<3 2023 absurd_res ahegao anthro bed biohazard_symbol black_body black_fur black_markings blush bodily_fluids breasts breeding_request canid canid_demon canine canis chest_tuft collar collar_only cum cum_in_pussy cum_inside demon dialogue digital_media_(artwork) discord_(app) duo ejaculation english_text eye_roll eyebrow_piercing facial_piercing female filth first_person_view from_front_position fur furniture genital_fluids genitals grabbing_sheets grey_body grey_fur grey_hair grey_markings hair hellhound helluva_boss hi_res high-angle_view human humanoid humanoid_genitalia humanoid_penis infection looking_pleasured loona_(helluva_boss) lying male male/female mammal markings missionary_position moan nipples no_condom nude on_back patreon penetration penis piercing profanity pussy pussy_juice red_sclera saliva sex spread_legs spreading std symbol syphilis text tongue tongue_out tuft ulcers url vaginal vaginal_penetration what white_body white_eyes white_fur why wolf zer0rebel4  <3 2023 absurd_res ahegao anthro bed black_body black_fur black_markings blush bodily_fluids breasts breeding_request canid canid_demon canine canis chest_tuft collar collar_only cum cum_in_pussy cum_inside demon dialogue digital_media_(artwork) discord_(app) duo ejaculation english_text eye_roll eyebrow_piercing facial_piercing female filth first_person_view from_front_position fur furniture genital_fluids genitals grabbing_sheets grey_body grey_fur grey_hair grey_markings hair hellhound helluva_boss hi_res high-angle_view human humanoid humanoid_genitalia humanoid_penis infection looking_pleasured loona_(helluva_boss) lying male male/female mammal markings missionary_position moan nipples no_condom nude on_back patreon penetration penis piercing profanity pussy pussy_juice radiation_symbol red_sclera saliva sex spread_legs spreading std symbol syphilis text tongue tongue_out tuft ulcers url vaginal vaginal_penetration what white_body white_eyes white_fur why wolf zer0rebel4  2021 anthro bed black_nose bottomless canid canid_demon canine clothed clothing cloud collar demon digital_media_(artwork) ear_piercing ear_ring english_text female fingerless_gloves furniture genitals gloves hair handwear hellhound helluva_boss hi_res legwear long_hair loona_(vivzmind) mammal night panties piercing pussy red_sclera rysonanthrodog sky solo spiked_collar spikes sti syphilis text underwear  2019 angry anthro breasts canid canid_demon canine canis clothing demon dialogue english_text eyelashes female hellhound helluva_boss hi_res insult loona_(vivzmind) mammal nipples profanity simple_background sitting solo speech_bubble syphilis teeth text twiren wolf  cry crying dr._mario english mario princess_peach super_mario_bros. syphilis