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1990s_(style) 1boy 1girls angel_wings bad_id bad_pixiv_id blood bloody_penis blush breasts censored daive defloration deflowered deflowering demon_girl female female_virgin forced green_eyes highres horn horns humanoid jigoku_sensei_nube long_hair male minki minki_(jigoku_sensei_nube) nipples no_panties nude nueno_meisuke one_eye_closed pale-skinned_female pale_skin penis pink_hair purple_background pussy rape retro_artstyle sex short_twintails shounen_jump solo_focus straddle straddling straight tied_hair twintails vaginal vaginal_blood virgin virginal_blood virginity_loss wince wings wink
1990s_(style) 1boy 1girls angel_wings bad_id bad_pixiv_id blood bloody_penis blush breasts censored daive defloration deflowered deflowering demon_girl female female_virgin forced green_eyes highres horn horns humanoid jigoku_sensei_nube long_hair male minki minki_(jigoku_sensei_nube) nipples no_panties nude nueno_meisuke one_eye_closed pale-skinned_female pale_skin penis pink_hair purple_background pussy rape retro_artstyle sex short_twintails shounen_jump solo_focus straddle straddling straight tied_hair twintails vaginal vaginal_blood virgin virginal_blood virginity_loss wince wings wink
after_sex ahoge bed blood blue_eyes censored cum cum_inside defloration deflowered eru_(efzg) female_virgin grey_hair highres kikusaka_kochou panties panties_around_leg panties_around_one_leg pussy school_uniform serafuku spread_legs taishou_yakyuu_musume thighhighs underwear vaginal_blood virgin virginal_blood white_panties
after_sex ahoge bed blood blue_eyes censored cum cum_inside defloration deflowered eru_(efzg) female_virgin grey_hair highres kikusaka_kochou panties panties_around_leg panties_around_one_leg pussy school_uniform serafuku spread_legs taishou_yakyuu_musume thighhighs underwear vaginal_blood virgin virginal_blood white_panties
!!! 1girls abdominal_bulge blood breasts canon canonical_sex comic completely_nude deep_penetration defloration deflowered deflowering female first_time highres in_pain jinki jinki_extend long_hair lying manga monochrome navel nipples nude nude_female official_art open_mouth painful_penetration penetration perky_breasts questionable_consent reclining sex small_breasts sweat tears teen teen_girl teenage_girl teenager translation_request tsunashima_shirou tsuzaki_aoba vaginal_blood vaginal_penetration vaginal_sex virgin virginal_blood virginity_loss young
!!! 1girls abdominal_bulge blood breasts canon canonical_sex comic completely_nude deep_penetration defloration deflowered deflowering female first_time highres in_pain jinki jinki_extend long_hair lying manga monochrome navel nipples nude nude_female official_art open_mouth painful_penetration penetration perky_breasts questionable_consent reclining sex small_breasts sweat tears teen teen_girl teenage_girl teenager translation_request tsunashima_shirou tsuzaki_aoba vaginal_blood vaginal_penetration vaginal_sex virgin virginal_blood virginity_loss young
arm_support black_legwear black_socks blood blue_eyes blush bow breasts censored cum cum_in_pussy cum_inside cute_fang defloration deflowered erika_(pangya) female female_virgin footwear hairbow knee_socks kneehighs kneesocks kotatsu_(artist) open_mouth pangya pink_hair ponytail pussy socks solo spread_pussy squat squatting tied_hair vaginal_blood virgin virginal_blood wristband
arm_support black_legwear black_socks blood blue_eyes blush bow breasts censored cum cum_in_pussy cum_inside cute_fang defloration deflowered erika_(pangya) female female_virgin footwear hairbow knee_socks kneehighs kneesocks kotatsu_(artist) open_mouth pangya pink_hair ponytail pussy socks solo spread_pussy squat squatting tied_hair vaginal_blood virgin virginal_blood wristband
1girls after_sex apron arms_up blood bra breasts brown_eyes brown_hair cum cum_inside defloration deflowered female female_only female_virgin highres human japanese_text kotobuki_utage large_breasts lingerie long_hair looking_at_viewer nipples open_mouth panties panties_aside ponytail pussy solo spread_legs sweat taneshima_popura tears text tied_hair translated uncensored underwear vaginal_blood very_long_hair virgin virginal_blood working!!
1girls after_sex apron arms_up blood bra breasts brown_eyes brown_hair cum cum_inside defloration deflowered female female_only female_virgin highres human japanese_text kotobuki_utage large_breasts lingerie long_hair looking_at_viewer nipples open_mouth panties panties_aside ponytail pussy solo spread_legs sweat taneshima_popura tears text tied_hair translated uncensored underwear vaginal_blood very_long_hair virgin virginal_blood working!!
adult_swim after_sex blonde_hair blood blue_eyes blush breasts cartoon_network clothing color cum defloration deflowered exposed_breasts female female_only female_virgin front_view genderswap human imai_hanako light_skin long_hair looking_at_viewer naruko naruto naruto_(series) navel nude open_mouth rule_63 shonen_jump shounen_jump shueisha skin smooth_skin solo tears tied_hair toonami twintails uncensored uzumaki_naruko uzumaki_naruto vaginal_blood virgin virginal_blood weekly_shonen_jump weekly_shounen_jump
adult_swim after_sex blonde_hair blood blue_eyes blush breasts cartoon_network clothing color cum defloration deflowered exposed_breasts female female_only female_virgin front_view genderswap human imai_hanako light_skin long_hair looking_at_viewer naruko naruto naruto_(series) navel nude open_mouth rule_63 shonen_jump shounen_jump shueisha skin smooth_skin solo tears tied_hair toonami twintails uncensored uzumaki_naruko uzumaki_naruto vaginal_blood virgin virginal_blood weekly_shonen_jump weekly_shounen_jump
1girls anus ass ayane_ichijou bent_over blood blue_hair blush breasts censored closed_eyes cum cum_inside defloration deflowered female female_virgin from_behind game_cg looking_back nipples nitroplus panties pantyhose pussy pussy_juice red_eyes school_uniform short_hair skirt solo soukou_akki_muramasa torn_pantyhose underwear vaginal_blood virgin virginal_blood
1girls anus ass ayane_ichijou bent_over blood blue_hair blush breasts censored closed_eyes cum cum_inside defloration deflowered female female_virgin from_behind game_cg looking_back nipples nitroplus panties pantyhose pussy pussy_juice red_eyes school_uniform short_hair skirt solo soukou_akki_muramasa torn_pantyhose underwear vaginal_blood virgin virginal_blood