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3d_(artwork) animated anthro bodily_fluids breasts butt canid canid_demon clothing demon digital_media_(artwork) duo erection female female_penetrated food fruit fur genital_fluids genitals hellhound hi_res imp loona_(helluva_boss) male malefemale male_penetrating male_penetrating_female mammal millie_(helluva_boss) nipples nude penetration penile penis phone plant pumpkin pussy sex the_fatcat vaginal vortex_(helluva_boss) webm // 1080x1920, 19.9s // 19.0MB 2022 5_fingers abs anthro arm_tattoo athletic athletic_anthro athletic_male bare_chest black_nose bottomwear breasts canid canid_demon claws clothing crop_top demon digital_media_(artwork) duo fangs female finger_claws fingers fur grey_body grey_fur hair hellhound hi_res humanoid_hands larger_male loona_(helluva_boss) male malefemale mammal multicolored_body multicolored_fur muscular muscular_anthro muscular_male navel nemiris pecs red_sclera romantic romantic_couple shirt shorts signature silver_hair size_difference sleeveless_jacket smaller_female smile tattoo topwear torn_bottomwear torn_clothing torn_jacket torn_shorts two_tone_body two_tone_fur vortex_(helluva_boss) white_body white_eyes white_fur // 1406x1500 // 761.1KB 2022 2d_animation 3:4 5_fingers <3 ahegao 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 clitoris clothed clothing collar comic cubedcoconut demon dialogue digital_media_(artwork) duo english_text erection eye_roll eyelashes fangs female female_anthro female_focus female_on_top female_penetrated fingerless_gloves fingers four_frame_image fucked_silly fur genital_fluids genitals gloves grey_body grey_fur grey_hair hair half-closed_eyes handwear hellhound horizontal_blockage knot legwear letterbox long_hair looking_pleasured loona_(helluva_boss) lying male malefemale male_on_bottom male_penetrating male_penetrating_female mammal medium_breasts motion_lines motion_tweening multicolored_body multicolored_fur narrowed_eyes navel nipples no_sound notched_ear nude on_back on_bottom on_top open_mouth open_smile panting penetration penile penile_penetration penis penis_in_pussy pink_areola pink_nipples pussy_juice pussy_juice_on_penis raised_clothing raised_shirt raised_topwear red_sclera saliva saliva_on_tongue saliva_string sex shirt short_playtime smile solo_focus speech_bubble spiked_collar spikes teeth text thigh_highs thought_bubble tongue tongue_out topwear vaginal vaginal_penetration vortex_(helluva_boss) webm white_body white_eyes white_fur wolf // 810x1080, 10s // 14.5MB 2022 4_fingers absurd_res anthro arm_tattoo armwear black_hair black_nose bodily_fluids canid canid_demon clothing cowgirl_position cum cum_in_pussy cum_inside cum_on_leg cum_on_pussy demon elbow_gloves female fingers from_front_position fur genital_fluids genitals gesture gloves glowing glowing_eyes green_eyes grey_body grey_fur group group_sex hair hand_on_leg handwear hellhound hi_res holding_leg horn humanoid humanoid_hands humanoid_on_anthro humanoid_on_humanoid imp leggings legwear male malefemale mammal marik_azemus34 millie_(helluva_boss) moxxie_(helluva_boss) navel nipples nude on_bottom on_top open_mouth open_smile orgy partner_swap pussy red_body red_sclera red_skin sex shoulder_tattoo silhouette smile succubus sweat swingers tattoo teeth text thigh_highs tongue upside_down url verosika_mayday_(helluva_boss) vortex_(helluva_boss) waving white_eyes white_hair yellow_sclera // 2404x2500 // 4.3MB absurd_res anal anal_penetration animal_genitalia animal_penis anthro armwear balls black_nose blitzo_(helluva_boss) blush bodily_fluids canid canid_demon canine_penis clothing collar crossgender cum demon english_text female genital_fluids genitals group hair hellhound hi_res horn imp knot legwear long_hair loona_(helluva_boss) male malemale male_penetrated male_penetrating male_penetrating_male mammal mtf_crossgender penetration penile penile_penetration penis profanity sex spiked_collar spikes sweat text torn_clothing trio vortex_(helluva_boss) wizzikt // 3025x3002 // 1.2MB 2022 anthro biped black_body black_fur blind_eye bulge butt canid canid_demon clothing crossgender demon digital_media_(artwork) duo ftm_crossgender fur girly grey_body grey_fur hair hellhound in_car legwear loona_(helluva_boss) low_res male malemale mammal meme multicolored_body multicolored_fur oro97 red_sclera selfie smile thigh_highs vortex_(helluva_boss) white_body white_eyes white_fur white_hair // 483x450 // 237.3KB 2022 5_fingers <3 animal_genitalia animal_penis anthro anthro_on_anthro anthro_penetrated anthro_penetrating anthro_penetrating_anthro anus artist_name black_body black_clothing black_fur black_legwear black_nose black_thigh_highs blush bodily_fluids canid canid_demon canine canine_penis canis canon_couple clitoris clothed clothing collar comic cubedcoconut demon dialogue digital_media_(artwork) duo english_text eyelashes fangs female female_penetrated fingers fur genital_fluids genitals grey_body grey_fur grey_hair hair half-closed_eyes hand_on_butt hellhound hi_res kissing knot legwear long_hair looking_pleasured loona_(helluva_boss) male malefemale male_penetrating male_penetrating_female mammal multicolored_body multicolored_fur narrowed_eyes open_mouth penetration penile penile_penetration penis penis_in_pussy pussy_juice pussy_juice_on_penis raised_clothing raised_shirt raised_topwear red_sclera romantic romantic_couple saliva saliva_on_tongue sex shirt smile speech_bubble spiked_collar spikes teeth text thigh_highs tongue tongue_out topwear url vaginal vaginal_penetration vortex_(helluva_boss) white_body white_eyes white_fur // 1709x2300 // 505.9KB 3d_(artwork) abdominal_bulge angry animal_genitalia animal_penis animated anthro anthro_on_anthro anthro_penetrated anthro_penetrating anthro_penetrating_anthro ball_slap balls_deep big_penis bite blind_eye bodily_fluids canid canid_demon canine canine_penis canis carrying close-up clothing cum cum_in_pussy cum_inside cum_on_camera cumshot demon digital_media_(artwork) dominant dominant_male duo ejaculation electricjolt female finger_bite finger_in_mouth genital_fluids genitals hellhound hi_res knot knotting larger_male leg_wrap legwear loona_(helluva_boss) male malefemale mammal orgasm penetration penile penile_penetration penis penis_in_pussy pussy_juice pussy_juice_string secretly_loves_it shaking size_difference slap sound_effects stockings thigh_highs vaginal vaginal_penetration vortex_(helluva_boss) webm wolf // 1920x1080, 29.2s // 4.0MB bed bodily_fluids clothing comic conditional_dnp cum detailed_background dream duo furniture genital_fluids hi_res knot loona_(helluva_boss) loonanudes meru_(merunyaa) vortex_(helluva_boss) // 900x1200 // 1.2MB 2022 5_fingers <3 animal_genitalia animal_penis anthro anthro_on_anthro anthro_penetrated anthro_penetrating anthro_penetrating_anthro areola artist_name 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 canid canid_demon canine canine_penis canis clitoris clothed clothing collar comic cubedcoconut demon dialogue digital_media_(artwork) duo english_text erection eyelashes female female_on_top female_penetrated fingerless_gloves fingers four_frame_image fur genital_fluids genitals gloves grey_body grey_fur grey_hair hair handwear hellhound hi_res horizontal_blockage knot legwear long_hair looking_pleasured loona_(helluva_boss) lying male malefemale male_on_bottom male_penetrating male_penetrating_female mammal medium_breasts moan motion_lines multicolored_body multicolored_fur navel nipples notched_ear on_back on_bottom on_top open_mouth open_smile penetration penile penile_penetration penis penis_in_pussy pink_areola pink_nipples pussy_juice pussy_juice_on_penis raised_clothing raised_shirt raised_topwear red_sclera saliva saliva_on_tongue saliva_string sex shirt smile sound_effects speech_bubble spiked_collar spikes teeth text thigh_highs thought_bubble tongue tongue_out topwear url vaginal vaginal_penetration vortex_(helluva_boss) white_body white_eyes white_fur wolf // 1709x2300 // 468.3KB 2022 2d_animation animated anthro anthro_on_anthro anthro_penetrated anthro_penetrating anthro_penetrating_anthro anus balls black_nose bodily_fluids breasts canaryprimary canid canid_demon collar container cum cum_in_pussy cum_inside cup demon dominant dominant_female drinking_glass drooling duo eyes_closed facial_scar female female_on_top female_penetrated fur genital_fluids genitals glass glass_container glass_cup hair hellhound hi_res huge_filesize infidelity internal knot knotting long_hair loona_(helluva_boss) male malefemale male_penetrating male_penetrating_female mammal moan on_top one_breast_out penetration penile penile_penetration saliva scar sex sound spiked_collar spikes tongue tongue_out vaginal vaginal_knotting vaginal_penetration voice_acted vortex_(helluva_boss) webm // 1920x1080, 121.7s // 96.8MB 2d_animation 3_toes animated anthro anus bangs bedroom big_breasts big_penis bodily_fluids breasts canaryprimary canid canine canis choker claws clothing cowgirl_position cum cum_in_pussy cum_inside dialogue dominant dominant_female drooling duo english_text eye_scar eyelashes eyes_closed facial_scar feet female female_on_top fishnet from_front_position fur genital_fluids genitals gesture grey_body grey_fur grin hair hi_res huge_filesize inside internal jewelry knot knotting laugh loona_(helluva_boss) male malefemale mammal middle_finger multicolored_body multicolored_fur necklace on_bottom on_top penetration penis pussy pussy_juice red_sclera saliva scar sex sharp_claws sharp_teeth smile smirk teeth text toeless_legwear toeless_stockings toes tongue tongue_out two_tone_body two_tone_fur vaginal vaginal_penetration vortex_(helluva_boss) wardrobe_malfunction webm white_body white_eyes white_fur white_hair wolf // 1920x1080, 121.7s // 38.3MB animated anthro assertive_female blitzo_(helluva_boss) canid canid_demon canine canis cartoonsaur demon dildo fantasizing female hellhound hi_res looking_pleasured loona_(helluva_boss) male mammal masturbation moan moxxie_(helluva_boss) on_model sex_toy sound submissive submissive_anthro submissive_female vortex_(helluva_boss) webm wolf // 1920x1080, 241.1s // 28.7MB animated anthro bodily_fluids breasts canid canid_demon canine clothing collar demon digital_media_(artwork) duo erection female female_penetrated fur genital_fluids genitals hair hair_grab hellhound larger_male legwear loona_(helluva_boss) male malefemale male_penetrating male_penetrating_female mammal nipples nude open_mouth penetration penile penis piercing pulred red_sclera riding sex short_playtime simple_background size_difference smaller_female stockings touching_hair vaginal vaginal_penetration vortex_(helluva_boss) white_body white_fur // 663x561 // 4.9MB 2022 abs animal_genitalia anthro anus balls black_body black_fur blind_eye bound butt canid canid_demon dangpa demon fully_sheathed fur genitals grey_body grey_fur group hands_tied hellhound hi_res imp male malemale mammal multicolored_body multicolored_fur muscular muscular_anthro muscular_male nipples pecs sheath spread_legs spreading trio two_tone_body two_tone_fur vortex_(helluva_boss) // 1258x1460 // 200.9KB 2022 abs animal_genitalia anthro anus balls black_body black_fur blind_eye bound butt canid canid_demon dangpa demon erection fur genitals grey_body grey_fur group hands_tied hellhound hi_res humanoid humanoid_genitalia humanoid_penis hybrid_genitalia hybrid_penis imp larger_anthro larger_male male malemale male_on_bottom mammal multicolored_body multicolored_fur muscular muscular_anthro muscular_male nipples on_bottom pecs penis sheath sheathed_humanoid_penis size_difference small_dom_big_sub smaller_humanoid smaller_male spread_legs spreading trio two_tone_body two_tone_fur vortex_(helluva_boss) // 1258x1460 // 195.5KB 16:9 2021 2d_animation 5_fingers animated anthro anthro_on_anthro armwear balls big_penis bikomation black_clothing black_ears black_eyes black_eyeshadow black_knee_highs black_legwear black_nose bodily_fluids bottomless bottomless_female bouncing_balls bouncing_breasts breasts butt canid canid_demon canine canis claws clothed clothing collar conditional_dnp demon detailed_background digital_media_(artwork) duo elbow_gloves erect_nipples erection eyebrows eyelashes eyeshadow feet female fingerless_gloves fingers frame_by_frame fur genitals glans gloves grey_body grey_ears grey_fur hair half-closed_eyes hand_on_breast hand_on_nipple hand_on_penis handjob handwear hellhound huge_penis larger_male legwear long_hair looking_pleasured loona_(helluva_boss) loop makeup male malefemale mammal masturbation multicolored_body multicolored_fur narrowed_eyes nipple_fetish nipple_play nipples nude on_bottom on_top open_mouth partially_clothed pawpads penile penis petting pubes pupils red_sclera sex short_playtime silver_hair size_difference slit_pupils smaller_female spiked_collar spikes spread_legs spreading standing thick_eyelashes thin_eyebrows tongue tongue_out topwear tube_top two_tone_body two_tone_tail vortex_(helluva_boss) white_body white_eyes white_fur white_inner_ear widescreen wolf // 1100x619 // 3.6MB 3:4 abs alley anthro biceps bottomwear canid canid_demon claws clothed clothing demon detailed_background eye_scar facial_scar fangs finger_claws fur grey_body grey_fur grin hellhound hi_res jacket looking_at_viewer male mammal muscular muscular_anthro muscular_male nipples open_clothing open_mouth open_smile open_topwear patto pecs red_sclera scar sharp_teeth shorts sitting smile solo teeth topwear torn_clothing triceps vortex_(helluva_boss) white_eyes // 1125x1500 // 224.6KB 3:4 abs alley animal_genitalia anthro barely_visible_genitalia barely_visible_sheath bulge canid canid_demon clothing demon detailed_background erection genitals grin hellhound hi_res hybrid_genitalia hybrid_penis knot looking_at_viewer male mammal muscular muscular_anthro muscular_male nipples patto pecs penis sheath smile solo vortex_(helluva_boss) // 1125x1500 // 228.2KB 3:4 abs absurd_res alley animal_genitalia anthro bulge canid canid_demon clothing demon detailed_background genitals grin hellhound hi_res looking_at_viewer male mammal muscular muscular_anthro muscular_male patto pecs penis penis_tip sheath smile solo vortex_(helluva_boss) // 3000x4000 // 887.7KB animated anthro bedroom bedroom_eyes bent_over big_breasts big_butt big_penis black_nipples bodily_fluids breast_play breasts butt canid canid_demon comic cum cum_inside demon dialogue doggystyle duo female from_behind_position fur genital_fluids genitals grey_body grey_fur hair hellhound hi_res huge_breasts huge_butt huge_penis human hyper hyper_breasts infidelity licking loona_(helluva_boss) macstarva male malefemale mammal narrowed_eyes nipple_piercing nipples nude oral penile penis penis_lick piercing rollerlane seductive sex sound sound_effects sound_warning titfuck tongue tongue_out voice_acted vortex_(helluva_boss) webm white_body white_fur white_hair // 2700x2000, 126.1s // 12.9MB 2022 absurd_res anthro anus bodily_fluids butt canid canid_demon clothing cunnilingus demon digital_media_(artwork) duo female fingers genital_fluids genitals hair hellhound hi_res legwear long_hair loona_(helluva_boss) male malefemale mammal oral pussy pussy_juice red_sclera redvais scar sex vaginal vortex_(helluva_boss) // 2200x2400 // 4.1MB 16:9 2022 3d_(artwork) 3d_animation animal_genitalia animal_penis animated anthro anthro_on_anthro anthro_penetrated anthro_penetrating anthro_penetrating_anthro areola balls big_breasts biped black_areola black_body black_fur black_nipples bottomless bouncing_balls bouncing_breasts breasts canid canid_demon canine canine_penis canis cel_shading clitoris clothed clothing collar demon detailed_background devilscry digital_media_(artwork) duo erection female female_focus female_penetrated fingerless_(marking) fingers fluffy fluffy_tail fur genitals gloves_(marking) grey_balls grey_body grey_fur grey_hair hair half-closed_eyes hellhound high_framerate inside knot leg_grab leg_markings legwear long_hair looking_at_another looking_back loona_(helluva_boss) loop male malefemale male_penetrating male_penetrating_female mammal markings multicolored_body multicolored_fur narrowed_eyes navel nipples no_sound nude open_mouth open_smile penetration penile penile_penetration penis penis_in_pussy pussy red_sclera sex shaded short_playtime smile socks_(marking) spiked_collar spikes spread_legs spreading teeth thrusting tuft two_tone_body two_tone_fur vaginal vaginal_penetration vortex_(helluva_boss) webm white_body white_fur white_hair widescreen wolf // 1280x720, 2s // 430.0KB 2021 2d_animation animated anthro anthro_penetrated anus ball_fondling ball_grab ball_slap balls balls_deep big_anus big_balls big_breasts big_butt big_penis black_body black_fur blush bodily_fluids bouncing_balls bouncing_breasts bouncing_butt breasts butt canid canid_demon chelodoy clothed clothed_sex clothing demon duo ear_piercing erection faceless_character faceless_male feet female female_focus female_penetrated fondling fur genital_fluids genitals grey_body grey_fur grey_hair hair hand_on_balls hellhound legwear long_hair looking_back loona_(helluva_boss) male malefemale male_penetrating male_penetrating_female mammal pantyhose paws penetration penile penile_penetration penis penis_in_pussy piercing pink_anus pink_pussy pussy pussy_juice rear_view red_sclera sex short_playtime side_boob slap solo_focus stirrup_pantyhose text torn_clothing vaginal vaginal_penetration vortex_(helluva_boss) white_body white_eyes white_fur // 800x943 // 2.9MB 2022 anthro anthro_on_anthro anthro_penetrated anthro_penetrating anthro_penetrating_anthro areola big_breasts big_butt blush bodily_fluids breasts butt canid canid_demon claws demon doggystyle eyes_closed fangs female female_penetrated fluffy fluffy_tail from_behind_position fur grey_body grey_fur hellhound hi_res knightmoonlight98 looking_pleasured loona_(helluva_boss) male malefemale male_penetrating male_penetrating_female mammal muscular muscular_male nipples penetration sex sweat vortex_(helluva_boss) white_body white_fur // 2500x1700 // 679.7KB 2d_animation abdominal_bulge animal_genitalia animal_penis animated anthro anthro_on_anthro anthro_penetrated anthro_penetrating anthro_penetrating_anthro big_penis bouncing_breasts breasts canid canid_demon canine_penis demon duo female female_on_top female_penetrated fluffy fluffy_tail frame_by_frame genitals hellhound knot knot_fucking loona_(helluva_boss) male malefemale male_on_bottom male_penetrating male_penetrating_female mammal on_bottom on_top penetration penile penile_penetration penis penis_in_pussy reverse_cowgirl_position sex short_playtime siogo vaginal vaginal_penetration vortex_(helluva_boss) // 875x1150 // 601.9KB 2021 2d_animation 5_fingers animated anthro anthro_on_anthro anthro_penetrated anthro_penetrating anthro_penetrating_anthro anthro_pov big_penis bikomation black_ears black_eyes black_eyeshadow black_nose bodily_fluids body_hair canid canid_demon canine canis claws clothing conditional_dnp deep_throat demon digital_media_(artwork) duo ear_piercing ear_ring erection eyebrows eyelashes eyeshadow fellatio female female_penetrated fingers first_person_view frame_by_frame fur furniture genital_fluids genitals grey_body grey_ears grey_fur hair half-closed_eyes hand_on_penis handwear hellhound licking long_hair looking_pleasured loona_(helluva_boss) makeup male malefemale male_penetrating male_penetrating_female male_pov mammal multicolored_body narrowed_eyes oral oral_penetration penetrating_pov penetration penile penile_penetration penis penis_lick piercing pov_blowjob pubes red_sclera saliva sex short_playtime silver_hair sucking thick_eyelashes thick_penis thin_eyebrows tongue tongue_out topwear tube_top two_tone_body vein veiny_penis vortex_(helluva_boss) white_body white_eyes white_fur white_inner_ear wolf // 781x1000 // 4.3MB 2022 absurd_res anthro anthro_on_anthro anthro_penetrated anthro_penetrating anthro_penetrating_anthro avian avian_demon big_breasts bird bodily_fluids breast_grab breasts canid canid_demon demon duo female female_penetrated genital_fluids genitals hand_on_breast hellhound hi_res knightmoonlight98 male malefemale male_penetrating male_penetrating_female mammal nipples nude owl owl_demon penetration penis pussy pussy_juice pussy_juice_on_penis sex stella_(helluva_boss) vaginal vaginal_penetration vortex_(helluva_boss) // 2328x2528 // 728.9KB 2021 5_fingers abstract_background anthro anthro_penetrated balls bangs black_collar bored bored_sex bottomless breasts canid canid_demon clothed clothing collar conditional_dnp demon disinterested_sex duo exposed_breasts female female_focus female_penetrated fingerless_gloves fingers fur genitals gloves grey_eyes grey_hair hair handwear hellhound human human_on_anthro human_penetrating human_penetrating_anthro humiliation interspecies latex_stockings legwear long_bangs long_hair looking_at_object looking_at_phone loona_(helluva_boss) loonanudes lying male malefemale male_penetrating male_penetrating_female mammal medium_breasts narrowed_eyes nipples on_back penetration penile penile_penetration penis penis_humiliation penis_in_pussy phone pussy raised_leg red_sclera small_penis_humiliation sound_effects spread_legs spreading stockings studded_collar text thigh_highs vaginal vaginal_penetration vortex_(helluva_boss) white_body white_fur // 1200x875 // 822.0KB 1:1 2021 anal anal_penetration animal_genitalia animal_penis anthro bodily_fluids breasts butt canid canid_demon canine canine_penis clothing demon digital_media_(artwork) duo faceless_character faceless_male female female_penetrated fingers genital_fluids genitals hair hellhound hi_res knot legwear long_hair loona_(helluva_boss) male malefemale male_penetrating male_penetrating_female mammal mostly_nude nipples open_mouth penetration penile penile_penetration penis penis_in_ass pussy pussy_juice solo_focus sweat tongue tongue_out vksuika vortex_(helluva_boss) // 1500x1500 // 3.5MB 2021 4_toes 5_fingers anthro arm_tattoo black_nose bonifasko bottomwear breasts canid canid_demon claws cleavage clothed clothing collar crop_top demon digital_media_(artwork) duo eye_contact feet female finger_claws fingers fur grey_body grey_fur hair hand_around_waist hand_on_leg hand_on_thigh hand_under_leg hellhound hi_res hindpaw humanoid_hands jacket leather leather_clothing leather_jacket leather_topwear leggings legwear long_hair looking_at_another loona_(helluva_boss) male malefemale mammal midriff multicolored_body multicolored_fur navel notched_ear pants pawpads paws raised_leg red_sclera shirt shorts shoulder_tattoo silver_hair sleeveless sleeveless_jacket smile spiked_collar spikes tattoo toe_claws toes topwear torn_bottomwear torn_clothing torn_pants torn_shorts torso_grab two_tone_body two_tone_fur vortex_(helluva_boss) white_body white_eyes white_fur // 892x1280 // 558.3KB anthro anthro_on_anthro anthro_penetrated anthro_penetrating anthro_penetrating_anthro areola balls big_breasts breasts canid canid_demon collar demon female female_penetrated genitals hellhound johnfoxart leg_glider_position loona_(helluva_boss) male malefemale male_penetrating male_penetrating_female mammal nipples penetration penile penile_penetration penis penis_in_pussy pussy raised_leg sex spiked_collar spikes toeless_legwear tongue tongue_out vaginal vaginal_penetration vortex_(helluva_boss) // 1280x953 // 1.4MB
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