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vortex (helluva boss)

1boy 1girl 2024 5_fingers animal_genitalia animal_penis anthro anthro_on_anthro anthro_penetrated anthro_penetrating anthro_penetrating_anthro anus areola ass balls belly blush bodily_fluids breasts broken_condom butt_grab canid canid_demon canine canine_genitalia canine_penis clothing collar condom cum cum_from_pussy cum_in_pussy cum_inflation cum_inside demon dialogue digital_media_(artwork) duo ear_piercing earring english_text eyebrow_piercing eyebrow_ring eyebrows eyelashes facial_piercing female female_penetrated fingers from_front_position fucked_silly full_of_milk/soup_(meme) genital_fluids genitals hair hand_on_butt hellhound helluva_boss high_res impregnation_risk inflation knot leaking_cum legwear loona_(helluva_boss) makeup male male/female male_penetrating male_penetrating_female mammal mating_press mythological_canine mythological_creature mythology orgasm pawpads penetration penile penile_penetration penis penis_in_pussy piercing pussy ring_piercing running_makeup sex sexual_barrier_device simple_background slosh spiked_collar spikes stockings sweat tail teeth text vaginal vaginal_fluids vaginal_penetration vein vortex_(helluva_boss)
1boy 1girl 2024 5_fingers animal_genitalia animal_penis anthro anthro_on_anthro anthro_penetrated anthro_penetrating anthro_penetrating_anthro anus areola ass balls belly blush bodily_fluids breasts broken_condom butt_grab canid canid_demon canine canine_genitalia canine_penis clothing collar condom cum cum_from_pussy cum_in_pussy cum_inflation cum_inside demon dialogue digital_media_(artwork) duo ear_piercing earring english_text eyebrow_piercing eyebrow_ring eyebrows eyelashes facial_piercing female female_penetrated fingers from_front_position fucked_silly full_of_milk/soup_(meme) genital_fluids genitals hair hand_on_butt hellhound helluva_boss high_res impregnation_risk inflation knot leaking_cum legwear loona_(helluva_boss) makeup male male/female male_penetrating male_penetrating_female mammal mating_press mythological_canine mythological_creature mythology orgasm pawpads penetration penile penile_penetration penis penis_in_pussy piercing pussy ring_piercing running_makeup sex sexual_barrier_device simple_background slosh spiked_collar spikes stockings sweat tail teeth text vaginal vaginal_fluids vaginal_penetration vein vortex_(helluva_boss)
1boy 1girl absurd_res anal anal_penetration animal_genitalia animal_penis anthro arm_warmers armwear ass bed bedroom bedroom_eyes bedroom_sex big_ass big_penis blush bodily_fluids bubble canid canid_demon canine canine_genitalia canine_penis canis claws clothing demon describing_genitalia describing_penis describing_pussy describing_tightness dialogue digital_media_(artwork) dripping dripping_pussy drooling drunk drunk_bubble duo ear_piercing english_text erection feet female female_penetrated finger_claws fingers fluffy_(artist) fluffy_tail fur furniture genital_fluids genitals grey_hair hair half-closed_eyes heart_symbol hellhound helluva_boss high_res knot legs_together legwear looking_at_another looking_at_partner looking_pleasured loona_(helluva_boss) male male/female male_penetrating male_penetrating_female mammal mrwhitebear mythological_canine mythological_creature mythology narrowed_eyes nude pawpads paws penetration penile penile_penetration penis penis_in_ass piercing pussy red_eyes saliva seductive sex simple_background speech_bubble spread_pussy spreading stockings strip_game strip_meme substance_intoxication tail talking_to_another talking_to_partner text thick_thighs toe_claws toes torn_clothing torn_legwear torn_stockings tuft twitter_strip_poll vaginal_fluids vein veiny_penis vortex_(helluva_boss) white_body wolf wolf_ears
1boy 1girl absurd_res anal anal_penetration animal_genitalia animal_penis anthro arm_warmers armwear ass bed bedroom bedroom_eyes bedroom_sex big_ass big_penis blush bodily_fluids bubble canid canid_demon canine canine_genitalia canine_penis canis claws clothing demon describing_genitalia describing_penis describing_pussy describing_tightness dialogue digital_media_(artwork) dripping dripping_pussy drooling drunk drunk_bubble duo ear_piercing english_text erection feet female female_penetrated finger_claws fingers fluffy_(artist) fluffy_tail fur furniture genital_fluids genitals grey_hair hair half-closed_eyes heart_symbol hellhound helluva_boss high_res knot legs_together legwear looking_at_another looking_at_partner looking_pleasured loona_(helluva_boss) male male/female male_penetrating male_penetrating_female mammal mrwhitebear mythological_canine mythological_creature mythology narrowed_eyes nude pawpads paws penetration penile penile_penetration penis penis_in_ass piercing pussy red_eyes saliva seductive sex simple_background speech_bubble spread_pussy spreading stockings strip_game strip_meme substance_intoxication tail talking_to_another talking_to_partner text thick_thighs toe_claws toes torn_clothing torn_legwear torn_stockings tuft twitter_strip_poll vaginal_fluids vein veiny_penis vortex_(helluva_boss) white_body wolf wolf_ears
1boy 1girl 2024 3:4 abdominal_bulge abs animal_genitalia animal_penis anthro ass balls big_penis bodily_fluids breasts bulge canid canid_demon canine canine_genitalia canine_penis cervical_contact cervical_penetration cervix clothing comic deep_penetration demon detailed_background detailed_bulge dialogue ejaculation english_text female female_penetrated fur genital_fluids genital_outline genitals hellhound helluva_boss high_res internal internal_vaginal knot knotting large_penetration loona_(helluva_boss) loonanudes male male/female male_penetrating male_penetrating_female mammal muscular muscular_male mythological_canine mythological_creature mythology navel outie_navel penetration penile penile_penetration penis penis_in_pussy penis_outline pussy_ejaculation pussy_juice_on_penis rough_sex sex text translucent translucent_body uterus vaginal vaginal_fluids vaginal_knotting vaginal_penetration vein veiny_penis vortex_(helluva_boss) x-ray_view
1boy 1girl 2024 3:4 abdominal_bulge abs animal_genitalia animal_penis anthro ass balls big_penis bodily_fluids breasts bulge canid canid_demon canine canine_genitalia canine_penis cervical_contact cervical_penetration cervix clothing comic deep_penetration demon detailed_background detailed_bulge dialogue ejaculation english_text female female_penetrated fur genital_fluids genital_outline genitals hellhound helluva_boss high_res internal internal_vaginal knot knotting large_penetration loona_(helluva_boss) loonanudes male male/female male_penetrating male_penetrating_female mammal muscular muscular_male mythological_canine mythological_creature mythology navel outie_navel penetration penile penile_penetration penis penis_in_pussy penis_outline pussy_ejaculation pussy_juice_on_penis rough_sex sex text translucent translucent_body uterus vaginal vaginal_fluids vaginal_knotting vaginal_penetration vein veiny_penis vortex_(helluva_boss) x-ray_view
black_male cartoon_gonzo cg_editors demon_girl edit fellatio foursome handjob helluva_boss millie_(helluva_boss) moxxie_(helluva_boss) r1one vortex_(helluva_boss) white_male_property
black_male cartoon_gonzo cg_editors demon_girl edit fellatio foursome handjob helluva_boss millie_(helluva_boss) moxxie_(helluva_boss) r1one vortex_(helluva_boss) white_male_property
bbmbbf fur34* furry furry_only helluva_boss loona_(helluva_boss) loona_(vivzmind) palcomix vortex_(helluva_boss) vortex_(vivzmind)
bbmbbf fur34* furry furry_only helluva_boss loona_(helluva_boss) loona_(vivzmind) palcomix vortex_(helluva_boss) vortex_(vivzmind)
2021 4_eyes 5boys 6girls anthro ass avian balls ballsack bdsm_gear beak bigmantis bird black_hair blitzo_(helluva_boss) blush breasts canid_demon canine clothing cowboy_hat demon demon_humanoid demon_tail digital_media_(artwork) duo erection facial_hair feathers female fur genitals grey_fur grey_hair grey_skin group hat hellhound helluva_boss hi_res horns human human_loona human_loona_(helluva_boss) humanoid humanoid_penis imp long_hair loona_(helluva_boss) male male/female mammal mayberry_(helluva_boss) millie_(helluva_boss) moxxie_(helluva_boss) multi_eye nipples nude owl owl_demon pale_skin penis pink_hair pink_skin pussy red_eyes red_sclera red_skin reptile sallie_may_(helluva_boss) scalie scrotum sharp_teeth smile snake stella_(helluva_boss) stolas_(helluva_boss) striker_(helluva_boss) teeth testicles verosika_mayday_(helluva_boss) vivienne_medrano vivziepop vortex_(helluva_boss) white_background white_hair yellow_sclera
2021 4_eyes 5boys 6girls anthro ass avian balls ballsack bdsm_gear beak bigmantis bird black_hair blitzo_(helluva_boss) blush breasts canid_demon canine clothing cowboy_hat demon demon_humanoid demon_tail digital_media_(artwork) duo erection facial_hair feathers female fur genitals grey_fur grey_hair grey_skin group hat hellhound helluva_boss hi_res horns human human_loona human_loona_(helluva_boss) humanoid humanoid_penis imp long_hair loona_(helluva_boss) male male/female mammal mayberry_(helluva_boss) millie_(helluva_boss) moxxie_(helluva_boss) multi_eye nipples nude owl owl_demon pale_skin penis pink_hair pink_skin pussy red_eyes red_sclera red_skin reptile sallie_may_(helluva_boss) scalie scrotum sharp_teeth smile snake stella_(helluva_boss) stolas_(helluva_boss) striker_(helluva_boss) teeth testicles verosika_mayday_(helluva_boss) vivienne_medrano vivziepop vortex_(helluva_boss) white_background white_hair yellow_sclera
<3 136 16:9 1girl 3_toes 4_fingers 6boys animal_dildo animal_sex_toy animated announcing_orgasm anthro anthro_on_anthro anthro_on_bottom anthro_on_top anthro_penetrated anthro_penetrating anthro_penetrating_anthro areola armwear ass assertive_female balls bandage bandaged_arm bed big_dom_small_sub bite biting_lip blitzo_(helluva_boss) blush bodily_fluids bouncing_balls bouncing_breasts bouncing_butt box breasts canid canid_demon canine canine_dildo canis cartoonsaur cervical_contact claws clitoris clothing collar container cowgirl_position demon dildo dirty_talk doggy_position dominant elbow_gloves english_text erection fangs fantasizing feet female female_on_top female_penetrated finger_claws fingerless_gloves fingers from_behind_position from_front_position fucked_silly furniture gangbang genital_fluids genitals gloves group group_sex half-closed_eyes handjob handwear hellhound helluva_boss hi_res holding_leg human human_on_anthro human_penetrating human_penetrating_anthro imp interspecies knot knot_fucking knotted_dildo knotting larger_male leg_grab legwear long_playtime looking_pleasured loona_(helluva_boss) lying male male/female male_on_bottom male_penetrating male_penetrating_female mammal masturbation millie_(helluva_boss) missionary missionary_position moan moxxie_(helluva_boss) multiple_positions muscular muscular_male narrowed_eyes o_o on_back on_bottom on_model on_top orgasm orgasm_face pawpads penetration penile penile_penetration penis penis_everywhere penis_in_pussy pink_areola profanity pussy pussy_juice red_sclera sex sex_toy size_difference small_dom_big_sub smaller_female solo_focus sound stockings submissive submissive_anthro submissive_female teeth text toe_claws toes tongue tongue_out vaginal vaginal_knotting vaginal_masturbation vaginal_penetration vivzmind voice_acted vortex_(helluva_boss) webm widescreen wolf
<3 136 16:9 1girl 3_toes 4_fingers 6boys animal_dildo animal_sex_toy animated announcing_orgasm anthro anthro_on_anthro anthro_on_bottom anthro_on_top anthro_penetrated anthro_penetrating anthro_penetrating_anthro areola armwear ass assertive_female balls bandage bandaged_arm bed big_dom_small_sub bite biting_lip blitzo_(helluva_boss) blush bodily_fluids bouncing_balls bouncing_breasts bouncing_butt box breasts canid canid_demon canine canine_dildo canis cartoonsaur cervical_contact claws clitoris clothing collar container cowgirl_position demon dildo dirty_talk doggy_position dominant elbow_gloves english_text erection fangs fantasizing feet female female_on_top female_penetrated finger_claws fingerless_gloves fingers from_behind_position from_front_position fucked_silly furniture gangbang genital_fluids genitals gloves group group_sex half-closed_eyes handjob handwear hellhound helluva_boss hi_res holding_leg human human_on_anthro human_penetrating human_penetrating_anthro imp interspecies knot knot_fucking knotted_dildo knotting larger_male leg_grab legwear long_playtime looking_pleasured loona_(helluva_boss) lying male male/female male_on_bottom male_penetrating male_penetrating_female mammal masturbation millie_(helluva_boss) missionary missionary_position moan moxxie_(helluva_boss) multiple_positions muscular muscular_male narrowed_eyes o_o on_back on_bottom on_model on_top orgasm orgasm_face pawpads penetration penile penile_penetration penis penis_everywhere penis_in_pussy pink_areola profanity pussy pussy_juice red_sclera sex sex_toy size_difference small_dom_big_sub smaller_female solo_focus sound stockings submissive submissive_anthro submissive_female teeth text toe_claws toes tongue tongue_out vaginal vaginal_knotting vaginal_masturbation vaginal_penetration vivzmind voice_acted vortex_(helluva_boss) webm widescreen wolf
<3 1girl 2020 abdominal_bulge absurd_res after_sex angel_dust_(hazbin_hotel) anthro anus arachnid arthropod black_hair black_nose blush bodily_fluids breasts breath cameltoe canid canid_demon canine canis claws clothing collar cum cum_drip cum_in_ass cum_in_pussy cum_inside cum_leaking demon dripping drooling ear_piercing erection eyelashes fangs finger_to_mouth foaming_at_mouth fuf fur furry genital_fluids genitals green_eyes grey_body grey_fur hair hair_over_eyes hazbin_hotel hellhound helluva_boss high_res humanoid_genitalia humanoid_penis long_hair loona_(helluva_boss) male male/female mammal multicolored_sclera nipples open_mouth open_smile panting penetration penis piercing pink_nipples pink_nose pussy pussy_juice red_sclera riding saliva sharp_teeth shoulder_tuft smile spider spiked_collar spikes spiral_eyes sweat teeth tongue tongue_out tuft undressing vaginal vaginal_penetration vivienne_medrano vivzmind vortex_(helluva_boss) white_body white_eyes white_fur wolf
<3 1girl 2020 abdominal_bulge absurd_res after_sex angel_dust_(hazbin_hotel) anthro anus arachnid arthropod black_hair black_nose blush bodily_fluids breasts breath cameltoe canid canid_demon canine canis claws clothing collar cum cum_drip cum_in_ass cum_in_pussy cum_inside cum_leaking demon dripping drooling ear_piercing erection eyelashes fangs finger_to_mouth foaming_at_mouth fuf fur furry genital_fluids genitals green_eyes grey_body grey_fur hair hair_over_eyes hazbin_hotel hellhound helluva_boss high_res humanoid_genitalia humanoid_penis long_hair loona_(helluva_boss) male male/female mammal multicolored_sclera nipples open_mouth open_smile panting penetration penis piercing pink_nipples pink_nose pussy pussy_juice red_sclera riding saliva sharp_teeth shoulder_tuft smile spider spiked_collar spikes spiral_eyes sweat teeth tongue tongue_out tuft undressing vaginal vaginal_penetration vivienne_medrano vivzmind vortex_(helluva_boss) white_body white_eyes white_fur wolf
<3 2020 4_arms ? absurd_res all_fours anal anal_penetration angel_dust_(hazbin_hotel) anthro arachnid arthropod bed bedroom_eyes black_sclera bodily_fluids bow_tie breasts breath canid canine canis clothing cum cum_in_ass cum_inside cumming_together demon doggy_position drooling erection excited facial_hair foaming_at_mouth from_behind_position fuf fur furniture furry genital_fluids genitals gloves gold_(metal) gold_tooth grey_body grey_fur handwear hazbin_hotel helluva_boss heterochromia high_res loona_(helluva_boss) lying male male/male mammal multi_arm multi_limb multicolored_sclera musical_note narrowed_eyes on_back open_mouth open_smile oral oral_penetration paizuri panting penetration penis pink_spots red_eyes red_sclera riding saliva seductive sex sharp_teeth smile spider spots teeth tongue tongue_out vivienne_medrano vivzmind vortex_(helluva_boss) white_body white_fur wolf
<3 2020 4_arms ? absurd_res all_fours anal anal_penetration angel_dust_(hazbin_hotel) anthro arachnid arthropod bed bedroom_eyes black_sclera bodily_fluids bow_tie breasts breath canid canine canis clothing cum cum_in_ass cum_inside cumming_together demon doggy_position drooling erection excited facial_hair foaming_at_mouth from_behind_position fuf fur furniture furry genital_fluids genitals gloves gold_(metal) gold_tooth grey_body grey_fur handwear hazbin_hotel helluva_boss heterochromia high_res loona_(helluva_boss) lying male male/male mammal multi_arm multi_limb multicolored_sclera musical_note narrowed_eyes on_back open_mouth open_smile oral oral_penetration paizuri panting penetration penis pink_spots red_eyes red_sclera riding saliva seductive sex sharp_teeth smile spider spots teeth tongue tongue_out vivienne_medrano vivzmind vortex_(helluva_boss) white_body white_fur wolf