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jesterwing

2023 5:6 absurd_res anthro anthro_only arm_support black_nose bra breasts canid canid_demon canine cheek_tuft clothing collar demon digital_media_(artwork) eyebrows eyelashes eyeshadow facial_tuft female front_view fur grey_body grey_fur grey_hair hair hellhound helluva_boss hi_res jesterwing long_eyelashes long_hair loona_(helluva_boss) makeup mammal multicolored_body multicolored_fur panties red_sclera solo thigh_belt tuft two_tone_body two_tone_fur underwear white_body white_fur
2023 5:6 absurd_res anthro anthro_only arm_support black_nose bra breasts canid canid_demon canine cheek_tuft clothing collar demon digital_media_(artwork) eyebrows eyelashes eyeshadow facial_tuft female front_view fur grey_body grey_fur grey_hair hair hellhound helluva_boss hi_res jesterwing long_eyelashes long_hair loona_(helluva_boss) makeup mammal multicolored_body multicolored_fur panties red_sclera solo thigh_belt tuft two_tone_body two_tone_fur underwear white_body white_fur
absurd_res anthro anthro_only arthropod bee canid canine choker demon female fox fully_clothed fur helluva_boss hi_res hybrid hymenopteran insects jesterwing jewelry mammal multicolored_body multicolored_fur necklace queen_bee-lzebub_(helluva_boss) simple_background solo
absurd_res anthro anthro_only arthropod bee canid canine choker demon female fox fully_clothed fur helluva_boss hi_res hybrid hymenopteran insects jesterwing jewelry mammal multicolored_body multicolored_fur necklace queen_bee-lzebub_(helluva_boss) simple_background solo
2023 absurd_res anatid anseriform anserinae anthro avian avian_demon beak bedroom_eyes bird breasts clothing collar crown demon digital_media_(artwork) eyebrows eyelashes feathers female headgear helluva_boss hi_res jesterwing legwear long_eyelashes looking_at_viewer narrowed_eyes open_beak open_mouth owl owl_demon pink_body pink_scales scales seductive simple_background solo stella_(helluva_boss) swan topwear white_body white_feathers
2023 absurd_res anatid anseriform anserinae anthro avian avian_demon beak bedroom_eyes bird breasts clothing collar crown demon digital_media_(artwork) eyebrows eyelashes feathers female headgear helluva_boss hi_res jesterwing legwear long_eyelashes looking_at_viewer narrowed_eyes open_beak open_mouth owl owl_demon pink_body pink_scales scales seductive simple_background solo stella_(helluva_boss) swan topwear white_body white_feathers
2023 absurd_res anthro avian beak bedroom_eyes belly belt bird black_beak black_bottomwear black_clothing black_pants bottomwear breasts cheek_piercing clothed clothing crop_top demon digital_media_(artwork) eyelashes female fully_clothed hair hands_behind_head hands_in_hair helluva_boss hi_res jesterwing long_hair looking_at_viewer midriff narrowed_eyes navel octavia_(helluva_boss) owl owl_demon pants piercing pink_sclera seductive shaded shirt side_boob soft_abs solo sparkles thong_above_pants thong_straps topwear under_boob white_face
2023 absurd_res anthro avian beak bedroom_eyes belly belt bird black_beak black_bottomwear black_clothing black_pants bottomwear breasts cheek_piercing clothed clothing crop_top demon digital_media_(artwork) eyelashes female fully_clothed hair hands_behind_head hands_in_hair helluva_boss hi_res jesterwing long_hair looking_at_viewer midriff narrowed_eyes navel octavia_(helluva_boss) owl owl_demon pants piercing pink_sclera seductive shaded shirt side_boob soft_abs solo sparkles thong_above_pants thong_straps topwear under_boob white_face
female female_only helluva_boss jesterwing octavia_(helluva_boss) owl_demon owl_girl pillow_humping solo
female female_only helluva_boss jesterwing octavia_(helluva_boss) owl_demon owl_girl pillow_humping solo
1girls anthro avian beak big_breasts bird bra breasts clothing crown demon eyelashes feathers fluffy fur helluva_boss jesterwing mature_anthro mature_female owl owl_demon red_sclera shorts smile stella_(helluva_boss) tuft white_eyes white_feathers white_fur
1girls anthro avian beak big_breasts bird bra breasts clothing crown demon eyelashes feathers fluffy fur helluva_boss jesterwing mature_anthro mature_female owl owl_demon red_sclera shorts smile stella_(helluva_boss) tuft white_eyes white_feathers white_fur
all_fours anthro ass black_nose canine clothing demon ear_piercing eyebrows eyelashes facial_tuft female fur grey_fur hair helluva_boss jesterwing loona_(helluva_boss) panties rear_view red_sclera smile solo underwear white_fur
all_fours anthro ass black_nose canine clothing demon ear_piercing eyebrows eyelashes facial_tuft female fur grey_fur hair helluva_boss jesterwing loona_(helluva_boss) panties rear_view red_sclera smile solo underwear white_fur
avian beak breasts cloud dress_lift erect_nipples feather_hair feathers female grey_body grey_feathers grey_hair helluva_boss jesterwing looking_at_viewer nipples octavia_(helluva_boss) owl owl_demon sky third-party_edit
avian beak breasts cloud dress_lift erect_nipples feather_hair feathers female grey_body grey_feathers grey_hair helluva_boss jesterwing looking_at_viewer nipples octavia_(helluva_boss) owl owl_demon sky third-party_edit
breasts feathered_tail feathers female helluva_boss jesterwing laying_on_bed looking_at_viewer nipples octavia_(helluva_boss) owl owl_demon pillow pillow_ride pussy surprised third-party_edit
breasts feathered_tail feathers female helluva_boss jesterwing laying_on_bed looking_at_viewer nipples octavia_(helluva_boss) owl owl_demon pillow pillow_ride pussy surprised third-party_edit
2023 absurd_res ambiguous_penetration anthro anthro_on_anthro anthro_penetrated anthro_penetrating anthro_penetrating_anthro arm_grab ass bent_over black_nose bodily_fluids breasts canid canid_demon claws collar demon duo female finger_claws fur grey_body grey_fur hair hellhound helluva_boss hi_res humanoid_hands jesterwing looking_at_another looking_at_partner loona_(helluva_boss) male male/female mammal multicolored_body multicolored_fur nude partial_male penetration penile penile_penetration pulling_hair red_sclera sex silver_hair spiked_collar spikes sweat tongue tongue_out touching_hair two_tone_body two_tone_fur white_body white_fur
2023 absurd_res ambiguous_penetration anthro anthro_on_anthro anthro_penetrated anthro_penetrating anthro_penetrating_anthro arm_grab ass bent_over black_nose bodily_fluids breasts canid canid_demon claws collar demon duo female finger_claws fur grey_body grey_fur hair hellhound helluva_boss hi_res humanoid_hands jesterwing looking_at_another looking_at_partner loona_(helluva_boss) male male/female mammal multicolored_body multicolored_fur nude partial_male penetration penile penile_penetration pulling_hair red_sclera sex silver_hair spiked_collar spikes sweat tongue tongue_out touching_hair two_tone_body two_tone_fur white_body white_fur
2023 absurd_res anthro anthro_focus anthro_penetrated balls bedroom_eyes black_background black_body black_claws black_ears black_eyebrows black_eyelashes black_eyeshadow black_fur black_nose black_pupils black_spiked_collar blowjob bodily_fluids breasts canid canid_demon cheek_tuft claws collar collar_only cum cum_in_mouth cum_inside cum_on_own_penis cum_on_penis cum_on_self demon digital_media_(artwork) duo erection eyebrows eyelashes eyeshadow faceless_humanoid facial_tuft fellatio female female_focus female_penetrated fingers fur genital_fluids genitals grey_body grey_fur hair hair_over_eye half-closed_eyes hand_on_penis hellhound helluva_boss hi_res holding_penis humanoid humanoid_on_anthro humanoid_penetrating humanoid_penetrating_anthro humanoid_penetrating_female imp inner_ear_fluff jesterwing long_hair loona_(helluva_boss) makeup male male/female male_penetrating male_penetrating_anthro male_penetrating_female mammal moxxie_(helluva_boss) multicolored_body multicolored_fur narrowed_eyes nude one_eye_closed one_eye_obstructed oral oral_penetration partial_male penetration penile penis penis_in_mouth pupils red_body red_penis red_sclera seductive sex shoulder_tuft silver_hair simple_background smile solo_focus spiked_collar spikes sweat tongue tongue_on_penis tongue_out tongue_out_blowjob tuft vein veiny_penis white_body white_eyes white_fur white_inner_ear white_inner_ear_fluff
2023 absurd_res anthro anthro_focus anthro_penetrated balls bedroom_eyes black_background black_body black_claws black_ears black_eyebrows black_eyelashes black_eyeshadow black_fur black_nose black_pupils black_spiked_collar blowjob bodily_fluids breasts canid canid_demon cheek_tuft claws collar collar_only cum cum_in_mouth cum_inside cum_on_own_penis cum_on_penis cum_on_self demon digital_media_(artwork) duo erection eyebrows eyelashes eyeshadow faceless_humanoid facial_tuft fellatio female female_focus female_penetrated fingers fur genital_fluids genitals grey_body grey_fur hair hair_over_eye half-closed_eyes hand_on_penis hellhound helluva_boss hi_res holding_penis humanoid humanoid_on_anthro humanoid_penetrating humanoid_penetrating_anthro humanoid_penetrating_female imp inner_ear_fluff jesterwing long_hair loona_(helluva_boss) makeup male male/female male_penetrating male_penetrating_anthro male_penetrating_female mammal moxxie_(helluva_boss) multicolored_body multicolored_fur narrowed_eyes nude one_eye_closed one_eye_obstructed oral oral_penetration partial_male penetration penile penis penis_in_mouth pupils red_body red_penis red_sclera seductive sex shoulder_tuft silver_hair simple_background smile solo_focus spiked_collar spikes sweat tongue tongue_on_penis tongue_out tongue_out_blowjob tuft vein veiny_penis white_body white_eyes white_fur white_inner_ear white_inner_ear_fluff
anthro avian beak bird bra breasts cheek_tuft chest_tuft clothing crown demon eyelashes female female_only fur glowing glowing_eyes hair helluva_boss jesterwing mature_anthro mature_female milf owl owl_demon panties pink_sclera solo stella_(helluva_boss) tuft underwear white_eyes white_feathers white_fur
anthro avian beak bird bra breasts cheek_tuft chest_tuft clothing crown demon eyelashes female female_only fur glowing glowing_eyes hair helluva_boss jesterwing mature_anthro mature_female milf owl owl_demon panties pink_sclera solo stella_(helluva_boss) tuft underwear white_eyes white_feathers white_fur
animal_ears anthro black_nose bottomless breasts canid canid_demon canine cheek_tuft chest_tuft clothing collar demon demon_girl ear_piercing ear_ring eyebrow_piercing facial_piercing facial_tuft female fluffy fur furry furry_only grey_body grey_fur grey_hair hair hellhound helluva_boss jesterwing long_hair loona_(helluva_boss) mammal multicolored_body multicolored_fur navel piercing red_sclera ring_piercing smile tail topwear tuft white_body white_eyes white_fur wolf_ears wolf_tail
animal_ears anthro black_nose bottomless breasts canid canid_demon canine cheek_tuft chest_tuft clothing collar demon demon_girl ear_piercing ear_ring eyebrow_piercing facial_piercing facial_tuft female fluffy fur furry furry_only grey_body grey_fur grey_hair hair hellhound helluva_boss jesterwing long_hair loona_(helluva_boss) mammal multicolored_body multicolored_fur navel piercing red_sclera ring_piercing smile tail topwear tuft white_body white_eyes white_fur wolf_ears wolf_tail
female female_only helluva_boss jesterwing octavia_(helluva_boss) owl_demon owl_girl pillow_humping solo
female female_only helluva_boss jesterwing octavia_(helluva_boss) owl_demon owl_girl pillow_humping solo
1boy 1boy1girl 1girls absurd_res ambiguous_consent ambiguous_penetration anthro black_socks black_thigh_socks black_thighhighs bodily_fluids canid canine canis clenched_teeth closed_eyes clothing cum cum_drip cum_inside dialogue dripping duo embrace female female_penetrated fur genital_fluids grabbing_sheets grey_body grey_fur heart hi_res hug jesterwing legwear long_socks lying male male/female male_penetrating male_penetrating_female mammal mostly_nude nude on_front open_mouth penetration questionable_consent restrained restrained_arms restraining sex stockings sweat teeth thigh_high_socks thigh_highs thighhigh_socks thighhighs wolf
1boy 1boy1girl 1girls absurd_res ambiguous_consent ambiguous_penetration anthro black_socks black_thigh_socks black_thighhighs bodily_fluids canid canine canis clenched_teeth closed_eyes clothing cum cum_drip cum_inside dialogue dripping duo embrace female female_penetrated fur genital_fluids grabbing_sheets grey_body grey_fur heart hi_res hug jesterwing legwear long_socks lying male male/female male_penetrating male_penetrating_female mammal mostly_nude nude on_front open_mouth penetration questionable_consent restrained restrained_arms restraining sex stockings sweat teeth thigh_high_socks thigh_highs thighhigh_socks thighhighs wolf
absurd_res ambiguous_gender anthro bottomless bra canid canid_demon chest_tuft closed_eyes clothed clothing collar demon duo ear_piercing ear_ring eyebrow_piercing facial_piercing female grey_hair grinding hair hellhound helluva_boss hi_res inner_ear_fluff jesterwing legwear loona_(helluva_boss) mammal open_mouth partially_clothed piercing ring_piercing spiked_collar spikes stockings tuft underwear
absurd_res ambiguous_gender anthro bottomless bra canid canid_demon chest_tuft closed_eyes clothed clothing collar demon duo ear_piercing ear_ring eyebrow_piercing facial_piercing female grey_hair grinding hair hellhound helluva_boss hi_res inner_ear_fluff jesterwing legwear loona_(helluva_boss) mammal open_mouth partially_clothed piercing ring_piercing spiked_collar spikes stockings tuft underwear
2022 absurd_res anthro ass bed bedding black_nose bodily_fluids canid canid_demon cellphone cheek_tuft clothing collar demon facial_tuft female fur furniture grey_body grey_fur hair hellhound helluva_boss hi_res holding_cellphone holding_object holding_phone jesterwing long_hair loona_(helluva_boss) lying mammal masturbation masturbation_through_clothing midriff moxxie_(helluva_boss) multicolored_body multicolored_fur on_front panties phone plushie red_sclera shirt solo sweat tank_top topwear tuft two_tone_body two_tone_fur underwear white_body white_eyes white_fur white_hair
2022 absurd_res anthro ass bed bedding black_nose bodily_fluids canid canid_demon cellphone cheek_tuft clothing collar demon facial_tuft female fur furniture grey_body grey_fur hair hellhound helluva_boss hi_res holding_cellphone holding_object holding_phone jesterwing long_hair loona_(helluva_boss) lying mammal masturbation masturbation_through_clothing midriff moxxie_(helluva_boss) multicolored_body multicolored_fur on_front panties phone plushie red_sclera shirt solo sweat tank_top topwear tuft two_tone_body two_tone_fur underwear white_body white_eyes white_fur white_hair
2022 anthro black_nose bodily_fluids canid canid_demon clothing cum demon digital_media_(artwork) duo ear_piercing eyebrows eyelashes female fingers fur genital_fluids genitals hair hellhound helluva_boss hi_res jesterwing loona_(helluva_boss) male mammal one_eye_closed oral partial_male penis piercing red_sclera sex
2022 anthro black_nose bodily_fluids canid canid_demon clothing cum demon digital_media_(artwork) duo ear_piercing eyebrows eyelashes female fingers fur genital_fluids genitals hair hellhound helluva_boss hi_res jesterwing loona_(helluva_boss) male mammal one_eye_closed oral partial_male penis piercing red_sclera sex
1girls anthro avian avian_demon beak bed bird_humanoid blush breasts cute cute_expression cute_eyes cute_face demon demon_girl eyelashes feathers female female_focus female_only glowing_eyes grey_body hair helluva_boss humanoid jesterwing long_hair looking_at_viewer makeup mascara non-mammal_breasts octavia_(helluva_boss) owl owl_demon pink_eyes pink_sclera solo tail_feathers white_eyes white_pupils
1girls anthro avian avian_demon beak bed bird_humanoid blush breasts cute cute_expression cute_eyes cute_face demon demon_girl eyelashes feathers female female_focus female_only glowing_eyes grey_body hair helluva_boss humanoid jesterwing long_hair looking_at_viewer makeup mascara non-mammal_breasts octavia_(helluva_boss) owl owl_demon pink_eyes pink_sclera solo tail_feathers white_eyes white_pupils
anthro bra canid canid_demon canine cowgirl_position demon female female_on_top female_only female_penetrated furry hellhound helluva_boss jesterwing loona_(helluva_boss) mammal solo tagme
anthro bra canid canid_demon canine cowgirl_position demon female female_on_top female_only female_penetrated furry hellhound helluva_boss jesterwing loona_(helluva_boss) mammal solo tagme
2021 5_fingers anthro ass bed black_nose building candle canid canid_demon canine city clothing curtains demon detailed_background digital_media_(artwork) ear_piercing female fingers fur furniture grey_body grey_fur grey_hair hair hellhound helluva_boss hi_res inside jesterwing legwear long_hair long_snout looking_at_viewer loona_(helluva_boss) mammal multicolored_body multicolored_fur on_bed piercing red_sclera snout solo stockings tuft two_tone_body two_tone_fur white_body white_eyes white_fur window
2021 5_fingers anthro ass bed black_nose building candle canid canid_demon canine city clothing curtains demon detailed_background digital_media_(artwork) ear_piercing female fingers fur furniture grey_body grey_fur grey_hair hair hellhound helluva_boss hi_res inside jesterwing legwear long_hair long_snout looking_at_viewer loona_(helluva_boss) mammal multicolored_body multicolored_fur on_bed piercing red_sclera snout solo stockings tuft two_tone_body two_tone_fur white_body white_eyes white_fur window
2021 5_fingers absurd_res anthro ass black_nose bodily_fluids breasts canid canid_demon canine clothing collar cum cum_in_pussy cum_inside curtains demon detailed_background digital_media_(artwork) duo female fingers fur furniture genital_fluids genitals grey_body grey_fur grey_hair hair hellhound helluva_boss hi_res humanoid_hands inner_ear_fluff inside jesterwing legwear long_hair loona_(helluva_boss) male male/female mammal multicolored_body multicolored_fur nipples notched_ear nude on_bottom on_top open_mouth penetration penis pussy recording red_sclera reverse_cowgirl_position sex sofa spiked_collar spikes stockings sweat tongue tongue_out tuft two_tone_body two_tone_fur vaginal_penetration vaginal_penetration white_body white_eyes white_fur window
2021 5_fingers absurd_res anthro ass black_nose bodily_fluids breasts canid canid_demon canine clothing collar cum cum_in_pussy cum_inside curtains demon detailed_background digital_media_(artwork) duo female fingers fur furniture genital_fluids genitals grey_body grey_fur grey_hair hair hellhound helluva_boss hi_res humanoid_hands inner_ear_fluff inside jesterwing legwear long_hair loona_(helluva_boss) male male/female mammal multicolored_body multicolored_fur nipples notched_ear nude on_bottom on_top open_mouth penetration penis pussy recording red_sclera reverse_cowgirl_position sex sofa spiked_collar spikes stockings sweat tongue tongue_out tuft two_tone_body two_tone_fur vaginal_penetration vaginal_penetration white_body white_eyes white_fur window
anthro breasts canid_demon collar demon female hair_pull hellhound helluva_boss jesterwing loona_(helluva_boss) nipples open_mouth partial_male red_sclera sharp_teeth spiked_collar teeth tongue tongue_out white_eyes
anthro breasts canid_demon collar demon female hair_pull hellhound helluva_boss jesterwing loona_(helluva_boss) nipples open_mouth partial_male red_sclera sharp_teeth spiked_collar teeth tongue tongue_out white_eyes
1girls 4_fingers absurd_res anthro areola bodily_fluids breasts canid canine canis clenched_teeth closed_eyes dildo dildo_penetration female fingers genital_fluids genitals hair helluva_boss hi_res jesterwing loona_(helluva_boss) mammal masturbation navel nipples pussy pussy_juice sex_toy sex_toy_penetration sharp_teeth silver_hair solo sweat teeth two_tone_fur vivienne_medrano wolf
1girls 4_fingers absurd_res anthro areola bodily_fluids breasts canid canine canis clenched_teeth closed_eyes dildo dildo_penetration female fingers genital_fluids genitals hair helluva_boss hi_res jesterwing loona_(helluva_boss) mammal masturbation navel nipples pussy pussy_juice sex_toy sex_toy_penetration sharp_teeth silver_hair solo sweat teeth two_tone_fur vivienne_medrano wolf
1girls anthro blush bodily_fluids bra breasts canid canid_demon closed_eyes clothed clothing collar demon eyelashes female grey_body grey_fur grey_hair hellhound helluva_boss jesterwing long_hair loona_(helluva_boss) multicolored_body multicolored_fur notched_ear sharp_teeth spiked_collar spikes sweat teeth vivienne_medrano
1girls anthro blush bodily_fluids bra breasts canid canid_demon closed_eyes clothed clothing collar demon eyelashes female grey_body grey_fur grey_hair hellhound helluva_boss jesterwing long_hair loona_(helluva_boss) multicolored_body multicolored_fur notched_ear sharp_teeth spiked_collar spikes sweat teeth vivienne_medrano