loona_(helluva_boss) best from last day -animated

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loona (helluva boss)

1boy1girl 1girls anthro anus balls big_breasts bodily_fluids breasts canid canid_demon canine clothing cock collar cum cum_in_pussy cum_inside cumflated_belly cumflation demon digital_drawing_(artwork) digital_media_(artwork) english_text female female_ejaculation female_orgasm furry genital_fluids genitals hair_pull hellhound helluva_boss humanoid_genitalia humanoid_penis impregnated impregnation impregnation_request inflation larger_penetrated legwear like_goal looking_pleasured loona_(helluva_boss) loonanudes male male/female mammal moxxie_(helluva_boss) mythological_canine mythological_creature mythology nipples orgasm penetration penis pregnant pussy sex size_difference small_dom_big_sub talking_to_another talking_to_partner text thigh_highs thighhighs
1boy1girl 1girls anthro anus balls big_breasts bodily_fluids breasts canid canid_demon canine clothing cock collar cum cum_in_pussy cum_inside cumflated_belly cumflation demon digital_drawing_(artwork) digital_media_(artwork) english_text female female_ejaculation female_orgasm furry genital_fluids genitals hair_pull hellhound helluva_boss humanoid_genitalia humanoid_penis impregnated impregnation impregnation_request inflation larger_penetrated legwear like_goal looking_pleasured loona_(helluva_boss) loonanudes male male/female mammal moxxie_(helluva_boss) mythological_canine mythological_creature mythology nipples orgasm penetration penis pregnant pussy sex size_difference small_dom_big_sub talking_to_another talking_to_partner text thigh_highs thighhighs
absurd_res ai_generated all_fours anthro ass_up bent_over bodily_fluids canid canid_demon canine canis cum demon domestic_dog duo ejaculation fellatio female first_person_view genital_fluids genitals heart hellhound helluva_boss hi_res knot licking looking_at_another looking_up loona_(helluva_boss) male male/female mammal oral penile penis penis_lick red_carpet sex the_yiff_republic tongue tongue_out tv window
absurd_res ai_generated all_fours anthro ass_up bent_over bodily_fluids canid canid_demon canine canis cum demon domestic_dog duo ejaculation fellatio female first_person_view genital_fluids genitals heart hellhound helluva_boss hi_res knot licking looking_at_another looking_up loona_(helluva_boss) male male/female mammal oral penile penis penis_lick red_carpet sex the_yiff_republic tongue tongue_out tv window
absurd_res ai_generated anthro arched_back ass ayo_keito bottomwear breasts canid canid_demon claws clothing clothing_pull demon female fingerless_gloves fishnet fishnet_legwear from_side fur gloves grey_body grey_fur hair handwear hellhound helluva_boss hi_res legwear long_hair looking_away loona_(helluva_boss) mammal medium_breasts mouth_closed nipples notched_ear red_sclera silver_hair skirt solo standing thigh_highs toeless_legwear white_body white_eyes white_fur
absurd_res ai_generated anthro arched_back ass ayo_keito bottomwear breasts canid canid_demon claws clothing clothing_pull demon female fingerless_gloves fishnet fishnet_legwear from_side fur gloves grey_body grey_fur hair handwear hellhound helluva_boss hi_res legwear long_hair looking_away loona_(helluva_boss) mammal medium_breasts mouth_closed nipples notched_ear red_sclera silver_hair skirt solo standing thigh_highs toeless_legwear white_body white_eyes white_fur
1:1 3d_(artwork) absurd_res animal_print animal_print_thigh_highs anthro areola bell bell_collar big_breasts breasts brown_areola brown_nipples canid canid_demon canine clothing collar cow_print cow_print_thigh_highs cowbell demon digital_media_(artwork) female grey_hair hair hellhound helluva_boss hi_res legwear loona_(helluva_boss) mammal mythological_canine mythological_creature mythology nipples pattern_clothing pattern_legwear pattern_thigh_highs red_sclera solo tail thevercetti thigh_highs
1:1 3d_(artwork) absurd_res animal_print animal_print_thigh_highs anthro areola bell bell_collar big_breasts breasts brown_areola brown_nipples canid canid_demon canine clothing collar cow_print cow_print_thigh_highs cowbell demon digital_media_(artwork) female grey_hair hair hellhound helluva_boss hi_res legwear loona_(helluva_boss) mammal mythological_canine mythological_creature mythology nipples pattern_clothing pattern_legwear pattern_thigh_highs red_sclera solo tail thevercetti thigh_highs
ai_generated anthro anus bed black_lips bodily_fluids breasts canid canid_demon canine canis city city_background demon female fur furniture furry genitals hair hellhound helluva_boss hi_res keydraw legs_up lips looking_at_viewer loona_(helluva_boss) mammal nipples nude pawpads paws presenting presenting_pussy pussy red_eyes smile solo spread_legs spreading white_body white_fur wolf
ai_generated anthro anus bed black_lips bodily_fluids breasts canid canid_demon canine canis city city_background demon female fur furniture furry genitals hair hellhound helluva_boss hi_res keydraw legs_up lips looking_at_viewer loona_(helluva_boss) mammal nipples nude pawpads paws presenting presenting_pussy pussy red_eyes smile solo spread_legs spreading white_body white_fur wolf
1boy 2024 ai_generated anthro anus ass backsack balls bedroom big_ass big_butt digital_media femboy furry furry_ass furry_male furry_only geidra girly hellhound helluva_boss indoors kneeling looking_at_viewer looking_back_at_viewer loona_(helluva_boss) male male_only nude on_bed patreon presenting presenting_anus presenting_balls red_sclera rule_63 seductive self_upload solo tagme white_eyes
1boy 2024 ai_generated anthro anus ass backsack balls bedroom big_ass big_butt digital_media femboy furry furry_ass furry_male furry_only geidra girly hellhound helluva_boss indoors kneeling looking_at_viewer looking_back_at_viewer loona_(helluva_boss) male male_only nude on_bed patreon presenting presenting_anus presenting_balls red_sclera rule_63 seductive self_upload solo tagme white_eyes
after_sex ai_generated anthro ass bodily_fluids canid canid_demon canine canis cum cum_inside demon female fur genital_fluids genitals hair hellhound helluva_boss ivorymane leaking_cum long_hair long_tail looking_at_viewer loona_(helluva_boss) mammal multicolored_body nude presenting pussy red_sclera smile solo spread_butt spread_pussy spreading watermark wolf
after_sex ai_generated anthro ass bodily_fluids canid canid_demon canine canis cum cum_inside demon female fur genital_fluids genitals hair hellhound helluva_boss ivorymane leaking_cum long_hair long_tail looking_at_viewer loona_(helluva_boss) mammal multicolored_body nude presenting pussy red_sclera smile solo spread_butt spread_pussy spreading watermark wolf
anthro big_breasts breasts broken_chain canid canid_demon canine chain_leash chains cuff_(restraint) demon female fluffy fluffy_tail front_view fur grey_body grey_fur grey_hair hair handcuffed handcuffs hell hellhound helluva_boss hi_res leash looking_at_viewer loona_(helluva_boss) maebari mammal metal_cuffs mythological_canine mythological_creature mythology nude pasties red_eyes refegi restraints sitting smile solo tail white_body white_fur
anthro big_breasts breasts broken_chain canid canid_demon canine chain_leash chains cuff_(restraint) demon female fluffy fluffy_tail front_view fur grey_body grey_fur grey_hair hair handcuffed handcuffs hell hellhound helluva_boss hi_res leash looking_at_viewer loona_(helluva_boss) maebari mammal metal_cuffs mythological_canine mythological_creature mythology nude pasties red_eyes refegi restraints sitting smile solo tail white_body white_fur
4:5 absurd_res ambiguous_gender ambiguous_prey anthro ass belly big_belly big_breasts big_butt bottomwear breasts canid canid_demon canine canis clothed clothing cmitchell demon female female_pred fully_inside grey_hair hair hand_on_head hellhound helluva_boss hi_res looking_at_viewer loona_(helluva_boss) mammal mythological_canine mythological_creature mythology open_mouth oral_vore pose presenting presenting_hindquarters rear_view sharp_teeth shorts shoulderless_shirt signature simple_background solo teeth topwear vore wolf
4:5 absurd_res ambiguous_gender ambiguous_prey anthro ass belly big_belly big_breasts big_butt bottomwear breasts canid canid_demon canine canis clothed clothing cmitchell demon female female_pred fully_inside grey_hair hair hand_on_head hellhound helluva_boss hi_res looking_at_viewer loona_(helluva_boss) mammal mythological_canine mythological_creature mythology open_mouth oral_vore pose presenting presenting_hindquarters rear_view sharp_teeth shorts shoulderless_shirt signature simple_background solo teeth topwear vore wolf
anthro ass big_breasts big_butt breasts canid canid_demon canine demon draculfelis female fur grey_body grey_fur hair hellhound helluva_boss hi_res looking_at_viewer loona_(helluva_boss) mammal mythological_canine mythological_creature mythology nun nun_outfit pawpads paws red_eyes red_sclera solo white_body white_fur white_hair
anthro ass big_breasts big_butt breasts canid canid_demon canine demon draculfelis female fur grey_body grey_fur hair hellhound helluva_boss hi_res looking_at_viewer loona_(helluva_boss) mammal mythological_canine mythological_creature mythology nun nun_outfit pawpads paws red_eyes red_sclera solo white_body white_fur white_hair
2025 2_horns anthro big_breasts black_nose bottomwear breasts canid canid_demon canine cheek_tuft cleavage clothed clothing collar crossed_arms demon dialogue duo english_text eyebrow_piercing eyebrows eyelashes facial_piercing facial_tuft female freckles frown fur grey_body grey_fur grey_hair hair half-closed_eyes hand_on_hip hellhound helluva_boss hereapathy hi_res horn humanoid imp inviting_to_sex long_hair looking_aside loona_(helluva_boss) male mammal midriff moxxie_(helluva_boss) multicolored_body multicolored_fur mythological_canine mythological_creature mythology narrowed_eyes navel nipple_outline notched_ear open_mouth piercing profanity red_sclera shirt shorts simple_background speech_bubble spiked_collar spikes standing tank_top text topwear torn_clothing tuft two_tone_body two_tone_fur white_background white_body white_eyes white_fur yellow_sclera
2025 2_horns anthro big_breasts black_nose bottomwear breasts canid canid_demon canine cheek_tuft cleavage clothed clothing collar crossed_arms demon dialogue duo english_text eyebrow_piercing eyebrows eyelashes facial_piercing facial_tuft female freckles frown fur grey_body grey_fur grey_hair hair half-closed_eyes hand_on_hip hellhound helluva_boss hereapathy hi_res horn humanoid imp inviting_to_sex long_hair looking_aside loona_(helluva_boss) male mammal midriff moxxie_(helluva_boss) multicolored_body multicolored_fur mythological_canine mythological_creature mythology narrowed_eyes navel nipple_outline notched_ear open_mouth piercing profanity red_sclera shirt shorts simple_background speech_bubble spiked_collar spikes standing tank_top text topwear torn_clothing tuft two_tone_body two_tone_fur white_background white_body white_eyes white_fur yellow_sclera
big_penis bodily_fluids canid canid_demon canine closed_eyes cum cum_in_pussy cum_inside demon duo female female_penetrated from_front_position fur genital_fluids genitals hellhound helluva_boss hi_res loona_(helluva_boss) lying male male/female mammal mating_press missionary_position multicolored_body multicolored_fur mythological_canine mythological_creature mythology nangnam nude on_back open_mouth penetration penis questionable_consent sex spread_legs spreading sweat two_tone_body two_tone_fur
big_penis bodily_fluids canid canid_demon canine closed_eyes cum cum_in_pussy cum_inside demon duo female female_penetrated from_front_position fur genital_fluids genitals hellhound helluva_boss hi_res loona_(helluva_boss) lying male male/female mammal mating_press missionary_position multicolored_body multicolored_fur mythological_canine mythological_creature mythology nangnam nude on_back open_mouth penetration penis questionable_consent sex spread_legs spreading sweat two_tone_body two_tone_fur
ai_generated anthro anthro_penetrated balls bed bedroom bodily_fluids breasts canid canid_demon canine claws closed_eyes clothing collar demon duo fangs female fingerless_gloves from_front_position fur furniture genital_fluids genitals gloves grey_body grey_fur grey_hair grin hair hand_on_hip handwear hellhound helluva_boss hi_res human human_on_anthro human_penetrating human_penetrating_anthro human_penetrating_female interspecies legwear light-skinned_male long_hair looking_at_another looking_at_partner looking_pleasured loona_(helluva_boss) lying male male/female male_on_anthro mammal missionary_position nipples nude on_back open_mouth penetration penis pussy red_sclera sagrael sex small_breasts smile spiked_collar spikes teeth thigh_highs torn_clothing two-tone_body vaginal_penetration vaginal_penetration white_body white_fur
ai_generated anthro anthro_penetrated balls bed bedroom bodily_fluids breasts canid canid_demon canine claws closed_eyes clothing collar demon duo fangs female fingerless_gloves from_front_position fur furniture genital_fluids genitals gloves grey_body grey_fur grey_hair grin hair hand_on_hip handwear hellhound helluva_boss hi_res human human_on_anthro human_penetrating human_penetrating_anthro human_penetrating_female interspecies legwear light-skinned_male long_hair looking_at_another looking_at_partner looking_pleasured loona_(helluva_boss) lying male male/female male_on_anthro mammal missionary_position nipples nude on_back open_mouth penetration penis pussy red_sclera sagrael sex small_breasts smile spiked_collar spikes teeth thigh_highs torn_clothing two-tone_body vaginal_penetration vaginal_penetration white_body white_fur
absurd_res anthro ass bent_over big_butt bodily_fluids bottom_heavy canid canid_demon canine choker clothing crop_top demon female fur grey_body grey_fur grey_hair hair hellhound helluva_boss hi_res huge_butt huge_thighs hyper hyper_butt hyper_thighs jewelry legwear looking_at_viewer looking_back looking_back_at_viewer loona_(helluva_boss) mammal mythological_canine mythological_creature mythology necklace panties pipepise presenting presenting_hindquarters red_eyes shirt solo sweat sweaty_butt tears thick_thighs thigh_highs topwear underwear white_body white_fur
absurd_res anthro ass bent_over big_butt bodily_fluids bottom_heavy canid canid_demon canine choker clothing crop_top demon female fur grey_body grey_fur grey_hair hair hellhound helluva_boss hi_res huge_butt huge_thighs hyper hyper_butt hyper_thighs jewelry legwear looking_at_viewer looking_back looking_back_at_viewer loona_(helluva_boss) mammal mythological_canine mythological_creature mythology necklace panties pipepise presenting presenting_hindquarters red_eyes shirt solo sweat sweaty_butt tears thick_thighs thigh_highs topwear underwear white_body white_fur
ai_generated anthro anus ass black_nose breasts canid canid_demon canine canis demon female fluffy fluffy_tail fur genitals hellhound helluva_boss hi_res huskeyking inside legs_together looking_at_viewer loona_(helluva_boss) mammal markings nipples nude presenting presenting_pussy pussy red_eyes red_sclera smile smiling_at_viewer solo spread_pussy spreading white_body white_fur wolf
ai_generated anthro anus ass black_nose breasts canid canid_demon canine canis demon female fluffy fluffy_tail fur genitals hellhound helluva_boss hi_res huskeyking inside legs_together looking_at_viewer loona_(helluva_boss) mammal markings nipples nude presenting presenting_pussy pussy red_eyes red_sclera smile smiling_at_viewer solo spread_pussy spreading white_body white_fur wolf
anthro anus areola balls big_penis bodily_fluids breasts canid canid_demon canine demon duo female female_penetrated from_front_position fur genitals grey_body grey_fur hellhound helluva_boss hi_res humanoid_genitalia humanoid_penis loona_(helluva_boss) lying male male/female mammal mating_press missionary_position multicolored_body multicolored_fur mythological_canine mythological_creature mythology nangnam nipples nude on_back penetration penile penile_penetration penis penis_in_pussy questionable_consent red_eyes sex spread_legs spreading sweat two_tone_body two_tone_fur vaginal_penetration vaginal_penetration
anthro anus areola balls big_penis bodily_fluids breasts canid canid_demon canine demon duo female female_penetrated from_front_position fur genitals grey_body grey_fur hellhound helluva_boss hi_res humanoid_genitalia humanoid_penis loona_(helluva_boss) lying male male/female mammal mating_press missionary_position multicolored_body multicolored_fur mythological_canine mythological_creature mythology nangnam nipples nude on_back penetration penile penile_penetration penis penis_in_pussy questionable_consent red_eyes sex spread_legs spreading sweat two_tone_body two_tone_fur vaginal_penetration vaginal_penetration
ai_generated animal_ears animal_nose ankle_grab anthro bangs barefoot bed black_clothing black_legwear black_panties black_thighhighs black_underwear blush bodily_fluids body_fur bottomwear breasts canid canid_demon canine canis claws clenched_teeth clothed clothed/nude clothed_female clothed_female_nude_male clothing collar colored_sclera crop_top cum curtains demon duo ear_piercing ear_ring ejaculation erection feet female fingerless_gloves first_person_view fur furniture genital_fluids genitals gloves grey_hair grin hair handwear hellhound helluva_boss hi_res human imminent_sex inside interspecies large_breasts leg_grab legwear long_hair looking_at_viewer loona_(helluva_boss) lying male male/female mammal medium_breasts multicolored_body multicolored_fur navel nipples nude nude_male on_back on_bed open_mouth panties pants penis piercing pussy red_eyes red_sclera ring_piercing sex sharp_teeth shirt shorts smile soles solo_focus spiked_collar spikes spread_legs spreading teeth thigh_highs toeless_legwear toes topwear torn_bottomwear torn_clothes torn_clothing torn_legwear torn_pants torn_shirt torn_shorts torn_thighhighs torn_topwear tricksterfox two_tone_body two_tone_fur uncensored under_boob underwear vein white_body white_fur white_hair wolf wolf_ears wolf_tail
ai_generated animal_ears animal_nose ankle_grab anthro bangs barefoot bed black_clothing black_legwear black_panties black_thighhighs black_underwear blush bodily_fluids body_fur bottomwear breasts canid canid_demon canine canis claws clenched_teeth clothed clothed/nude clothed_female clothed_female_nude_male clothing collar colored_sclera crop_top cum curtains demon duo ear_piercing ear_ring ejaculation erection feet female fingerless_gloves first_person_view fur furniture genital_fluids genitals gloves grey_hair grin hair handwear hellhound helluva_boss hi_res human imminent_sex inside interspecies large_breasts leg_grab legwear long_hair looking_at_viewer loona_(helluva_boss) lying male male/female mammal medium_breasts multicolored_body multicolored_fur navel nipples nude nude_male on_back on_bed open_mouth panties pants penis piercing pussy red_eyes red_sclera ring_piercing sex sharp_teeth shirt shorts smile soles solo_focus spiked_collar spikes spread_legs spreading teeth thigh_highs toeless_legwear toes topwear torn_bottomwear torn_clothes torn_clothing torn_legwear torn_pants torn_shirt torn_shorts torn_thighhighs torn_topwear tricksterfox two_tone_body two_tone_fur uncensored under_boob underwear vein white_body white_fur white_hair wolf wolf_ears wolf_tail
absurd_res ai_generated anthro anus ass bed bedroom bodily_fluids butt_grab canid canid_demon cellphone clothing cum cum_in_pussy cum_inside cum_on_knot demon detailed_anus duo eye_roll female first_person_view furniture genital_fluids hand_on_butt heart hellhound helluva_boss hi_res impregnation knot knotting loona_(helluva_boss) male male/female mammal moan moaning ovum penetration phone smartphone tail tears the_yiff_republic tongue tongue_out vaginal_knotting vaginal_penetration vaginal_penetration
absurd_res ai_generated anthro anus ass bed bedroom bodily_fluids butt_grab canid canid_demon cellphone clothing cum cum_in_pussy cum_inside cum_on_knot demon detailed_anus duo eye_roll female first_person_view furniture genital_fluids hand_on_butt heart hellhound helluva_boss hi_res impregnation knot knotting loona_(helluva_boss) male male/female mammal moan moaning ovum penetration phone smartphone tail tears the_yiff_republic tongue tongue_out vaginal_knotting vaginal_penetration vaginal_penetration