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ryuudou issei

1girl 3boys asura_(asr4000) black_hair blue_eyes blue_hair body_markings corruption cup dark_persona dark_sakura emiya_shirou evil_smile fate/hollow_ataraxia fate_(series) gakuran glasses hair_ribbon hammer highres holding holding_cup homurabara_academy_school_uniform long_hair matou_sakura matou_shinji multiple_boys orange_hair red_ribbon ribbon ryuudou_issei school_uniform short_hair smile teacup wavy_hair white_hair yellow_eyes aged_down
1girl 3boys asura_(asr4000) black_hair blue_eyes blue_hair body_markings corruption cup dark_persona dark_sakura emiya_shirou evil_smile fate/hollow_ataraxia fate_(series) gakuran glasses hair_ribbon hammer highres holding holding_cup homurabara_academy_school_uniform long_hair matou_sakura matou_shinji multiple_boys orange_hair red_ribbon ribbon ryuudou_issei school_uniform short_hair smile teacup wavy_hair white_hair yellow_eyes aged_down
blush censored cum cum_in_mouth fate/stay_night fate_(series) fellatio glasses male_only open_mouth penis ryuudou_issei yaoi
blush censored cum cum_in_mouth fate/stay_night fate_(series) fellatio glasses male_only open_mouth penis ryuudou_issei yaoi
animal_ears blush bunny_ears bunnysuit emiya_shirou fate/stay_night fate_(series) fishnets glasses leotard male male_only monochrome ryuudou_issei thighhighs yaoi
animal_ears blush bunny_ears bunnysuit emiya_shirou fate/stay_night fate_(series) fishnets glasses leotard male male_only monochrome ryuudou_issei thighhighs yaoi
1girl 3boys ahoge artoria_pendragon_(all) artoria_pendragon_(fate) black_hair blonde_hair blue_eyes blue_hair chibi fate/stay_night fate_(series) gift gilgamesh_(fate) gilgamesh_(immoral_biker_jacket)_(fate) glasses green_eyes hair_bun highres homurabara_academy_school_uniform matou_shinji multiple_boys official_alternate_costume ryuudou_issei saber_(fate) school_uniform short_hair single_hair_bun translation_request tsubuta_hiro wavy_hair
1girl 3boys ahoge artoria_pendragon_(all) artoria_pendragon_(fate) black_hair blonde_hair blue_eyes blue_hair chibi fate/stay_night fate_(series) gift gilgamesh_(fate) gilgamesh_(immoral_biker_jacket)_(fate) glasses green_eyes hair_bun highres homurabara_academy_school_uniform matou_shinji multiple_boys official_alternate_costume ryuudou_issei saber_(fate) school_uniform short_hair single_hair_bun translation_request tsubuta_hiro wavy_hair
3boys angry blue_eyes blue_hair emiya_shirou fate/stay_night fate_(series) glasses grey_hair homurabara_academy_school_uniform male_focus matou_shinji multiple_boys open_mouth orange_eyes orange_hair ryuudou_issei sara_(kurome1127) school_uniform upper_body wavy_hair yellow_eyes
3boys angry blue_eyes blue_hair emiya_shirou fate/stay_night fate_(series) glasses grey_hair homurabara_academy_school_uniform male_focus matou_shinji multiple_boys open_mouth orange_eyes orange_hair ryuudou_issei sara_(kurome1127) school_uniform upper_body wavy_hair yellow_eyes
1girl 2boys black_eyes black_hair blue_eyes brown_eyes emiya_shirou eyebrows_hidden_by_hair fate/stay_night fate_(series) glasses green_eyes hatsumoude holding_another's_arm hood hoodie japanese_clothes kimono long_hair multiple_boys new_year orange_hair ryuudou_issei scarf short_hair simple_background tohsaka_rin twintails yuuma_(u-ma)
1girl 2boys black_eyes black_hair blue_eyes brown_eyes emiya_shirou eyebrows_hidden_by_hair fate/stay_night fate_(series) glasses green_eyes hatsumoude holding_another's_arm hood hoodie japanese_clothes kimono long_hair multiple_boys new_year orange_hair ryuudou_issei scarf short_hair simple_background tohsaka_rin twintails yuuma_(u-ma)
1girl 3boys absurdres bag black_shirt blue_eyes blue_hair blue_kimono braid breasts broom brown_bag brown_jacket brown_pants brown_skirt bush company_name emiya-san_chi_no_kyou_no_gohan emiya_shirou fate_(series) glasses highres holding holding_broom homurabara_academy_school_uniform jacket japanese_clothes kimono kito_hiroko light_purple_hair looking_at_another magazine_request matsuyama_shizuka medea_(fate) medium_breasts multiple_boys official_art open_mouth orange_eyes orange_hair outdoors pants petals pointy_ears ponytail purple_eyes raglan_sleeves ryuudou_issei sasaki_kojirou_(fate) scan school_uniform semi-rimless_eyewear shimabukuro_ricardo shirt single_braid skirt smile sword talking tree ushio_yurie weapon white_shirt
1girl 3boys absurdres bag black_shirt blue_eyes blue_hair blue_kimono braid breasts broom brown_bag brown_jacket brown_pants brown_skirt bush company_name emiya-san_chi_no_kyou_no_gohan emiya_shirou fate_(series) glasses highres holding holding_broom homurabara_academy_school_uniform jacket japanese_clothes kimono kito_hiroko light_purple_hair looking_at_another magazine_request matsuyama_shizuka medea_(fate) medium_breasts multiple_boys official_art open_mouth orange_eyes orange_hair outdoors pants petals pointy_ears ponytail purple_eyes raglan_sleeves ryuudou_issei sasaki_kojirou_(fate) scan school_uniform semi-rimless_eyewear shimabukuro_ricardo shirt single_braid skirt smile sword talking tree ushio_yurie weapon white_shirt
2018 3boys artist_request belt black_hair black_skirt blurry blush bra brown_vest collarbone covering_face curtains danshi_koukousei_no_nichijou dated depth_of_field desk dressing emiya_shirou fate/stay_night fate_(series) glasses hair_ribbon holding holding_unworn_clothes holding_panties holding_underwear holding_unworn_clothes indoors kneehighs leaning_forward long_hair male_focus matou_sakura matou_shinji multiple_boys navel orange_eyes orange_hair panties pants parody parted_lips pink_ribbon pleated_skirt puffy_sleeves ribbon ryuudou_issei shirt short_sleeves signature skirt socks underwear vest wavy_hair white_legwear white_shirt window
2018 3boys artist_request belt black_hair black_skirt blurry blush bra brown_vest collarbone covering_face curtains danshi_koukousei_no_nichijou dated depth_of_field desk dressing emiya_shirou fate/stay_night fate_(series) glasses hair_ribbon holding holding_unworn_clothes holding_panties holding_underwear holding_unworn_clothes indoors kneehighs leaning_forward long_hair male_focus matou_sakura matou_shinji multiple_boys navel orange_eyes orange_hair panties pants parody parted_lips pink_ribbon pleated_skirt puffy_sleeves ribbon ryuudou_issei shirt short_sleeves signature skirt socks underwear vest wavy_hair white_legwear white_shirt window
1boy aono_shimo architecture beads blue_eyes blue_hair buddhism card_(medium) clenched_hand company_name copyright_name craft_essence_(fate) east_asian_architecture fate/grand_order fate/stay_night fate_(series) glasses hand_up japanese_clothes kesa long_sleeves male_focus matching_hair/eyes monk official_art one_eye_closed praying ryuudou_issei solo star_(symbol) tassel temple wide_sleeves
1boy aono_shimo architecture beads blue_eyes blue_hair buddhism card_(medium) clenched_hand company_name copyright_name craft_essence_(fate) east_asian_architecture fate/grand_order fate/stay_night fate_(series) glasses hand_up japanese_clothes kesa long_sleeves male_focus matching_hair/eyes monk official_art one_eye_closed praying ryuudou_issei solo star_(symbol) tassel temple wide_sleeves
1boy blue_hair blush closed_eyes unworn_clothes covering_privates covering_chest embarrassed fate/stay_night fate_(series) glasses head_down highres homurabara_academy_school_uniform humiliation kneeling male_focus muscular on_floor ryuudou_issei school_uniform unworn_shirt solo stitched third-party_edit
1boy blue_hair blush closed_eyes unworn_clothes covering_privates covering_chest embarrassed fate/stay_night fate_(series) glasses head_down highres homurabara_academy_school_uniform humiliation kneeling male_focus muscular on_floor ryuudou_issei school_uniform unworn_shirt solo stitched third-party_edit
archer_(fate) artoria_pendragon barefoot butterfly_net closed_eyes cu_chulainn_(fate) electric_fan emiya_shirou fan fate/stay_night fate_(series) food fruit fujimura_taiga glasses hand_net hand_on_hip holding illyasviel_von_einzbern lion long_hair machtorii male matou_sakura mister_donut monochrome multiple_boys multiple_girls open_mouth raglan_sleeves ryuudou_issei shorts sitting skirt smile stuffed_animal stuffed_lion stuffed_toy sweatdrop tear tied_hair tohsaka_rin torii_seiji twintails watermelon
archer_(fate) artoria_pendragon barefoot butterfly_net closed_eyes cu_chulainn_(fate) electric_fan emiya_shirou fan fate/stay_night fate_(series) food fruit fujimura_taiga glasses hand_net hand_on_hip holding illyasviel_von_einzbern lion long_hair machtorii male matou_sakura mister_donut monochrome multiple_boys multiple_girls open_mouth raglan_sleeves ryuudou_issei shorts sitting skirt smile stuffed_animal stuffed_lion stuffed_toy sweatdrop tear tied_hair tohsaka_rin torii_seiji twintails watermelon
1girl 3boys adjusting_clothes aono_shimo black_eyes black_hair black_suit blue_eyes blue_hair buddhism closed_eyes cowboy_shot cropped_legs dress empty_eyes fate/stay_night fate_(series) fitting formal_clothes glasses hidden_eyes highres holding hood kesa kuzuki_souichirou long_hair medea_(fate) monk multiple_boys purple_dress robe ryuudou_issei ryuudou_reikan shaved_head simple_background suit sweatdrop white_background
1girl 3boys adjusting_clothes aono_shimo black_eyes black_hair black_suit blue_eyes blue_hair buddhism closed_eyes cowboy_shot cropped_legs dress empty_eyes fate/stay_night fate_(series) fitting formal_clothes glasses hidden_eyes highres holding hood kesa kuzuki_souichirou long_hair medea_(fate) monk multiple_boys purple_dress robe ryuudou_issei ryuudou_reikan shaved_head simple_background suit sweatdrop white_background
3boys anger_vein arguing bad_id bad_twitter_id crossed_arms desk emiya_shirou fate/stay_night fate_(series) gakuran glasses greyscale hand_on_own_hip homurabara_academy_school_uniform male_focus matou_shinji monochrome multiple_boys ryuudou_issei school_desk school_uniform simple_background sitting wavy_hair white_background
3boys anger_vein arguing bad_id bad_twitter_id crossed_arms desk emiya_shirou fate/stay_night fate_(series) gakuran glasses greyscale hand_on_own_hip homurabara_academy_school_uniform male_focus matou_shinji monochrome multiple_boys ryuudou_issei school_desk school_uniform simple_background sitting wavy_hair white_background
bondage crying cum cum_in_mouth depressed fate_(series) funny funny_face gay indoors male penis rape ryuudou_issei sean_leddy_(barbara_chilton) self_upload yaoi
bondage crying cum cum_in_mouth depressed fate_(series) funny funny_face gay indoors male penis rape ryuudou_issei sean_leddy_(barbara_chilton) self_upload yaoi
3boys artist_request big_penis blowjob chastity_cage cuckold dark-skinned_male dark_skin femboy gangbang gay interracial otoko_no_ko penis_size_difference rape ryuudou_issei self_upload skinny small_penis upside-down yaoi young
3boys artist_request big_penis blowjob chastity_cage cuckold dark-skinned_male dark_skin femboy gangbang gay interracial otoko_no_ko penis_size_difference rape ryuudou_issei self_upload skinny small_penis upside-down yaoi young
6+boys 6+girls absurdres ahoge angra_mainyu_(fate) arms_behind_back artoria_pendragon_(fate) ball bazett_fraga_mcremitz beret black_hair black_skirt blush cape caren_hortensia character_request child_gilgamesh_(fate) closed_eyes closed_mouth commentary_request crossed_arms cu_chulainn_(fate) emiya_shirou fate/hollow_ataraxia fate_(series) fishing_rod formal_clothes frown fujimura_taiga gilgamesh_(fate) glasses hand_on_own_hip hat heracles_(fate) highres himuro_kane holding holding_ball holding_fishing_rod hotaruzuka_otoko jacket kotoko902 kuzuki_souichirou leysritt_(fate) long_hair long_sleeves looking_at_viewer looking_back makidera_kaede matou_sakura medea_(fate) medium_hair medusa_(fate) mitsuzuri_ayako multiple_boys multiple_girls one_eye_closed open_mouth orange_eyes orange_hair purple_hair red_cape ryuudou_issei ryuudou_reikan saegusa_yukika sasaki_kojirou_(fate) school_uniform sella_(fate) shoes short_hair skirt smile soccer_ball suit sweatdrop sweater tohsaka_rin twintails waving white_hair
6+boys 6+girls absurdres ahoge angra_mainyu_(fate) arms_behind_back artoria_pendragon_(fate) ball bazett_fraga_mcremitz beret black_hair black_skirt blush cape caren_hortensia character_request child_gilgamesh_(fate) closed_eyes closed_mouth commentary_request crossed_arms cu_chulainn_(fate) emiya_shirou fate/hollow_ataraxia fate_(series) fishing_rod formal_clothes frown fujimura_taiga gilgamesh_(fate) glasses hand_on_own_hip hat heracles_(fate) highres himuro_kane holding holding_ball holding_fishing_rod hotaruzuka_otoko jacket kotoko902 kuzuki_souichirou leysritt_(fate) long_hair long_sleeves looking_at_viewer looking_back makidera_kaede matou_sakura medea_(fate) medium_hair medusa_(fate) mitsuzuri_ayako multiple_boys multiple_girls one_eye_closed open_mouth orange_eyes orange_hair purple_hair red_cape ryuudou_issei ryuudou_reikan saegusa_yukika sasaki_kojirou_(fate) school_uniform sella_(fate) shoes short_hair skirt smile soccer_ball suit sweatdrop sweater tohsaka_rin twintails waving white_hair
5boys 6+girls ahoge artoria_pendragon_(all) artoria_pendragon_(fate) barefoot black_shirt black_skirt black_socks black_thighhighs blonde_hair blue_pants blue_ribbon blue_skirt blush bow braid brown_footwear brown_hair brown_shirt brown_skirt cherry_blossoms chopsticks circle_formation collarbone cup dark-skinned_male dark_skin eating emiya_shirou fate/stay_night fate_(series) food from_above glasses green_eyes green_tea hair_bow hal_(haaaalhal) highres himuro_kane holding holding_chopsticks holding_cup holding_plate indian_style juice kneeling long_hair long_sleeves looking_at_another looking_at_food lower_teeth_only makidera_kaede matou_sakura matou_shinji medusa_(fate) medusa_(rider)_(fate) mitsuzuri_ayako multiple_boys multiple_girls one_eye_closed open_mouth orange_juice pants picnic pink_shirt plate purple_bow purple_eyes purple_hair raglan_sleeves ribbon ryuudou_issei saber_(fate) saegusa_yukika shirt sitting skirt smile socks spring_(season) sushi sweatdrop tan tea teeth thighhighs tohsaka_rin unworn_footwear very_long_hair wariza white_hair white_socks
5boys 6+girls ahoge artoria_pendragon_(all) artoria_pendragon_(fate) barefoot black_shirt black_skirt black_socks black_thighhighs blonde_hair blue_pants blue_ribbon blue_skirt blush bow braid brown_footwear brown_hair brown_shirt brown_skirt cherry_blossoms chopsticks circle_formation collarbone cup dark-skinned_male dark_skin eating emiya_shirou fate/stay_night fate_(series) food from_above glasses green_eyes green_tea hair_bow hal_(haaaalhal) highres himuro_kane holding holding_chopsticks holding_cup holding_plate indian_style juice kneeling long_hair long_sleeves looking_at_another looking_at_food lower_teeth_only makidera_kaede matou_sakura matou_shinji medusa_(fate) medusa_(rider)_(fate) mitsuzuri_ayako multiple_boys multiple_girls one_eye_closed open_mouth orange_juice pants picnic pink_shirt plate purple_bow purple_eyes purple_hair raglan_sleeves ribbon ryuudou_issei saber_(fate) saegusa_yukika shirt sitting skirt smile socks spring_(season) sushi sweatdrop tan tea teeth thighhighs tohsaka_rin unworn_footwear very_long_hair wariza white_hair white_socks
>_< 1girl 2boys aged_down bad_id bad_twitter_id baseball_cap black_hair blue_eyes blue_hair blush bow braid brown_shorts commentary_request dress fate/stay_night fate_(series) flying_sweatdrops gaku_(f_gakkkkku) green_bow green_shorts grey_shirt hair_bow hat highres holding_hands kuzuki_souichirou medea_(fate) multiple_boys open_mouth pointy_ears red_hat ryuudou_issei semi-rimless_eyewear shirt short_hair short_sleeves shorts star_(symbol) striped sweat time_paradox translation_request under-rim_eyewear white_dress yellow_background
>_< 1girl 2boys aged_down bad_id bad_twitter_id baseball_cap black_hair blue_eyes blue_hair blush bow braid brown_shorts commentary_request dress fate/stay_night fate_(series) flying_sweatdrops gaku_(f_gakkkkku) green_bow green_shorts grey_shirt hair_bow hat highres holding_hands kuzuki_souichirou medea_(fate) multiple_boys open_mouth pointy_ears red_hat ryuudou_issei semi-rimless_eyewear shirt short_hair short_sleeves shorts star_(symbol) striped sweat time_paradox translation_request under-rim_eyewear white_dress yellow_background
1girl 3boys black_choker blush braid choker closed_mouth collarbone commentary english_commentary fate/stay_night fate_(series) glasses hand_on_own_face heart holding holding_spoon japanese_clothes jitome kuzuki_souichirou long_hair looking_at_viewer medea_(fate) multiple_boys oneroom-disco open_mouth pink_background ponytail purple_eyes ryuudou_issei sasaki_kojirou_(fate) school_uniform shirt smile speech_bubble spoon thought_bubble white_shirt
1girl 3boys black_choker blush braid choker closed_mouth collarbone commentary english_commentary fate/stay_night fate_(series) glasses hand_on_own_face heart holding holding_spoon japanese_clothes jitome kuzuki_souichirou long_hair looking_at_viewer medea_(fate) multiple_boys oneroom-disco open_mouth pink_background ponytail purple_eyes ryuudou_issei sasaki_kojirou_(fate) school_uniform shirt smile speech_bubble spoon thought_bubble white_shirt
2boys black_hair copyright_name crossed_arms echo_(circa) emiya_shirou fate/stay_night fate_(series) fluorescent_lamp glasses grey_eyes homurabara_academy_school_uniform looking_down male_focus multiple_boys orange_eyes red_hair ryuudou_issei school_uniform
2boys black_hair copyright_name crossed_arms echo_(circa) emiya_shirou fate/stay_night fate_(series) fluorescent_lamp glasses grey_eyes homurabara_academy_school_uniform looking_down male_focus multiple_boys orange_eyes red_hair ryuudou_issei school_uniform
3boys alternate_costume apron black_hair blue_eyes blue_hair blush bow bowtie crossed_arms dress emiya_shirou enmaided closed_eyes fate/stay_night fate_(series) glasses holding holding_menu maid maid_apron maid_headdress matou_shinji menu multiple_boys open_mouth orange_hair pinki_(shounenkakuseiya) puffy_short_sleeves puffy_sleeves ryuudou_issei short_hair short_sleeves smile vest wavy_hair
3boys alternate_costume apron black_hair blue_eyes blue_hair blush bow bowtie crossed_arms dress emiya_shirou enmaided closed_eyes fate/stay_night fate_(series) glasses holding holding_menu maid maid_apron maid_headdress matou_shinji menu multiple_boys open_mouth orange_hair pinki_(shounenkakuseiya) puffy_short_sleeves puffy_sleeves ryuudou_issei short_hair short_sleeves smile vest wavy_hair
ball_gag bondage crying faggot gay male rape raped ryuudou_issei self_upload sex_slave sexslave slave yaoi
ball_gag bondage crying faggot gay male rape raped ryuudou_issei self_upload sex_slave sexslave slave yaoi
1boy 1girl black_hair blue_eyes breasts fat fate/stay_night fate_(series) huge_breasts kandata_nijou long_hair one_eye_closed panties plump puffy_nipples ryuudou_issei smile thick_thighs thighs tohsaka_rin underboob underwear
1boy 1girl black_hair blue_eyes breasts fat fate/stay_night fate_(series) huge_breasts kandata_nijou long_hair one_eye_closed panties plump puffy_nipples ryuudou_issei smile thick_thighs thighs tohsaka_rin underboob underwear
5girls black_hair blouse blue_eyes blue_hair day emiya_shirou fate/stay_night fate_(series) grey_hair himuro_kane kamo_0707 makidera_kaede matou_shinji mitsuzuri_ayako multiple_girls on_one_knee outdoors red_hair ryuudou_issei saegusa_yukika shirt tohsaka_rin v wavy_hair white_shirt yellow_eyes
5girls black_hair blouse blue_eyes blue_hair day emiya_shirou fate/stay_night fate_(series) grey_hair himuro_kane kamo_0707 makidera_kaede matou_shinji mitsuzuri_ayako multiple_girls on_one_knee outdoors red_hair ryuudou_issei saegusa_yukika shirt tohsaka_rin v wavy_hair white_shirt yellow_eyes