss hi_res jojo's_bizarre_adventure male marine mollusk shirt smile solo submissive sweater tank_top thelastunicorninoz topwear vinegar_doppio 2024 4_eyes anthro avian beak big_penis bird bodily_fluids clothing curvy_figure demon dialogue english_text feathers flaccid genitals helluva_boss hi_res holding_clothing holding_object holding_underwear humanoid_genitalia humanoid_penis looking_at_viewer male multi_eye narrowed_eyes navel nude open_mouth open_smile owl owl_demon penis simple_background smile solo sparkles standing stolas_(helluva_boss) submarine_screw sweat talking_to_viewer text thick_thighs tuft underwear window absurd_res anthro avian beak big_breasts big_butt bikini bird black_hair blush breasts butt camel_toe claws cleavage clothed clothing crouching crown demon erect_nipples feathers genitals goth gun hair hair_over_eye headgear helluva_boss hi_res huge_breasts long_hair looking_at_viewer nipple_piercing nipples octavia_(helluva_boss) one_eye_obstructed piercing pussy ranged_weapon rifle spread_legs spreading swimwear theloanwanderer216 thick_thighs toe_claws traditional_media_(artwork) weapon 2023 5_fingers anthro barefoot black_bra black_clothing black_nails black_panties black_underwear bra breasts canid canid_demon canine claws clothed clothing clothing_aside collar colored_nails deadkinn demon digital_media_(artwork) duo ear_piercing ear_ring eyebrows eyelashes feet female finger_claws fingers genitals hair heart_symbol hellhound helluva_boss hi_res innie_pussy long_hair looking_at_viewer loona_(helluva_boss) mammal multiple_images mythological_canine mythological_creature mythology nails narrowed_eyes navel notched_ear panties panties_aside partially_clothed piercing presenting presenting_pussy pussy red_sclera ring_piercing spiked_collar spikes spot_color spread_legs spreading string_panties underwear underwear_aside white_eyes absurd_res alpha_channel cephalopod clothing cute_expression demon fanfiction girly hazbin_hotel helluva_boss hi_res jojo's_bizarre_adventure male marine mollusk shirt smile solo submissive sweater tank_top thelastunicorninoz topwear vinegar_doppio 2024 4_eyes anthro avian beak big_penis bird bodily_fluids clothing curvy_figure demon dialogue english_text feathers flaccid genitals helluva_boss hi_res holding_clothing holding_object holding_underwear humanoid_genitalia humanoid_penis looking_at_viewer male multi_eye narrowed_eyes navel nude open_mouth open_smile owl owl_demon penis simple_background smile solo sparkles standing stolas_(helluva_boss) submarine_screw sweat talking_to_viewer text thick_thighs tuft underwear window absurd_res anthro avian beak big_breasts big_butt bikini bird black_hair blush breasts butt camel_toe claws cleavage clothed clothing crouching crown demon erect_nipples feathers genitals goth gun hair hair_over_eye headgear helluva_boss hi_res huge_breasts long_hair looking_at_viewer nipple_piercing nipples octavia_(helluva_boss) one_eye_obstructed piercing pussy ranged_weapon rifle spread_legs spreading swimwear theloanwanderer216 thick_thighs toe_claws traditional_media_(artwork) weapon 2023 5_fingers anthro barefoot black_bra black_clothing black_nails black_panties black_underwear bra breasts canid canid_demon canine claws clothed clothing clothing_aside collar colored_nails deadkinn demon digital_media_(artwork) duo ear_piercing ear_ring eyebrows eyelashes feet female finger_claws fingers genitals hair heart_symbol hellhound helluva_boss hi_res innie_pussy long_hair looking_at_viewer loona_(helluva_boss) mammal multiple_images mythological_canine mythological_creature mythology nails narrowed_eyes navel notched_ear panties panties_aside partially_clothed piercing presenting presenting_pussy pussy red_sclera ring_piercing spiked_collar spikes spot_color spread_legs spreading string_panties underwear underwear_aside white_eyes absurd_res alpha_channel cephalopod clothing cute_expression demon fanfiction girly hazbin_hotel helluva_boss hi_res jojo's_bizarre_adventure male marine mollusk shirt smile solo submissive sweater tank_top thelastunicorninoz topwear vinegar_doppio 2024 4_eyes anthro avian beak big_penis bird bodily_fluids clothing curvy_figure demon dialogue english_text feathers flaccid genitals helluva_boss hi_res holding_clothing holding_object holding_underwear humanoid_genitalia humanoid_penis looking_at_viewer male multi_eye narrowed_eyes navel nude open_mouth open_smile owl owl_demon penis simple_background smile solo sparkles standing stolas_(helluva_boss) submarine_screw sweat talking_to_viewer text thick_thighs tuft underwear window absurd_res anthro avian beak big_breasts big_butt bikini bird black_hair blush breasts butt camel_toe claws cleavage clothed clothing crouching crown demon erect_nipples feathers genitals goth gun hair hair_over_eye headgear helluva_boss hi_res huge_breasts long_hair looking_at_viewer nipple_piercing nipples octavia_(helluva_boss) one_eye_obstructed piercing pussy ranged_weapon rifle spread_legs spreading swimwear theloanwanderer216 thick_thighs toe_claws traditional_media_(artwork) weapon 2023 5_fingers anthro barefoot black_bra black_clothing black_nails black_panties black_underwear bra breasts canid canid_demon canine claws clothed clothing clothing_aside collar colored_nails deadkinn demon digital_media_(artwork) duo ear_piercing ear_ring eyebrows eyelashes feet female finger_claws fingers genitals hair heart_symbol hellhound helluva_boss hi_res innie_pussy long_hair looking_at_viewer loona_(helluva_boss) mammal multiple_images mythological_canine mythological_creature mythology nails narrowed_eyes navel notched_ear panties panties_aside partially_clothed piercing presenting presenting_pussy pussy red_sclera ring_piercing spiked_collar spikes spot_color spread_legs spreading string_panties underwear underwear_aside white_eyes absurd_res alpha_channel cephalopod clothing cute_expression demon fanfiction girly hazbin_hotel helluva_boss hi_res jojo's_bizarre_adventure male marine mollusk shirt smile solo submissive sweater tank_top thelastunicorninoz topwear vinegar_doppio 2024 4_eyes anthro avian beak big_penis bird bodily_fluids clothing curvy_figure demon dialogue english_text feathers flaccid genitals helluva_boss hi_res holding_clothing holding_object holding_underwear humanoid_genitalia humanoid_penis looking_at_viewer male multi_eye narrowed_eyes navel nude open_mouth open_smile owl owl_demon penis simple_background smile solo sparkles standing stolas_(helluva_boss) submarine_screw sweat talking_to_viewer text thick_thighs tuft underwear window absurd_res anthro avian beak big_breasts big_butt bikini bird black_hair blush breasts butt camel_toe claws cleavage clothed clothing crouching crown demon erect_nipples feathers genitals goth gun hair hair_over_eye headgear helluva_boss hi_res huge_breasts long_hair looking_at_viewer nipple_piercing nipples octavia_(helluva_boss) one_eye_obstructed piercing pussy ranged_weapon rifle spread_legs spreading swimwear theloanwanderer216 thick_thighs toe_claws traditional_media_(artwork) weapon 2023 5_fingers anthro barefoot black_bra black_clothing black_nails black_panties black_underwear bra breasts canid canid_demon canine claws clothed clothing clothing_aside collar colored_nails deadkinn demon digital_media_(artwork) duo ear_piercing ear_ring eyebrows eyelashes feet female finger_claws fingers genitals hair heart_symbol hellhound helluva_boss hi_res innie_pussy long_hair looking_at_viewer loona_(helluva_boss) mammal multiple_images mythological_canine mythological_creature mythology nails narrowed_eyes navel notched_ear panties panties_aside partially_clothed piercing presenting presenting_pussy pussy red_sclera ring_piercing spiked_collar spikes spot_color spread_legs spreading string_panties underwear underwear_aside white_eyes absurd_res alpha_channel cephalopod clothing cute_expression demon fanfiction girly hazbin_hotel helluva_boss hi_res jojo's_bizarre_adventure male marine mollusk shirt smile solo submissive sweater tank_top thelastunicorninoz topwear vinegar_doppio 2024 4_eyes anthro avian beak big_penis bird bodily_fluids clothing curvy_figure demon dialogue english_text feathers flaccid genitals helluva_boss hi_res holding_clothing holding_object holding_underwear humanoid_genitalia humanoid_penis looking_at_viewer male multi_eye narrowed_eyes navel nude open_mouth open_smile owl owl_demon penis simple_background smile solo sparkles standing stolas_(helluva_boss) submarine_screw sweat talking_to_viewer text thick_thighs tuft underwear window 2024 anthro blitzo_(helluva_boss) blush blush_lines chalkboard classroom clothing dialogue digital_drawing_(artwork) digital_media_(artwork) duo english_text eye_contact gesture hand_gesture heart_symbol helluva_boss hi_res holding_object holding_paper horn humanoid imp inside looking_at_another male male/male narrowed_eyes open_mouth owl_demon paper pointing pointing_at_another red_body red_eyes rosy_fun school school_uniform sitting speech_bubble spots stolas_(helluva_boss) striped_horn stripes text uniform white_spots 2024 anthro avian bird bottomwear butt chalkboard clothed clothing digital_drawing_(artwork) digital_media_(artwork) eraser helluva_boss hi_res legwear male owl owl_demon panties pattern_bottomwear pattern_clothing pattern_panties pattern_underwear raised_bottomwear raised_clothing raised_skirt raised_tail rear_view rosy_fun school_uniform skirt solo standing stockings stolas_(helluva_boss) striped_bottomwear striped_clothing striped_panties striped_underwear stripes tail underwear uniform 1:1 abs absurd_res anthro black_nails breasts camera caught_in_4k caught_on_camera caught_staring colored_nails disappointed ear_piercing emoji exposed_breasts featureless_breasts featureless_crotch female fluffy fluffy_tail fur goth hair harpseal helluva_boss hi_res lanyard long_hair looking_at_viewer loona_(helluva_boss) meme meme_pose muscular nails navel nude piercing red_sclera solo standing stare tail thick_tail thick_thighs white_body white_eyes white_fur wide_hips 2023 absurd_res asmodeus_(helluva_boss) balls blush blush_lines demon dialogue digital_drawing_(artwork) digital_media_(artwork) duo erection eyes_closed fizzarolli_(helluva_boss) genitals hand_on_penis heart_symbol helluva_boss hi_res humanoid liquid male open_mouth penis purple_body rosy_fun signature sitting_on_penis size_difference speech_bubble absurd_res anthro avian beak big_breasts big_butt bikini bird black_hair blush breasts butt camel_toe claws cleavage clothed clothing crouching crown demon erect_nipples feathers genitals goth gun hair hair_over_eye headgear helluva_boss hi_res huge_breasts long_hair looking_at_viewer nipple_piercing nipples octavia_(helluva_boss) one_eye_obstructed piercing pussy ranged_weapon rifle spread_legs spreading swimwear theloanwanderer216 thick_thighs toe_claws traditional_media_(artwork) weapon 2023 5_fingers anthro barefoot black_bra black_clothing black_nails black_panties black_underwear bra breasts canid canid_demon canine claws clothed clothing clothing_aside collar colored_nails deadkinn demon digital_media_(artwork) duo ear_piercing ear_ring eyebrows eyelashes feet female finger_claws fingers genitals hair heart_symbol hellhound helluva_boss hi_res innie_pussy long_hair looking_at_viewer loona_(helluva_boss) mammal multiple_images mythological_canine mythological_creature mythology nails narrowed_eyes navel notched_ear panties panties_aside partially_clothed piercing presenting presenting_pussy pussy red_sclera ring_piercing spiked_collar spikes spot_color spread_legs spreading string_panties underwear underwear_aside white_eyes absurd_res alpha_channel cephalopod clothing cute_expression demon fanfiction girly hazbin_hotel helluva_boss hi_res jojo's_bizarre_adventure male marine mollusk shirt smile solo submissive sweater tank_top thelastunicorninoz topwear vinegar_doppio 2024 4_eyes anthro avian beak big_penis bird bodily_fluids clothing curvy_figure demon dialogue english_text feathers flaccid genitals helluva_boss hi_res holding_clothing holding_object holding_underwear humanoid_genitalia humanoid_penis looking_at_viewer male multi_eye narrowed_eyes navel nude open_mouth open_smile owl owl_demon penis simple_background smile solo sparkles standing stolas_(helluva_boss) submarine_screw sweat talking_to_viewer text thick_thighs tuft underwear window absurd_res anthro avian beak big_breasts big_butt bikini bird black_hair blush breasts butt camel_toe claws cleavage clothed clothing crouching crown demon erect_nipples feathers genitals goth gun hair hair_over_eye headgear helluva_boss hi_res huge_breasts long_hair looking_at_viewer nipple_piercing nipples octavia_(helluva_boss) one_eye_obstructed piercing pussy ranged_weapon rifle spread_legs spreading swimwear theloanwanderer216 thick_thighs toe_claws traditional_media_(artwork) weapon 2023 5_fingers anthro barefoot black_bra black_clothing black_nails black_panties black_underwear bra breasts canid canid_demon canine claws clothed clothing clothing_aside collar colored_nails deadkinn demon digital_media_(artwork) duo ear_piercing ear_ring eyebrows eyelashes feet female finger_claws fingers genitals hair heart_symbol hellhound helluva_boss hi_res innie_pussy long_hair looking_at_viewer loona_(helluva_boss) mammal multiple_images mythological_canine mythological_creature mythology nails narrowed_eyes navel notched_ear panties panties_aside partially_clothed piercing presenting presenting_pussy pussy red_sclera ring_piercing spiked_collar spikes spot_color spread_legs spreading string_panties underwear underwear_aside white_eyes absurd_res alpha_channel cephalopod clothing cute_expression demon fanfiction girly hazbin_hotel helluva_boss hi_res jojo's_bizarre_adventure male marine mollusk shirt smile solo submissive sweater tank_top thelastunicorninoz topwear vinegar_doppio 2024 4_eyes anthro avian beak big_penis bird bodily_fluids clothing curvy_figure demon dialogue english_text feathers flaccid genitals helluva_boss hi_res holding_clothing holding_object holding_underwear humanoid_genitalia humanoid_penis looking_at_viewer male multi_eye narrowed_eyes navel nude open_mouth open_smile owl owl_demon penis simple_background smile solo sparkles standing stolas_(helluva_boss) submarine_screw sweat talking_to_viewer text thick_thighs tuft underwear window 2024 2_horns 5_fingers 5_toes alternate_species anus areola artist_name bedroom_eyes big_breasts black_eyes black_hair blush bodily_fluids bottomwear breasts butt clothing colored_nails demon dialogue drooling duo english_text eyebrow_piercing eyebrows eyelashes facial_piercing feet female fingers genital_fluids genitals grey_hair hair heart_symbol helluva_boss hi_res horn hotpants huge_breasts human humanized humanoid imp inviting inviting_to_sex legwear lipstick long_hair looking_at_viewer loona_(helluva_boss) makeup mammal millie_(helluva_boss) nails narrowed_eyes nipples not_furry pants patreon piercing pussy red_body red_eyes red_skin saliva seductive shirt short_hair shorts smile soles spageta spread_pussy spreading sweat sweaty_breasts sweaty_butt tank_top text thigh_highs toes tongue tongue_out tooth_gap topwear torn_clothing url vaginal_fluids yellow_sclera absurd_res anthro blush bodily_fluids body_hair canid canid_demon canine canis chest_hair clothing demon dripping erection flexing genital_fluids genitals hands_behind_head hellhound helluva_boss hi_res jockstrap male mammal mostly_nude mostly_nude_male muscular muscular_male musk musk_clouds mythological_canine mythological_creature mythology penis precum precum_drip pubes raised_arms solo tenting underwear vein veiny_penis vier_punksterne vortex_(helluva_boss) wolf absurd_res anthro avian beak big_breasts big_butt bikini bird black_hair blush breasts butt camel_toe claws cleavage clothed clothing crouching crown demon erect_nipples feathers genitals goth gun hair hair_over_eye headgear helluva_boss hi_res huge_breasts long_hair looking_at_viewer nipple_piercing nipples octavia_(helluva_boss) one_eye_obstructed piercing pussy ranged_weapon rifle spread_legs spreading swimwear theloanwanderer216 thick_thighs toe_claws traditional_media_(artwork) weapon 2023 5_fingers anthro barefoot black_bra black_clothing black_nails black_panties black_underwear bra breasts canid canid_demon canine claws clothed clothing clothing_aside collar colored_nails deadkinn demon digital_media_(artwork) duo ear_piercing ear_ring eyebrows eyelashes feet female finger_claws fingers genitals hair heart_symbol hellhound helluva_boss hi_res innie_pussy long_hair looking_at_viewer loona_(helluva_boss) mammal multiple_images mythological_canine mythological_creature mythology nails narrowed_eyes navel notched_ear panties panties_aside partially_clothed piercing presenting presenting_pussy pussy red_sclera ring_piercing spiked_collar spikes spot_color spread_legs spreading string_panties underwear underwear_aside white_eyes