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osomatsu san

1girl ^_^ arm_behind_back black_background blunt_bangs blush braid breasts brown_hair closed_eyes commentary_request cropped_legs facing_viewer flower green_ribbon hair_behind_ear hand_on_own_chin hand_up heart heart_in_mouth high-waist_skirt highres jyushimatsu's_girlfriend large_breasts long_hair long_sleeves neck_ribbon open_mouth osomatsu-san osomatsu_(series) puffy_long_sleeves puffy_sleeves red_skirt ribbon shirt shirt_tucked_in simple_background skirt solo sparkle teeth upper_teeth_only usa37107692 very_long_hair white_shirt
1girl ^_^ arm_behind_back black_background blunt_bangs blush braid breasts brown_hair closed_eyes commentary_request cropped_legs facing_viewer flower green_ribbon hair_behind_ear hand_on_own_chin hand_up heart heart_in_mouth high-waist_skirt highres jyushimatsu's_girlfriend large_breasts long_hair long_sleeves neck_ribbon open_mouth osomatsu-san osomatsu_(series) puffy_long_sleeves puffy_sleeves red_skirt ribbon shirt shirt_tucked_in simple_background skirt solo sparkle teeth upper_teeth_only usa37107692 very_long_hair white_shirt
balls breasts chubby matsuno_todomatsu nude osomatsu-san panties penis sinnamom tagme todoko_(osomatsu-san)
balls breasts chubby matsuno_todomatsu nude osomatsu-san panties penis sinnamom tagme todoko_(osomatsu-san)
1boy alternate_costume back_bow bare_shoulders black_hair blunt_bangs boots bow bowtie brooch buttons cloud collared_shirt collared_vest crossdressing determined drop_shadow earrings elbow_gloves foot_out_of_frame frilled_gloves frilled_shirt frilled_skirt frills frown gloves green_bow green_bowtie green_eyes green_hat green_ribbon green_skirt green_theme green_vest hairband hanada_hyou hat hat_bow hat_ornament hat_ribbon high_collar high_heel_boots high_heels holding holding_wand jewelry lapels leg_up looking_at_viewer magical_girl male_focus matsuno_choromatsu mini_hat mini_witch_hat miniskirt notched_lapels open_mouth osomatsu-san osomatsu_(series) petticoat pleated_skirt purple_hairband red_background ribbon shirt short_hair skirt sleeveless sleeveless_shirt solo sparkle v-shaped_eyebrows vest wand white_footwear white_gloves white_shirt witch_hat wrist_bow
1boy alternate_costume back_bow bare_shoulders black_hair blunt_bangs boots bow bowtie brooch buttons cloud collared_shirt collared_vest crossdressing determined drop_shadow earrings elbow_gloves foot_out_of_frame frilled_gloves frilled_shirt frilled_skirt frills frown gloves green_bow green_bowtie green_eyes green_hat green_ribbon green_skirt green_theme green_vest hairband hanada_hyou hat hat_bow hat_ornament hat_ribbon high_collar high_heel_boots high_heels holding holding_wand jewelry lapels leg_up looking_at_viewer magical_girl male_focus matsuno_choromatsu mini_hat mini_witch_hat miniskirt notched_lapels open_mouth osomatsu-san osomatsu_(series) petticoat pleated_skirt purple_hairband red_background ribbon shirt short_hair skirt sleeveless sleeveless_shirt solo sparkle v-shaped_eyebrows vest wand white_footwear white_gloves white_shirt witch_hat wrist_bow
1boy belly big_ass big_belly big_butt blush blush chubby fat grin jerseydevil male_only matsuno_ichimatsu moobs osomatsu-san overweight overweight_male presenting_penis sitting solo
1boy belly big_ass big_belly big_butt blush blush chubby fat grin jerseydevil male_only matsuno_ichimatsu moobs osomatsu-san overweight overweight_male presenting_penis sitting solo
2boys ^_^ antenna_hair black_eyes black_hair black_pants blue_background blunt_bangs brothers closed_eyes closed_mouth collared_shirt commentary_request confused cowboy_shot furrowed_brow green_hoodie grin hanada_hyou happy hood hood_down hoodie leaning_forward light_blush light_frown long_sleeves looking_at_another male_focus matsuno_choromatsu matsuno_osomatsu multiple_boys osomatsu-san osomatsu_(series) pants red_hoodie shirt short_hair siblings simple_background sitting smile white_shirt
2boys ^_^ antenna_hair black_eyes black_hair black_pants blue_background blunt_bangs brothers closed_eyes closed_mouth collared_shirt commentary_request confused cowboy_shot furrowed_brow green_hoodie grin hanada_hyou happy hood hood_down hoodie leaning_forward light_blush light_frown long_sleeves looking_at_another male_focus matsuno_choromatsu matsuno_osomatsu multiple_boys osomatsu-san osomatsu_(series) pants red_hoodie shirt short_hair siblings simple_background sitting smile white_shirt
1girls 2017 beer_can bike_shorts black_hair blush breasts can clothed_male_nude_female commentary_request completely_nude dated drink_can female frown holding holding_can lips low_twintails matsuno_karamatsu medium_breasts mochi-iri_kinchaku nipple_stimulation nipple_tweak nipples nude ocean octopus osomatsu-san osomatsu_(series) pink_tentacles purple_eyes shoes shore short_hair signature sneakers spread_legs sunglasses sunlight sweat tank_top tentacle twintails yowai_totoko
1girls 2017 beer_can bike_shorts black_hair blush breasts can clothed_male_nude_female commentary_request completely_nude dated drink_can female frown holding holding_can lips low_twintails matsuno_karamatsu medium_breasts mochi-iri_kinchaku nipple_stimulation nipple_tweak nipples nude ocean octopus osomatsu-san osomatsu_(series) pink_tentacles purple_eyes shoes shore short_hair signature sneakers spread_legs sunglasses sunlight sweat tank_top tentacle twintails yowai_totoko
1boy alternate_costume black_eyes blazer blunt_bangs blush bow bowtie brown_hair collared_jacket collared_shirt commentary_request dress_pants dress_shoes formal_clothes frown full_body furrowed_brow gift green_bow green_bowtie green_sleeve_cuffs hanada_hyou high_collar holding holding_gift jacket kneeling lapels long_sleeves male_focus matsuno_jyushimatsu nervous notched_lapels open_clothes open_jacket osomatsu-san osomatsu_(series) pants parted_lips shadow shirt short_hair simple_background solo suggestive_fluid suit sweatdrop tentacles traditional_bowtie vest white_background white_footwear white_jacket white_pants white_shirt white_suit wide-eyed yellow_vest
1boy alternate_costume black_eyes blazer blunt_bangs blush bow bowtie brown_hair collared_jacket collared_shirt commentary_request dress_pants dress_shoes formal_clothes frown full_body furrowed_brow gift green_bow green_bowtie green_sleeve_cuffs hanada_hyou high_collar holding holding_gift jacket kneeling lapels long_sleeves male_focus matsuno_jyushimatsu nervous notched_lapels open_clothes open_jacket osomatsu-san osomatsu_(series) pants parted_lips shadow shirt short_hair simple_background solo suggestive_fluid suit sweatdrop tentacles traditional_bowtie vest white_background white_footwear white_jacket white_pants white_shirt white_suit wide-eyed yellow_vest
3boys animal_costume black_eyes blue_pants blunt_bangs blush brothers brown_hair character_request chibi closed_mouth collared_shirt commentary_request cosplay cowboy_shot denim frown green_hoodie hand_on_own_hip holding holding_sign hood hood_down hoodie jeans kigurumi long_sleeves male_focus matsuno_choromatsu matsuno_osomatsu momiji_(lucario) multiple_boys osomatsu-san osomatsu_(series) pants red_panda_costume sheep_costume shirt short_hair siblings sign sweatdrop traditional_media v-shaped_eyebrows white_shirt wide-eyed
3boys animal_costume black_eyes blue_pants blunt_bangs blush brothers brown_hair character_request chibi closed_mouth collared_shirt commentary_request cosplay cowboy_shot denim frown green_hoodie hand_on_own_hip holding holding_sign hood hood_down hoodie jeans kigurumi long_sleeves male_focus matsuno_choromatsu matsuno_osomatsu momiji_(lucario) multiple_boys osomatsu-san osomatsu_(series) pants red_panda_costume sheep_costume shirt short_hair siblings sign sweatdrop traditional_media v-shaped_eyebrows white_shirt wide-eyed
2boys boner brothers bulge city_background feet foot_fetish foot_focus grin grinning_at_viewer macro male_foot_fetish male_only matsuno_ichimatsu matsuno_todomatsu nipples osomatsu-san put2littlemore smirking_at_viewer underwear_only
2boys boner brothers bulge city_background feet foot_fetish foot_focus grin grinning_at_viewer macro male_foot_fetish male_only matsuno_ichimatsu matsuno_todomatsu nipples osomatsu-san put2littlemore smirking_at_viewer underwear_only
1boy 1girl ^_^ blazer blue_jacket blunt_ends blush braid brown_hair buttons clenched_hand closed_eyes collared_shirt commentary_request crying eyelashes grey_neckerchief hand_up happy happy_tears hashimoto_nyaa heads_together jacket laughing long_hair long_sleeves matsuno_choromatsu messy_hair momiji_(lucario) neckerchief official_alternate_costume open_mouth osomatsu-san osomatsu_(series) painting_(medium) shirt short_hair single_braid smile tears traditional_media upper_body v-neck very_long_hair watercolor_(medium) white_shirt yellow_background
1boy 1girl ^_^ blazer blue_jacket blunt_ends blush braid brown_hair buttons clenched_hand closed_eyes collared_shirt commentary_request crying eyelashes grey_neckerchief hand_up happy happy_tears hashimoto_nyaa heads_together jacket laughing long_hair long_sleeves matsuno_choromatsu messy_hair momiji_(lucario) neckerchief official_alternate_costume open_mouth osomatsu-san osomatsu_(series) painting_(medium) shirt short_hair single_braid smile tears traditional_media upper_body v-neck very_long_hair watercolor_(medium) white_shirt yellow_background
2boys animal animal_on_head antenna_hair ball beachball bird bird_on_head black_eyes black_hair blue_sky blunt_bangs blush border bored brothers cherry_blossoms closed_mouth collared_shirt commentary_request day flower frown green_bird green_hoodie half-closed_eyes hand_on_own_cheek hand_on_own_face holding holding_ball hood hood_down hoodie layered_sleeves long_sleeves male_focus matsuno_choromatsu matsuno_osomatsu momiji_(lucario) multiple_boys on_head osomatsu-san osomatsu_(series) outdoors painting_(medium) red_hoodie shirt short_hair siblings sky spring_(season) traditional_media upper_body watercolor_(medium) white_border white_flower white_shirt
2boys animal animal_on_head antenna_hair ball beachball bird bird_on_head black_eyes black_hair blue_sky blunt_bangs blush border bored brothers cherry_blossoms closed_mouth collared_shirt commentary_request day flower frown green_bird green_hoodie half-closed_eyes hand_on_own_cheek hand_on_own_face holding holding_ball hood hood_down hoodie layered_sleeves long_sleeves male_focus matsuno_choromatsu matsuno_osomatsu momiji_(lucario) multiple_boys on_head osomatsu-san osomatsu_(series) outdoors painting_(medium) red_hoodie shirt short_hair siblings sky spring_(season) traditional_media upper_body watercolor_(medium) white_border white_flower white_shirt
>_< ... 5boys ^^^ animal animal_hug antenna_hair between_fingers black_hair blue_hoodie blue_pants blunt_bangs book brothers cat chewing cigarette closed_eyes cloud_print commentary_request couch crossed_ankles dango denim drooling eating esper_nyanko food from_behind glasses green_hoodie half-closed_eyes hand_on_own_hip holding holding_book holding_cigarette holding_food hood hood_down hoodie jeans knees_up male_focus matsuno_choromatsu matsuno_ichimatsu matsuno_jyushimatsu matsuno_karamatsu matsuno_osomatsu messy_hair motion_lines multiple_boys multiple_views natamo notice_lines on_couch open_book open_mouth osomatsu-san osomatsu_(series) pants pocket purple-framed_eyewear purple_hoodie red_hoodie round_eyewear shaded_face short_hair siblings sitting smile smoke speech_bubble spoken_ellipsis sweatpants tearing_up the_end_(phrase) thick_eyebrows translation_request tsukimi_dango unamused v-shaped_eyebrows wagashi whiskers yellow_hoodie
>_< ... 5boys ^^^ animal animal_hug antenna_hair between_fingers black_hair blue_hoodie blue_pants blunt_bangs book brothers cat chewing cigarette closed_eyes cloud_print commentary_request couch crossed_ankles dango denim drooling eating esper_nyanko food from_behind glasses green_hoodie half-closed_eyes hand_on_own_hip holding holding_book holding_cigarette holding_food hood hood_down hoodie jeans knees_up male_focus matsuno_choromatsu matsuno_ichimatsu matsuno_jyushimatsu matsuno_karamatsu matsuno_osomatsu messy_hair motion_lines multiple_boys multiple_views natamo notice_lines on_couch open_book open_mouth osomatsu-san osomatsu_(series) pants pocket purple-framed_eyewear purple_hoodie red_hoodie round_eyewear shaded_face short_hair siblings sitting smile smoke speech_bubble spoken_ellipsis sweatpants tearing_up the_end_(phrase) thick_eyebrows translation_request tsukimi_dango unamused v-shaped_eyebrows wagashi whiskers yellow_hoodie
black_hair cumming ichimatsu_matsuno magic_wand male_focus male_only osomatsu-san put2littlemore skinny toony young
black_hair cumming ichimatsu_matsuno magic_wand male_focus male_only osomatsu-san put2littlemore skinny toony young
1boy ^^^ ^_^ alcohol angry aqua_jacket backpack bag beer beer_mug bespectacled black-framed_eyewear black_eyes black_hair blazer blunt_bangs blush book border buttons closed_eyes closed_mouth cloud_print collared_shirt commentary_request cup dated drink fingernails flower frown glasses glowstick green_background green_hoodie green_jacket green_theme grey_jacket grey_necktie grin hand_on_own_cheek hand_on_own_face happy holding holding_drink holding_glowstick hood hood_down hoodie jacket light_blush long_sleeves lower_teeth_only male_focus matsuno_choromatsu momiji_(lucario) mug multiple_views necktie nervous open_book open_mouth osomatsu-san osomatsu_(series) outside_border penlight_(glowstick) plaid_clothes plaid_shirt reading shirt short_hair smile sweatdrop teeth triangle_mouth v-neck v-shaped_eyebrows wavy_mouth white_border white_flower white_shirt wide-eyed
1boy ^^^ ^_^ alcohol angry aqua_jacket backpack bag beer beer_mug bespectacled black-framed_eyewear black_eyes black_hair blazer blunt_bangs blush book border buttons closed_eyes closed_mouth cloud_print collared_shirt commentary_request cup dated drink fingernails flower frown glasses glowstick green_background green_hoodie green_jacket green_theme grey_jacket grey_necktie grin hand_on_own_cheek hand_on_own_face happy holding holding_drink holding_glowstick hood hood_down hoodie jacket light_blush long_sleeves lower_teeth_only male_focus matsuno_choromatsu momiji_(lucario) mug multiple_views necktie nervous open_book open_mouth osomatsu-san osomatsu_(series) outside_border penlight_(glowstick) plaid_clothes plaid_shirt reading shirt short_hair smile sweatdrop teeth triangle_mouth v-neck v-shaped_eyebrows wavy_mouth white_border white_flower white_shirt wide-eyed
blush_lines body_blush clothing osomatsu-san osomatsu_matsuno pants red_hair smiling sweaty
blush_lines body_blush clothing osomatsu-san osomatsu_matsuno pants red_hair smiling sweaty
gay incest itchyyy joke osomatsu-kun osomatsu-san tagme yaoi
gay incest itchyyy joke osomatsu-kun osomatsu-san tagme yaoi
anus ass atsushi_(osomatsu-san) bed black_hair bottomless collared_shirt come_hither gay hair_over_one_eye heart heart-shaped_pupils implied_yaoi long_sleeves looking_at_viewer male male_only mikado_(jokeraj) on_bed osomatsu-san osomatsu-san_the_movie perineum pillow school_uniform shirt smile socks solo_male spread_anus spread_legs sweat symbol-shaped_pupils testicles trembling
anus ass atsushi_(osomatsu-san) bed black_hair bottomless collared_shirt come_hither gay hair_over_one_eye heart heart-shaped_pupils implied_yaoi long_sleeves looking_at_viewer male male_only mikado_(jokeraj) on_bed osomatsu-san osomatsu-san_the_movie perineum pillow school_uniform shirt smile socks solo_male spread_anus spread_legs sweat symbol-shaped_pupils testicles trembling
6+boys ahoge animal antennae blue-framed_eyewear blue_flower blue_hoodie blunt_bangs blush brothers brown_hair buttons cat closed_mouth cloud_print collared_shirt commentary_request dress_shirt embarrassed english_text esper_nyanko fang fang_out fingernails flower flower_necklace glasses green_hoodie half-closed_eyes hand_on_own_cheek hand_on_own_chin hand_on_own_face hand_on_own_hip happy head_wreath heart heart_in_mouth holding holding_animal holding_cat holding_flower hood hood_down hoodie jewelry long_sleeves looking_at_another looking_at_object male_focus matsuno_choromatsu matsuno_ichimatsu matsuno_jyushimatsu matsuno_karamatsu matsuno_osomatsu matsuno_todomatsu messy_hair milestone_celebration momiji_(lucario) multiple_boys necklace osomatsu-san osomatsu_(series) painting_(medium) pink_flower pink_hoodie puffy_long_sleeves puffy_sleeves purple_hoodie red_hoodie round_eyewear sextuplets shirt short_hair siblings simple_background sleeves_past_fingers sleeves_past_wrists smile sweatdrop thank_you thick_eyebrows traditional_media triangle_mouth upper_body upturned_eyes watercolor_(medium) white_background white_flower white_shirt wide-eyed yellow_flower yellow_hoodie
6+boys ahoge animal antennae blue-framed_eyewear blue_flower blue_hoodie blunt_bangs blush brothers brown_hair buttons cat closed_mouth cloud_print collared_shirt commentary_request dress_shirt embarrassed english_text esper_nyanko fang fang_out fingernails flower flower_necklace glasses green_hoodie half-closed_eyes hand_on_own_cheek hand_on_own_chin hand_on_own_face hand_on_own_hip happy head_wreath heart heart_in_mouth holding holding_animal holding_cat holding_flower hood hood_down hoodie jewelry long_sleeves looking_at_another looking_at_object male_focus matsuno_choromatsu matsuno_ichimatsu matsuno_jyushimatsu matsuno_karamatsu matsuno_osomatsu matsuno_todomatsu messy_hair milestone_celebration momiji_(lucario) multiple_boys necklace osomatsu-san osomatsu_(series) painting_(medium) pink_flower pink_hoodie puffy_long_sleeves puffy_sleeves purple_hoodie red_hoodie round_eyewear sextuplets shirt short_hair siblings simple_background sleeves_past_fingers sleeves_past_wrists smile sweatdrop thank_you thick_eyebrows traditional_media triangle_mouth upper_body upturned_eyes watercolor_(medium) white_background white_flower white_shirt wide-eyed yellow_flower yellow_hoodie
ankle_cuffs ass balls boots breasts clitoris clitoris_torture cuffs cuntboy duo elbow_gloves folded gloves high_heel_boots intersex kneeling komuvitand matsuno_karamatsu monochrome naked_boots naked_footwear naked_gloves nude osomatsu-san pussy restrained thigh_boots wasongo wrist_cuffs yowai_totoko
ankle_cuffs ass balls boots breasts clitoris clitoris_torture cuffs cuntboy duo elbow_gloves folded gloves high_heel_boots intersex kneeling komuvitand matsuno_karamatsu monochrome naked_boots naked_footwear naked_gloves nude osomatsu-san pussy restrained thigh_boots wasongo wrist_cuffs yowai_totoko
69 anal_fingering anilingus atsushi_(osomatsu-san) black_shirt bottomless brown_eyes brown_hair clothed_male_nude_male cum erection fellatio fingering gay hands_on_another's_thighs legs_up licking looking_at_another male mikado_(jokeraj) nude oral osomatsu-san osomatsu-san_the_movie pillow shirt skinny tearing_up torogao upside-down yanagita_(osomatsu-san)
69 anal_fingering anilingus atsushi_(osomatsu-san) black_shirt bottomless brown_eyes brown_hair clothed_male_nude_male cum erection fellatio fingering gay hands_on_another's_thighs legs_up licking looking_at_another male mikado_(jokeraj) nude oral osomatsu-san osomatsu-san_the_movie pillow shirt skinny tearing_up torogao upside-down yanagita_(osomatsu-san)
1boy alternate_costume black_eyes black_gloves black_shirt blunt_bangs blush brown_hair cloak commentary_request fingerless_gloves fingernails flower fringe_trim frown gloves green_cloak green_sleeves holding holding_staff hood hood_down hooded_cloak long_sleeves lower_teeth_only male_focus matsuno_choromatsu messy_hair momiji_(lucario) open_mouth osomatsu-san osomatsu_(series) own_hands_together painting_(medium) petals plaid_clothes plant red_flower shirt short_hair three-quarter_sleeves solo staff surprised sweatdrop sweater teeth traditional_media turtleneck turtleneck_sweater upper_body vines watercolor_(medium) wide-eyed
1boy alternate_costume black_eyes black_gloves black_shirt blunt_bangs blush brown_hair cloak commentary_request fingerless_gloves fingernails flower fringe_trim frown gloves green_cloak green_sleeves holding holding_staff hood hood_down hooded_cloak long_sleeves lower_teeth_only male_focus matsuno_choromatsu messy_hair momiji_(lucario) open_mouth osomatsu-san osomatsu_(series) own_hands_together painting_(medium) petals plaid_clothes plant red_flower shirt short_hair three-quarter_sleeves solo staff surprised sweatdrop sweater teeth traditional_media turtleneck turtleneck_sweater upper_body vines watercolor_(medium) wide-eyed
1boy alternate_costume black_hair brown_capelet brown_coat brown_hat capelet closed_mouth coat collared_capelet commentary_request deerstalker detective flower gloves grey_eyes happy hat holding holding_flower leaf light_blush long_sleeves looking_ahead matsuno_choromatsu momiji_(lucario) osomatsu-san osomatsu_(series) painting_(medium) petals pink_flower pink_rose plaid_capelet plaid_clothes plaid_hat rose short_hair smile solo traditional_media upper_body watercolor_(medium) white_gloves
1boy alternate_costume black_hair brown_capelet brown_coat brown_hat capelet closed_mouth coat collared_capelet commentary_request deerstalker detective flower gloves grey_eyes happy hat holding holding_flower leaf light_blush long_sleeves looking_ahead matsuno_choromatsu momiji_(lucario) osomatsu-san osomatsu_(series) painting_(medium) petals pink_flower pink_rose plaid_capelet plaid_clothes plaid_hat rose short_hair smile solo traditional_media upper_body watercolor_(medium) white_gloves
1boy anthro background beach briefs feet leaning_on_object male male_only matsuno_osomatsu mkaiast nipples osomatsu-kun osomatsu-san outdoor outdoors outside pantless shirtless short_hair solo standing summer surfboard underwear underwear_only
1boy anthro background beach briefs feet leaning_on_object male male_only matsuno_osomatsu mkaiast nipples osomatsu-kun osomatsu-san outdoor outdoors outside pantless shirtless short_hair solo standing summer surfboard underwear underwear_only
1girl bare_shoulders blue_eyes blue_flower blush brown_hair commentary_request cropped_torso dot_nose dress eyelashes flower frilled_dress frilled_sleeves frills hair_flower hair_ornament hands_on_own_chest happy hashimoto_nyaa light_particles long_hair looking_at_viewer momiji_(lucario) open_mouth osomatsu-san osomatsu_(series) own_hands_together painting_(medium) short_sleeves smile solo teeth traditional_media upper_teeth_only watercolor_(medium) white_background white_sleeves yellow_dress
1girl bare_shoulders blue_eyes blue_flower blush brown_hair commentary_request cropped_torso dot_nose dress eyelashes flower frilled_dress frilled_sleeves frills hair_flower hair_ornament hands_on_own_chest happy hashimoto_nyaa light_particles long_hair looking_at_viewer momiji_(lucario) open_mouth osomatsu-san osomatsu_(series) own_hands_together painting_(medium) short_sleeves smile solo teeth traditional_media upper_teeth_only watercolor_(medium) white_background white_sleeves yellow_dress
1boy black_eyes blunt_bangs blush brown_hair cloud_print collared_shirt flustered frown green_hoodie hand_on_own_cheek hand_on_own_face head_steam hood hood_down hoodie long_sleeves looking_ahead male_focus matsuno_choromatsu momiji_(lucario) open_mouth osomatsu-san osomatsu_(series) painting_(medium) photo_(medium) shirt short_hair solo teeth traditional_media upper_body upper_teeth_only watercolor_(medium) white_shirt wide-eyed
1boy black_eyes blunt_bangs blush brown_hair cloud_print collared_shirt flustered frown green_hoodie hand_on_own_cheek hand_on_own_face head_steam hood hood_down hoodie long_sleeves looking_ahead male_focus matsuno_choromatsu momiji_(lucario) open_mouth osomatsu-san osomatsu_(series) painting_(medium) photo_(medium) shirt short_hair solo teeth traditional_media upper_body upper_teeth_only watercolor_(medium) white_shirt wide-eyed
bondage boots breasts cuffed elbow_gloves exposed_breasts exposed_nipples female femdom forced_penetration gloves high_heel_boots karamatsu_matsuno latex male malesub naked_boots naked_footwear naked_gloves naked_thighhighs nude osomatsu-san penetration penis pussy restrained_arms simple_background straight thigh_boots thighhighs wasongo yowai_totoko
bondage boots breasts cuffed elbow_gloves exposed_breasts exposed_nipples female femdom forced_penetration gloves high_heel_boots karamatsu_matsuno latex male malesub naked_boots naked_footwear naked_gloves naked_thighhighs nude osomatsu-san penetration penis pussy restrained_arms simple_background straight thigh_boots thighhighs wasongo yowai_totoko
1boy after_masturbation bald blush chibita chubby_male completely_naked cum_on_face cum_on_hand cum_on_stomach erect futon male_only naked nipples on_futon osomatsu-san penile_masturbation penis pubes pubic_hair self_facial solo spread_legs sweat
1boy after_masturbation bald blush chibita chubby_male completely_naked cum_on_face cum_on_hand cum_on_stomach erect futon male_only naked nipples on_futon osomatsu-san penile_masturbation penis pubes pubic_hair self_facial solo spread_legs sweat
1boy anal anal_object_insertion anus ass atsushi_(osomatsu-san) black_shirt blush bottomless brown_hair crying erection femdom hair_over_one_eye lubrication male_focus messy_hair mikado_(jokeraj) object_insertion osomatsu-san penis precum sex_toy shirt sitting solo solo_male spread_legs tears testicles trembling vibrator watch wristwatch
1boy anal anal_object_insertion anus ass atsushi_(osomatsu-san) black_shirt blush bottomless brown_hair crying erection femdom hair_over_one_eye lubrication male_focus messy_hair mikado_(jokeraj) object_insertion osomatsu-san penis precum sex_toy shirt sitting solo solo_male spread_legs tears testicles trembling vibrator watch wristwatch
1boy ankle_socks aqua_shirt bathroom black_footwear black_necktie blunt_bangs brown_eyes brown_hair character_request check_character collared_shirt crack cum full_body grey_pants half-closed_eyes hands_on_own_cheeks hands_on_own_face indoors male male_focus matsuno_choromatsu necktie official_alternate_costume osomatsu-san osomatsu_(series) pants pants_around_ankles sameyama_jiro shirt shoes short_hair signature sitting socks solo solo_male tile_floor tile_wall tiles toilet toilet_paper toilet_use tongue white_socks
1boy ankle_socks aqua_shirt bathroom black_footwear black_necktie blunt_bangs brown_eyes brown_hair character_request check_character collared_shirt crack cum full_body grey_pants half-closed_eyes hands_on_own_cheeks hands_on_own_face indoors male male_focus matsuno_choromatsu necktie official_alternate_costume osomatsu-san osomatsu_(series) pants pants_around_ankles sameyama_jiro shirt shoes short_hair signature sitting socks solo solo_male tile_floor tile_wall tiles toilet toilet_paper toilet_use tongue white_socks
2022 4boys black_eyes black_hair blunt_bangs bowl_cut brothers disgust from_side frown happy happy_new_year highres in_container looking_at_another male_focus matsuno_choromatsu matsuno_ichimatsu matsuno_karamatsu matsuno_osomatsu multiple_boys new_year ningenis_kuso open_mouth osomatsu-san osomatsu_(series) siblings smile soap_bottle
2022 4boys black_eyes black_hair blunt_bangs bowl_cut brothers disgust from_side frown happy happy_new_year highres in_container looking_at_another male_focus matsuno_choromatsu matsuno_ichimatsu matsuno_karamatsu matsuno_osomatsu multiple_boys new_year ningenis_kuso open_mouth osomatsu-san osomatsu_(series) siblings smile soap_bottle
1boy ass babydoll_lingerie blue_eyeshadow blue_hair brown_eyes bulge_peek chibita crossdressing eyelashes femboy grinning_at_viewer hand_on_cheek heels lifting_skirt lingerie looking_back magnta makeup osomatsu-san panties pink_panties prostitution red_lipstick short_male showing_ass simplistic solo solo_focus solo_male speech_bubble whisker_markings
1boy ass babydoll_lingerie blue_eyeshadow blue_hair brown_eyes bulge_peek chibita crossdressing eyelashes femboy grinning_at_viewer hand_on_cheek heels lifting_skirt lingerie looking_back magnta makeup osomatsu-san panties pink_panties prostitution red_lipstick short_male showing_ass simplistic solo solo_focus solo_male speech_bubble whisker_markings
1boy abs anus anus_peek barefoot boxers boxers_aside brown_hair chest clothing_aside flaccid futon japanese_clothes kimono male male_focus male_only male_underwear male_underwear_aside mikado_(jokeraj) nipples osomatsu-san osomatsu-san_the_movie penis perineum pillow pillow_grab short_hair skinny sleeping solo solo_male spread_legs testicles underwear yanagita_(osomatsu-san) yukata
1boy abs anus anus_peek barefoot boxers boxers_aside brown_hair chest clothing_aside flaccid futon japanese_clothes kimono male male_focus male_only male_underwear male_underwear_aside mikado_(jokeraj) nipples osomatsu-san osomatsu-san_the_movie penis perineum pillow pillow_grab short_hair skinny sleeping solo solo_male spread_legs testicles underwear yanagita_(osomatsu-san) yukata
2boys anger_vein angry black_hair brothers collarbone commission couch curtains embarrassed fangs highres indoors jacket jumpsuit kyosein leather leather_jacket looking_at_another male_focus matsuno_ichimatsu matsuno_karamatsu multiple_boys open_mouth osomatsu-san osomatsu_(series) pants pulling_another's_clothes sharp_teeth shirt short_sleeves siblings sitting sitting_on_person sweatpants t-shirt teeth topless_male white_shirt wrestling
2boys anger_vein angry black_hair brothers collarbone commission couch curtains embarrassed fangs highres indoors jacket jumpsuit kyosein leather leather_jacket looking_at_another male_focus matsuno_ichimatsu matsuno_karamatsu multiple_boys open_mouth osomatsu-san osomatsu_(series) pants pulling_another's_clothes sharp_teeth shirt short_sleeves siblings sitting sitting_on_person sweatpants t-shirt teeth topless_male white_shirt wrestling
1girls big_boobs big_breasts big_tits black_and_white boobs breasts female female_only girlfriend-chan homura-chan magaki_ryouta monochrome nipples osomatsu-san shiny sketch tits white_background
1girls big_boobs big_breasts big_tits black_and_white boobs breasts female female_only girlfriend-chan homura-chan magaki_ryouta monochrome nipples osomatsu-san shiny sketch tits white_background
1boy bags_under_eyes collarbone commentary_request facial_scar half-closed_eyes hanada_hyou hand_on_own_hip male_focus matsuno_ichimatsu navel open_mouth osomatsu-san osomatsu_(series) scar scar_on_arm scar_on_cheek scar_on_face scar_on_stomach short_hair simple_background skinny smile solo teeth topless_male upper_body white_background
1boy bags_under_eyes collarbone commentary_request facial_scar half-closed_eyes hanada_hyou hand_on_own_hip male_focus matsuno_ichimatsu navel open_mouth osomatsu-san osomatsu_(series) scar scar_on_arm scar_on_cheek scar_on_face scar_on_stomach short_hair simple_background skinny smile solo teeth topless_male upper_body white_background
>_o 6+boys alcohol animal_costume antenna_hair arm_up ascot backpack bag bare_arms bare_shoulders beer beer_mug belt black_belt black_gloves black_necktie black_pants blazer blue_jacket blunt_bangs book brown_capelet brown_footwear brown_hair brown_hat brown_jacket brown_pants brown_suit buttons capelet carrying_over_shoulder chewing cigarette clone closed_mouth clothes_around_waist cloud_print collared_capelet collared_jacket collared_shirt crumbs cup deerstalker detective dress_pants dress_shoes drink eating fish fishing fishing_rod food formal_clothes fur-trimmed_headwear fur_trim futon gift gloves green_bag grey_hoodie grey_jacket grey_pants grin hand_on_own_cheek hand_on_own_face happy hat heart heart_in_mouth helmet holding holding_drink holding_fishing_rod holding_manga holding_microphone holding_sack hood hood_down hoodie idol itoda_(110da) jacket jacket_around_waist lapels long_sleeves lying manga_(object) matsuno_osomatsu microphone mouth_hold mug multiple_boys music necktie notched_lapels official_alternate_costume on_stomach one_eye_closed onigiri open_book open_clothes open_jacket open_mouth osomatsu-san osomatsu_(series) pants plaid_capelet plaid_clothes plaid_hat pointing pointing_up pom_pom_(clothes) pompadour reading red_ascot red_background red_eyes red_hair red_hat red_hoodie red_jacket sack santa_costume santa_hat shirt short_hair singing sleeping smile smoke smoking socks space_helmet spacesuit sparkle_background sportswear suit tank_top under_covers v v-neck white_shirt white_socks white_tank_top yellow_hat
>_o 6+boys alcohol animal_costume antenna_hair arm_up ascot backpack bag bare_arms bare_shoulders beer beer_mug belt black_belt black_gloves black_necktie black_pants blazer blue_jacket blunt_bangs book brown_capelet brown_footwear brown_hair brown_hat brown_jacket brown_pants brown_suit buttons capelet carrying_over_shoulder chewing cigarette clone closed_mouth clothes_around_waist cloud_print collared_capelet collared_jacket collared_shirt crumbs cup deerstalker detective dress_pants dress_shoes drink eating fish fishing fishing_rod food formal_clothes fur-trimmed_headwear fur_trim futon gift gloves green_bag grey_hoodie grey_jacket grey_pants grin hand_on_own_cheek hand_on_own_face happy hat heart heart_in_mouth helmet holding holding_drink holding_fishing_rod holding_manga holding_microphone holding_sack hood hood_down hoodie idol itoda_(110da) jacket jacket_around_waist lapels long_sleeves lying manga_(object) matsuno_osomatsu microphone mouth_hold mug multiple_boys music necktie notched_lapels official_alternate_costume on_stomach one_eye_closed onigiri open_book open_clothes open_jacket open_mouth osomatsu-san osomatsu_(series) pants plaid_capelet plaid_clothes plaid_hat pointing pointing_up pom_pom_(clothes) pompadour reading red_ascot red_background red_eyes red_hair red_hat red_hoodie red_jacket sack santa_costume santa_hat shirt short_hair singing sleeping smile smoke smoking socks space_helmet spacesuit sparkle_background sportswear suit tank_top under_covers v v-neck white_shirt white_socks white_tank_top yellow_hat