vortex_(helluva_boss) best from all time

Time frame

Tags

vortex (helluva boss)

1boy 1girls 2d 3_toes accurate_art_style alternate_version_at_source alternate_version_available animal_genitalia animal_penis animated anthro anthro_on_anthro anthro_penetrated anthro_penetrating anthro_penetrating_anthro anus artist_name ass background_music background_noise bangs bedroom better_version_at_source better_version_available beverage beverage_glass big_breasts big_penis black_body black_fur black_gloves black_handwear black_nose bodily_fluids bottomless bouncing_breasts breasts canaryprimary canid canid_demon canine canine_genitalia canine_penis canis canon_crush cheating cheating_boyfriend cheek_tuft chest_tuft choker claws clothing cowgirl_position cum cum_in_pussy cum_inside cum_on_balls cum_on_own_balls cum_on_own_penis cum_on_penis cum_on_self cum_splatter dialogue dominant dominant_female domination door drink drink_glass drooling duo elbow_tufts english_text evil_grin evil_smile eye_scar eye_shadow eyelashes eyes_closed eyeshadow facial_scar fangs feet female female_on_top female_penetrated femdom fingerless_gloves first_person_view fishnet flickering_light from_front_position full_video fur furry furry_only genital_fluids genitals gesture glass_cup gloves glowing_eyes grey_balls grey_body grey_fur grin hair half-closed_eyes handwear heart heartbeat hellhound helluva_boss hi_res huge_filesize humanoid_genitalia humanoid_pussy infidelity inside internal introduction jewelry knot knotting laugh lewdzaxk long_hair long_playtime longer_than_30_seconds longer_than_one_minute looking_at_another looking_at_viewer looking_pleasured loona_(helluva_boss) makeup male male/female male_moaning male_penetrating male_penetrating_female male_pov malesub mammal mascara middle_finger moaning multicolored_body multicolored_ears multicolored_fur multicolored_tail music necklace neon_lights no_bra nose ominous on_bottom on_model on_top one_breast_out orgasm outro party penetration penile_penetration penis pink_anus pov pussy pussy_juice red_eyes red_heart red_sclera riding saliva scar scary scary_face scary_sex sex sharp_claws sharp_teeth smile smirk sound sound_effects straight submissive submissive_male succubaeva tag_panic tail teeth text toeless_legwear toeless_stockings toes tongue tongue_out two_tone_body two_tone_ears two_tone_fur two_tone_tail vaginal vaginal_penetration vaginal_sex video vivienne_medrano voice_acted vortex_(helluva_boss) wardrobe_malfunction watermark white white_body white_eyes white_fur white_hair wolf
1boy 1girls 2d 3_toes accurate_art_style alternate_version_at_source alternate_version_available animal_genitalia animal_penis animated anthro anthro_on_anthro anthro_penetrated anthro_penetrating anthro_penetrating_anthro anus artist_name ass background_music background_noise bangs bedroom better_version_at_source better_version_available beverage beverage_glass big_breasts big_penis black_body black_fur black_gloves black_handwear black_nose bodily_fluids bottomless bouncing_breasts breasts canaryprimary canid canid_demon canine canine_genitalia canine_penis canis canon_crush cheating cheating_boyfriend cheek_tuft chest_tuft choker claws clothing cowgirl_position cum cum_in_pussy cum_inside cum_on_balls cum_on_own_balls cum_on_own_penis cum_on_penis cum_on_self cum_splatter dialogue dominant dominant_female domination door drink drink_glass drooling duo elbow_tufts english_text evil_grin evil_smile eye_scar eye_shadow eyelashes eyes_closed eyeshadow facial_scar fangs feet female female_on_top female_penetrated femdom fingerless_gloves first_person_view fishnet flickering_light from_front_position full_video fur furry furry_only genital_fluids genitals gesture glass_cup gloves glowing_eyes grey_balls grey_body grey_fur grin hair half-closed_eyes handwear heart heartbeat hellhound helluva_boss hi_res huge_filesize humanoid_genitalia humanoid_pussy infidelity inside internal introduction jewelry knot knotting laugh lewdzaxk long_hair long_playtime longer_than_30_seconds longer_than_one_minute looking_at_another looking_at_viewer looking_pleasured loona_(helluva_boss) makeup male male/female male_moaning male_penetrating male_penetrating_female male_pov malesub mammal mascara middle_finger moaning multicolored_body multicolored_ears multicolored_fur multicolored_tail music necklace neon_lights no_bra nose ominous on_bottom on_model on_top one_breast_out orgasm outro party penetration penile_penetration penis pink_anus pov pussy pussy_juice red_eyes red_heart red_sclera riding saliva scar scary scary_face scary_sex sex sharp_claws sharp_teeth smile smirk sound sound_effects straight submissive submissive_male succubaeva tag_panic tail teeth text toeless_legwear toeless_stockings toes tongue tongue_out two_tone_body two_tone_ears two_tone_fur two_tone_tail vaginal vaginal_penetration vaginal_sex video vivienne_medrano voice_acted vortex_(helluva_boss) wardrobe_malfunction watermark white white_body white_eyes white_fur white_hair wolf
<3 1girls 2020s 2022 2d 3:4 5_fingers ahe_gao animal_genitalia animal_penis animated animated_comic anthro anthro_on_anthro anthro_penetrated anthro_penetrating anthro_penetrating_anthro areola beachside_bunnies big_breasts black_bars black_body black_clothing black_fingerless_gloves black_fur black_gloves black_handwear black_legwear black_nose black_thigh_highs blockage_(layout) blush bodily_fluids breasts breath canid canid_demon canine canine_penis canis choker clitoris close-up clothed clothing collar comic cowgirl_position cubedcoconut dat_pussy deep_penetration demon demon_girl dialogue digital_media_(artwork) dirty_talk duo english_dialogue english_text english_voice_acting erection eye_contact eye_roll eyelashes eyeshadow fangs female female_anthro female_focus female_on_top female_penetrated fingerless_gloves fingers four_frame_image fucked_silly fur genital_fluids genitals gloves goth grey_body grey_fur grey_hair grinding hair half-closed_eyes handwear hellhound helluva_boss hi_res horizontal_blockage huge_filesize knot legwear letterbox long_hair long_playtime longer_than_30_seconds longer_than_one_minute looking_pleasured loona_(helluva_boss) lying male male/female male_on_bottom male_penetrating male_penetrating_female mammal medium_breasts moan moaning motion_lines motion_tweening mp4 multicolored_body multicolored_fur naked narrowed_eyes navel nipples notched_ear nude on_back on_bottom on_top open_mouth open_smile panting partial_male penetration penile penile_penetration penis penis_in_pussy petite pink_areola pink_nipples pleasure_face precum pussy_juice pussy_juice_on_penis raised_clothing raised_shirt raised_topwear red_eyes red_sclera saliva saliva_on_tongue saliva_string sex sharp_teeth shirt sliding slit_pupils slow_penetration smile solo_focus sound sound_effects sound_warning speech_bubble spiked_collar spikes sultrylampva teeth text thigh_highs thighhighs thought_bubble tongue tongue_out topwear vaginal vaginal_penetration vertical_video video vivienne_medrano voice_acted vortex_(helluva_boss) webm white_body white_eyes white_fur white_hair wolf wolf_ears wolf_girl wolf_tail
<3 1girls 2020s 2022 2d 3:4 5_fingers ahe_gao animal_genitalia animal_penis animated animated_comic anthro anthro_on_anthro anthro_penetrated anthro_penetrating anthro_penetrating_anthro areola beachside_bunnies big_breasts black_bars black_body black_clothing black_fingerless_gloves black_fur black_gloves black_handwear black_legwear black_nose black_thigh_highs blockage_(layout) blush bodily_fluids breasts breath canid canid_demon canine canine_penis canis choker clitoris close-up clothed clothing collar comic cowgirl_position cubedcoconut dat_pussy deep_penetration demon demon_girl dialogue digital_media_(artwork) dirty_talk duo english_dialogue english_text english_voice_acting erection eye_contact eye_roll eyelashes eyeshadow fangs female female_anthro female_focus female_on_top female_penetrated fingerless_gloves fingers four_frame_image fucked_silly fur genital_fluids genitals gloves goth grey_body grey_fur grey_hair grinding hair half-closed_eyes handwear hellhound helluva_boss hi_res horizontal_blockage huge_filesize knot legwear letterbox long_hair long_playtime longer_than_30_seconds longer_than_one_minute looking_pleasured loona_(helluva_boss) lying male male/female male_on_bottom male_penetrating male_penetrating_female mammal medium_breasts moan moaning motion_lines motion_tweening mp4 multicolored_body multicolored_fur naked narrowed_eyes navel nipples notched_ear nude on_back on_bottom on_top open_mouth open_smile panting partial_male penetration penile penile_penetration penis penis_in_pussy petite pink_areola pink_nipples pleasure_face precum pussy_juice pussy_juice_on_penis raised_clothing raised_shirt raised_topwear red_eyes red_sclera saliva saliva_on_tongue saliva_string sex sharp_teeth shirt sliding slit_pupils slow_penetration smile solo_focus sound sound_effects sound_warning speech_bubble spiked_collar spikes sultrylampva teeth text thigh_highs thighhighs thought_bubble tongue tongue_out topwear vaginal vaginal_penetration vertical_video video vivienne_medrano voice_acted vortex_(helluva_boss) webm white_body white_eyes white_fur white_hair wolf wolf_ears wolf_girl wolf_tail
1boy 1futa 2d 2d_(artwork) 2d_animation 2d_artwork after_anal after_sex anal anal_knotting anal_sex animated animation anthro canine_penis creampie cum cum_in_ass cum_overflow digital_art digital_media digital_media_(artwork) fur furry furry_only futa_is_bigger futa_on_male futadom futanari helluva_boss kakhao knot knot_pullout knotting loona_(helluva_boss) male male_penetrated malesub no_sound penis pull_out shorter_than_10_seconds source_request video vortex_(helluva_boss)
1boy 1futa 2d 2d_(artwork) 2d_animation 2d_artwork after_anal after_sex anal anal_knotting anal_sex animated animation anthro canine_penis creampie cum cum_in_ass cum_overflow digital_art digital_media digital_media_(artwork) fur furry furry_only futa_is_bigger futa_on_male futadom futanari helluva_boss kakhao knot knot_pullout knotting loona_(helluva_boss) male male_penetrated malesub no_sound penis pull_out shorter_than_10_seconds source_request video vortex_(helluva_boss)
1boy 1girls 2d animated big_penis black_eyeshadow blush clothing cum cum_in_pussy cum_inside dark-skinned_male dark_skin duo duo_focus faceless_male female goth goth_girl helluva_boss human_loona human_vortex humanized interracial jaguatiric4 long_video longer_than_one_minute loona_(helluva_boss) low_res lowres male male/female motion_tweening muscular_male on_model pale-skinned_female penis piercing pussy red_eyes sex sidecut sound stomach_bulge straight torn_clothes unsynced_sound unsynced_sound_effects video vivienne_medrano vortex_(helluva_boss)
1boy 1girls 2d animated big_penis black_eyeshadow blush clothing cum cum_in_pussy cum_inside dark-skinned_male dark_skin duo duo_focus faceless_male female goth goth_girl helluva_boss human_loona human_vortex humanized interracial jaguatiric4 long_video longer_than_one_minute loona_(helluva_boss) low_res lowres male male/female motion_tweening muscular_male on_model pale-skinned_female penis piercing pussy red_eyes sex sidecut sound stomach_bulge straight torn_clothes unsynced_sound unsynced_sound_effects video vivienne_medrano vortex_(helluva_boss)
<3 10_seconds 1girls 2022 2d 3:4 5_fingers ahe_gao animal_genitalia animal_penis animated animated_comic anthro anthro_on_anthro anthro_penetrated anthro_penetrating anthro_penetrating_anthro areola beachside_bunnies big_breasts black_bars black_body black_clothing black_fingerless_gloves black_fur black_gloves black_handwear black_legwear black_nose black_thigh_highs blockage_(layout) blush bodily_fluids breasts breath canid canid_demon canine canine_penis canis choker clitoris clothed clothing collar comic cowgirl_position cubedcoconut dat_pussy deep_penetration demon demon_girl dialogue digital_media_(artwork) dirty_talk duo english_text erection eye_contact eye_roll eyelashes eyeshadow fangs female female_anthro female_focus female_on_top female_penetrated fingerless_gloves fingers four_frame_image fucked_silly fur genital_fluids genitals gloves goth grey_body grey_fur grey_hair grinding hair half-closed_eyes handwear hellhound helluva_boss horizontal_blockage knot legwear letterbox long_hair looking_pleasured loona_(helluva_boss) lying male male/female male_on_bottom male_penetrating male_penetrating_female mammal medium_breasts motion_lines motion_tweening mp4 multicolored_body multicolored_fur naked narrowed_eyes navel nipples no_sound notched_ear nude on_back on_bottom on_top open_mouth open_smile panting partial_male penetration penile penile_penetration penis penis_in_pussy petite pink_areola pink_nipples pleasure_face pussy pussy_juice pussy_juice_on_penis raised_clothing raised_shirt raised_topwear red_eyes red_sclera saliva saliva_on_tongue saliva_string sex sharp_teeth shirt short_playtime shorter_than_10_seconds sliding slit_pupils slow_penetration smile solo_focus speech_bubble spiked_collar spikes teeth text thigh_highs thighhighs thought_bubble tongue tongue_out topwear vaginal vaginal_penetration vertical_video video vortex_(helluva_boss) webm white_body white_eyes white_fur white_hair wolf wolf_ears wolf_girl wolf_tail
<3 10_seconds 1girls 2022 2d 3:4 5_fingers ahe_gao animal_genitalia animal_penis animated animated_comic anthro anthro_on_anthro anthro_penetrated anthro_penetrating anthro_penetrating_anthro areola beachside_bunnies big_breasts black_bars black_body black_clothing black_fingerless_gloves black_fur black_gloves black_handwear black_legwear black_nose black_thigh_highs blockage_(layout) blush bodily_fluids breasts breath canid canid_demon canine canine_penis canis choker clitoris clothed clothing collar comic cowgirl_position cubedcoconut dat_pussy deep_penetration demon demon_girl dialogue digital_media_(artwork) dirty_talk duo english_text erection eye_contact eye_roll eyelashes eyeshadow fangs female female_anthro female_focus female_on_top female_penetrated fingerless_gloves fingers four_frame_image fucked_silly fur genital_fluids genitals gloves goth grey_body grey_fur grey_hair grinding hair half-closed_eyes handwear hellhound helluva_boss horizontal_blockage knot legwear letterbox long_hair looking_pleasured loona_(helluva_boss) lying male male/female male_on_bottom male_penetrating male_penetrating_female mammal medium_breasts motion_lines motion_tweening mp4 multicolored_body multicolored_fur naked narrowed_eyes navel nipples no_sound notched_ear nude on_back on_bottom on_top open_mouth open_smile panting partial_male penetration penile penile_penetration penis penis_in_pussy petite pink_areola pink_nipples pleasure_face pussy pussy_juice pussy_juice_on_penis raised_clothing raised_shirt raised_topwear red_eyes red_sclera saliva saliva_on_tongue saliva_string sex sharp_teeth shirt short_playtime shorter_than_10_seconds sliding slit_pupils slow_penetration smile solo_focus speech_bubble spiked_collar spikes teeth text thigh_highs thighhighs thought_bubble tongue tongue_out topwear vaginal vaginal_penetration vertical_video video vortex_(helluva_boss) webm white_body white_eyes white_fur white_hair wolf wolf_ears wolf_girl wolf_tail
<3_eyes 1boy 1boy1girl 1girls 2020s 2d 5_panel_comic 69 2021 2022 2girls 4_fingers 69_position a_lot_of_tags after_sex against_wall ahe_gao amogus angry animal_ears animal_humanoid anthro anthro_penetrated anus areola armpits artist_name asphyxiation ass assertive assertive_female ball_suck balls bed bedroom bedroom_eyes big_ass big_butt big_penis biting_lip black_body black_clothing black_eyes black_fur black_hair black_panties black_underwear blanket blitzo_(helluva_boss) blush blush_lines bodily_fluids bondage bottle bottomless bound bow_tie bowtie breast_grab breast_play breast_sucking breasts camel_toe canid canid_demon canine car car_interior card cellphone cheating cheating_husband choker choking cleavage closed_eyes clothed clothed_male_nude_female clothing cock cock_shock collar comic comic_strip compliment convincing_sex cover cover_art cover_page crop_top crying cum cum_in_mouth cum_in_pussy cum_in_uterus cum_inside cum_on_balls cum_on_penis cumshot cunnilingus cute d: deepthroat demon demon_humanoid desk dialogue dick digital_media_(artwork) doggy_style door drunk duo ejaculation english_text erect_nipples erection eyebrow_piercing eyebrow_ring eyebrows eyelashes eyeshadow face_grab faceless_character faceless_male facial_piercing facing_viewer fangs fellatio female female_orgasm female_penetrated femdom fingerless_gloves fingers first_person_view fox freckles front_view fucked_silly full_comic fur furniture furry genital_fluids genitals glans glare glaring gloves goth grey_body grey_fur grey_hair group hacking hair hair_over_one_eye half-closed_eyes hand_on_breast hand_on_chin handjob hands_tied handwear happy hate_sex heart heart-shaped_pupils height_difference hellhound helluva_boss hiccuping hips holding_back_orgasm horn horns horny_bat hotel huge_cock humanoid humanoid_genitalia humanoid_on_anthro humanoid_penetrating humanoid_penetrating_anthro humanoid_penis humanoid_pussy husband_and_wife hybrid imminent_death imminent_fellatio imminent_sex imp indoors infidelity insertion inside internal interspecies jizoku key kissing kneeling larger_female leash legs legwear licking long_hair looking_at_another looking_at_partner looking_at_viewer looking_back looking_pleasured looking_satisfied looking_up loona_(helluva_boss) love_hotel lying makeup male male/female male_moaning male_penetrating male_penetrating_female malesub mammal married_couple mascara millie_(helluva_boss) moaning mostly_nude moxxie_(helluva_boss) multicolored_body multicolored_fur naked_robe narrowed_eyes navel nipples notched_ear nsfw nude nude_female oerba_yun_fang off_shoulder office offscreen_male ok_sign on_back on_bed open_clothing open_mouth open_shirt open_smile open_topwear oral oral_penetration orgasm panic panicking panties partially_clothed patreon_username paws penetration penile penile_penetration penis penis_awe penis_lick penis_shadow phone piercing pillow pink_nipples playing_card pleasure_face post_nut_clarity pov pov_blowjob precum presenting profanity pulling_hair pupils pussy pussy_juice raining red_balls red_body red_bowtie red_eyes red_glans red_penis red_sclera red_skin resisting_orgasm ribbon_bondage robe robe_only rose_(flower) saliva saliva_string satisfied seatbelt security_camera sex shaded sharp_teeth shirt shorter_male silver_hair simple_background sitting size_difference slit_pupils small_breasts smaller_male smartphone smile snout spade_tail speech_bubble spiked_choker spiked_collar spikes steam steamy_breath stockings stomach_bulge straight substance_intoxication sucking sucking_testicles surprise surprised sweat sweatdrop tagme tail tail_grab talking talking_to_another taller_female tears teeth text text_bubble thick_thighs thigh_highs thighhighs thighs thought_bubble toe_claws tongue tongue_out topless topwear trying_not_to_cum tsundere twitter two_tone_fur underwear undressing unseen_male_face unzipping url vaginal_penetration vaginal_sex vein veiny_penis video_camera visible_breath vortex_(helluva_boss) voyeur watermark weird_res white_body white_eyes white_fur white_hair white_skin wholesome wide-eyed wide_eyed wolf wolf_humanoid x-ray yellow_eyes yellow_sclera zipper
<3_eyes 1boy 1boy1girl 1girls 2020s 2d 5_panel_comic 69 2021 2022 2girls 4_fingers 69_position a_lot_of_tags after_sex against_wall ahe_gao amogus angry animal_ears animal_humanoid anthro anthro_penetrated anus areola armpits artist_name asphyxiation ass assertive assertive_female ball_suck balls bed bedroom bedroom_eyes big_ass big_butt big_penis biting_lip black_body black_clothing black_eyes black_fur black_hair black_panties black_underwear blanket blitzo_(helluva_boss) blush blush_lines bodily_fluids bondage bottle bottomless bound bow_tie bowtie breast_grab breast_play breast_sucking breasts camel_toe canid canid_demon canine car car_interior card cellphone cheating cheating_husband choker choking cleavage closed_eyes clothed clothed_male_nude_female clothing cock cock_shock collar comic comic_strip compliment convincing_sex cover cover_art cover_page crop_top crying cum cum_in_mouth cum_in_pussy cum_in_uterus cum_inside cum_on_balls cum_on_penis cumshot cunnilingus cute d: deepthroat demon demon_humanoid desk dialogue dick digital_media_(artwork) doggy_style door drunk duo ejaculation english_text erect_nipples erection eyebrow_piercing eyebrow_ring eyebrows eyelashes eyeshadow face_grab faceless_character faceless_male facial_piercing facing_viewer fangs fellatio female female_orgasm female_penetrated femdom fingerless_gloves fingers first_person_view fox freckles front_view fucked_silly full_comic fur furniture furry genital_fluids genitals glans glare glaring gloves goth grey_body grey_fur grey_hair group hacking hair hair_over_one_eye half-closed_eyes hand_on_breast hand_on_chin handjob hands_tied handwear happy hate_sex heart heart-shaped_pupils height_difference hellhound helluva_boss hiccuping hips holding_back_orgasm horn horns horny_bat hotel huge_cock humanoid humanoid_genitalia humanoid_on_anthro humanoid_penetrating humanoid_penetrating_anthro humanoid_penis humanoid_pussy husband_and_wife hybrid imminent_death imminent_fellatio imminent_sex imp indoors infidelity insertion inside internal interspecies jizoku key kissing kneeling larger_female leash legs legwear licking long_hair looking_at_another looking_at_partner looking_at_viewer looking_back looking_pleasured looking_satisfied looking_up loona_(helluva_boss) love_hotel lying makeup male male/female male_moaning male_penetrating male_penetrating_female malesub mammal married_couple mascara millie_(helluva_boss) moaning mostly_nude moxxie_(helluva_boss) multicolored_body multicolored_fur naked_robe narrowed_eyes navel nipples notched_ear nsfw nude nude_female oerba_yun_fang off_shoulder office offscreen_male ok_sign on_back on_bed open_clothing open_mouth open_shirt open_smile open_topwear oral oral_penetration orgasm panic panicking panties partially_clothed patreon_username paws penetration penile penile_penetration penis penis_awe penis_lick penis_shadow phone piercing pillow pink_nipples playing_card pleasure_face post_nut_clarity pov pov_blowjob precum presenting profanity pulling_hair pupils pussy pussy_juice raining red_balls red_body red_bowtie red_eyes red_glans red_penis red_sclera red_skin resisting_orgasm ribbon_bondage robe robe_only rose_(flower) saliva saliva_string satisfied seatbelt security_camera sex shaded sharp_teeth shirt shorter_male silver_hair simple_background sitting size_difference slit_pupils small_breasts smaller_male smartphone smile snout spade_tail speech_bubble spiked_choker spiked_collar spikes steam steamy_breath stockings stomach_bulge straight substance_intoxication sucking sucking_testicles surprise surprised sweat sweatdrop tagme tail tail_grab talking talking_to_another taller_female tears teeth text text_bubble thick_thighs thigh_highs thighhighs thighs thought_bubble toe_claws tongue tongue_out topless topwear trying_not_to_cum tsundere twitter two_tone_fur underwear undressing unseen_male_face unzipping url vaginal_penetration vaginal_sex vein veiny_penis video_camera visible_breath vortex_(helluva_boss) voyeur watermark weird_res white_body white_eyes white_fur white_hair white_skin wholesome wide-eyed wide_eyed wolf wolf_humanoid x-ray yellow_eyes yellow_sclera zipper
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
2021 2boys anal anal_penetration anal_sex animated armpit_hair ball_size_difference balls_slapping_balls balls_touching barazoku big_dom_small_sub black_screen_roulette blank_thumbnail bull cum cum_in_ass cum_inside cumming cumming_from_anal_sex cumming_together demon devil dominant dominant_male domination fur furry gay grayscale hairy_armpits hellhound helluva_boss humiliated humiliation larger_male male male/male male_dominating_male male_focus male_only male_orgasm male_penetrated male_penetrating maledom males_only moaning moaning_in_pleasure multiple_males multiple_orgasms nipples orgasm orgasms penis_size_difference pulsating_cumshot red_body red_eyes red_skin size_difference smaller_male sound sound_effects submissive_male video vortex_(helluva_boss) white_sclera wolf yaoi zcik
2021 2boys anal anal_penetration anal_sex animated armpit_hair ball_size_difference balls_slapping_balls balls_touching barazoku big_dom_small_sub black_screen_roulette blank_thumbnail bull cum cum_in_ass cum_inside cumming cumming_from_anal_sex cumming_together demon devil dominant dominant_male domination fur furry gay grayscale hairy_armpits hellhound helluva_boss humiliated humiliation larger_male male male/male male_dominating_male male_focus male_only male_orgasm male_penetrated male_penetrating maledom males_only moaning moaning_in_pleasure multiple_males multiple_orgasms nipples orgasm orgasms penis_size_difference pulsating_cumshot red_body red_eyes red_skin size_difference smaller_male sound sound_effects submissive_male video vortex_(helluva_boss) white_sclera wolf yaoi zcik
1girls 2d animated anthro areola black_screen_roulette blank_thumbnail blitzo_(helluva_boss) bordeaux_black cartoonsaur dark_skin dildo english_voice_acting exposed_torso female full_video fur furry handwear handwear_and_footwear_only hellhound helluva_boss human knot knotting large_ass legwear longer_than_30_seconds longer_than_3_minutes longer_than_one_minute loona_(helluva_boss) male male/female manual masturbation moxxie_(helluva_boss) mp4 nipples pale_skin sex_toy small_breasts sound straight thick_thighs vaginal_knotting vaginal_penetration video vortex_(helluva_boss) white_fur
1girls 2d animated anthro areola black_screen_roulette blank_thumbnail blitzo_(helluva_boss) bordeaux_black cartoonsaur dark_skin dildo english_voice_acting exposed_torso female full_video fur furry handwear handwear_and_footwear_only hellhound helluva_boss human knot knotting large_ass legwear longer_than_30_seconds longer_than_3_minutes longer_than_one_minute loona_(helluva_boss) male male/female manual masturbation moxxie_(helluva_boss) mp4 nipples pale_skin sex_toy small_breasts sound straight thick_thighs vaginal_knotting vaginal_penetration video vortex_(helluva_boss) white_fur
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 thigh_highs thighhighs 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 thigh_highs thighhighs vaginal_penetration vortex_(helluva_boss) wolf
1boy 2d 5_fingers against_surface against_wall anal anal_orgasm anal_penetration anal_sex animated anthro anthro_on_anthro backsack ballerina_position bent_over big_penis black_claws black_collar black_eyeshadow black_nose black_pupils blush bodily_fluids breath butt canid canid_demon canine canis claws collar collar_only cum cum_from_ass cum_in_ass cum_inside cum_on_penis cum_while_penetrated cumshot demon ejaculation erection eyeshadow faceless_anthro faceless_character faceless_male femboy femboysub finger_claws fingers fur furry gay genital_fluids genitals girly glans grey_body grey_fur grey_hair hands-free hellhound helluva_boss indoors jaguatiric4 long_playtime longer_than_30_seconds looking_back loona_(helluva_boss) low_framerate makeup male male_loona male_on_femboy male_only mammal moan moaning_in_pleasure motion_tweening mp4 multiple_angles multiple_positions nipples notched_ear nude orgasm orgasm_from_anal panting penis perineum pink_nipples precum pupils raised_tail rear_view red_glans red_penis red_sclera rule_63 sex shoulder_grab sodomy sound spiked_collar spikes testicles thrusting unsynced_sound unsynced_sound_effects video voice_acted vortex_(helluva_boss) white_eyes white_fur white_perineum white_testicles wolf wolf_femboy wolf_male yaoi
1boy 2d 5_fingers against_surface against_wall anal anal_orgasm anal_penetration anal_sex animated anthro anthro_on_anthro backsack ballerina_position bent_over big_penis black_claws black_collar black_eyeshadow black_nose black_pupils blush bodily_fluids breath butt canid canid_demon canine canis claws collar collar_only cum cum_from_ass cum_in_ass cum_inside cum_on_penis cum_while_penetrated cumshot demon ejaculation erection eyeshadow faceless_anthro faceless_character faceless_male femboy femboysub finger_claws fingers fur furry gay genital_fluids genitals girly glans grey_body grey_fur grey_hair hands-free hellhound helluva_boss indoors jaguatiric4 long_playtime longer_than_30_seconds looking_back loona_(helluva_boss) low_framerate makeup male male_loona male_on_femboy male_only mammal moan moaning_in_pleasure motion_tweening mp4 multiple_angles multiple_positions nipples notched_ear nude orgasm orgasm_from_anal panting penis perineum pink_nipples precum pupils raised_tail rear_view red_glans red_penis red_sclera rule_63 sex shoulder_grab sodomy sound spiked_collar spikes testicles thrusting unsynced_sound unsynced_sound_effects video voice_acted vortex_(helluva_boss) white_eyes white_fur white_perineum white_testicles wolf wolf_femboy wolf_male yaoi
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 deepthroat 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 deepthroat 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)
1girls 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 ovum_deformation ovum_with_heart penetration penile penile_penetration penis penis_in_pussy piercing pink_nipples pussy red_sclera sagaris_uwu sex simple_background sound_effects sperm_cell spread_legs 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 x-ray
1girls 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 ovum_deformation ovum_with_heart penetration penile penile_penetration penis penis_in_pussy piercing pink_nipples pussy red_sclera sagaris_uwu sex simple_background sound_effects sperm_cell spread_legs 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 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 partial_male 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 partial_male 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 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
1boy 1girls 2d all_fours animated anthro anthro_on_anthro anus black_fur blush bodily_fluids butt canid canid_demon cum cum_in_pussy cum_inside demon doggy_style duo duo_focus female female_penetrated from_behind_position fur furniture furry genital_fluids genitals hellhound helluva_boss inside jaguatiric4 long_playtime looking_back loona_(helluva_boss) low_res lowres male male/female male_anthro male_penetrating male_penetrating_female mammal motion_tweening on_model penetration penile penile_penetration penis penis_in_pussy pussy sex sound straight table tail tongue vaginal vaginal_penetration video vivienne_medrano vortex_(helluva_boss) white_fur
1boy 1girls 2d all_fours animated anthro anthro_on_anthro anus black_fur blush bodily_fluids butt canid canid_demon cum cum_in_pussy cum_inside demon doggy_style duo duo_focus female female_penetrated from_behind_position fur furniture furry genital_fluids genitals hellhound helluva_boss inside jaguatiric4 long_playtime looking_back loona_(helluva_boss) low_res lowres male male/female male_anthro male_penetrating male_penetrating_female mammal motion_tweening on_model penetration penile penile_penetration penis penis_in_pussy pussy sex sound straight table tail tongue vaginal vaginal_penetration video vivienne_medrano vortex_(helluva_boss) white_fur
animated anthro ass bed bedroom bedroom_eyes bent_over big_ass big_breasts black_screen_roulette blank_thumbnail breasts canine cheating cheating_boyfriend cum cum_in_pussy cum_inside cum_inside_request dark-skinned_male dark_skin demon demon_girl dialogue dirty_talk doggy_style ear_piercing english_voice_acting female from_behind from_behind_position gigantic_ass gigantic_breasts grey_fur hellhound helluva_boss huge_ass huge_breasts huge_cock human_vortex humanized impregnation_request infidelity licking_penis longer_than_30_seconds longer_than_one_minute looking_pleasured loona_(helluva_boss) macstarva male mp4 netorare nipple_piercing ntr paizuri profanity rollerlane sex smile sound sound_edit sound_effects standing titfuck tongue_out uncensored video vivienne_medrano vivziepop voice_acted vortex_(helluva_boss) white_fur white_hair wolf
animated anthro ass bed bedroom bedroom_eyes bent_over big_ass big_breasts black_screen_roulette blank_thumbnail breasts canine cheating cheating_boyfriend cum cum_in_pussy cum_inside cum_inside_request dark-skinned_male dark_skin demon demon_girl dialogue dirty_talk doggy_style ear_piercing english_voice_acting female from_behind from_behind_position gigantic_ass gigantic_breasts grey_fur hellhound helluva_boss huge_ass huge_breasts huge_cock human_vortex humanized impregnation_request infidelity licking_penis longer_than_30_seconds longer_than_one_minute looking_pleasured loona_(helluva_boss) macstarva male mp4 netorare nipple_piercing ntr paizuri profanity rollerlane sex smile sound sound_edit sound_effects standing titfuck tongue_out uncensored video vivienne_medrano vivziepop voice_acted vortex_(helluva_boss) white_fur white_hair wolf
ahe_gao animal_genitalia animal_penis bodily_fluids breasts clothing collar comic cum cum_from_nose deepthroat degradation dick duo english_text face_fucking 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 animal_penis bodily_fluids breasts clothing collar comic cum cum_from_nose deepthroat degradation dick duo english_text face_fucking 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
2023 animated anthro anthro_on_anthro anthro_penetrated anthro_penetrating anthro_penetrating_anthro areola balls biped black_areola black_body black_fur black_nipples black_penis breasts canid canid_demon clenched_teeth closed_eyes countershade_tail countershade_torso countershading demon digital_media_(artwork) duo ears_back erection eyelashes face_fucking fellatio fur furry futa futa_on_male futanari genitals gloves_(marking) grey_body grey_fur hand_on_head hellhound helluva_boss inner_ear_fluff irrumatio kakhao loona_(helluva_boss) male male_penetrated male_sucking_futa mammal markings multicolored_body multicolored_fur narrowed_eyes navel nipples oral oral_penetration penetration penile penis penis_in_mouth pivoted_ears red_sclera rule_63 sex short_playtime tagme tail teeth thrusting_into_mouth tuft vortex_(helluva_boss) white_body white_eyes white_fur
2023 animated anthro anthro_on_anthro anthro_penetrated anthro_penetrating anthro_penetrating_anthro areola balls biped black_areola black_body black_fur black_nipples black_penis breasts canid canid_demon clenched_teeth closed_eyes countershade_tail countershade_torso countershading demon digital_media_(artwork) duo ears_back erection eyelashes face_fucking fellatio fur furry futa futa_on_male futanari genitals gloves_(marking) grey_body grey_fur hand_on_head hellhound helluva_boss inner_ear_fluff irrumatio kakhao loona_(helluva_boss) male male_penetrated male_sucking_futa mammal markings multicolored_body multicolored_fur narrowed_eyes navel nipples oral oral_penetration penetration penile penis penis_in_mouth pivoted_ears red_sclera rule_63 sex short_playtime tagme tail teeth thrusting_into_mouth tuft vortex_(helluva_boss) white_body white_eyes white_fur
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)
1boy 1girls ailurid animated anus artstyle_imitation ass assertive_female canaryprimary cheating_boyfriend cowgirl_position cum cum_in_pussy cum_in_vagina cum_inside dialogue drooling duo evil_grin female femdom hellhound helluva_boss knot knotted_penis knotting long_hair loona_(helluva_boss) male male_moaning mp4 one_breast_out pleasure_face riding riding_penis sex simple_background sound tagme talking_to_partner text vagial vaginal_knotting vaginal_penetration vaginal_sex video vortex_(helluva_boss) white_background youtube
1boy 1girls ailurid animated anus artstyle_imitation ass assertive_female canaryprimary cheating_boyfriend cowgirl_position cum cum_in_pussy cum_in_vagina cum_inside dialogue drooling duo evil_grin female femdom hellhound helluva_boss knot knotted_penis knotting long_hair loona_(helluva_boss) male male_moaning mp4 one_breast_out pleasure_face riding riding_penis sex simple_background sound tagme talking_to_partner text vagial vaginal_knotting vaginal_penetration vaginal_sex video vortex_(helluva_boss) white_background youtube
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
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)
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)
1boy 1girls ambiguous_fluids animal_genitalia animal_penis balls_deep bodily_fluids clothing comic deepthroat duo english_text face_fucking 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 animal_penis balls_deep bodily_fluids clothing comic deepthroat duo english_text face_fucking 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 anthro big_penis femboy furry gay gray_hair helluva_boss loona_(helluva_boss) male male_loona male_only oro97 penis posing red_eyes rule_63 tagme vortex_(helluva_boss) white_fur wolf
1boy anthro big_penis femboy furry gay gray_hair helluva_boss loona_(helluva_boss) male male_loona male_only oro97 penis posing red_eyes rule_63 tagme vortex_(helluva_boss) white_fur wolf
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 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 thigh_highs thighhighs 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 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 thigh_highs thighhighs thin thin_waist throat_fuck thrusting thrusting_into_mouth trembling vortex_(helluva_boss)
2boys anthro arm_warmers armwear balls balls_blush big_balls big_penis biped blush bodily_fluids body_blush canid canid_demon canine cant_see_the_haters claws clothing crouching curvy_figure demon dialogue dripping erection femboy 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 canid canid_demon canine cant_see_the_haters claws clothing crouching curvy_figure demon dialogue dripping erection femboy 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
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 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 2021 3d absurd_res animal_genitalia animated anthro anthro_on_anthro anthro_penetrated anthro_penetrating anus armwear ass balls bed bedroom bent_over big_ass big_breasts blush bodily_fluids breasts canid canid_demon canine canine_penis claws collar cute cute_fang demon demon_girl domination drooling duo ear_piercing erection eyelashes faceless_male fangs female female_focus female_penetrated fingers fluffy fluffy_tail fur furry genitals grin hair happy heart heavy_breathing hellhound helluva_boss hi_res huge_cock knot legs legs_grab legs_up legwear long_hair looking_at_viewer looking_up loona_(helluva_boss) lying lying_on_side male male/female male_penetrating male_penetrating_female mammal naked nipples nude open_mouth pawpads paws penetration penis pleasure_face pubic_hair pussy pussy_juice red_sclera sex sfrogue sharp_claws sharp_teeth short_playtime simple_background sitting solo_focus sound source_filmmaker spiked_collar spread_legs spreading straight sweat tail tailwag teeth thick_thighs thighs tongue tongue_out vaginal_penetration video vivienne_medrano vortex_(helluva_boss) webm wet white_body white_fur white_hair wide_hips wolf zoophilia
1boy 1girls 2021 3d absurd_res animal_genitalia animated anthro anthro_on_anthro anthro_penetrated anthro_penetrating anus armwear ass balls bed bedroom bent_over big_ass big_breasts blush bodily_fluids breasts canid canid_demon canine canine_penis claws collar cute cute_fang demon demon_girl domination drooling duo ear_piercing erection eyelashes faceless_male fangs female female_focus female_penetrated fingers fluffy fluffy_tail fur furry genitals grin hair happy heart heavy_breathing hellhound helluva_boss hi_res huge_cock knot legs legs_grab legs_up legwear long_hair looking_at_viewer looking_up loona_(helluva_boss) lying lying_on_side male male/female male_penetrating male_penetrating_female mammal naked nipples nude open_mouth pawpads paws penetration penis pleasure_face pubic_hair pussy pussy_juice red_sclera sex sfrogue sharp_claws sharp_teeth short_playtime simple_background sitting solo_focus sound source_filmmaker spiked_collar spread_legs spreading straight sweat tail tailwag teeth thick_thighs thighs tongue tongue_out vaginal_penetration video vivienne_medrano vortex_(helluva_boss) webm wet white_body white_fur white_hair wide_hips wolf zoophilia
1boy 1futa 3d 9:16 anal animated anthro bootimax duo futa_on_male futanari helluva_boss huge_balls huge_cock hyper_balls hyper_penis intersex intersex/male loona_(helluva_boss) male shorter_than_30_seconds sound swinging_balls tagme vertical_video video vortex_(helluva_boss)
1boy 1futa 3d 9:16 anal animated anthro bootimax duo futa_on_male futanari helluva_boss huge_balls huge_cock hyper_balls hyper_penis intersex intersex/male loona_(helluva_boss) male shorter_than_30_seconds sound swinging_balls tagme vertical_video video vortex_(helluva_boss)
1boy 1boy1girl 1girls abs anthro anthro_on_anthro anthro_penetrated anthro_penetrating anthro_penetrating_anthro ass balls bare_arms bare_breasts bare_legs bare_shoulders bare_thighs big_belly big_penis blowjob breasts canine collar color comic cum cum_in_mouth cum_in_stomach cum_in_throat cum_inside cum_inside_mouth cumflated_belly cumflation cumming cumming_in_mouth deepthroat demon english_text face_fucking fellatio female female_penetrated furry hellhound helluva_boss hi_res humanoid_genitalia humanoid_penis inflation knot knotting long_hair loona_(helluva_boss) loonanudes male male/female male_penetrating male_penetrating_female muscular muscular_female naked nipples nude nude_female nude_male onomatopoeia oral oral_knotting oral_penetration oral_sex page_28 penis_in_mouth penis_visible_through_body red_eyes sex sucking sucking_penis tail text text_bubble thick_thighs thigh_highs thighhighs throat_fuck thrusting thrusting_into_mouth vortex_(helluva_boss) white_hair wolf wolf_ears wolf_girl
1boy 1boy1girl 1girls abs anthro anthro_on_anthro anthro_penetrated anthro_penetrating anthro_penetrating_anthro ass balls bare_arms bare_breasts bare_legs bare_shoulders bare_thighs big_belly big_penis blowjob breasts canine collar color comic cum cum_in_mouth cum_in_stomach cum_in_throat cum_inside cum_inside_mouth cumflated_belly cumflation cumming cumming_in_mouth deepthroat demon english_text face_fucking fellatio female female_penetrated furry hellhound helluva_boss hi_res humanoid_genitalia humanoid_penis inflation knot knotting long_hair loona_(helluva_boss) loonanudes male male/female male_penetrating male_penetrating_female muscular muscular_female naked nipples nude nude_female nude_male onomatopoeia oral oral_knotting oral_penetration oral_sex page_28 penis_in_mouth penis_visible_through_body red_eyes sex sucking sucking_penis tail text text_bubble thick_thighs thigh_highs thighhighs throat_fuck thrusting thrusting_into_mouth vortex_(helluva_boss) white_hair wolf wolf_ears wolf_girl
2024 anthro ball_suck balls balls_in_mouth balls_in_throat big_balls biped black_lipstick canid canid_demon canine demon dialogue digital_media_(artwork) duo elzzombie english_text eyebrows eyelashes female fingers genitals hair heart_symbol hellhound helluva_boss hi_res huge_balls kiss_mark_on_penis lipstick lipstick_mark lipstick_on_balls lipstick_on_penis long_hair loona_(helluva_boss) male male/female mammal mythological_canine mythological_creature mythology neck_bulge oral partial_male penis sex simple_background solo_focus sucking text vortex_(helluva_boss)
2024 anthro ball_suck balls balls_in_mouth balls_in_throat big_balls biped black_lipstick canid canid_demon canine demon dialogue digital_media_(artwork) duo elzzombie english_text eyebrows eyelashes female fingers genitals hair heart_symbol hellhound helluva_boss hi_res huge_balls kiss_mark_on_penis lipstick lipstick_mark lipstick_on_balls lipstick_on_penis long_hair loona_(helluva_boss) male male/female mammal mythological_canine mythological_creature mythology neck_bulge oral partial_male penis sex simple_background solo_focus sucking text vortex_(helluva_boss)
1boy 2girls anthro assisted_deepthroat assisted_fellatio assisted_oral blowjob blush deepthroat fellatio forced_deepthroat fur furry helluva_boss kattalu loona_(helluva_boss) mouthful no_humans penis_in_mouth queen_bee-lzebub_(helluva_boss) saliva_on_penis straight tagme threesome vortex_(helluva_boss)
1boy 2girls anthro assisted_deepthroat assisted_fellatio assisted_oral blowjob blush deepthroat fellatio forced_deepthroat fur furry helluva_boss kattalu loona_(helluva_boss) mouthful no_humans penis_in_mouth queen_bee-lzebub_(helluva_boss) saliva_on_penis straight tagme threesome vortex_(helluva_boss)