asmodeus'_assistant -animated best from all time

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asmodeus' assistant

!? 2demons 2girls abdominal_bulge asmodeus'_assistant bent_over black_lipstick blonde_hair blushing bondage bound clitoris crossover demon demon_girl demon_horns demon_tail dialogue english_text female female_only freckles freckles_on_face glasses gmil hazbin_hotel 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 speech_bubble stockings succubus succubus_horns succubus_tail sweat sweatdrop sweating text vagina vaginal vaginal_insertion vaginal_penetration 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 dialogue english_text female female_only freckles freckles_on_face glasses gmil hazbin_hotel 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 speech_bubble stockings succubus succubus_horns succubus_tail sweat sweatdrop sweating text vagina vaginal vaginal_insertion vaginal_penetration vulva x-ray
2023 2demons 2girls asmodeus'_assistant black_lipstick blonde_hair blushing bondage bound cleavage crossover demon demon_girl demon_horns demon_tail dialogue english_text female female_only freckles freckles_on_face glasses gmil hazbin_hotel 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 speech_bubble succubus succubus_horns succubus_tail text
2023 2demons 2girls asmodeus'_assistant black_lipstick blonde_hair blushing bondage bound cleavage crossover demon demon_girl demon_horns demon_tail dialogue english_text female female_only freckles freckles_on_face glasses gmil hazbin_hotel 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 speech_bubble succubus succubus_horns succubus_tail text
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 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 imp_(helluva_boss) jacket kiss_mark 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 speech_bubble standing 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 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 imp_(helluva_boss) jacket kiss_mark 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 speech_bubble standing tail talking talking_on_phone teeth thedarkzircon thick_thighs thighs voluptuous wide_hips wings yellow_sclera
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 red_eyes red_skin smile smirk 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 red_eyes red_skin smile smirk succubi succubus succubus_horns succubus_tail succubus_wings symmetrical_docking tail thick_thighs white_hair wings yellow_eyes
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_humanoid dildo dildo_in_pussy dildo_insertion eyewear female genital_fluids genitals glasses hair helluva_boss hi_res horns humanoid imp_(helluva_boss) jacket looking_pleasured masturbation nipples not_furry open_mouth partially_clothed penetration pink_body pubes pussy pussy_juice sex_toy sex_toy_in_pussy sex_toy_insertion simple_background skirt solo succubus tail teeth thick_thighs tongue tongue_out topwear vaginal_penetration vivienne_medrano 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_humanoid dildo dildo_in_pussy dildo_insertion eyewear female genital_fluids genitals glasses hair helluva_boss hi_res horns humanoid imp_(helluva_boss) jacket looking_pleasured masturbation nipples not_furry open_mouth partially_clothed penetration pink_body pubes pussy pussy_juice sex_toy sex_toy_in_pussy sex_toy_insertion simple_background skirt solo succubus tail teeth thick_thighs tongue tongue_out topwear vaginal_penetration vivienne_medrano white_bottomwear white_clothing white_hair white_skirt
1girls asmodeus'_assistant bent_over clothed clothing demon demon_girl helluva_boss imp_(helluva_boss) looking_at_viewer looking_back rear_view succubus succubus_horns succubus_tail thedarkzircon vivienne_medrano
1girls asmodeus'_assistant bent_over clothed clothing demon demon_girl helluva_boss imp_(helluva_boss) looking_at_viewer looking_back rear_view succubus succubus_horns succubus_tail thedarkzircon vivienne_medrano
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 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 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 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 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 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 succubus succubus_horns vivienne_medrano vivziepop wardrobe_malfunction white_hair yellow_eyes
areola asmodeus'_assistant background_character big_breasts breasts crazypearl demon demon_humanoid eyewear female genitals glasses hair helluva_boss hi_res horn humanoid nipples not_furry nude open_mouth open_smile pink_body pussy simple_background smile solo succubus teeth thick_thighs white_hair
areola asmodeus'_assistant background_character big_breasts breasts crazypearl demon demon_humanoid eyewear female genitals glasses hair helluva_boss hi_res horn humanoid nipples not_furry nude open_mouth open_smile pink_body pussy simple_background smile solo succubus teeth thick_thighs white_hair
2023 asmodeus'_assistant background_character big_ass big_breasts breasts_bigger_than_head breasts_out cleotherobot clothed demon demon_girl female female_only helluva_boss holding holding_breast holding_own_breast huge_ass hyper_breasts lactation large_areolae public public_nudity top_heavy underass vivienne_medrano vivziepop
2023 asmodeus'_assistant background_character big_ass big_breasts breasts_bigger_than_head breasts_out cleotherobot clothed demon demon_girl female female_only helluva_boss holding holding_breast holding_own_breast huge_ass hyper_breasts lactation large_areolae public public_nudity top_heavy underass vivienne_medrano vivziepop
1girls accurate_art_style asmodeus'_assistant background_character 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 succubus succubus_horns succubus_tail succubus_wings
1girls accurate_art_style asmodeus'_assistant background_character 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 succubus succubus_horns succubus_tail succubus_wings
1girls asmodeus'_assistant ass ass_focus bent_over big_ass big_breasts big_butt bothered bullying demon demon_tail disembodied_hand female female_only glasses helluva_boss pink_hair pink_skin skirt_lift skirt_up wedgie white_panties wkrobbinson
1girls asmodeus'_assistant ass ass_focus bent_over big_ass big_breasts big_butt bothered bullying demon demon_tail disembodied_hand female female_only glasses helluva_boss pink_hair pink_skin skirt_lift skirt_up wedgie white_panties wkrobbinson
accurate_art_style asmodeus'_assistant background_character big_breasts breasts_out clothed demon demon_girl edit female female_only helluva_boss huge_breasts nerota
accurate_art_style asmodeus'_assistant background_character big_breasts breasts_out clothed demon demon_girl edit female female_only helluva_boss huge_breasts nerota
1boy 1girls asmodeus'_assistant ass black_eyes black_lips cum cum_leaking demon demon_girl demon_tail 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 nude nude_female oral penis penis_grab pointy_ears red_skin steamy_breath tail tonguejob white_hair yellow_sclera
1boy 1girls asmodeus'_assistant ass black_eyes black_lips cum cum_leaking demon demon_girl demon_tail 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 nude nude_female oral penis penis_grab pointy_ears red_skin steamy_breath tail tonguejob white_hair yellow_sclera
1:1 areola asmodeus'_assistant background_character big_breasts breasts demon demon_girl demon_horns demon_humanoid demon_tail demon_wings detailed_background eyewear female genitals glasses hair helluva_boss horn humanoid nipples not_furry nude open_mouth open_smile pink_body pussy simp_tale smile solo succubus tail teeth thick_thighs white_hair
1:1 areola asmodeus'_assistant background_character big_breasts breasts demon demon_girl demon_horns demon_humanoid demon_tail demon_wings detailed_background eyewear female genitals glasses hair helluva_boss horn humanoid nipples not_furry nude open_mouth open_smile pink_body pussy simp_tale smile solo succubus tail teeth thick_thighs white_hair
asmodeus'_assistant ass_bigger_than_head big_ass big_breasts boob_window breasts_bigger_than_head clothed demon demon_girl female female_only helluva_boss huge_ass huge_breasts hyper_ass kecomaster no_bra sideboob
asmodeus'_assistant ass_bigger_than_head big_ass big_breasts boob_window breasts_bigger_than_head clothed demon demon_girl female female_only helluva_boss huge_ass huge_breasts hyper_ass kecomaster no_bra sideboob
1girls asmodeus'_assistant big_breasts bigdad clothed clothing color demon demon_girl demon_horns demon_tail demon_wings demoness female female_focus female_only glasses helluva_boss hi_res horns large_breasts looking_at_viewer no_bra red_body red_skin short_hair solo solo_female succubus succubus_horns succubus_tail succubus_wings tagme thick_thighs white_hair
1girls asmodeus'_assistant big_breasts bigdad clothed clothing color demon demon_girl demon_horns demon_tail demon_wings demoness female female_focus female_only glasses helluva_boss hi_res horns large_breasts looking_at_viewer no_bra red_body red_skin short_hair solo solo_female succubus succubus_horns succubus_tail succubus_wings tagme thick_thighs white_hair
1girls accurate_art_style asmodeus'_assistant background_character big_ass big_breasts boob_window breasts_bigger_than_head clothed demon demon_girl edit female female_only freckles helluva_boss holding_breast holding_own_breast hyper_breasts no_bra screenshot_edit solo solo_female 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 edit female female_only freckles helluva_boss holding_breast holding_own_breast hyper_breasts no_bra screenshot_edit solo solo_female succubus succubus_horns succubus_tail succubus_wings teaset_haliley top_heavy
1girls asmodeus'_assistant big_ass big_breasts breasts_bigger_than_head casual casual_nudity commission demon demon_girl enormous_breasts female female_only heavy_breasts helluva_boss huge_breasts humanoid monamania nude pink_body succubus vivienne_medrano voluptuous voluptuous_female
1girls asmodeus'_assistant big_ass big_breasts breasts_bigger_than_head casual casual_nudity commission demon demon_girl enormous_breasts female female_only heavy_breasts helluva_boss huge_breasts humanoid monamania nude pink_body succubus vivienne_medrano voluptuous voluptuous_female
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 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 succubus succubus_horns succubus_tail succubus_wings
2023 2_horns asmodeus'_assistant big_breasts big_dildo black_wings bodily_fluids breasts crouching demon demon_humanoid 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 masturbating masturbation 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 succubus tail tailed_humanoid tongue tongue_out vaginal_penetration wearing_glasses winged_humanoid wings yellow_sclera
2023 2_horns asmodeus'_assistant big_breasts big_dildo black_wings bodily_fluids breasts crouching demon demon_humanoid 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 masturbating masturbation 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 succubus tail tailed_humanoid tongue tongue_out vaginal_penetration wearing_glasses winged_humanoid wings yellow_sclera
1boy 1girls 5_fingers asmodeus'_assistant ass balls biting_lip buttjob clothing demon demon_girl demon_horns demon_humanoid demon_tail disembodied_penis eyelashes female foreskin freckles haloluli helluva_boss horns humanoid male penis pink_hair pink_skin pointy_ears pussy succubus tail tailjob yellow_sclera
1boy 1girls 5_fingers asmodeus'_assistant ass balls biting_lip buttjob clothing demon demon_girl demon_horns demon_humanoid demon_tail disembodied_penis eyelashes female foreskin freckles haloluli helluva_boss horns humanoid male penis pink_hair pink_skin pointy_ears pussy succubus tail tailjob 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 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 tail tail_around_penis tail_fetish tail_play tail_sex tailed_humanoid tailjob thick_thighs topwear twitter_link 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 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 tail tail_around_penis tail_fetish tail_play tail_sex tailed_humanoid tailjob thick_thighs topwear twitter_link wide_hips yellow_sclera
1girls abs after_transformation asmodeus'_assistant biceps big_breasts box breasts carrying_object demon demon_girl dialogue female female_only freckles glasses helluva_boss horns mrmelted muscular muscular_female nipples pink_hair pussy shiny_skin solo tail text thick_thighs thunder_thighs torn_clothes wardrobe_malfunction wide_hips wings
1girls abs after_transformation asmodeus'_assistant biceps big_breasts box breasts carrying_object demon demon_girl dialogue female female_only freckles glasses helluva_boss horns mrmelted muscular muscular_female nipples pink_hair pussy shiny_skin solo tail text thick_thighs thunder_thighs torn_clothes wardrobe_malfunction wide_hips wings
1:1 asmodeus'_assistant breasts clothed clothing demon demon_humanoid 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 succubus tail teeth thick_thighs
1:1 asmodeus'_assistant breasts clothed clothing demon demon_humanoid 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 succubus tail teeth thick_thighs
1:1 asmodeus'_assistant breasts clothed clothing demon demon_humanoid 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 succubus tail teeth thick_thighs
1:1 asmodeus'_assistant breasts clothed clothing demon demon_humanoid 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 succubus tail teeth thick_thighs
asmodeus'_assistant background_character breasts_bigger_than_head cleotherobot demon female helluva_boss huge_ass huge_breasts hyper_ass hyper_breasts lactation massive_ass massive_breasts red_skin underass
asmodeus'_assistant background_character breasts_bigger_than_head cleotherobot demon female helluva_boss huge_ass huge_breasts hyper_ass hyper_breasts lactation massive_ass massive_breasts red_skin underass
ai_generated asmodeus'_assistant asmodeus_assistant demon demon_girl demon_horns demon_tail demon_wings helluva_boss succubus tagme
ai_generated asmodeus'_assistant asmodeus_assistant demon demon_girl demon_horns demon_tail demon_wings helluva_boss succubus tagme
asmodeus'_assistant background_character breasts_bigger_than_head cleotherobot demon female helluva_boss holding_own_breast huge_breasts lactation massive_breasts red_skin underass
asmodeus'_assistant background_character breasts_bigger_than_head cleotherobot demon female helluva_boss holding_own_breast huge_breasts lactation massive_breasts red_skin underass
2023 2_horns ahe_gao asmodeus'_assistant big_breasts big_dildo black_wings bodily_fluids breasts crouching demon demon_humanoid dildo dildo_in_pussy dildo_insertion dildo_sitting ejaculation eyewear eyewear_only female female_orgasm female_penetrated fucked_silly genital_fluids glasses glasses_only hair hand_on_breast hi_res horn horned_humanoid humanoid lactating looking_pleasured milk motion_lines navel nipples nude open_mouth orgasm penetration pink_hair projectile_lactation pussy_ejaculation pussy_ejaculation_while_penetrated 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 succubus tail tailed_humanoid tongue tongue_out vaginal_penetration wearing_glasses winged_humanoid wings yellow_sclera
2023 2_horns ahe_gao asmodeus'_assistant big_breasts big_dildo black_wings bodily_fluids breasts crouching demon demon_humanoid dildo dildo_in_pussy dildo_insertion dildo_sitting ejaculation eyewear eyewear_only female female_orgasm female_penetrated fucked_silly genital_fluids glasses glasses_only hair hand_on_breast hi_res horn horned_humanoid humanoid lactating looking_pleasured milk motion_lines navel nipples nude open_mouth orgasm penetration pink_hair projectile_lactation pussy_ejaculation pussy_ejaculation_while_penetrated 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 succubus tail tailed_humanoid tongue tongue_out vaginal_penetration wearing_glasses winged_humanoid wings yellow_sclera
ai_generated asmodeus'_assistant asmodeus_assistant demon demon_girl demon_horns demon_tail demon_wings female_only helluva_boss succubus tagme
ai_generated asmodeus'_assistant asmodeus_assistant demon demon_girl demon_horns demon_tail demon_wings female_only helluva_boss succubus tagme
absurd_res asmodeus'_assistant bottomwear breasts clothed clothing demon demon_girl demon_horns demon_tail demoness dr._mouce_(artist) eyewear female glasses hair helluva_boss hi_res horn humanoid humanoid_pointy_ears jacket kiss_mark miniskirt red_body red_skin skirt solo spade_tail succubus succubus_horns tail topwear white_hair yellow_sclera
absurd_res asmodeus'_assistant bottomwear breasts clothed clothing demon demon_girl demon_horns demon_tail demoness dr._mouce_(artist) eyewear female glasses hair helluva_boss hi_res horn humanoid humanoid_pointy_ears jacket kiss_mark miniskirt red_body red_skin skirt solo spade_tail succubus succubus_horns tail topwear white_hair yellow_sclera
asmodeus'_assistant demon demon_girl demon_horns demon_tail demon_wings demoness female_only helluva_boss high_heels succubus succubus_horns succubus_tail succubus_wings tagme usagi_star
asmodeus'_assistant demon demon_girl demon_horns demon_tail demon_wings demoness female_only helluva_boss high_heels succubus succubus_horns succubus_tail succubus_wings tagme usagi_star
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 demon demon_girl dumptruck_ass female female_only glasses green_eyes 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 shadow_the_wolf sideass succubus succubus_horns teasing tight_bra tight_clothing yellow_eyes
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 demon demon_girl dumptruck_ass female female_only glasses green_eyes 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 shadow_the_wolf sideass succubus succubus_horns teasing tight_bra tight_clothing yellow_eyes
2girls asmodeus'_assistant background_character dildo helluva_boss ilpanza masturbation
2girls asmodeus'_assistant background_character dildo helluva_boss ilpanza masturbation