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collin (helluva boss)

actionb4stard anthro anus ass big_butt bovid caprine chastity_cage chastity_device collin_(helluva_boss) feathered_wings feathers genitals girly helluva_boss male mammal penis puffy_anus sheep small_penis solo wings
actionb4stard anthro anus ass big_butt bovid caprine chastity_cage chastity_device collin_(helluva_boss) feathered_wings feathers genitals girly helluva_boss male mammal penis puffy_anus sheep small_penis solo wings
2023 4_fingers angel animated anthro anthro_penetrated blonde_hair bovid breasts canid canid_demon canine canis caprine collin_(helluva_boss) demon domestic_dog female female_penetrated fingers forced fur genitals group hair hellhound helluva_boss interspecies keenie long_hair loona_(helluva_boss) male male/female male_penetrating male_penetrating_anthro male_penetrating_female mammal nude penetration purple_body purple_fur rape red_sclera sex sheep short_playtime tail tongue tongue_out trio vylfgor white_body white_fur wings
2023 4_fingers angel animated anthro anthro_penetrated blonde_hair bovid breasts canid canid_demon canine canis caprine collin_(helluva_boss) demon domestic_dog female female_penetrated fingers forced fur genitals group hair hellhound helluva_boss interspecies keenie long_hair loona_(helluva_boss) male male/female male_penetrating male_penetrating_anthro male_penetrating_female mammal nude penetration purple_body purple_fur rape red_sclera sex sheep short_playtime tail tongue tongue_out trio vylfgor white_body white_fur wings
2023 all_the_way_through angel animated anthro being_watched black_hair blitzo_(helluva_boss) blonde_hair bondage bound bovid breasts caprine cheating_husband cheating_wife cherub collin_(helluva_boss) consensual_cuckold consensual_cuckquean cuckold cuckquean deer deerie demon fellatio female forced fur genitals group hair helluva_boss horn humanoid imp in_ass_out_mouth interspecies keenie male male/female mammal millie_(helluva_boss) moxxie_(helluva_boss) nude oral penile purple_body purple_fur rape red_body red_skin sex sharing sheep swingers tail vylfgor wings yellow_body yellow_fur yellow_sclera
2023 all_the_way_through angel animated anthro being_watched black_hair blitzo_(helluva_boss) blonde_hair bondage bound bovid breasts caprine cheating_husband cheating_wife cherub collin_(helluva_boss) consensual_cuckold consensual_cuckquean cuckold cuckquean deer deerie demon fellatio female forced fur genitals group hair helluva_boss horn humanoid imp in_ass_out_mouth interspecies keenie male male/female mammal millie_(helluva_boss) moxxie_(helluva_boss) nude oral penile purple_body purple_fur rape red_body red_skin sex sharing sheep swingers tail vylfgor wings yellow_body yellow_fur yellow_sclera
absurd_res angel big_penis blush bovid canid canid_demon canine canis caprine chart clothing collin_(helluva_boss) crotch_tuft demon english_text fluffy flustered foreskin genitals grin group halo hat headgear headwear heart hellhound helluva_boss hi_res humanoid_genitalia humanoid_penis imp knot leponsart long_penis male mammal penis penis_lineup penis_size_chart penis_size_difference pubes retracted_foreskin sheep simple_background small_penis smile striker_(helluva_boss) text thick_penis tongue tongue_out tuft vein veiny_penis vortex_(helluva_boss) wally_wackford wally_wackford_(helluva_boss) wolf
absurd_res angel big_penis blush bovid canid canid_demon canine canis caprine chart clothing collin_(helluva_boss) crotch_tuft demon english_text fluffy flustered foreskin genitals grin group halo hat headgear headwear heart hellhound helluva_boss hi_res humanoid_genitalia humanoid_penis imp knot leponsart long_penis male mammal penis penis_lineup penis_size_chart penis_size_difference pubes retracted_foreskin sheep simple_background small_penis smile striker_(helluva_boss) text thick_penis tongue tongue_out tuft vein veiny_penis vortex_(helluva_boss) wally_wackford wally_wackford_(helluva_boss) wolf
alcohol angel ass bath beverage blush bodily_fluids body_blush bovid breasts butt_blush caprine cherub cloud collin_(helluva_boss) cum deer deerie drinking embarrassed fountain frist44 genital_fluids genitals halo heaven helluva_boss hi_res holy_water mammal masturbation navel nipples penis pussy sake sheep sinning small_breasts tray unguligrade_anthro unguligrade_legs waterfall
alcohol angel ass bath beverage blush bodily_fluids body_blush bovid breasts butt_blush caprine cherub cloud collin_(helluva_boss) cum deer deerie drinking embarrassed fountain frist44 genital_fluids genitals halo heaven helluva_boss hi_res holy_water mammal masturbation navel nipples penis pussy sake sheep sinning small_breasts tray unguligrade_anthro unguligrade_legs waterfall
absurd_res angel anthro bovid caprine cherub clothing collin_(helluva_boss) domestic_sheep english_text feathered_wings feathers fur glistening glistening_body greeting hair halo helluva_boss hi_res hooves humanoid male male_only mammal psycheapple purple_body purple_eyes sheep simple_background slim_male solo text thong underwear white_hair wings wool_(fur)
absurd_res angel anthro bovid caprine cherub clothing collin_(helluva_boss) domestic_sheep english_text feathered_wings feathers fur glistening glistening_body greeting hair halo helluva_boss hi_res hooves humanoid male male_only mammal psycheapple purple_body purple_eyes sheep simple_background slim_male solo text thong underwear white_hair wings wool_(fur)
absurd_res angel balls bone bovid breasts burping burping_up_clothing burping_up_skull caprine cherub clothing collin_(helluva_boss) death demon digestion digestion_noises duo fat_cheeks female female_death genitals helluva_boss hi_res male male/female mammal mouth_shot open_mouth oral_vore regret sachasketchy sheep skull stomach_bulge stretched_mouth struggling swallowing torn_clothing unwilling_pred unwilling_prey vore wardrobe_malfunction weight_gain
absurd_res angel balls bone bovid breasts burping burping_up_clothing burping_up_skull caprine cherub clothing collin_(helluva_boss) death demon digestion digestion_noises duo fat_cheeks female female_death genitals helluva_boss hi_res male male/female mammal mouth_shot open_mouth oral_vore regret sachasketchy sheep skull stomach_bulge stretched_mouth struggling swallowing torn_clothing unwilling_pred unwilling_prey vore wardrobe_malfunction weight_gain
4:3 angel anonymous_artist anthro black_claws bodily_fluids bovid bright_light canid canid_demon caprine cherub clawing claws collin_(helluva_boss) demon feathered_wings feathers female hellhound helluva_boss hi_res intense_sex larger_female looking_pleasured loona_(helluva_boss) male mammal naturally_censored nipple_tuft office_sex orgasm_face sheep size_difference smaller_male sweat sweatdrop tuft wings
4:3 angel anonymous_artist anthro black_claws bodily_fluids bovid bright_light canid canid_demon caprine cherub clawing claws collin_(helluva_boss) demon feathered_wings feathers female hellhound helluva_boss hi_res intense_sex larger_female looking_pleasured loona_(helluva_boss) male mammal naturally_censored nipple_tuft office_sex orgasm_face sheep size_difference smaller_male sweat sweatdrop tuft wings
4:3 absurd_res angel anonymous_artist anthro anthro_on_anthro big_penis bovid breasts canid canid_demon caprine cherub claws collin_(helluva_boss) demon demon_on_angel detailed_background duo ear_piercing ear_ring edit fangs female female_penetrated fluffy fluffy_tail from_front_position fur genitals grey_body grey_fur grey_hair hair halo hellhound helluva_boss hi_res interspecies looking_pleasured loona_(helluva_boss) lying male male/female male_penetrating male_penetrating_female mammal missionary_position multicolored_body multicolored_fur nipples on_back open_mouth orgasm orgasm_face penetration penile penile_penetration penis penis_in_pussy piercing purple_body purple_fur pussy red_sclera ring_piercing sex sheep tail teeth tongue tongue_out two_tone_body two_tone_fur vaginal_penetration vaginal_penetration vein veiny_penis white_body white_fur wings
4:3 absurd_res angel anonymous_artist anthro anthro_on_anthro big_penis bovid breasts canid canid_demon caprine cherub claws collin_(helluva_boss) demon demon_on_angel detailed_background duo ear_piercing ear_ring edit fangs female female_penetrated fluffy fluffy_tail from_front_position fur genitals grey_body grey_fur grey_hair hair halo hellhound helluva_boss hi_res interspecies looking_pleasured loona_(helluva_boss) lying male male/female male_penetrating male_penetrating_female mammal missionary_position multicolored_body multicolored_fur nipples on_back open_mouth orgasm orgasm_face penetration penile penile_penetration penis penis_in_pussy piercing purple_body purple_fur pussy red_sclera ring_piercing sex sheep tail teeth tongue tongue_out two_tone_body two_tone_fur vaginal_penetration vaginal_penetration vein veiny_penis white_body white_fur wings
4:3 absurd_res angel anonymous_artist anthro anthro_on_anthro bovid breasts canid canid_demon caprine cherub claws collin_(helluva_boss) demon demon_on_angel doggy_style duo ear_piercing ear_ring edit fangs female female_penetrated fluffy fluffy_tail from_behind_position fur grey_body grey_fur grey_hair hair halo hellhound helluva_boss hi_res interspecies looking_pleasured loona_(helluva_boss) male male/female male_penetrating male_penetrating_female mammal multicolored_body multicolored_fur nipples open_mouth orgasm orgasm_face penetration penile penile_penetration penis_in_pussy piercing purple_body purple_fur red_sclera ring_piercing sex sheep simple_background tail teeth tongue tongue_out two_tone_body two_tone_fur vaginal_penetration vaginal_penetration white_body white_fur wings
4:3 absurd_res angel anonymous_artist anthro anthro_on_anthro bovid breasts canid canid_demon caprine cherub claws collin_(helluva_boss) demon demon_on_angel doggy_style duo ear_piercing ear_ring edit fangs female female_penetrated fluffy fluffy_tail from_behind_position fur grey_body grey_fur grey_hair hair halo hellhound helluva_boss hi_res interspecies looking_pleasured loona_(helluva_boss) male male/female male_penetrating male_penetrating_female mammal multicolored_body multicolored_fur nipples open_mouth orgasm orgasm_face penetration penile penile_penetration penis_in_pussy piercing purple_body purple_fur red_sclera ring_piercing sex sheep simple_background tail teeth tongue tongue_out two_tone_body two_tone_fur vaginal_penetration vaginal_penetration white_body white_fur wings
absurd_res anal anal_sex angel anthro balls balls_touching bodily_fluids bovid caprine collin_(helluva_boss) cum cum_in_ass cum_in_mouth cum_inside demon english_text feral fuf genital_fluids genitals group helluva_boss hi_res imp male male/male mammal moxxie_(helluva_boss) musk penetration profanity raaf_helder_(character) sheep text trio
absurd_res anal anal_sex angel anthro balls balls_touching bodily_fluids bovid caprine collin_(helluva_boss) cum cum_in_ass cum_in_mouth cum_inside demon english_text feral fuf genital_fluids genitals group helluva_boss hi_res imp male male/male mammal moxxie_(helluva_boss) musk penetration profanity raaf_helder_(character) sheep text trio
absurd_res angel anonymous_artist anthro anthro_on_anthro bodily_fluids bovid breasts canid canid_demon caprine cherub claws collin_(helluva_boss) cum cum_in_pussy cum_inside demon demon_on_angel detailed_background duo ear_piercing ear_ring excessive_cum excessive_genital_fluids fangs female female_penetrated fluffy fluffy_tail from_front_position fur furniture genital_fluids genitals grey_body grey_fur grey_hair hair halo hellhound helluva_boss hi_res interspecies looking_pleasured loona_(helluva_boss) male male/female male_penetrating male_penetrating_female mammal multicolored_body multicolored_fur open_mouth orgasm orgasm_face penetration penile penile_penetration penis penis_in_pussy piercing purple_body purple_fur red_sclera ring_piercing sex sheep standing standing_sex tongue tongue_out two_tone_body two_tone_fur unseen_male_face vaginal_penetration white_body white_fur wings
absurd_res angel anonymous_artist anthro anthro_on_anthro bodily_fluids bovid breasts canid canid_demon caprine cherub claws collin_(helluva_boss) cum cum_in_pussy cum_inside demon demon_on_angel detailed_background duo ear_piercing ear_ring excessive_cum excessive_genital_fluids fangs female female_penetrated fluffy fluffy_tail from_front_position fur furniture genital_fluids genitals grey_body grey_fur grey_hair hair halo hellhound helluva_boss hi_res interspecies looking_pleasured loona_(helluva_boss) male male/female male_penetrating male_penetrating_female mammal multicolored_body multicolored_fur open_mouth orgasm orgasm_face penetration penile penile_penetration penis penis_in_pussy piercing purple_body purple_fur red_sclera ring_piercing sex sheep standing standing_sex tongue tongue_out two_tone_body two_tone_fur unseen_male_face vaginal_penetration white_body white_fur wings
2022 3_fingers angel anthro armwear azuredeer blue_body blue_eyes bottomless bovid bow_tie caprine clothed clothing collin_(helluva_boss) digital_media_(artwork) dress duo elbow_gloves female fingers fur genitals gloves handwear helluva_boss hi_res hooves keenie male mammal multi_nipple nipples penis pink_nose pussy ring scut_tail sheep short_tail signature topwear wings wool_(fur) yellow_body
2022 3_fingers angel anthro armwear azuredeer blue_body blue_eyes bottomless bovid bow_tie caprine clothed clothing collin_(helluva_boss) digital_media_(artwork) dress duo elbow_gloves female fingers fur genitals gloves handwear helluva_boss hi_res hooves keenie male mammal multi_nipple nipples penis pink_nose pussy ring scut_tail sheep short_tail signature topwear wings wool_(fur) yellow_body
angel anon anthro anus ass balls big_balls big_breasts big_butt big_penis blush bovid breast_grab breasts bunnycoded butt_grab caprine cherub cletus_(helluva_boss) clothed clothing collin_(helluva_boss) dialogue disembodied_penis erection feathers female fur genitals grey_body group hair halo hand_on_breast hand_on_butt helluva_boss hi_res human human_on_anthro humanoid imminent_sex interspecies keenie male male/female mammal nipples nude open_mouth open_smile orange_hair penis purple_body purple_feathers purple_fur pussy sheep smile speech_bubble teeth text thick_thighs vein veiny_muscles veiny_penis white_body white_feathers white_fur wings yellow_body yellow_feathers yellow_fur
angel anon anthro anus ass balls big_balls big_breasts big_butt big_penis blush bovid breast_grab breasts bunnycoded butt_grab caprine cherub cletus_(helluva_boss) clothed clothing collin_(helluva_boss) dialogue disembodied_penis erection feathers female fur genitals grey_body group hair halo hand_on_breast hand_on_butt helluva_boss hi_res human human_on_anthro humanoid imminent_sex interspecies keenie male male/female mammal nipples nude open_mouth open_smile orange_hair penis purple_body purple_feathers purple_fur pussy sheep smile speech_bubble teeth text thick_thighs vein veiny_muscles veiny_penis white_body white_feathers white_fur wings yellow_body yellow_feathers yellow_fur
2022 anal anthro blitzo_(helluva_boss) bodily_fluids cherub collin_(helluva_boss) demon feathered_wings feathers halo helluva_boss hi_res huge_thighs male male/male parasitedeath size_difference solo sweat thick_thighs traditional_media_(artwork) wings
2022 anal anthro blitzo_(helluva_boss) bodily_fluids cherub collin_(helluva_boss) demon feathered_wings feathers halo helluva_boss hi_res huge_thighs male male/male parasitedeath size_difference solo sweat thick_thighs traditional_media_(artwork) wings
<3_eyes angel balls blush bodily_fluids bovid caprine cervid cloud collin_(helluva_boss) covering covering_crotch deerie denial_(disambiguation) dialogue emoji english_text erection feathered_wings feathers female_focus frist44 genital_fluids genitals halo heart heaven helluva_boss hi_res hooves legs_up mammal navel nipples partial_male penis pillow precum pussy pussy_juice sheep smug tail_covering_crotch teasing underhoof wings
<3_eyes angel balls blush bodily_fluids bovid caprine cervid cloud collin_(helluva_boss) covering covering_crotch deerie denial_(disambiguation) dialogue emoji english_text erection feathered_wings feathers female_focus frist44 genital_fluids genitals halo heart heaven helluva_boss hi_res hooves legs_up mammal navel nipples partial_male penis pillow precum pussy pussy_juice sheep smug tail_covering_crotch teasing underhoof wings
absurd_res angel anthro anus ass ass_expansion balls big_butt bovid caprine cherub collin_(helluva_boss) english_text exclamation_point genitals goat halo helluva_boss hi_res looking_back male male_focus male_only mammal monochrome nude open_mouth penis perineum question_mark sachasketchy solo speech_bubble text thick_thighs wings wool_(disambiguation)
absurd_res angel anthro anus ass ass_expansion balls big_butt bovid caprine cherub collin_(helluva_boss) english_text exclamation_point genitals goat halo helluva_boss hi_res looking_back male male_focus male_only mammal monochrome nude open_mouth penis perineum question_mark sachasketchy solo speech_bubble text thick_thighs wings wool_(disambiguation)
... absurd_res angel anthro ass_expansion balls belly big_balls big_belly bovid bow_tie caprine cherub closed_eyes clothed clothing collin_(helluva_boss) english_text exclamation_point genitals goat halo helluva_boss hi_res huge_thighs male male_focus male_only mammal navel overweight overweight_anthro overweight_male penis puffed_cheeks sachasketchy shirt solo speech_bubble text thick_thighs topwear wings wool_(disambiguation)
... absurd_res angel anthro ass_expansion balls belly big_balls big_belly bovid bow_tie caprine cherub closed_eyes clothed clothing collin_(helluva_boss) english_text exclamation_point genitals goat halo helluva_boss hi_res huge_thighs male male_focus male_only mammal navel overweight overweight_anthro overweight_male penis puffed_cheeks sachasketchy shirt solo speech_bubble text thick_thighs topwear wings wool_(disambiguation)
<3_eyes angel balls bedroom_eyes bovid c.h.e.r.u.b. caprine cervid cherub cloud cloven_hooves collin_(helluva_boss) comic deerie emoji female flat_chested frist44 genitals halo heart helluva_boss hi_res hooves male male/female mammal narrowed_eyes nipples no_humans orgasm_denial partial_male penis precum pubes seductive sheep
<3_eyes angel balls bedroom_eyes bovid c.h.e.r.u.b. caprine cervid cherub cloud cloven_hooves collin_(helluva_boss) comic deerie emoji female flat_chested frist44 genitals halo heart helluva_boss hi_res hooves male male/female mammal narrowed_eyes nipples no_humans orgasm_denial partial_male penis precum pubes seductive sheep
blush bodily_fluids bovid caprine collin_(helluva_boss) cum duo feathers female feral genital_fluids heart helluva_boss male male/female mammal mile_high_club pom_(tfh) sex sheep soulcentinel them's_fightin'_herds
blush bodily_fluids bovid caprine collin_(helluva_boss) cum duo feathers female feral genital_fluids heart helluva_boss male male/female mammal mile_high_club pom_(tfh) sex sheep soulcentinel them's_fightin'_herds
2022 alcohol angel anthro babywife beverage black_eyeshadow blush bodily_fluids bovid bow_tie broken_halo caprine clothing collin_(helluva_boss) covering covering_mouth covering_own_mouth covering_self duo ear_piercing eyelashes eyeshadow feathers female genital_fluids genitals glass_bottle grey_background half-closed_eyes helluva_boss keenie makeup male male/female mammal narrowed_eyes penetration penis piercing precum pussy pussy_juice questionable_consent sex sheep signature simple_background sleep_sex sleeping sound_effects vaginal_penetration zzz
2022 alcohol angel anthro babywife beverage black_eyeshadow blush bodily_fluids bovid bow_tie broken_halo caprine clothing collin_(helluva_boss) covering covering_mouth covering_own_mouth covering_self duo ear_piercing eyelashes eyeshadow feathers female genital_fluids genitals glass_bottle grey_background half-closed_eyes helluva_boss keenie makeup male male/female mammal narrowed_eyes penetration penis piercing precum pussy pussy_juice questionable_consent sex sheep signature simple_background sleep_sex sleeping sound_effects vaginal_penetration zzz
2boys anal ass balls big_ass big_penis collin_(helluva_boss) crying dracreloaded gay helluva_boss latex latex_bodysuit male male/male male_only naked nude penis prodding size_difference tears thighs yaoi
2boys anal ass balls big_ass big_penis collin_(helluva_boss) crying dracreloaded gay helluva_boss latex latex_bodysuit male male/male male_only naked nude penis prodding size_difference tears thighs yaoi
balls better_version_at_source bondage chains collin_(helluva_boss) dildo dildo_in_ass dracreloaded erect_penis erection faceless_male gay helluva_boss latex latex_bodysuit latex_suit legs_behind_head male male_only nose_ring penis solo solo_focus solo_male spread_legs thighs vibrator vibrator_on_penis
balls better_version_at_source bondage chains collin_(helluva_boss) dildo dildo_in_ass dracreloaded erect_penis erection faceless_male gay helluva_boss latex latex_bodysuit latex_suit legs_behind_head male male_only nose_ring penis solo solo_focus solo_male spread_legs thighs vibrator vibrator_on_penis
absurd_res angel big_penis black_and_white blush bovid canid canid_demon canine canis caprine chart clothing collin_(helluva_boss) crotch_tuft demon fluffy flustered genitals grin group halo hat headgear headwear heart hellhound helluva_boss hi_res imp jesse_(helluva_boss) knot leponsart male male_only mammal monochrome penis penis_size_chart penis_size_difference pubes sheep simple_background small_penis smile striker_(helluva_boss) tuft vein veiny_penis vortex_(helluva_boss) wally_wackford_(helluva_boss) wolf
absurd_res angel big_penis black_and_white blush bovid canid canid_demon canine canis caprine chart clothing collin_(helluva_boss) crotch_tuft demon fluffy flustered genitals grin group halo hat headgear headwear heart hellhound helluva_boss hi_res imp jesse_(helluva_boss) knot leponsart male male_only mammal monochrome penis penis_size_chart penis_size_difference pubes sheep simple_background small_penis smile striker_(helluva_boss) tuft vein veiny_penis vortex_(helluva_boss) wally_wackford_(helluva_boss) wolf
angel anthro apple_(helluva_boss) balls blush bulge cherub clothed clothing coco_(helluva_boss) collin_(helluva_boss) faennec female fluffy fluffy_tail fur genitals group hair halo helluva_boss hi_res horn humanoid line_art male monochrome purple_eyes red_eyes shy simple_background smile succubus tongue tongue_out wings
angel anthro apple_(helluva_boss) balls blush bulge cherub clothed clothing coco_(helluva_boss) collin_(helluva_boss) faennec female fluffy fluffy_tail fur genitals group hair halo helluva_boss hi_res horn humanoid line_art male monochrome purple_eyes red_eyes shy simple_background smile succubus tongue tongue_out wings
angel anthro bodily_fluids bottomwear bovid caprine clothing collin_(helluva_boss) dripping duo female genital_fluids genitals halo helluva_boss keenie male mammal panties penis precum precum_drip sheep skirt soulcentinel story_at_source sweat underwear
angel anthro bodily_fluids bottomwear bovid caprine clothing collin_(helluva_boss) dripping duo female genital_fluids genitals halo helluva_boss keenie male mammal panties penis precum precum_drip sheep skirt soulcentinel story_at_source sweat underwear
2021 angel anthro black_eyeshadow bodily_fluids bovid caprine clothing collin_(helluva_boss) dress duo eyelashes eyeshadow female genital_fluids genitals half-closed_eyes head_on_leg helluva_boss keenie makeup male mammal narrowed_eyes open_mouth penis precum pussy_juice questionable_consent sex sheep simple_background sketch sleep_sex sleeping sniffing_panties soulcentinel sound_effects spread_legs spreading wings zzz
2021 angel anthro black_eyeshadow bodily_fluids bovid caprine clothing collin_(helluva_boss) dress duo eyelashes eyeshadow female genital_fluids genitals half-closed_eyes head_on_leg helluva_boss keenie makeup male mammal narrowed_eyes open_mouth penis precum pussy_juice questionable_consent sex sheep simple_background sketch sleep_sex sleeping sniffing_panties soulcentinel sound_effects spread_legs spreading wings zzz
anthro bodily_fluids bottomless cherub circumcised clothed clothing collin_(helluva_boss) genital_fluids genitals halo helluva_boss hi_res holding_penis male male_only masturbation penis precum simple_background solo sweat wings worried zerodata
anthro bodily_fluids bottomless cherub circumcised clothed clothing collin_(helluva_boss) genital_fluids genitals halo helluva_boss hi_res holding_penis male male_only masturbation penis precum simple_background solo sweat wings worried zerodata
angel anthro anthro_on_anthro ass bodily_fluids bovid breasts brown_body brown_fur caprine cervid cherub clothed clothing collin_(helluva_boss) cunnilingus deerie dialogue english_text female fluffy fluffy_tail fur genital_fluids genitals group hair helluva_boss hi_res interspecies keenie kneeling looking_pleasured male male/female mammal masturbation nipples open_mouth open_smile oral panties partially_clothed purple_body purple_eyes purple_fur pussy pussy_juice questionable_consent red_hair sheep simple_background smile tagme text tongue tongue_out underwear vaginal_penetration wastedtimeee werewolferos white_background wide_hips x-ray yellow_body yellow_eyes yellow_fur zettai_ryouiki
angel anthro anthro_on_anthro ass bodily_fluids bovid breasts brown_body brown_fur caprine cervid cherub clothed clothing collin_(helluva_boss) cunnilingus deerie dialogue english_text female fluffy fluffy_tail fur genital_fluids genitals group hair helluva_boss hi_res interspecies keenie kneeling looking_pleasured male male/female mammal masturbation nipples open_mouth open_smile oral panties partially_clothed purple_body purple_eyes purple_fur pussy pussy_juice questionable_consent red_hair sheep simple_background smile tagme text tongue tongue_out underwear vaginal_penetration wastedtimeee werewolferos white_background wide_hips x-ray yellow_body yellow_eyes yellow_fur zettai_ryouiki
angel angry anthro anthro_on_anthro blush bottomwear bovid canid canid_demon caprine clothed clothing collin_(helluva_boss) colored defensive demon duo embrace eyebrows female fluffy fluffy_hair fluffy_tail fur grey_body grey_fur grey_hair hair halo hellhound helluva_boss hi_res hooves hug humanoid long_hair loona_(helluva_boss) male male/female mammal midriff multicolored_body multicolored_fur nervous_smile open_mouth open_smile purple_body purple_fur purple_hair red_eyes romantic romantic_couple sharp_teeth sheep skirt smile spread_legs spreading teeth thick_eyebrows two_tone_body two_tone_fur wastedtimeee werewolferos white_body white_fur worried_look
angel angry anthro anthro_on_anthro blush bottomwear bovid canid canid_demon caprine clothed clothing collin_(helluva_boss) colored defensive demon duo embrace eyebrows female fluffy fluffy_hair fluffy_tail fur grey_body grey_fur grey_hair hair halo hellhound helluva_boss hi_res hooves hug humanoid long_hair loona_(helluva_boss) male male/female mammal midriff multicolored_body multicolored_fur nervous_smile open_mouth open_smile purple_body purple_fur purple_hair red_eyes romantic romantic_couple sharp_teeth sheep skirt smile spread_legs spreading teeth thick_eyebrows two_tone_body two_tone_fur wastedtimeee werewolferos white_body white_fur worried_look
angel anthro anthro_on_anthro black_body black_fur blush bovid breasts canid canid_demon caprine claws clothed clothing collin_(helluva_boss) colored demon dialogue duo ear_piercing ear_ring english_text erection eyebrow_piercing eyebrow_ring eyeliner facial_piercing female fluffy fluffy_hair fluffy_tail fur genitals grey_body grey_fur hair hellhound helluva_boss hi_res interspecies larger_female loona_(helluva_boss) makeup male male/female mammal multicolored_body multicolored_fur nipples nude open_mouth partially_clothed penis piercing purple_body purple_eyes purple_fur red_eyes sheep size_difference smaller_male text topless wastedtimeee werewolferos white_body white_fur wings
angel anthro anthro_on_anthro black_body black_fur blush bovid breasts canid canid_demon caprine claws clothed clothing collin_(helluva_boss) colored demon dialogue duo ear_piercing ear_ring english_text erection eyebrow_piercing eyebrow_ring eyeliner facial_piercing female fluffy fluffy_hair fluffy_tail fur genitals grey_body grey_fur hair hellhound helluva_boss hi_res interspecies larger_female loona_(helluva_boss) makeup male male/female mammal multicolored_body multicolored_fur nipples nude open_mouth partially_clothed penis piercing purple_body purple_eyes purple_fur red_eyes sheep size_difference smaller_male text topless wastedtimeee werewolferos white_body white_fur wings
angel anthro anthro_on_anthro black_body black_fur bovid breasts canid canid_demon caprine claws clothed clothing collin_(helluva_boss) demon dialogue duo ear_piercing ear_ring english_text eyebrow_piercing eyebrow_ring eyeliner facial_piercing female fluffy fluffy_hair fluffy_tail fur grey_body grey_fur hair hellhound helluva_boss hi_res interspecies larger_female loona_(helluva_boss) makeup male male/female mammal multicolored_body multicolored_fur nipples nude open_mouth open_smile partially_clothed piercing purple_body purple_eyes purple_fur red_eyes sheep size_difference smaller_male smile tagme text topless wastedtimeee werewolferos white_body white_fur wings
angel anthro anthro_on_anthro black_body black_fur bovid breasts canid canid_demon caprine claws clothed clothing collin_(helluva_boss) demon dialogue duo ear_piercing ear_ring english_text eyebrow_piercing eyebrow_ring eyeliner facial_piercing female fluffy fluffy_hair fluffy_tail fur grey_body grey_fur hair hellhound helluva_boss hi_res interspecies larger_female loona_(helluva_boss) makeup male male/female mammal multicolored_body multicolored_fur nipples nude open_mouth open_smile partially_clothed piercing purple_body purple_eyes purple_fur red_eyes sheep size_difference smaller_male smile tagme text topless wastedtimeee werewolferos white_body white_fur wings
accessory angel angry anthro armwear bat_wings blood blush bodily_fluids bottomwear bovid bow_tie canid canine canis caprine cherub clothed clothing collin_(helluva_boss) comic demon dialogue dress elbow_gloves embrace english_text eyebrows fangs feathered_wings feathers female flower flower_in_hair fluffy fluffy_tail forked_tongue freckles fur gloves goat group hair hair_accessory halo handwear hazbin_hotel heart helluva_boss hi_res hooves horn hug hugging_from_behind keenie leggings legwear lidded_eyes loona_(helluva_boss) male male/female male/male mammal membrane_(anatomy) membranous_wings monochrome nauyaco nervous nosebleed open_mouth pants paws plant raised_eyebrows razzle_(hazbin_hotel) sheep simple_background smile smooth_skin spade_tail speech_bubble teeth text thought_bubble tongue tongue_out wings wolf
accessory angel angry anthro armwear bat_wings blood blush bodily_fluids bottomwear bovid bow_tie canid canine canis caprine cherub clothed clothing collin_(helluva_boss) comic demon dialogue dress elbow_gloves embrace english_text eyebrows fangs feathered_wings feathers female flower flower_in_hair fluffy fluffy_tail forked_tongue freckles fur gloves goat group hair hair_accessory halo handwear hazbin_hotel heart helluva_boss hi_res hooves horn hug hugging_from_behind keenie leggings legwear lidded_eyes loona_(helluva_boss) male male/female male/male mammal membrane_(anatomy) membranous_wings monochrome nauyaco nervous nosebleed open_mouth pants paws plant raised_eyebrows razzle_(hazbin_hotel) sheep simple_background smile smooth_skin spade_tail speech_bubble teeth text thought_bubble tongue tongue_out wings wolf
1boy 1girls absurd_res angel anon_1515 anthro anthro_on_anthro balls bed blush bodily_fluids bovid canid canid_demon canine canis caprine cherub claws collin_(helluva_boss) demon detailed_background duo female female_penetrated fluffy fluffy_tail from_front_position fur furniture furry furry_only genital_fluids genitals grey_body grey_fur grey_hair hair halo hellhound helluva_boss hi_res interspecies larger_female looking_pleasured loona_(helluva_boss) love lying male male/female male_penetrating male_penetrating_female mammal missionary_position multicolored_body multicolored_fur naked nude on_back on_bed open_mouth open_smile penetration penis pillow purple_body purple_eyes purple_fur pussy pussy_juice red_sclera romantic sex sheep size_difference smaller_male smile tail two_tone_body two_tone_fur vaginal_penetration white_body white_fur wings
1boy 1girls absurd_res angel anon_1515 anthro anthro_on_anthro balls bed blush bodily_fluids bovid canid canid_demon canine canis caprine cherub claws collin_(helluva_boss) demon detailed_background duo female female_penetrated fluffy fluffy_tail from_front_position fur furniture furry furry_only genital_fluids genitals grey_body grey_fur grey_hair hair halo hellhound helluva_boss hi_res interspecies larger_female looking_pleasured loona_(helluva_boss) love lying male male/female male_penetrating male_penetrating_female mammal missionary_position multicolored_body multicolored_fur naked nude on_back on_bed open_mouth open_smile penetration penis pillow purple_body purple_eyes purple_fur pussy pussy_juice red_sclera romantic sex sheep size_difference smaller_male smile tail two_tone_body two_tone_fur vaginal_penetration white_body white_fur wings
ball_gag balls belt belts bondage bride captive chastity chastity_cage chastity_device cherub collin_(helluva_boss) crying cum cum_leaking demon dracreloaded dress femboy gag helluva_boss legs_together male male_only naked nose_piercing nude piercing purple_skin sheep thick_thighs thighs tied wedding_dress white_hair wide_hips
ball_gag balls belt belts bondage bride captive chastity chastity_cage chastity_device cherub collin_(helluva_boss) crying cum cum_leaking demon dracreloaded dress femboy gag helluva_boss legs_together male male_only naked nose_piercing nude piercing purple_skin sheep thick_thighs thighs tied wedding_dress white_hair wide_hips
1femboy ball_gag balls belt belts big_penis bride captive cherub cock collin_(helluva_boss) demon dracreloaded dress erect_penis erection femboy helluva_boss huge_cock hung_trap legs_together male male_only naked nose_piercing nude penis piercing purple_skin sheep thick_thighs thighs throbbing throbbing_penis tied veiny_penis wedding_dress white_hair wide_hips
1femboy ball_gag balls belt belts big_penis bride captive cherub cock collin_(helluva_boss) demon dracreloaded dress erect_penis erection femboy helluva_boss huge_cock hung_trap legs_together male male_only naked nose_piercing nude penis piercing purple_skin sheep thick_thighs thighs throbbing throbbing_penis tied veiny_penis wedding_dress white_hair wide_hips