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!? 2demons 2girls abdominal_bulge asmodeus'_assistant bent_over black_lipstick blonde_hair blushing bondage bound clitoris crossover demon demon_girl demon_horns demon_tail demoness dialogue english_text female female_only freckles freckles_on_face glasses gmil hazbin_hotel hellaverse helluva_boss horns humanoid internal_vaginal internal_view lilith_morningstar_(hazbin_hotel) long_hair looking_back mature_female medium_hair milf moaning mother multiple_girls navel pale-skinned_female pale_skin pink_body pink_hair pink_skin pointy_ears pussy sharp_ears shiny_clothes shocked_expression sideboob sparkles_j speech_bubble stockings succubus succubus_horns succubus_tail sweat sweatdrop sweating text vagina vaginal vaginal_insertion vaginal_penetration vivienne_medrano vivziepop vulva x-ray
!? 2demons 2girls abdominal_bulge asmodeus'_assistant bent_over black_lipstick blonde_hair blushing bondage bound clitoris crossover demon demon_girl demon_horns demon_tail demoness dialogue english_text female female_only freckles freckles_on_face glasses gmil hazbin_hotel hellaverse helluva_boss horns humanoid internal_vaginal internal_view lilith_morningstar_(hazbin_hotel) long_hair looking_back mature_female medium_hair milf moaning mother multiple_girls navel pale-skinned_female pale_skin pink_body pink_hair pink_skin pointy_ears pussy sharp_ears shiny_clothes shocked_expression sideboob sparkles_j speech_bubble stockings succubus succubus_horns succubus_tail sweat sweatdrop sweating text vagina vaginal vaginal_insertion vaginal_penetration vivienne_medrano vivziepop vulva x-ray
2023 2demons 2girls asmodeus'_assistant black_lipstick blonde_hair blushing bondage bound cleavage crossover demon demon_girl demon_horns demon_tail demoness dialogue english_text female female_only freckles freckles_on_face glasses gmil hazbin_hotel hellaverse helluva_boss horns humanoid lilith_morningstar_(hazbin_hotel) long_hair mature_female medium_hair milf mother multiple_girls navel pale-skinned_female pale_skin pink_body pink_hair pink_skin pointy_ears sharp_ears sparkles_j speech_bubble succubus succubus_horns succubus_tail text vivienne_medrano vivziepop
2023 2demons 2girls asmodeus'_assistant black_lipstick blonde_hair blushing bondage bound cleavage crossover demon demon_girl demon_horns demon_tail demoness dialogue english_text female female_only freckles freckles_on_face glasses gmil hazbin_hotel hellaverse helluva_boss horns humanoid lilith_morningstar_(hazbin_hotel) long_hair mature_female medium_hair milf mother multiple_girls navel pale-skinned_female pale_skin pink_body pink_hair pink_skin pointy_ears sharp_ears sparkles_j speech_bubble succubus succubus_horns succubus_tail text vivienne_medrano vivziepop
... 1girls 2023 artist_name asmodeus'_assistant ass background_character big_ass big_breasts black_eyes black_nails bored breasts busty cleavage clothed clothed_female clothes clothing cowboy_shot curvaceous curvy dated demon demon_girl demon_horns demon_tail demon_wings demoness dress eyelashes eyewear female file_folder freckles freckles_on_face fully_clothed glasses hair helluva_boss hi_res holding_object horned_humanoid horns hourglass_figure huge_ass huge_breasts huge_thighs humanoid jacket kiss_mark kiss_mark_on_thigh large_ass large_breasts legs_together lipstick_mark lipstick_on_thighs medium_hair membranous_wings nail_polish narrowed_eyes office_lady open_jacket open_mouth outstretched_arm phone phone_call pink_body pink_hair pink_skin pointy_ears red_body red_skin round_glasses secretary side_view signature simple_background smartphone solo sparkles_j speech_bubble standing succubus_horns succubus_tail succubus_wings tail talking talking_on_phone teeth thedarkzircon thick_thighs thighs voluptuous wide_hips wings yellow_sclera
... 1girls 2023 artist_name asmodeus'_assistant ass background_character big_ass big_breasts black_eyes black_nails bored breasts busty cleavage clothed clothed_female clothes clothing cowboy_shot curvaceous curvy dated demon demon_girl demon_horns demon_tail demon_wings demoness dress eyelashes eyewear female file_folder freckles freckles_on_face fully_clothed glasses hair helluva_boss hi_res holding_object horned_humanoid horns hourglass_figure huge_ass huge_breasts huge_thighs humanoid jacket kiss_mark kiss_mark_on_thigh large_ass large_breasts legs_together lipstick_mark lipstick_on_thighs medium_hair membranous_wings nail_polish narrowed_eyes office_lady open_jacket open_mouth outstretched_arm phone phone_call pink_body pink_hair pink_skin pointy_ears red_body red_skin round_glasses secretary side_view signature simple_background smartphone solo sparkles_j speech_bubble standing succubus_horns succubus_tail succubus_wings tail talking talking_on_phone teeth thedarkzircon thick_thighs thighs voluptuous wide_hips wings yellow_sclera
2demons animated animated_gif asmodeus'_assistant ass background_character demon demon_boy demon_girl demon_horns demon_humanoid demon_tail demon_wings demoness demons glasses helluva_boss imp impsona lueduartv one_leg_up sex sparkles_j standing standing_sex succubus succubus_horns succubus_tail succubus_wings tagme unseen_male_face vaginal_penetration viewed_from_behind
2demons animated animated_gif asmodeus'_assistant ass background_character demon demon_boy demon_girl demon_horns demon_humanoid demon_tail demon_wings demoness demons glasses helluva_boss imp impsona lueduartv one_leg_up sex sparkles_j standing standing_sex succubus succubus_horns succubus_tail succubus_wings tagme unseen_male_face vaginal_penetration viewed_from_behind
2023 2d 2demons 2girls arielle_somerville_(helluva_boss) asmodeus'_assistant ass ass_focus ass_squish back_view background_character black_choker black_eyeshadow black_hair black_pupils choker demon demon_girl demon_horns demon_tail demon_wings demoness demons digital_media_(artwork) duo female female/female female_only freckles glasses helluva_boss horns looking_at_another lueduartv medium_hair multiple_girls pointy_ears raphielle_(helluva_boss) red_eyes red_skin smile smirk sparkles_j succubi succubus succubus_horns succubus_tail succubus_wings symmetrical_docking tail thick_thighs white_hair wings yellow_eyes
2023 2d 2demons 2girls arielle_somerville_(helluva_boss) asmodeus'_assistant ass ass_focus ass_squish back_view background_character black_choker black_eyeshadow black_hair black_pupils choker demon demon_girl demon_horns demon_tail demon_wings demoness demons digital_media_(artwork) duo female female/female female_only freckles glasses helluva_boss horns looking_at_another lueduartv medium_hair multiple_girls pointy_ears raphielle_(helluva_boss) red_eyes red_skin smile smirk sparkles_j succubi succubus succubus_horns succubus_tail succubus_wings symmetrical_docking tail thick_thighs white_hair wings yellow_eyes
1girls 2024 2d ? asmodeus'_assistant ass bent_over big_ass big_breasts black_eyes cleavage clothed clothing dat_ass demon demon_girl demon_horns demon_tail demoness digital_drawing_(artwork) digital_media_(artwork) dropped_object fat_ass female female_only glasses hellaverse helluva_boss high_heels huge_ass huge_breasts kiss_mark kiss_mark_on_leg kiss_mark_on_thigh large_ass looking_at_viewer looking_back motion_lines no_wings paper papers pink_hair reaching_for_object rear_view sparkles_j succubus succubus_horns succubus_tail thedarkzircon thick_thighs underboob vivienne_medrano vivziepop wide_hips yellow_sclera
1girls 2024 2d ? asmodeus'_assistant ass bent_over big_ass big_breasts black_eyes cleavage clothed clothing dat_ass demon demon_girl demon_horns demon_tail demoness digital_drawing_(artwork) digital_media_(artwork) dropped_object fat_ass female female_only glasses hellaverse helluva_boss high_heels huge_ass huge_breasts kiss_mark kiss_mark_on_leg kiss_mark_on_thigh large_ass looking_at_viewer looking_back motion_lines no_wings paper papers pink_hair reaching_for_object rear_view sparkles_j succubus succubus_horns succubus_tail thedarkzircon thick_thighs underboob vivienne_medrano vivziepop wide_hips yellow_sclera
absurd_res areola asmodeus'_assistant axel_hell background_character big_breasts black_clothing black_jacket black_topwear bodily_fluids bottomwear breasts clothed clothing demon demon_girl demon_horns demon_humanoid demon_tail demoness dildo dildo_in_pussy dildo_insertion eyewear female genital_fluids genitals glasses hair hellaverse helluva_boss hi_res high_heels horns humanoid jacket looking_pleasured masturbation nipples no_wings open_mouth partially_clothed penetration pink_body pubes pussy pussy_juice sex_toy sex_toy_in_pussy sex_toy_insertion simple_background skirt solo sparkles_j succubus succubus_horns succubus_tail tail teeth thick_thighs tongue tongue_out topwear vaginal_penetration vivienne_medrano vivziepop white_bottomwear white_clothing white_hair white_skirt
absurd_res areola asmodeus'_assistant axel_hell background_character big_breasts black_clothing black_jacket black_topwear bodily_fluids bottomwear breasts clothed clothing demon demon_girl demon_horns demon_humanoid demon_tail demoness dildo dildo_in_pussy dildo_insertion eyewear female genital_fluids genitals glasses hair hellaverse helluva_boss hi_res high_heels horns humanoid jacket looking_pleasured masturbation nipples no_wings open_mouth partially_clothed penetration pink_body pubes pussy pussy_juice sex_toy sex_toy_in_pussy sex_toy_insertion simple_background skirt solo sparkles_j succubus succubus_horns succubus_tail tail teeth thick_thighs tongue tongue_out topwear vaginal_penetration vivienne_medrano vivziepop white_bottomwear white_clothing white_hair white_skirt
1girls 2023 2d angel_costume angel_halo angel_wings asmodeus'_assistant ass assistant background_character big_breasts black_pupils breasts buckteeth cameltoe confused_look curvy_female demon demon_girl demon_horns demon_humanoid demon_tail demoness duct_tape evening_gloves fat_ass female female_only freckles freckles_on_face glasses gloves grimphantom halloween halloween_costume halo helluva_boss high_heel_boots high_heels huge_ass leotard looking_back pink_body pink_hair pointy_ears raised_eyebrow sideboob solo solo_female sparkles_j succubus succubus_horns succubus_tail thick_ass thick_thighs vivienne_medrano vivziepop wide_hips yellow_eyes
1girls 2023 2d angel_costume angel_halo angel_wings asmodeus'_assistant ass assistant background_character big_breasts black_pupils breasts buckteeth cameltoe confused_look curvy_female demon demon_girl demon_horns demon_humanoid demon_tail demoness duct_tape evening_gloves fat_ass female female_only freckles freckles_on_face glasses gloves grimphantom halloween halloween_costume halo helluva_boss high_heel_boots high_heels huge_ass leotard looking_back pink_body pink_hair pointy_ears raised_eyebrow sideboob solo solo_female sparkles_j succubus succubus_horns succubus_tail thick_ass thick_thighs vivienne_medrano vivziepop wide_hips yellow_eyes
1girls asmodeus'_assistant ass assistant background_character big_ass breasts buckteeth demon demon_girl demon_horns demon_tail demon_wings demoness female freckles freckles_on_face glasses helluva_boss high_heels kiss_mark kiss_mark_on_leg looking_at_viewer looking_back low-angle_view medium_hair pink_body pink_hair pointy_ears sideboob smile smiling solo solo_female sparkles_j succubus succubus_horns succubus_tail succubus_wings tagme thick_thighs tobitobi90 tooth_gap vivienne_medrano vivziepop wedge_heels white_hair yellow_eyes
1girls asmodeus'_assistant ass assistant background_character big_ass breasts buckteeth demon demon_girl demon_horns demon_tail demon_wings demoness female freckles freckles_on_face glasses helluva_boss high_heels kiss_mark kiss_mark_on_leg looking_at_viewer looking_back low-angle_view medium_hair pink_body pink_hair pointy_ears sideboob smile smiling solo solo_female sparkles_j succubus succubus_horns succubus_tail succubus_wings tagme thick_thighs tobitobi90 tooth_gap vivienne_medrano vivziepop wedge_heels white_hair yellow_eyes
1girls 4_fingers archvile_(artist) areolae asmodeus'_assistant background_character big_areola big_breasts big_nipples breast_slip breasts_out buckteeth dark_nipples demon demon_girl demon_horns demoness glasses helluva_boss horns huge_areolae huge_nipples humanoid medium_hair nipple_slip nipples pointy_ears round_glasses solo solo_female sparkles_j succubus succubus_horns vivienne_medrano vivziepop wardrobe_malfunction white_hair yellow_eyes
1girls 4_fingers archvile_(artist) areolae asmodeus'_assistant background_character big_areola big_breasts big_nipples breast_slip breasts_out buckteeth dark_nipples demon demon_girl demon_horns demoness glasses helluva_boss horns huge_areolae huge_nipples humanoid medium_hair nipple_slip nipples pointy_ears round_glasses solo solo_female sparkles_j succubus succubus_horns vivienne_medrano vivziepop wardrobe_malfunction white_hair yellow_eyes
1girls areola asmodeus'_assistant background_character big_breasts breasts crazypearl demon demon_girl demon_horns demon_humanoid demon_tail demoness eyewear female female_only genitals glasses hair helluva_boss hi_res horn humanoid nipples no_wings nude open_mouth open_smile pink_body pussy simple_background smile solo solo_female sparkles_j succubus succubus_horns succubus_tail teeth thick_thighs tooth_gap white_background white_hair
1girls areola asmodeus'_assistant background_character big_breasts breasts crazypearl demon demon_girl demon_horns demon_humanoid demon_tail demoness eyewear female female_only genitals glasses hair helluva_boss hi_res horn humanoid nipples no_wings nude open_mouth open_smile pink_body pussy simple_background smile solo solo_female sparkles_j succubus succubus_horns succubus_tail teeth thick_thighs tooth_gap white_background white_hair
2023 2demons 2girls armbinder asmodeus'_assistant black_lipstick blonde_hair blush bondage bound boxbinder cleavage crossover demon demon_girl demon_horns demon_tail demoness dialogue english_text female female_only freckles freckles_on_face glasses gmil hazbin_hotel hellaverse helluva_boss horns humanoid lilith_morningstar_(hazbin_hotel) long_hair mature_female medium_hair milf mother multiple_girls navel pale-skinned_female pale_skin pink_body pink_hair pink_skin pointy_ears sharp_ears sparkles_j speech_bubble succubus succubus_horns succubus_tail text vivienne_medrano vivziepop
2023 2demons 2girls armbinder asmodeus'_assistant black_lipstick blonde_hair blush bondage bound boxbinder cleavage crossover demon demon_girl demon_horns demon_tail demoness dialogue english_text female female_only freckles freckles_on_face glasses gmil hazbin_hotel hellaverse helluva_boss horns humanoid lilith_morningstar_(hazbin_hotel) long_hair mature_female medium_hair milf mother multiple_girls navel pale-skinned_female pale_skin pink_body pink_hair pink_skin pointy_ears sharp_ears sparkles_j speech_bubble succubus succubus_horns succubus_tail text vivienne_medrano vivziepop
1girls 2023 asmodeus'_assistant background_character big_ass big_breasts black_eyes breasts_bigger_than_head breasts_out cleotherobot clothed demon demon_girl demon_horns demon_tail demon_wings demoness female female_only helluva_boss holding holding_breast holding_own_breast huge_ass hyper_breasts lactation large_areolae public public_nudity solo solo_female sparkles_j succubus_horns succubus_tail succubus_wings top_heavy underass vivienne_medrano vivziepop vivzmind yellow_sclera
1girls 2023 asmodeus'_assistant background_character big_ass big_breasts black_eyes breasts_bigger_than_head breasts_out cleotherobot clothed demon demon_girl demon_horns demon_tail demon_wings demoness female female_only helluva_boss holding holding_breast holding_own_breast huge_ass hyper_breasts lactation large_areolae public public_nudity solo solo_female sparkles_j succubus_horns succubus_tail succubus_wings top_heavy underass vivienne_medrano vivziepop vivzmind yellow_sclera
1girls asmodeus'_assistant big_breasts bigdad breasts clothed clothing color demon demon_girl demon_horns demon_tail demon_wings demoness female female_focus female_only freckles freckles_on_face glasses helluva_boss hi_res horns large_breasts looking_at_viewer no_bra pink-skinned_female pink_body pink_skin short_hair solo solo_female sparkles_j succubus succubus_horns succubus_tail succubus_wings tagme thick_thighs white_hair yellow_sclera
1girls asmodeus'_assistant big_breasts bigdad breasts clothed clothing color demon demon_girl demon_horns demon_tail demon_wings demoness female female_focus female_only freckles freckles_on_face glasses helluva_boss hi_res horns large_breasts looking_at_viewer no_bra pink-skinned_female pink_body pink_skin short_hair solo solo_female sparkles_j succubus succubus_horns succubus_tail succubus_wings tagme thick_thighs white_hair yellow_sclera
1girls 2020s 2024 2d accurate_art_style asmodeus'_assistant background_character big_breasts demon demon_girl demon_horns demoness edit female female_only freckles freckles_on_breasts freckles_on_face glasses helluva_boss holding_breast holding_own_breast minigonchar naked nipples no_bra screencap screenshot screenshot_edit solo solo_female sparkles_j succubus succubus_horns succubus_tail succubus_wings
1girls 2020s 2024 2d accurate_art_style asmodeus'_assistant background_character big_breasts demon demon_girl demon_horns demoness edit female female_only freckles freckles_on_breasts freckles_on_face glasses helluva_boss holding_breast holding_own_breast minigonchar naked nipples no_bra screencap screenshot screenshot_edit solo solo_female sparkles_j succubus succubus_horns succubus_tail succubus_wings
1girls 2d asmodeus'_assistant ass ass_focus bent_over big_ass big_breasts big_butt bothered bullying demon demon_girl demon_horns demon_tail demon_wings demoness disembodied_hand female female_focus female_only fizzarolli_(helluva_boss) glasses helluva_boss offscreen_character pink_hair pink_skin signature skirt_lift skirt_up solo_focus sparkles_j succubus_horns succubus_tail succubus_wings wedgie white_panties wkrobbinson
1girls 2d asmodeus'_assistant ass ass_focus bent_over big_ass big_breasts big_butt bothered bullying demon demon_girl demon_horns demon_tail demon_wings demoness disembodied_hand female female_focus female_only fizzarolli_(helluva_boss) glasses helluva_boss offscreen_character pink_hair pink_skin signature skirt_lift skirt_up solo_focus sparkles_j succubus_horns succubus_tail succubus_wings wedgie white_panties wkrobbinson
1girls 2024 accurate_art_style areolae asmodeus'_assistant background_character big_breasts black_eyes breasts breasts_out clothed demon demon_girl demon_horns demon_tail demon_wings demoness edit exposed_breasts female female_only freckles freckles_on_face glasses hellaverse helluva_boss huge_breasts nerota nude_edit nude_filter pink-skinned_female pink_skin sagging_breasts screencap screenshot screenshot_edit solo solo_female sparkles_j succubus_horns succubus_tail succubus_wings vivienne_medrano vivziepop yellow_sclera
1girls 2024 accurate_art_style areolae asmodeus'_assistant background_character big_breasts black_eyes breasts breasts_out clothed demon demon_girl demon_horns demon_tail demon_wings demoness edit exposed_breasts female female_only freckles freckles_on_face glasses hellaverse helluva_boss huge_breasts nerota nude_edit nude_filter pink-skinned_female pink_skin sagging_breasts screencap screenshot screenshot_edit solo solo_female sparkles_j succubus_horns succubus_tail succubus_wings vivienne_medrano vivziepop yellow_sclera
1:1 1girls 2024 2d areola asmodeus'_assistant background_character big_breasts breasts demon demon_girl demon_horns demon_humanoid demon_tail demon_wings demoness detailed_background eyewear female genitals glasses hair helluva_boss horn humanoid nipples nude open_mouth open_smile pink_body pussy simp_tale smile solo sparkles_j succubus succubus_horns succubus_tail succubus_wings tail teeth thick_thighs vivienne_medrano vivziepop vivzmind white_hair
1:1 1girls 2024 2d areola asmodeus'_assistant background_character big_breasts breasts demon demon_girl demon_horns demon_humanoid demon_tail demon_wings demoness detailed_background eyewear female genitals glasses hair helluva_boss horn humanoid nipples nude open_mouth open_smile pink_body pussy simp_tale smile solo sparkles_j succubus succubus_horns succubus_tail succubus_wings tail teeth thick_thighs vivienne_medrano vivziepop vivzmind white_hair
1boy 1girls asmodeus'_assistant ass black_eyes black_lips cum cum_leaking demon demon_girl demon_horns demon_tail demoness female female_focus forked_tongue heart-shaped_pupils helluva_boss hi_res licking licking_penis long_tongue looking_at_viewer male n-ronin narrowed_eyes no_wings nude nude_female oral partial_male penis penis_grab pointy_ears red_skin sparkles_j steamy_breath succubus_horns succubus_tail tail tonguejob white_hair yellow_sclera
1boy 1girls asmodeus'_assistant ass black_eyes black_lips cum cum_leaking demon demon_girl demon_horns demon_tail demoness female female_focus forked_tongue heart-shaped_pupils helluva_boss hi_res licking licking_penis long_tongue looking_at_viewer male n-ronin narrowed_eyes no_wings nude nude_female oral partial_male penis penis_grab pointy_ears red_skin sparkles_j steamy_breath succubus_horns succubus_tail tail tonguejob white_hair yellow_sclera
1girls 2020s 2024 2d asmodeus'_assistant ass ass_bigger_than_head big_ass big_breasts boob_window breasts_bigger_than_head clothed demon demon_girl demon_horns demon_tail demon_wings demoness digital_drawing_(artwork) digital_media_(artwork) female female_only hellaverse helluva_boss huge_ass huge_breasts hyper hyper_ass hyper_breasts kecomaster looking_at_viewer no_bra sideboob signature smirk smirking_at_viewer solo solo_female sparkles_j succubus_horns succubus_tail succubus_wings vivienne_medrano vivziepop wide_hips
1girls 2020s 2024 2d asmodeus'_assistant ass ass_bigger_than_head big_ass big_breasts boob_window breasts_bigger_than_head clothed demon demon_girl demon_horns demon_tail demon_wings demoness digital_drawing_(artwork) digital_media_(artwork) female female_only hellaverse helluva_boss huge_ass huge_breasts hyper hyper_ass hyper_breasts kecomaster looking_at_viewer no_bra sideboob signature smirk smirking_at_viewer solo solo_female sparkles_j succubus_horns succubus_tail succubus_wings vivienne_medrano vivziepop wide_hips
1girls accurate_art_style asmodeus'_assistant background_character big_ass big_breasts boob_window breasts_bigger_than_head clothed demon demon_girl demon_horns demon_tail demon_wings demoness edit female female_only freckles helluva_boss holding_breast holding_own_breast hyper_breasts no_bra screenshot_edit solo solo_female sparkles_j succubus succubus_horns succubus_tail succubus_wings teaset_haliley top_heavy
1girls accurate_art_style asmodeus'_assistant background_character big_ass big_breasts boob_window breasts_bigger_than_head clothed demon demon_girl demon_horns demon_tail demon_wings demoness edit female female_only freckles helluva_boss holding_breast holding_own_breast hyper_breasts no_bra screenshot_edit solo solo_female sparkles_j succubus succubus_horns succubus_tail succubus_wings teaset_haliley top_heavy
1girls ai_generated asmodeus'_assistant demon demon_girl demon_horns demon_tail demon_wings female female_only helluva_boss solo solo_female sparkles_j succubus tagme vivienne_medrano vivziepop
1girls ai_generated asmodeus'_assistant demon demon_girl demon_horns demon_tail demon_wings female female_only helluva_boss solo solo_female sparkles_j succubus tagme vivienne_medrano vivziepop
1girls asmodeus'_assistant big_ass big_breasts breasts_bigger_than_head casual casual_nudity commission demon demon_girl demon_horns demon_tail demon_wings demoness enormous_breasts female female_only freckles freckles_on_face heavy_breasts helluva_boss huge_breasts humanoid monamania nude one_eye_closed pink_body pointy_ears sparkles_j succubus succubus_horns succubus_tail succubus_wings tooth_gap vivienne_medrano voluptuous voluptuous_female weighed_down
1girls asmodeus'_assistant big_ass big_breasts breasts_bigger_than_head casual casual_nudity commission demon demon_girl demon_horns demon_tail demon_wings demoness enormous_breasts female female_only freckles freckles_on_face heavy_breasts helluva_boss huge_breasts humanoid monamania nude one_eye_closed pink_body pointy_ears sparkles_j succubus succubus_horns succubus_tail succubus_wings tooth_gap vivienne_medrano voluptuous voluptuous_female weighed_down
2023 2_horns ahe_gao alternate_version_available asmodeus'_assistant big_breasts big_dildo black_wings bodily_fluids breasts crouching demon demon_girl demon_horns demon_humanoid demon_tail demon_wings demoness dildo dildo_in_pussy dildo_insertion dildo_sitting ejaculation eyewear eyewear_only female female_masturbation genital_fluids glasses glasses_only hair helluva_boss hi_res horn horned_humanoid humanoid looking_pleasured masturbation moaning moaning_in_pleasure motion_lines navel nipples nude open_mouth penetration pink_hair pussy_ejaculation pussy_juice pussy_juice_on_dildo red_body red_horn red_nipples round_glasses sandwich-anomaly sex_toy sex_toy_in_pussy sex_toy_insertion simple_background small_waist solo spade_tail sparkles_j succubus succubus_horns succubus_tail succubus_wings tail tailed_humanoid tongue tongue_out vaginal_penetration wearing_glasses winged_humanoid wings yellow_sclera
2023 2_horns ahe_gao alternate_version_available asmodeus'_assistant big_breasts big_dildo black_wings bodily_fluids breasts crouching demon demon_girl demon_horns demon_humanoid demon_tail demon_wings demoness dildo dildo_in_pussy dildo_insertion dildo_sitting ejaculation eyewear eyewear_only female female_masturbation genital_fluids glasses glasses_only hair helluva_boss hi_res horn horned_humanoid humanoid looking_pleasured masturbation moaning moaning_in_pleasure motion_lines navel nipples nude open_mouth penetration pink_hair pussy_ejaculation pussy_juice pussy_juice_on_dildo red_body red_horn red_nipples round_glasses sandwich-anomaly sex_toy sex_toy_in_pussy sex_toy_insertion simple_background small_waist solo spade_tail sparkles_j succubus succubus_horns succubus_tail succubus_wings tail tailed_humanoid tongue tongue_out vaginal_penetration wearing_glasses winged_humanoid wings yellow_sclera
1girls accurate_art_style asmodeus'_assistant background_character big_ass big_breasts demon demon_girl edit female female_only freckles glasses helluva_boss holding_breast holding_own_breast minigonchar naked nipples no_bra screenshot_edit solo solo_female sparkles_j succubus succubus_horns succubus_tail succubus_wings
1girls accurate_art_style asmodeus'_assistant background_character big_ass big_breasts demon demon_girl edit female female_only freckles glasses helluva_boss holding_breast holding_own_breast minigonchar naked nipples no_bra screenshot_edit solo solo_female sparkles_j succubus succubus_horns succubus_tail succubus_wings
1girls 2020s 2024 2d abs after_transformation asmodeus'_assistant biceps big_breasts black_eyes bouncing_breasts box breasts cardboard_box carrying_object demon demon_girl dialogue female female_only freckles freckles_on_face glasses hellaverse helluva_boss horns mrmelted muscles muscular muscular_arms muscular_female muscular_thighs nipples pink-skinned_female pink_hair pink_skin pussy shiny_skin signature solo solo_female sparkles_j speech_bubble succubus succubus_horns succubus_tail succubus_wings tail text thick_thighs thunder_thighs torn_clothes vibrating vivienne_medrano vivziepop wardrobe_malfunction wide_hips wings yellow_sclera
1girls 2020s 2024 2d abs after_transformation asmodeus'_assistant biceps big_breasts black_eyes bouncing_breasts box breasts cardboard_box carrying_object demon demon_girl dialogue female female_only freckles freckles_on_face glasses hellaverse helluva_boss horns mrmelted muscles muscular muscular_arms muscular_female muscular_thighs nipples pink-skinned_female pink_hair pink_skin pussy shiny_skin signature solo solo_female sparkles_j speech_bubble succubus succubus_horns succubus_tail succubus_wings tail text thick_thighs thunder_thighs torn_clothes vibrating vivienne_medrano vivziepop wardrobe_malfunction wide_hips wings yellow_sclera
1girls ai_generated asmodeus'_assistant big_breasts breasts cleavage demon demon_girl demon_horns demon_tail demon_wings female female_only flashing flashing_panties hearts helluva_boss lifting_own_clothes lifting_own_skirt lifting_skirt panties panty_flash skirt_lift solo sparkles_j succubus tagme
1girls ai_generated asmodeus'_assistant big_breasts breasts cleavage demon demon_girl demon_horns demon_tail demon_wings female female_only flashing flashing_panties hearts helluva_boss lifting_own_clothes lifting_own_skirt lifting_skirt panties panty_flash skirt_lift solo sparkles_j succubus tagme
1boy 1girls artist_name artist_signature asmodeus'_assistant ass balls big_breasts big_butt bite biting_lip biting_own_lip black_eyes black_horn bottomwear breasts clothed clothing demon demon_humanoid dipstick_horn disembodied_penis eyelashes eyewear female female_focus freckles genitals glasses grey_bottomwear grey_clothing grey_skirt grey_topwear hair haloluli hellaverse helluva_boss hi_res horn horned_humanoid hot_dogging humanoid humanoid_pointy_ears looking_at_viewer looking_back looking_back_at_viewer male male/female multicolored_horn penis pink_body pink_hair pink_horn raised_bottomwear raised_clothing raised_skirt rear_view round_glasses sex skirt solo solo_female spade_tail sparkles_j tail tail_around_penis tail_fetish tail_play tail_sex tailed_humanoid tailjob thick_thighs topwear twitter_link vivienne_medrano vivziepop wide_hips yellow_sclera
1boy 1girls artist_name artist_signature asmodeus'_assistant ass balls big_breasts big_butt bite biting_lip biting_own_lip black_eyes black_horn bottomwear breasts clothed clothing demon demon_humanoid dipstick_horn disembodied_penis eyelashes eyewear female female_focus freckles genitals glasses grey_bottomwear grey_clothing grey_skirt grey_topwear hair haloluli hellaverse helluva_boss hi_res horn horned_humanoid hot_dogging humanoid humanoid_pointy_ears looking_at_viewer looking_back looking_back_at_viewer male male/female multicolored_horn penis pink_body pink_hair pink_horn raised_bottomwear raised_clothing raised_skirt rear_view round_glasses sex skirt solo solo_female spade_tail sparkles_j tail tail_around_penis tail_fetish tail_play tail_sex tailed_humanoid tailjob thick_thighs topwear twitter_link vivienne_medrano vivziepop wide_hips yellow_sclera
1boy 1boy1girl 1girls 5_fingers asmodeus'_assistant ass balls big_breasts biting_lip biting_own_lip black_eyes breasts buttjob clothing demon demon_girl demon_horns demon_humanoid demon_tail demon_wings demoness disembodied_penis eyelashes female female_focus foreskin freckles freckles_on_face haloluli hellaverse helluva_boss holding_own_tail horns humanoid lip_biting looking_back male no_horns penis pink-skinned_female pink_hair pink_skin pointy_ears pussy sideboob solo_focus sparkles_j star_tattoo succubus succubus_horns succubus_tail tail tail_hold tailjob tattoo_on_thigh vivienne_medrano vivziepop vivzmind yellow_sclera
1boy 1boy1girl 1girls 5_fingers asmodeus'_assistant ass balls big_breasts biting_lip biting_own_lip black_eyes breasts buttjob clothing demon demon_girl demon_horns demon_humanoid demon_tail demon_wings demoness disembodied_penis eyelashes female female_focus foreskin freckles freckles_on_face haloluli hellaverse helluva_boss holding_own_tail horns humanoid lip_biting looking_back male no_horns penis pink-skinned_female pink_hair pink_skin pointy_ears pussy sideboob solo_focus sparkles_j star_tattoo succubus succubus_horns succubus_tail tail tail_hold tailjob tattoo_on_thigh vivienne_medrano vivziepop vivzmind yellow_sclera
1boy 1girls 2d 2demons areolae asmodeus'_assistant asmodeus_(helluva_boss) big_breasts black_eyes breasts breasts_out business_suit business_woman busty clothed comic cum cum_on_body cum_on_breasts cum_on_face demon demon_girl demon_horns demon_tail demon_wings demoness female female_focus freckles freckles_on_breasts freckles_on_face glans glasses helluva_boss horn lipstick long_hair makeup male nipples office office_lady paizuri partial_male penis pink_hair pointy_ears secretary sex sparkles_j succubus_horns succubus_tail succubus_wings teasing thesquiddycipher wings yellow_sclera
1boy 1girls 2d 2demons areolae asmodeus'_assistant asmodeus_(helluva_boss) big_breasts black_eyes breasts breasts_out business_suit business_woman busty clothed comic cum cum_on_body cum_on_breasts cum_on_face demon demon_girl demon_horns demon_tail demon_wings demoness female female_focus freckles freckles_on_breasts freckles_on_face glans glasses helluva_boss horn lipstick long_hair makeup male nipples office office_lady paizuri partial_male penis pink_hair pointy_ears secretary sex sparkles_j succubus_horns succubus_tail succubus_wings teasing thesquiddycipher wings yellow_sclera
1girls asmodeus'_assistant background_character breasts_bigger_than_head cleotherobot demon female female_focus female_only helluva_boss huge_ass huge_breasts hyper_ass hyper_breasts lactation massive_ass massive_breasts red_skin solo solo_female sparkles_j underass
1girls asmodeus'_assistant background_character breasts_bigger_than_head cleotherobot demon female female_focus female_only helluva_boss huge_ass huge_breasts hyper_ass hyper_breasts lactation massive_ass massive_breasts red_skin solo solo_female sparkles_j underass
2_panel_comic 2d 2girls ahe_gao asmodeus'_assistant background_character bent_over big_breasts black_eyes black_lips breasts cleavage clothed comic dialogue dildo dildo_in_ass dildo_in_pussy dildo_insertion double_insertion english_text female female_only freckles freckles_on_face helluva_boss hi_res holding_object_with_tail huge_breasts ilpanza masturbation midriff moaning_in_pleasure navel no_bra pink_hair pink_skin pointy_ears public public_exposure public_nudity revealing_clothes sex_toy sex_toy_insertion sex_toys sharp_teeth sparkles_j speech_bubble succubus succubus_horns succubus_tail succubus_wings tail_hold teasing tongue tongue_out tooth_gap vibrating vibrating_dildo vibrator vibrator_in_ass vibrator_in_pussy vivienne_medrano vivziepop yellow_sclera
2_panel_comic 2d 2girls ahe_gao asmodeus'_assistant background_character bent_over big_breasts black_eyes black_lips breasts cleavage clothed comic dialogue dildo dildo_in_ass dildo_in_pussy dildo_insertion double_insertion english_text female female_only freckles freckles_on_face helluva_boss hi_res holding_object_with_tail huge_breasts ilpanza masturbation midriff moaning_in_pleasure navel no_bra pink_hair pink_skin pointy_ears public public_exposure public_nudity revealing_clothes sex_toy sex_toy_insertion sex_toys sharp_teeth sparkles_j speech_bubble succubus succubus_horns succubus_tail succubus_wings tail_hold teasing tongue tongue_out tooth_gap vibrating vibrating_dildo vibrator vibrator_in_ass vibrator_in_pussy vivienne_medrano vivziepop yellow_sclera
1:1 1girls 2024 2d asmodeus'_assistant breasts clothed clothing demon demon_girl demon_horns demon_humanoid demon_tail demon_wings demoness detailed_background eyewear female glasses hair helluva_boss horn humanoid nipple_piercing nipples open_mouth open_smile partially_clothed piercing pink_body pink_hair simp_tale smile solo sparkles_j succubus succubus_horns succubus_tail succubus_wings tail teeth thick_thighs vivienne_medrano vivziepop vivzmind
1:1 1girls 2024 2d asmodeus'_assistant breasts clothed clothing demon demon_girl demon_horns demon_humanoid demon_tail demon_wings demoness detailed_background eyewear female glasses hair helluva_boss horn humanoid nipple_piercing nipples open_mouth open_smile partially_clothed piercing pink_body pink_hair simp_tale smile solo sparkles_j succubus succubus_horns succubus_tail succubus_wings tail teeth thick_thighs vivienne_medrano vivziepop vivzmind
1:1 1girls 2024 2d asmodeus'_assistant breasts clothed clothing demon demon_girl demon_horns demon_humanoid demon_tail demon_wings demoness detailed_background female hair helluva_boss horn humanoid nipple_piercing nipples open_mouth open_smile partially_clothed piercing pink_body pink_hair simp_tale smile solo sparkles_j succubus succubus_horns succubus_tail succubus_wings tail teeth thick_thighs vivienne_medrano vivziepop vivzmind
1:1 1girls 2024 2d asmodeus'_assistant breasts clothed clothing demon demon_girl demon_horns demon_humanoid demon_tail demon_wings demoness detailed_background female hair helluva_boss horn humanoid nipple_piercing nipples open_mouth open_smile partially_clothed piercing pink_body pink_hair simp_tale smile solo sparkles_j succubus succubus_horns succubus_tail succubus_wings tail teeth thick_thighs vivienne_medrano vivziepop vivzmind
2024 2d 2girls asmodeus'_assistant asmodeus_(helluva_boss) ass_bigger_than_body ass_bigger_than_head ass_bigger_than_torso big_booty big_butt big_nipples bikini bikini_bottom bikini_strap bikini_top blue_areola blue_body blue_fur blue_hair blue_nipples breasts_bigger_than_body breasts_bigger_than_head breasts_bigger_than_torso cow_bikini cow_print cowkini demon demon_girl demon_horns demoness dialogue dumptruck_ass english_text female female_focus female_only genderswap_(mtf) glasses green_eyes hellaverse helluva_boss huge_boobs huge_butt huge_thighs hyper hyper_ass hyper_boobs hyper_breasts hyper_butt massive_ass massive_boobs massive_breasts massive_butt overflowing_breasts pink_body pink_hair pink_nipples pink_skin red_bikini rule_63 shadow_the_wolf sideass solo_focus sparkles_j succubus succubus_horns teasing thought_bubble tight_bra tight_clothing yellow_eyes
2024 2d 2girls asmodeus'_assistant asmodeus_(helluva_boss) ass_bigger_than_body ass_bigger_than_head ass_bigger_than_torso big_booty big_butt big_nipples bikini bikini_bottom bikini_strap bikini_top blue_areola blue_body blue_fur blue_hair blue_nipples breasts_bigger_than_body breasts_bigger_than_head breasts_bigger_than_torso cow_bikini cow_print cowkini demon demon_girl demon_horns demoness dialogue dumptruck_ass english_text female female_focus female_only genderswap_(mtf) glasses green_eyes hellaverse helluva_boss huge_boobs huge_butt huge_thighs hyper hyper_ass hyper_boobs hyper_breasts hyper_butt massive_ass massive_boobs massive_breasts massive_butt overflowing_breasts pink_body pink_hair pink_nipples pink_skin red_bikini rule_63 shadow_the_wolf sideass solo_focus sparkles_j succubus succubus_horns teasing thought_bubble tight_bra tight_clothing yellow_eyes
1girls 2020s 2024 2d asmodeus'_assistant black_eyes black_high_heels crossed_legs curvy_body demon demon_girl demon_horns demon_tail demon_wings demoness female female_only freckles freckles_on_face hellaverse helluva_boss high_heels hourglass_figure kiss_mark looking_at_viewer pink-skinned_female pink_skin pointy_ears raised_eyebrow sitting slim_waist smile smiling smiling_at_viewer solo solo_female sparkles_j succubus succubus_horns succubus_tail succubus_wings tagme tooth_gap usagi_star vivienne_medrano vivziepop wide_hips yellow_sclera
1girls 2020s 2024 2d asmodeus'_assistant black_eyes black_high_heels crossed_legs curvy_body demon demon_girl demon_horns demon_tail demon_wings demoness female female_only freckles freckles_on_face hellaverse helluva_boss high_heels hourglass_figure kiss_mark looking_at_viewer pink-skinned_female pink_skin pointy_ears raised_eyebrow sitting slim_waist smile smiling smiling_at_viewer solo solo_female sparkles_j succubus succubus_horns succubus_tail succubus_wings tagme tooth_gap usagi_star vivienne_medrano vivziepop wide_hips yellow_sclera