vortex_(helluva_boss) -animated best from all time

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vortex (helluva boss)

ambiguous_fluids anthro anus ass balls blush bodily_fluids canid canid_demon catniplewds clothing demon english_text female fluffy genital_fluids genitals goth hellhound helluva_boss hi_res imminent_sex knot legwear loona_(helluva_boss) male male/female mammal precum pussy stockings sweat text tight_fit vortex_(helluva_boss)
ambiguous_fluids anthro anus ass balls blush bodily_fluids canid canid_demon catniplewds clothing demon english_text female fluffy genital_fluids genitals goth hellhound helluva_boss hi_res imminent_sex knot legwear loona_(helluva_boss) male male/female mammal precum pussy stockings sweat text tight_fit vortex_(helluva_boss)
ahe_gao animal_genitalia bodily_fluids breasts clothing collar comic cum cum_from_nose deepthroat degradation dick duo english_text face_fucking facefuck fellatio female forced forced_oral furry genital_fluids genitals gloves head_grab heart-shaped_pupils hellhound helluva_boss horny insult knot loona_(helluva_boss) loonanudes male medium_breasts naked nipples nude open_mouth oral page_22 penis penis_worship pov rough_oral saliva sex tears text throat_fuck thrusting thrusting_into_mouth vortex_(helluva_boss) white_hair
ahe_gao animal_genitalia bodily_fluids breasts clothing collar comic cum cum_from_nose deepthroat degradation dick duo english_text face_fucking facefuck fellatio female forced forced_oral furry genital_fluids genitals gloves head_grab heart-shaped_pupils hellhound helluva_boss horny insult knot loona_(helluva_boss) loonanudes male medium_breasts naked nipples nude open_mouth oral page_22 penis penis_worship pov rough_oral saliva sex tears text throat_fuck thrusting thrusting_into_mouth vortex_(helluva_boss) white_hair
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anthro big_penis boyloona femboy femboy_loona gay gray_hair helluva_boss loona_(helluva_boss) male male_loona male_only oro97 penis posing red_eyes rule_63 vortex_(helluva_boss) white_fur wolf
2024 absurd_res absurdly_large_cock animal_genitalia animal_penis anthro areola arm_tattoo ass balls big_balls big_breasts big_butt big_penis black_body black_clothing black_fur black_latex black_legwear black_stockings blush bodily_fluids bottomless breasts canid canid_demon canine cervical_penetration clothed clothing cum cum_in_pussy cum_in_uterus cum_inside cum_on_penis demon dialogue duo ejaculation english_text equine_genitalia equine_penis erection excessive_cum excessive_genital_fluids female female_penetrated flare_in_uterus flared_penis fucked_silly full_nelson fur fur_tattoo furry furry_only genital_fluids genitals grey_hair hair heart_symbol hellhound helluva_boss hi_res horsecock huge_balls huge_breasts huge_cock impregnation internal large_insertion latex latex_clothing latex_legwear latex_stockings latex_thigh_highs legwear loona_(helluva_boss) male male/female male_penetrating male_penetrating_female mammal mind_break moan multiple_ova mythological_canine mythological_creature mythology nipples ovum penetration penile penile_penetration penis penis_in_pussy piercing pink_nipples pussy red_sclera sagaris_uwu sex simple_background sound_effects sperm_cell standing standing_sex stockings tattoo text thick_thighs thigh_highs third-party_edit toeless_legwear toeless_stockings toeless_thigh_highs uterus vaginal_penetration vortex_(helluva_boss) white_body white_eyes white_fur wide_hips
2024 absurd_res absurdly_large_cock animal_genitalia animal_penis anthro areola arm_tattoo ass balls big_balls big_breasts big_butt big_penis black_body black_clothing black_fur black_latex black_legwear black_stockings blush bodily_fluids bottomless breasts canid canid_demon canine cervical_penetration clothed clothing cum cum_in_pussy cum_in_uterus cum_inside cum_on_penis demon dialogue duo ejaculation english_text equine_genitalia equine_penis erection excessive_cum excessive_genital_fluids female female_penetrated flare_in_uterus flared_penis fucked_silly full_nelson fur fur_tattoo furry furry_only genital_fluids genitals grey_hair hair heart_symbol hellhound helluva_boss hi_res horsecock huge_balls huge_breasts huge_cock impregnation internal large_insertion latex latex_clothing latex_legwear latex_stockings latex_thigh_highs legwear loona_(helluva_boss) male male/female male_penetrating male_penetrating_female mammal mind_break moan multiple_ova mythological_canine mythological_creature mythology nipples ovum penetration penile penile_penetration penis penis_in_pussy piercing pink_nipples pussy red_sclera sagaris_uwu sex simple_background sound_effects sperm_cell standing standing_sex stockings tattoo text thick_thighs thigh_highs third-party_edit toeless_legwear toeless_stockings toeless_thigh_highs uterus vaginal_penetration vortex_(helluva_boss) white_body white_eyes white_fur wide_hips
anthro anthro_on_anthro biped breasts canid canid_demon cuckquean demon dialogue elzzombie female fur grey_body grey_fur group hellhound helluva_boss loona_(helluva_boss) male male/female mammal nipples onomatopoeia penetration penile penile_penetration queen_bee-lzebub_(helluva_boss) red_sclera sex stomach_bulge trio vortex_(helluva_boss)
anthro anthro_on_anthro biped breasts canid canid_demon cuckquean demon dialogue elzzombie female fur grey_body grey_fur group hellhound helluva_boss loona_(helluva_boss) male male/female mammal nipples onomatopoeia penetration penile penile_penetration queen_bee-lzebub_(helluva_boss) red_sclera sex stomach_bulge trio vortex_(helluva_boss)
anger_vein angry anthro bored_sex breasts canine clothing collar conditional_dnp demon disinterested_sex english_text female fingerless_gloves genitals gloves handwear hellhound helluva_boss interspecies legwear loona_(helluva_boss) loonanudes male male_human/female_anthro male_human/female_demon nipples onomatopoeia penis phone photo pussy sex small_penis_humiliation sound_effects stockings text vaginal_penetration vortex_(helluva_boss) wolf
anger_vein angry anthro bored_sex breasts canine clothing collar conditional_dnp demon disinterested_sex english_text female fingerless_gloves genitals gloves handwear hellhound helluva_boss interspecies legwear loona_(helluva_boss) loonanudes male male_human/female_anthro male_human/female_demon nipples onomatopoeia penis phone photo pussy sex small_penis_humiliation sound_effects stockings text vaginal_penetration vortex_(helluva_boss) wolf
1futa abs anthro black_penis canid canid_demon demon eyelashes facial_piercing fingerless_gloves fingers furry futanari grey_hair hair hellhound helluva_boss herm intersex looking_at_viewer loona_(helluva_boss) muscular_futanari nipples panties penis piercing pixelsketcher red_sclera sharp_teeth solo teeth vivienne_medrano vortex_(helluva_boss) white_body white_eyes white_fur
1futa abs anthro black_penis canid canid_demon demon eyelashes facial_piercing fingerless_gloves fingers furry futanari grey_hair hair hellhound helluva_boss herm intersex looking_at_viewer loona_(helluva_boss) muscular_futanari nipples panties penis piercing pixelsketcher red_sclera sharp_teeth solo teeth vivienne_medrano vortex_(helluva_boss) white_body white_eyes white_fur
1boy 1boy1girl 1girls anthro anthro_on_anthro blitzo_(helluva_boss) comic cubedcoconut demon female full_comic hellhound helluva_boss human_loona knot knotting loona_(helluva_boss) male millie_(helluva_boss) stolas_(helluva_boss) transformation vagina vaginal_penetration vaginal_sex vortex_(helluva_boss) wolf wolf_girl
1boy 1boy1girl 1girls anthro anthro_on_anthro blitzo_(helluva_boss) comic cubedcoconut demon female full_comic hellhound helluva_boss human_loona knot knotting loona_(helluva_boss) male millie_(helluva_boss) stolas_(helluva_boss) transformation vagina vaginal_penetration vaginal_sex vortex_(helluva_boss) wolf wolf_girl
1boy 1girls 2d animal_genitalia animal_penis anthro anthro_penetrated anthro_penetrating big_ass blowjob breasts canine color comic cum cum_covered cum_inside cum_splatter cum_string deepthroat dirty_talk duo ears_back ejaculation erect_nipples face_fucking facefuck fat_cock female forced forced_oral furry heart heart-shaped_pupils hellhound helluva_boss intraspecies knot large_penis looking_at_viewer loona_(helluva_boss) loonanudes loving_it male medium_breasts messy_cum moaning muffled nipples open_mouth oral orgasm orgasm_face page_23 pov rolling_eyes sex sticky_cum straight text thick_penis thin thin_waist throat_fuck thrusting thrusting_into_mouth trembling vortex_(helluva_boss)
1boy 1girls 2d animal_genitalia animal_penis anthro anthro_penetrated anthro_penetrating big_ass blowjob breasts canine color comic cum cum_covered cum_inside cum_splatter cum_string deepthroat dirty_talk duo ears_back ejaculation erect_nipples face_fucking facefuck fat_cock female forced forced_oral furry heart heart-shaped_pupils hellhound helluva_boss intraspecies knot large_penis looking_at_viewer loona_(helluva_boss) loonanudes loving_it male medium_breasts messy_cum moaning muffled nipples open_mouth oral orgasm orgasm_face page_23 pov rolling_eyes sex sticky_cum straight text thick_penis thin thin_waist throat_fuck thrusting thrusting_into_mouth trembling vortex_(helluva_boss)
2d anatomically_correct anatomically_correct_genitalia animal_genitalia animal_penis anthro anthro_penetrated anthro_penetrating begging big_balls bodily_fluids breasts canid canid_demon canine canine_genitalia canine_penis clothed clothed_sex clothing color comic deep_throat demon digital_media_(artwork) dripping duo ears_back face_fucking fat_cock fellatio female first_person_view genital_fluids genitals heart heart-shaped_pupils hellhound helluva_boss hi_res huge_cock intraspecies irrumatio kneeling knot large_penis licking loona_(helluva_boss) loonanudes loving_it male mammal medium_breasts moaning mouth_shot nipples nude open_mouth oral page_21 penile penis penis_lick penis_worship precum precum_drip rolling_eyes saliva sex smile tail text thick_penis thrusting tongue tongue_out trembling vortex_(helluva_boss)
2d anatomically_correct anatomically_correct_genitalia animal_genitalia animal_penis anthro anthro_penetrated anthro_penetrating begging big_balls bodily_fluids breasts canid canid_demon canine canine_genitalia canine_penis clothed clothed_sex clothing color comic deep_throat demon digital_media_(artwork) dripping duo ears_back face_fucking fat_cock fellatio female first_person_view genital_fluids genitals heart heart-shaped_pupils hellhound helluva_boss hi_res huge_cock intraspecies irrumatio kneeling knot large_penis licking loona_(helluva_boss) loonanudes loving_it male mammal medium_breasts moaning mouth_shot nipples nude open_mouth oral page_21 penile penis penis_lick penis_worship precum precum_drip rolling_eyes saliva sex smile tail text thick_penis thrusting tongue tongue_out trembling vortex_(helluva_boss)
2boys anthro arm_warmers armwear balls balls_blush big_balls big_penis biped blush bodily_fluids body_blush boyloona canid canid_demon canine cant_see_the_haters claws clothing crouching curvy_figure demon dialogue dripping erection femboy femboy_loona foreskin ftm_crossgender fur furry furry_male furry_only genderswap_(ftm) genital_fluids genitals girly grey_body hellhound helluva_boss hi_res huge_cock huge_penis humanoid_genitalia humanoid_penis hung_trap leggings legwear loona_(helluva_boss) male male/male male_loona male_only mammal oro97 penis penis_on_face precum precum_drip red_sclera rule_63 saggy_balls shir squatting stockings tail topwear torn_clothing torn_legwear torn_stockings vortex_(helluva_boss) white_body white_fur wide_hips yaoi
2boys anthro arm_warmers armwear balls balls_blush big_balls big_penis biped blush bodily_fluids body_blush boyloona canid canid_demon canine cant_see_the_haters claws clothing crouching curvy_figure demon dialogue dripping erection femboy femboy_loona foreskin ftm_crossgender fur furry furry_male furry_only genderswap_(ftm) genital_fluids genitals girly grey_body hellhound helluva_boss hi_res huge_cock huge_penis humanoid_genitalia humanoid_penis hung_trap leggings legwear loona_(helluva_boss) male male/male male_loona male_only mammal oro97 penis penis_on_face precum precum_drip red_sclera rule_63 saggy_balls shir squatting stockings tail topwear torn_clothing torn_legwear torn_stockings vortex_(helluva_boss) white_body white_fur wide_hips yaoi
1boy 1girls ambiguous_fluids animal_genitalia balls_deep bodily_fluids clothing comic deep_throat deepthroat duo english_text face_fucking facefuck fellatio female furry genital_fluids helluva_boss internal knot knotting looking_pleasured loona_(helluva_boss) loonanudes makeup male oral oral_knotting page_25 penis red_sclera text throat_fuck thrusting thrusting_into_mouth vortex_(helluva_boss) x-ray
1boy 1girls ambiguous_fluids animal_genitalia balls_deep bodily_fluids clothing comic deep_throat deepthroat duo english_text face_fucking facefuck fellatio female furry genital_fluids helluva_boss internal knot knotting looking_pleasured loona_(helluva_boss) loonanudes makeup male oral oral_knotting page_25 penis red_sclera text throat_fuck thrusting thrusting_into_mouth vortex_(helluva_boss) x-ray
2024 5_fingers anthro anthro_penetrated anus ass balls blush bodily_fluids broken_condom butt_grab canid canid_demon canine clothing collar condom cum cum_in_pussy cum_inflation cum_inside cumflation demon dialogue digital_media_(artwork) duo ear_piercing ear_ring elzzombie english_text eyebrows eyelashes female female_penetrated fingers genital_fluids genitals hair hand_on_butt hellhound helluva_boss hi_res impregnation inflation knot legwear loona_(helluva_boss) male male/female male_penetrating male_penetrating_female mammal mythological_canine mythological_creature mythology penetration piercing pussy ring_piercing running_makeup runny_makeup sex sexual_barrier_device simple_background spiked_collar spikes sweat text thigh_highs vaginal_penetration vein vortex_(helluva_boss)
2024 5_fingers anthro anthro_penetrated anus ass balls blush bodily_fluids broken_condom butt_grab canid canid_demon canine clothing collar condom cum cum_in_pussy cum_inflation cum_inside cumflation demon dialogue digital_media_(artwork) duo ear_piercing ear_ring elzzombie english_text eyebrows eyelashes female female_penetrated fingers genital_fluids genitals hair hand_on_butt hellhound helluva_boss hi_res impregnation inflation knot legwear loona_(helluva_boss) male male/female male_penetrating male_penetrating_female mammal mythological_canine mythological_creature mythology penetration piercing pussy ring_piercing running_makeup runny_makeup sex sexual_barrier_device simple_background spiked_collar spikes sweat text thigh_highs vaginal_penetration vein vortex_(helluva_boss)
1boy 1futa 2023 absurd_res anal anal_knotting anal_sex animal_genitalia animal_penis anthro anthro_on_anthro anthro_penetrated anthro_penetrating anthro_penetrating_anthro balls big_balls big_penis biped black_body black_fur black_nipples black_penis blush bodily_fluids breasts canid canid_demon canine_genitalia canine_penis chastity chastity_cage chastity_device cum cum_in_ass cum_inside demon digital_media_(artwork) duo fur futa_is_bigger futa_on_male futadom futanari genital_fluids genitals grey_balls grey_body grey_fur gynomorph gynomorph/male gynomorph_penetrating gynomorph_penetrating_male hellhound helluva_boss hi_res huge_cock internal_anal intersex intersex/male intersex_penetrating intersex_penetrating_male kakhao knot knotting larger_anthro larger_male larger_penetrated loona_(helluva_boss) male male_penetrated malesub mammal nipples penetration penile penile_penetration penis penis_in_ass penis_size_difference red_sclera saliva sex size_difference small_dom_big_sub small_penis smaller_anthro smaller_gynomorph smaller_intersex sweat unseen_male_face vortex_(helluva_boss) white_body white_eyes white_fur
1boy 1futa 2023 absurd_res anal anal_knotting anal_sex animal_genitalia animal_penis anthro anthro_on_anthro anthro_penetrated anthro_penetrating anthro_penetrating_anthro balls big_balls big_penis biped black_body black_fur black_nipples black_penis blush bodily_fluids breasts canid canid_demon canine_genitalia canine_penis chastity chastity_cage chastity_device cum cum_in_ass cum_inside demon digital_media_(artwork) duo fur futa_is_bigger futa_on_male futadom futanari genital_fluids genitals grey_balls grey_body grey_fur gynomorph gynomorph/male gynomorph_penetrating gynomorph_penetrating_male hellhound helluva_boss hi_res huge_cock internal_anal intersex intersex/male intersex_penetrating intersex_penetrating_male kakhao knot knotting larger_anthro larger_male larger_penetrated loona_(helluva_boss) male male_penetrated malesub mammal nipples penetration penile penile_penetration penis penis_in_ass penis_size_difference red_sclera saliva sex size_difference small_dom_big_sub small_penis smaller_anthro smaller_gynomorph smaller_intersex sweat unseen_male_face vortex_(helluva_boss) white_body white_eyes white_fur
1boy 1futa after_anal after_sex ahe_gao animal_penis anthro areolae big_breasts big_penis black_penis breasts caged_cock canine canine_penis chastity_cage chastity_device cum_leaking cum_leaking_out_of_anus drooling erection fur futa_is_bigger futa_on_male futadom futanari hellhound helluva_boss kakhao knot leash leash_and_collar loona_(helluva_boss) male male_focus muscular muscular_male muscular_sub nipples penis penis_size_difference small_penis standing sweating tagme thick_thighs vortex_(helluva_boss) wide_hips
1boy 1futa after_anal after_sex ahe_gao animal_penis anthro areolae big_breasts big_penis black_penis breasts caged_cock canine canine_penis chastity_cage chastity_device cum_leaking cum_leaking_out_of_anus drooling erection fur futa_is_bigger futa_on_male futadom futanari hellhound helluva_boss kakhao knot leash leash_and_collar loona_(helluva_boss) male male_focus muscular muscular_male muscular_sub nipples penis penis_size_difference small_penis standing sweating tagme thick_thighs vortex_(helluva_boss) wide_hips
1boy 1girls 2023 ahe_gao alternate_breast_size animal_ears animal_print anthro anthro_on_anthro anthro_penetrated anthro_penetrating anthro_penetrating_anthro areola areolae arm_grab arm_highs armpits arms_behind_back armwear ass balls bent_over big_areola big_balls big_breasts big_butt big_nipples big_penis big_testicles bikini blush breasts breasts_bigger_than_head canid canid_demon cervina7_(artist) cleavage clothing cock_hungry cow_print cow_print_armwear cow_print_bikini cow_print_thighhighs cum cum_in_pussy cum_inside cum_on_body cum_on_breasts cum_overflow cumflated_belly cumflation curvaceous curvy curvy_figure demon disembodied_penis duo duo_focus ear_tag ear_tuft edit edited embarrassed erection eyebrows eyelashes facing_away female female_penetrated fingering fingernails from_behind_position furry furry_female genitals gigantic_breasts goth goth_girl gray_fur groping groping_breasts groping_from_behind hair_over_one_eye heart hellhound helluva_boss hi_res highres huge_breasts huge_butt huge_cock huge_penis humanoid_genitalia humanoid_penis inflation lactating lactation large_breasts large_penis legwear lingerie long_hair looking_at_partner looking_at_viewer loona_(helluva_boss) makeup male male/female male_penetrating male_penetrating_female mammal mascara massive_breasts milk milk_squirt milking muscular_male nipples nude open_mouth open_smile overflowing_breasts penis pink_nipples pleasure_face red_sclera ring saliva saliva_trail sex sitting smile snout solo solo_focus steam stitched straight submissive_female sweat tail teeth testicles thick_thighs thighhighs third-party_edit tongue tongue_out top_heavy tuft vaginal vaginal_penetration vaginal_sex vivienne_medrano vortex_(helluva_boss) white_background white_eyes wide_hips wolf wolf_ears wolf_girl wolf_tail
1boy 1girls 2023 ahe_gao alternate_breast_size animal_ears animal_print anthro anthro_on_anthro anthro_penetrated anthro_penetrating anthro_penetrating_anthro areola areolae arm_grab arm_highs armpits arms_behind_back armwear ass balls bent_over big_areola big_balls big_breasts big_butt big_nipples big_penis big_testicles bikini blush breasts breasts_bigger_than_head canid canid_demon cervina7_(artist) cleavage clothing cock_hungry cow_print cow_print_armwear cow_print_bikini cow_print_thighhighs cum cum_in_pussy cum_inside cum_on_body cum_on_breasts cum_overflow cumflated_belly cumflation curvaceous curvy curvy_figure demon disembodied_penis duo duo_focus ear_tag ear_tuft edit edited embarrassed erection eyebrows eyelashes facing_away female female_penetrated fingering fingernails from_behind_position furry furry_female genitals gigantic_breasts goth goth_girl gray_fur groping groping_breasts groping_from_behind hair_over_one_eye heart hellhound helluva_boss hi_res highres huge_breasts huge_butt huge_cock huge_penis humanoid_genitalia humanoid_penis inflation lactating lactation large_breasts large_penis legwear lingerie long_hair looking_at_partner looking_at_viewer loona_(helluva_boss) makeup male male/female male_penetrating male_penetrating_female mammal mascara massive_breasts milk milk_squirt milking muscular_male nipples nude open_mouth open_smile overflowing_breasts penis pink_nipples pleasure_face red_sclera ring saliva saliva_trail sex sitting smile snout solo solo_focus steam stitched straight submissive_female sweat tail teeth testicles thick_thighs thighhighs third-party_edit tongue tongue_out top_heavy tuft vaginal vaginal_penetration vaginal_sex vivienne_medrano vortex_(helluva_boss) white_background white_eyes wide_hips wolf wolf_ears wolf_girl wolf_tail
1boy 1futa 2023 absurd_res after_anal after_sex after_sex_smoking animal_genitalia animal_penis anthro balls big_balls big_penis biped black_body black_fur black_nipples black_penis blush bodily_fluids breasts canid canid_demon canine_genitalia canine_penis chastity chastity_cage chastity_device cigarette collar condom condom_in_ass condom_inside demon digital_media_(artwork) duo fur furry futa futa_focus futa_is_bigger futa_on_male futanari genitals glory_hole grey_hair gynomorph gynomorph/male hair hand_on_hip hellhound helluva_boss hi_res huge_cock intersex intersex/male kakhao knot loona_(helluva_boss) male malesub mammal nipples nude penis pupils red_sclera slit_pupils smoking spiked_collar spikes standing sweat tally_marks unseen_male_face vortex_(helluva_boss) white_balls white_body white_eyes white_fur
1boy 1futa 2023 absurd_res after_anal after_sex after_sex_smoking animal_genitalia animal_penis anthro balls big_balls big_penis biped black_body black_fur black_nipples black_penis blush bodily_fluids breasts canid canid_demon canine_genitalia canine_penis chastity chastity_cage chastity_device cigarette collar condom condom_in_ass condom_inside demon digital_media_(artwork) duo fur furry futa futa_focus futa_is_bigger futa_on_male futanari genitals glory_hole grey_hair gynomorph gynomorph/male hair hand_on_hip hellhound helluva_boss hi_res huge_cock intersex intersex/male kakhao knot loona_(helluva_boss) male malesub mammal nipples nude penis pupils red_sclera slit_pupils smoking spiked_collar spikes standing sweat tally_marks unseen_male_face vortex_(helluva_boss) white_balls white_body white_eyes white_fur
1girls 2024 animal_genitalia animal_penis anthro aroused artist_name balls bodily_fluids broken_condom canid canid_demon canine_genitalia canine_penis collar condom demon dialogue digital_media_(artwork) duo elzzombie english_text excited eyebrow_piercing eyebrows eyelashes facial_piercing female fur genital_fluids genitals hair hellhound helluva_boss horny horny_female knot long_hair loona_(helluva_boss) male mammal open_mouth penis penis_awe piercing precum sexual_barrier_device simple_background spiked_collar spikes text vein vortex_(helluva_boss)
1girls 2024 animal_genitalia animal_penis anthro aroused artist_name balls bodily_fluids broken_condom canid canid_demon canine_genitalia canine_penis collar condom demon dialogue digital_media_(artwork) duo elzzombie english_text excited eyebrow_piercing eyebrows eyelashes facial_piercing female fur genital_fluids genitals hair hellhound helluva_boss horny horny_female knot long_hair loona_(helluva_boss) male mammal open_mouth penis penis_awe piercing precum sexual_barrier_device simple_background spiked_collar spikes text vein vortex_(helluva_boss)