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1boy 1girls black_hair chaz_(helluva_boss) chazwick_thurman deep_penetration demon demon_boy demon_girl ex-girlfriend ex_boyfriend female grape_flyer helluva_boss huge_cock humanoid imp male millie_(helluva_boss) mole mole_under_eye softygear stomach_bulge thick_thighs tongue_kiss yellow_sclera

black_hairchaz_(helluva_boss)

3d 3d_(artwork) 777bronzestar big_ass big_breasts black black_hair boots curvy_figure dark_hair demon_girl demon_horns demon_tail eyelashes gloves helluva_boss hug hugging long_hair millie_(helluva_boss) nipples outdoors red_eyes red_skin sallie_may_(helluva_boss) short_hair tail thick_thighs thighs yellow_sclera

big_assbig_breasts

helluva_boss jizoku millie_(helluva_boss)

helluva_bossjizoku

big_ass big_ass_(female) big_breasts big_butt boobs_focus breasts breasts_focus breasts_out demon demon_girl demon_horns demon_tail helluva_boss huge_ass huge_boobs huge_breasts huge_butt kneeling kneeling_female millie_(helluva_boss) nemuri18 red_body red_skin sweat sweaty sweaty_body sweaty_breasts sweaty_butt

big_assbig_ass_(female)

1boy 1girls 2demons anus ass asshole bed bedroom big_butt big_penis black_hair bodily_fluids breasts butt_focus demon duo duo_focus eyebrows eyelashes female female_focus female_on_top freckled_breasts freckled_butt freckled_face freckled_legs freckles furniture genital_fluids genitals group hair helluva_boss horn imp long_tail lying lying_on_bed male millie_(helluva_boss) motion_blur moxxie_(helluva_boss) nipple_piercing nipples nude nude_female nude_male on_bed penetration penile penile_penetration penis penis_in_pussy piercing pussy red_body red_skin riding riding_penis sex smile tail text thick_thighs vaginal_fluids vaginal_penetration vein veiny_penis yellow_eyes zoyler

1boy 1girls 2demons anus ass asshole bed bedroom big_butt big_penis black_hair bodily_fluids breasts butt_focus cum cum_in_pussy cum_inside cumshot demon duo duo_focus eyebrows eyelashes female female_focus female_on_top freckled_breasts freckled_butt freckled_face freckled_legs freckles furniture genital_fluids genitals group hair helluva_boss horn imp long_tail lying lying_on_bed male millie_(helluva_boss) moxxie_(helluva_boss) nipple_piercing nipples nude nude_female nude_male on_bed penetration penile penile_penetration penis penis_in_pussy piercing pussy red_body red_skin riding riding_penis sex smile tail text thick_thighs vaginal_fluids vaginal_penetration vein veiny_penis yellow_eyes zoyler

1boy ai_generated bed bedroom big_breasts big_penis black_hair breasts cheating cheating_wife cum cum_in_pussy cum_inside dark-skinned_male dark_skin demon duo excessive_cum faceless_male fat_man female female_penetrated hair helluva_boss horns human imp impregnation inflation internal interracial interspecies male male/female male_penetrating male_penetrating_female millie_(helluva_boss) missionary_position mole naked nipples nude open_mouth open_smile orgasm orgasm_face ovum penis pillow_grab pleasure_face pov pubes pubic_hair pussy red_skin saliva semen_in_vagina sex short_hair smile sperm_cell spreading straight tail teeth thick_thighs tongue tongue_out ugly_bastard ugly_man vaginal_penetration vaginal_sex vein veiny_penis wide_hips yellow_sclera

ai_generatedbed

1boy ai_generated bed bedroom big_breasts big_penis black_hair breasts cheating cheating_wife cum cum_in_pussy cum_inside dark-skinned_male dark_skin demon duo excessive_cum faceless_male fat_man female female_penetrated hair helluva_boss horns human imp impregnation inflation internal interracial interspecies male male/female male_penetrating male_penetrating_female millie_(helluva_boss) missionary_position mole naked nipples nude open_mouth open_smile orgasm orgasm_face ovum penis pillow_grab pleasure_face pov pubes pubic_hair pussy red_skin saliva semen_in_vagina sex short_hair smile sperm_cell spreading straight tail teeth thick_thighs tongue tongue_out ugly_bastard ugly_man vaginal_penetration vaginal_sex vein veiny_penis wide_hips yellow_sclera

ai_generatedbed

1boy ai_generated bed bedroom big_breasts big_penis black_hair breasts cheating cheating_wife cum cum_in_pussy cum_inside dark-skinned_male dark_skin demon duo excessive_cum faceless_male fat_man female female_penetrated hair helluva_boss horns human imp impregnation inflation internal interracial interspecies male male/female male_penetrating male_penetrating_female millie_(helluva_boss) missionary_position mole naked nipples nude open_mouth open_smile orgasm orgasm_face ovum penis pillow_grab pleasure_face pov pubes pubic_hair pussy red_skin saliva semen_in_vagina sex short_hair smile sperm_cell spreading straight tail teeth thick_thighs tongue tongue_out ugly_bastard ugly_man vaginal_penetration vaginal_sex vein veiny_penis wide_hips yellow_sclera

ai_generatedbed

1boy ai_generated bed bedroom big_breasts big_penis black_hair breasts cheating cheating_wife cum cum_in_pussy cum_inside dark-skinned_male dark_skin demon duo excessive_cum faceless_male fat_man female female_penetrated hair helluva_boss horns human imp impregnation inflation interracial interspecies male male/female male_penetrating male_penetrating_female millie_(helluva_boss) missionary_position mole naked nipples nude open_mouth open_smile orgasm orgasm_face penis pillow_grab pleasure_face pov pubes pubic_hair pussy red_skin saliva semen_in_vagina sex short_hair smile spreading straight tail teeth thick_thighs tongue tongue_out ugly_bastard ugly_man vaginal_penetration vaginal_sex vein veiny_penis wide_hips yellow_sclera

ai_generatedbed

1boy ai_generated bed bedroom big_breasts big_penis black_hair breasts cheating cheating_wife cum cum_in_pussy cum_inside dark-skinned_male dark_skin demon duo excessive_cum faceless_male fat_man female female_penetrated hair helluva_boss horns human imp impregnation inflation internal interracial interspecies male male/female male_penetrating male_penetrating_female millie_(helluva_boss) missionary_position mole naked nipples nude open_mouth open_smile orgasm orgasm_face ovum penis pillow_grab pleasure_face pov pubes pubic_hair pussy red_skin saliva semen_in_vagina sex short_hair smile sperm_cell spreading straight tail teeth thick_thighs tongue tongue_out ugly_bastard ugly_man vaginal_penetration vaginal_sex vein veiny_penis wide_hips yellow_sclera

ai_generatedbed

1boy ai_generated bed bedroom big_breasts big_penis black_hair breasts cheating cheating_wife cum cum_in_pussy cum_inside dark-skinned_male dark_skin demon duo excessive_cum faceless_male fat_man female female_penetrated hair helluva_boss horns human imp impregnation inflation internal interracial interspecies male male/female male_penetrating male_penetrating_female millie_(helluva_boss) missionary_position mole naked nipples nude open_mouth orgasm orgasm_face ovum penis pillow_grab pleasure_face pov pubes pubic_hair pussy red_skin saliva semen_in_vagina sex short_hair sperm_cell spreading straight tail teeth thick_thighs tongue tongue_out ugly_bastard ugly_man vaginal_penetration vaginal_sex vein veiny_penis wide_hips yellow_sclera

ai_generatedbed

1boy ai_generated bed bedroom big_breasts big_penis black_hair breasts cheating cheating_wife cum cum_in_pussy cum_inside dark-skinned_male dark_skin demon duo excessive_cum faceless_male fat_man female female_penetrated hair helluva_boss horns human imp impregnation inflation internal interracial interspecies male male/female male_penetrating male_penetrating_female millie_(helluva_boss) missionary_position mole naked nipples nude open_mouth orgasm orgasm_face ovum penis pillow_grab pleasure_face pov pubes pubic_hair pussy red_skin saliva semen_in_vagina sex short_hair sperm_cell spreading straight tail teeth thick_thighs tongue tongue_out ugly_bastard ugly_man vaginal_penetration vaginal_sex vein veiny_penis wide_hips yellow_sclera

ai_generatedbed

1boy ai_generated bed bedroom big_breasts big_penis black_hair breasts cheating cheating_wife cum cum_in_pussy cum_inside dark-skinned_male dark_skin demon duo excessive_cum faceless_male fat_man female female_penetrated hair helluva_boss horns human imp impregnation inflation internal interracial interspecies male male/female male_penetrating male_penetrating_female millie_(helluva_boss) missionary_position mole naked nipples nude open_mouth open_smile orgasm orgasm_face ovum penis pillow_grab pleasure_face pov pubes pubic_hair pussy red_skin saliva semen_in_vagina sex short_hair smile sperm_cell spreading straight tail teeth thick_thighs tongue tongue_out ugly_bastard ugly_man vaginal_penetration vaginal_sex vein veiny_penis wide_hips yellow_sclera

ai_generatedbed

1boy ai_generated bed bedroom big_breasts big_penis black_hair breasts cheating cheating_wife cum cum_in_pussy cum_inside dark-skinned_male dark_skin demon duo excessive_cum faceless_male fat_man female female_penetrated hair helluva_boss horns human imp impregnation inflation internal interracial interspecies male male/female male_penetrating male_penetrating_female millie_(helluva_boss) missionary_position mole naked nipples nude open_mouth open_smile orgasm orgasm_face ovum penis pillow_grab pleasure_face pov pubes pubic_hair pussy red_skin saliva semen_in_vagina sex short_hair smile sperm_cell spreading straight tail teeth thick_thighs tongue tongue_out ugly_bastard ugly_man vaginal_penetration vaginal_sex vein veiny_penis wide_hips yellow_sclera

ai_generatedbed

1boy ai_generated bed bedroom big_breasts big_penis black_hair breasts cheating cheating_wife cum cum_in_pussy cum_inside dark-skinned_male dark_skin demon duo excessive_cum faceless_male fat_man female female_penetrated hair helluva_boss horns human imp impregnation inflation internal interracial interspecies male male/female male_penetrating male_penetrating_female millie_(helluva_boss) missionary_position mole naked nipples nude open_mouth open_smile orgasm orgasm_face ovum penis pillow_grab pleasure_face pov pubes pubic_hair pussy red_skin saliva semen_in_vagina sex short_hair smile sperm_cell spreading straight tail teeth thick_thighs tongue tongue_out ugly_bastard ugly_man vaginal_penetration vaginal_sex vein veiny_penis wide_hips yellow_sclera

ai_generatedbed

1boy ai_generated bed bedroom big_breasts big_penis black_hair breasts cheating cheating_wife cum cum_in_pussy cum_inside dark-skinned_male dark_skin demon duo excessive_cum faceless_male fat_man female female_penetrated hair helluva_boss horns human imp impregnation inflation internal interracial interspecies male male/female male_penetrating male_penetrating_female millie_(helluva_boss) missionary_position mole naked nipples nude open_mouth open_smile orgasm orgasm_face ovum penis pillow_grab pleasure_face pov pubes pubic_hair pussy red_skin saliva semen_in_vagina sex short_hair smile sperm_cell spreading straight tail teeth thick_thighs tongue tongue_out ugly_bastard ugly_man vaginal_penetration vaginal_sex vein veiny_penis wide_hips yellow_sclera

ai_generatedbed

1boy ai_generated bed bedroom big_breasts big_penis black_hair breasts cheating cheating_wife cum cum_in_pussy cum_inside dark-skinned_male dark_skin demon duo faceless_male fat_man female female_penetrated hair helluva_boss horns human imp impregnation internal interracial interspecies male male/female male_penetrating male_penetrating_female millie_(helluva_boss) missionary_position mole naked nipples nude open_mouth open_smile orgasm orgasm_face ovum penis pillow_grab pleasure_face pov pubes pubic_hair pussy red_skin saliva semen_in_vagina sex short_hair smile sperm_cell spreading straight tail teeth thick_thighs tongue tongue_out ugly_bastard ugly_man vaginal_penetration vaginal_sex vein veiny_penis wide_hips yellow_sclera

ai_generatedbed

1boy ai_generated bed bedroom big_breasts big_penis black_hair breasts cheating cheating_wife cum cum_in_pussy cum_inside dark-skinned_male dark_skin demon duo faceless_male fat_man female female_penetrated hair helluva_boss horns human imp impregnation internal interracial interspecies male male/female male_penetrating male_penetrating_female millie_(helluva_boss) missionary_position mole naked nipples nude open_mouth open_smile orgasm orgasm_face ovum penis pillow_grab pleasure_face pov pubes pubic_hair pussy red_skin saliva semen_in_vagina sex short_hair smile sperm_cell spreading straight tail teeth thick_thighs tongue tongue_out ugly_bastard ugly_man vaginal_penetration vaginal_sex vein veiny_penis wide_hips yellow_sclera

ai_generatedbed

1boy ai_generated bed bedroom big_breasts big_penis black_hair breasts cheating cheating_wife cum cum_in_pussy cum_inside dark-skinned_male dark_skin demon duo faceless_male fat_man female female_penetrated hair helluva_boss horns human imp impregnation internal interracial interspecies male male/female male_penetrating male_penetrating_female millie_(helluva_boss) missionary_position mole naked nipples nude open_mouth open_smile orgasm orgasm_face ovum penis pillow_grab pleasure_face pov pubes pubic_hair pussy red_skin saliva semen_in_vagina sex short_hair smile sperm_cell spreading straight tail teeth thick_thighs tongue tongue_out ugly_bastard ugly_man vaginal_penetration vaginal_sex vein veiny_penis wide_hips yellow_sclera

ai_generatedbed

1boy ai_generated bed bedroom big_breasts big_penis black_hair breasts cheating cheating_wife cum cum_in_pussy cum_inside dark-skinned_male dark_skin demon duo faceless_male fat_man female female_penetrated hair helluva_boss horns human imp interracial interspecies male male/female male_penetrating male_penetrating_female millie_(helluva_boss) missionary_position mole naked nipples nude open_mouth open_smile orgasm orgasm_face penis pillow_grab pleasure_face pov pubes pubic_hair pussy red_skin semen_in_vagina sex short_hair smile spreading straight tail teeth thick_thighs ugly_bastard ugly_man vaginal vaginal_penetration vaginal_sex vein veiny_penis wide_hips yellow_sclera

ai_generatedbed

1boy after_sex ai_generated anus bed bedroom big_penis black_hair breasts cheating cheating_wife civitai cum cum_inside dark-skinned_male dark_skin demon dripping_semen duo faceless_male female hair helluva_boss horns human imp interracial interspecies male male/female millie_(helluva_boss) mole naked nipples nude open_mouth open_smile orgasm orgasm_face penis pillow_grab pleasure_face pov pubic_hair pussy red_skin semen_in_vagina short_hair small_breasts smile spreading straight tail teeth thick_thighs wide_hips yellow_sclera

after_sexai_generated

2_horns areola ass bed bed_sheet bedding big_breasts big_butt black_eyebrows black_eyeshadow black_hair black_horn black_lips black_lipstick blush blush_lines bodily_fluids breasts buckteeth demon demon_humanoid eyebrows eyelashes eyeshadow female furniture genitals hair helluva_boss hi_res hooves horn humanoid imp lips lipstick long_eyelashes long_horn long_tail looking_at_viewer lying makeup markings millie_(helluva_boss) mole_(marking) musk musk_clouds nipples nude on_back pussy raised_leg red_areola red_body red_eyes red_nipples red_skin solo spade_tail spots spotted_markings stormrayneart striped_horn stripes sweat sweatdrop tail tail_around_leg tattoo teeth thin_tail yellow_sclera

1girls ass big_breasts black_hair breasts bubble_butt buckteeth demon demon_girl demon_horns demon_tail female heart heart_symbol heart_tattoo helluva_boss imp millie_(helluva_boss) nipples nude nude_female pose presenting presenting_hindquarters presenting_pussy pussy red_body red_eyes red_skin shiny shiny_skin solo solo_female steam steaming_body stormrayneart sweat sweatdrop sweating sweaty tagme tail tattoo tattooed_arm thick thick_ass thick_thighs thighs yellow_sclera

1boy 1girls ai_generated black_hair blowjob breasts cum cum_in_mouth cum_on_body cum_on_clothes cum_on_face cum_on_ground cum_on_hair cumshot demon demon_girl female female_on_human helluva_boss human human_on_demon human_on_humanoid humanoid male male_on_humanoid millie_(helluva_boss) penis straight tongue_out topless yellow_eyes

ai_generatedblack_hair

1boy 2girls anal anal_fingering anal_fisting anal_insertion anal_orgasm anal_sex anus black_and_white cum cum_from_ass cumshot demon demon_girl demon_horns demon_tail demonstration dominant dominant_female domination female femdom fisting greyscale helluva_boss horn horned_humanoid horns imp lifted_by_another lifting lifting_person lin_(helluva_boss) looking_at_another looking_pleasured male male_penetrated malesub milf millie_(helluva_boss) monochrome mother mother_and_daughter moxxie_(helluva_boss) penis prostate_milking tail tail_grab unusual_pupils voyeur voyeurism watching watching_sex writing zoyler

analanal_fingering

anthro big_hair black_nails breasts canid canine canis clothing colored_nails fingerless_gloves fur furry futanari grey_body grey_fur grey_hair gynomorph hair hair_over_one_eye handwear hellhound helluva_boss hi_res intersex latex latex_clothing latex_handwear long_hair loona_(helluva_boss) mammal millie_(helluva_boss) moxxie_(helluva_boss) multicolored_body multicolored_fur nails solo spiked_collar styhi thighhighs two_tone_body two_tone_fur wolf wolf_ears wolf_girl

anthro areola belly breasts english_text fingerless_gloves flashing flashing_breasts furry furry_breasts furry_female furry_only gray_hair grey_body grey_fur grey_hair hellhound helluva_boss legs long_hair looking_pleasured loona_(helluva_boss) millie_(helluva_boss) multicolored_body multicolored_fur naked_female nipples no_bra no_panties open_mouth red_eyes red_sclera sebasdono shirt_lift shorts spiked_collar tagme tail thick_thighs thighs two_tone_body two_tone_fur white_body white_eyes white_fur white_pupils wolf wolf_ears wolf_girl wolf_tail

2025 ai_generated anthro anthro_on_human anthro_penetrating anus ass balls bed bigtub7775 canid canine cum cum_in_pussy female femcel furry furry_male helluva_boss male millie_(helluva_boss) penis wolf

ai_generatedanthro

2025 ai_generated bigtub7775 helluva_boss millie_(helluva_boss) tagme

ai_generatedbigtub7775

1girls 6boys ai_generated big_breasts brown_hair bukkake cum cum_drip cum_on_breasts cum_on_clothes cum_on_face cum_on_hair cumshot facial female helluva_boss kneeling long_hair male millie_(helluva_boss) miniskirt multiple_boys open_mouth surrounded_by_penises tongue_out topless

ai_generatedbig_breasts

1girls ai_generated areolae big_breasts black_hair demon_girl helluva_boss horn millie_(helluva_boss) nipples revealing_breasts smile solo_female spicy_goblins tagme

ai_generatedareolae

ass_focus ass_up female helluva_boss imp millie_(helluva_boss) nude sl00tym4g3 solo

ass_focusass_up

1boy 1futa 1girls anthro areolae ass big_ass big_breasts big_butt big_penis bigger_futa blush breasts butt canphem carrying carrying_partner cuck cucked_by_futa cuckold cum cum_drip cum_in_pussy cum_inside demon demon_boy demon_girl demon_horns demon_humanoid demon_tail dialogue dickgirl domination english english_text erection female femdom fertilization flicking furry futa_on_female futadom futanari futanari/female grabbing grey_body grey_fur grey_hair groping heat hellhound helluva_boss horns huge_cock humanoid humanoid_penis humiliated humiliation imp impregnation intersex large_breasts larger_female long_hair looking_pleasured loona_(helluva_boss) male malesub millie_(helluva_boss) moxxie_(helluva_boss) naked naked_female naked_male nipples nude nude_female nude_male open_mouth penis red_body red_eyes red_sclera red_skin rimjob saliva sex smaller_male stand_and_carry_position standing_sex tagme text thick thick_hips thick_thighs thighs threesome tongue_out two_tone_body two_tone_fur vaginal_penetration white_body white_fur white_pupils wide_hips wolf wolf_ears wolf_girl wolf_tail yellow_sclera

1boy 1girls ai_generated big_breasts big_penis black_hair breasts cowgirl_position cum cum_in_pussy cum_in_uterus cum_inside demon duo faceless_male female female_on_human female_penetrated hair helluva_boss horns human human_on_humanoid humanoid impregnation infidelity internal interspecies male male/female male_on_humanoid male_penetrating male_penetrating_female male_pov millie_(helluva_boss) nipples nude open_mouth orgasm orgasm_face ovum penetration penis pleasure_face pussy pussy_juice saliva sex sperm_cell straight sweat sweating teeth thick_thighs tongue vaginal_penetration vaginal_sex vein veiny_penis

ai_generatedbig_breasts

1boy 1girls ai_generated big_breasts big_penis black_hair breasts cowgirl_position cum cum_in_pussy cum_in_uterus cum_inside demon duo faceless_male female female_on_human female_penetrated hair helluva_boss horns human human_on_humanoid humanoid impregnation infidelity internal interspecies male male/female male_on_humanoid male_penetrating male_penetrating_female male_pov millie_(helluva_boss) nipples nude open_mouth orgasm orgasm_face penetration penis pleasure_face pussy pussy_juice saliva sex straight sweat sweating teeth thick_thighs tongue vaginal_penetration vaginal_sex vein veiny_penis

ai_generatedbig_breasts

ai_generated big_breasts big_penis black_hair breasts cowgirl_position cum cum_in_pussy cum_in_uterus cum_inside demon duo faceless_male female female_penetrated hair helluva_boss horns human impregnation infidelity internal interspecies male male/female male_penetrating male_penetrating_female male_pov millie_(helluva_boss) nipples nude open_mouth orgasm orgasm_face ovum penetration penis pleasure_face pussy pussy_juice saliva sex sperm_cell straight sweat sweating teeth thick_thighs tongue vaginal_penetration vaginal_sex vein veiny_penis

ai_generatedbig_breasts

1boy 1girls ai_generated big_breasts big_penis black_hair breasts cowgirl_position cum cum_in_pussy cum_inside demon duo faceless_male female female_on_human female_penetrated hair helluva_boss horns human human_on_humanoid humanoid impregnation infidelity internal interspecies male male/female male_on_humanoid male_penetrating male_penetrating_female male_pov millie_(helluva_boss) nipples nude open_mouth orgasm orgasm_face ovum penetration penis pleasure_face pussy pussy_juice saliva sex sperm_cell straight sweat sweating teeth thick_thighs tongue vaginal_penetration vaginal_sex vein veiny_penis

ai_generatedbig_breasts

1boy 1girls abdominal_bulge ai_generated big_breasts big_penis black_hair breasts cowgirl_position cum cum_in_pussy cum_inside demon duo faceless_male female female_on_human female_penetrated hair helluva_boss horns human human_on_humanoid humanoid impregnation infidelity internal interspecies male male/female male_on_humanoid male_penetrating male_penetrating_female male_pov millie_(helluva_boss) nipples nude open_mouth orgasm orgasm_face ovum penetration penis pleasure_face pussy pussy_juice saliva sex sperm_cell straight sweat sweating teeth thick_thighs tongue vaginal_penetration vaginal_sex vein veiny_penis

abdominal_bulgeai_generated

3_girls ass blush blushing_at_viewer christmas christmas_clothes christmas_dress christmas_ribbon christmas_stocking demon_girl gift girls_only helluva_boss horns horns_girl innocent_expression jizoku lifting_dress loona_(helluva_boss) millie_(helluva_boss) naughty_face pink_pussy provocative pussy red_eyes red_girl signature_artist_name socks sol_(jizoku) timid uncovered_pussy wolf_ears wolf_girl yellow_eyes

1girls 3d 3d_(artwork) 777bronzestar anus big_ass big_breasts big_butt black_background curvy_figure dark_hair demon demon_girl devil_tail eyelashes female female_focus female_only genitals glowing_eyes helluva_boss horns imp knife looking_back_at_viewer millie_(helluva_boss) nipples pussy red_body red_eyes short_hair solo solo_female solo_focus spread_ass spread_butt tail thick_thighs yellow_sclera

anthro ass balls big_balls big_breasts big_butt big_penis blender_(artwork) breasts digital_media_(artwork) futanari genitals gynomorph helluva_boss hi_res huge_balls huge_cock hyper hyper_balls hyper_genitalia hyper_penis imp intersex millie_(helluva_boss) nun_veil ok_bruh penis solo thick_thighs tongue tongue_out

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