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AI SEX SLAVE 🔥
crimson (helluva boss)
102
0
angry bad_end bad_grammar big_belly big_breasts big_butt bondage breeding_slave buttplug collar commission cow_tail crimson_(helluva_boss) cum_dripping demon demon_horns ear_tag excessive_cum feminization forced_feminization hands_behind_back hat helluva_boss hormone_breasts horn_tag horns humiliation imp imp_horns in_pain incubator khadhunter7 kicking_(pregnancy) lactating lactating_breasts lactation leash lurker_(species) lurkered male male_only male_with_breasts massive_breasts monster_rape monster_sex owned owned_bitch pregnant property punishment sentenced_to_sex sex_slave slave_collar small_balls tattoo tattoo_on_belly this_is_your_life_now vivziepop walking white_hair
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angry bad_end bad_grammar big_belly big_breasts big_butt bondage breeding_slave buttplug collar commission cow_tail crimson_(helluva_boss) cum_dripping demon demon_horns ear_tag excessive_cum feminization forced_feminization hands_behind_back hat helluva_boss hormone_breasts horn_tag horns humiliation imp imp_horns in_pain incubator khadhunter7 kicking_(pregnancy) lactating lactating_breasts lactation leash lurker_(species) lurkered male male_only male_with_breasts massive_breasts monster_rape monster_sex owned owned_bitch pregnant property punishment sentenced_to_sex sex_slave slave_collar small_balls tattoo tattoo_on_belly this_is_your_life_now vivziepop walking white_hair
64
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1boy 2025 absurd_res anus ass backsack balls big_butt black_clothing black_gloves black_handwear black_stripes blue_clothing blue_topwear bodily_fluids bottomless bottomless_male clothed clothing crimson_(helluva_boss) derickk76 digital_drawing_(artwork) digital_media_(artwork) dilf english_description femboy femboy_dilf fingerless_gloves genitals gloves gold_(metal) gold_tooth hair hand_on_butt handwear hat headgear headwear hellaverse helluva_boss hi_res horn horn_through_headwear imp looking_back male male_only not_furry perineum presenting presenting_anus presenting_hindquarters rear_view red_body red_skin smile solo spade_tail spread_butt spreading striped_horn stripes sweat sweaty_butt tail topwear white_hair yellow_eyes
0
1boy 2025 absurd_res anus ass backsack balls big_butt black_clothing black_gloves black_handwear black_stripes blue_clothing blue_topwear bodily_fluids bottomless bottomless_male clothed clothing crimson_(helluva_boss) derickk76 digital_drawing_(artwork) digital_media_(artwork) dilf english_description femboy femboy_dilf fingerless_gloves genitals gloves gold_(metal) gold_tooth hair hand_on_butt handwear hat headgear headwear hellaverse helluva_boss hi_res horn horn_through_headwear imp looking_back male male_only not_furry perineum presenting presenting_anus presenting_hindquarters rear_view red_body red_skin smile solo spade_tail spread_butt spreading striped_horn stripes sweat sweaty_butt tail topwear white_hair yellow_eyes
60
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1boy big_ass big_ass_(male) big_butt crimson_(helluva_boss) helluva_boss huge_ass huge_butt male male_only solo solo_male viviofthevoid wide_hips
0
1boy big_ass big_ass_(male) big_butt crimson_(helluva_boss) helluva_boss huge_ass huge_butt male male_only solo solo_male viviofthevoid wide_hips
68
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chaz_(helluva_boss) crimson_(helluva_boss) femboy gay gwizzly helluva_boss imminent_penetration imminent_sex male
0
chaz_(helluva_boss) crimson_(helluva_boss) femboy gay gwizzly helluva_boss imminent_penetration imminent_sex male
40
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anal anal_sex big_ass big_butt bubble_butt cowgirl_position crimson_(crimsonstudios1) crimson_(helluva_boss) crimsonstudios1 crossdressing dark-skinned_male femboy hellaverse helluva_boss male male_penetrating male_penetrating_femboy male_penetrating_male short_skirt stockings
0
anal anal_sex big_ass big_butt bubble_butt cowgirl_position crimson_(crimsonstudios1) crimson_(helluva_boss) crimsonstudios1 crossdressing dark-skinned_male femboy hellaverse helluva_boss male male_penetrating male_penetrating_femboy male_penetrating_male short_skirt stockings
45
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3boys anal anal_penetration balls big_balls big_butt bottom_heavy bottom_heavy_femboy crimson_(crimsonstudios1) crimson_(helluva_boss) crimsonstudios1 crossdressing cum_in_mouth cumdrip dark-skinned_male femboy hellaverse helluva_boss imp imp_wander male older_male short_skirt shortstack skirt spitroast suck_and_fuck wander_(water_enjoyer) younger_male
0
3boys anal anal_penetration balls big_balls big_butt bottom_heavy bottom_heavy_femboy crimson_(crimsonstudios1) crimson_(helluva_boss) crimsonstudios1 crossdressing cum_in_mouth cumdrip dark-skinned_male femboy hellaverse helluva_boss imp imp_wander male older_male short_skirt shortstack skirt spitroast suck_and_fuck wander_(water_enjoyer) younger_male
48
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2025 2_horns absurd_res angry ass big_butt black_bottomwear black_clothing black_hat black_headwear black_pants black_stripes blue_clothing blue_topwear bottomwear bottomwear_down clothed clothing crimson_(helluva_boss) cross-popping_vein crossed_arms dialogue disembodied_hand emanata english_description english_text exclamation_point forbobs2 gold_(metal) gold_tooth hair half-closed_eyes hat headgear headwear hellaverse helluva_boss hi_res horn imp looking_back male mr_smilingdevil narrowed_eyes not_furry outside pants pants_down partially_clothed question_mark rear_view red_body red_scarf red_skin scarf solo spade_tail speech_bubble striped_horn stripes tail text topwear white_hair yellow_eyes
0
2025 2_horns absurd_res angry ass big_butt black_bottomwear black_clothing black_hat black_headwear black_pants black_stripes blue_clothing blue_topwear bottomwear bottomwear_down clothed clothing crimson_(helluva_boss) cross-popping_vein crossed_arms dialogue disembodied_hand emanata english_description english_text exclamation_point forbobs2 gold_(metal) gold_tooth hair half-closed_eyes hat headgear headwear hellaverse helluva_boss hi_res horn imp looking_back male mr_smilingdevil narrowed_eyes not_furry outside pants pants_down partially_clothed question_mark rear_view red_body red_scarf red_skin scarf solo spade_tail speech_bubble striped_horn stripes tail text topwear white_hair yellow_eyes
11
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ai-generated ai_generated crimson_(helluva_boss) female helluva_boss komiko rule_63
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ai-generated ai_generated crimson_(helluva_boss) female helluva_boss komiko rule_63
80
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anal_sex andrealphus_(helluva_boss) big_ass crimson_(helluva_boss) helluva_boss huge_ass leponsart male male/male
0
anal_sex andrealphus_(helluva_boss) big_ass crimson_(helluva_boss) helluva_boss huge_ass leponsart male male/male
160
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3boys avian crimson_(helluva_boss) demon exposed_anus facesitting femboy furry gay groping_own_ass half_naked_male hazbin_hotel helluva_boss imp male milestone_celebration naked_male naked_male_with_half_naked_male nuclear_zeel nuclearzeel paint_bucket qos queen_of_spades rings_on_tail robe smothering_ass snowbunny stolas_(helluva_boss) tattoo tattoo_on_butt thighhighs valentino_(hazbin_hotel) writing_on_body writing_on_butt
0
3boys avian crimson_(helluva_boss) demon exposed_anus facesitting femboy furry gay groping_own_ass half_naked_male hazbin_hotel helluva_boss imp male milestone_celebration naked_male naked_male_with_half_naked_male nuclear_zeel nuclearzeel paint_bucket qos queen_of_spades rings_on_tail robe smothering_ass snowbunny stolas_(helluva_boss) tattoo tattoo_on_butt thighhighs valentino_(hazbin_hotel) writing_on_body writing_on_butt
37
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accessory anthro armpit_hair armwear ass balls big_butt big_penis body_hair chest_hair cigar clothing cloven_hooves cock_ring crimson_(helluva_boss) demon duo erection father_(lore) father_and_child_(lore) father_and_son_(lore) femboy fishnet_armwear fishnet_clothing fishnet_gloves fishnet_handwear footwear genital_piercing genitals gloves hair handwear harness hat headgear headwear hellaverse helluva_boss hooves humanoid imp incest_(lore) jewelry male male/male moxxie_(helluva_boss) mr_canvas nipple_chain nipple_piercing nipples parent_(lore) parent_and_child_(lore) parent_and_son_(lore) penis penis_accessory penis_jewelry penis_piercing piercing pole scar shoes slightly_chubby slightly_chubby_humanoid slightly_chubby_male sock_suspenders socks son_(lore) stripper_pole tail tail_tug tattoo text text_on_clothing text_on_hat text_on_headwear
0
accessory anthro armpit_hair armwear ass balls big_butt big_penis body_hair chest_hair cigar clothing cloven_hooves cock_ring crimson_(helluva_boss) demon duo erection father_(lore) father_and_child_(lore) father_and_son_(lore) femboy fishnet_armwear fishnet_clothing fishnet_gloves fishnet_handwear footwear genital_piercing genitals gloves hair handwear harness hat headgear headwear hellaverse helluva_boss hooves humanoid imp incest_(lore) jewelry male male/male moxxie_(helluva_boss) mr_canvas nipple_chain nipple_piercing nipples parent_(lore) parent_and_child_(lore) parent_and_son_(lore) penis penis_accessory penis_jewelry penis_piercing piercing pole scar shoes slightly_chubby slightly_chubby_humanoid slightly_chubby_male sock_suspenders socks son_(lore) stripper_pole tail tail_tug tattoo text text_on_clothing text_on_hat text_on_headwear
44
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4_fingers anal anal_piercing anthro anus armchair armpit_hair balls big_anus bite_mark bite_mark_on_butt bodily_fluids body_hair chair chest_hair clothing crimson_(helluva_boss) demon detailed_anus duo father_(lore) father_and_child_(lore) father_and_son_(lore) fingerless_gloves fingers footwear furniture genital_piercing genitals gloves hair handwear hat headgear headwear hellaverse helluva_boss holding_both_legs holding_legs_back holding_legs_up horn humanoid imp incest_(lore) licking male male/male monochrome moxxie_(helluva_boss) mr_canvas nipple_piercing nipples oral parent_(lore) parent_and_child_(lore) parent_and_son_(lore) penis penis_piercing piercing rimming sex sharp_teeth shoes sock_suspenders socks son_(lore) son_rimming_father striped_horn stripes sweat teeth tongue tongue_out vein veiny_penis
0
4_fingers anal anal_piercing anthro anus armchair armpit_hair balls big_anus bite_mark bite_mark_on_butt bodily_fluids body_hair chair chest_hair clothing crimson_(helluva_boss) demon detailed_anus duo father_(lore) father_and_child_(lore) father_and_son_(lore) fingerless_gloves fingers footwear furniture genital_piercing genitals gloves hair handwear hat headgear headwear hellaverse helluva_boss holding_both_legs holding_legs_back holding_legs_up horn humanoid imp incest_(lore) licking male male/male monochrome moxxie_(helluva_boss) mr_canvas nipple_piercing nipples oral parent_(lore) parent_and_child_(lore) parent_and_son_(lore) penis penis_piercing piercing rimming sex sharp_teeth shoes sock_suspenders socks son_(lore) son_rimming_father striped_horn stripes sweat teeth tongue tongue_out vein veiny_penis
39
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4_fingers anal anal_piercing anus armchair armpit_hair balls big_anus bite_mark bite_mark_on_butt bodily_fluids body_hair boner chair chest_hair clothing crimson_(helluva_boss) demon detailed_anus duo erection father_(lore) father_and_child_(lore) father_and_son_(lore) fingerless_gloves fingers footwear furniture genital_piercing genitals gloves gold_tooth hair handwear hat headgear headwear helluva_boss holding holding_both holding_legs_back horn humanoid imp incest incest_(lore) legs_up male male/male male_only moxxie_(helluva_boss) mr_canvas nipple_piercing nipples nude oral parent_(lore) parent_and_child_(lore) parent_and_son penis penis_piercing piercing rimming sex sharp_teeth shoes sock socks son_(lore) striped_horn stripes suspenders sweat teeth vein veiny_penis
0
4_fingers anal anal_piercing anus armchair armpit_hair balls big_anus bite_mark bite_mark_on_butt bodily_fluids body_hair boner chair chest_hair clothing crimson_(helluva_boss) demon detailed_anus duo erection father_(lore) father_and_child_(lore) father_and_son_(lore) fingerless_gloves fingers footwear furniture genital_piercing genitals gloves gold_tooth hair handwear hat headgear headwear helluva_boss holding holding_both holding_legs_back horn humanoid imp incest incest_(lore) legs_up male male/male male_only moxxie_(helluva_boss) mr_canvas nipple_piercing nipples nude oral parent_(lore) parent_and_child_(lore) parent_and_son penis penis_piercing piercing rimming sex sharp_teeth shoes sock socks son_(lore) striped_horn stripes suspenders sweat teeth vein veiny_penis
17
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2_toes absurd_res anthro anthro_prey begging begging_for_mercy belly belly_hair belly_overhang belly_tuft big_belly blue_clothing blue_coat blue_topwear body_hair boss bottomless bulge burping burping_while_talking chest_hair chest_scar clenched_teeth clothed clothed_humanoid clothed_male clothing coat coat_only crimson_(helluva_boss) cruel_pred cruelty demon demon_humanoid detailed_background dialogue digestion digestion_noises duo exposed_areola exposed_belly exposed_chest facial_markings fatal_vore feet garden gloating gold_(metal) gold_tooth graphic_digestion grass hair hairy hand_on_belly hand_on_hip hand_on_own_belly hand_on_own_hip hard_digestion head_markings hedge hellaverse helluva_boss henchman henchmen hi_res horn huge_belly huge_filesize humanoid humanoid_pred imp insult male male_pred male_prey mandro22 mansion markings mature_male moan mob_boss mobster motion_lines multicolored_body muscular muscular_chest muscular_humanoid muscular_male navel navel_hair navel_tuft nipple_slip obese obese_anthro obese_male onomatopoeia overweight overweight_anthro overweight_male partially_clothed partially_clothed_humanoid partially_clothed_male plant portrait red_accents red_body red_skin rumbling_stomach same_size_vore scar shrub sidewalk size_difference slorsh slosh sloshing sloshing_belly smaller_pred smug_pred soft_vore solo sound_effects spade_tail spaded stomach_bulge tail tail_markings talking_to_another talking_to_prey teeth text three-quarter_portrait three-quarter_view toes topwear topwear_only tree tuft unseen_prey unwilling_prey vore white_hair willing_pred
0
2_toes absurd_res anthro anthro_prey begging begging_for_mercy belly belly_hair belly_overhang belly_tuft big_belly blue_clothing blue_coat blue_topwear body_hair boss bottomless bulge burping burping_while_talking chest_hair chest_scar clenched_teeth clothed clothed_humanoid clothed_male clothing coat coat_only crimson_(helluva_boss) cruel_pred cruelty demon demon_humanoid detailed_background dialogue digestion digestion_noises duo exposed_areola exposed_belly exposed_chest facial_markings fatal_vore feet garden gloating gold_(metal) gold_tooth graphic_digestion grass hair hairy hand_on_belly hand_on_hip hand_on_own_belly hand_on_own_hip hard_digestion head_markings hedge hellaverse helluva_boss henchman henchmen hi_res horn huge_belly huge_filesize humanoid humanoid_pred imp insult male male_pred male_prey mandro22 mansion markings mature_male moan mob_boss mobster motion_lines multicolored_body muscular muscular_chest muscular_humanoid muscular_male navel navel_hair navel_tuft nipple_slip obese obese_anthro obese_male onomatopoeia overweight overweight_anthro overweight_male partially_clothed partially_clothed_humanoid partially_clothed_male plant portrait red_accents red_body red_skin rumbling_stomach same_size_vore scar shrub sidewalk size_difference slorsh slosh sloshing sloshing_belly smaller_pred smug_pred soft_vore solo sound_effects spade_tail spaded stomach_bulge tail tail_markings talking_to_another talking_to_prey teeth text three-quarter_portrait three-quarter_view toes topwear topwear_only tree tuft unseen_prey unwilling_prey vore white_hair willing_pred
88
0
2boys 2d crimson_(helluva_boss) dick_on_face femboy femboy_dilf gay helluva_boss imp_wander male male_only original penis penis_on_face precum precum_drip precum_string red_body red_skin water_enjoyer yaoi
0
2boys 2d crimson_(helluva_boss) dick_on_face femboy femboy_dilf gay helluva_boss imp_wander male male_only original penis penis_on_face precum precum_drip precum_string red_body red_skin water_enjoyer yaoi
166
0
2boys big_dick big_penis crimson_(helluva_boss) gay helluva_boss imp_wander male male/male male_only penis precum precum_drip precum_string red_body red_skin wander_(water_enjoyer) water_enjoyer white_hair yaoi
0
2boys big_dick big_penis crimson_(helluva_boss) gay helluva_boss imp_wander male male/male male_only penis precum precum_drip precum_string red_body red_skin wander_(water_enjoyer) water_enjoyer white_hair yaoi
45
0
2d crimson_(helluva_boss) helluva_boss male stormrayneart tagme yaoi
0
2d crimson_(helluva_boss) helluva_boss male stormrayneart tagme yaoi
36
0
4_fingers 5_toes absurd_res angry ass award bad_end barefoot bondage bound bound_together butt_focus canon_couple clothing cobondage crimson_(helluva_boss) dominant dominant_male eye_scar facial_scar feet female femboy fingers foot_fetish foot_focus freckles gag gagged gold_(metal) gold_tooth group hellaverse helluva_boss hi_res horn humanoid imp imprisoned kidnapping living_trophy male markings married_couple millie_(helluva_boss) mole_(marking) motion_lines moxxie_(helluva_boss) prisoner red_body red_skin restraints scar smile smiling_at_viewer stocks stuck stuck_in_wall tail tape tape_gag teeth the-bound-bandit through_wall toes tooth_gap trio trophy villain_dominating_hero villains_win wall_(structure) worried yellow_eyes
0
4_fingers 5_toes absurd_res angry ass award bad_end barefoot bondage bound bound_together butt_focus canon_couple clothing cobondage crimson_(helluva_boss) dominant dominant_male eye_scar facial_scar feet female femboy fingers foot_fetish foot_focus freckles gag gagged gold_(metal) gold_tooth group hellaverse helluva_boss hi_res horn humanoid imp imprisoned kidnapping living_trophy male markings married_couple millie_(helluva_boss) mole_(marking) motion_lines moxxie_(helluva_boss) prisoner red_body red_skin restraints scar smile smiling_at_viewer stocks stuck stuck_in_wall tail tape tape_gag teeth the-bound-bandit through_wall toes tooth_gap trio trophy villain_dominating_hero villains_win wall_(structure) worried yellow_eyes
88
0
crimson_(helluva_boss) cumming_from_anal_sex doggy_style fat_butt father_and_son gay helluva_boss imp incest male moxxie_(helluva_boss) slutty_face syrios thick_ass twintails_(hairstyle)
0
crimson_(helluva_boss) cumming_from_anal_sex doggy_style fat_butt father_and_son gay helluva_boss imp incest male moxxie_(helluva_boss) slutty_face syrios thick_ass twintails_(hairstyle)
104
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2025 2_horns annoyed ass big_butt black_clothing black_footwear black_gloves black_handwear black_hat black_headwear black_high_heels black_stripes blue_clothing blue_topwear body_hair butt_hair clothing crimson_(helluva_boss) dialogue english_description english_text fingerless_gloves fishnet_clothing fishnet_legwear footwear gloves grey_background hair half-closed_eyes handwear hat headgear headwear hellaverse helluva_boss hi_res high_heels horn huge_butt imp legwear male narrowed_eyes necktie open_mouth profanity red_body red_necktie red_skin reference_image shoes side_view simple_background solo spade_tail speech_bubble striped_horn stripes tail text thick_thighs topwear white_hair yellow_eyes zombvie00
0
2025 2_horns annoyed ass big_butt black_clothing black_footwear black_gloves black_handwear black_hat black_headwear black_high_heels black_stripes blue_clothing blue_topwear body_hair butt_hair clothing crimson_(helluva_boss) dialogue english_description english_text fingerless_gloves fishnet_clothing fishnet_legwear footwear gloves grey_background hair half-closed_eyes handwear hat headgear headwear hellaverse helluva_boss hi_res high_heels horn huge_butt imp legwear male narrowed_eyes necktie open_mouth profanity red_body red_necktie red_skin reference_image shoes side_view simple_background solo spade_tail speech_bubble striped_horn stripes tail text thick_thighs topwear white_hair yellow_eyes zombvie00
50
0
2d 2d_(artwork) anal anal_juice anal_sex backsack balls ballsack bedroom bedroom_setting bedroom_sex big_ass big_butt crimson_(crimsonstudios1) crimson_(helluva_boss) crimsonstudios1 crossdressing dilf enjoying enjoying_sex femboy helluva_boss male male/male male_penetrating_femboy male_penetrating_male on_side scars shiny_butt shiny_skin stockings
0
2d 2d_(artwork) anal anal_juice anal_sex backsack balls ballsack bedroom bedroom_setting bedroom_sex big_ass big_butt crimson_(crimsonstudios1) crimson_(helluva_boss) crimsonstudios1 crossdressing dilf enjoying enjoying_sex femboy helluva_boss male male/male male_penetrating_femboy male_penetrating_male on_side scars shiny_butt shiny_skin stockings
51
0
2025 2_horns black_bikini_top black_clothing black_hat black_headwear black_legwear black_stripes black_thong black_underwear bulge cartoonwizzard clothing cover crimson_(helluva_boss) english_description english_text gold_(metal) gold_tooth hair hat headgear headwear hellaverse helluva_boss hi_res horn imp legwear magazine_cover male not_furry playboy red_body red_skin sharp_teeth simple_background smile solo spade_tail striped_horn stripes tail teeth text thick_thighs thong underwear white_background white_hair yellow_eyes
0
2025 2_horns black_bikini_top black_clothing black_hat black_headwear black_legwear black_stripes black_thong black_underwear bulge cartoonwizzard clothing cover crimson_(helluva_boss) english_description english_text gold_(metal) gold_tooth hair hat headgear headwear hellaverse helluva_boss hi_res horn imp legwear magazine_cover male not_furry playboy red_body red_skin sharp_teeth simple_background smile solo spade_tail striped_horn stripes tail teeth text thick_thighs thong underwear white_background white_hair yellow_eyes
754
0
2boys 2d all_the_way_to_the_base anal anal_sex animated ass big_ass big_ass_(male) big_butt big_thighs blowjob bubble_butt crimson_(helluva_boss) curvaceous curvy curvy_male dark-skinned_male dark_skin deepthroat fat_ass fellatio femboy foot_on_head gay gay_sex helluva_boss huge_ass huge_butt huge_thighs lewdsoundv2 male male_only moxxie_(helluva_boss) oral oral_sex orgy raburesu_ red_skin shorter_than_30_seconds sound tagme thick_ass thick_butt thick_hips thick_legs thick_thighs thighs torn_clothes torn_legwear video voluptuous voluptuous_male white_hair wide_hips yaoi
0
2boys 2d all_the_way_to_the_base anal anal_sex animated ass big_ass big_ass_(male) big_butt big_thighs blowjob bubble_butt crimson_(helluva_boss) curvaceous curvy curvy_male dark-skinned_male dark_skin deepthroat fat_ass fellatio femboy foot_on_head gay gay_sex helluva_boss huge_ass huge_butt huge_thighs lewdsoundv2 male male_only moxxie_(helluva_boss) oral oral_sex orgy raburesu_ red_skin shorter_than_30_seconds sound tagme thick_ass thick_butt thick_hips thick_legs thick_thighs thighs torn_clothes torn_legwear video voluptuous voluptuous_male white_hair wide_hips yaoi
10
0
(water 1girls 4boys anal anal_insertion anal_penetration anal_sex angry angry_expression angry_eyes angry_face ass ass_grab big_cock butt crimson_(helluva_boss) dakko_(dakkodanth) dakkodanth discovered enjoyer) excitation female fucked_silly grab_the_butt helluva_boss helluva_boss_oc kiss kissing male millie_(helluva_boss) moxxie_(helluva_boss) penis shit wander water_enjoyer
0
(water 1girls 4boys anal anal_insertion anal_penetration anal_sex angry angry_expression angry_eyes angry_face ass ass_grab big_cock butt crimson_(helluva_boss) dakko_(dakkodanth) dakkodanth discovered enjoyer) excitation female fucked_silly grab_the_butt helluva_boss helluva_boss_oc kiss kissing male millie_(helluva_boss) moxxie_(helluva_boss) penis shit wander water_enjoyer
261
0
1boy 2d ass ass_dough ass_slap bent_over big_ass big_ass_(male) big_butt body_writing bottom_heavy bottom_heavy_femboy crimson_(helluva_boss) demon demon_horns demon_tail english_text femboy femboy_only giant_ass girly glowing_eyes green_lipstick heels helluva_boss high_heels horns huge_ass huge_butt imp lipstick looking_back male male_only money money_in_thighhigh nuclear_zeel nude open_mouth pricelist prostitution rear_view red_skin rippling_ass slap slapping_own_ass solo stockings tail text tongue tongue_out white_hair wide_hips yellow_eyes
0
1boy 2d ass ass_dough ass_slap bent_over big_ass big_ass_(male) big_butt body_writing bottom_heavy bottom_heavy_femboy crimson_(helluva_boss) demon demon_horns demon_tail english_text femboy femboy_only giant_ass girly glowing_eyes green_lipstick heels helluva_boss high_heels horns huge_ass huge_butt imp lipstick looking_back male male_only money money_in_thighhigh nuclear_zeel nude open_mouth pricelist prostitution rear_view red_skin rippling_ass slap slapping_own_ass solo stockings tail text tongue tongue_out white_hair wide_hips yellow_eyes
39
0
alessio_(helluva_boss) anal anal_insertion anal_masturbation anal_object_insertion anal_sex anthro ass ass_focus ass_up big_ass big_bottom big_butt biting_lip biting_own_lip booty booty_focus butt_focus butt_sex casual_exposure casual_nudity casual_topless cleo_(helluva_boss) crimson_(helluva_boss) dildo dildo_in_ass dildo_insertion dildo_penetration female helluva_boss imp lesbian_sex male male_penetrated marcella_(helluva_boss) naked naked_female naked_male nude nude_female nude_male nudity sauna shark shark_girl shark_humanoid shark_tail smoking_cigar steam_room strap-on strap-on_sex strapon surprise_buttsex surprised surprised_expression surprised_face terrys_place yuri
0
alessio_(helluva_boss) anal anal_insertion anal_masturbation anal_object_insertion anal_sex anthro ass ass_focus ass_up big_ass big_bottom big_butt biting_lip biting_own_lip booty booty_focus butt_focus butt_sex casual_exposure casual_nudity casual_topless cleo_(helluva_boss) crimson_(helluva_boss) dildo dildo_in_ass dildo_insertion dildo_penetration female helluva_boss imp lesbian_sex male male_penetrated marcella_(helluva_boss) naked naked_female naked_male nude nude_female nude_male nudity sauna shark shark_girl shark_humanoid shark_tail smoking_cigar steam_room strap-on strap-on_sex strapon surprise_buttsex surprised surprised_expression surprised_face terrys_place yuri
105
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1boy big_ass big_butt black_hair color color_edit colored colored_sketch colorized colorshun crimson_(helluva_boss) dildo dildo_in_ass dildo_insertion dildo_penetration femboy helluva_boss male male_only massive_ass massive_butt red_ass red_body rubber slowarts traditional_art traditional_media_(artwork) white_hair yellow_sclera
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1boy big_ass big_butt black_hair color color_edit colored colored_sketch colorized colorshun crimson_(helluva_boss) dildo dildo_in_ass dildo_insertion dildo_penetration femboy helluva_boss male male_only massive_ass massive_butt red_ass red_body rubber slowarts traditional_art traditional_media_(artwork) white_hair yellow_sclera
115
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1futa 2boys anal anal_penetration anal_sex big_ass big_ass_(male) crimson_(helluva_boss) dilf double_anal_penetration double_penetration femboy futa_on_male futanari helluva_boss huge_ass intersex male red_body red_skin senior_garabato sex
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1futa 2boys anal anal_penetration anal_sex big_ass big_ass_(male) crimson_(helluva_boss) dilf double_anal_penetration double_penetration femboy futa_on_male futanari helluva_boss huge_ass intersex male red_body red_skin senior_garabato sex
114
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anus artist_logo ass balls big_butt black_clothing black_hat black_headwear bodily_fluids bottomless bottomless_male butt_focus butt_grab cigar clothed clothed_male clothing crimson_(helluva_boss) demon footwear genitals gold_(metal) gold_tooth grin hair hand_on_butt hat headgear headwear hellaverse helluva_boss hi_res high_heels holding_object horn huge_butt imp logo looking_at_viewer looking_back looking_back_at_viewer male male_only partially_clothed red_body red_skin sharp_teeth shoes smile solo striped_horn stripes suit sweat sweatdrop sweaty_butt sweaty_face sweaty_legs tail teeth thick_thighs topwear topwear_only water_enjoyer white_hair yellow_sclera
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anus artist_logo ass balls big_butt black_clothing black_hat black_headwear bodily_fluids bottomless bottomless_male butt_focus butt_grab cigar clothed clothed_male clothing crimson_(helluva_boss) demon footwear genitals gold_(metal) gold_tooth grin hair hand_on_butt hat headgear headwear hellaverse helluva_boss hi_res high_heels holding_object horn huge_butt imp logo looking_at_viewer looking_back looking_back_at_viewer male male_only partially_clothed red_body red_skin sharp_teeth shoes smile solo striped_horn stripes suit sweat sweatdrop sweaty_butt sweaty_face sweaty_legs tail teeth thick_thighs topwear topwear_only water_enjoyer white_hair yellow_sclera
143
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anal anal_fluids anal_masturbation anal_sex anthro artist_name ass big_butt black_clothing black_hat black_headwear bodily_fluids butt_focus cellulite chaz_(helluva_boss) chazwick_thurman cigar clothed clothed_anthro clothed_male clothing crimson_(helluva_boss) demon dildo dildo_in_ass dildo_insertion dildo_sitting fish fully_clothed fully_clothed_male grin group hair hat headgear headwear hellaverse helluva_boss hi_res holding_object horn huge_butt imp looking_away male marine masturbation object_in_ass partially_clothed partially_clothed_male penetration rear_view red_body red_skin sex_toy sex_toy_in_ass sex_toy_insertion shark sharp_teeth sitting smile solo_focus striped_horn stripes suit sweat sweatdrop sweaty_butt teeth text topwear water_enjoyer white_hair
582
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2boys absurd_res anal anus anus_spread ass ass_focus ass_hair ass_jiggle backshots balls belly_bulge bent_over big big_ass big_ass_(male) big_balls big_butt big_penis birthmark birthmark_on_ass bite_mark bite_mark_on_ass bite_marks bodily_fluids bototm_heavy_male bottom_heavy bottom_heavy_male box bulge_through_clothing bullying butt_focus cellulite cigar cock cock_vein coercion comic comic_strip condom condom_balloon crate crimson_(helluva_boss) crows_feet cum cum_drip daddy demon dialogue dick dick_on_ass dick_on_butt dilf duo edit edited ejaculation elderly elderly_male embarrassed evamelloww eye_bags face_markings fat_male femboy gay gay_anal gay_domination gay_sex genitals gold_tooth green_text gritted_teeth gritting_teeth hair hairy_anus hairy_pubes hardcore_sex hat hellaverse helluva_boss hi_res homophobia horns huge_ass huge_butt huge_cock hyper_ass hyper_penis imp impregnation_risk longer_than_10_seconds longer_than_30_seconds longer_than_one_minute male male/male male_only male_penetrating_male messy mind_break monster_cock motion_blur motion_lines mp4 muscular muscular_male musk nargus_(nuclear_zeel) nuclear_zeel nuclearzeel older_male onomatopoeia overweight_male penetration penis pink_text precum pubes pubes_on_butt pubic_hair pulling_tail red_body red_skin red_text rude scars scars_all_over scars_on_arm scars_on_face scars_on_hand scars_on_thighs sex sex_from_behind sexual_barrier_device shark_fin shark_humanoid sitting slap_mark slapping_ass slapping_butt smoking snot_bubble sound sound_edit sound_effects spank spank_marks spanking speech_bubble spread_butt spreading suit_jacket sweat tagme tail tail_grab tail_pull taped_anus taped_open tattoo text third-party_edit tophat_turtle ugly_bastard used_condom used_condoms video voice_acted white_hair yaoi yellow_eyes yellow_sclera
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2boys absurd_res anal anus anus_spread ass ass_focus ass_hair ass_jiggle backshots balls belly_bulge bent_over big big_ass big_ass_(male) big_balls big_butt big_penis birthmark birthmark_on_ass bite_mark bite_mark_on_ass bite_marks bodily_fluids bototm_heavy_male bottom_heavy bottom_heavy_male box bulge_through_clothing bullying butt_focus cellulite cigar cock cock_vein coercion comic comic_strip condom condom_balloon crate crimson_(helluva_boss) crows_feet cum cum_drip daddy demon dialogue dick dick_on_ass dick_on_butt dilf duo edit edited ejaculation elderly elderly_male embarrassed evamelloww eye_bags face_markings fat_male femboy gay gay_anal gay_domination gay_sex genitals gold_tooth green_text gritted_teeth gritting_teeth hair hairy_anus hairy_pubes hardcore_sex hat hellaverse helluva_boss hi_res homophobia horns huge_ass huge_butt huge_cock hyper_ass hyper_penis imp impregnation_risk longer_than_10_seconds longer_than_30_seconds longer_than_one_minute male male/male male_only male_penetrating_male messy mind_break monster_cock motion_blur motion_lines mp4 muscular muscular_male musk nargus_(nuclear_zeel) nuclear_zeel nuclearzeel older_male onomatopoeia overweight_male penetration penis pink_text precum pubes pubes_on_butt pubic_hair pulling_tail red_body red_skin red_text rude scars scars_all_over scars_on_arm scars_on_face scars_on_hand scars_on_thighs sex sex_from_behind sexual_barrier_device shark_fin shark_humanoid sitting slap_mark slapping_ass slapping_butt smoking snot_bubble sound sound_edit sound_effects spank spank_marks spanking speech_bubble spread_butt spreading suit_jacket sweat tagme tail tail_grab tail_pull taped_anus taped_open tattoo text third-party_edit tophat_turtle ugly_bastard used_condom used_condoms video voice_acted white_hair yaoi yellow_eyes yellow_sclera
78
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anus ass big_butt bodily_fluids cellulite crimson_(helluva_boss) demon dialogue hair hellaverse helluva_boss hi_res imp male nuclear_zeel red_text sitting solo speech_bubble spread_butt spreading text white_hair
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anus ass big_butt bodily_fluids cellulite crimson_(helluva_boss) demon dialogue hair hellaverse helluva_boss hi_res imp male nuclear_zeel red_text sitting solo speech_bubble spread_butt spreading text white_hair
72
0
anus ass big_butt bodily_fluids cellulite crimson_(helluva_boss) demon dialogue duo genitals green_text hair hellaverse helluva_boss hi_res imp male male/male nuclear_zeel penis red_text sitting speech_bubble spread_butt spreading text white_hair
0
anus ass big_butt bodily_fluids cellulite crimson_(helluva_boss) demon dialogue duo genitals green_text hair hellaverse helluva_boss hi_res imp male male/male nuclear_zeel penis red_text sitting speech_bubble spread_butt spreading text white_hair
140
0
absurd_res anal ass big_butt bodily_fluids cellulite condom crimson_(helluva_boss) demon dialogue duo ejaculation genitals green_text hair hellaverse helluva_boss hi_res imp male male/male musk nuclear_zeel penis pink_text sexual_barrier_device speech_bubble sweat text white_hair
0
absurd_res anal ass big_butt bodily_fluids cellulite condom crimson_(helluva_boss) demon dialogue duo ejaculation genitals green_text hair hellaverse helluva_boss hi_res imp male male/male musk nuclear_zeel penis pink_text sexual_barrier_device speech_bubble sweat text white_hair
83
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absurd_res anus ass big_butt bodily_fluids cellulite crimson_(helluva_boss) demon dialogue duo genitals green_text hair hellaverse helluva_boss hi_res imp male male/male musk nuclear_zeel penis red_text sitting speech_bubble spread_butt spreading sweat text white_hair
0
absurd_res anus ass big_butt bodily_fluids cellulite crimson_(helluva_boss) demon dialogue duo genitals green_text hair hellaverse helluva_boss hi_res imp male male/male musk nuclear_zeel penis red_text sitting speech_bubble spread_butt spreading sweat text white_hair
83
0
absurd_res anus ass big_butt bodily_fluids cellulite crimson_(helluva_boss) demon dialogue hair hellaverse helluva_boss hi_res imp male musk nuclear_zeel red_text sitting solo speech_bubble spread_butt spreading sweat text white_hair
0
absurd_res anus ass big_butt bodily_fluids cellulite crimson_(helluva_boss) demon dialogue hair hellaverse helluva_boss hi_res imp male musk nuclear_zeel red_text sitting solo speech_bubble spread_butt spreading sweat text white_hair
74
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bending_over big_penis bottom_heavy bottom_heavy_femboy crimson_(crimsonstudios1) crimson_(helluva_boss) crimsonstudios1 crossdressing dark-skinned_male dilf femboy helluva_boss humanoid_penis imminent_oral imp large_penis licking licking_penis male male/male penis schoolgirl_uniform tight_skirt yaoi
0
bending_over big_penis bottom_heavy bottom_heavy_femboy crimson_(crimsonstudios1) crimson_(helluva_boss) crimsonstudios1 crossdressing dark-skinned_male dilf femboy helluva_boss humanoid_penis imminent_oral imp large_penis licking licking_penis male male/male penis schoolgirl_uniform tight_skirt yaoi
393
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2boys anus anus_spread ass_focus ass_hair ass_jiggle backshots balls belly_bulge bent_over big big_ass big_ass_(male) big_balls big_butt big_penis birthmark birthmark_on_ass bite_mark bite_mark_on_ass bite_marks bottom_heavy bottom_heavy_male box bulge_through_clothing bullying butt_focus cellulite cigar cock cock_vein coercion comic comic_strip condom condom_balloon crate crimson_(helluva_boss) crows_feet cum cum_drip daddy demon dialogue dick dick_on_ass dick_on_butt dilf elderly elderly_male embarrassed eye_bags face_markings fat_male femboy gay gay_anal gay_domination gay_sex gold_tooth gritted_teeth gritting_teeth hairy_anus hairy_pubes hardcore_sex hat helluva_boss homophobia horns huge_ass huge_butt huge_cock impregnation_risk male male/male male_only male_penetrating_male messy mind_break monster_cock motion_blur motion_lines muscular muscular_male nargus_(nuclear_zeel) nuclear_zeel older_male onomatopoeia overweight_male penetration penis precum pubes pubes_on_butt pubic_hair pulling_tail red_body red_skin rude scars scars_all_over scars_on_arm scars_on_face scars_on_hand scars_on_thighs sex sex_from_behind shark_fin shark_humanoid sitting slap_mark slapping_ass slapping_butt smoking snot_bubble sound_effects spank spank_marks spanking suit_jacket sweat tail tail_grab tail_pull taped_anus taped_open tattoo ugly_bastard used_condom used_condoms white_hair yaoi yellow_eyes yellow_sclera
0
2boys anus anus_spread ass_focus ass_hair ass_jiggle backshots balls belly_bulge bent_over big big_ass big_ass_(male) big_balls big_butt big_penis birthmark birthmark_on_ass bite_mark bite_mark_on_ass bite_marks bottom_heavy bottom_heavy_male box bulge_through_clothing bullying butt_focus cellulite cigar cock cock_vein coercion comic comic_strip condom condom_balloon crate crimson_(helluva_boss) crows_feet cum cum_drip daddy demon dialogue dick dick_on_ass dick_on_butt dilf elderly elderly_male embarrassed eye_bags face_markings fat_male femboy gay gay_anal gay_domination gay_sex gold_tooth gritted_teeth gritting_teeth hairy_anus hairy_pubes hardcore_sex hat helluva_boss homophobia horns huge_ass huge_butt huge_cock impregnation_risk male male/male male_only male_penetrating_male messy mind_break monster_cock motion_blur motion_lines muscular muscular_male nargus_(nuclear_zeel) nuclear_zeel older_male onomatopoeia overweight_male penetration penis precum pubes pubes_on_butt pubic_hair pulling_tail red_body red_skin rude scars scars_all_over scars_on_arm scars_on_face scars_on_hand scars_on_thighs sex sex_from_behind shark_fin shark_humanoid sitting slap_mark slapping_ass slapping_butt smoking snot_bubble sound_effects spank spank_marks spanking suit_jacket sweat tail tail_grab tail_pull taped_anus taped_open tattoo ugly_bastard used_condom used_condoms white_hair yaoi yellow_eyes yellow_sclera
88
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1boy anus ass_focus big_ass big_ass_(male) big_butt bototm_heavy_male bottom_heavy butt_focus cigar crimson_(helluva_boss) daddy dilf hairy_anus hat helluva_boss huge_ass huge_butt male male_only nuclear_zeel nuclearzeel red_body red_skin sitting smoking tail white_hair yellow_eyes yellow_sclera
0
1boy anus ass_focus big_ass big_ass_(male) big_butt bototm_heavy_male bottom_heavy butt_focus cigar crimson_(helluva_boss) daddy dilf hairy_anus hat helluva_boss huge_ass huge_butt male male_only nuclear_zeel nuclearzeel red_body red_skin sitting smoking tail white_hair yellow_eyes yellow_sclera
112
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anus ass_focus big_ass big_ass_(male) big_butt bottom_heavy bottom_heavy_male butt_focus cigar crimson_(helluva_boss) daddy dilf hat helluva_boss huge_ass huge_butt male male_only nuclear_zeel nuclearzeel red_body red_skin sitting smoking tail white_hair yellow_eyes yellow_sclera
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anus ass_focus big_ass big_ass_(male) big_butt bottom_heavy bottom_heavy_male butt_focus cigar crimson_(helluva_boss) daddy dilf hat helluva_boss huge_ass huge_butt male male_only nuclear_zeel nuclearzeel red_body red_skin sitting smoking tail white_hair yellow_eyes yellow_sclera
38
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ass balls banksauce beach big_penis clothing crimson_(helluva_boss) demon digital_media_(artwork) erection eye_scar facial_scar genitals hair hat headgear headwear hellaverse helluva_boss hi_res horn horn_markings huge huge_cock humanoid imp leg_scar looking_at_viewer male markings nude penis scar scars_all_over simple_background solo tail thigh_scar
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ass balls banksauce beach big_penis clothing crimson_(helluva_boss) demon digital_media_(artwork) erection eye_scar facial_scar genitals hair hat headgear headwear hellaverse helluva_boss hi_res horn horn_markings huge huge_cock humanoid imp leg_scar looking_at_viewer male markings nude penis scar scars_all_over simple_background solo tail thigh_scar
148
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1boy 1femboy 2d alternate_version_available anus anus_focus ass_focus ass_grab balls ballsack big_ass cellulite crimson_(helluva_boss) dilf femboy femboy_dilf helluva_boss huge_ass male male_focus male_only solo sweat sweatdrop sweating tagme voluptuous voluptuous_male water_enjoyer
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1boy 1femboy 2d alternate_version_available anus anus_focus ass_focus ass_grab balls ballsack big_ass cellulite crimson_(helluva_boss) dilf femboy femboy_dilf helluva_boss huge_ass male male_focus male_only solo sweat sweatdrop sweating tagme voluptuous voluptuous_male water_enjoyer