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2022 2d 2d_animation all_fours animated anthro anthro_focus anthro_penetrated ass_up balls big_breasts black_body black_clothing black_collar black_eyeshadow black_fur black_gloves black_handwear black_legwear black_pupils black_stockings blitzo_(helluva_boss) bodily_fluids breasts canid canid_demon canine canis clitoris close-up clothing collar demon disembodied_penis doggy_style duo eyeshadow female female_focus female_penetrated from_behind_position fur genital_fluids genitals gloves grey_body grey_fur grey_hair hair half-closed_eyes handwear hellhound helluva_boss humanoid humanoid_on_anthro humanoid_penetrating humanoid_penetrating_anthro inseki interspecies legwear looking_down loona_(helluva_boss) makeup male male/female male_penetrating male_penetrating_female mammal narrowed_eyes nipples penetration penis pupils pussy_juice red_balls red_penis red_sclera sex solo_focus spiked_collar spikes step-incest stepdaughter stepfather stepfather_and_stepdaughter stockings terrenslks vaginal_penetration white_body white_eyes white_fur white_inner_ear white_nipples wolf

2022 2d 2d_animation all_fours animated anthro anthro_focus anthro_penetrated ass_up balls big_breasts black_body black_clothing black_collar black_eyeshadow black_fur black_gloves black_handwear black_legwear black_pupils black_stockings blitzo_(helluva_boss)bodily_fluids breasts canid canid_demon canine canis clitoris close-up clothing collar demon disembodied_penis doggy_style duo eyeshadow female female_focus female_penetrated from_behind_position fur genital_fluids genitals gloves grey_body grey_fur grey_hair hair half-closed_eyes handwear hellhound helluva_boss humanoid humanoid_on_anthro humanoid_penetrating humanoid_penetrating_anthro inseki interspecies legwear looking_down loona_(helluva_boss)makeup male male/female male_penetrating male_penetrating_female mammal narrowed_eyes nipples penetration penis pupils pussy_juice red_balls red_penis red_sclera sex solo_focus spiked_collar spikes step-incest stepdaughter stepfather stepfather_and_stepdaughter stockings terrenslks vaginal_penetration white_body white_eyes white_fur white_inner_ear white_nipples wolf

2022 2d 2d_animation all_fours animated anthro anthro_focus anthro_penetrated ass_up balls big_breasts black_body black_clothing black_collar black_eyeshadow black_fur black_gloves black_handwear black_legwear black_pupils black_stockings blitzo_(helluva_boss) bodily_fluids breasts canid canid_demon canine canis clitoris close-up clothing collar demon disembodied_penis doggy_style duo eyeshadow female female_focus female_penetrated from_behind_position fur genital_fluids genitals gloves grey_body grey_fur grey_hair hair half-closed_eyes handwear hellhound helluva_boss humanoid humanoid_on_anthro humanoid_penetrating humanoid_penetrating_anthro inseki interspecies legwear looking_down loona_(helluva_boss) makeup male male/female male_penetrating male_penetrating_female mammal narrowed_eyes nipples penetration penis pupils pussy_juice red_balls red_penis red_sclera sex solo_focus spiked_collar spikes step-incest stepdaughter stepfather stepfather_and_stepdaughter stockings terrenslks vaginal_penetration white_body white_eyes white_fur white_inner_ear white_nipples wolf

2022 2_horns 2d all_fours animated anthro anthro_penetrated anus armwear ass_up balls big_balls big_penis black_clothing black_collar black_eyeshadow black_gloves black_handwear black_horn black_jacket black_legwear black_nose black_pupils black_stockings black_topwear blitzo_(helluva_boss) bodily_fluids bouncing_breasts breasts canid canine canis clothing collar comic demon doggy_style dominant dominant_anthro dominant_male elbow_gloves erection eyeshadow female female_penetrated fingerless_gloves from_behind_position fur genital_fluids genitals gif glans gloves grey_body grey_fur grey_hair grey_skin hair half-closed_eyes handwear helluva_boss holding_leash holding_object horn humanoid humanoid_genitalia humanoid_on_anthro humanoid_penetrating humanoid_penetrating_anthro humanoid_penis inseki interspecies jacket leash legwear loona_(helluva_boss) makeup male male/female male_penetrating male_penetrating_female mammal medium_breasts narrowed_eyes necktie nipples penetration penis pupils pussy pussy_juice questionable_consent red_body red_glans red_necktie red_sclera red_skin sex speech_bubble spiked_collar spikes standing step-incest stepdaughter stepfather stepfather_and_stepdaughter stockings submissive submissive_anthro submissive_female suit tail_grab terrenslks thrusting topwear vaginal_penetration white_eyes white_horn white_nipples white_pussy wolf

2022 2_horns 2d adoptive_daughter adoptive_father age_difference all_fours animated anthro anthro_penetrated anus armwear ass ass_up balls big_balls big_penis black_clothing black_eyeshadow black_gloves black_handwear black_horn black_jacket black_legwear black_pupils black_stockings black_topwear blitzo_(helluva_boss) bodily_fluids bouncing_breasts breasts canid canine canis claws closed_eyes clothed clothing collar comic demon detailed_background doggy_style dominant dominant_anthro dominant_male elbow_gloves erection eyeshadow fangs female female_penetrated fingerless_gloves fluffy fluffy_tail from_behind_position fur genital_fluids genitals gif glans gloves grey_body grey_fur grey_hair hair half-closed_eyes handwear helluva_boss hi_res horn humanoid humanoid_genitalia humanoid_on_anthro humanoid_penetrating humanoid_penetrating_anthro humanoid_penis inseki interspecies jacket legwear looking_pleasured loona_(helluva_boss) makeup male male/female male_penetrating male_penetrating_female mammal mature_male medium_breasts multicolored_body multicolored_fur narrowed_eyes necktie nipples older_male open_mouth open_smile partially_clothed penetration penis pupils pussy pussy_juice questionable_consent red_body red_clothing red_glans red_necktie red_sclera red_shirt red_topwear sex shirt smile speech_bubble spiked_collar spikes standing step-incest stepdaughter stepfather stepfather_and_stepdaughter stockings submissive submissive_anthro submissive_female suit tail_grab terrenslks thrusting tongue tongue_out topwear two_tone_body two_tone_fur vaginal_penetration white_body white_eyes white_fur white_horn white_nipples white_pussy wolf younger_female