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anthro avian back_spikes beak bird blitzo_(helluva_boss) cartoon_network demon duo feathers grey_body grey_feathers helluva_boss horn humanoid imp larger_male male open_mouth owl raised_leg red_body red_eyes regular_show reillow simple_background size_difference skinny_male smaller_male spiked_tail spikes spikes_(anatomy) spots standing stolas_(helluva_boss) tail text white_background writing_text yellow_eyes absurd_res anthro avian avian_demon bdsm bird bit_gag blindfold blitzo_(helluva_boss) butt demon duo fur gag gagged grey_body grey_fur grey_hair hair helluva_boss hi_res horn looking_at_another male male/male nervous nude owl owl_demon paldobeobe59670 red_body red_eyes red_skin short_hair simple_background smile stolas_(helluva_boss) white_face ahegao alternate_costume anal anal_penetration angel anthro blush bodily_fluids bovid bukkake caprine cherub clothed clothed_sex clothing coat collin_(helluva_boss) cum cum_in_ass cum_in_mouth cum_inside cum_on_face cum_on_self dildo dildo_insertion duo enookie face_fucking fellatio foreskin genital_fluids genitals heart_eyes heart_symbol helluva_boss hi_res humanoid_genitalia irrumatio jabot looking_pleasured male male/male mammal masturbation milking_tentacles oral owl_demon penetration penile penis romantic romantic_sex sex sex_toy sex_toy_insertion sheep size_difference stolas_(helluva_boss) tentacle_in_ass tentacle_penetration tentacle_sex tentacles topwear anthro avian back_spikes beak bird blitzo_(helluva_boss) cartoon_network demon duo feathers grey_body grey_feathers helluva_boss horn humanoid imp larger_male male open_mouth owl raised_leg red_body red_eyes regular_show reillow simple_background size_difference skinny_male smaller_male spiked_tail spikes spikes_(anatomy) spots standing stolas_(helluva_boss) tail text white_background writing_text yellow_eyes absurd_res anthro avian avian_demon bdsm bird bit_gag blindfold blitzo_(helluva_boss) butt demon duo fur gag gagged grey_body grey_fur grey_hair hair helluva_boss hi_res horn looking_at_another male male/male nervous nude owl owl_demon paldobeobe59670 red_body red_eyes red_skin short_hair simple_background smile stolas_(helluva_boss) white_face ahegao alternate_costume anal anal_penetration angel anthro blush bodily_fluids bovid bukkake caprine cherub clothed clothed_sex clothing coat collin_(helluva_boss) cum cum_in_ass cum_in_mouth cum_inside cum_on_face cum_on_self dildo dildo_insertion duo enookie face_fucking fellatio foreskin genital_fluids genitals heart_eyes heart_symbol helluva_boss hi_res humanoid_genitalia irrumatio jabot looking_pleasured male male/male mammal masturbation milking_tentacles oral owl_demon penetration penile penis romantic romantic_sex sex sex_toy sex_toy_insertion sheep size_difference stolas_(helluva_boss) tentacle_in_ass tentacle_penetration tentacle_sex tentacles topwear anal andrealphus_(helluva_boss) avian balls big_balls big_butt big_penis bird bodily_fluids butt cum cum_in_ass cum_inside demon duo genital_fluids genitals helluva_boss hi_res lukario_umbra male male/male owl penis stolas_(helluva_boss) anthro avian back_spikes beak bird blitzo_(helluva_boss) cartoon_network demon duo feathers grey_body grey_feathers helluva_boss horn humanoid imp larger_male male open_mouth owl raised_leg red_body red_eyes regular_show reillow simple_background size_difference skinny_male smaller_male spiked_tail spikes spikes_(anatomy) spots standing stolas_(helluva_boss) tail text white_background writing_text yellow_eyes absurd_res anthro avian avian_demon bdsm bird bit_gag blindfold blitzo_(helluva_boss) butt demon duo fur gag gagged grey_body grey_fur grey_hair hair helluva_boss hi_res horn looking_at_another male male/male nervous nude owl owl_demon paldobeobe59670 red_body red_eyes red_skin short_hair simple_background smile stolas_(helluva_boss) white_face ahegao alternate_costume anal anal_penetration angel anthro blush bodily_fluids bovid bukkake caprine cherub clothed clothed_sex clothing coat collin_(helluva_boss) cum cum_in_ass cum_in_mouth cum_inside cum_on_face cum_on_self dildo dildo_insertion duo enookie face_fucking fellatio foreskin genital_fluids genitals heart_eyes heart_symbol helluva_boss hi_res humanoid_genitalia irrumatio jabot looking_pleasured male male/male mammal masturbation milking_tentacles oral owl_demon penetration penile penis romantic romantic_sex sex sex_toy sex_toy_insertion sheep size_difference stolas_(helluva_boss) tentacle_in_ass tentacle_penetration tentacle_sex tentacles topwear anthro avian back_spikes beak bird blitzo_(helluva_boss) cartoon_network demon duo feathers grey_body grey_feathers helluva_boss horn humanoid imp larger_male male open_mouth owl raised_leg red_body red_eyes regular_show reillow simple_background size_difference skinny_male smaller_male spiked_tail spikes spikes_(anatomy) spots standing stolas_(helluva_boss) tail text white_background writing_text yellow_eyes absurd_res anthro avian avian_demon bdsm bird bit_gag blindfold blitzo_(helluva_boss) butt demon duo fur gag gagged grey_body grey_fur grey_hair hair helluva_boss hi_res horn looking_at_another male male/male nervous nude owl owl_demon paldobeobe59670 red_body red_eyes red_skin short_hair simple_background smile stolas_(helluva_boss) white_face ahegao alternate_costume anal anal_penetration angel anthro blush bodily_fluids bovid bukkake caprine cherub clothed clothed_sex clothing coat collin_(helluva_boss) cum cum_in_ass cum_in_mouth cum_inside cum_on_face cum_on_self dildo dildo_insertion duo enookie face_fucking fellatio foreskin genital_fluids genitals heart_eyes heart_symbol helluva_boss hi_res humanoid_genitalia irrumatio jabot looking_pleasured male male/male mammal masturbation milking_tentacles oral owl_demon penetration penile penis romantic romantic_sex sex sex_toy sex_toy_insertion sheep size_difference stolas_(helluva_boss) tentacle_in_ass tentacle_penetration tentacle_sex tentacles topwear 2024 age_difference anthro anthro_on_anthro anus aptom7747 avian balls beak big_breasts big_penis bird blue_body blue_feathers blush bodily_fluids breasts brown_body brown_feathers claws cum cum_in_pussy cum_inside daughter-in-law demon dialogue double_penetration double_vaginal erection excessive_cum excessive_genital_fluids father-in-law father-in-law_and_daughter-in-law father_(lore) father_and_child_(lore) father_and_son_(lore) feathers female female_penetrated genital_fluids genitals group group_sex helluva_boss hi_res husband_and_wife internal looking_at_another looking_pleasured male male/female male_penetrating male_penetrating_female married_couple mature_female mature_male multi_eye muscular muscular_male nipples nude older_male open_mouth open_smile orgasm orgasm_face owl paimon_(helluva_boss) parent_(lore) parent_and_child_(lore) parent_and_son_(lore) penetration penis pussy red_eyes sex smile son_(lore) speech_bubble stella_(helluva_boss) stolas_(helluva_boss) sweat thick_thighs threesome tongue trio vaginal vaginal_fluids vaginal_penetration vein veiny_penis white_body white_feathers wide_hips younger_female anthro avian back_spikes beak bird blitzo_(helluva_boss) cartoon_network demon duo feathers grey_body grey_feathers helluva_boss horn humanoid imp larger_male male open_mouth owl raised_leg red_body red_eyes regular_show reillow simple_background size_difference skinny_male smaller_male spiked_tail spikes spikes_(anatomy) spots standing stolas_(helluva_boss) tail text white_background writing_text yellow_eyes absurd_res anthro avian avian_demon bdsm bird bit_gag blindfold blitzo_(helluva_boss) butt demon duo fur gag gagged grey_body grey_fur grey_hair hair helluva_boss hi_res horn looking_at_another male male/male nervous nude owl owl_demon paldobeobe59670 red_body red_eyes red_skin short_hair simple_background smile stolas_(helluva_boss) white_face ahegao alternate_costume anal anal_penetration angel anthro blush bodily_fluids bovid bukkake caprine cherub clothed clothed_sex clothing coat collin_(helluva_boss) cum cum_in_ass cum_in_mouth cum_inside cum_on_face cum_on_self dildo dildo_insertion duo enookie face_fucking fellatio foreskin genital_fluids genitals heart_eyes heart_symbol helluva_boss hi_res humanoid_genitalia irrumatio jabot looking_pleasured male male/male mammal masturbation milking_tentacles oral owl_demon penetration penile penis romantic romantic_sex sex sex_toy sex_toy_insertion sheep size_difference stolas_(helluva_boss) tentacle_in_ass tentacle_penetration tentacle_sex tentacles topwear anthro avian back_spikes beak bird blitzo_(helluva_boss) cartoon_network demon duo feathers grey_body grey_feathers helluva_boss horn humanoid imp larger_male male open_mouth owl raised_leg red_body red_eyes regular_show reillow simple_background size_difference skinny_male smaller_male spiked_tail spikes spikes_(anatomy) spots standing stolas_(helluva_boss) tail text white_background writing_text yellow_eyes absurd_res anthro avian avian_demon bdsm bird bit_gag blindfold blitzo_(helluva_boss) butt demon duo fur gag gagged grey_body grey_fur grey_hair hair helluva_boss hi_res horn looking_at_another male male/male nervous nude owl owl_demon paldobeobe59670 red_body red_eyes red_skin short_hair simple_background smile stolas_(helluva_boss) white_face ahegao alternate_costume anal anal_penetration angel anthro blush bodily_fluids bovid bukkake caprine cherub clothed clothed_sex clothing coat collin_(helluva_boss) cum cum_in_ass cum_in_mouth cum_inside cum_on_face cum_on_self dildo dildo_insertion duo enookie face_fucking fellatio foreskin genital_fluids genitals heart_eyes heart_symbol helluva_boss hi_res humanoid_genitalia irrumatio jabot looking_pleasured male male/male mammal masturbation milking_tentacles oral owl_demon penetration penile penis romantic romantic_sex sex sex_toy sex_toy_insertion sheep size_difference stolas_(helluva_boss) tentacle_in_ass tentacle_penetration tentacle_sex tentacles topwear anthro avian back_spikes beak bird blitzo_(helluva_boss) cartoon_network demon duo feathers grey_body grey_feathers helluva_boss horn humanoid imp larger_male male open_mouth owl raised_leg red_body red_eyes regular_show reillow simple_background size_difference skinny_male smaller_male spiked_tail spikes spikes_(anatomy) spots standing stolas_(helluva_boss) tail text white_background writing_text yellow_eyes absurd_res anthro avian avian_demon bdsm bird bit_gag blindfold blitzo_(helluva_boss) butt demon duo fur gag gagged grey_body grey_fur grey_hair hair helluva_boss hi_res horn looking_at_another male male/male nervous nude owl owl_demon paldobeobe59670 red_body red_eyes red_skin short_hair simple_background smile stolas_(helluva_boss) white_face ahegao alternate_costume anal anal_penetration angel anthro blush bodily_fluids bovid bukkake caprine cherub clothed clothed_sex clothing coat collin_(helluva_boss) cum cum_in_ass cum_in_mouth cum_inside cum_on_face cum_on_self dildo dildo_insertion duo enookie face_fucking fellatio foreskin genital_fluids genitals heart_eyes heart_symbol helluva_boss hi_res humanoid_genitalia irrumatio jabot looking_pleasured male male/male mammal masturbation milking_tentacles oral owl_demon penetration penile penis romantic romantic_sex sex sex_toy sex_toy_insertion sheep size_difference stolas_(helluva_boss) tentacle_in_ass tentacle_penetration tentacle_sex tentacles topwear anthro avian back_spikes beak bird blitzo_(helluva_boss) cartoon_network demon duo feathers grey_body grey_feathers helluva_boss horn humanoid imp larger_male male open_mouth owl raised_leg red_body red_eyes regular_show reillow simple_background size_difference skinny_male smaller_male spiked_tail spikes spikes_(anatomy) spots standing stolas_(helluva_boss) tail text white_background writing_text yellow_eyes absurd_res anthro avian avian_demon bdsm bird bit_gag blindfold blitzo_(helluva_boss) butt demon duo fur gag gagged grey_body grey_fur grey_hair hair helluva_boss hi_res horn looking_at_another male male/male nervous nude owl owl_demon paldobeobe59670 red_body red_eyes red_skin short_hair simple_background smile stolas_(helluva_boss) white_face ahegao alternate_costume anal anal_penetration angel anthro blush bodily_fluids bovid bukkake caprine cherub clothed clothed_sex clothing coat collin_(helluva_boss) cum cum_in_ass cum_in_mouth cum_inside cum_on_face cum_on_self dildo dildo_insertion duo enookie face_fucking fellatio foreskin genital_fluids genitals heart_eyes heart_symbol helluva_boss hi_res humanoid_genitalia irrumatio jabot looking_pleasured male male/male mammal masturbation milking_tentacles oral owl_demon penetration penile penis romantic romantic_sex sex sex_toy sex_toy_insertion sheep size_difference stolas_(helluva_boss) tentacle_in_ass tentacle_penetration tentacle_sex tentacles topwear anthro avian back_spikes beak bird blitzo_(helluva_boss) cartoon_network demon duo feathers grey_body grey_feathers helluva_boss horn humanoid imp larger_male male open_mouth owl raised_leg red_body red_eyes regular_show reillow simple_background size_difference skinny_male smaller_male spiked_tail spikes spikes_(anatomy) spots standing stolas_(helluva_boss) tail text white_background writing_text yellow_eyes absurd_res anthro avian avian_demon bdsm bird bit_gag blindfold blitzo_(helluva_boss) butt demon duo fur gag gagged grey_body grey_fur grey_hair hair helluva_boss hi_res horn looking_at_another male male/male nervous nude owl owl_demon paldobeobe59670 red_body red_eyes red_skin short_hair simple_background smile stolas_(helluva_boss) white_face ahegao alternate_costume anal anal_penetration angel anthro blush bodily_fluids bovid bukkake caprine cherub clothed clothed_sex clothing coat collin_(helluva_boss) cum cum_in_ass cum_in_mouth cum_inside cum_on_face cum_on_self dildo dildo_insertion duo enookie face_fucking fellatio foreskin genital_fluids genitals heart_eyes heart_symbol helluva_boss hi_res humanoid_genitalia irrumatio jabot looking_pleasured male male/male mammal masturbation milking_tentacles oral owl_demon penetration penile penis romantic romantic_sex sex sex_toy sex_toy_insertion sheep size_difference stolas_(helluva_boss) tentacle_in_ass tentacle_penetration tentacle_sex tentacles topwear anthro avian back_spikes beak bird blitzo_(helluva_boss) cartoon_network demon duo feathers grey_body grey_feathers helluva_boss horn humanoid imp larger_male male open_mouth owl raised_leg red_body red_eyes regular_show reillow simple_background size_difference skinny_male smaller_male spiked_tail spikes spikes_(anatomy) spots standing stolas_(helluva_boss) tail text white_background writing_text yellow_eyes absurd_res anthro avian avian_demon bdsm bird bit_gag blindfold blitzo_(helluva_boss) butt demon duo fur gag gagged grey_body grey_fur grey_hair hair helluva_boss hi_res horn looking_at_another male male/male nervous nude owl owl_demon paldobeobe59670 red_body red_eyes red_skin short_hair simple_background smile stolas_(helluva_boss) white_face ahegao alternate_costume anal anal_penetration angel anthro blush bodily_fluids bovid bukkake caprine cherub clothed clothed_sex clothing coat collin_(helluva_boss) cum cum_in_ass cum_in_mouth cum_inside cum_on_face cum_on_self dildo dildo_insertion duo enookie face_fucking fellatio foreskin genital_fluids genitals heart_eyes heart_symbol helluva_boss hi_res humanoid_genitalia irrumatio jabot looking_pleasured male male/male mammal masturbation milking_tentacles oral owl_demon penetration penile penis romantic romantic_sex sex sex_toy sex_toy_insertion sheep size_difference stolas_(helluva_boss) tentacle_in_ass tentacle_penetration tentacle_sex tentacles topwear anthro avian back_spikes beak bird blitzo_(helluva_boss) cartoon_network demon duo feathers grey_body grey_feathers helluva_boss horn humanoid imp larger_male male open_mouth owl raised_leg red_body red_eyes regular_show reillow simple_background size_difference skinny_male smaller_male spiked_tail spikes spikes_(anatomy) spots standing stolas_(helluva_boss) tail text white_background writing_text yellow_eyes absurd_res anthro avian avian_demon bdsm bird bit_gag blindfold blitzo_(helluva_boss) butt demon duo fur gag gagged grey_body grey_fur grey_hair hair helluva_boss hi_res horn looking_at_another male male/male nervous nude owl owl_demon paldobeobe59670 red_body red_eyes red_skin short_hair simple_background smile stolas_(helluva_boss) white_face ahegao alternate_costume anal anal_penetration angel anthro blush bodily_fluids bovid bukkake caprine cherub clothed clothed_sex clothing coat collin_(helluva_boss) cum cum_in_ass cum_in_mouth cum_inside cum_on_face cum_on_self dildo dildo_insertion duo enookie face_fucking fellatio foreskin genital_fluids genitals heart_eyes heart_symbol helluva_boss hi_res humanoid_genitalia irrumatio jabot looking_pleasured male male/male mammal masturbation milking_tentacles oral owl_demon penetration penile penis romantic romantic_sex sex sex_toy sex_toy_insertion sheep size_difference stolas_(helluva_boss) tentacle_in_ass tentacle_penetration tentacle_sex tentacles topwear anthro avian back_spikes beak bird blitzo_(helluva_boss) cartoon_network demon duo feathers grey_body grey_feathers helluva_boss horn humanoid imp larger_male male open_mouth owl raised_leg red_body red_eyes regular_show reillow simple_background size_difference skinny_male smaller_male spiked_tail spikes spikes_(anatomy) spots standing stolas_(helluva_boss) tail text white_background writing_text yellow_eyes absurd_res anthro avian avian_demon bdsm bird bit_gag blindfold blitzo_(helluva_boss) butt demon duo fur gag gagged grey_body grey_fur grey_hair hair helluva_boss hi_res horn looking_at_another male male/male nervous nude owl owl_demon paldobeobe59670 red_body red_eyes red_skin short_hair simple_background smile stolas_(helluva_boss) white_face ahegao alternate_costume anal anal_penetration angel anthro blush bodily_fluids bovid bukkake caprine cherub clothed clothed_sex clothing coat collin_(helluva_boss) cum cum_in_ass cum_in_mouth cum_inside cum_on_face cum_on_self dildo dildo_insertion duo enookie face_fucking fellatio foreskin genital_fluids genitals heart_eyes heart_symbol helluva_boss hi_res humanoid_genitalia irrumatio jabot looking_pleasured male male/male mammal masturbation milking_tentacles oral owl_demon penetration penile penis romantic romantic_sex sex sex_toy sex_toy_insertion sheep size_difference stolas_(helluva_boss) tentacle_in_ass tentacle_penetration tentacle_sex tentacles topwear anthro avian back_spikes beak bird blitzo_(helluva_boss) cartoon_network demon duo feathers grey_body grey_feathers helluva_boss horn humanoid imp larger_male male open_mouth owl raised_leg red_body red_eyes regular_show reillow simple_background size_difference skinny_male smaller_male spiked_tail spikes spikes_(anatomy) spots standing stolas_(helluva_boss) tail text white_background writing_text yellow_eyes absurd_res anthro avian avian_demon bdsm bird bit_gag blindfold blitzo_(helluva_boss) butt demon duo fur gag gagged grey_body grey_fur grey_hair hair helluva_boss hi_res horn looking_at_another male male/male nervous nude owl owl_demon paldobeobe59670 red_body red_eyes red_skin short_hair simple_background smile stolas_(helluva_boss) white_face ahegao alternate_costume anal anal_penetration angel anthro blush bodily_fluids bovid bukkake caprine cherub clothed clothed_sex clothing coat collin_(helluva_boss) cum cum_in_ass cum_in_mouth cum_inside cum_on_face cum_on_self dildo dildo_insertion duo enookie face_fucking fellatio foreskin genital_fluids genitals heart_eyes heart_symbol helluva_boss hi_res humanoid_genitalia irrumatio jabot looking_pleasured male male/male mammal masturbation milking_tentacles oral owl_demon penetration penile penis romantic romantic_sex sex sex_toy sex_toy_insertion sheep size_difference stolas_(helluva_boss) tentacle_in_ass tentacle_penetration tentacle_sex tentacles topwear anthro avian back_spikes beak bird blitzo_(helluva_boss) cartoon_network demon duo feathers grey_body grey_feathers helluva_boss horn humanoid imp larger_male male open_mouth owl raised_leg red_body red_eyes regular_show reillow simple_background size_difference skinny_male smaller_male spiked_tail spikes spikes_(anatomy) spots standing stolas_(helluva_boss) tail text white_background writing_text yellow_eyes