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ally_kat angel angel_humanoid black_text bodily_fluids charlie_morningstar comic crying demon dialogue emily_(hazbin_hotel) female frown group hair hazbin_hotel hi_res humanoid long_hair male sad seraph_(angel) short_hair simple_background speech_bubble tears text trio vaggie_(hazbin_hotel) white_text winged_humanoid wings ally_kat angel angel_humanoid black_text bodily_fluids charlie_morningstar comic crying demon dialogue emily_(hazbin_hotel) female frown group hair hazbin_hotel hi_res hug humanoid long_hair sad seraph_(angel) short_hair simple_background speech_bubble tears text trio vaggie_(hazbin_hotel) winged_humanoid wings acky05 angel ankle_cuffs anthro blep bottomwear chest_tuft clothing cuff_(restraint) feathered_wings feathers fluffy fluffy_tail green_eyes hair hair_over_eye hands_behind_head heart_symbol hi_res horn inner_ear_fluff kneeling kobold loincloth looking_at_viewer male metal_cuffs neck_cuff one_eye_obstructed pubes restraints solo tail tongue tongue_out tuft wings yayuri 2000s_theme 2021 2_horns ambiguous_feral ambiguous_gender angel black_body black_fur blue_collar blue_eyes brother_(lore) brothers_(lore) cel_shading claws collar cute_fangs demon digital_drawing_(artwork) digital_media_(artwork) domestic_cat duo eyebrows eyelashes facial_tuft feathered_wings feathers feet felid feline felis feral firestar_(warriors) fur glistening glistening_eyes gloves_(marking) green_eyes half-brothers halo head_tuft horn kemono leg_markings looking_at_viewer male_(lore) mammal markings membrane_(anatomy) membranous_wings meow286 multicolored_body open_mouth open_smile orange_body orange_fur paws red_background red_horn red_sclera scar scourge_(warriors) semi-anthro shaded sibling_(lore) simple_background smile spiked_collar spikes striped_body striped_fur stripes tabby_cat toes tongue tuft warm_colors warriors_(book_series) whiskers white_body white_fur white_markings white_wings wings yellow_sclera ahegao alternate_costume anal anal_penetration angel anthro anus blush bodily_fluids bovid bukkake caprine cherub clothed clothed_sex clothing coat collin_(helluva_boss) cum cum_in_ass cum_in_mouth cum_in_own_mouth cum_in_self cum_inside cum_on_face cum_on_own_face cum_on_self dildo dildo_insertion duo enookie face_fucking fellatio foreskin genital_fluids genitals heart_eyes heart_symbol helluva_boss hi_res humanoid_genitalia irrumatio jabot looking_pleasured male male/male mammal masturbation milking_tentacles oral owl_demon penetration penile penis romantic romantic_sex sex sex_toy sex_toy_insertion sheep size_difference stolas_(helluva_boss) tentacle_in_ass tentacle_penetration tentacle_sex tentacles topwear 2024 2_horns 5_fingers 5_toes absurd_res ambiguous_penetration angel angel_humanoid armwear artist_name biceps big_breasts big_butt blush breasts bubble_butt butt clothing crossgender curvy_figure demon demon_humanoid detailed_background dialogue digital_drawing_(artwork) digital_media_(artwork) doggystyle duo elbow_gloves english_text feet female fingers from_behind_position ftg_crossgender fti_crossgender gloves grey_body grey_eyes grey_hair grey_skin gynomorph gynomorph/female hair handwear hazbin_hotel hell helltaker hi_res horn horned_humanoid huge_breasts huge_thighs humanoid intersex intersex/female judgement_(helltaker) long_hair lute_(hazbin_hotel) melee_weapon muscular muscular_arms muscular_gynomorph muscular_humanoid muscular_intersex nekochanoff not_furry nude_female nude_gynomorph nude_humanoid nude_intersex open_mouth open_smile pale-skinned_female pale_skin penetration sex short_hair smile sword teeth text thick_thighs toes voluptuous watermark weapon white_hair wide_hips yellow_eyes 2024 2_horns 5_fingers absurd_res accessory angel angel_humanoid anus artist_name balls biceps big_balls big_breasts big_butt big_penis blush bodily_fluids breasts bubble_butt butt butt_grab butt_squish carrying_another carrying_partner carrying_position cock_ring crossgender curvy_figure demon demon_humanoid dialogue duo english_text erection eyelashes female fingers freckled_butt freckles ftg_crossgender fti_crossgender genital_fluids genitals grope gynomorph gynomorph/female hair hand_on_butt hazbin_hotel hell helltaker hi_res horn horned_humanoid huge_balls huge_butt huge_hips huge_penis huge_thighs humanoid intersex intersex/female jewelry judgement_(helltaker) long_hair muscular muscular_arms muscular_gynomorph muscular_humanoid muscular_intersex muscular_thighs nekochanoff not_furry nude nude_female nude_gynomorph nude_humanoid nude_intersex penetration penis penis_accessory penis_jewelry sera_(hazbin_hotel) seraph_(angel) sex smile spread_anus spread_butt spreading squish sweat sweatdrop text thick_thighs vaginal vaginal_fluids vaginal_penetration voluptuous watermark wide_hips ambiguous_gender angel angry anthro asking_how_long cross-popping_vein dialogue duo ellipsis english_text gabriel_(ultrakill) hand_on_chest humanoid machine male monochrome new_blood_interactive question robot robot_humanoid roseai_69 shocked speech_bubble text ultrakill v1_(ultrakill) 2024 4_fingers abstract_background angel angel_humanoid angelic areola artist_name balls big_areola big_penis blonde_hair blue_eyes blush bodily_fluids bottom_heavy bow_tie feathered_wings feathers femboy fingers flying genitals graphite_(artwork) hair half-erect halo hazbin_hotel hi_res huge_hips huge_thighs humanoid looking_at_viewer male marker_(artwork) nipples not_furry nude parasitedeath pencil_(artwork) penis pink_body pink_skin saint_peter_(hazbin_hotel) short_hair signature smile solo sweat sweatdrop teeth thick_thighs traditional_media_(artwork) wide_hips winged_humanoid wings acky05 angel ankle_cuffs anthro blep bottomwear chest_tuft clothing cuff_(restraint) feathered_wings feathers fluffy fluffy_tail green_eyes hair hair_over_eye hands_behind_head heart_symbol hi_res horn inner_ear_fluff kneeling kobold loincloth looking_at_viewer male metal_cuffs neck_cuff one_eye_obstructed pubes restraints solo tail tongue tongue_out tuft wings yayuri 2000s_theme 2021 2_horns ambiguous_feral ambiguous_gender angel black_body black_fur blue_collar blue_eyes brother_(lore) brothers_(lore) cel_shading claws collar cute_fangs demon digital_drawing_(artwork) digital_media_(artwork) domestic_cat duo eyebrows eyelashes facial_tuft feathered_wings feathers feet felid feline felis feral firestar_(warriors) fur glistening glistening_eyes gloves_(marking) green_eyes half-brothers halo head_tuft horn kemono leg_markings looking_at_viewer male_(lore) mammal markings membrane_(anatomy) membranous_wings meow286 multicolored_body open_mouth open_smile orange_body orange_fur paws red_background red_horn red_sclera scar scourge_(warriors) semi-anthro shaded sibling_(lore) simple_background smile spiked_collar spikes striped_body striped_fur stripes tabby_cat toes tongue tuft warm_colors warriors_(book_series) whiskers white_body white_fur white_markings white_wings wings yellow_sclera ahegao alternate_costume anal anal_penetration angel anthro anus blush bodily_fluids bovid bukkake caprine cherub clothed clothed_sex clothing coat collin_(helluva_boss) cum cum_in_ass cum_in_mouth cum_in_own_mouth cum_in_self cum_inside cum_on_face cum_on_own_face cum_on_self dildo dildo_insertion duo enookie face_fucking fellatio foreskin genital_fluids genitals heart_eyes heart_symbol helluva_boss hi_res humanoid_genitalia irrumatio jabot looking_pleasured male male/male mammal masturbation milking_tentacles oral owl_demon penetration penile penis romantic romantic_sex sex sex_toy sex_toy_insertion sheep size_difference stolas_(helluva_boss) tentacle_in_ass tentacle_penetration tentacle_sex tentacles topwear 1boy angel black_hair blue_eyes castiel expressionless feathered_wings feathers halo holding holding_feather looking_at_viewer loose_hair_strand male_focus portrait sasosasoap short_hair solo straight-on supernatural_(tv_series) wings ally_kat angel angel_humanoid begging begging_for_mercy begging_pose bodily_fluids comic crying dialogue duo emily_(hazbin_hotel) female frown hair hazbin_hotel hi_res humanoid long_hair pose sad sera_(hazbin_hotel) seraph_(angel) short_hair simple_background speech_bubble tears text white_text winged_humanoid wings ally_kat angel angel_humanoid black_text bodily_fluids charlie_morningstar comic crying demon dialogue emily_(hazbin_hotel) female frown group hair hazbin_hotel hi_res humanoid long_hair sad sera_(hazbin_hotel) seraph_(angel) short_hair simple_background speech_bubble tears text vaggie_(hazbin_hotel) white_text winged_humanoid wings ally_kat angel angel_humanoid black_text bodily_fluids charlie_morningstar comic crying demon dialogue emily_(hazbin_hotel) female frown group hair hazbin_hotel hi_res humanoid long_hair male sad seraph_(angel) short_hair simple_background speech_bubble tears text trio vaggie_(hazbin_hotel) white_text winged_humanoid wings ally_kat angel angel_humanoid black_text bodily_fluids charlie_morningstar comic crying demon dialogue emily_(hazbin_hotel) female frown group hair hazbin_hotel hi_res hug humanoid long_hair sad seraph_(angel) short_hair simple_background speech_bubble tears text trio vaggie_(hazbin_hotel) winged_humanoid wings acky05 angel ankle_cuffs anthro blep bottomwear chest_tuft clothing cuff_(restraint) feathered_wings feathers fluffy fluffy_tail green_eyes hair hair_over_eye hands_behind_head heart_symbol hi_res horn inner_ear_fluff kneeling kobold loincloth looking_at_viewer male metal_cuffs neck_cuff one_eye_obstructed pubes restraints solo tail tongue tongue_out tuft wings yayuri 2000s_theme 2021 2_horns ambiguous_feral ambiguous_gender angel black_body black_fur blue_collar blue_eyes brother_(lore) brothers_(lore) cel_shading claws collar cute_fangs demon digital_drawing_(artwork) digital_media_(artwork) domestic_cat duo eyebrows eyelashes facial_tuft feathered_wings feathers feet felid feline felis feral firestar_(warriors) fur glistening glistening_eyes gloves_(marking) green_eyes half-brothers halo head_tuft horn kemono leg_markings looking_at_viewer male_(lore) mammal markings membrane_(anatomy) membranous_wings meow286 multicolored_body open_mouth open_smile orange_body orange_fur paws red_background red_horn red_sclera scar scourge_(warriors) semi-anthro shaded sibling_(lore) simple_background smile spiked_collar spikes striped_body striped_fur stripes tabby_cat toes tongue tuft warm_colors warriors_(book_series) whiskers white_body white_fur white_markings white_wings wings yellow_sclera ahegao alternate_costume anal anal_penetration angel anthro anus blush bodily_fluids bovid bukkake caprine cherub clothed clothed_sex clothing coat collin_(helluva_boss) cum cum_in_ass cum_in_mouth cum_in_own_mouth cum_in_self cum_inside cum_on_face cum_on_own_face cum_on_self dildo dildo_insertion duo enookie face_fucking fellatio foreskin genital_fluids genitals heart_eyes heart_symbol helluva_boss hi_res humanoid_genitalia irrumatio jabot looking_pleasured male male/male mammal masturbation milking_tentacles oral owl_demon penetration penile penis romantic romantic_sex sex sex_toy sex_toy_insertion sheep size_difference stolas_(helluva_boss) tentacle_in_ass tentacle_penetration tentacle_sex tentacles topwear 2girls absurdres amane_kanata amane_kanata_(7th_costume) angel angel_wings armpits arms_up bare_arms bare_legs bare_shoulders barefoot beach bikini breasts day feathered_wings feet feet_up highres hololive houshou_marine houshou_marine_(summer) jagoo legs_up looking_at_viewer mini_wings multiple_girls navel official_alternate_costume open_mouth outdoors red_bikini red_hair revision short_hair soles spread_legs string_bikini swimsuit toes virtual_youtuber water wet white_bikini white_hair wings yellow_eyes ally_kat angel angel_humanoid begging begging_for_mercy begging_pose bodily_fluids comic crying dialogue duo emily_(hazbin_hotel) female frown hair hazbin_hotel hi_res humanoid long_hair pose sad sera_(hazbin_hotel) seraph_(angel) short_hair simple_background speech_bubble tears text white_text winged_humanoid wings ally_kat angel angel_humanoid black_text bodily_fluids charlie_morningstar comic crying demon dialogue emily_(hazbin_hotel) female frown group hair hazbin_hotel hi_res humanoid long_hair sad sera_(hazbin_hotel) seraph_(angel) short_hair simple_background speech_bubble tears text vaggie_(hazbin_hotel) white_text winged_humanoid wings ally_kat angel angel_humanoid black_text bodily_fluids charlie_morningstar comic crying demon dialogue emily_(hazbin_hotel) female frown group hair hazbin_hotel hi_res humanoid long_hair male sad seraph_(angel) short_hair simple_background speech_bubble tears text trio vaggie_(hazbin_hotel) white_text winged_humanoid wings ally_kat angel angel_humanoid black_text bodily_fluids charlie_morningstar comic crying demon dialogue emily_(hazbin_hotel) female frown group hair hazbin_hotel hi_res hug humanoid long_hair sad seraph_(angel) short_hair simple_background speech_bubble tears text trio vaggie_(hazbin_hotel) winged_humanoid wings acky05 angel ankle_cuffs anthro blep bottomwear chest_tuft clothing cuff_(restraint) feathered_wings feathers fluffy fluffy_tail green_eyes hair hair_over_eye hands_behind_head heart_symbol hi_res horn inner_ear_fluff kneeling kobold loincloth looking_at_viewer male metal_cuffs neck_cuff one_eye_obstructed pubes restraints solo tail tongue tongue_out tuft wings yayuri 2000s_theme 2021 2_horns ambiguous_feral ambiguous_gender angel black_body black_fur blue_collar blue_eyes brother_(lore) brothers_(lore) cel_shading claws collar cute_fangs demon digital_drawing_(artwork) digital_media_(artwork) domestic_cat duo eyebrows eyelashes facial_tuft feathered_wings feathers feet felid feline felis feral firestar_(warriors) fur glistening glistening_eyes gloves_(marking) green_eyes half-brothers halo head_tuft horn kemono leg_markings looking_at_viewer male_(lore) mammal markings membrane_(anatomy) membranous_wings meow286 multicolored_body open_mouth open_smile orange_body orange_fur paws red_background red_horn red_sclera scar scourge_(warriors) semi-anthro shaded sibling_(lore) simple_background smile spiked_collar spikes striped_body striped_fur stripes tabby_cat toes tongue tuft warm_colors warriors_(book_series) whiskers white_body white_fur white_markings white_wings wings yellow_sclera ahegao alternate_costume anal anal_penetration angel anthro anus blush bodily_fluids bovid bukkake caprine cherub clothed clothed_sex clothing coat collin_(helluva_boss) cum cum_in_ass cum_in_mouth cum_in_own_mouth cum_in_self cum_inside cum_on_face cum_on_own_face cum_on_self dildo dildo_insertion duo enookie face_fucking fellatio foreskin genital_fluids genitals heart_eyes heart_symbol helluva_boss hi_res humanoid_genitalia irrumatio jabot looking_pleasured male male/male mammal masturbation milking_tentacles oral owl_demon penetration penile penis romantic romantic_sex sex sex_toy sex_toy_insertion sheep size_difference stolas_(helluva_boss) tentacle_in_ass tentacle_penetration tentacle_sex tentacles topwear 2_heads anal anal_penetration angel anthro artechka butt chimera clothing dress_up feathered_wings feathers group hi_res humanoid locker_room male male/male multi_head penetration presenting presenting_hindquarters public public_sex sex underwear wings angel anthro artist_logo biped blossonflower bodily_fluids bovid caprine cherub clothed clothing duo english_text fart fart_cloud female fingerless_gloves gloves handwear helluva_boss hi_res imp keenie_(helluva_boss) logo lying mammal millie_(helluva_boss) on_back sheep speech_bubble sweat text thong underwear 2_horns 3_toes angel anthro artist_logo between_cheeks biped blossonflower bodily_fluids bovid butt caprine cherub clothed clothing duo english_text feet female hair helluva_boss hi_res horn imp keenie_(helluva_boss) kneeling logo long_hair looking_at_another looking_back looking_back_at_another lying mammal millie_(helluva_boss) on_back rear_view sheep spade_tail speech_bubble sweat sweaty_butt tail text thong toes torture underwear 2_horns 3_toes angel anthro artist_logo between_cheeks biped blossonflower bodily_fluids bovid butt caprine cherub clothed clothing duo english_text fart fart_cloud fart_torture farting_on_another farting_on_face feet female hair helluva_boss hi_res horn imp keenie_(helluva_boss) kneeling logo long_hair looking_at_another looking_back looking_back_at_another lying mammal millie_(helluva_boss) on_back rear_view sheep sound_effects spade_tail speech_bubble sweat sweaty_butt tail text thong toes torture underwear ally_kat angel angel_humanoid begging begging_for_mercy begging_pose bodily_fluids comic crying dialogue duo emily_(hazbin_hotel) female frown hair hazbin_hotel hi_res humanoid long_hair pose sad sera_(hazbin_hotel) seraph_(angel) short_hair simple_background speech_bubble tears text white_text winged_humanoid wings ally_kat angel angel_humanoid black_text bodily_fluids charlie_morningstar comic crying demon dialogue emily_(hazbin_hotel) female frown group hair hazbin_hotel hi_res humanoid long_hair sad sera_(hazbin_hotel) seraph_(angel) short_hair simple_background speech_bubble tears text vaggie_(hazbin_hotel) white_text winged_humanoid wings ally_kat angel angel_humanoid black_text bodily_fluids charlie_morningstar comic crying demon dialogue emily_(hazbin_hotel) female frown group hair hazbin_hotel hi_res humanoid long_hair male sad seraph_(angel) short_hair simple_background speech_bubble tears text trio vaggie_(hazbin_hotel) white_text winged_humanoid wings ally_kat angel angel_humanoid black_text bodily_fluids charlie_morningstar comic crying demon dialogue emily_(hazbin_hotel) female frown group hair hazbin_hotel hi_res hug humanoid long_hair sad seraph_(angel) short_hair simple_background speech_bubble tears text trio vaggie_(hazbin_hotel) winged_humanoid wings acky05 angel ankle_cuffs anthro blep bottomwear chest_tuft clothing cuff_(restraint) feathered_wings feathers fluffy fluffy_tail green_eyes hair hair_over_eye hands_behind_head heart_symbol hi_res horn inner_ear_fluff kneeling kobold loincloth looking_at_viewer male metal_cuffs neck_cuff one_eye_obstructed pubes restraints solo tail tongue tongue_out tuft wings yayuri 2000s_theme 2021 2_horns ambiguous_feral ambiguous_gender angel black_body black_fur blue_collar blue_eyes brother_(lore) brothers_(lore) cel_shading claws collar cute_fangs demon digital_drawing_(artwork) digital_media_(artwork) domestic_cat duo eyebrows eyelashes facial_tuft feathered_wings feathers feet felid feline felis feral firestar_(warriors) fur glistening glistening_eyes gloves_(marking) green_eyes half-brothers halo head_tuft horn kemono leg_markings looking_at_viewer male_(lore) mammal markings membrane_(anatomy) membranous_wings meow286 multicolored_body open_mouth open_smile orange_body orange_fur paws red_background red_horn red_sclera scar scourge_(warriors) semi-anthro shaded sibling_(lore) simple_background smile spiked_collar spikes striped_body striped_fur stripes tabby_cat toes tongue tuft warm_colors warriors_(book_series) whiskers white_body white_fur white_markings white_wings wings yellow_sclera ahegao alternate_costume anal anal_penetration angel anthro anus blush bodily_fluids bovid bukkake caprine cherub clothed clothed_sex clothing coat collin_(helluva_boss) cum cum_in_ass cum_in_mouth cum_in_own_mouth cum_in_self cum_inside cum_on_face cum_on_own_face cum_on_self dildo dildo_insertion duo enookie face_fucking fellatio foreskin genital_fluids genitals heart_eyes heart_symbol helluva_boss hi_res humanoid_genitalia irrumatio jabot looking_pleasured male male/male mammal masturbation milking_tentacles oral owl_demon penetration penile penis romantic romantic_sex sex sex_toy sex_toy_insertion sheep size_difference stolas_(helluva_boss) tentacle_in_ass tentacle_penetration tentacle_sex tentacles topwear 1girl absurdres angel angel_wings angewomon anklet armor asymmetrical_clothes bare_shoulders belly belt blonde_hair blue_sky bodysuit breastplate breasts cleavage clothing_cutout covered_eyes digimon digimon_(creature) digimon_adventure digimon_adventure_02 elbow_gloves feathered_wings feathers flying gloves gold gold_bra hagoromo head_wings helmet helmet_over_eyes highres holy_ring jewelry long_hair multiple_wings navel o-ring o-ring_belt open_mouth parted_lips podrace_explode shawl sky smile solo stomach stomach_cutout thigh_strap waist_cutout white_bodysuit white_wings wing_ears winged_gloves winged_helmet wings wrist_wings zipper zipper_footwear ally_kat angel angel_humanoid begging begging_for_mercy begging_pose bodily_fluids comic crying dialogue duo emily_(hazbin_hotel) female frown hair hazbin_hotel hi_res humanoid long_hair pose sad sera_(hazbin_hotel) seraph_(angel) short_hair simple_background speech_bubble tears text white_text winged_humanoid wings ally_kat angel angel_humanoid black_text bodily_fluids charlie_morningstar comic crying demon dialogue emily_(hazbin_hotel) female frown group hair hazbin_hotel hi_res humanoid long_hair sad sera_(hazbin_hotel) seraph_(angel) short_hair simple_background speech_bubble tears text vaggie_(hazbin_hotel) white_text winged_humanoid wings