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waylon smithers

1boy 3girls alternate_version_available ass ass_focus ass_up between_ass big_ass big_breasts big_butt black_body blue_eyes blue_hair edit face_down face_down_ass_up green_eyes jack-o_pose jackochallenge legs_spread meme nintendo nintendo_switch parody playstation playstation_5 ponytail ps5-tan red_eyes red_hair reference simpsons sole_female supersatanson switch-tan the the_simpsons waylon_smithers white_hair xbox xbox_game_studios xbox_series_x-tan
1boy 3girls alternate_version_available ass ass_focus ass_up between_ass big_ass big_breasts big_butt black_body blue_eyes blue_hair edit face_down face_down_ass_up green_eyes jack-o_pose jackochallenge legs_spread meme nintendo nintendo_switch parody playstation playstation_5 ponytail ps5-tan red_eyes red_hair reference simpsons sole_female supersatanson switch-tan the the_simpsons waylon_smithers white_hair xbox xbox_game_studios xbox_series_x-tan
1boy blush comic cum cum_on_clothes cumshot erection erection_under_clothes exposed_penis eyes_closed eyewear faggotrat fondling_self glasses heavy_breathing horny looking_at_penis male male_only masturbation one_eye_closed orgasm orgasm_face orgasm_from_handjob pants_down penis precum_through_clothing sequence simple_background slightly_chubby solo stroking_cock sweat the_simpsons track_suit veiny_penis waylon_smithers
1boy blush comic cum cum_on_clothes cumshot erection erection_under_clothes exposed_penis eyes_closed eyewear faggotrat fondling_self glasses heavy_breathing horny looking_at_penis male male_only masturbation one_eye_closed orgasm orgasm_face orgasm_from_handjob pants_down penis precum_through_clothing sequence simple_background slightly_chubby solo stroking_cock sweat the_simpsons track_suit veiny_penis waylon_smithers
1girls 2boys assisted_sex big_hair blue_hair brown_hair dark_penis desk drooling erection exposed_pussy eyeshadow glasses grey_hair high_heels holding_penis imminent_penetration imminent_sex legs_held_open male/female marge_simpson montgomery_burns older_male pants_down partially_colored red_lipstick spanish_text spread_legs spread_pussy tagme text the_simpsons waylon_smithers yellow_skin younger_male
1girls 2boys assisted_sex big_hair blue_hair brown_hair dark_penis desk drooling erection exposed_pussy eyeshadow glasses grey_hair high_heels holding_penis imminent_penetration imminent_sex legs_held_open male/female marge_simpson montgomery_burns older_male pants_down partially_colored red_lipstick spanish_text spread_legs spread_pussy tagme text the_simpsons waylon_smithers yellow_skin younger_male
2boys crossdressing crossdressing_male drag_queen erect femboy gay homer_simpson horny makeup mole pervert seductive simple_background the_mysterious_waylon the_simpsons waylon_smithers white_background
2boys crossdressing crossdressing_male drag_queen erect femboy gay homer_simpson horny makeup mole pervert seductive simple_background the_mysterious_waylon the_simpsons waylon_smithers white_background
2boys aobacarry femboy gay girly kissing montgomery_burns mr_burns naruto naruto_(series) sasuke_uchiha sissy the_simpsons uzumaki_naruto waylon_smithers yaoi
2boys aobacarry femboy gay girly kissing montgomery_burns mr_burns naruto naruto_(series) sasuke_uchiha sissy the_simpsons uzumaki_naruto waylon_smithers yaoi
1girls ass bottomless breasts choker cleavage curvy elbow_gloves female female_only feminization genderswap high_heels large_ass large_breasts lipstick makeup panties rule_63 sandybelldf short_hair the_mysterious_waylon the_simpsons thighhighs waylon_smithers
1girls ass bottomless breasts choker cleavage curvy elbow_gloves female female_only feminization genderswap high_heels large_ass large_breasts lipstick makeup panties rule_63 sandybelldf short_hair the_mysterious_waylon the_simpsons thighhighs waylon_smithers
2boys age_difference anal anal_penetration anal_sex ankles_crossed ass_juice balding bottomless closed_eyes clothes cum_in_ass erection gay glasses gray_hair half-closed_eyes idrewthis indoors insertion legs_crossed legs_up male male/male male_only missionary_position montgomery_burns multiple_males night nightshirt on_bed orgasm_face orgasm_from_anal penis pluvatti sex side_view the_simpsons waylon_smithers yellow_skin younger_dom_older_sub younger_penetrating_older
2boys age_difference anal anal_penetration anal_sex ankles_crossed ass_juice balding bottomless closed_eyes clothes cum_in_ass erection gay glasses gray_hair half-closed_eyes idrewthis indoors insertion legs_crossed legs_up male male/male male_only missionary_position montgomery_burns multiple_males night nightshirt on_bed orgasm_face orgasm_from_anal penis pluvatti sex side_view the_simpsons waylon_smithers yellow_skin younger_dom_older_sub younger_penetrating_older
blindfold breasts claudia-r clothes color female high_heels human indoors male montgomery_burns multiple_males nipples nude sitting tagme the_simpsons waylon_smithers
blindfold breasts claudia-r clothes color female high_heels human indoors male montgomery_burns multiple_males nipples nude sitting tagme the_simpsons waylon_smithers
chris_griffin family_guy female human incest lois_griffin male straight the_simpsons waylon_smithers
chris_griffin family_guy female human incest lois_griffin male straight the_simpsons waylon_smithers
2boys abs anal anal_penetration anal_sex animated baseball_cap cartoony duffman erect_nipples fuck_the_client gay glasses gray_hair hairy_balls large_penis leg_lift legs_held_open like_a_champ male male_only manlytoons motel motel_room multiple_boys multiple_males nude on_bed pecs penis_in_ass pleasure_face prostitution receiving_on_back spread_legs sunglasses the_simpsons thrusting_into_ass tinted_eyewear veiny_penis viagra waylon_smithers white_hair yaoi yellow_skin
2boys abs anal anal_penetration anal_sex animated baseball_cap cartoony duffman erect_nipples fuck_the_client gay glasses gray_hair hairy_balls large_penis leg_lift legs_held_open like_a_champ male male_only manlytoons motel motel_room multiple_boys multiple_males nude on_bed pecs penis_in_ass pleasure_face prostitution receiving_on_back spread_legs sunglasses the_simpsons thrusting_into_ass tinted_eyewear veiny_penis viagra waylon_smithers white_hair yaoi yellow_skin
2boys average_sized_penis balding balls_out bowtie circumcised clothes color erect_nipples exposed_nipples flaccid gay glasses gray_hair hand_on_hip human indoors male male_nipples male_only montgomery_burns multiple_males open_shirt pants_down penis penis_out pink_underwear presenting_penis pubic_hair standing suit tagme testicles the_simpsons underwear_down victor_hodge waylon_smithers yaoi yellow_skin
2boys average_sized_penis balding balls_out bowtie circumcised clothes color erect_nipples exposed_nipples flaccid gay glasses gray_hair hand_on_hip human indoors male male_nipples male_only montgomery_burns multiple_males open_shirt pants_down penis penis_out pink_underwear presenting_penis pubic_hair standing suit tagme testicles the_simpsons underwear_down victor_hodge waylon_smithers yaoi yellow_skin
drooling erection female holding_penis human kneeling legs_held_open looking_down male marge_simpson montgomery_burns naughty_face pandoras_box pants_down spread_pussy straight tagme the_simpsons waylon_smithers
drooling erection female holding_penis human kneeling legs_held_open looking_down male marge_simpson montgomery_burns naughty_face pandoras_box pants_down spread_pussy straight tagme the_simpsons waylon_smithers
2boys anal anal_penetration anal_sex cartoony closed_eyes color duffman erect_nipples fantasizing gay hairy_balls hairy_chest human indoors large_penis leg_lift legs_held_open lying_on_back male male_only manlytoons montgomery_burns motel_room multiple_males muscles naked nude on_bed penis pleasure_face prostitution sex side_view spread_legs sunglasses tagme the_simpsons tinted_eyewear viagra waylon_smithers yaoi
2boys anal anal_penetration anal_sex cartoony closed_eyes color duffman erect_nipples fantasizing gay hairy_balls hairy_chest human indoors large_penis leg_lift legs_held_open lying_on_back male male_only manlytoons montgomery_burns motel_room multiple_males muscles naked nude on_bed penis pleasure_face prostitution sex side_view spread_legs sunglasses tagme the_simpsons tinted_eyewear viagra waylon_smithers yaoi
3boys anal anal_penetration anal_sex assisted_rape behind_another cartoony clothes forced_sex gay gun hands_tied indoors leaning_on_object licking_lips male male_only moe_szyslak monochrome montgomery_burns motion_lines mouth_open multiple_males pants_around_ankles pleasure_face rape sex shotgun side_view standing_doggy_style the_simpsons thought_bubble tongue_out waylon_smithers weapon yaoi
3boys anal anal_penetration anal_sex assisted_rape behind_another cartoony clothes forced_sex gay gun hands_tied indoors leaning_on_object licking_lips male male_only moe_szyslak monochrome montgomery_burns motion_lines mouth_open multiple_males pants_around_ankles pleasure_face rape sex shotgun side_view standing_doggy_style the_simpsons thought_bubble tongue_out waylon_smithers weapon yaoi
2boys ball_size_difference boner bowtie brown_hair cheating_husband color cowboy_boots erection flat_top_(hairstyle) front_view gay gay_handjob gay_sex glasses gloves gray_hair hand_behind_ass handjob handjob_with_gloves height_difference holding_penis holding_weapon male male_only masturbating_other motion_lines multiple_males multiple_penises mustache mutual_masturbation ned_flanders nude pecs penis penis_size_difference pink_background pleasure_face slightly_chubby standing stroking_cock tagme testicles the_simpsons tongue_out waylon_smithers whip yaoi
2boys ball_size_difference boner bowtie brown_hair cheating_husband color cowboy_boots erection flat_top_(hairstyle) front_view gay gay_handjob gay_sex glasses gloves gray_hair hand_behind_ass handjob handjob_with_gloves height_difference holding_penis holding_weapon male male_only masturbating_other motion_lines multiple_males multiple_penises mustache mutual_masturbation ned_flanders nude pecs penis penis_size_difference pink_background pleasure_face slightly_chubby standing stroking_cock tagme testicles the_simpsons tongue_out waylon_smithers whip yaoi
chris_griffin crossover family_guy female human incest lois_griffin male straight the_simpsons waylon_smithers
chris_griffin crossover family_guy female human incest lois_griffin male straight the_simpsons waylon_smithers
20th_century_studios accurate_art_style apu_nahasapeemapetilon chief_wiggum clothing doughnut female human line_art male marge_simpson moe_szyslak monochrome montgomery_burns multiple_males ned_flanders nudity rainier_wolfcastle snake the_simpsons waylon_smithers
20th_century_studios accurate_art_style apu_nahasapeemapetilon chief_wiggum clothing doughnut female human line_art male marge_simpson moe_szyslak monochrome montgomery_burns multiple_males ned_flanders nudity rainier_wolfcastle snake the_simpsons waylon_smithers
bottomless closed_eyes clothed female flaccid from_behind great_moaning holding_legs homer_simpson human kneeling licking_ass male male/male mindy_simmons montgomery_burns naked pleasure_face running_away the_simpsons tongue_out waylon_smithers
bottomless closed_eyes clothed female flaccid from_behind great_moaning holding_legs homer_simpson human kneeling licking_ass male male/male mindy_simmons montgomery_burns naked pleasure_face running_away the_simpsons tongue_out waylon_smithers
bulging_eyes electrostimulation erection female human hyper_penis male marge_simpson montgomery_burns naked pleasure_face remote_control straight tagme the_fear the_simpsons waylon_smithers
bulging_eyes electrostimulation erection female human hyper_penis male marge_simpson montgomery_burns naked pleasure_face remote_control straight tagme the_fear the_simpsons waylon_smithers
2boys anal anal_sex balls bowtie erection gay glasses_removed gray_hair implied_penetration leaning_forward male male_only montgomery_burns multiple_males pants_down penis tagme the_simpsons thumbs_up waylon_smithers yaoi yellow_skin
2boys anal anal_sex balls bowtie erection gay glasses_removed gray_hair implied_penetration leaning_forward male male_only montgomery_burns multiple_males pants_down penis tagme the_simpsons thumbs_up waylon_smithers yaoi yellow_skin
2007 bindi breasts color cum dark-skinned_female dark_skin female human indian indian_female indoors insertion interracial male manjula_nahasapeemapetilon nipple nude penis sex straight tagme the_fear the_simpsons waylon_smithers
2007 bindi breasts color cum dark-skinned_female dark_skin female human indian indian_female indoors insertion interracial male manjula_nahasapeemapetilon nipple nude penis sex straight tagme the_fear the_simpsons waylon_smithers
alcohol alcoholic_drink barney_gumble beer bindi clown clown_boy clown_makeup clown_nose comic_book_guy dark-skinned_female dark_skin edna_krabappel female gay groundskeeper_willie homer_simpson homo homosexual human hustler interracial krusty_the_clown male manjula_nahasapeemapetilon marge_simpson moe_szyslak montgomery_burns ned_flanders selma_bouvier straight the_simpsons waylon_smithers yaoi
alcohol alcoholic_drink barney_gumble beer bindi clown clown_boy clown_makeup clown_nose comic_book_guy dark-skinned_female dark_skin edna_krabappel female gay groundskeeper_willie homer_simpson homo homosexual human hustler interracial krusty_the_clown male manjula_nahasapeemapetilon marge_simpson moe_szyslak montgomery_burns ned_flanders selma_bouvier straight the_simpsons waylon_smithers yaoi
bulge clothes color female gay human indoors solo standing tagme the_simpsons trap waylon_smithers what yaoi
bulge clothes color female gay human indoors solo standing tagme the_simpsons trap waylon_smithers what yaoi
2boys 2d 2d_artwork age_difference anal anal_penetration anal_sex balding bare_arms bare_ass bare_back bare_chest bare_legs bare_shoulders bare_thighs barefoot bottomless clothed_male_nude_male cmnm color completely_naked completely_naked_male completely_nude completely_nude_male english english_text erect_penis eyes eyes_open face_down_ass_up from_behind from_behind_position gay gay_anal gay_domination gay_sex genitals glasses gray_hair hair hand_on_ass hand_on_butt holding_weapon human human_focus human_male human_only human_penetrated human_penetrating human_penetrating_human human_penetrating_humanoid human_penetrating_male humanoid_genitalia humanoid_penis male male/male male_only male_penetrated male_penetrating male_penetrating_male montgomery_burns mouth mouth_open multiple_males naked naked_male no_bra no_panties nude nude_male open_eyes open_mouth penis penis_in_ass pinner sex sex_from_behind short_hair text the_simpsons waylon_smithers whip white_background wide_eyed yaoi
2boys 2d 2d_artwork age_difference anal anal_penetration anal_sex balding bare_arms bare_ass bare_back bare_chest bare_legs bare_shoulders bare_thighs barefoot bottomless clothed_male_nude_male cmnm color completely_naked completely_naked_male completely_nude completely_nude_male english english_text erect_penis eyes eyes_open face_down_ass_up from_behind from_behind_position gay gay_anal gay_domination gay_sex genitals glasses gray_hair hair hand_on_ass hand_on_butt holding_weapon human human_focus human_male human_only human_penetrated human_penetrating human_penetrating_human human_penetrating_humanoid human_penetrating_male humanoid_genitalia humanoid_penis male male/male male_only male_penetrated male_penetrating male_penetrating_male montgomery_burns mouth mouth_open multiple_males naked naked_male no_bra no_panties nude nude_male open_eyes open_mouth penis penis_in_ass pinner sex sex_from_behind short_hair text the_simpsons waylon_smithers whip white_background wide_eyed yaoi
00s 1girls 2000s 2007 20th_century_fox 20th_century_studios 2boys anal anal_penetration anal_sex bare_arms bare_ass bare_back bare_breasts bare_chest bare_legs bare_shoulders bare_thighs barefoot big_breasts blue_hair breasts brown_fur brown_hair color colored completely_naked completely_naked_male completely_nude completely_nude_female completely_nude_male double_penetration eyes eyes_open female forced fox_corporation fur glasses grave gray_hair hair human human_female human_male human_penetrated human_penetrating human_penetrating_female human_penetrating_human long_hair male male_focus marge_simpson montgomery_burns moon mouth mouth_open naked naked_female naked_male night nipples no_bra no_panties no_underwear nude nude_female nude_male open_eyes open_mouth penetration penis rape saliva sex sex_from_behind sharp_teeth short_hair straight the_fear the_simpsons tongue tongue_out uncensored vaginal vaginal_penetration vaginal_sex waylon_smithers
00s 1girls 2000s 2007 20th_century_fox 20th_century_studios 2boys anal anal_penetration anal_sex bare_arms bare_ass bare_back bare_breasts bare_chest bare_legs bare_shoulders bare_thighs barefoot big_breasts blue_hair breasts brown_fur brown_hair color colored completely_naked completely_naked_male completely_nude completely_nude_female completely_nude_male double_penetration eyes eyes_open female forced fox_corporation fur glasses grave gray_hair hair human human_female human_male human_penetrated human_penetrating human_penetrating_female human_penetrating_human long_hair male male_focus marge_simpson montgomery_burns moon mouth mouth_open naked naked_female naked_male night nipples no_bra no_panties no_underwear nude nude_female nude_male open_eyes open_mouth penetration penis rape saliva sex sex_from_behind sharp_teeth short_hair straight the_fear the_simpsons tongue tongue_out uncensored vaginal vaginal_penetration vaginal_sex waylon_smithers