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3boys amazou black_hair blonde_hair blue_sailor_collar blush blush_stickers bob_cut bow braid braided_ponytail buck_teeth chibita comic crossdressing dayoon facial_hair facial_mark hair_bow holding holding_unworn_clothes iyami long_hair male_focus multiple_boys mustache off_shoulder one_eye_closed osomatsu-san osomatsu_(series) sailor_collar school_uniform serafuku short_ponytail teeth trap whisker_markings wig
3boys amazou black_hair blonde_hair blue_sailor_collar blush blush_stickers bob_cut bow braid braided_ponytail buck_teeth chibita comic crossdressing dayoon facial_hair facial_mark hair_bow holding holding_unworn_clothes iyami long_hair male_focus multiple_boys mustache off_shoulder one_eye_closed osomatsu-san osomatsu_(series) sailor_collar school_uniform serafuku short_ponytail teeth trap whisker_markings wig
6+boys black_hair blue_background brothers brown_hair buck_teeth cane grin hand_on_own_hip hat hat_tip highres holding holding_cane iyami kabu_(bekka) male_focus matching_outfits matsuno_choromatsu matsuno_ichimatsu matsuno_jyushimatsu matsuno_karamatsu matsuno_osomatsu matsuno_todomatsu multiple_boys one_eye_closed osomatsu-kun osomatsu-san osomatsu_(series) popped_collar sextuplets siblings smile teeth top_hat
6+boys black_hair blue_background brothers brown_hair buck_teeth cane grin hand_on_own_hip hat hat_tip highres holding holding_cane iyami kabu_(bekka) male_focus matching_outfits matsuno_choromatsu matsuno_ichimatsu matsuno_jyushimatsu matsuno_karamatsu matsuno_osomatsu matsuno_todomatsu multiple_boys one_eye_closed osomatsu-kun osomatsu-san osomatsu_(series) popped_collar sextuplets siblings smile teeth top_hat
anal bandaid_on_ass gay iyami osomatsu-kun osomatsu-san
anal bandaid_on_ass gay iyami osomatsu-kun osomatsu-san
1girl 6+boys bald bandaged_wings bird black_hair brothers buck_teeth chibita chick chromatic_aberration cityscape dayoon dekapan dress episode_title facial_hair fake_facial_hair fake_mustache flying gloves hairband hatabou highres instrument iyami matsuno_choromatsu matsuno_ichimatsu matsuno_jyushimatsu matsuno_karamatsu matsuno_osomatsu matsuno_todomatsu microphone multiple_boys multiple_views mustache open_mouth osomatsu-kun osomatsu_(series) red_dress red_gloves santa_costume saxophone sextuplets short_twintails siblings sleeveless sleeveless_dress smile softowel split_screen spotlight teeth twintails yowai_totoko
1girl 6+boys bald bandaged_wings bird black_hair brothers buck_teeth chibita chick chromatic_aberration cityscape dayoon dekapan dress episode_title facial_hair fake_facial_hair fake_mustache flying gloves hairband hatabou highres instrument iyami matsuno_choromatsu matsuno_ichimatsu matsuno_jyushimatsu matsuno_karamatsu matsuno_osomatsu matsuno_todomatsu microphone multiple_boys multiple_views mustache open_mouth osomatsu-kun osomatsu_(series) red_dress red_gloves santa_costume saxophone sextuplets short_twintails siblings sleeveless sleeveless_dress smile softowel split_screen spotlight teeth twintails yowai_totoko
1boy anal_hair anus bangs blonde_hair blunt_bangs blush bottomless bowl_cut bra breastless_bra breastless_clothes breasts brown_hair censored cum cum_on_lower_body cupless_bra cushion dildo drooling female femdom hoodie inochi_wazuka iyami iyayo kneeling leg_hair long_hair lying male matsuno_osomatsu money mosaic_censoring nipples on_back osomatsu-kun osomatsu-san rule_63 simple_background spread_legs strap-on text translation_request trembling white_background zabuton
1boy anal_hair anus bangs blonde_hair blunt_bangs blush bottomless bowl_cut bra breastless_bra breastless_clothes breasts brown_hair censored cum cum_on_lower_body cupless_bra cushion dildo drooling female femdom hoodie inochi_wazuka iyami iyayo kneeling leg_hair long_hair lying male matsuno_osomatsu money mosaic_censoring nipples on_back osomatsu-kun osomatsu-san rule_63 simple_background spread_legs strap-on text translation_request trembling white_background zabuton
1boy 1girl belt blunt_bangs bob_cut buck_teeth child closed_eyes flip-flops flower heart heart_in_mouth highres iyami monochrome okiku_(osomatsu-kun) osomatsu-san osomatsu_(series) ouka_(stan) patchwork_clothes pink_flower puddle sandals skinny smile spot_color teeth walking
1boy 1girl belt blunt_bangs bob_cut buck_teeth child closed_eyes flip-flops flower heart heart_in_mouth highres iyami monochrome okiku_(osomatsu-kun) osomatsu-san osomatsu_(series) ouka_(stan) patchwork_clothes pink_flower puddle sandals skinny smile spot_color teeth walking
1futa anus areola ass backsack balls bar_censor blunt_bangs breasts breath brown_eyes censored cock-tail curvy erect_nipples erection futa_only futanari gaping heart-shaped_pupils huge_breasts intersex iyami iyayo large_balls mogiki_hayami nipples no_bra no_panties open_clothes open_shirt osomatsu-san penis precum precum_drip shiny_skin shirt simple_background solo spread_anus symbol-shaped_pupils taint
1futa anus areola ass backsack balls bar_censor blunt_bangs breasts breath brown_eyes censored cock-tail curvy erect_nipples erection futa_only futanari gaping heart-shaped_pupils huge_breasts intersex iyami iyayo large_balls mogiki_hayami nipples no_bra no_panties open_clothes open_shirt osomatsu-san penis precum precum_drip shiny_skin shirt simple_background solo spread_anus symbol-shaped_pupils taint
! 6+boys blanket brothers chibita cosplay death_(entity) food_stand grim_reaper grim_reaper_(cosplay) halloween_costume happy_halloween iyami kuri_(shibimame) male_focus male_underwear matsuno_choromatsu matsuno_ichimatsu matsuno_jyushimatsu matsuno_karamatsu matsuno_osomatsu matsuno_todomatsu multiple_boys osomatsu-san osomatsu_(series) pirate_costume scythe sextuplets siblings underwear zipper zombie_costume
! 6+boys blanket brothers chibita cosplay death_(entity) food_stand grim_reaper grim_reaper_(cosplay) halloween_costume happy_halloween iyami kuri_(shibimame) male_focus male_underwear matsuno_choromatsu matsuno_ichimatsu matsuno_jyushimatsu matsuno_karamatsu matsuno_osomatsu matsuno_todomatsu multiple_boys osomatsu-san osomatsu_(series) pirate_costume scythe sextuplets siblings underwear zipper zombie_costume
2boys animal_costume bald bow bowtie buck_teeth chibi chibita cosplay esper_nyanko esper_nyanko_(cosplay) facial_hair facial_mark heart heart_in_mouth iyami looking_at_another male_focus multiple_boys mustache osomatsu-san osomatsu_(series) rubbing_eyes sleepy squeans teeth tsubuta_hiro whisker_markings
2boys animal_costume bald bow bowtie buck_teeth chibi chibita cosplay esper_nyanko esper_nyanko_(cosplay) facial_hair facial_mark heart heart_in_mouth iyami looking_at_another male_focus multiple_boys mustache osomatsu-san osomatsu_(series) rubbing_eyes sleepy squeans teeth tsubuta_hiro whisker_markings
14 2016 animal_print animalization dated english_text explosive garara382 giraffe giraffe_hood giraffe_print grenade iyami lightning long_sleeves matsuno_choromatsu matsuno_ichimatsu matsuno_jyushimatsu matsuno_karamatsu matsuno_osomatsu matsuno_todomatsu military_vehicle motor_vehicle osomatsu-kun osomatsu_(series) sleeves_past_fingers sleeves_past_wrists smile tank white_background
14 2016 animal_print animalization dated english_text explosive garara382 giraffe giraffe_hood giraffe_print grenade iyami lightning long_sleeves matsuno_choromatsu matsuno_ichimatsu matsuno_jyushimatsu matsuno_karamatsu matsuno_osomatsu matsuno_todomatsu military_vehicle motor_vehicle osomatsu-kun osomatsu_(series) sleeves_past_fingers sleeves_past_wrists smile tank white_background
4girls 6+boys akatsuka_fujio akatsuka_fujio_(style) arm_up arms_up atarou_(mouretsu_atarou) backwards_hat bakabon bakabon's_father beshi_(mouretsu_atarou) boss_kokoro bowing cat chibita clapping creator_connection dekoppachi gon's_father_(lets_la_gon) gon_(lets_la_gon) hand_on_own_chin hands_on_own_cheeks hands_on_own_face hat hennako-chan himitsu_no_akko-chan hosokawa_hennako_(1960) hosokawa_hennako_(1990) iyami kagami_atsuko kemunpasu kimicom lets_la_gon matsuno_choromatsu matsuno_ichimatsu matsuno_jyushimatsu matsuno_karamatsu matsuno_osomatsu mother_and_son mouretsu_atarou multiple_boys multiple_girls nama-chan noragaki noragaki's_mother noragaki_(character) nyarome omawarisan_(tensai_bakabon) onion osomatsu-kun osomatsu-san osomatsu_(series) realistic rerere_no_ojisan salute sextuplets stage tama-chan_(tama-chan) tama_(tamanegi_tama-chan) tamanegi_tama-chan tearing_up tears tensai_bakabon tissue top_hat unagi_inu wiping_tears
4girls 6+boys akatsuka_fujio akatsuka_fujio_(style) arm_up arms_up atarou_(mouretsu_atarou) backwards_hat bakabon bakabon's_father beshi_(mouretsu_atarou) boss_kokoro bowing cat chibita clapping creator_connection dekoppachi gon's_father_(lets_la_gon) gon_(lets_la_gon) hand_on_own_chin hands_on_own_cheeks hands_on_own_face hat hennako-chan himitsu_no_akko-chan hosokawa_hennako_(1960) hosokawa_hennako_(1990) iyami kagami_atsuko kemunpasu kimicom lets_la_gon matsuno_choromatsu matsuno_ichimatsu matsuno_jyushimatsu matsuno_karamatsu matsuno_osomatsu mother_and_son mouretsu_atarou multiple_boys multiple_girls nama-chan noragaki noragaki's_mother noragaki_(character) nyarome omawarisan_(tensai_bakabon) onion osomatsu-kun osomatsu-san osomatsu_(series) realistic rerere_no_ojisan salute sextuplets stage tama-chan_(tama-chan) tama_(tamanegi_tama-chan) tamanegi_tama-chan tearing_up tears tensai_bakabon tissue top_hat unagi_inu wiping_tears
3boys bald bow bowtie chibita clenched_hands formal highres holding holding_rope hood hoodie imminent_suicide iyami long_sleeves male_focus matsuno_osomatsu multiple_boys noose osomatsu-san osomatsu_(series) ouka_(stan) purple_suit red_bow red_bowtie red_footwear red_hoodie rope rope_around_neck shorts suit tearing_up v-shaped_eyebrows worried
3boys bald bow bowtie chibita clenched_hands formal highres holding holding_rope hood hoodie imminent_suicide iyami long_sleeves male_focus matsuno_osomatsu multiple_boys noose osomatsu-san osomatsu_(series) ouka_(stan) purple_suit red_bow red_bowtie red_footwear red_hoodie rope rope_around_neck shorts suit tearing_up v-shaped_eyebrows worried
akatsuka_fujio alley anniversary atsushi_(osomatsu-san) bean_matsu beer_can blue_skin can cat chest_of_drawers chibita classroom colored_skin copyright_name cup dayoon deerstalker dekapan dobusu_(osomatsu-san) drink_can drinking_glass elderly_servant_(osomatsu-san) esper_nyanko everyone f6_(osomatsu-san) fishing fishing_rod food_stand gate glowstick grin hands_on_own_cheeks hands_on_own_face hashimoto_nyaa hat hatabou hijirisawa_shonosuke holding holding_fishing_rod idol iyami knife_in_back lab_coat matsuno_ichimatsu matsuno_jyushimatsu matsuno_karamatsu matsuno_matsuyo matsuno_matsuzou matsuno_osomatsu matsuno_todomatsu mirror newspaper office official_alternate_costume official_alternate_hair_color official_alternate_hairstyle on_bed one_eye_closed open_mouth osomatsu-san osomatsu_(series) restaurant robe sachiko_(osomatsu-san) sanematsu_(osomatsu-san) sheeeh! sitting smile takahashi_nozomi totty_face tricycle white_robe wine_glass yowai_totoko
akatsuka_fujio alley anniversary atsushi_(osomatsu-san) bean_matsu beer_can blue_skin can cat chest_of_drawers chibita classroom colored_skin copyright_name cup dayoon deerstalker dekapan dobusu_(osomatsu-san) drink_can drinking_glass elderly_servant_(osomatsu-san) esper_nyanko everyone f6_(osomatsu-san) fishing fishing_rod food_stand gate glowstick grin hands_on_own_cheeks hands_on_own_face hashimoto_nyaa hat hatabou hijirisawa_shonosuke holding holding_fishing_rod idol iyami knife_in_back lab_coat matsuno_ichimatsu matsuno_jyushimatsu matsuno_karamatsu matsuno_matsuyo matsuno_matsuzou matsuno_osomatsu matsuno_todomatsu mirror newspaper office official_alternate_costume official_alternate_hair_color official_alternate_hairstyle on_bed one_eye_closed open_mouth osomatsu-san osomatsu_(series) restaurant robe sachiko_(osomatsu-san) sanematsu_(osomatsu-san) sheeeh! sitting smile takahashi_nozomi totty_face tricycle white_robe wine_glass yowai_totoko
1boy breast_pocket brown_hair buck_teeth buttons clenched_hands closed_eyes fake_facial_hair fake_mustache flying_teardrops formal girly_running heart heart_in_mouth iyami male_focus nanatatami open_mouth osomatsu-san osomatsu_(series) pocket popped_collar purple_suit shiny_clothes sparkle suit teeth twitter_username
1boy breast_pocket brown_hair buck_teeth buttons clenched_hands closed_eyes fake_facial_hair fake_mustache flying_teardrops formal girly_running heart heart_in_mouth iyami male_focus nanatatami open_mouth osomatsu-san osomatsu_(series) pocket popped_collar purple_suit shiny_clothes sparkle suit teeth twitter_username
1boy 2girls 6+boys amazou bald black_hair blonde_hair blunt_bangs blush bow bowtie breasts brown_eyes brown_hair buck_teeth center_frills chibimi chibita cleavage clenched_hand clenched_teeth drawing_straws dress dual_persona facial_mark frills genderswap genderswap_(mtf) hair_bow hairband heart iyami iyayo long_hair matsuno_choromatsu matsuno_ichimatsu matsuno_jyushimatsu matsuno_karamatsu matsuno_osomatsu matsuno_todomatsu medium_breasts multiple_boys multiple_girls one_eye_closed osomatsu-san osomatsu_(series) red_bow red_bowtie sextuplets smile tearing_up teeth thighhighs twintails whisker_markings
1boy 2girls 6+boys amazou bald black_hair blonde_hair blunt_bangs blush bow bowtie breasts brown_eyes brown_hair buck_teeth center_frills chibimi chibita cleavage clenched_hand clenched_teeth drawing_straws dress dual_persona facial_mark frills genderswap genderswap_(mtf) hair_bow hairband heart iyami iyayo long_hair matsuno_choromatsu matsuno_ichimatsu matsuno_jyushimatsu matsuno_karamatsu matsuno_osomatsu matsuno_todomatsu medium_breasts multiple_boys multiple_girls one_eye_closed osomatsu-san osomatsu_(series) red_bow red_bowtie sextuplets smile tearing_up teeth thighhighs twintails whisker_markings
1futa anal_lips anus areola ass bangs blush breasts brown_eyes brown_hair censored cock-tail color cum cum_trail erect_nipples flaccid futa_only futanari hair heart-shaped_pupils heavy_blush highres intersex iyami iyayo large_breasts long_hair looking_at_viewer looking_back mogiki_hayami nipples no_ass on_side open_clothes open_mouth open_shirt osomatsu-san penis perky_breasts puffy_areola shirt small_nipples smile solo spread_anus spread_ass spreading steam symbol-shaped_pupils taint testicles text translation_request trembling
1futa anal_lips anus areola ass bangs blush breasts brown_eyes brown_hair censored cock-tail color cum cum_trail erect_nipples flaccid futa_only futanari hair heart-shaped_pupils heavy_blush highres intersex iyami iyayo large_breasts long_hair looking_at_viewer looking_back mogiki_hayami nipples no_ass on_side open_clothes open_mouth open_shirt osomatsu-san penis perky_breasts puffy_areola shirt small_nipples smile solo spread_anus spread_ass spreading steam symbol-shaped_pupils taint testicles text translation_request trembling
2boys arm_up bad_id bad_twitter_id black_hair bob_cut bow bowtie buck_teeth buttons character_name dated facial_hair highres iyami male_focus matsuno_osomatsu multiple_boys mustache open_mouth osomatsu-kun osomatsu_(series) short_sleeves shorts smile softowel teeth
2boys arm_up bad_id bad_twitter_id black_hair bob_cut bow bowtie buck_teeth buttons character_name dated facial_hair highres iyami male_focus matsuno_osomatsu multiple_boys mustache open_mouth osomatsu-kun osomatsu_(series) short_sleeves shorts smile softowel teeth
anal_sex gay iyami male_only osomatsu-san
anal_sex gay iyami male_only osomatsu-san
! >_< 3girls 6+boys anniversary arms_behind_back bound bound_torso cherry chibita cityscape copyright_name dayoon dekapan disco_ball esper_nyanko everyone falling father_and_son fish food fruit funuyu galaxy grin hashimoto_nyaa hatabou highres hijirisawa_shonosuke holding_hands hood hoodie husband_and_wife iyami jacket jumpsuit matsu_symbol matsuno_choromatsu matsuno_ichimatsu matsuno_jyushimatsu matsuno_karamatsu matsuno_matsuyo matsuno_matsuzou matsuno_osomatsu matsuno_todomatsu mother_and_son multiple_boys multiple_girls multiple_persona osomatsu-san osomatsu_(series) parachute raglan_sleeves rainbow_order rocket_boots rope selfie sheeeh! shibari shibari_over_clothes smile space star_(sky) sweatdrop track_jacket triangle_mouth v yowai_totoko
! >_< 3girls 6+boys anniversary arms_behind_back bound bound_torso cherry chibita cityscape copyright_name dayoon dekapan disco_ball esper_nyanko everyone falling father_and_son fish food fruit funuyu galaxy grin hashimoto_nyaa hatabou highres hijirisawa_shonosuke holding_hands hood hoodie husband_and_wife iyami jacket jumpsuit matsu_symbol matsuno_choromatsu matsuno_ichimatsu matsuno_jyushimatsu matsuno_karamatsu matsuno_matsuyo matsuno_matsuzou matsuno_osomatsu matsuno_todomatsu mother_and_son multiple_boys multiple_girls multiple_persona osomatsu-san osomatsu_(series) parachute raglan_sleeves rainbow_order rocket_boots rope selfie sheeeh! shibari shibari_over_clothes smile space star_(sky) sweatdrop track_jacket triangle_mouth v yowai_totoko
2boys bob_cut closed_eyes facial_hair formal frown hand_on_another's_shoulder heart iyami looking_at_another male_focus matsuno_osomatsu multiple_boys mustache ojima_(ojimadou) osomatsu-san osomatsu_(series) popped_collar purple_suit smile suit sweat sweatdrop swept_bangs yaoi
2boys bob_cut closed_eyes facial_hair formal frown hand_on_another's_shoulder heart iyami looking_at_another male_focus matsuno_osomatsu multiple_boys mustache ojima_(ojimadou) osomatsu-san osomatsu_(series) popped_collar purple_suit smile suit sweat sweatdrop swept_bangs yaoi
1boy 1girl brown_hair buck_teeth child closed_eyes facial_hair flower flower_basket hair_flower hair_ornament iyami keroko_(frolicfrogs) mustache okiku_(osomatsu-kun) open_mouth orange_skirt osomatsu-san osomatsu_(series) overall_skirt pants pink_flower purple_pants skirt smile teeth window
1boy 1girl brown_hair buck_teeth child closed_eyes facial_hair flower flower_basket hair_flower hair_ornament iyami keroko_(frolicfrogs) mustache okiku_(osomatsu-kun) open_mouth orange_skirt osomatsu-san osomatsu_(series) overall_skirt pants pink_flower purple_pants skirt smile teeth window
1girl 6+boys absurdres bald black_hair brothers brown_hair buck_teeth chibita cup dayoon dekapan double_v facial_hair hatabou head_flag high_five highres holding_hands hood hoodie iyami kabu_(bekka) matsuno_choromatsu matsuno_ichimatsu matsuno_jyushimatsu matsuno_karamatsu matsuno_osomatsu matsuno_todomatsu motion_blur multiple_boys mustache osomatsu-san osomatsu_(series) selfie sextuplets siblings smile sunglasses teeth thumbs_up twintails v yowai_totoko yunomi
1girl 6+boys absurdres bald black_hair brothers brown_hair buck_teeth chibita cup dayoon dekapan double_v facial_hair hatabou head_flag high_five highres holding_hands hood hoodie iyami kabu_(bekka) matsuno_choromatsu matsuno_ichimatsu matsuno_jyushimatsu matsuno_karamatsu matsuno_osomatsu matsuno_todomatsu motion_blur multiple_boys mustache osomatsu-san osomatsu_(series) selfie sextuplets siblings smile sunglasses teeth thumbs_up twintails v yowai_totoko yunomi
3boys black_hair breast_pocket brown_hair buttons chibita clenched_hands crossed_arms facial_hair formal hands_in_pockets head_tilt heart heart_in_mouth iyami lightning_glare long_sleeves male_focus matsuno_osomatsu multiple_boys mustache nanatatami open_mouth osomatsu-san osomatsu_(series) pocket purple_suit shirt shorts smug staring suit yellow_shirt
3boys black_hair breast_pocket brown_hair buttons chibita clenched_hands crossed_arms facial_hair formal hands_in_pockets head_tilt heart heart_in_mouth iyami lightning_glare long_sleeves male_focus matsuno_osomatsu multiple_boys mustache nanatatami open_mouth osomatsu-san osomatsu_(series) pocket purple_suit shirt shorts smug staring suit yellow_shirt