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seymour skinner

1boy 1girls 20th_century_fox 20th_century_studios ass bedroom_eyes breasts brown_hair clothed_male_nude_female clothing dat_ass edna_krabappel female gray_hair high_heels human indoors lockandlewd looking_back male nipples nude nude_female nude_female_clothed_male panties pussy red_panties seymour_skinner sitting standing straight sweat the_simpsons yellow_skin
1boy 1girls 20th_century_fox 20th_century_studios ass bedroom_eyes breasts brown_hair clothed_male_nude_female clothing dat_ass edna_krabappel female gray_hair high_heels human indoors lockandlewd looking_back male nipples nude nude_female nude_female_clothed_male panties pussy red_panties seymour_skinner sitting standing straight sweat the_simpsons yellow_skin
1boy 1girls 20th_century_fox 20th_century_studios adult_and_teenager adult_on_young age_difference breasts carrying closed_eyes cum cum_in_pussy duo ejaculation female gray_hair human human_on_human indoors lisa_simpson lockandlewd male male/female nipples nude nude_female nude_male open_mouth penis penis_in_pussy sex seymour_skinner straight straight_sex teenage_girl teenager the_simpsons yellow_skin young younger_female younger_penetrated
1boy 1girls 20th_century_fox 20th_century_studios adult_and_teenager adult_on_young age_difference breasts carrying closed_eyes cum cum_in_pussy duo ejaculation female gray_hair human human_on_human indoors lisa_simpson lockandlewd male male/female nipples nude nude_female nude_male open_mouth penis penis_in_pussy sex seymour_skinner straight straight_sex teenage_girl teenager the_simpsons yellow_skin young younger_female younger_penetrated
1boy 1girls 20th_century_fox 20th_century_studios age_difference aged_up breasts carrying closed_eyes dialogue duo female gray_hair human human_on_human indoors lisa_simpson lockandlewd male male/female nipples nude nude_female nude_male open_mouth penis penis_in_pussy sex seymour_skinner straight straight_sex text the_simpsons yellow_skin
1boy 1girls 20th_century_fox 20th_century_studios age_difference aged_up breasts carrying closed_eyes dialogue duo female gray_hair human human_on_human indoors lisa_simpson lockandlewd male male/female nipples nude nude_female nude_male open_mouth penis penis_in_pussy sex seymour_skinner straight straight_sex text the_simpsons yellow_skin
big_ass big_butt blue_jacket bubble_butt exceso grey_hair grin lavender_shirt looking_back male_only muscular muscular_male nathaniel718 nipples seymour_skinner the_simpsons touching_own_ass touching_own_butt white_background yellow_body
big_ass big_butt blue_jacket bubble_butt exceso grey_hair grin lavender_shirt looking_back male_only muscular muscular_male nathaniel718 nipples seymour_skinner the_simpsons touching_own_ass touching_own_butt white_background yellow_body
1boy 1girls 20th_century_fox 20th_century_studios ai_generated all_fours ass_grab blue_shirt breasts brown_hair classroom clothing doggy_style duo ear_piercing edna_krabappel female green_shirt human human_on_human indoors male male/female mature_female mature_male open_mouth penis_in_pussy principal saliva sex seymour_skinner straight straight_sex teacher the_simpsons yellow_skin
1boy 1girls 20th_century_fox 20th_century_studios ai_generated all_fours ass_grab blue_shirt breasts brown_hair classroom clothing doggy_style duo ear_piercing edna_krabappel female green_shirt human human_on_human indoors male male/female mature_female mature_male open_mouth penis_in_pussy principal saliva sex seymour_skinner straight straight_sex teacher the_simpsons yellow_skin
2girls ahe_gao ahegao ambiguous_penetration apu_nahasapeemapetilon areolae ass ass_grab barney_gumble bart_simpson big_ass big_breasts big_butt blowjob blue_hair breast_squish breasts brompolos brother_and_sister butt butt_grab carl_carlson chief_wiggum comic cum cum_in_ass cum_inside fellatio filming gangbang handjob huge_breasts hugo_simpson incest julius_hibbert kent_brockman krusty_the_clown lenny_leonard lisa_simpson marge_simpson masturbation moe_szyslak multiple_boys necklace nipples onomatopoeia penis penis_lick pleasure_face precum recording riukykappa sex seymour_skinner text the_simpsons thick_penis vein veiny_penis ventzx
2girls ahe_gao ahegao ambiguous_penetration apu_nahasapeemapetilon areolae ass ass_grab barney_gumble bart_simpson big_ass big_breasts big_butt blowjob blue_hair breast_squish breasts brompolos brother_and_sister butt butt_grab carl_carlson chief_wiggum comic cum cum_in_ass cum_inside fellatio filming gangbang handjob huge_breasts hugo_simpson incest julius_hibbert kent_brockman krusty_the_clown lenny_leonard lisa_simpson marge_simpson masturbation moe_szyslak multiple_boys necklace nipples onomatopoeia penis penis_lick pleasure_face precum recording riukykappa sex seymour_skinner text the_simpsons thick_penis vein veiny_penis ventzx
1girls :>= areolae big_breasts blowjob blue_hair breasts brompolos comic fellatio female filming gangbang handjob huge_breasts krusty_the_clown lenny_leonard male male/female marge_simpson masturbation mayor_quimby moe_szyslak multiple_boys multiple_penises necklace nipples nude nude_female nude_male oral oral_sex penis pubes pubic_hair recording riukykappa sex seymour_skinner text the_simpsons vein ventzx
1girls :>= areolae big_breasts blowjob blue_hair breasts brompolos comic fellatio female filming gangbang handjob huge_breasts krusty_the_clown lenny_leonard male male/female marge_simpson masturbation mayor_quimby moe_szyslak multiple_boys multiple_penises necklace nipples nude nude_female nude_male oral oral_sex penis pubes pubic_hair recording riukykappa sex seymour_skinner text the_simpsons vein ventzx
2boys 2girls drah_navlag edna_krabappel haydee haydee_(cosplay) marge_simpson seymour_skinner snake_jailbird tagme the_simpsons
2boys 2girls drah_navlag edna_krabappel haydee haydee_(cosplay) marge_simpson seymour_skinner snake_jailbird tagme the_simpsons
20th_century_fox 20th_century_studios 2boys balls balls_on_face bara big_balls big_penis blue_pants blush blushing chuchugelee close-up clothed clothing dilf face_closeup flaccid flaccid_penis foreskin formal_clothing formal_wear gay huge_balls human human_only male male/male male_only mature mature_male older_male penis penis_close-up penis_on_face penis_out penis_out_of_pants precum precum_drip precum_dripping precum_on_face pubic_hair seymour_skinner sitting_on_head sitting_on_person submission submissive submissive_male superintendent_chalmers the_simpsons thick_penis uncircumcised uncut unprofessional_behavior unzipped unzipped_pants white_hair yellow_body yellow_skin
20th_century_fox 20th_century_studios 2boys balls balls_on_face bara big_balls big_penis blue_pants blush blushing chuchugelee close-up clothed clothing dilf face_closeup flaccid flaccid_penis foreskin formal_clothing formal_wear gay huge_balls human human_only male male/male male_only mature mature_male older_male penis penis_close-up penis_on_face penis_out penis_out_of_pants precum precum_drip precum_dripping precum_on_face pubic_hair seymour_skinner sitting_on_head sitting_on_person submission submissive submissive_male superintendent_chalmers the_simpsons thick_penis uncircumcised uncut unprofessional_behavior unzipped unzipped_pants white_hair yellow_body yellow_skin
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20th_century_fox 20th_century_studios balls blowjob chuchugelee clothing gay male male_only oral penis penis_out seymour_skinner superintendent_chalmers the_simpsons
anal anal_sex balls beard blowjob chuchugelee comic cum cum_in_ass cum_inside facial_hair gay groundskeeper_willie male male_only mature_male mature_male_penetrated monochrome muscular_male nude orgasm penis sex seymour_skinner superintendent_chalmers the_simpsons
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2girls aged_up bart_simpson big_breasts big_penis blue_hair breasts brompolos cheating_wife cletus_spuckler clothing comic_page english_text erection female green_dress huge_breasts hugo_simpson human large_breasts lisa_simpson looking_at_another male marge_simpson mayor_quimby moe_szyslak multiple_boys nipples nude_female nude_male page_36 page_number penis professor_frink riukykappa seymour_skinner smile straight the_simpsons veiny_penis ventzcomics ventzx yellow_body yellow_skin
2girls aged_up bart_simpson big_breasts big_penis blue_hair breasts brompolos cheating_wife cletus_spuckler clothing comic_page english_text erection female green_dress huge_breasts hugo_simpson human large_breasts lisa_simpson looking_at_another male marge_simpson mayor_quimby moe_szyslak multiple_boys nipples nude_female nude_male page_36 page_number penis professor_frink riukykappa seymour_skinner smile straight the_simpsons veiny_penis ventzcomics ventzx yellow_body yellow_skin
1boy 1girls 20th_century_fox 20th_century_studios accurate_art_style breasts brown_hair costume duo edna_krabappel female fish gp375 gray_hair hat human looking_at_butt male mermaid_costume mermaid_tail nipples nude_female open_mouth pussy seymour_skinner starfish the_simpsons treasure_chest yellow_skin
1boy 1girls 20th_century_fox 20th_century_studios accurate_art_style breasts brown_hair costume duo edna_krabappel female fish gp375 gray_hair hat human looking_at_butt male mermaid_costume mermaid_tail nipples nude_female open_mouth pussy seymour_skinner starfish the_simpsons treasure_chest yellow_skin
balding beard boner bulge erection grin groundskeeper_willie human male male/male male_only mature_male penis red_hair seymour_skinner the_simpsons topless unprofessional_behavior yellow_body zahsosig
balding beard boner bulge erection grin groundskeeper_willie human male male/male male_only mature_male penis red_hair seymour_skinner the_simpsons topless unprofessional_behavior yellow_body zahsosig
anal anal_sex balding beard bondage boner erection groundskeeper_willie human male male/male male_only mature_male nude penetration penis red_hair rope_bondage sex seymour_skinner spank_marks the_simpsons unprofessional_behavior yellow_body zahsosig
anal anal_sex balding beard bondage boner erection groundskeeper_willie human male male/male male_only mature_male nude penetration penis red_hair rope_bondage sex seymour_skinner spank_marks the_simpsons unprofessional_behavior yellow_body zahsosig
anal_masturbation balding beard boner dildo erection groundskeeper_willie human male male/male male_only mature_male nude penis red_hair seymour_skinner the_simpsons unprofessional_behavior yellow_body zahsosig
anal_masturbation balding beard boner dildo erection groundskeeper_willie human male male/male male_only mature_male nude penis red_hair seymour_skinner the_simpsons unprofessional_behavior yellow_body zahsosig
1boy 1girls big_breasts blue_hair boner breasts cleavage dress ear_piercing erection female gray_hair green_dress high_heels huge_breasts human large_breasts male marge_simpson maxtlat necklace nipples penis pussy seymour_skinner smile text text_bubble the_simpsons thick_thighs white_background wide_hips yellow_body yellow_skin
1boy 1girls big_breasts blue_hair boner breasts cleavage dress ear_piercing erection female gray_hair green_dress high_heels huge_breasts human large_breasts male marge_simpson maxtlat necklace nipples penis pussy seymour_skinner smile text text_bubble the_simpsons thick_thighs white_background wide_hips yellow_body yellow_skin
1boy 1girls breasts breasts_out brown_hair chair clothing duo elizabeth_hoover female fingering glasses gray_hair hourglass_figure human lust male male/female maxtlat nipples no_pants open_mouth pussy pussy_juice seymour_skinner shirt the_simpsons wet_pussy white_background yellow_skin
1boy 1girls breasts breasts_out brown_hair chair clothing duo elizabeth_hoover female fingering glasses gray_hair hourglass_figure human lust male male/female maxtlat nipples no_pants open_mouth pussy pussy_juice seymour_skinner shirt the_simpsons wet_pussy white_background yellow_skin
1boy 1girls ass breasts brown_hair clothing desk doggy_style duo elizabeth_hoover female glasses gray_hair hand_on_ass human male male/female maxtlat no_pants sex seymour_skinner smiling straight straight_sex table the_simpsons white_background yellow_skin
1boy 1girls ass breasts brown_hair clothing desk doggy_style duo elizabeth_hoover female glasses gray_hair hand_on_ass human male male/female maxtlat no_pants sex seymour_skinner smiling straight straight_sex table the_simpsons white_background yellow_skin
1boy 1girls 20th_century_fox belt belt_around_neck breasts breasts_out brown_hair chair clothing dialogue dress duo ear_piercing edna_krabappel female gray_hair hat human lockandlewd looking_at_another male male/female necklace nipples nude nude_male seductive seductive_look seductive_smile seymour_skinner table text text_bubble the_simpsons yellow_skin
1boy 1girls 20th_century_fox belt belt_around_neck breasts breasts_out brown_hair chair clothing dialogue dress duo ear_piercing edna_krabappel female gray_hair hat human lockandlewd looking_at_another male male/female necklace nipples nude nude_male seductive seductive_look seductive_smile seymour_skinner table text text_bubble the_simpsons yellow_skin
20th_century_fox 20th_century_studios large_breasts lisa_simpson sbb seymour_skinner shortstack student the_simpsons yellow_body
20th_century_fox 20th_century_studios large_breasts lisa_simpson sbb seymour_skinner shortstack student the_simpsons yellow_body
1boy 2023 artist_logo artist_name avocado_(sushi_kinky) commission cum digital_media_(artwork) dildo fleshlight grey_hair loose_clothes lube lube_bottle male_only masturbation multiple_orgasms office office_chair seymour_skinner solo solo_male the_simpsons uncensored yellow_skin
1boy 2023 artist_logo artist_name avocado_(sushi_kinky) commission cum digital_media_(artwork) dildo fleshlight grey_hair loose_clothes lube lube_bottle male_only masturbation multiple_orgasms office office_chair seymour_skinner solo solo_male the_simpsons uncensored yellow_skin
1boy 1girls animated animated_gif bra breasts_out clothed elizabeth_hoover gif glasses seymour_skinner short_hair tagme teacher terry_lobo the_simpsons
1boy 1girls animated animated_gif bra breasts_out clothed elizabeth_hoover gif glasses seymour_skinner short_hair tagme teacher terry_lobo the_simpsons
20th_century_fox anal anal_sex bara bart_simpson big_ass big_balls big_butt big_penis cowboy_position crazy cum cum_string curved_penis daring dilf erection father gay gay_anal gay_domination gay_gangbang gay_oral gay_orgy gay_sex glasses_askew gloves half-closed_eyes holding_penis large_ass large_penis looking_back male male/male male_only meeting muscles muscular muscular_male nymphomania open_mouth pedoroo penis_size_difference platinum_blonde_hair pool poolside precum_bubble principal principal_and_student pubic_hair punishment semen sex seymour_skinner student table table_sex the_simpsons yaoi yellow_skin
20th_century_fox anal anal_sex bara bart_simpson big_ass big_balls big_butt big_penis cowboy_position crazy cum cum_string curved_penis daring dilf erection father gay gay_anal gay_domination gay_gangbang gay_oral gay_orgy gay_sex glasses_askew gloves half-closed_eyes holding_penis large_ass large_penis looking_back male male/male male_only meeting muscles muscular muscular_male nymphomania open_mouth pedoroo penis_size_difference platinum_blonde_hair pool poolside precum_bubble principal principal_and_student pubic_hair punishment semen sex seymour_skinner student table table_sex the_simpsons yaoi yellow_skin
20th_century_fox anal anal_sex bara bart_simpson big_ass big_balls big_butt big_penis cowboy_position crazy cum cum_string curved_penis daring dilf erection father gay gay_anal gay_domination gay_gangbang gay_oral gay_orgy gay_sex glasses_askew gloves half-closed_eyes holding_penis large_ass large_penis looking_back male male/male male_only meeting muscles muscular muscular_male nymphomania open_mouth pedoroo penis_size_difference platinum_blonde_hair pool poolside precum_bubble principal principal_and_student pubic_hair semen sex seymour_skinner student table table_sex the_simpsons yaoi yellow_skin
20th_century_fox anal anal_sex bara bart_simpson big_ass big_balls big_butt big_penis cowboy_position crazy cum cum_string curved_penis daring dilf erection father gay gay_anal gay_domination gay_gangbang gay_oral gay_orgy gay_sex glasses_askew gloves half-closed_eyes holding_penis large_ass large_penis looking_back male male/male male_only meeting muscles muscular muscular_male nymphomania open_mouth pedoroo penis_size_difference platinum_blonde_hair pool poolside precum_bubble principal principal_and_student pubic_hair semen sex seymour_skinner student table table_sex the_simpsons yaoi yellow_skin
anthro brown_body brown_skin camera caught clothing clothing_aside crossover domestic_cat door doorway felid feline felis female fur gary_chalmers genitals graffiti group hair hair_over_eye hi_res human human_on_anthro humor inside interspecies larger_female looking_at_another male male/female mammal muscular muscular_human muscular_male netflix one_eye_obstructed panties panties_aside pink_body pink_fur pink_hair pussy seymour_skinner shes sitting size_difference steamed_hams superintendent_chalmers the_simpsons underwear underwear_aside unknown_artist weirdcat_(character) weirdcathq what yellow_body yellow_skin
anthro brown_body brown_skin camera caught clothing clothing_aside crossover domestic_cat door doorway felid feline felis female fur gary_chalmers genitals graffiti group hair hair_over_eye hi_res human human_on_anthro humor inside interspecies larger_female looking_at_another male male/female mammal muscular muscular_human muscular_male netflix one_eye_obstructed panties panties_aside pink_body pink_fur pink_hair pussy seymour_skinner shes sitting size_difference steamed_hams superintendent_chalmers the_simpsons underwear underwear_aside unknown_artist weirdcat_(character) weirdcathq what yellow_body yellow_skin
condom condom_filling cuck cuckold emogangbangz homer_simpson marge_simpson milf mother netorare ntr seymour_skinner snake_jailbird the_simpsons
condom condom_filling cuck cuckold emogangbangz homer_simpson marge_simpson milf mother netorare ntr seymour_skinner snake_jailbird the_simpsons
1boy 1girls 2019 breasts brown_hair cartoon color digital_media_(artwork) edna_krabappel evilweazel female grey_hair hi_res leg_up looking_at_another looking_pleasured lying male mature nipples nude nude_female on_back open_mouth principal principal_and_teacher sex seymour_skinner short_hair sideways_standing_congress straight teacher the_simpsons vaginal_penetration yellow_skin
1boy 1girls 2019 breasts brown_hair cartoon color digital_media_(artwork) edna_krabappel evilweazel female grey_hair hi_res leg_up looking_at_another looking_pleasured lying male mature nipples nude nude_female on_back open_mouth principal principal_and_teacher sex seymour_skinner short_hair sideways_standing_congress straight teacher the_simpsons vaginal_penetration yellow_skin
4boys balls big_ass brock_samson collaboration crossover french_kiss gay hairy hairy_ass huge_ass kissing male male_only muscle muscular muscular_male old_man older_male oysterman95 ozy_(artist) randy_marsh seymour_skinner soldier soldier_(team_fortress_2) south_park tanline team_fortress_2 the_simpsons unrealreality venture_brothers weird_crossover
4boys balls big_ass brock_samson collaboration crossover french_kiss gay hairy hairy_ass huge_ass kissing male male_only muscle muscular muscular_male old_man older_male oysterman95 ozy_(artist) randy_marsh seymour_skinner soldier soldier_(team_fortress_2) south_park tanline team_fortress_2 the_simpsons unrealreality venture_brothers weird_crossover
2boys balls bara blush blushing_at_viewer clothed embarrassed erection fat_cock foreskin gay glans hand_on_head k_jukesnsfw kidde_jukes male/male male_only multiple_males multiple_penises musclegut muscles muscular_male necktie necktie_loosened older_male penis_out penis_size_difference retracted_foreskin seymour_skinner suit superintendent_chalmers the_simpsons thick_penis uncut unprofessional_behavior veiny_penis
2boys balls bara blush blushing_at_viewer clothed embarrassed erection fat_cock foreskin gay glans hand_on_head k_jukesnsfw kidde_jukes male/male male_only multiple_males multiple_penises musclegut muscles muscular_male necktie necktie_loosened older_male penis_out penis_size_difference retracted_foreskin seymour_skinner suit superintendent_chalmers the_simpsons thick_penis uncut unprofessional_behavior veiny_penis
edna_krabappel seymour_skinner tagme the_simpsons
edna_krabappel seymour_skinner tagme the_simpsons
1boy 2girls areolae big_smile edna_krabappel exibitionism eyelashes female female_focus flashing flashing_breasts grey_hair hetero huge_breasts male mature_female mature_woman medium_hair multiple_boys multiple_girls nipples on_shoulders open_clothes open_jacket rocner screenshot_edit seymour_skinner smile stepmother the_simpsons thick_thighs yellow_body yellow_nipples yellow_skin
1boy 2girls areolae big_smile edna_krabappel exibitionism eyelashes female female_focus flashing flashing_breasts grey_hair hetero huge_breasts male mature_female mature_woman medium_hair multiple_boys multiple_girls nipples on_shoulders open_clothes open_jacket rocner screenshot_edit seymour_skinner smile stepmother the_simpsons thick_thighs yellow_body yellow_nipples yellow_skin