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anthro anthro_penetrated anus ass big_butt big_penis black_eyeshadow black_pawpads bodily_fluids bottomwear bottomwear_down breasts canid canid_demon canine clothed clothing demon desk duo eyelashes eyeshadow feet female fur furniture genital_fluids genitals grey_hair hair hellhound helluva_boss hi_res humanoid humanoid_genitalia humanoid_on_anthro humanoid_penetrating humanoid_penetrating_anthro humanoid_penis imp looking_back loona_(helluva_boss) makeup male male/female mammal mythological_canine mythological_creature mythology nipples notched_ear office on_desk panties panties_down partially_clothed pawpads paws penetration penile penile_penetration penis penis_in_pussy red_body red_eyes red_skin sex shorts shorts_down table thick_thighs toeless_legwear toeless_stockings tsudamaku under_boob underwear underwear_down unprofessional_behavior vaginal_fluids vaginal_penetration vaginal_penetration white_body white_fur

anthro anthro_penetrated anus ass big_butt big_penis black_eyeshadow black_pawpads bodily_fluids bottomwear bottomwear_down breasts canid canid_demon canine clothed clothing demon desk duo eyelashes eyeshadow feet female fur furniture genital_fluids genitals grey_hair hair hellhound helluva_boss hi_res humanoid humanoid_genitalia humanoid_on_anthro humanoid_penetrating humanoid_penetrating_anthro humanoid_penis imp looking_back loona_(helluva_boss)makeup male male/female mammal mythological_canine mythological_creature mythology nipples notched_ear office on_desk panties panties_down partially_clothed pawpads paws penetration penile penile_penetration penis penis_in_pussy red_body red_eyes red_skin sex shorts shorts_down table thick_thighs toeless_legwear toeless_stockings tsudamaku under_boob underwear underwear_down unprofessional_behavior vaginal_fluids vaginal_penetration vaginal_penetration white_body white_fur

anthro anthro_penetrated anus ass big_butt big_penis black_eyeshadow black_pawpads bodily_fluids bottomwear bottomwear_down breasts canid canid_demon canine clothed clothing demon desk duo eyelashes eyeshadow feet female fur furniture genital_fluids genitals grey_hair hair hellhound helluva_boss hi_res humanoid humanoid_genitalia humanoid_on_anthro humanoid_penetrating humanoid_penetrating_anthro humanoid_penis imp looking_back loona_(helluva_boss) makeup male male/female mammal mythological_canine mythological_creature mythology nipples notched_ear office on_desk panties panties_down partially_clothed pawpads paws penetration penile penile_penetration penis penis_in_pussy red_body red_eyes red_skin sex shorts shorts_down table thick_thighs toeless_legwear toeless_stockings tsudamaku under_boob underwear underwear_down unprofessional_behavior vaginal_fluids vaginal_penetration vaginal_penetration white_body white_fur

1boy 1girl 1monster adult adult_and_teenager against_wall age_difference aged_down bad_tag barefoot big_breasts bleach bonobo-kun_(artist) breasts brown_hair cloning_arrancar clothed_male_nude_female clothed_sex completely_nude covering_another's_mouth covering_mouth covering_privates curvy erection feet femdom from_behind bad_tag gag gagged hand_gagged hand_on_mouth hand_over_another's_mouth hand_over_another's_mouth hand_over_mouth handgag handjob hetero hiding highres hollow_(bleach) hollow_(species) huge_breasts large_breasts legs_apart long_hair long_legs male masturbation matsumoto_rangiku mature_female mole mole_under_mouth molestation monster naughty_face naughty_smile nude orange_hair overweight_male pants penis penis_grab penis_out pervert rape sagging_breasts scared shinigami shirt sitting smile smirk spread_legs stealth stealth_handjob stealth_masturbation stealth_sex submission sweat sweatdrop testicles toyokawa_shōta tremble_spikes trembling twitching uncensored unprofessional_behavior watermark

1boy 1girls abs before_and_after bible_black bible_black_new_testament big_breasts black_hair blunt_bangs bob_cut bodysuit breasts cellphone cleavage clothed_female_nude_male clothed_sex dialogue dominant dominant_male domination english_text erect_penis erection female femdom handjob head_back huge_ass huge_breasts instant_loss instant_loss_2koma licking licking_neck licking_partner lying_on_back lying_on_bed lying_on_person lying_on_stomach makeup male male/female malesub mature mature_female milf moaning necklace nun oc pearl_necklace penis pinned pinned_down red_hair religious religious_clothing revealing_clothes sgt_crisis shin_bible_black shirtless shirtless_male short_hair sidelocks skimpy skimpy_clothes small_dom_big_sub speech_bubble straight submissive submissive_male takashiro_hiroko text text_message towel under_covers unprofessional_behavior