cherub best from all time

Time frame

Tags

cherub

2boys anal anal_sex angel angel_wings backsack big_balls big_penis blonde_hair cherub chubby clothed_male_nude_male comic cum_in_ass cum_in_mouth cum_string cupid cupid's_arrow drool_string drooling face_fucking fellatio femboy fucked_silly gammanaut greek_mythology heart heart-shaped_pupils holding_balls holidays huge_ass large_penis moobs obese obese_male overweight overweight_male rimjob rimming speechless spread_anus spread_ass toga valentine's_day yaoi
2boys anal anal_sex angel angel_wings backsack big_balls big_penis blonde_hair cherub chubby clothed_male_nude_male comic cum_in_ass cum_in_mouth cum_string cupid cupid's_arrow drool_string drooling face_fucking fellatio femboy fucked_silly gammanaut greek_mythology heart heart-shaped_pupils holding_balls holidays huge_ass large_penis moobs obese obese_male overweight overweight_male rimjob rimming speechless spread_anus spread_ass toga valentine's_day yaoi
1boy 1femboy 3d 3d_(artwork) androgynous athletic balls blue_eyes cherub choker cock_ring femboy feminine_male freckles french_nails ginger girly high_heels jessie_(skykliker) jewelry lace long_fingernails male male_only nose_piercing original otoko_no_ko penis penis_under_skirt piercing ponytail red_hair see-through see-through_clothing silver_cock_ring skirt skirt_lift skykliker solo statue stockings testicles thighhighs tiara trap veiny_penis white_clothing white_high_heels white_stockings
1boy 1femboy 3d 3d_(artwork) androgynous athletic balls blue_eyes cherub choker cock_ring femboy feminine_male freckles french_nails ginger girly high_heels jessie_(skykliker) jewelry lace long_fingernails male male_only nose_piercing original otoko_no_ko penis penis_under_skirt piercing ponytail red_hair see-through see-through_clothing silver_cock_ring skirt skirt_lift skykliker solo statue stockings testicles thighhighs tiara trap veiny_penis white_clothing white_high_heels white_stockings
adult_on_cub adult_on_young age_difference aged_down alligator alligatorid anal_beads_in_ass angel animal_genitalia animal_penis antennae_(anatomy) anthro anthro_on_anthro anthro_penetrated anthro_penetrating arthropod ass autism backpack bite biting_hand biting_lip blood blue_sky blush blushing_profusely bodily_fluids bottomless bottomless_female bottomwear bovid broken_halo brown_body bus bus_sex cassidy_cat cherub chest_tuft cinnamon_gaudille clitoris clothed clothing clothing_lift commercial_vehicle crocodilian crop_top cub cum cum_from_pussy cum_in_mouth cum_in_pussy cum_inside cum_on_face cum_overflow cum_string cum_while_penetrated dildo dominant dominant_female dominant_young dripping drooling droopy_(series) english_text equid equine equine_genitalia equine_penis exhibitionism exoskeleton eyewear felching felid female ffm_threesome fucked_silly funny_background fur genital_fluids genitals glazed_penis goat group hair hand_on_head hand_on_thigh haplorhine headgear headwear hi_res hooves horse horsebro inside_bus intense_orgasm kindergarten_uniform lagomorph leaking_cum leggy_lamb leporid licking licking_cum lily_leblanc male male/female mammal meme midriff monkey morsectuum narrowed_eyes neck_tuft no_underwear older_male open_mouth oral orgasm pantherine panties panties_down partially_clothed penetrating_lick penetration penile penile_penetration penis penis_in_pussy penis_lick penis_worship pink_body pink_hair please_be_patient_i_have_autism primate public public_sex public_transportation pussy rabbit rambi_(wayesh) randoseru reptile reverse_upright_straddle riding_crop rodent saliva saliva_string scalie school_uniform sciurid seductive sex sex_toy shaded shadowed_eyes sheep_wrecked shirt signature size_difference skirt skirt_lift sky small_dom_big_sub snow_leopard soulcentinel stealth_sex sunglasses sweat sweater tank_top taxi taxicab text threesome tongue tongue_out topwear traffic tree_squirrel tuft underwear underwear_down uniform url vaginal_fluids vaginal_penetration vehicle vehicle_for_hire vein veiny_muscles vibrator violet_echo waketab_(character) whip white_body white_fur willow_(festeringfungus) wristband yellow_clothing yellow_headwear young young_anthro young_female younger_anthro younger_female
adult_on_cub adult_on_young age_difference aged_down alligator alligatorid anal_beads_in_ass angel animal_genitalia animal_penis antennae_(anatomy) anthro anthro_on_anthro anthro_penetrated anthro_penetrating arthropod ass autism backpack bite biting_hand biting_lip blood blue_sky blush blushing_profusely bodily_fluids bottomless bottomless_female bottomwear bovid broken_halo brown_body bus bus_sex cassidy_cat cherub chest_tuft cinnamon_gaudille clitoris clothed clothing clothing_lift commercial_vehicle crocodilian crop_top cub cum cum_from_pussy cum_in_mouth cum_in_pussy cum_inside cum_on_face cum_overflow cum_string cum_while_penetrated dildo dominant dominant_female dominant_young dripping drooling droopy_(series) english_text equid equine equine_genitalia equine_penis exhibitionism exoskeleton eyewear felching felid female ffm_threesome fucked_silly funny_background fur genital_fluids genitals glazed_penis goat group hair hand_on_head hand_on_thigh haplorhine headgear headwear hi_res hooves horse horsebro inside_bus intense_orgasm kindergarten_uniform lagomorph leaking_cum leggy_lamb leporid licking licking_cum lily_leblanc male male/female mammal meme midriff monkey morsectuum narrowed_eyes neck_tuft no_underwear older_male open_mouth oral orgasm pantherine panties panties_down partially_clothed penetrating_lick penetration penile penile_penetration penis penis_in_pussy penis_lick penis_worship pink_body pink_hair please_be_patient_i_have_autism primate public public_sex public_transportation pussy rabbit rambi_(wayesh) randoseru reptile reverse_upright_straddle riding_crop rodent saliva saliva_string scalie school_uniform sciurid seductive sex sex_toy shaded shadowed_eyes sheep_wrecked shirt signature size_difference skirt skirt_lift sky small_dom_big_sub snow_leopard soulcentinel stealth_sex sunglasses sweat sweater tank_top taxi taxicab text threesome tongue tongue_out topwear traffic tree_squirrel tuft underwear underwear_down uniform url vaginal_fluids vaginal_penetration vehicle vehicle_for_hire vein veiny_muscles vibrator violet_echo waketab_(character) whip white_body white_fur willow_(festeringfungus) wristband yellow_clothing yellow_headwear young young_anthro young_female younger_anthro younger_female
! 2021 absurd_res aer0_zer0 anthro anus armwear ass bodily_fluids cherub clothing dialogue digital_media_(artwork) disembodied_hands duo english_text female fur furry genital_fluids genitals halo helluva_boss hi_res keenie_(helluva_boss) looking_back mammal open_mouth partial_male pussy pussy_juice rear_view solo_focus spread_anus spreading tail text
! 2021 absurd_res aer0_zer0 anthro anus armwear ass bodily_fluids cherub clothing dialogue digital_media_(artwork) disembodied_hands duo english_text female fur furry genital_fluids genitals halo helluva_boss hi_res keenie_(helluva_boss) looking_back mammal open_mouth partial_male pussy pussy_juice rear_view solo_focus spread_anus spreading tail text
adam_(hazbin_hotel) angel angel_humanoid anthro ass big_butt bileshroom black_body blush bodily_fluids breasts cervical_penetration cherub claws clothed clothing cunnilingus duo fanart fangs female fur genitals hair halo haru_(masochistfox) hazbin_hotel hi_res horn humanoid internal looking_pleasured male male/female nipples oc_x_canon ocxcanon open_mouth open_smile oral partially_clothed penetration purple_body purple_fur purple_hair pussy saliva sex sketch_page smile teeth thick_thighs tongue tongue_out vaginal_penetration wings yellow_eyes
adam_(hazbin_hotel) angel angel_humanoid anthro ass big_butt bileshroom black_body blush bodily_fluids breasts cervical_penetration cherub claws clothed clothing cunnilingus duo fanart fangs female fur genitals hair halo haru_(masochistfox) hazbin_hotel hi_res horn humanoid internal looking_pleasured male male/female nipples oc_x_canon ocxcanon open_mouth open_smile oral partially_clothed penetration purple_body purple_fur purple_hair pussy saliva sex sketch_page smile teeth thick_thighs tongue tongue_out vaginal_penetration wings yellow_eyes
2021 3:4 angel anthro ass big_breasts big_butt blush bovid breasts butt caprine cherub female halo heaven helluva_boss hi_res huge_breasts huge_butt keenie_(helluva_boss) looking_at_viewer looking_back mammal sheep solo suirano wings
2021 3:4 angel anthro ass big_breasts big_butt blush bovid breasts butt caprine cherub female halo heaven helluva_boss hi_res huge_breasts huge_butt keenie_(helluva_boss) looking_at_viewer looking_back mammal sheep solo suirano wings
1girls 2016 4boys black_hair blue_eyes breasts bukkake caliborn cherub cum cum_in_mouth cum_in_pussy cum_inside cum_on_breasts cum_on_face cum_on_hair dialogue double_v facial female gangbang genderswap_(mtf) glasses green_skin hair homestuck huge_balls huge_cock human interspecies john_egbert large_breasts lord_english male monster ms_paint_adventures nipples penetration penis pussy rule_63 sex shirt_lift short_hair sparrow_(artist) speech_bubble text v vaginal_penetration white_skin
1girls 2016 4boys black_hair blue_eyes breasts bukkake caliborn cherub cum cum_in_mouth cum_in_pussy cum_inside cum_on_breasts cum_on_face cum_on_hair dialogue double_v facial female gangbang genderswap_(mtf) glasses green_skin hair homestuck huge_balls huge_cock human interspecies john_egbert large_breasts lord_english male monster ms_paint_adventures nipples penetration penis pussy rule_63 sex shirt_lift short_hair sparrow_(artist) speech_bubble text v vaginal_penetration white_skin
ass ass_visible_through_thighs big_penis black_cloak blonde_hair bow_and_arrow breasts cherub cloak deadpool death_(marvel_comics) female hands_around_neck male marvel marvel_comics mask muscular_male nipples nude_male pale_skin partially_clothed penis pussy red_mask sex shade_jones short_hair spread_legs straight vagina vaginal_insertion vaginal_penetration vaginal_sex wade_wilson white_skin yellow_hair
ass ass_visible_through_thighs big_penis black_cloak blonde_hair bow_and_arrow breasts cherub cloak deadpool death_(marvel_comics) female hands_around_neck male marvel marvel_comics mask muscular_male nipples nude_male pale_skin partially_clothed penis pussy red_mask sex shade_jones short_hair spread_legs straight vagina vaginal_insertion vaginal_penetration vaginal_sex wade_wilson white_skin yellow_hair
1girls 2020 :< absurd_res angel artist_name biblically_accurate_angel black_and_white black_background breasts bull cherub christianity covering covering_crotch eye_nipples eyebrows_visible_through_hair eyes_on_chest eyes_on_wings feathered_wings feathers female female_only flying head_wings highres horns humanized imposing lion looking_at_viewer meme monochrome multi_eye multi_head multi_wing navel nipples nude open_mouth rinbinto sharp_teeth short_hair signature simple_background small_breasts snout solo teeth thighs winged_arms wings
1girls 2020 :< absurd_res angel artist_name biblically_accurate_angel black_and_white black_background breasts bull cherub christianity covering covering_crotch eye_nipples eyebrows_visible_through_hair eyes_on_chest eyes_on_wings feathered_wings feathers female female_only flying head_wings highres horns humanized imposing lion looking_at_viewer meme monochrome multi_eye multi_head multi_wing navel nipples nude open_mouth rinbinto sharp_teeth short_hair signature simple_background small_breasts snout solo teeth thighs winged_arms wings
angel_statue barcode barcode_tattoo blush breasts censored chain_leash chains cherub collar da_mao_banlangen demon_girl demon_horns demon_tail demon_wings female hand_on_own_penis highres horns hoshino_rina indie_virtual_youtuber inverted_nipples large_breasts leash light_smile marble_(stone) medium_hair metal_collar mosaic_censoring nipples nude pedestal perky_breasts presenting purple_eyes pussy shoes sneakers solo spread_legs spread_pussy squatting statue tail tattoo thigh_strap virtual_youtuber white_hair wings
angel_statue barcode barcode_tattoo blush breasts censored chain_leash chains cherub collar da_mao_banlangen demon_girl demon_horns demon_tail demon_wings female hand_on_own_penis highres horns hoshino_rina indie_virtual_youtuber inverted_nipples large_breasts leash light_smile marble_(stone) medium_hair metal_collar mosaic_censoring nipples nude pedestal perky_breasts presenting purple_eyes pussy shoes sneakers solo spread_legs spread_pussy squatting statue tail tattoo thigh_strap virtual_youtuber white_hair wings
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
1girls ameizing_lewds anatomically_correct biblical big_breasts billiga blue_eyes breasts busty cherub cleavage covered_nipples death_(pinocchio) death_incarnate disney female female_focus female_only first_porn_of_character glowing_eyes guillermo_del_toro's_pinocchio huge_breasts large_breasts personalised_cosmic_force pinocchio wings
1girls ameizing_lewds anatomically_correct biblical big_breasts billiga blue_eyes breasts busty cherub cleavage covered_nipples death_(pinocchio) death_incarnate disney female female_focus female_only first_porn_of_character glowing_eyes guillermo_del_toro's_pinocchio huge_breasts large_breasts personalised_cosmic_force pinocchio wings
1_eye 2023 absurd_res after_sex anal anal_orgasm anal_penetration anal_sex angel angel_boy angel_wings anus ass asshole aubrey_(nylonheretic) balls bed bedding bedding_background big_ass big_balls big_butt big_penis bodily_fluids boner breath_cloud butt cherub chest_tuft claws clothed clothed/nude clothing comic cum cum_in_ass cum_inside cum_on_ass delivery_(commerce) demon demon_boy demon_horns demon_humanoid demon_tail dialogue digital_media_(artwork) duo eating eating_food embarrassed english_text erection exposed_penis eyeliner feathered_wings feathers floating food food_delivery from_behind_position furniture genital_fluids genitals girly head_tuft hi_res horn huge_butt huge_cock humanoid hyper hyper_butt hyper_genitalia hyper_hips hyper_penis imminent_orgasm imp krylon_(nylonheretic) large_ass leaking_cum lying makeup male male/male non-human not_furry nude nylonheretic on_back open_mouth pear-shaped_figure pear_shaped pear_shaped_male penetration penis pizza pizza_box pizza_delivery plap precum profanity questionable_consent robe sex sharp_teeth simple_background spade_tail speech_bubble stripped stripped_naked sweat tail teapot_(body_type) tearing_off_clothes teeth text thick thick_thighs tongue tongue_out toony torn_clothes torn_clothing tuft wide_hips window winged_arms wings wings_on_head
1_eye 2023 absurd_res after_sex anal anal_orgasm anal_penetration anal_sex angel angel_boy angel_wings anus ass asshole aubrey_(nylonheretic) balls bed bedding bedding_background big_ass big_balls big_butt big_penis bodily_fluids boner breath_cloud butt cherub chest_tuft claws clothed clothed/nude clothing comic cum cum_in_ass cum_inside cum_on_ass delivery_(commerce) demon demon_boy demon_horns demon_humanoid demon_tail dialogue digital_media_(artwork) duo eating eating_food embarrassed english_text erection exposed_penis eyeliner feathered_wings feathers floating food food_delivery from_behind_position furniture genital_fluids genitals girly head_tuft hi_res horn huge_butt huge_cock humanoid hyper hyper_butt hyper_genitalia hyper_hips hyper_penis imminent_orgasm imp krylon_(nylonheretic) large_ass leaking_cum lying makeup male male/male non-human not_furry nude nylonheretic on_back open_mouth pear-shaped_figure pear_shaped pear_shaped_male penetration penis pizza pizza_box pizza_delivery plap precum profanity questionable_consent robe sex sharp_teeth simple_background spade_tail speech_bubble stripped stripped_naked sweat tail teapot_(body_type) tearing_off_clothes teeth text thick thick_thighs tongue tongue_out toony torn_clothes torn_clothing tuft wide_hips window winged_arms wings wings_on_head
2020s 2022 after_sex anthro anus big_penis blue_eyes bodily_fluids brown_body brown_fur brown_hair cervid cherub cum cum_in_ass cum_inside deerie_(helluva_boss) demon demon_cock dracreloaded duo english_text fallen_angel female fur gape genital_fluids genitals hair hazbin_hotel helluva_boss hi_res horn interspecies looking_pleasured male male/female mammal mature_male partial_male penis pussy saliva shaded signature simple_background smooth_skin tears tears_of_pleasure teeth text tongue tongue_out unguligrade unguligrade_legs vein veiny_penis wings
2020s 2022 after_sex anthro anus big_penis blue_eyes bodily_fluids brown_body brown_fur brown_hair cervid cherub cum cum_in_ass cum_inside deerie_(helluva_boss) demon demon_cock dracreloaded duo english_text fallen_angel female fur gape genital_fluids genitals hair hazbin_hotel helluva_boss hi_res horn interspecies looking_pleasured male male/female mammal mature_male partial_male penis pussy saliva shaded signature simple_background smooth_skin tears tears_of_pleasure teeth text tongue tongue_out unguligrade unguligrade_legs vein veiny_penis wings
anal angel anthro anus ass ass_up big_butt big_dom_small_sub blossonflower bodily_fluids bottomwear bottomwear_down bullying butt_grab canid canid_demon canine cherub clothed clothing crystal demon dominant dominant_female duo english_text fart fart_fetish farting_in_mouth farting_on_another farting_on_face female female/female forced hand_on_butt hellhound helluva_boss hi_res keenie_(helluva_boss) larger_female looking_at_viewer loona_(helluva_boss) mammal mythological_canine mythological_creature mythology oral pants pants_down partially_clothed raised_tail rimming sex size_difference smaller_female spread_butt spreading struggling submissive submissive_female tail talking_to_another talking_to_partner tears teasing text tongue tongue_out trapped_in_butt trapped_in_clothing trapped_in_underwear whining
anal angel anthro anus ass ass_up big_butt big_dom_small_sub blossonflower bodily_fluids bottomwear bottomwear_down bullying butt_grab canid canid_demon canine cherub clothed clothing crystal demon dominant dominant_female duo english_text fart fart_fetish farting_in_mouth farting_on_another farting_on_face female female/female forced hand_on_butt hellhound helluva_boss hi_res keenie_(helluva_boss) larger_female looking_at_viewer loona_(helluva_boss) mammal mythological_canine mythological_creature mythology oral pants pants_down partially_clothed raised_tail rimming sex size_difference smaller_female spread_butt spreading struggling submissive submissive_female tail talking_to_another talking_to_partner tears teasing text tongue tongue_out trapped_in_butt trapped_in_clothing trapped_in_underwear whining
1boy 1girls 5_fingers angel anthro blonde_hair blush bodily_fluids bovid breasts caprine carliabot cherub cowgirl_position dialogue english_text eyelashes female female_penetrated fingers fluffy fluffy_tail from_front_position fur genitals hair halo helluva_boss hi_res human human_on_anthro interspecies keenie_(helluva_boss) looking_pleasured male male/female male_human/female_anthro male_on_anthro male_penetrating male_penetrating_female mammal navel nipples on_bottom on_top one_eye_closed open_mouth open_smile partial_male penetration penis pussy pussy_juice sex sheep smile speech_bubble sweat teeth testicles text vaginal vaginal_penetration vaginal_sex vivienne_medrano white_body white_fur yellow_body
1boy 1girls 5_fingers angel anthro blonde_hair blush bodily_fluids bovid breasts caprine carliabot cherub cowgirl_position dialogue english_text eyelashes female female_penetrated fingers fluffy fluffy_tail from_front_position fur genitals hair halo helluva_boss hi_res human human_on_anthro interspecies keenie_(helluva_boss) looking_pleasured male male/female male_human/female_anthro male_on_anthro male_penetrating male_penetrating_female mammal navel nipples on_bottom on_top one_eye_closed open_mouth open_smile partial_male penetration penis pussy pussy_juice sex sheep smile speech_bubble sweat teeth testicles text vaginal vaginal_penetration vaginal_sex vivienne_medrano white_body white_fur yellow_body
1girls 2boys absurd_res alcohol all_fours angry anthro ass beverage blush bodily_fluids bottle bovid caprine cherub cletus_(helluva_boss) clothing clothing_pull collin_(helluva_boss) cum cum_on_face demon doggy_style dress drunk female fight floating freckles frilly_panties from_behind_position fucked_silly genital_fluids genitals group halo helluva_boss hi_res holding_object hooves imp keenie_(helluva_boss) looking_at_another male mammal millie_(helluva_boss) monochrome moxxie_(helluva_boss) oral panties panty_pull penetration penis presenting presenting_hindquarters profanity rough_sex sex sheep simple_background soulcentinel substance_intoxication sweat text trash_can underwear underwear_pull vivienne_medrano wings
1girls 2boys absurd_res alcohol all_fours angry anthro ass beverage blush bodily_fluids bottle bovid caprine cherub cletus_(helluva_boss) clothing clothing_pull collin_(helluva_boss) cum cum_on_face demon doggy_style dress drunk female fight floating freckles frilly_panties from_behind_position fucked_silly genital_fluids genitals group halo helluva_boss hi_res holding_object hooves imp keenie_(helluva_boss) looking_at_another male mammal millie_(helluva_boss) monochrome moxxie_(helluva_boss) oral panties panty_pull penetration penis presenting presenting_hindquarters profanity rough_sex sex sheep simple_background soulcentinel substance_intoxication sweat text trash_can underwear underwear_pull vivienne_medrano wings
1boy adonis_belt angel angel_wings areolae armpits arms_behind_head arms_up balls blue_eyes brown_hair cherub cock completely_naked completely_nude completely_nude_male cute_male femboy foreskin full_color intact kid_icarus kid_icarus_uprising laying_down laying_on_back legs_apart male male_only minus8 muscular muscular_male naked naked_boy nintendo nipples open_mouth partially_retracted_foreskin penis penis_tip pit_(kid_icarus) portrait presenting_penis skinny_male solo teen teenage_boy teenager testicles thighs toes uncensored uncircumcised uncut urethra veiny_penis
1boy adonis_belt angel angel_wings areolae armpits arms_behind_head arms_up balls blue_eyes brown_hair cherub cock completely_naked completely_nude completely_nude_male cute_male femboy foreskin full_color intact kid_icarus kid_icarus_uprising laying_down laying_on_back legs_apart male male_only minus8 muscular muscular_male naked naked_boy nintendo nipples open_mouth partially_retracted_foreskin penis penis_tip pit_(kid_icarus) portrait presenting_penis skinny_male solo teen teenage_boy teenager testicles thighs toes uncensored uncircumcised uncut urethra veiny_penis
1_eye 2023 2_panel_comic absurd_res angel angel_boy angel_wings ass aubrey_(nylonheretic) balls big_balls big_butt big_penis blowjob bodily_fluids boner breath canid canine caught caught_in_the_act caught_off_guard cherub clothing comic cum cum_from_mouth cum_in_mouth cum_inside cum_on_face cumming cumming_in_mouth deep_throat demon demon_boy demon_horns demon_humanoid digital_media_(artwork) drinking drinking_cum duo english_text erection eyelashes feathered_wings feathers fellatio fox gay genital_fluids genitals girly hi_res huge_butt huge_cock humanoid hyper hyper_genitalia hyper_penis imp inner_monologue krylon_(nylonheretic) licking looking_at_genitalia looking_at_penis lying male male/male mammal not_furry nylonheretic on_back open_mouth oral panting penile penis penis_lick profanity robe saliva saliva_on_penis saliva_string sex simple_background sucking_off sucking_penis surprise swallowing swallowing_sound_effect text thick_thighs tongue tongue_out vein veiny_penis wide_hips wings wings_on_head
1_eye 2023 2_panel_comic absurd_res angel angel_boy angel_wings ass aubrey_(nylonheretic) balls big_balls big_butt big_penis blowjob bodily_fluids boner breath canid canine caught caught_in_the_act caught_off_guard cherub clothing comic cum cum_from_mouth cum_in_mouth cum_inside cum_on_face cumming cumming_in_mouth deep_throat demon demon_boy demon_horns demon_humanoid digital_media_(artwork) drinking drinking_cum duo english_text erection eyelashes feathered_wings feathers fellatio fox gay genital_fluids genitals girly hi_res huge_butt huge_cock humanoid hyper hyper_genitalia hyper_penis imp inner_monologue krylon_(nylonheretic) licking looking_at_genitalia looking_at_penis lying male male/male mammal not_furry nylonheretic on_back open_mouth oral panting penile penis penis_lick profanity robe saliva saliva_on_penis saliva_string sex simple_background sucking_off sucking_penis surprise swallowing swallowing_sound_effect text thick_thighs tongue tongue_out vein veiny_penis wide_hips wings wings_on_head
anal angel anthro anus bent_over big_dom_small_sub blossonflower bovid canid canid_demon canine caprine cherub deep_rimming demon dominant dominant_female duo fart fart_cloud fart_fetish farting_in_mouth farting_on_another farting_on_face female female/female forced hair hellhound helluva_boss hi_res itching keenie_(helluva_boss) larger_female looking_pleasured loona_(helluva_boss) mammal moan mythological_canine mythological_creature mythology open_mouth oral pulling_hair rear_view relieved rimming sex sheep size_difference smaller_female snout_in_ass submissive submissive_female talking_to_self tongue tongue_out touching_hair trapped_in_butt trapped_in_clothing trapped_in_underwear xray_view
anal angel anthro anus bent_over big_dom_small_sub blossonflower bovid canid canid_demon canine caprine cherub deep_rimming demon dominant dominant_female duo fart fart_cloud fart_fetish farting_in_mouth farting_on_another farting_on_face female female/female forced hair hellhound helluva_boss hi_res itching keenie_(helluva_boss) larger_female looking_pleasured loona_(helluva_boss) mammal moan mythological_canine mythological_creature mythology open_mouth oral pulling_hair rear_view relieved rimming sex sheep size_difference smaller_female snout_in_ass submissive submissive_female talking_to_self tongue tongue_out touching_hair trapped_in_butt trapped_in_clothing trapped_in_underwear xray_view
angel_statue barcode barcode_tattoo blush breasts censored chain_leash chains cherub collar da_mao_banlangen demon_girl demon_horns demon_tail demon_wings female hand_on_own_penis highres horns hoshino_rina indie_virtual_youtuber inverted_nipples large_breasts leash light_smile marble_(stone) medium_hair metal_collar mosaic_censoring nipples nude pedestal peeing perky_breasts presenting purple_eyes pussy shoes sneakers solo spread_legs spread_pussy squatting statue tail tattoo thigh_strap virtual_youtuber white_hair wings
angel_statue barcode barcode_tattoo blush breasts censored chain_leash chains cherub collar da_mao_banlangen demon_girl demon_horns demon_tail demon_wings female hand_on_own_penis highres horns hoshino_rina indie_virtual_youtuber inverted_nipples large_breasts leash light_smile marble_(stone) medium_hair metal_collar mosaic_censoring nipples nude pedestal peeing perky_breasts presenting purple_eyes pussy shoes sneakers solo spread_legs spread_pussy squatting statue tail tattoo thigh_strap virtual_youtuber white_hair wings
1boy 1girls 2021 anal anal_penetration anal_sex angel asking_for_harder asking_for_more blue_body blush bodily_fluids bow bow_tie cherub clothing collin_(helluva_boss) color doggy_style edit eyelashes helluva_boss hooves keenie_(helluva_boss) male/female one_eye_closed sex sheep soulcentinel straight sweat tricksta vivienne_medrano wings yellow_body
1boy 1girls 2021 anal anal_penetration anal_sex angel asking_for_harder asking_for_more blue_body blush bodily_fluids bow bow_tie cherub clothing collin_(helluva_boss) color doggy_style edit eyelashes helluva_boss hooves keenie_(helluva_boss) male/female one_eye_closed sex sheep soulcentinel straight sweat tricksta vivienne_medrano wings yellow_body
1girls absurd_res anthro bovid caprine casual_exposure cherub clothed clothing dress female floating fur genitals glowing halo helluva_boss hi_res hooves keenie_(helluva_boss) looking_at_viewer mammal no_underwear pink_eyes pussy sarox sheep smile solo thick_thighs vivienne_medrano wings wool_(disambiguation) wool_(fur) yellow_body yellow_fur
1girls absurd_res anthro bovid caprine casual_exposure cherub clothed clothing dress female floating fur genitals glowing halo helluva_boss hi_res hooves keenie_(helluva_boss) looking_at_viewer mammal no_underwear pink_eyes pussy sarox sheep smile solo thick_thighs vivienne_medrano wings wool_(disambiguation) wool_(fur) yellow_body yellow_fur
1girls 2futas absurd_res areolae ass balls barefoot big_balls big_penis big_testicles breasts bute cameltoe canon_panties cave_story cherub clothing clothing_lift curly's_panties curly_brace erection eyebrows eyebrows_visible_through_hair eyelashes feet female futa_on_female futanari genitals hair highres huge_ass huge_breasts huge_cock large_breasts larger_female long_hair looking_at_partner looking_back midriff monochrome navel nipples open_mouth panties penis pulling_panties robot robot_girl shirt_lift shirt_pull size_difference sketch small_but_hung smaller_futanari smile surprised testicles thanuki thanukiart thick_thighs thighs trio voluptuous white_background wide_hips
1girls 2futas absurd_res areolae ass balls barefoot big_balls big_penis big_testicles breasts bute cameltoe canon_panties cave_story cherub clothing clothing_lift curly's_panties curly_brace erection eyebrows eyebrows_visible_through_hair eyelashes feet female futa_on_female futanari genitals hair highres huge_ass huge_breasts huge_cock large_breasts larger_female long_hair looking_at_partner looking_back midriff monochrome navel nipples open_mouth panties penis pulling_panties robot robot_girl shirt_lift shirt_pull size_difference sketch small_but_hung smaller_futanari smile surprised testicles thanuki thanukiart thick_thighs thighs trio voluptuous white_background wide_hips
1boy angel animal_genitalia animal_penis anthro balls bed bodily_fluids bovid caprine caught cervid cherub closed_eyes cloud collin_(helluva_boss) cum deerie_(helluva_boss) embarrassed equine_penis fur furniture genital_fluids genitals hair halo heaven helluva_boss hi_res male mammal masturbation naika nipples penis precum purple_body purple_fur sheep shy solo speech_bubble spread_legs spreading sweat vivienne_medrano white_hair wings
1boy angel animal_genitalia animal_penis anthro balls bed bodily_fluids bovid caprine caught cervid cherub closed_eyes cloud collin_(helluva_boss) cum deerie_(helluva_boss) embarrassed equine_penis fur furniture genital_fluids genitals hair halo heaven helluva_boss hi_res male mammal masturbation naika nipples penis precum purple_body purple_fur sheep shy solo speech_bubble spread_legs spreading sweat vivienne_medrano white_hair wings
1boy 2021 angel animal_genitalia anthro anus artist_name ass backsack balls blush bovid bovine_penis caprine censor_bar censored cherub clothed clothing collin_(helluva_boss) cum digital_media_(artwork) erection furry furry_only genitals halo hanuvo helluva_boss looking_at_viewer male male_only mammal penis precum purple_body purple_eyes sheath sheep solo testicles underwear unguligrade unguligrade_legs vivienne_medrano wings
1boy 2021 angel animal_genitalia anthro anus artist_name ass backsack balls blush bovid bovine_penis caprine censor_bar censored cherub clothed clothing collin_(helluva_boss) cum digital_media_(artwork) erection furry furry_only genitals halo hanuvo helluva_boss looking_at_viewer male male_only mammal penis precum purple_body purple_eyes sheath sheep solo testicles underwear unguligrade unguligrade_legs vivienne_medrano wings
1boy 1girls anal anal_sex anthro anthro_penetrated anus balls blonde_hair bovid breasts caprine cherub digitigrade duo erection female fur genitals glory_hole hair halo helluva_boss hi_res hooves horn human human_on_anthro human_penetrating human_penetrating_anthro interspecies keenie_(helluva_boss) male male/female male_human/female_anthro male_on_anthro mammal nipples partial_male penetration pussy red_eyes ruddyrzaq sheep stomach_bulge vivienne_medrano yellow_body yellow_fur
1boy 1girls anal anal_sex anthro anthro_penetrated anus balls blonde_hair bovid breasts caprine cherub digitigrade duo erection female fur genitals glory_hole hair halo helluva_boss hi_res hooves horn human human_on_anthro human_penetrating human_penetrating_anthro interspecies keenie_(helluva_boss) male male/female male_human/female_anthro male_on_anthro mammal nipples partial_male penetration pussy red_eyes ruddyrzaq sheep stomach_bulge vivienne_medrano yellow_body yellow_fur
angel anthro ass big_butt cervid cherub deerie_(helluva_boss) feathered_wings feathers female genitals hair halo helluva_boss hi_res hooves looking_at_viewer looking_back mammal nude presenting presenting_hindquarters pukemilked pussy smile solo thick_thighs wings
angel anthro ass big_butt cervid cherub deerie_(helluva_boss) feathered_wings feathers female genitals hair halo helluva_boss hi_res hooves looking_at_viewer looking_back mammal nude presenting presenting_hindquarters pukemilked pussy smile solo thick_thighs 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
1_eye 2023 absurd_res angel angel_boy angel_wings annoyed_expression aroused aroused_face ass aubrey_(nylonheretic) balls bed big_ass big_butt big_penis blush blushing boner butt cherub clothing couch demon demon_boy demon_horns demon_humanoid demon_tail dialogue digital_media_(artwork) duo english_text erect_while_sleeping erection eyelashes feathered_wings feathers femboy feminine feminine_body furniture gay genitals hi_res horn horns hotel huge_cock humanoid imp krylon_(nylonheretic) large_ass large_penis looking_at_penis lying lying_on_sofa male male/male not_furry nude nylonheretic on_back on_sofa pear-shaped_figure pear_shaped pear_shaped_male penis precum precum_bubble profanity robe sleeping sleeping_nude sleeping_on_couch sofa staring_at_penis teapot_(body_type) text unguligrade veiny veiny_penis wide_hips wings wings_on_head
1_eye 2023 absurd_res angel angel_boy angel_wings annoyed_expression aroused aroused_face ass aubrey_(nylonheretic) balls bed big_ass big_butt big_penis blush blushing boner butt cherub clothing couch demon demon_boy demon_horns demon_humanoid demon_tail dialogue digital_media_(artwork) duo english_text erect_while_sleeping erection eyelashes feathered_wings feathers femboy feminine feminine_body furniture gay genitals hi_res horn horns hotel huge_cock humanoid imp krylon_(nylonheretic) large_ass large_penis looking_at_penis lying lying_on_sofa male male/male not_furry nude nylonheretic on_back on_sofa pear-shaped_figure pear_shaped pear_shaped_male penis precum precum_bubble profanity robe sleeping sleeping_nude sleeping_on_couch sofa staring_at_penis teapot_(body_type) text unguligrade veiny veiny_penis wide_hips wings wings_on_head
2024 aer0_zer0 angel anthro anus anus_focus ass big_anus big_butt bodily_fluids bovid bow_tie caprine cherub feathered_wings feathers female fur genitals hair hair_over_eye halo helluva_boss hi_res keenie_(helluva_boss) legs_back legs_over_head mammal musk musk_clouds one_eye_obstructed plump_labia presenting presenting_hindquarters pussy sheep short_tail simple_background solo sweat sweaty_butt tail wings yellow_body yellow_fur
2024 aer0_zer0 angel anthro anus anus_focus ass big_anus big_butt bodily_fluids bovid bow_tie caprine cherub feathered_wings feathers female fur genitals hair hair_over_eye halo helluva_boss hi_res keenie_(helluva_boss) legs_back legs_over_head mammal musk musk_clouds one_eye_obstructed plump_labia presenting presenting_hindquarters pussy sheep short_tail simple_background solo sweat sweaty_butt tail wings yellow_body yellow_fur
1boy angel angel_wings beckymastery_(artist) blonde_hair blonde_hair_male bondage bound bound_wrists cherub chubby chubby_male cum cupid cupid's_arrow erection eyeliner femboy male male_focus male_only malesub mascara mascara_smear mascara_tears naked orgasm rope rope_bondage rope_gag smeared_makeup smeared_mascara spank_marks spanking twink
1boy angel angel_wings beckymastery_(artist) blonde_hair blonde_hair_male bondage bound bound_wrists cherub chubby chubby_male cum cupid cupid's_arrow erection eyeliner femboy male male_focus male_only malesub mascara mascara_smear mascara_tears naked orgasm rope rope_bondage rope_gag smeared_makeup smeared_mascara spank_marks spanking twink
absurd_res angel annoyed anthro black_hair black_lipstick blonde_hair bovid breasts breasts_out caprine cherub clothed clothing demon dialogue duo female female/female femdom fur genitals gloves hair halo helluva_boss hi_res horn humanoid imp interspecies keenie_(helluva_boss) long_sleeves mammal midriff millie_(helluva_boss) nipples no_panties open_mouth open_smile partially_clothed pussy red_body red_skin sheep short_hair smile spiralart spread_pussy spreading teeth text thighhighs tongue yellow_body yellow_eyes yellow_fur
absurd_res angel annoyed anthro black_hair black_lipstick blonde_hair bovid breasts breasts_out caprine cherub clothed clothing demon dialogue duo female female/female femdom fur genitals gloves hair halo helluva_boss hi_res horn humanoid imp interspecies keenie_(helluva_boss) long_sleeves mammal midriff millie_(helluva_boss) nipples no_panties open_mouth open_smile partially_clothed pussy red_body red_skin sheep short_hair smile spiralart spread_pussy spreading teeth text thighhighs tongue yellow_body yellow_eyes yellow_fur
2021 angel anthro ass big_breasts big_butt blush bovid breasts caprine cherub female halo heaven helluva_boss hi_res huge_breasts huge_butt keenie_(helluva_boss) looking_at_viewer looking_back mammal sheep solo suirano unfinished wings
2021 angel anthro ass big_breasts big_butt blush bovid breasts caprine cherub female halo heaven helluva_boss hi_res huge_breasts huge_butt keenie_(helluva_boss) looking_at_viewer looking_back mammal sheep solo suirano unfinished wings
angel angel_wings brown_hair cherub clouds femboy freckles freckles_all_over freckles_on_ass freckles_on_face freckles_on_shoulders green_eyes izuku_midoriya male male_focus male_only middfoxx my_hero_academia nipples nude nude_male sky sunlight twink
angel angel_wings brown_hair cherub clouds femboy freckles freckles_all_over freckles_on_ass freckles_on_face freckles_on_shoulders green_eyes izuku_midoriya male male_focus male_only middfoxx my_hero_academia nipples nude nude_male sky sunlight twink
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_(helluva_boss) demon fellatio female forced fur genitals group hair helluva_boss horn humanoid imp in_ass_out_mouth interspecies keenie_(helluva_boss) 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_(helluva_boss) demon fellatio female forced fur genitals group hair helluva_boss horn humanoid imp in_ass_out_mouth interspecies keenie_(helluva_boss) 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