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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 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 anthro blitzo_(helluva_boss) boots bow_tie carmilla_carmine choker clothing comic demon dialogue ear_piercing ear_ring elcee_rod english_text female footwear group hazbin_hotel helluva_boss hi_res horn imp jewelry makeup male monochrome moxxie_(helluva_boss) necklace piercing ring_piercing signature sinner_demon sketch text trio 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 2024 after_sex anthro avian_demon bed black_nose blitzo_(helluva_boss) blush bodily_fluids breasts canid canid_demon canine claws clothed clothing collar comic cubedcoconut cum cum_from_pussy cum_in_pussy cum_inside demon dialogue english_text female fingers fur furniture genital_fluids genitals grey_body grey_fur grey_hair group hair heart_symbol hellhound helluva_boss hi_res holding_knife holding_object imp knife legwear loona_(helluva_boss) mammal mythological_canine mythological_creature mythology nipples open_mouth overprotective owl_demon pillow portal profanity protective pussy raised_clothing raised_topwear red_sclera spiked_collar spikes spread_legs spreading stolas_(helluva_boss) teeth text thigh_highs toe_claws tongue topwear url vortex_(helluva_boss) white_body white_fur 2024 angry anthro avian_demon black_nose blitzo_(helluva_boss) breasts canid canid_demon canine clothing collar comic cubedcoconut demon dialogue english_text female fingers fur grey_body grey_fur grey_hair group hair hellhound helluva_boss hi_res imp legwear loona_(helluva_boss) mammal mythological_canine mythological_creature mythology open_mouth owl_demon pillow portal profanity red_sclera spiked_collar spikes stolas_(helluva_boss) teeth text thigh_highs tongue url vortex_(helluva_boss) white_body white_fur 2024 anthro avian_demon black_nose blitzo_(helluva_boss) breasts canid canid_demon canine clothing collar comic cubedcoconut demon dialogue english_text female fingers fur grey_body grey_fur grey_hair group hair heart_symbol hellhound helluva_boss hi_res holding_knife holding_object imp knife legwear loona_(helluva_boss) mammal mythological_canine mythological_creature mythology nipples open_mouth owl_demon pillow portal red_sclera spiked_collar spikes stolas_(helluva_boss) teeth text thigh_highs tongue url vortex_(helluva_boss) white_body white_fur 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 anthro blitzo_(helluva_boss) boots bow_tie carmilla_carmine choker clothing comic demon dialogue ear_piercing ear_ring elcee_rod english_text female footwear group hazbin_hotel helluva_boss hi_res horn imp jewelry makeup male monochrome moxxie_(helluva_boss) necklace piercing ring_piercing signature sinner_demon sketch text trio 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 anthro avian avian_demon bird black_background black_text blitzo_(helluva_boss) cape clothing demon dialogue duo ellipsis formal_clothing formal_wear frown hair helluva_boss imp male male/male owl owl_demon red_eyes short_hair simple_background smile stolas_(helluva_boss) teathekook text white_background white_text anthro avian avian_demon bird black_background black_text blitzo_(helluva_boss) bodily_fluids cape clothing crying demon dialogue duo ellipsis formal_clothing formal_wear frown hair helluva_boss imp male male/male owl owl_demon red_eyes sad short_hair simple_background smile stolas_(helluva_boss) tears teathekook text white_background white_text 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 anthro blitzo_(helluva_boss) boots bow_tie carmilla_carmine choker clothing comic demon dialogue ear_piercing ear_ring elcee_rod english_text female footwear group hazbin_hotel helluva_boss hi_res horn imp jewelry makeup male monochrome moxxie_(helluva_boss) necklace piercing ring_piercing signature sinner_demon sketch text trio 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 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 anthro blitzo_(helluva_boss) boots bow_tie carmilla_carmine choker clothing comic demon dialogue ear_piercing ear_ring elcee_rod english_text female footwear group hazbin_hotel helluva_boss hi_res horn imp jewelry makeup male monochrome moxxie_(helluva_boss) necklace piercing ring_piercing signature sinner_demon sketch text trio 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 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 anthro blitzo_(helluva_boss) boots bow_tie carmilla_carmine choker clothing comic demon dialogue ear_piercing ear_ring elcee_rod english_text female footwear group hazbin_hotel helluva_boss hi_res horn imp jewelry makeup male monochrome moxxie_(helluva_boss) necklace piercing ring_piercing signature sinner_demon sketch text trio 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 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 anthro blitzo_(helluva_boss) boots bow_tie carmilla_carmine choker clothing comic demon dialogue ear_piercing ear_ring elcee_rod english_text female footwear group hazbin_hotel helluva_boss hi_res horn imp jewelry makeup male monochrome moxxie_(helluva_boss) necklace piercing ring_piercing signature sinner_demon sketch text trio 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 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 anthro blitzo_(helluva_boss) boots bow_tie carmilla_carmine choker clothing comic demon dialogue ear_piercing ear_ring elcee_rod english_text female footwear group hazbin_hotel helluva_boss hi_res horn imp jewelry makeup male monochrome moxxie_(helluva_boss) necklace piercing ring_piercing signature sinner_demon sketch text trio 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 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 anthro blitzo_(helluva_boss) boots bow_tie carmilla_carmine choker clothing comic demon dialogue ear_piercing ear_ring elcee_rod english_text female footwear group hazbin_hotel helluva_boss hi_res horn imp jewelry makeup male monochrome moxxie_(helluva_boss) necklace piercing ring_piercing signature sinner_demon sketch text trio 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 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 anthro blitzo_(helluva_boss) boots bow_tie carmilla_carmine choker clothing comic demon dialogue ear_piercing ear_ring elcee_rod english_text female footwear group hazbin_hotel helluva_boss hi_res horn imp jewelry makeup male monochrome moxxie_(helluva_boss) necklace piercing ring_piercing signature sinner_demon sketch text trio 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 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 anthro blitzo_(helluva_boss) boots bow_tie carmilla_carmine choker clothing comic demon dialogue ear_piercing ear_ring elcee_rod english_text female footwear group hazbin_hotel helluva_boss hi_res horn imp jewelry makeup male monochrome moxxie_(helluva_boss) necklace piercing ring_piercing signature sinner_demon sketch text trio 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 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 anthro blitzo_(helluva_boss) boots bow_tie carmilla_carmine choker clothing comic demon dialogue ear_piercing ear_ring elcee_rod english_text female footwear group hazbin_hotel helluva_boss hi_res horn imp jewelry makeup male monochrome moxxie_(helluva_boss) necklace piercing ring_piercing signature sinner_demon sketch text trio 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 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 anthro blitzo_(helluva_boss) boots bow_tie carmilla_carmine choker clothing comic demon dialogue ear_piercing ear_ring elcee_rod english_text female footwear group hazbin_hotel helluva_boss hi_res horn imp jewelry makeup male monochrome moxxie_(helluva_boss) necklace piercing ring_piercing signature sinner_demon sketch text trio 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