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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 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
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 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
ass big_ass femboy huge_ass matsuno_jyushimatsu osomatsu-san raikutaku
ass big_ass femboy huge_ass matsuno_jyushimatsu osomatsu-san raikutaku
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
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
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
>_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
gay incest osomatsu-kun osomatsu-san tagme yaoi
gay incest osomatsu-kun osomatsu-san tagme yaoi
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
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
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 1girl ahoge bag black_footwear blazer blue_bow blue_bowtie blue_jacket blunt_bangs boots border bow bowtie braid brown_footwear brown_hair business_suit camera chuchi cliff closed_eyes collared_shirt crying dress_pants dress_shoes eyelashes fence floating_hair food formal_clothes full_body grey_pants happy happy_tears heart heart_in_mouth high_heel_boots high_heels jacket jyushimatsu's_girlfriend lamppost long_hair long_sleeves matsuno_jyushimatsu miniskirt official_alternate_costume open_mouth osomatsu-san osomatsu_(series) outstretched_arms palms pants parfait pleated_skirt polka_dot polka_dot_umbrella red_skirt ribbon river sad shirt shoulder_bag single_braid skirt smile suit swing_set teapot tears teeth umbrella upper_teeth_only waves white_border white_ribbon white_shirt wristband yellow_bag yellow_umbrella
1boy 1girl ahoge bag black_footwear blazer blue_bow blue_bowtie blue_jacket blunt_bangs boots border bow bowtie braid brown_footwear brown_hair business_suit camera chuchi cliff closed_eyes collared_shirt crying dress_pants dress_shoes eyelashes fence floating_hair food formal_clothes full_body grey_pants happy happy_tears heart heart_in_mouth high_heel_boots high_heels jacket jyushimatsu's_girlfriend lamppost long_hair long_sleeves matsuno_jyushimatsu miniskirt official_alternate_costume open_mouth osomatsu-san osomatsu_(series) outstretched_arms palms pants parfait pleated_skirt polka_dot polka_dot_umbrella red_skirt ribbon river sad shirt shoulder_bag single_braid skirt smile suit swing_set teapot tears teeth umbrella upper_teeth_only waves white_border white_ribbon white_shirt wristband yellow_bag yellow_umbrella
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
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
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
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 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
2girls 4boys :d ashley_spinelli backwards_hat belt black_footwear brown_footwear brown_hair brown_pants brown_shirt buzz_cut crossover dark-skinned_male dark_skin denim freckles frown glasses green_jacket gretchen_grundler gus_griswald hat highres jacket jeans looking_at_viewer mikey_blumberg multiple_boys multiple_girls open_mouth orange_hat osomatsu-san osomatsu_(series) pants pantyhose parody recess_(disney) red_hat shirt shoes short_hair short_sleeves short_twintails shurikenpink smile sneakers standing striped_clothes striped_pantyhose style_parody t-shirt t.j._detweiler twintails very_short_hair vince_lasalle watch wristwatch
2girls 4boys :d ashley_spinelli backwards_hat belt black_footwear brown_footwear brown_hair brown_pants brown_shirt buzz_cut crossover dark-skinned_male dark_skin denim freckles frown glasses green_jacket gretchen_grundler gus_griswald hat highres jacket jeans looking_at_viewer mikey_blumberg multiple_boys multiple_girls open_mouth orange_hat osomatsu-san osomatsu_(series) pants pantyhose parody recess_(disney) red_hat shirt shoes short_hair short_sleeves short_twintails shurikenpink smile sneakers standing striped_clothes striped_pantyhose style_parody t-shirt t.j._detweiler twintails very_short_hair vince_lasalle watch wristwatch
1girl animal_ears black_pantyhose bottle cup detached_collar dotted_background drinking_glass holding holding_tray jumping leotard one_eye_closed osomatsu-san osomatsu_(series) pantyhose pink_leotard playboy_bunny rabbit_ears rabbit_tail short_twintails smile solo tail tray tsubuta_hiro twintails wine_bottle wine_glass yowai_totoko
1girl animal_ears black_pantyhose bottle cup detached_collar dotted_background drinking_glass holding holding_tray jumping leotard one_eye_closed osomatsu-san osomatsu_(series) pantyhose pink_leotard playboy_bunny rabbit_ears rabbit_tail short_twintails smile solo tail tray tsubuta_hiro twintails wine_bottle wine_glass yowai_totoko
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
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 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
2boys ahoge antenna_hair arm_up arms_on_knees black_eyes blue_pants blue_shorts blunt_bangs blush_stickers brothers brown_hair closed_mouth commentary_request crossed_arms expressionless frown full_body half-closed_eyes hand_up happy heart heart_in_mouth hood hood_down hoodie hug kneeling knees_up kuri_(shibimame) long_sleeves looking_at_viewer male_focus matsuno_ichimatsu matsuno_jyushimatsu messy_hair multiple_boys notice_lines open_mouth orange_background osomatsu-san osomatsu_(series) outside_border pants purple_hoodie short_hair shorts siblings sitting sleeves_past_fingers sleeves_past_wrists smile socks sweatpants two-tone_background white_background white_socks yellow_hoodie
2boys ahoge antenna_hair arm_up arms_on_knees black_eyes blue_pants blue_shorts blunt_bangs blush_stickers brothers brown_hair closed_mouth commentary_request crossed_arms expressionless frown full_body half-closed_eyes hand_up happy heart heart_in_mouth hood hood_down hoodie hug kneeling knees_up kuri_(shibimame) long_sleeves looking_at_viewer male_focus matsuno_ichimatsu matsuno_jyushimatsu messy_hair multiple_boys notice_lines open_mouth orange_background osomatsu-san osomatsu_(series) outside_border pants purple_hoodie short_hair shorts siblings sitting sleeves_past_fingers sleeves_past_wrists smile socks sweatpants two-tone_background white_background white_socks yellow_hoodie
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
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
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
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
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
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
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
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 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
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
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