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1boy alternate_hairstyle black_hair blush bow cherry_blossoms cosplay crossdressing eraser fish folded_napkin green_skirt hair_bow hairband heart high_heels highres jiyuuto_(cocyco) knife leg_up male_focus matsuno_osomatsu nervous_smile official_style osomatsu-san osomatsu_(series) pastel_colors pink_footwear plaid_clothes plaid_skirt ribbon short_twintails skirt smile stuffed_animal stuffed_toy teddy_bear turtleneck twintails v_arms yowai_totoko yowai_totoko_(cosplay)
1boy alternate_hairstyle black_hair blush bow cherry_blossoms cosplay crossdressing eraser fish folded_napkin green_skirt hair_bow hairband heart high_heels highres jiyuuto_(cocyco) knife leg_up male_focus matsuno_osomatsu nervous_smile official_style osomatsu-san osomatsu_(series) pastel_colors pink_footwear plaid_clothes plaid_skirt ribbon short_twintails skirt smile stuffed_animal stuffed_toy teddy_bear turtleneck twintails v_arms yowai_totoko yowai_totoko_(cosplay)
1girl 6+boys ^_^ ahoge animal_print antenna_hair bare_arms bare_shoulders black_necktie black_shirt blazer blue_dress blue_hood blue_pants blue_thighhighs blunt_bangs blurry blurry_background boots brothers brown_hair cheering closed_eyes clothes_writing collared_shirt commentary_request detached_hood dress dutch_angle fish_hood fish_print foot_out_of_frame formal_clothes fur-trimmed_thighhighs fur_trim glasses glowstick green_jacket green_pants green_suit grin haori happy headband heart heart_in_mouth highres holding holding_glowstick holding_microphone idol indoors jacket japanese_clothes layered_sleeves light_blush light_particles long_sleeves matsuno_choromatsu matsuno_ichimatsu matsuno_jyushimatsu matsuno_karamatsu matsuno_osomatsu matsuno_todomatsu microphone midriff_peek multiple_boys music necktie one_eye_closed open_mouth osomatsu-san osomatsu_(series) pants penlight_(glowstick) pink_headband pink_jacket purple-framed_eyewear purple_footwear rubber_boots sextuplets shirt short_dress short_hair show_chiku-by siblings singing smile stage stage_lights suit tentacles thighhighs towel towel_around_neck v-neck white_shirt wide_sleeves yellow_footwear yowai_totoko
1girl 6+boys ^_^ ahoge animal_print antenna_hair bare_arms bare_shoulders black_necktie black_shirt blazer blue_dress blue_hood blue_pants blue_thighhighs blunt_bangs blurry blurry_background boots brothers brown_hair cheering closed_eyes clothes_writing collared_shirt commentary_request detached_hood dress dutch_angle fish_hood fish_print foot_out_of_frame formal_clothes fur-trimmed_thighhighs fur_trim glasses glowstick green_jacket green_pants green_suit grin haori happy headband heart heart_in_mouth highres holding holding_glowstick holding_microphone idol indoors jacket japanese_clothes layered_sleeves light_blush light_particles long_sleeves matsuno_choromatsu matsuno_ichimatsu matsuno_jyushimatsu matsuno_karamatsu matsuno_osomatsu matsuno_todomatsu microphone midriff_peek multiple_boys music necktie one_eye_closed open_mouth osomatsu-san osomatsu_(series) pants penlight_(glowstick) pink_headband pink_jacket purple-framed_eyewear purple_footwear rubber_boots sextuplets shirt short_dress short_hair show_chiku-by siblings singing smile stage stage_lights suit tentacles thighhighs towel towel_around_neck v-neck white_shirt wide_sleeves yellow_footwear yowai_totoko
1girls big_breasts genh osomatsu-san solo tagme turtleneck yowai_totoko
1girls big_breasts genh osomatsu-san solo tagme turtleneck yowai_totoko
1boy 1girl 1girls brown_eyes brown_hair female female/male female_penetrating female_penetrating_male femdom heart-shaped_pupils male_penetrated matsuno_osomatsu osomatsu-san pegging strap-on strapon twintails yowai_totoko
1boy 1girl 1girls brown_eyes brown_hair female female/male female_penetrating female_penetrating_male femdom heart-shaped_pupils male_penetrated matsuno_osomatsu osomatsu-san pegging strap-on strapon twintails 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
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 bent_over blush clothed_female_nude_male domination female femdom holding_arms holding_arms_back magnta matsuno_osomatsu osomatsu-kun pegging penetration strap-on taken_from_behind text yowai_totoko
1boy bent_over blush clothed_female_nude_male domination female femdom holding_arms holding_arms_back magnta matsuno_osomatsu osomatsu-kun pegging penetration strap-on taken_from_behind text yowai_totoko
01angelegg bikini breasts brown_eyes brown_hair expressionless hair_half_undone long_hair looking_to_the_side low_twintails medium_breasts navel osomatsu-san osomatsu_(series) pink_bikini plaid_clothes plaid_skirt ribbon seiza short_twintails sitting skirt string_lights swimsuit twintails undone_skirt yellow_ribbon yowai_totoko
01angelegg bikini breasts brown_eyes brown_hair expressionless hair_half_undone long_hair looking_to_the_side low_twintails medium_breasts navel osomatsu-san osomatsu_(series) pink_bikini plaid_clothes plaid_skirt ribbon seiza short_twintails sitting skirt string_lights swimsuit twintails undone_skirt yellow_ribbon yowai_totoko
2girls :3 alternate_hairstyle animal_ears arms_up artist_name bell bikini blue_bikini bow bowtie breasts cat_ears cat_hair_ornament cat_tail choker cleavage cleavage_cutout clothing_cutout confetti crown earrings fangs fish_hair_ornament fur-trimmed_gloves fur-trimmed_legwear fur_trim gloves green_bikini green_eyes hair_ornament half_updo hashimoto_nyaa highres hip_vent jewelry jingle_bell kuttieturn medium_breasts multicolored_hair multiple_girls navel neck_bell one_eye_closed open_mouth osomatsu-san osomatsu_(series) pelvis pink_bow pink_bowtie pink_eyes pink_hair reaching reaching_towards_viewer salute see-through_clothes see-through_skirt shell_choker skirt sleeveless smile streaked_hair swimsuit tail twintails two-finger_salute white_gloves yowai_totoko
2girls :3 alternate_hairstyle animal_ears arms_up artist_name bell bikini blue_bikini bow bowtie breasts cat_ears cat_hair_ornament cat_tail choker cleavage cleavage_cutout clothing_cutout confetti crown earrings fangs fish_hair_ornament fur-trimmed_gloves fur-trimmed_legwear fur_trim gloves green_bikini green_eyes hair_ornament half_updo hashimoto_nyaa highres hip_vent jewelry jingle_bell kuttieturn medium_breasts multicolored_hair multiple_girls navel neck_bell one_eye_closed open_mouth osomatsu-san osomatsu_(series) pelvis pink_bow pink_bowtie pink_eyes pink_hair reaching reaching_towards_viewer salute see-through_clothes see-through_skirt shell_choker skirt sleeveless smile streaked_hair swimsuit tail twintails two-finger_salute white_gloves yowai_totoko
1boy 1girl all_fours bandaged_arm bandages blush boar_hat boots breasts brown_eyes brown_footwear brown_hair clothed_female_nude_male coat fang fur_coat gloves holding holding_polearm holding_reins holding_weapon jewelry matsuno_karamatsu medium_breasts mochi-iri_kinchaku naked_coat necklace nude osomatsu-san osomatsu_(series) polearm reins riding sitting sitting_on_person smile sunglasses tan tooth_necklace weapon white_gloves white_headwear yowai_totoko
1boy 1girl all_fours bandaged_arm bandages blush boar_hat boots breasts brown_eyes brown_footwear brown_hair clothed_female_nude_male coat fang fur_coat gloves holding holding_polearm holding_reins holding_weapon jewelry matsuno_karamatsu medium_breasts mochi-iri_kinchaku naked_coat necklace nude osomatsu-san osomatsu_(series) polearm reins riding sitting sitting_on_person smile sunglasses tan tooth_necklace weapon white_gloves white_headwear 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
! >_< 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
beer_can bike_shorts black_hair blush breasts can clothed_male_nude_female commentary_request completely_nude dated drink_can frown holding holding_can lips low_twintails matsuno_karamatsu medium_breasts mochi-iri_kinchaku nipple_stimulation nipple_tweak nude ocean octopus osomatsu-san osomatsu_(series) purple_eyes shoes shore signature sneakers sunglasses sunlight sweat tank_top tentacles twintails yowai_totoko
beer_can bike_shorts black_hair blush breasts can clothed_male_nude_female commentary_request completely_nude dated drink_can frown holding holding_can lips low_twintails matsuno_karamatsu medium_breasts mochi-iri_kinchaku nipple_stimulation nipple_tweak nude ocean octopus osomatsu-san osomatsu_(series) purple_eyes shoes shore signature sneakers sunglasses sunlight sweat tank_top tentacles twintails yowai_totoko
1girl burning burning_paper chair eyelashes fingernails fire flower half-closed_eyes japanese_clothes kimono lily_(flower) looking_at_viewer nihongami osomatsu-san osomatsu-san:_hesokuri_wars osomatsu_(series) photo_(object) pink_lips sitting solo straw_doll user_pwza2477 yowai_totoko
1girl burning burning_paper chair eyelashes fingernails fire flower half-closed_eyes japanese_clothes kimono lily_(flower) looking_at_viewer nihongami osomatsu-san osomatsu-san:_hesokuri_wars osomatsu_(series) photo_(object) pink_lips sitting solo straw_doll user_pwza2477 yowai_totoko
1boy 1girls asshole_stretched_wide big_dildo body_hair bondage bondage_gear bondage_harness bondage_outfit boots collar cuffed cuffs dildo dominatrix elbow_gloves erection femdom functionally_nude garter_straps gentle_femdom gloves hairy_anus hairy_arms hairy_legs hairy_pussy happy_dom happy_sub holding_head horny_dom horny_female horny_male horny_sub huge_dildo latex latex_boots latex_elbow_gloves latex_gloves latex_thighhigh_boots leash leash_and_collar leash_pull leather_harness leather_straps leotard looking_at_partner male male_penetrated malesub matsuno_karamatsu osomatsu-san restrained restrained_arms sex_toy shiny shiny_clothes shiny_leotard sitting sitting_on_chair thigh_boots wasongo yowai_totoko
1boy 1girls asshole_stretched_wide big_dildo body_hair bondage bondage_gear bondage_harness bondage_outfit boots collar cuffed cuffs dildo dominatrix elbow_gloves erection femdom functionally_nude garter_straps gentle_femdom gloves hairy_anus hairy_arms hairy_legs hairy_pussy happy_dom happy_sub holding_head horny_dom horny_female horny_male horny_sub huge_dildo latex latex_boots latex_elbow_gloves latex_gloves latex_thighhigh_boots leash leash_and_collar leash_pull leather_harness leather_straps leotard looking_at_partner male male_penetrated malesub matsuno_karamatsu osomatsu-san restrained restrained_arms sex_toy shiny shiny_clothes shiny_leotard sitting sitting_on_chair thigh_boots wasongo yowai_totoko
chocolate_fish couch dress earrings elbow_gloves fish gloves hairband heart heart-shaped_pillow high_heels jewelry on_couch osomatsu-san osomatsu_(series) pillow red_dress red_footwear red_hairband red_lips string_of_pearls user_pwza2477 yowai_totoko
chocolate_fish couch dress earrings elbow_gloves fish gloves hairband heart heart-shaped_pillow high_heels jewelry on_couch osomatsu-san osomatsu_(series) pillow red_dress red_footwear red_hairband red_lips string_of_pearls user_pwza2477 yowai_totoko
1girl chair eyelashes fingernails fire flower japanese_clothes kimono lily_(flower) looking_at_viewer nihongami osomatsu-san osomatsu-san:_hesokuri_wars osomatsu_(series) photo_(object) pink_lips sitting solo straw_doll user_pwza2477 yowai_totoko
1girl chair eyelashes fingernails fire flower japanese_clothes kimono lily_(flower) looking_at_viewer nihongami osomatsu-san osomatsu-san:_hesokuri_wars osomatsu_(series) photo_(object) pink_lips sitting solo straw_doll user_pwza2477 yowai_totoko
1boy 1girls crying crying_with_eyes_open cunnilingus defeated dominant_female domination facesitting female female_domination femdom forced_cunnilingus forced_oral humiliation magnta male male/female malesub matsuno_karamatsu nail_polish osomatsu-kun restrained restraints sadism sitting_on_face sitting_on_person yowai_totoko
1boy 1girls crying crying_with_eyes_open cunnilingus defeated dominant_female domination facesitting female female_domination femdom forced_cunnilingus forced_oral humiliation magnta male male/female malesub matsuno_karamatsu nail_polish osomatsu-kun restrained restraints sadism sitting_on_face sitting_on_person yowai_totoko
1boy carrying cosplay crossdressing dildo_insertion domination embarrassed female femdom girly held_up humiliation lifting lifting_person magnta matsuno_choromatsu osomatsu-kun otoko_no_ko pegging role_reversal sissy sitting_on_lap strap-on trap yowai_totoko
1boy carrying cosplay crossdressing dildo_insertion domination embarrassed female femdom girly held_up humiliation lifting lifting_person magnta matsuno_choromatsu osomatsu-kun otoko_no_ko pegging role_reversal sissy sitting_on_lap strap-on trap yowai_totoko
1boy blush bondage domination dominatrix female femdom holding_whip humiliation magnta male malesub matsuno_ichimatsu osomatsu-kun submission submissive whip whip_marks yowai_totoko
1boy blush bondage domination dominatrix female femdom holding_whip humiliation magnta male malesub matsuno_ichimatsu osomatsu-kun submission submissive whip whip_marks yowai_totoko
1girls areolae blush breasts brown_hair female genital_fluids heart-shaped_pupils nipples no_panties osomatsu-san peppermintwolf pussy skirt spread_pussy thick_thighs yowai_totoko
1girls areolae blush breasts brown_hair female genital_fluids heart-shaped_pupils nipples no_panties osomatsu-san peppermintwolf pussy skirt spread_pussy thick_thighs yowai_totoko
2girls :3 ^^^ age_difference aged_down blazer cat_hair_ornament fang freckles hair_ornament hairband hashimoto_nyaa heart height_difference holding holding_letter hug jacket karaokemint letter long_hair multiple_girls multiple_views osomatsu-san_the_movie osomatsu_(series) plaid_clothes plaid_skirt school_uniform serafuku short_hair skirt surprise_hug thick_eyebrows white_background yowai_totoko yuri
2girls :3 ^^^ age_difference aged_down blazer cat_hair_ornament fang freckles hair_ornament hairband hashimoto_nyaa heart height_difference holding holding_letter hug jacket karaokemint letter long_hair multiple_girls multiple_views osomatsu-san_the_movie osomatsu_(series) plaid_clothes plaid_skirt school_uniform serafuku short_hair skirt surprise_hug thick_eyebrows white_background yowai_totoko yuri
1boy blush bullying crossdressing dildo_insertion domination female femboy femdom girly humiliation magnta matsuno_todomatsu osomatsu-kun otoko_no_ko public public_humiliation public_indecency remote_control_vibrator sex_toy sex_toy_insertion thighhighs trap yowai_totoko
1boy blush bullying crossdressing dildo_insertion domination female femboy femdom girly humiliation magnta matsuno_todomatsu osomatsu-kun otoko_no_ko public public_humiliation public_indecency remote_control_vibrator sex_toy sex_toy_insertion thighhighs trap yowai_totoko
1boy 1girl antenna_hair blunt_bangs bow bowtie brown_eyes brown_hair carrying collared_shirt commentary_request dress eyelashes facial_mark finger_to_mouth full_body grey_footwear grey_hairband hair_bow hairband half-closed_eyes high_collar kanatsuki lace lace-trimmed_dress lace-trimmed_thighhighs lace_trim light_blush long_hair lower_teeth_only mary_janes matsuno_ichimatsu medium_dress messy_hair nervous_smile one_eye_closed open_mouth orange_bow orange_bowtie orange_dress orange_footwear osomatsu-san osomatsu_(series) pants pinafore_dress princess_carry purple_pants purple_shirt red_bow ringlets shadow shirt shoes short_hair sleeveless sleeveless_dress smile sweat teeth thighhighs twintails v-shaped_eyebrows very_long_hair whisker_markings white_shirt white_thighhighs yowai_totoko
1boy 1girl antenna_hair blunt_bangs bow bowtie brown_eyes brown_hair carrying collared_shirt commentary_request dress eyelashes facial_mark finger_to_mouth full_body grey_footwear grey_hairband hair_bow hairband half-closed_eyes high_collar kanatsuki lace lace-trimmed_dress lace-trimmed_thighhighs lace_trim light_blush long_hair lower_teeth_only mary_janes matsuno_ichimatsu medium_dress messy_hair nervous_smile one_eye_closed open_mouth orange_bow orange_bowtie orange_dress orange_footwear osomatsu-san osomatsu_(series) pants pinafore_dress princess_carry purple_pants purple_shirt red_bow ringlets shadow shirt shoes short_hair sleeveless sleeveless_dress smile sweat teeth thighhighs twintails v-shaped_eyebrows very_long_hair whisker_markings white_shirt white_thighhighs yowai_totoko
2girls 6+boys akatsuka_fujio alternate_costume alternate_hairstyle anger_vein aqua_eyes arm_up bald baseball_field baseball_uniform black_hair blood blush brown_hair cheerleader chibita clothing_cutout covered_eyes crossdressing dayoon dekapan dirty dirty_clothes double_v everyone grin hashimoto_nyaa hat hatabou holding holding_pom_poms iei iyami japanese_flag matsuno_choromatsu matsuno_ichimatsu matsuno_jyushimatsu matsuno_karamatsu matsuno_osomatsu matsuno_todomatsu multiple_boys multiple_girls navel_cutout nipple_cutout official_alternate_costume official_alternate_hairstyle old old_man osomatsu-san osomatsu_(series) outdoors pink_hair pom_pom_(cheerleading) pom_poms rubbing_nose sheeeh! sitting smile sportswear top_hat tsubuta_hiro v yowai_totoko
2girls 6+boys akatsuka_fujio alternate_costume alternate_hairstyle anger_vein aqua_eyes arm_up bald baseball_field baseball_uniform black_hair blood blush brown_hair cheerleader chibita clothing_cutout covered_eyes crossdressing dayoon dekapan dirty dirty_clothes double_v everyone grin hashimoto_nyaa hat hatabou holding holding_pom_poms iei iyami japanese_flag matsuno_choromatsu matsuno_ichimatsu matsuno_jyushimatsu matsuno_karamatsu matsuno_osomatsu matsuno_todomatsu multiple_boys multiple_girls navel_cutout nipple_cutout official_alternate_costume official_alternate_hairstyle old old_man osomatsu-san osomatsu_(series) outdoors pink_hair pom_pom_(cheerleading) pom_poms rubbing_nose sheeeh! sitting smile sportswear top_hat tsubuta_hiro v yowai_totoko
1girl brown_background brown_hair closed_mouth crossed_fingers hair_ribbon hairband heart heart-shaped_pupils index_finger_raised looking_to_the_side medium_hair nacaji osomatsu-san osomatsu_(series) pink_sweater red_hairband ribbon short_twintails smile solo sweater symbol-shaped_pupils twintails yellow_ribbon yowai_totoko
1girl brown_background brown_hair closed_mouth crossed_fingers hair_ribbon hairband heart heart-shaped_pupils index_finger_raised looking_to_the_side medium_hair nacaji osomatsu-san osomatsu_(series) pink_sweater red_hairband ribbon short_twintails smile solo sweater symbol-shaped_pupils twintails yellow_ribbon yowai_totoko
ass balls breasts clitoris clitoris_torture cuntboy intersex kneeling komuvitand matsuno_karamatsu monochrome osomatsu-san pussy restrained wasongo yowai_totoko
ass balls breasts clitoris clitoris_torture cuntboy intersex kneeling komuvitand matsuno_karamatsu monochrome osomatsu-san pussy restrained wasongo yowai_totoko
1boy all_fours blush domination eating_cum eating_own_cum female femdom human_pet humiliation magnta malesub matsuno_jyushimatsu osomatsu-kun pet_play petplay riding sitting_on_person submission submissive yowai_totoko
1boy all_fours blush domination eating_cum eating_own_cum female femdom human_pet humiliation magnta malesub matsuno_jyushimatsu osomatsu-kun pet_play petplay riding sitting_on_person submission submissive yowai_totoko
1girl arch blonde_hair brown_eyes different_shadow dress dutch_angle frilled_sleeves frills gloves highres lamppost looking_back ominous_shadow orange_dress osomatsu-san osomatsu-san:_hesokuri_wars osomatsu_(series) short_hair sleeveless sleeveless_dress smile strap town user_pwza2477 waist_ribbon werewolf yowai_totoko
1girl arch blonde_hair brown_eyes different_shadow dress dutch_angle frilled_sleeves frills gloves highres lamppost looking_back ominous_shadow orange_dress osomatsu-san osomatsu-san:_hesokuri_wars osomatsu_(series) short_hair sleeveless sleeveless_dress smile strap town user_pwza2477 waist_ribbon werewolf yowai_totoko
1boy brown_eyes brown_hair female femdom harness heart-shaped_pupils matsuno_osomatsu money osomatsu-san ponyplay translation_request yowai_totoko
1boy brown_eyes brown_hair female femdom harness heart-shaped_pupils matsuno_osomatsu money osomatsu-san ponyplay translation_request yowai_totoko
1girl 6+boys ^_^ ahoge antenna_hair blunt_bangs bow brothers brown_hair clenched_teeth closed_eyes closed_mouth commentary_request cropped_torso crying crying_with_eyes_open drooling eyelashes fangs hair_bow hairband hand_up heart hood hood_down hoodie kuri_(shibimame) light_blush lips long_hair long_sleeves low_twintails matsuno_choromatsu matsuno_ichimatsu matsuno_jyushimatsu matsuno_karamatsu matsuno_osomatsu matsuno_todomatsu multiple_boys no_symbol o_o open_mouth osomatsu-san osomatsu_(series) red_background red_hairband red_sweater sextuplets shaded_face short_hair short_twintails siblings smile straight-on streaming_tears sweater tears teeth translation_request twintails yellow_bow yowai_totoko
1girl 6+boys ^_^ ahoge antenna_hair blunt_bangs bow brothers brown_hair clenched_teeth closed_eyes closed_mouth commentary_request cropped_torso crying crying_with_eyes_open drooling eyelashes fangs hair_bow hairband hand_up heart hood hood_down hoodie kuri_(shibimame) light_blush lips long_hair long_sleeves low_twintails matsuno_choromatsu matsuno_ichimatsu matsuno_jyushimatsu matsuno_karamatsu matsuno_osomatsu matsuno_todomatsu multiple_boys no_symbol o_o open_mouth osomatsu-san osomatsu_(series) red_background red_hairband red_sweater sextuplets shaded_face short_hair short_twintails siblings smile straight-on streaming_tears sweater tears teeth translation_request twintails yellow_bow yowai_totoko
2girls 6+boys :> alternate_costume bald barefoot brothers buttons character_request chibita closed_mouth coattails collared_jacket collared_shirt commentary_request crossed_arms dated dayoon dekapan dress esper_nyanko eyelashes facial_hair facial_mark fence formal_clothes full_body glasses greyscale hair_over_shoulder half-closed_eyes hands_on_own_hips hatabou heart heart_in_mouth high-waist_pants high_collar high_heels high_ponytail hijirisawa_shonosuke holding holding_picture_frame house jacket japanese_clothes jewelry kimono leaning_forward letterboxed light_smile lipstick long_hair long_sleeves looking_at_viewer makeup matahei matsuno_choromatsu matsuno_ichimatsu matsuno_jyushimatsu matsuno_karamatsu matsuno_matsuyo matsuno_matsuzou matsuno_osomatsu matsuno_todomatsu medium_dress monochrome multiple_boys multiple_girls mustache necklace necktie nostrils one_eye_closed open_clothes open_jacket open_mouth osomatsu-kun osomatsu-san osomatsu_(series) outstretched_arm pants pantyhose pearl_necklace photo_(object) picture_frame pointing pointing_up pumps round_eyewear sandals shirt shoes short_hair short_kimono short_sleeves siblings smile smirk socks square_neckline squatting standing suit sunglasses teeth thumbs_up topless_male torn_clothes torn_kimono torn_sleeves triangular_headpiece unibrow upper_teeth_only v-neck wavy_eyebrows whisker_markings wide-eyed yowai_totoko yukata zouri
2girls 6+boys :> alternate_costume bald barefoot brothers buttons character_request chibita closed_mouth coattails collared_jacket collared_shirt commentary_request crossed_arms dated dayoon dekapan dress esper_nyanko eyelashes facial_hair facial_mark fence formal_clothes full_body glasses greyscale hair_over_shoulder half-closed_eyes hands_on_own_hips hatabou heart heart_in_mouth high-waist_pants high_collar high_heels high_ponytail hijirisawa_shonosuke holding holding_picture_frame house jacket japanese_clothes jewelry kimono leaning_forward letterboxed light_smile lipstick long_hair long_sleeves looking_at_viewer makeup matahei matsuno_choromatsu matsuno_ichimatsu matsuno_jyushimatsu matsuno_karamatsu matsuno_matsuyo matsuno_matsuzou matsuno_osomatsu matsuno_todomatsu medium_dress monochrome multiple_boys multiple_girls mustache necklace necktie nostrils one_eye_closed open_clothes open_jacket open_mouth osomatsu-kun osomatsu-san osomatsu_(series) outstretched_arm pants pantyhose pearl_necklace photo_(object) picture_frame pointing pointing_up pumps round_eyewear sandals shirt shoes short_hair short_kimono short_sleeves siblings smile smirk socks square_neckline squatting standing suit sunglasses teeth thumbs_up topless_male torn_clothes torn_kimono torn_sleeves triangular_headpiece unibrow upper_teeth_only v-neck wavy_eyebrows whisker_markings wide-eyed yowai_totoko yukata zouri
1girls 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 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 blush bondage bound_arms bound_wrists clothed_female_nude_male crying crying_with_eyes_open dominatrix dubious_consent elbow_gloves female femdom gloves latex latex_elbow_gloves latex_gloves looking_at_partner looking_pleasured malesub matsuno_karamatsu osomatsu-san tears thejocoserious yowai_totoko
1boy blush bondage bound_arms bound_wrists clothed_female_nude_male crying crying_with_eyes_open dominatrix dubious_consent elbow_gloves female femdom gloves latex latex_elbow_gloves latex_gloves looking_at_partner looking_pleasured malesub matsuno_karamatsu osomatsu-san tears thejocoserious yowai_totoko
1boy angel_wings brown_hair female femdom lingerie matsuno_karamatsu osomatsu-san sitting_on_person twintails whip yowai_totoko
1boy angel_wings brown_hair female femdom lingerie matsuno_karamatsu osomatsu-san sitting_on_person twintails whip yowai_totoko
1boy 1girls big_dildo bondage bondage_gear bondage_harness bondage_outfit boots collar cuffed cuffs dildo dildo_sitting dominatrix elbow_gloves erection femdom functionally_nude garter_straps gentle_femdom gloves happy_dom happy_sub huge_dildo latex latex_boots latex_elbow_gloves latex_gloves latex_thighhigh_boots leash leash_and_collar leash_pull leotard looking_at_partner male malesub matsuno_karamatsu osomatsu-san penis restrained restrained_arms shiny shiny_clothes shiny_leotard sitting sitting_on_chair smug thigh_boots wasongo yowai_totoko
1boy 1girls big_dildo bondage bondage_gear bondage_harness bondage_outfit boots collar cuffed cuffs dildo dildo_sitting dominatrix elbow_gloves erection femdom functionally_nude garter_straps gentle_femdom gloves happy_dom happy_sub huge_dildo latex latex_boots latex_elbow_gloves latex_gloves latex_thighhigh_boots leash leash_and_collar leash_pull leotard looking_at_partner male malesub matsuno_karamatsu osomatsu-san penis restrained restrained_arms shiny shiny_clothes shiny_leotard sitting sitting_on_chair smug thigh_boots wasongo 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
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
bouncing_breasts bow brown_eyes brown_hair cum_in_pussy cum_in_pussy cum_inside joshin low-angle_view osomatsu-kun osomatsu-san reverse_cowgirl_position ribbon riding_penis skirt skirt_lift tongue_out twintails yowai_totoko
bouncing_breasts bow brown_eyes brown_hair cum_in_pussy cum_in_pussy cum_inside joshin low-angle_view osomatsu-kun osomatsu-san reverse_cowgirl_position ribbon riding_penis skirt skirt_lift tongue_out twintails yowai_totoko