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mafia boss

angry_expression anthro anthro_on_anthro anthro_only canid canine cat catnap catnap_(poppy_playtime) chicken critters_(poppy_playtime) dog dogday dogday_(poppy_playtime) doggy domestic_cat domestic_dog felid feline furry furry_only gallus gallus_(genus) gay japanese_text kickinchicken kickinchicken_(poppy_playtime) mafia mafia_boss male male/male male/male/male male_only mob_entertainment no_humans orange_fur orange_skin poppy_playtime poppy_playtime_(chapter_3) purple_fur purple_skin sex smiling_critters tagme yellow_body yellow_fur yellow_skin
angry_expression anthro anthro_on_anthro anthro_only canid canine cat catnap catnap_(poppy_playtime) chicken critters_(poppy_playtime) dog dogday dogday_(poppy_playtime) doggy domestic_cat domestic_dog felid feline furry furry_only gallus gallus_(genus) gay japanese_text kickinchicken kickinchicken_(poppy_playtime) mafia mafia_boss male male/male male/male/male male_only mob_entertainment no_humans orange_fur orange_skin poppy_playtime poppy_playtime_(chapter_3) purple_fur purple_skin sex smiling_critters tagme yellow_body yellow_fur yellow_skin
1girls ass_visible_through_thighs balalaika black_lagoon blonde_hair blue_eyes breasts burn_marks burn_scar burns cigar female female_only female_pubic_hair gangster holding holding_cigar jacket jacket_on_shoulders large_breasts long_hair looking_at_viewer mafia_boss mikazuki_shigure milf mole mole_under_eye navel nipples ponytail pubes pubic_hair pussy red_jacket scar scar_across_eye scar_on_breasts scar_on_face sidelocks smile smiling smirk smirking smoke smoke_trail smoking solo standing tied_hair
1girls ass_visible_through_thighs balalaika black_lagoon blonde_hair blue_eyes breasts burn_marks burn_scar burns cigar female female_only female_pubic_hair gangster holding holding_cigar jacket jacket_on_shoulders large_breasts long_hair looking_at_viewer mafia_boss mikazuki_shigure milf mole mole_under_eye navel nipples ponytail pubes pubic_hair pussy red_jacket scar scar_across_eye scar_on_breasts scar_on_face sidelocks smile smiling smirk smirking smoke smoke_trail smoking solo standing tied_hair
2025 anus anus_focus anus_peek ass ass_focus asshole barefoot black_hair bug_butt capone_bege chubby chubby_male colored_sketch dirty_ass dirty_butt fat_ass fat_butt fat_man feet feet_focus feet_up flashgritz full_body hairy hairy_armpit hairy_balls hairy_chest hairy_legs mafia mafia_boss male male_only man_boobs man_breasts multiple_positions naked naked_male nude nude_male older_male one_piece pointy_nose poses posing_nude small_dick small_penis stinky_ass text tiny_penis uncensored
2025 anus anus_focus anus_peek ass ass_focus asshole barefoot black_hair bug_butt capone_bege chubby chubby_male colored_sketch dirty_ass dirty_butt fat_ass fat_butt fat_man feet feet_focus feet_up flashgritz full_body hairy hairy_armpit hairy_balls hairy_chest hairy_legs mafia mafia_boss male male_only man_boobs man_breasts multiple_positions naked naked_male nude nude_male older_male one_piece pointy_nose poses posing_nude small_dick small_penis stinky_ass text tiny_penis uncensored
ass backview body_type cakes dictator indigo_(thatbonitabarbie) kahmunrah lineup mafia_boss my_character night_at_the_museum oc old_men tan_lines villian
ass backview body_type cakes dictator indigo_(thatbonitabarbie) kahmunrah lineup mafia_boss my_character night_at_the_museum oc old_men tan_lines villian
2boys 2male 2men ambiguous_penetration artist_signature back_grab bandage bandaged_arm bandaged_leg bandages bungo_stray_dogs bungou_stray_dogs chuuya_nakahara couple couple_(disambiguation) couple_(romantic) couple_sex crying crying_male dazai_osamu duo duo_focus duo_male feminine_male flower flowers flowers_in_background glove gloved_hands gloves grayscale greyscale hand_holding holding_hands holding_onto_partner implied_penetration implied_sex in_water lex_dark lilies looking_away looking_away_from_partner mafia mafia_boss male male/male male_focus male_only male_penetrated male_penetrating male_penetrating_male males males_only men_only minimal_color missionary missionary_position missionary_sex nakahara_chuuya osamu_dazai partially_clothed partially_clothed_male penetration plant plants sad sad_expression sad_face sex signature sketch skinny tears twink twink_penetrated unseen_penetration water white_background
2boys 2male 2men ambiguous_penetration artist_signature back_grab bandage bandaged_arm bandaged_leg bandages bungo_stray_dogs bungou_stray_dogs chuuya_nakahara couple couple_(disambiguation) couple_(romantic) couple_sex crying crying_male dazai_osamu duo duo_focus duo_male feminine_male flower flowers flowers_in_background glove gloved_hands gloves grayscale greyscale hand_holding holding_hands holding_onto_partner implied_penetration implied_sex in_water lex_dark lilies looking_away looking_away_from_partner mafia mafia_boss male male/male male_focus male_only male_penetrated male_penetrating male_penetrating_male males males_only men_only minimal_color missionary missionary_position missionary_sex nakahara_chuuya osamu_dazai partially_clothed partially_clothed_male penetration plant plants sad sad_expression sad_face sex signature sketch skinny tears twink twink_penetrated unseen_penetration water white_background
1female 1girls areola areolae artist_signature ass bandage bandaged_chest bandages bandages_around_breasts big_breasts big_butt blush boobs_out boss breast_press breasts breasts_bigger_than_head breasts_out breasts_out_of_clothes brown_eyes brown_hair bungo_stray_dogs bungou_stray_dogs collared_shirt dazai_osamu female female_focus female_version gender_bender genderbent genderswap_(mtf) looking_up mafia mafia_boss osamu_dazai red_scarf rule63 rule_63 scarf short_hair short_hair_female suit thai_text tie
1female 1girls areola areolae artist_signature ass bandage bandaged_chest bandages bandages_around_breasts big_breasts big_butt blush boobs_out boss breast_press breasts breasts_bigger_than_head breasts_out breasts_out_of_clothes brown_eyes brown_hair bungo_stray_dogs bungou_stray_dogs collared_shirt dazai_osamu female female_focus female_version gender_bender genderbent genderswap_(mtf) looking_up mafia mafia_boss osamu_dazai red_scarf rule63 rule_63 scarf short_hair short_hair_female suit thai_text tie
1boy 1human 3d 3d_(artwork) 3d_model bad_boy bashful big_dick_energy cute cute_expression erection handsome hung kazuworks mafia mafia_boss male male_focus male_only masculine muscles muscular muscular_male oc original original_character scar_on_face shy shy_smile solo solo_focus solo_male veiny_penis
1boy 1human 3d 3d_(artwork) 3d_model bad_boy bashful big_dick_energy cute cute_expression erection handsome hung kazuworks mafia mafia_boss male male_focus male_only masculine muscles muscular muscular_male oc original original_character scar_on_face shy shy_smile solo solo_focus solo_male veiny_penis
1girls against_glass belly_button big_breasts black_nail_polish black_nails blush breasts completely_nude completely_nude_female goddess_of_victory:_nikke horny huge_breasts inviting large_breasts looking_at_partner looking_at_viewer mafia_boss mouth_open nail_polish nipples nude nude_female red_eyes rosanna_(chic_ocean)_(nikke) rosanna_(nikke) shaved_pussy shower showering tagme thick_thighs thighs tits tongue_out vagina vaginal white_black_hair zynxy
1girls against_glass belly_button big_breasts black_nail_polish black_nails blush breasts completely_nude completely_nude_female goddess_of_victory:_nikke horny huge_breasts inviting large_breasts looking_at_partner looking_at_viewer mafia_boss mouth_open nail_polish nipples nude nude_female red_eyes rosanna_(chic_ocean)_(nikke) rosanna_(nikke) shaved_pussy shower showering tagme thick_thighs thighs tits tongue_out vagina vaginal white_black_hair zynxy
ai_generated areola areolae big_breasts big_breasts big_breasts black_hair black_pants breasts breasts breasts cigar cigar_in_mouth face_scar female female_focus female_only grey_eyes holding_cigar jorgecarlosai mafia mafia_boss nipples scars scars_all_over scars_on_arm scars_on_body scars_on_chest scars_on_face short_hair smoke tough_girl watermark white_shirt
ai_generated areola areolae big_breasts big_breasts big_breasts black_hair black_pants breasts breasts breasts cigar cigar_in_mouth face_scar female female_focus female_only grey_eyes holding_cigar jorgecarlosai mafia mafia_boss nipples scars scars_all_over scars_on_arm scars_on_body scars_on_chest scars_on_face short_hair smoke tough_girl watermark white_shirt
al_pacino biting_lip black_collar black_hair blush cat_tail cuntboy depriviolent fanart fictional_character fingering fingering_partner hairy_legs hands_on_ground idk_what_to_tag_it intersex laying_down laying_on_floor leash leash_and_collar leash_pull looking_away loose_necktie mafia_boss male male_focus male_only michael_corleone nervous no_pants one_person petplay pussy shaking slut_collar spank_marks stockings submissive_male suit_and_tie sweatdrop tail the_godfather tie trembling twink unbuttoned_shirt
al_pacino biting_lip black_collar black_hair blush cat_tail cuntboy depriviolent fanart fictional_character fingering fingering_partner hairy_legs hands_on_ground idk_what_to_tag_it intersex laying_down laying_on_floor leash leash_and_collar leash_pull looking_away loose_necktie mafia_boss male male_focus male_only michael_corleone nervous no_pants one_person petplay pussy shaking slut_collar spank_marks stockings submissive_male suit_and_tie sweatdrop tail the_godfather tie trembling twink unbuttoned_shirt
bloodberrybluu boss_monster breasts breedingtoxic busty curvy ghost_girl mafia_boss
bloodberrybluu boss_monster breasts breedingtoxic busty curvy ghost_girl mafia_boss
2022 al3s bangs big_breasts blue_hair bodyguard breasts chair cleavage cynthia_(al3s) dress_shirt earring gloves legs_crossed light-skinned_female light_skin lips lipstick looking_at_viewer mafia mafia_boss mole mole_under_mouth original original_character pantyhose sadistic_smile short_hair sitting_on_chair skirt smile thick_thighs thighs tight_skirt tights yellow_eyes
2022 al3s bangs big_breasts blue_hair bodyguard breasts chair cleavage cynthia_(al3s) dress_shirt earring gloves legs_crossed light-skinned_female light_skin lips lipstick looking_at_viewer mafia mafia_boss mole mole_under_mouth original original_character pantyhose sadistic_smile short_hair sitting_on_chair skirt smile thick_thighs thighs tight_skirt tights yellow_eyes
1_minute_long 1boy 1girls 3d absurdly_large_cock ada_wong ada_wong_(adriana) ai_voice_acted alternate_ass_size alternate_body_type anal anal_creampie anal_only anal_pounding anal_rape anal_sex animated areolae asian asian_female ass_jiggle ass_slap audible_creampie axenanim balls biceps big_biceps big_breasts big_dom_small_sub big_nipples big_penis black_hair boots bottomless_female breasts broad_shoulders brown_nipples capcom captured child_bearing_hips clothed_sex clothing cum cum_in_ass cum_inside deep_penetration defeated domination fat_ass fedora female femsub gasp grey_body grey_skin hat hat_covering_eyes headwear huge_ass huge_cock human humiliation jiggle jiggle_physics jiggling_ass jiggling_breasts large_breasts large_penis larger_male leg_grab legs_held_together legs_together legs_up longer_than_one_minute looking_at_partner looking_at_viewer mafia_boss male maledom medium_breasts moaning monster monster_cock mr_x muscular_arms muscular_male navel nipples no_pants oiled paag penis perfect_loop plap plap_(sound) pounding protagonistsub_antagonistdom pulling_out pussy rape red_sweater resident_evil resident_evil_2 resident_evil_2_remake resident_evil_4 resident_evil_4_remake sex size_difference slapping_butt sound stockholm_syndrome stockings stomach_bulge submissive sweater_up thick thick_penis thick_thighs thigh_boots thigh_jiggle thighhighs thighs thrusting trapezius tyrant video voice_acted wet_skin wide_hips wide_penis wide_shoulders
1_minute_long 1boy 1girls 3d absurdly_large_cock ada_wong ada_wong_(adriana) ai_voice_acted alternate_ass_size alternate_body_type anal anal_creampie anal_only anal_pounding anal_rape anal_sex animated areolae asian asian_female ass_jiggle ass_slap audible_creampie axenanim balls biceps big_biceps big_breasts big_dom_small_sub big_nipples big_penis black_hair boots bottomless_female breasts broad_shoulders brown_nipples capcom captured child_bearing_hips clothed_sex clothing cum cum_in_ass cum_inside deep_penetration defeated domination fat_ass fedora female femsub gasp grey_body grey_skin hat hat_covering_eyes headwear huge_ass huge_cock human humiliation jiggle jiggle_physics jiggling_ass jiggling_breasts large_breasts large_penis larger_male leg_grab legs_held_together legs_together legs_up longer_than_one_minute looking_at_partner looking_at_viewer mafia_boss male maledom medium_breasts moaning monster monster_cock mr_x muscular_arms muscular_male navel nipples no_pants oiled paag penis perfect_loop plap plap_(sound) pounding protagonistsub_antagonistdom pulling_out pussy rape red_sweater resident_evil resident_evil_2 resident_evil_2_remake resident_evil_4 resident_evil_4_remake sex size_difference slapping_butt sound stockholm_syndrome stockings stomach_bulge submissive sweater_up thick thick_penis thick_thighs thigh_boots thigh_jiggle thighhighs thighs thrusting trapezius tyrant video voice_acted wet_skin wide_hips wide_penis wide_shoulders
1boy 1girls bikini bluekalmia blush breast_grab breasts cave commander_(nikke) earrings girl_on_top goddess_of_victory:_nikke hair_ornament large_breasts long_hair mafia_boss mouth_open nipple_play nipple_tweak nipples penis_in_pussy pinching_nipples red_eyes rosanna_(chic_ocean)_(nikke) rosanna_(nikke) tagme tattoo tits white_black_hair
1boy 1girls bikini bluekalmia blush breast_grab breasts cave commander_(nikke) earrings girl_on_top goddess_of_victory:_nikke hair_ornament large_breasts long_hair mafia_boss mouth_open nipple_play nipple_tweak nipples penis_in_pussy pinching_nipples red_eyes rosanna_(chic_ocean)_(nikke) rosanna_(nikke) tagme tattoo tits white_black_hair
evil_peppino exhibitionism female gay huge_cock mafia_boss male matchabunns noisette_(pizza_tower) peppino_spaghetti pizza_tower size_difference the_noise threesome voyeurism watching_sex
evil_peppino exhibitionism female gay huge_cock mafia_boss male matchabunns noisette_(pizza_tower) peppino_spaghetti pizza_tower size_difference the_noise threesome voyeurism watching_sex
anal anus ass big_ass blue_eyes brown_hair dark-skinned_male dark_skin denis denisdaily denisdaylily digital_media_(artwork) duo eyebrows gay glasses gloves hair human kneeling large_ass light_skin looking_at_viewer mafia mafia_boss male/male male_only muscular panties seductive short_hair sk3tch sketch_the_youtuber stripper stripper_pole the_pals yaoi yellow_hair youtube
anal anus ass big_ass blue_eyes brown_hair dark-skinned_male dark_skin denis denisdaily denisdaylily digital_media_(artwork) duo eyebrows gay glasses gloves hair human kneeling large_ass light_skin looking_at_viewer mafia mafia_boss male/male male_only muscular panties seductive short_hair sk3tch sketch_the_youtuber stripper stripper_pole the_pals yaoi yellow_hair youtube
1girls 3boys 3d ada_wong ada_wong_(adriana) asian asian_female black_hair blender bob_cut bondage breasts breasts_out brown_eyes cadillac capcom captured captured_heroine car chair chair_bondage chair_position chinese chinese_female choker clothed clothed_male_nude_female clothing dress dress_lift dress_pull dress_up exposed exposed_breasts exposed_pussy female firearm formal formal_wear frankiely_spicy gun hero heroine human indoor indoors inside looking_at_partner looking_back looking_up mafia mafia_boss mafia_ii male mobster naked naked_female necklace nipples nude nude_female pale_skin partially_clothed pistol pussy resident_evil resident_evil_2 resident_evil_2_remake resident_evil_4 resident_evil_4_remake restrained rifle scared scared_expression shirt shirt_only short_hair spy stare staring submachine_gun suit suit_and_tie suspenders thompson_submachine_gun trench_coat trenchcoat vagina waiting warehouse weapon
1girls 3boys 3d ada_wong ada_wong_(adriana) asian asian_female black_hair blender bob_cut bondage breasts breasts_out brown_eyes cadillac capcom captured captured_heroine car chair chair_bondage chair_position chinese chinese_female choker clothed clothed_male_nude_female clothing dress dress_lift dress_pull dress_up exposed exposed_breasts exposed_pussy female firearm formal formal_wear frankiely_spicy gun hero heroine human indoor indoors inside looking_at_partner looking_back looking_up mafia mafia_boss mafia_ii male mobster naked naked_female necklace nipples nude nude_female pale_skin partially_clothed pistol pussy resident_evil resident_evil_2 resident_evil_2_remake resident_evil_4 resident_evil_4_remake restrained rifle scared scared_expression shirt shirt_only short_hair spy stare staring submachine_gun suit suit_and_tie suspenders thompson_submachine_gun trench_coat trenchcoat vagina waiting warehouse weapon
1boy 1cuntboy ass big_ass bottomless bubble_butt couch crimson_(helluva_boss) cuntboy dat_ass demon fat_ass femboy gun hand_on_ass hand_on_own_ass hat heels helluva_boss high_heels horns huge_ass intersex large_ass mac-10 mafia mafia_boss male pistol platform_heels pussy shoes sligarthetiger submachine_gun thick_ass thick_thighs white_hair wide_hips
1boy 1cuntboy ass big_ass bottomless bubble_butt couch crimson_(helluva_boss) cuntboy dat_ass demon fat_ass femboy gun hand_on_ass hand_on_own_ass hat heels helluva_boss high_heels horns huge_ass intersex large_ass mac-10 mafia mafia_boss male pistol platform_heels pussy shoes sligarthetiger submachine_gun thick_ass thick_thighs white_hair wide_hips