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ralphie (helluva boss)

2024 absurd_res anus ass black_eyes blitzo_(helluva_boss) bodily_fluids closed_eyes clothed clothing corpse cum death demon dialogue duo female female_death forced genital_fluids genitals hair half-closed_eyes hanging_by_tail head_down helluva_boss hi_res horn human human_on_demon humanoid imp interspecies male male/female mammal martha_(helluva_boss) millie_(helluva_boss) narrowed_eyes necrophilia nude penis ralphie_(helluva_boss) rape red_body red_skin size_difference tail text torch unconscious vylfgor yellow_sclera
2024 absurd_res anus ass black_eyes blitzo_(helluva_boss) bodily_fluids closed_eyes clothed clothing corpse cum death demon dialogue duo female female_death forced genital_fluids genitals hair half-closed_eyes hanging_by_tail head_down helluva_boss hi_res horn human human_on_demon humanoid imp interspecies male male/female mammal martha_(helluva_boss) millie_(helluva_boss) narrowed_eyes necrophilia nude penis ralphie_(helluva_boss) rape red_body red_skin size_difference tail text torch unconscious vylfgor yellow_sclera
2021 ass big_butt black_hair bodily_fluids breasts cheating cheating_wife clothed clothing demon dominant dominant_male duo elfox691 faceless_character faceless_female faceless_human fellatio female genital_fluids genitals gloves hair handwear helluva_boss hi_res horn human human_on_demon human_on_humanoid humanoid imp interspecies light-skinned_male male male/female mammal mature_male millie_(helluva_boss) open_mouth oral partially_clothed penetration penile pussy pussy_juice ralphie_(helluva_boss) red_body red_skin sex simple_background submissive submissive_female teeth thick_thighs toeless_legwear unseen_male_face veiny_muscles
2021 ass big_butt black_hair bodily_fluids breasts cheating cheating_wife clothed clothing demon dominant dominant_male duo elfox691 faceless_character faceless_female faceless_human fellatio female genital_fluids genitals gloves hair handwear helluva_boss hi_res horn human human_on_demon human_on_humanoid humanoid imp interspecies light-skinned_male male male/female mammal mature_male millie_(helluva_boss) open_mouth oral partially_clothed penetration penile pussy pussy_juice ralphie_(helluva_boss) red_body red_skin sex simple_background submissive submissive_female teeth thick_thighs toeless_legwear unseen_male_face veiny_muscles
2020 balls big_penis blonde_hair bodily_fluids breasts brown_hair closed_eyes clothed clothing cum cum_in_mouth cum_inside demon detailed_background dominant dominant_male elfox691 fangs fellatio female forced genital_fluids genitals gloves group hair handwear helluva_boss hi_res horn huge_cock human human_on_demon human_on_humanoid humanoid imp interspecies light-skinned_male looking_pleasured male male/female mammal martha_(helluva_boss) mature_female mature_male millie_(helluva_boss) open_mouth open_smile oral partially_clothed penile penis ralphie_(helluva_boss) rape red_body red_eyes red_skin saliva sex smile submissive submissive_female teeth thick_thighs trio
2020 balls big_penis blonde_hair bodily_fluids breasts brown_hair closed_eyes clothed clothing cum cum_in_mouth cum_inside demon detailed_background dominant dominant_male elfox691 fangs fellatio female forced genital_fluids genitals gloves group hair handwear helluva_boss hi_res horn huge_cock human human_on_demon human_on_humanoid humanoid imp interspecies light-skinned_male looking_pleasured male male/female mammal martha_(helluva_boss) mature_female mature_male millie_(helluva_boss) open_mouth open_smile oral partially_clothed penile penis ralphie_(helluva_boss) rape red_body red_eyes red_skin saliva sex smile submissive submissive_female teeth thick_thighs trio
2021 breasts brown_hair closed_eyes clothed clothing demon detailed_background doggy_style dominant dominant_male duo elfox691 female female_penetrated from_behind_position genitals gloves hair handwear helluva_boss hi_res horn human human_on_demon human_on_humanoid human_penetrating human_penetrating_humanoid humanoid humanoid_penetrated imp interspecies light-skinned_male male male/female male_penetrating male_penetrating_female mammal mature_male millie_(helluva_boss) open_mouth partially_clothed penetration penile penile_penetration penis penis_in_pussy pussy ralphie_(helluva_boss) rape red_body red_skin sex socks submissive submissive_female teeth thick_thighs vaginal_penetration
2021 breasts brown_hair closed_eyes clothed clothing demon detailed_background doggy_style dominant dominant_male duo elfox691 female female_penetrated from_behind_position genitals gloves hair handwear helluva_boss hi_res horn human human_on_demon human_on_humanoid human_penetrating human_penetrating_humanoid humanoid humanoid_penetrated imp interspecies light-skinned_male male male/female male_penetrating male_penetrating_female mammal mature_male millie_(helluva_boss) open_mouth partially_clothed penetration penile penile_penetration penis penis_in_pussy pussy ralphie_(helluva_boss) rape red_body red_skin sex socks submissive submissive_female teeth thick_thighs vaginal_penetration
2021 balls black_eyes bodily_fluids breasts brown_hair clothed clothing cum cum_in_pussy cum_inside demon dominant dominant_male duo female female_penetrated full_nelson genital_fluids genitals hair helluva_boss hi_res horn human human_on_demon human_on_humanoid human_penetrating human_penetrating_humanoid humanoid humanoid_penetrated imp impregnation internal interspecies light-skinned_male male male/female male_penetrating male_penetrating_female mammal mature_male millie_(helluva_boss) open_mouth ovum partially_clothed penetration penile penile_penetration penis penis_in_pussy pussy ralphie_(helluva_boss) rape red_body red_skin sex sperm_cell submissive submissive_female teeth vaginal_penetration vein veiny_penis yellow_sclera zombishop
2021 balls black_eyes bodily_fluids breasts brown_hair clothed clothing cum cum_in_pussy cum_inside demon dominant dominant_male duo female female_penetrated full_nelson genital_fluids genitals hair helluva_boss hi_res horn human human_on_demon human_on_humanoid human_penetrating human_penetrating_humanoid humanoid humanoid_penetrated imp impregnation internal interspecies light-skinned_male male male/female male_penetrating male_penetrating_female mammal mature_male millie_(helluva_boss) open_mouth ovum partially_clothed penetration penile penile_penetration penis penis_in_pussy pussy ralphie_(helluva_boss) rape red_body red_skin sex sperm_cell submissive submissive_female teeth vaginal_penetration vein veiny_penis yellow_sclera zombishop
1boy 1girls animated bed bed_sheet bedroom bedsheets biting_lip blonde_hair bra cheating cheating_wife eyes_closed family_photo female helluva_boss husband_and_wife implied_sex in_bed loop male martha_(helluva_boss) milf mother official_animation official_art on_bed open_mouth polka_dot_bra ralphie_(helluva_boss) sex sheets sound tagme thrusting under_covers under_sheets under_the_covers video vivienne_medrano
1boy 1girls animated bed bed_sheet bedroom bedsheets biting_lip blonde_hair bra cheating cheating_wife eyes_closed family_photo female helluva_boss husband_and_wife implied_sex in_bed loop male martha_(helluva_boss) milf mother official_animation official_art on_bed open_mouth polka_dot_bra ralphie_(helluva_boss) sex sheets sound tagme thrusting under_covers under_sheets under_the_covers video vivienne_medrano
1boy 1girls 2_horns 3_toes black_hair demon demon_humanoid egg eyelashes faceless_male female helluva_boss horn human humanoid imp impregnation makeup male mascara millie_(helluva_boss) ovum ralphie_(helluva_boss) red_body red_skin ruined_makeup sex sperm_cell tears toes vivienne_medrano yellow_sclera zombi_shop
1boy 1girls 2_horns 3_toes black_hair demon demon_humanoid egg eyelashes faceless_male female helluva_boss horn human humanoid imp impregnation makeup male mascara millie_(helluva_boss) ovum ralphie_(helluva_boss) red_body red_skin ruined_makeup sex sperm_cell tears toes vivienne_medrano yellow_sclera zombi_shop
1boy 1girls 2_horns 3_toes black_hair cum cum_in_pussy cum_inside demon demon_humanoid eyelashes faceless_male female helluva_boss horn human humanoid imp makeup male mascara millie_(helluva_boss) ralphie_(helluva_boss) red_body red_skin ruined_makeup sex tears toes vivienne_medrano yellow_sclera zombi_shop
1boy 1girls 2_horns 3_toes black_hair cum cum_in_pussy cum_inside demon demon_humanoid eyelashes faceless_male female helluva_boss horn human humanoid imp makeup male mascara millie_(helluva_boss) ralphie_(helluva_boss) red_body red_skin ruined_makeup sex tears toes vivienne_medrano yellow_sclera zombi_shop
1boy 1girls 2_horns 3_toes black_hair demon demon_humanoid eyelashes faceless_male female helluva_boss horn human humanoid imp makeup male mascara millie_(helluva_boss) ralphie_(helluva_boss) red_body red_skin ruined_makeup sex tears toes vivienne_medrano yellow_sclera zombi_shop
1boy 1girls 2_horns 3_toes black_hair demon demon_humanoid eyelashes faceless_male female helluva_boss horn human humanoid imp makeup male mascara millie_(helluva_boss) ralphie_(helluva_boss) red_body red_skin ruined_makeup sex tears toes vivienne_medrano yellow_sclera zombi_shop
2boys 2girls animated blitzo_(helluva_boss) gif helluva_boss martha_(helluva_boss) millie_(helluva_boss) ralphie_(helluva_boss) rape tagme vivienne_medrano vylfgor
2boys 2girls animated blitzo_(helluva_boss) gif helluva_boss martha_(helluva_boss) millie_(helluva_boss) ralphie_(helluva_boss) rape tagme vivienne_medrano vylfgor
16:9 2020 2boys 2girls animated black_eyes blitzo_(helluva_boss) bound clothing demon demon_girl female forced group hair helluva_boss horn human human_on_demon human_penetrating humanoid imp male male_human/female_demon male_human/female_humanoid mammal married_couple martha_(helluva_boss) millie_(helluva_boss) penetration pillar ralphie_(helluva_boss) rape red_body red_skin sex short_playtime straight torch vivienne_medrano vylfgor widescreen yellow_sclera
16:9 2020 2boys 2girls animated black_eyes blitzo_(helluva_boss) bound clothing demon demon_girl female forced group hair helluva_boss horn human human_on_demon human_penetrating humanoid imp male male_human/female_demon male_human/female_humanoid mammal married_couple martha_(helluva_boss) millie_(helluva_boss) penetration pillar ralphie_(helluva_boss) rape red_body red_skin sex short_playtime straight torch vivienne_medrano vylfgor widescreen yellow_sclera
1boy 1girls ass_grab barryfactory black_hair black_horns cheating demon demon_girl devil_tail doggy_style faceless_male female female_focus from_behind from_behind_position helluva_boss horns human humanoid imp interspecies long_tail male male_human/female_demon male_human/female_humanoid millie_(helluva_boss) no_panties ralphie_(helluva_boss) rape red_skin ripped_clothes ripped_clothing ripped_pants sex short_hair tail vaginal_insertion vaginal_penetration vaginal_sex vivienne_medrano yellow_eyes
1boy 1girls ass_grab barryfactory black_hair black_horns cheating demon demon_girl devil_tail doggy_style faceless_male female female_focus from_behind from_behind_position helluva_boss horns human humanoid imp interspecies long_tail male male_human/female_demon male_human/female_humanoid millie_(helluva_boss) no_panties ralphie_(helluva_boss) rape red_skin ripped_clothes ripped_clothing ripped_pants sex short_hair tail vaginal_insertion vaginal_penetration vaginal_sex vivienne_medrano yellow_eyes
1girls animated bandage bandaged_head bed bedroom bedsheets biting_lip blonde_hair bra brown_hair eyes_closed family_photo female golden_hair helluva_boss husband husband_and_wife implied_sex in_bed loop male martha_(helluva_boss) milf mother no_sound on_bed open_mouth polka_dot_bra ralphie_(helluva_boss) sex sheets straight thrusting under_covers under_sheets under_the_covers video vivienne_medrano wedding_photo wife yellow_hair
1girls animated bandage bandaged_head bed bedroom bedsheets biting_lip blonde_hair bra brown_hair eyes_closed family_photo female golden_hair helluva_boss husband husband_and_wife implied_sex in_bed loop male martha_(helluva_boss) milf mother no_sound on_bed open_mouth polka_dot_bra ralphie_(helluva_boss) sex sheets straight thrusting under_covers under_sheets under_the_covers video vivienne_medrano wedding_photo wife yellow_hair