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2024 anal anal_penetration bent_over blitzo_(helluva_boss) blush blush_lines bodily_fluids comic demon dialogue digital_drawing_(artwork) digital_media_(artwork) drooling duo english_text fizzarolli_(helluva_boss) heart_symbol helluva_boss hi_res horn humanoid imp internal male male/male markings narrowed_eyes one_eye_closed open_mouth penetration pointed_tail red_body rosy_fun saliva striped_horn stripes tears text wink 2024 anal anal_penetration blitzo_(helluva_boss) blush blush_lines censored comic demon dialogue digital_drawing_(artwork) digital_media_(artwork) duo english_text fizzarolli_(helluva_boss) genitals heart_symbol helluva_boss hi_res horn humanoid imp inside_vehicle lying male male/male markings narrowed_eyes on_front open_mouth penetration penis pointed_tail profanity raised_tail red_body rosy_fun striped_horn stripes tail text 2024 blitzo_(helluva_boss) blush blush_lines censored clothing comic demon dialogue digital_drawing_(artwork) digital_media_(artwork) duo english_text fizzarolli_(helluva_boss) fool's_hat genitals hat headgear headwear heart_symbol helluva_boss hi_res horn humanoid imp inside_vehicle male male/male markings open_mouth penis pointed_tail raised_tail red_body rosy_fun sitting standing striped_horn stripes tail text 2024 blitzo_(helluva_boss) blush blush_lines boop censored comic demon dialogue digital_media_(artwork) duo eye_contact fizzarolli_(helluva_boss) genitals hand_on_face helluva_boss hi_res horn humanoid imp licking looking_at_another making_out male male/male neck_lick nipple_fetish nipple_play nipple_suck open_mouth penis pointed_tail raised_tail rosy_fun striped_horn stripes sucking tail tongue tongue_out 2024 bent_over blitzo_(helluva_boss) butt censored clothing comic demon digital_drawing_(artwork) digital_media_(artwork) duo eyes_closed fizzarolli_(helluva_boss) fool's_hat genitals hat headgear headwear helluva_boss hi_res horn humanoid imp male male/male markings moan narrowed_eyes nipple_fetish nipple_play nipple_suck penis pointed_tail red_body rosy_fun sitting striped_horn stripes sucking tongue tongue_out 2024 anal anal_penetration balls blitzo_(helluva_boss) blush blush_lines butt censored comic demon dialogue digital_drawing_(artwork) digital_media_(artwork) duo erection eye_contact eyes_closed fizzarolli_(helluva_boss) genitals heart_symbol helluva_boss hi_res horn humanoid imp legs_in_air looking_at_another lying lying_on_another making_out male male/male markings narrowed_eyes on_back open_mouth penetration penis pointed_tail raised_tail red_body rosy_fun striped_horn stripes tail tongue tongue_out 2024 anthro anus avian bird blitzo_(helluva_boss) bodily_fluids butt censored clothing comic demon dialogue digital_drawing_(artwork) digital_media_(artwork) drooling embrace fizzarolli_(helluva_boss) fool's_hat genitals group hand_on_butt hat headgear headwear heart_eyes heart_symbol helluva_boss hi_res horn humanoid imp lying male male/male markings moan narrowed_eyes on_back on_front open_mouth owl_demon penis penis_in_mouth pointed_tail raised_tail red_body rosy_fun saliva stolas_(helluva_boss) striped_horn stripes tail trio 2024 anal anal_penetration bent_over blitzo_(helluva_boss) blush blush_lines bodily_fluids censored clothing comic demon dialogue digital_drawing_(artwork) digital_media_(artwork) drooling duo erection fizzarolli_(helluva_boss) fool's_hat hat headgear headwear heart_eyes heart_symbol helluva_boss hi_res horn humanoid imp male male/male markings moan open_mouth penetration pointed_tail red_body rosy_fun saliva saliva_string striped_horn stripes sweat sweatdrop tongue tongue_out 2024 blitzo_(helluva_boss) blush blush_lines bodily_fluids clothing comic demon dialogue digital_drawing_(artwork) digital_media_(artwork) duo embrace eye_contact eyes_closed fizzarolli_(helluva_boss) fool's_hat french_kissing hat headgear headwear heart_symbol helluva_boss hi_res horn humanoid imp inside_vehicle kissing looking_at_another making_out male markings narrowed_eyes open_mouth pointed_tail raised_tail red_body rosy_fun saliva saliva_on_tongue striped_horn stripes tail 2024 blush blush_lines clothing demon dialogue digital_drawing_(artwork) digital_media_(artwork) fizzarolli_(helluva_boss) hat headgear headwear heart_symbol helluva_boss hi_res humanoid imp looking_at_viewer lying male narrowed_eyes on_back open_mouth pointed_tail reaching_out rosy_fun shaking solo spread_legs spreading trembling 2024 bent_over blitzo_(helluva_boss) blush blush_lines comic condom demon dialogue digital_drawing_(artwork) digital_media_(artwork) duo eyes_closed fizzarolli_(helluva_boss) hand_in_pocket hand_on_head heart_symbol helluva_boss hi_res horn humanoid imp inside_vehicle lying male markings narrowed_eyes on_back open_mouth pockets pointed_tail raised_tail red_body rosy_fun sexual_barrier_device striped_horn stripes tail tail_motion tailwag tongue tongue_out 2024 blitzo_(helluva_boss) blush blush_lines bodily_fluids butt clothing comic crying demon dialogue digital_drawing_(artwork) digital_media_(artwork) duo erection fizzarolli_(helluva_boss) fool's_hat hat headgear headwear helluva_boss hi_res horn humanoid imp male markings open_mouth pointed_tail putting_on_condom raised_tail red_body rosy_fun sitting striped_horn stripes tail tears 2024 anal anal_penetration bent_over blitzo_(helluva_boss) blush blush_lines bodily_fluids butt censored clothing comic demon dialogue digital_drawing_(artwork) digital_media_(artwork) duo erection eyes_closed fizzarolli_(helluva_boss) fool's_hat genitals hat headgear headwear heart_symbol helluva_boss hi_res horn humanoid imp making_out male male/male markings open_mouth penetration penis pointed_tail raised_tail red_body rosy_fun saliva saliva_on_penis sitting striped_horn stripes tail tears 2024 blitzo_(helluva_boss) blush blush_lines clothing comic demon dialogue digital_drawing_(artwork) digital_media_(artwork) duo eyes_closed fizzarolli_(helluva_boss) fool's_hat hand_on_cheek hand_on_hand hat headgear headwear heart_symbol helluva_boss hi_res horn humanoid imp inside_vehicle kissing looking_at_another male markings narrowed_eyes pointed_tail red_body rosy_fun striped_horn stripes absurd_res anthro anus big_butt black_lipstick blue_background blue_eyes butt clothed clothing cloud dragon facial_piercing female halo hi_res horn lipstick lying makeup mythological_creature mythological_scalie mythology nose_piercing nose_ring on_cloud on_side panties partially_clothed patty_(vimhomeless) piercing pink_body pointed_tail presenting presenting_anus presenting_hindquarters ring_piercing scalie simple_background solo spade_tail tail topless underwear vimhomeless wide_hips 2024 4_fingers absurd_res areola artist_name background_character big_areola big_breasts black_eyes breast_tattoo breasts clothed clothing crock2121 demon demon_humanoid detailed_background devil_horns_(gesture) dialogue digital_drawing_(artwork) digital_media_(artwork) english_text eyelashes female fingers gesture hair hand_gesture helluva_boss hi_res horn horned_humanoid humanoid long_tail motion_lines nipples open_mouth open_smile pointed_tail ponytail profanity red_body red_skin smile solo tail tattoo text topless topless_female watermark white_hair yellow_sclera alejandro_(dylanaildon_no_2) black_eyelids blue_clothing blue_shirt blue_topwear bottomwear cargo_shorts chain clothing demon demon_humanoid dylanaildon_no_2 frown furrowed_brow gesture grey_eyes grey_hair hair hand_gesture hazbin_hotel hazbin_hotel_oc helluva_boss helluva_boss_oc hi_res horn humanoid imp long_hair long_neck male messy_hair middle_finger occult_symbol oversized_clothing pecs pentagram pockets pointed_tail pupils red_body red_skin scowl sharp_teeth shirt shorts skinny slit_pupils solo spines sports_tape symbol t-shirt tail teeth topwear underweight white_body white_skin yellow_sclera yellow_teeth 2024 anthro avian between_legs bird blitzo_(helluva_boss) demon dialogue duo hand_on_leg heart_symbol helluva_boss hi_res horn humanoid imp lying male male/male markings moan narrowed_eyes on_back owl pointed_tail raised_tail red_body rosy_fun spread_legs spreading stolas_(helluva_boss) striped_horn stripes tail 2024 absurd_res anthro arms_tied avian balls bdsm bird blindfold blitzo_(helluva_boss) bodily_fluids bondage bound breath butt demon digital_drawing_(artwork) digital_media_(artwork) duo genitals hand_on_leg heart_symbol helluva_boss hi_res horn humanoid humping imp lying male male/male markings on_back open_mouth owl pillow pointed_tail raised_tail red_body rosy_fun size_difference spread_legs spreading stolas_(helluva_boss) striped_horn stripes sweat sweatdrop tail tongue absurd_res areola big_breasts blonde_hair breasts demon demon_humanoid demonea_(rariatoo) ellipsis female fire hair hi_res holding_breast huge_breasts humanoid humanoid_pointy_ears long_hair looking_at_viewer nipples pointed_tail red_areola red_body red_nipples red_skin solo speech_bubble thanuki winged_humanoid wings yellow_eyes beagle blep bone bulge canid canine canis cigar clothing cowboy_hat demon domestic_dog doodledoggy eyebrows glistening glistening_bulge glistening_clothing goo_creature gremile_'hotshot' gun handgun hat headgear headwear hi_res horn horned_humanoid humanoid hunting_dog kings_of_hell mammal narrow_tail pawpads paws pointed_tail ranged_weapon revolver scent_hound skull spandex spandex_suit thick_eyebrows tight_clothing tongue tongue_out toonkind toony weapon anal anal_penetration anthro antler_grab antlers ass_up balls_deep big_butt biped blush blush_lines bovid butt caprine crossed_legs deep_throat duo eyes_closed faun genitals goat group group_sex hair half-closed_eyes hooves horn horn_grab humanoid_genitalia kneeling leaning lips looking_at_viewer looking_back looking_down looking_pleasured looking_up magic magic_wand male male/male mammal moan motion_lines narrowed_eyes navel nipples nude open_mouth oral oral_penetration penetration penis pointed_tail raised_tail rear_view rimming sex sheep sitting sketch smile sparkles spread_butt spread_legs spreading standing tail thick_thighs threesome throbbing throbbing_penis tito-tonton trio tuft walking animal_genitalia anthro armor athletic athletic_male bandolier bat_wings belt big_ears bone bottomwear brown_clothing card cargo_shorts clawed_gauntlets claws clothed clothing cloud dagger dark_inner_ear demon dipstick_tail dirty_deals fangs flying gauntlets genitals gloves glowing glowing_eyes gradient_background grey_body grey_skin hand_behind_head handwear heel_claw hi_res holding_card humanoid imp long_tongue looking_at_viewer lounging male markings melee_weapon membrane_(anatomy) membranous_wings metal_claws mid_air nipple_outline no_pupils pockets pointed_tail purple_background purple_tongue red_wings sheath short_snout short_stack shorts simple_background skull slit_nostrils smug_expression solo tail tail_markings tapering_tail teeth toe_claws tongue topless topless_anthro topless_male uploaded_before_source weapon wings yellow_eyes zinnick 3:2 3_tails absurd_res anthro black_body black_fur black_hair black_nose black_sclera black_tail bodily_fluids breasts claws crossgender domestic_cat dragon duo ear_grab felid feline felis female fur gender_transformation genital_fluids genitals hair hi_res horn in_heat inner_ear_fluff mammal markings masturbation milk multi_tail multicolored_tail mythological_creature mythological_scalie mythology navel penetrable_sex_toy pointed_tail purple_body purple_eyes purple_fur pussy question_mark scalie sex_toy sitting sweat tail tongue transformation tuft u-ko_(character) vaginal_fluids white_tail wolyeong_(crewnine_cain) anthro apron blood blood_on_clothes blood_on_clothing bodily_fluids boots clothed clothing dalipuff eyewear footwear gloves goggles goggles_on_face handwear hi_res horn jumpsuit latex latex_clothing latex_gloves latex_handware latex_handwear mammal nonbinary_(lore) pointed_tail procyonid raccoon ambiguous_gender anthro big_horn black_sclera blue_body claws corruption countershading demon doneru evil_face evil_grin fangs floating head_crystal head_markings horn looking_at_viewer looking_down magic markings neneruko_(doneru) pincers pointed_tail scalie sketch smile solo teeth white_body ageplay anthro balls bdsm bib bindings bodily_fluids bone bottle bound butt clothed clothing container curse demon diaper dot_eyes electronics english_text etch_(poofy_dragon) genital_fluids genitals hair hi_res high_chair horn humiliation infantilism magic_user male male/male mira_(poofy_dragon) pantsless penis pointed_tail ponytail poofy_dragon rattle roleplay skull skull_head solo spines spiral_eyes stormcloud television text tied_hair underwear urine wetting ageplay anthro bdsm bib bindings bodily_fluids bondage bone bottle bound clothing container cursed demon diaper dot_eyes electronics etch_(poofy_dragon) genital_fluids hair hi_res high_chair horn humiliation infantilism magic_user male male/male mira_(poofy_dragon) model_sheet pointed_tail ponytail poofy_dragon rattle roleplay skull skull_head solo spines spiral_eyes stormcloud television text tied_hair underwear urine wetting 2024 2_horns 5_fingers abs absurd_res anthro artist_name asian_mythology athletic athletic_anthro athletic_male ayakashi balls big_balls big_penis big_tail black_and_white blush bottomwear bottomwear_down claws clothed clothing crop_top demon dragon east_asian_mythology feathered_wings feathers finger_claws fingers footwear foreskin genitals group hi_res horn japanese_mythology kekkaishi legendz long_tail male monochrome mythological_creature mythological_scalie mythology outside partially_clothed pecs penis pointed_tail poking_out pubes public public_nudity ranshiin running running_track scalie seven_(artist) sharp_teeth shiron shirt shoes shorts shorts_down sketch smile sneakers snout tail tank_top teeth topwear trio watermark wings yokai yoki_(kekkaishi) 2024 absurd_res cellphone clothing demon demon_humanoid digital_drawing_(artwork) digital_media_(artwork) electronics eyewear fingers fizzarolli_(helluva_boss) fool's_hat forked_tongue glasses hat headgear headwear helluva_boss hi_res humanoid imp jewelry kirkland897 long_tail looking_at_viewer male necklace orange_eyes overalls phone pointed_tail simple_background smartphone smile solo tail tongue tongue_out white_background yellow_sclera 3d_(artwork) alex_the_human_(armada) anal anal_penetration anus armada_(artist) balls bangs big_balls big_butt big_penis black_eyelids butt demon digital_media_(artwork) duo freckles garry's_mod genitals hair hand_on_back hand_on_chest hand_on_leg hand_on_thigh helluva_boss hooves horn human humanoid imp inside leg_around_partner long_penis male male/male mammal moxxie_(helluva_boss) moxxie_(valorlynz) muscular muscular_male office penetration penile penile_penetration penis penis_in_ass pointed_tail puffy_anus red_body red_skin red_sky short_male short_stack sky tail white_hair white_horn yellow_eyes 3d_(artwork) alex_the_human_(armada) anal anal_penetration anus armada_(artist) balls bangs big_balls big_butt big_penis black_eyelids butt chair demon digital_media_(artwork) duo freckles furniture garry's_mod genitals hair helluva_boss holding_chair hooves horn human humanoid imp inside long_penis male male/male mammal moxxie_(helluva_boss) moxxie_(valorlynz) muscular muscular_male office office_chair on_chair penetration penile penile_penetration penis penis_in_ass pointed_tail puffy_anus red_body red_skin short_male short_stack standing_on_chair tail tail_grab white_hair white_horn yellow_eyes 3d_(artwork) 4:3 alex_the_human_(armada) anal anal_penetration armada_(artist) balls bangs big_balls big_penis black_eyelids bodily_fluids cum cum_drip demon digital_media_(artwork) dripping duo ejaculation eyes_closed freckles furniture garry's_mod genital_fluids genitals hair hand_on_chest hand_on_hip hand_on_penis helluva_boss horn human humanoid imp long_penis male male/male mammal moxxie_(helluva_boss) moxxie_(valorlynz) muscular muscular_male office on_table on_top penetration penile penile_penetration penis penis_in_ass pointed_tail red_body red_skin short_male short_stack table tail thick_thighs white_hair white_horn yellow_eyes 2023 absurd_res big_butt butt clothing demon digital_drawing_(artwork) digital_media_(artwork) eyebrows fizzarolli_(helluva_boss) head_on_hand heart_symbol helluva_boss hi_res humanoid imp lying male on_front pointed_tail raised_eyebrows schplingnops simple_background solo solo_focus swimwear thick_thighs white_background 60percentscalie anthro backsack balls bat bat_ears bat_wings blush bodily_fluids butt cum demon digital_media_(artwork) duo eyes_closed female female_penetrated flat_chested from_front_position fur genital_fluids genitals hand_holding hi_res horn humanoid_genitalia humanoid_penis kissing lying male male/female male_penetrating male_penetrating_female mammal membrane_(anatomy) membranous_wings missionary_position nude on_back penetration penile penile_penetration penis pointed_tail pussy red_body scalie sex short_tail simple_background spade_tail stelis tail tan_body tan_fur tuft turo_of_akesh vaginal vaginal_penetration wingless_bat wings 2024 abs clenched_teeth demon facial_hair genitals hand_behind_back helluva_boss hi_res horn humanoid imp kneeling male mustache narrowed_eyes penis pointed_tail rosy_fun sketch solo solo_focus spiked_tail spikes spikes_(anatomy) striker_(helluva_boss) tail teeth anthro cansinodx cleavage_cutout cutout dragon european_mythology female fire gold_(metal) gold_jewelry hi_res horn jewelry mythological_creature mythological_scalie mythology pointed_tail raised_arm scalie solo spread_wings tail western_dragon white_body wings 4_toes abs anthro arm_scar barazoku bdsm biceps big_muscles black_chastity_cage black_eyebrows black_eyes black_sclera black_tail_tip blue_body blue_fur blue_tattoo blush bodily_fluids body_writing bondage bound canid canine canis chain chain_leash chastity_cage chastity_device chest_scar chinese_text claws collar dipstick_tail dominant dominant_anthro dominant_male dragon duo eyebrows feet fellatio fluffels19 fur genitals hand_above_head harness hi_res humanoid_genitalia humanoid_penis kneeling leash leashed_collar leather leather_harness leg_scar male male/male mammal markings muscular muscular_anthro muscular_male mythological_creature mythological_scalie mythology nipple_piercing nipple_ring nipples nose_scar nude oral pecs penile penis piercing pink_nipples pointed_tail red_eyes red_rope restraints ring_piercing rope rope_bondage rope_harness scalie scar scars_all_over sex submissive submissive_anthro submissive_male sweat sweaty_body tail tail_markings tattoo text toes white_body white_claws white_fur wolf writing_on_arm writing_on_belly writing_on_chest yellow_sclera 4_toes abs anthro arm_scar barazoku bdsm biceps big_muscles big_penis black_eyebrows black_eyes black_sclera black_tail_tip blue_body blue_fur blue_tattoo blush bodily_fluids body_writing bondage bound canid canine canis chain chain_leash chest_scar chinese_text claws collar cum cum_on_face cum_on_ground cum_on_penis dipstick_tail dominant dominant_anthro dominant_male dragon duo erection eyebrows feet fellatio fluffels19 fur genital_fluids genitals hand_above_head harness humanoid_genitalia humanoid_penis kneeling leash leashed_collar leather leather_harness leg_scar male male/male mammal markings muscular muscular_anthro muscular_male mythological_creature mythological_scalie mythology nipple_piercing nipple_ring nipples nose_scar nude oral pecs penile penis piercing pink_nipples pointed_tail red_eyes red_rope restraints ring_piercing rope rope_bondage rope_harness scalie scar scars_all_over sex submissive submissive_anthro submissive_male sweat sweaty_body tail tail_markings tattoo text toes white_body white_claws white_fur wolf writing_on_arm writing_on_belly writing_on_chest yellow_sclera 2_horns 3_fingers 4_horns absurd_res accessory all_fours animal_genitalia armor ass_up balls balls_from_slit big_balls blizzard_entertainment blue_accents blue_body blue_bracers blue_dragonflight blue_eyes blue_light blue_markings blue_mouth blue_penis blue_scales blue_scutes blue_tongue blue_wings bracers branded brick brick_floor brown_claws brown_horn brown_spikes budding buds butt chain chain_leash claws clubbed_tail collar collaring countershade_arms countershade_butt countershade_face countershade_feet countershade_hands countershade_jaw countershade_legs countershade_neck countershade_tail countershade_torso countershade_wings countershading crown curved_horn dahurgthedragon dominant dominant_male dragon duo european_mythology eyes_closed facial_horn feet female female_on_bottom female_penetrated feral feral_on_feral feral_penetrated feral_penetrating feral_penetrating_feral fingers flower foot_on_leg frill_(anatomy) from_behind_position furgonomics genital_slit genitals gold_(metal) gold_bracers gold_claws gold_jewelry gold_ring green_body green_dragon green_dragonflight green_gem green_jewelry green_scales green_scutes grey_horn grey_spikes half-closed_eyes headgear hi_res holding_chain holding_leash holding_object holding_partner holding_partner's_wings horn horn_accessory horn_cap horn_jewelry horn_ring jaw_fins jewel_collar jewelry knot larger_male leaf leaning_on_another leash lightning_bolt_(marking) looking_at_another looking_at_partner looking_down_at_partner looking_pleasured lying male male/female male_on_top male_penetrating male_penetrating_female markings membrane_(anatomy) membranous_frill merithra metal_collar mounting multi_horn mythological_creature mythological_scalie mythology narrowed_eyes neck_frill nose_horn on_bottom on_front on_top open_mouth paws penetration penis penis_stripes pillar pink_accents pink_body pink_nose pink_scales plant pointed_tail pool purple_pussy pussy rail railing ring_(jewelry) rings_on_tail scaled_dragon scales scalie scutes sex sharp_claws sharp_horn sharp_teeth silver_(metal) silver_chain silver_collar silver_crown silver_jewelry size_difference slit slit_penetration slit_play smaller_female smile spikes spikes_(anatomy) spiral_horn spread_legs spreading standing_on_another standing_on_partner submissive submissive_female tail tail_accessory tail_around_leg tail_coil tail_frill tail_jewelry tail_weapon teeth tongue vaginal vaginal_penetration vines warcraft weapon_tail western_dragon white_body white_countershading white_frill white_wings window window_light wing_claws winged_dragon wings anthro cansinodx cleavage_cutout dragon european_mythology female fire gold_(metal) gold_jewelry hi_res horn jewelry mythological_creature mythological_scalie mythology pointed_tail raised_arm scalie solo spread_wings tail western_dragon white_body wings <3 2_horns 2_tails abs absurd_res accessory ahoge anthro arm_tattoo arms_tied athletic athletic_anthro athletic_dom athletic_male bdsm biceps big_muscles big_penis blue_body blue_bottomwear blue_clothing blue_eyes blue_head_tuft blue_shorts bodily_fluids bottomwear bound bwcat canid canine canis chest_tattoo clothing cock_ring collar countershade_fur countershading cum cum_on_ground dominant dominant_anthro dominant_male dragon duo european_mythology feet fluffy fluffy_tail foot_fetish foot_on_penis foot_play footwear foreskin fur genital_fluids genitals green_eyes hair hand_in_pocket hands_behind_back heterochromia hi_res horn huge_muscles huge_penis humanoid_genitalia humanoid_penis jewelry kneeling leash leash_pull leashed_collar leg_tattoo licking_hair long_tail male male/male mammal markings multi_tail muscular muscular_sub mythological_creature mythological_scalie mythology pecs penis penis_accessory penis_jewelry plug_(sex_toy) pockets pointed_tail purple_body purple_eyes purple_fur purple_tail red_markings scalie sex_toy shirt shoes shorts size_difference small_dom_big_sub socks sounding_rod submissive submissive_anthro submissive_male sweat sweatdrop tail tail_motion tailwag tally_marks tank_top tattoo topwear urethral urethral_plug vein veiny_muscles veiny_penis western_dragon western_tally_marks white_body white_countershading white_fur white_tail wolf