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sad smile

1girl ahoge alternate_costume black_jacket black_necktie black_pantyhose black_skirt chair closed_mouth collared_shirt commentary drill_hair english_commentary feet_out_of_frame formal_clothes furrowed_brow hello_worker_(vocaloid) highres jacket kasane_teto lapels light_blush long_sleeves looking_at_viewer medium_hair necktie office_chair office_lady on_chair open_hands outstretched_arms outstretched_legs pantyhose pencil_skirt red_hair sad_smile santa_(ssanpanty) shirt sitting skirt skirt_suit smile solo song_name spread_legs suit suit_jacket swivel_chair tearing_up twin_drills utau white_shirt
1girl ahoge alternate_costume black_jacket black_necktie black_pantyhose black_skirt chair closed_mouth collared_shirt commentary drill_hair english_commentary feet_out_of_frame formal_clothes furrowed_brow hello_worker_(vocaloid) highres jacket kasane_teto lapels light_blush long_sleeves looking_at_viewer medium_hair necktie office_chair office_lady on_chair open_hands outstretched_arms outstretched_legs pantyhose pencil_skirt red_hair sad_smile santa_(ssanpanty) shirt sitting skirt skirt_suit smile solo song_name spread_legs suit suit_jacket swivel_chair tearing_up twin_drills utau white_shirt
1girl aerith_gainsborough blush braid brown_hair choker cropped_jacket crying dress final_fantasy final_fantasy_vii final_fantasy_vii_rebirth final_fantasy_vii_remake flower_choker green_eyes hair_ribbon highres jacket kinokowa long_hair parted_bangs pink_dress pink_ribbon red_jacket ribbon sad_smile sidelocks simple_background smile tears twin_braids upper_body white_background
1girl aerith_gainsborough blush braid brown_hair choker cropped_jacket crying dress final_fantasy final_fantasy_vii final_fantasy_vii_rebirth final_fantasy_vii_remake flower_choker green_eyes hair_ribbon highres jacket kinokowa long_hair parted_bangs pink_dress pink_ribbon red_jacket ribbon sad_smile sidelocks simple_background smile tears twin_braids upper_body white_background
1girl absurdres angel_wings balcony bare_legs black_nails black_ribbon black_trim concrete crying crying_with_eyes_open dress floating halo hanataro_(sruvhqkehy1zied) hand_on_own_face highres long_sleeves looking_at_viewer night original pink_eyes pink_halo railing ribbon sad_smile sailor_dress short_hair tears white_dress wings
1girl absurdres angel_wings balcony bare_legs black_nails black_ribbon black_trim concrete crying crying_with_eyes_open dress floating halo hanataro_(sruvhqkehy1zied) hand_on_own_face highres long_sleeves looking_at_viewer night original pink_eyes pink_halo railing ribbon sad_smile sailor_dress short_hair tears white_dress wings
1girl absurdres bird blood bloody_weapon blue_eyes blue_hair blue_skirt bodice border breasts building cape chinese_commentary city cleavage commentary_request cowboy_shot crying crying_with_eyes_open day dongzhi10223 dove foreshortening fortissimo frills from_above gloves hair_ornament highres looking_at_viewer mahou_shoujo_madoka_magica mahou_shoujo_madoka_magica_(anime) miki_sayaka miki_sayaka_(magical_girl) musical_note musical_note_hair_ornament on_rooftop outdoors outstretched_arm outstretched_hand planted planted_sword planted_weapon reaching reaching_towards_viewer sad_smile scenery severed_hair short_hair skirt smile solo standing sword tears weapon white_border white_cape white_gloves
1girl absurdres bird blood bloody_weapon blue_eyes blue_hair blue_skirt bodice border breasts building cape chinese_commentary city cleavage commentary_request cowboy_shot crying crying_with_eyes_open day dongzhi10223 dove foreshortening fortissimo frills from_above gloves hair_ornament highres looking_at_viewer mahou_shoujo_madoka_magica mahou_shoujo_madoka_magica_(anime) miki_sayaka miki_sayaka_(magical_girl) musical_note musical_note_hair_ornament on_rooftop outdoors outstretched_arm outstretched_hand planted planted_sword planted_weapon reaching reaching_towards_viewer sad_smile scenery severed_hair short_hair skirt smile solo standing sword tears weapon white_border white_cape white_gloves
1girl blue_vest breasts closed_mouth collared_shirt crying crying_with_eyes_open gelato1014 hair_between_eyes long_hair mari_(headspace)_(omori) mari_(omori) neckerchief omori purple_eyes purple_hair red_neckerchief sad_smile shirt simple_background small_breasts smile solo tears vest white_background white_shirt
1girl blue_vest breasts closed_mouth collared_shirt crying crying_with_eyes_open gelato1014 hair_between_eyes long_hair mari_(headspace)_(omori) mari_(omori) neckerchief omori purple_eyes purple_hair red_neckerchief sad_smile shirt simple_background small_breasts smile solo tears vest white_background white_shirt
1girl beckoning black_background blue_eyes blue_shirt blush border buttons closed_mouth collared_shirt crying crying_with_eyes_open english_text hair_over_shoulder hand_up highres isshiki_(ffmania7) kaf_(kamitsubaki_studio) kamitsubaki_studio long_hair long_sleeves low_twintails multicolored_eyes outstretched_hand pink_hair red_eyes sad_smile shirt solo tears twintails upper_body virtual_youtuber white_border yellow_pupils
1girl beckoning black_background blue_eyes blue_shirt blush border buttons closed_mouth collared_shirt crying crying_with_eyes_open english_text hair_over_shoulder hand_up highres isshiki_(ffmania7) kaf_(kamitsubaki_studio) kamitsubaki_studio long_hair long_sleeves low_twintails multicolored_eyes outstretched_hand pink_hair red_eyes sad_smile shirt solo tears twintails upper_body virtual_youtuber white_border yellow_pupils
2boys alternate_costume bara beard brokeback_mountain brown_hair cassidy_(overwatch) connected_beard couple cowboy_hat cowboy_western danny_(sheepdan2) facial_hair full_beard hanzo_(overwatch) happy hat highres hug hug_from_behind male_focus mature_male multiple_boys overwatch parody sad_smile short_hair smile thick_beard thick_eyebrows yaoi
2boys alternate_costume bara beard brokeback_mountain brown_hair cassidy_(overwatch) connected_beard couple cowboy_hat cowboy_western danny_(sheepdan2) facial_hair full_beard hanzo_(overwatch) happy hat highres hug hug_from_behind male_focus mature_male multiple_boys overwatch parody sad_smile short_hair smile thick_beard thick_eyebrows yaoi
1girl absurdres banner blush capelet colored_skin gloves highres holding holding_polearm holding_weapon horns long_hair original polearm porforever sad_smile smile solo sunset_(porforever) tears weapon white_hair white_skin
1girl absurdres banner blush capelet colored_skin gloves highres holding holding_polearm holding_weapon horns long_hair original polearm porforever sad_smile smile solo sunset_(porforever) tears weapon white_hair white_skin
3boys angel angel_wings animal_print blank_eyes blue_bodysuit bodysuit crying dark-skinned_male dark_skin halo jungyun99 korean_text male_focus marvel miles_morales multiple_boys on_roof peter_b_parker red_bodysuit ripeter_(spiderverse) rooftop sad_smile sparkle spider-man spider-man:_into_the_spider-verse spider-man_(series) spider-verse spider_print spider_web_print streaming_tears tears throwing_person two-tone_bodysuit very_dark_skin web_shooter wings
3boys angel angel_wings animal_print blank_eyes blue_bodysuit bodysuit crying dark-skinned_male dark_skin halo jungyun99 korean_text male_focus marvel miles_morales multiple_boys on_roof peter_b_parker red_bodysuit ripeter_(spiderverse) rooftop sad_smile sparkle spider-man spider-man:_into_the_spider-verse spider-man_(series) spider-verse spider_print spider_web_print streaming_tears tears throwing_person two-tone_bodysuit very_dark_skin web_shooter wings
2girls abstract_background akemi_homura black_hairband black_thighhighs blush brown_footwear brown_shirt brown_skirt character_counter_request chromatic_aberration closed_eyes clutching_clothes commentary_request facing_down facing_up furrowed_brow hair_ribbon hairband head_on_another's_shoulder highres hug juliet_sleeves kaname_madoka koze_niire leaning_back loafers long_hair long_sleeves mahou_shoujo_madoka_magica mahou_shoujo_madoka_magica_(anime) mitakihara_school_uniform multiple_girls mutual_hug open_mouth pink_hair pleated_skirt puffy_sleeves red_ribbon ribbon sad_smile school_uniform shirt shoes short_twintails skirt sleeve_cuffs smile standing tearing_up thighhighs twintails two_side_up white_thighhighs
2girls abstract_background akemi_homura black_hairband black_thighhighs blush brown_footwear brown_shirt brown_skirt character_counter_request chromatic_aberration closed_eyes clutching_clothes commentary_request facing_down facing_up furrowed_brow hair_ribbon hairband head_on_another's_shoulder highres hug juliet_sleeves kaname_madoka koze_niire leaning_back loafers long_hair long_sleeves mahou_shoujo_madoka_magica mahou_shoujo_madoka_magica_(anime) mitakihara_school_uniform multiple_girls mutual_hug open_mouth pink_hair pleated_skirt puffy_sleeves red_ribbon ribbon sad_smile school_uniform shirt shoes short_twintails skirt sleeve_cuffs smile standing tearing_up thighhighs twintails two_side_up white_thighhighs
1girl :d ahoge arms_at_sides artist_name ass bad_id barefoot blue_hair blunt_ends blush bob_cut breasts commentary completely_nude constriction crying crying_with_eyes_open embarrassed fangs forked_tongue full_body gift_art looking_ahead loose_hair_strand love_hina maehara_shinobu navel nipples nose_blush nude on_ground open_mouth purple_eyes raised_eyebrows restrained sad_smile shadow short_hair simple_background sitting small_breasts smile snake solo streaming_tears sweat tears toes tongue tongue_out translated umedama_nabu very_sweaty wariza white_background wrapped_up
1girl :d ahoge arms_at_sides artist_name ass bad_id barefoot blue_hair blunt_ends blush bob_cut breasts commentary completely_nude constriction crying crying_with_eyes_open embarrassed fangs forked_tongue full_body gift_art looking_ahead loose_hair_strand love_hina maehara_shinobu navel nipples nose_blush nude on_ground open_mouth purple_eyes raised_eyebrows restrained sad_smile shadow short_hair simple_background sitting small_breasts smile snake solo streaming_tears sweat tears toes tongue tongue_out translated umedama_nabu very_sweaty wariza white_background wrapped_up
1boy 1girl alcohol arm_at_side armor belt black_belt black_cape black_footwear black_gloves black_hair blue_sky boots bottle cape closed_mouth command_spell constantine_xi_(fate) cowboy_shot cup curtained_hair day dress drinking_glass earrings fate/grand_order fate_(series) floating_earring from_above fujimaru_ritsuka_(female) fujimaru_ritsuka_(female)_(decisive_battle_chaldea_uniform) full_body gloves greco-roman_clothes grey_eyes hair_between_eyes hand_up highres holding holding_bottle holding_cup jewelry kitada knee_boots long_sleeves looking_at_another looking_at_object medium_hair official_alternate_costume orange_eyes orange_hair parted_lips red_armor red_tunic roman_clothes sad_smile short_hair shoulder_pads side_cape sky smile standing tunic white_dress wind wine wine_bottle wine_glass
1boy 1girl alcohol arm_at_side armor belt black_belt black_cape black_footwear black_gloves black_hair blue_sky boots bottle cape closed_mouth command_spell constantine_xi_(fate) cowboy_shot cup curtained_hair day dress drinking_glass earrings fate/grand_order fate_(series) floating_earring from_above fujimaru_ritsuka_(female) fujimaru_ritsuka_(female)_(decisive_battle_chaldea_uniform) full_body gloves greco-roman_clothes grey_eyes hair_between_eyes hand_up highres holding holding_bottle holding_cup jewelry kitada knee_boots long_sleeves looking_at_another looking_at_object medium_hair official_alternate_costume orange_eyes orange_hair parted_lips red_armor red_tunic roman_clothes sad_smile short_hair shoulder_pads side_cape sky smile standing tunic white_dress wind wine wine_bottle wine_glass
2boys absurdres angel_wings armor arms_around_neck barefoot belt black_cape black_hair black_pants black_sweater blonde_hair blue_vest brown_belt brown_gloves cape cloud_strife commentary_request couple crying feathered_wings final_fantasy final_fantasy_vii final_fantasy_vii_advent_children full_body gloves hair_over_eyes hair_slicked_back half-closed_eyes highres hug long_hair looking_at_another male_focus messa_mo multiple_belts multiple_boys pants parted_lips pauldrons puffy_pants sad_smile short_hair shoulder_armor shoulder_strap single_pauldron sleeveless sleeveless_sweater sleeveless_turtleneck spiked_hair standing sweater translation_request translucent turtleneck turtleneck_sweater twitter_username vest waist_cape wings yaoi zack_fair
2boys absurdres angel_wings armor arms_around_neck barefoot belt black_cape black_hair black_pants black_sweater blonde_hair blue_vest brown_belt brown_gloves cape cloud_strife commentary_request couple crying feathered_wings final_fantasy final_fantasy_vii final_fantasy_vii_advent_children full_body gloves hair_over_eyes hair_slicked_back half-closed_eyes highres hug long_hair looking_at_another male_focus messa_mo multiple_belts multiple_boys pants parted_lips pauldrons puffy_pants sad_smile short_hair shoulder_armor shoulder_strap single_pauldron sleeveless sleeveless_sweater sleeveless_turtleneck spiked_hair standing sweater translation_request translucent turtleneck turtleneck_sweater twitter_username vest waist_cape wings yaoi zack_fair
2girls black_pants blue_hair censored commentary_request cowboy_shot coyagi day doodle_inset facing_viewer fish fish_skeleton foliage grey_shirt guard_rail hair_intakes hair_ribbon highres holding_hands censored_identity interlocked_fingers kotonoha_akane kotonoha_aoi kurashi_gas_meter_(voiceroid) light_smile long_hair looking_at_viewer multiple_girls outdoors pants parted_lips pink_hair purple_ribbon red_eyes ribbon sad_smile scribble_censor shirt short_sleeves siblings side-by-side sidelocks sisters song_name standing t-shirt tearing_up voiceroid yellow_ribbon
2girls black_pants blue_hair censored commentary_request cowboy_shot coyagi day doodle_inset facing_viewer fish fish_skeleton foliage grey_shirt guard_rail hair_intakes hair_ribbon highres holding_hands censored_identity interlocked_fingers kotonoha_akane kotonoha_aoi kurashi_gas_meter_(voiceroid) light_smile long_hair looking_at_viewer multiple_girls outdoors pants parted_lips pink_hair purple_ribbon red_eyes ribbon sad_smile scribble_censor shirt short_sleeves siblings side-by-side sidelocks sisters song_name standing t-shirt tearing_up voiceroid yellow_ribbon
1boy absurdres angel angel_wings beckoning black_background blood blood_on_clothes blood_on_neck cowboy_shot crying crying_with_eyes_open feathered_wings hair_between_eyes halo highres injury layered_sleeves lens_flare light_smile lips long_sleeves looking_at_viewer male_focus multiple_wings nagisa_kaworu neon_genesis_evangelion pink_lips psycho373 purple_robe purple_sash red_eyes robe sad_smile sash seraph short_hair simple_background sleeves_past_wrists solo sparkle spiked_halo straight-on teardrop tears traditional_halo waist_sash white_hair white_wings wide_sleeves wings
1boy absurdres angel angel_wings beckoning black_background blood blood_on_clothes blood_on_neck cowboy_shot crying crying_with_eyes_open feathered_wings hair_between_eyes halo highres injury layered_sleeves lens_flare light_smile lips long_sleeves looking_at_viewer male_focus multiple_wings nagisa_kaworu neon_genesis_evangelion pink_lips psycho373 purple_robe purple_sash red_eyes robe sad_smile sash seraph short_hair simple_background sleeves_past_wrists solo sparkle spiked_halo straight-on teardrop tears traditional_halo waist_sash white_hair white_wings wide_sleeves wings
1boy 1girl aozukikawasemi ascot blue_sleeves brown_hair buttons collared_shirt commentary copyright_name cropped_legs dissolving english_commentary garry_(ib) grin ib_(ib) ib_(kouri) long_hair long_sleeves miniskirt palms pleated_skirt reaching reaching_towards_viewer red_ascot red_eyes red_skirt sad_smile shirt simple_background skirt sleeves_past_wrists smile solo_focus taking_another's_hand teardrop tearing_up torn_clothes torn_skirt white_shirt white_sleeves yellow_background
1boy 1girl aozukikawasemi ascot blue_sleeves brown_hair buttons collared_shirt commentary copyright_name cropped_legs dissolving english_commentary garry_(ib) grin ib_(ib) ib_(kouri) long_hair long_sleeves miniskirt palms pleated_skirt reaching reaching_towards_viewer red_ascot red_eyes red_skirt sad_smile shirt simple_background skirt sleeves_past_wrists smile solo_focus taking_another's_hand teardrop tearing_up torn_clothes torn_skirt white_shirt white_sleeves yellow_background
1girl blush bouquet bow bridal_veil bride broken_heart buttons collar collared_dress commentary crying crying_with_eyes_open curtains dress dress_bow elbow_gloves english_commentary eyelashes feet_out_of_frame flower frilled_collar frilled_gloves frills gloves hair_bow halter_dress halterneck heart heart_in_eye highres holding holding_bouquet holding_mace holding_weapon leaf long_hair looking_at_viewer mace neck_ribbon omori open_mouth pink_bow pink_dress pink_eyes pink_flower pink_hair pink_ribbon pink_rose pink_theme ribbon rose sad_smile see-through_clothes see-through_veil solo spoilers straight-on sweetheart_(omori) symbol_in_eye teardrop tears teeth twintails two-tone_dress upper_teeth_only veil velvetterabby wedding_dress white_bow white_collar white_dress white_gloves
1girl blush bouquet bow bridal_veil bride broken_heart buttons collar collared_dress commentary crying crying_with_eyes_open curtains dress dress_bow elbow_gloves english_commentary eyelashes feet_out_of_frame flower frilled_collar frilled_gloves frills gloves hair_bow halter_dress halterneck heart heart_in_eye highres holding holding_bouquet holding_mace holding_weapon leaf long_hair looking_at_viewer mace neck_ribbon omori open_mouth pink_bow pink_dress pink_eyes pink_flower pink_hair pink_ribbon pink_rose pink_theme ribbon rose sad_smile see-through_clothes see-through_veil solo spoilers straight-on sweetheart_(omori) symbol_in_eye teardrop tears teeth twintails two-tone_dress upper_teeth_only veil velvetterabby wedding_dress white_bow white_collar white_dress white_gloves
1girl aykko blue_hair closed_eyes closed_mouth cloud colored_inner_hair commentary crying dated english_commentary eyelashes flower from_side hatsune_miku highres holding holding_flower long_hair multicolored_hair number_tattoo outdoors petals sad sad_smile shoulder_tattoo sky solo straight_hair streaming_tears sunset tattoo teardrop tears topless twintails upper_body very_long_hair vocaloid yellow_flower yellow_sky
1girl aykko blue_hair closed_eyes closed_mouth cloud colored_inner_hair commentary crying dated english_commentary eyelashes flower from_side hatsune_miku highres holding holding_flower long_hair multicolored_hair number_tattoo outdoors petals sad sad_smile shoulder_tattoo sky solo straight_hair streaming_tears sunset tattoo teardrop tears topless twintails upper_body very_long_hair vocaloid yellow_flower yellow_sky