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00s 1girls 2000s 2boys 2d 2d_(artwork) after_sex areola areolae big_breasts black_package_try blood blush boobs breasts censored creampie cum cum_inside dark_chapel defloration deflowered female female_focus game_cg hi_res highres indoors karen_(dark_chapel) large_breasts leggings long_hair moaning_in_pain mosaic_censoring nipples nun nun's_habit penis pubic_hair purple_hair pussy rape spread_eagle spread_legs spread_pussy stockings sweat tears thighhighs tits ugly_man vaginal_blood virgin virginal_blood yellow_eyes
00s 1girls 2000s 2boys 2d 2d_(artwork) after_sex areola areolae big_breasts black_package_try blood blush boobs breasts censored creampie cum cum_inside dark_chapel defloration deflowered female female_focus game_cg hi_res highres indoors karen_(dark_chapel) large_breasts leggings long_hair moaning_in_pain mosaic_censoring nipples nun nun's_habit penis pubic_hair purple_hair pussy rape spread_eagle spread_legs spread_pussy stockings sweat tears thighhighs tits ugly_man vaginal_blood virgin virginal_blood yellow_eyes
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blood blush braid braids breasts censored defloration deflowered female_virgin glasses green_hair large_breasts nipples notebook pussy swimsuit swimsuit_aside twin_braids vaginal_blood virgin virginal_blood zubu_nure_no_ane_kasumi_"watashi_no_mizugi_ni_sonna_kitanai_mono,_shimikomasenaide!"
blood blush braid braids breasts censored defloration deflowered female_virgin glasses green_hair large_breasts nipples notebook pussy swimsuit swimsuit_aside twin_braids vaginal_blood virgin virginal_blood zubu_nure_no_ane_kasumi_"watashi_no_mizugi_ni_sonna_kitanai_mono,_shimikomasenaide!"
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after_sex background black_hair blood blush breasts censored clothing color crying cum defloration deflowered empty_eyes female female_virgin game_cg green_hair human long_hair medium_breasts meguro_reni nipples open_eyes penis play!_play!_play! purple_eyes pussy rain rape ribbon school_uniform solo_focus tears torn_clothes torn_skirt vaginal_blood virgin virginal_blood wazakita
after_sex background black_hair blood blush breasts censored clothing color crying cum defloration deflowered empty_eyes female female_virgin game_cg green_hair human long_hair medium_breasts meguro_reni nipples open_eyes penis play!_play!_play! purple_eyes pussy rain rape ribbon school_uniform solo_focus tears torn_clothes torn_skirt vaginal_blood virgin virginal_blood wazakita
after_sex blood bra breasts censored clothing cum cum_drip cum_on_feet cum_on_pantyhose cumdrip defloration deflowered draining feet female_virgin game_cg large_breasts lingerie no_shoes panties pantyhose pink_hair play!_play!_play! play!play!play! pussy rape school_uniform torn_clothes torn_panties torn_pantyhose underwear vaginal_blood virgin virginal_blood wazakita
after_sex blood bra breasts censored clothing cum cum_drip cum_on_feet cum_on_pantyhose cumdrip defloration deflowered draining feet female_virgin game_cg large_breasts lingerie no_shoes panties pantyhose pink_hair play!_play!_play! play!play!play! pussy rape school_uniform torn_clothes torn_panties torn_pantyhose underwear vaginal_blood virgin virginal_blood wazakita
after_sex bed blonde_hair blood breasts censored defloration deflowered dress female_virgin game_cg garter_straps linderot ouzoku pillow purple_eyes pussy rape sasaki_tamaru tears thighhighs torn_clothes vaginal_blood virgin virginal_blood wince
after_sex bed blonde_hair blood breasts censored defloration deflowered dress female_virgin game_cg garter_straps linderot ouzoku pillow purple_eyes pussy rape sasaki_tamaru tears thighhighs torn_clothes vaginal_blood virgin virginal_blood wince
after_sex akai_hidebu arms_behind_head blood breasts cum cum_drip cum_inside cumdrip defloration deflowered female_virgin femsub large_breasts monochrome no_panties pov pussy rape spread_legs submissive_female thighhighs uncensored vaginal_blood virgin virginal_blood
after_sex akai_hidebu arms_behind_head blood breasts cum cum_drip cum_inside cumdrip defloration deflowered female_virgin femsub large_breasts monochrome no_panties pov pussy rape spread_legs submissive_female thighhighs uncensored vaginal_blood virgin virginal_blood
after_sex armor blood blue_hair blush breasts censored cleavage cum cum_string dark-skinned_male dark_penis dark_skin defloration deflowered double_h female female_virgin gauntlet gauntlets honjyoo huge_breasts interracial isabella_valentine leotard lipstick male midriff navel nipple_slip nipples penis pussy see-through short_hair soul_calibur squatting thighhighs torn_clothes vaginal_blood virgin virginal_blood white_hair wince wink
after_sex armor blood blue_hair blush breasts censored cleavage cum cum_string dark-skinned_male dark_penis dark_skin defloration deflowered double_h female female_virgin gauntlet gauntlets honjyoo huge_breasts interracial isabella_valentine leotard lipstick male midriff navel nipple_slip nipples penis pussy see-through short_hair soul_calibur squatting thighhighs torn_clothes vaginal_blood virgin virginal_blood white_hair wince wink
annerose_vajra blood censored clothing cum defloration deflowered female_virgin femsub kagami koutetsu_no_majo_anneroze large_breasts pussy submissive_female vaginal_blood virgin virginal_blood
annerose_vajra blood censored clothing cum defloration deflowered female_virgin femsub kagami koutetsu_no_majo_anneroze large_breasts pussy submissive_female vaginal_blood virgin virginal_blood
after_sex bb blood blush breasts cecily_cambell cecily_campbell censored cum cum_inside defloration deflowered female_virgin large_breasts nipples pubic_hair pussy seiken_no_blacksmith smile translation_request vaginal_blood virgin virginal_blood
after_sex bb blood blush breasts cecily_cambell cecily_campbell censored cum cum_inside defloration deflowered female_virgin large_breasts nipples pubic_hair pussy seiken_no_blacksmith smile translation_request vaginal_blood virgin virginal_blood
bb blood breasts censored defloration deflowered female_virgin large_breasts lying pussy table vaginal_blood virgin virginal_blood
bb blood breasts censored defloration deflowered female_virgin large_breasts lying pussy table vaginal_blood virgin virginal_blood
1girls 4boys beige_skin blood blue_eyes blush bow breasts choker clothing color comic covered_breasts death defloration deflowered deflowering dialog dilf dress english_text exposed_breasts father_and_daughter female female_death female_focus female_virgin gore guro hair human kuroni long_hair male medium_breasts multiple_males open_eyes open_mouth panties pubic_hair rape sex source_request speech_bubble stockings straight tan_skin text torn_clothes torn_clothing translated uncensored vaginal_blood vaginal_penetration virgin virginal_blood vulva
1girls 4boys beige_skin blood blue_eyes blush bow breasts choker clothing color comic covered_breasts death defloration deflowered deflowering dialog dilf dress english_text exposed_breasts father_and_daughter female female_death female_focus female_virgin gore guro hair human kuroni long_hair male medium_breasts multiple_males open_eyes open_mouth panties pubic_hair rape sex source_request speech_bubble stockings straight tan_skin text torn_clothes torn_clothing translated uncensored vaginal_blood vaginal_penetration virgin virginal_blood vulva
artist_request blonde_hair blood bondage breasts bukkake censored cum cum_inside cum_on_body cum_on_breasts cum_on_hair cum_on_upper_body cum_pool defloration deflowered empty_eyes facial female_virgin high_resolution purple_eyes pussy pussy_juice source_request spread_legs squirting vaginal_blood virgin virginal_blood
artist_request blonde_hair blood bondage breasts bukkake censored cum cum_inside cum_on_body cum_on_breasts cum_on_hair cum_on_upper_body cum_pool defloration deflowered empty_eyes facial female_virgin high_resolution purple_eyes pussy pussy_juice source_request spread_legs squirting vaginal_blood virgin virginal_blood
1girls after_sex blacksmith blacksmith_(ragnarok_online) blood blush boots breasts clenched_teeth closed_eyes cum cum_drip cum_inside cum_pool cumdrip cumpool defloration deflowered draining endured_face excessive_cum female female_focus female_only female_virgin gloves highres kneeling long_hair navel nipples no_bra no_panties nude open_clothes open_shirt overflow pussy ragnarok_online rape scarf shirt silver_hair small_breasts solo solo_female sweat tears vaginal_blood virgin virginal_blood xration
1girls after_sex blacksmith blacksmith_(ragnarok_online) blood blush boots breasts clenched_teeth closed_eyes cum cum_drip cum_inside cum_pool cumdrip cumpool defloration deflowered draining endured_face excessive_cum female female_focus female_only female_virgin gloves highres kneeling long_hair navel nipples no_bra no_panties nude open_clothes open_shirt overflow pussy ragnarok_online rape scarf shirt silver_hair small_breasts solo solo_female sweat tears vaginal_blood virgin virginal_blood xration
bottomless breasts bukkake clothing cum cum_inside cum_on_body cum_on_breasts cum_on_upper_body defloration deflowered facial female_virgin highres ice_skates nishieda rape skates spread_legs topless torn_clothes translated vaginal_blood virgin virginal_blood
bottomless breasts bukkake clothing cum cum_inside cum_on_body cum_on_breasts cum_on_upper_body defloration deflowered facial female_virgin highres ice_skates nishieda rape skates spread_legs topless torn_clothes translated vaginal_blood virgin virginal_blood
defloration deflowered female female_virgin game_cg japanese_clothes miko no_panties orimiya_mai pointy_chin tears vaginal_blood virgin virginal_blood
defloration deflowered female female_virgin game_cg japanese_clothes miko no_panties orimiya_mai pointy_chin tears vaginal_blood virgin virginal_blood
1girls black_eyes black_hair blood bottomless bra breasts bun_cover defloration deflowered double_bun dress_shirt female female_only female_virgin hairband human injury large_breasts lingerie long_hair looking_at_viewer navel necktie nipples open_clothes open_shirt original pale_skin panties panties_around_one_leg pointy_chin pubic_hair purple_bra purple_panties ribbon scan shirt solo sparkle standing sword tears toony torn_clothes torn_panties uncensored underwear urushihara_satoshi vagina vaginal_blood very_long_hair virgin virginal_blood watch weapon wristwatch
1girls black_eyes black_hair blood bottomless bra breasts bun_cover defloration deflowered double_bun dress_shirt female female_only female_virgin hairband human injury large_breasts lingerie long_hair looking_at_viewer navel necktie nipples open_clothes open_shirt original pale_skin panties panties_around_one_leg pointy_chin pubic_hair purple_bra purple_panties ribbon scan shirt solo sparkle standing sword tears toony torn_clothes torn_panties uncensored underwear urushihara_satoshi vagina vaginal_blood very_long_hair virgin virginal_blood watch weapon wristwatch
2girls after_sex bed blonde_hair blood blush bow_bra bra censored cum cum_inside defloration deflowered female female_only female_virgin game_cg hair_accessory hair_ornament highres lingerie lying magus_tale multiple_girls nina_geminis open_clothes open_mouth open_shirt panties panties_aside polka_dot polka_dot_bra polka_dot_panties pussy red_eyes rena_geminis shirt siblings sisters take_your_pick tenmaso thighhighs tied_hair twins twintails underwear vaginal_blood virgin virginal_blood
2girls after_sex bed blonde_hair blood blush bow_bra bra censored cum cum_inside defloration deflowered female female_only female_virgin game_cg hair_accessory hair_ornament highres lingerie lying magus_tale multiple_girls nina_geminis open_clothes open_mouth open_shirt panties panties_aside polka_dot polka_dot_bra polka_dot_panties pussy red_eyes rena_geminis shirt siblings sisters take_your_pick tenmaso thighhighs tied_hair twins twintails underwear vaginal_blood virgin virginal_blood
after_sex alma_beoulve arm_grab arm_holding ass barefoot black_hair blonde_hair blood blush breasts brown_eyes chocolate_and_vanilla cum cum_in_ass cum_inside cum_on_body cum_on_breasts cum_on_hair cum_on_upper_body cumdrip dark-skinned_female dark_skin deflowered facial feet female final_fantasy final_fantasy_tactics final_fantasy_tactics_(original) fusianatan grey_eyes hair_ribbon hair_ribbons interracial_yuri kneeling licking light-skinned_female long_hair multiple_girls nude pussy ribbon ribbons sex skin_contrast teta_hyral tietra_heiral tongue uncensored vaginal_bleeding vaginal_blood virgin yuri
after_sex alma_beoulve arm_grab arm_holding ass barefoot black_hair blonde_hair blood blush breasts brown_eyes chocolate_and_vanilla cum cum_in_ass cum_inside cum_on_body cum_on_breasts cum_on_hair cum_on_upper_body cumdrip dark-skinned_female dark_skin deflowered facial feet female final_fantasy final_fantasy_tactics final_fantasy_tactics_(original) fusianatan grey_eyes hair_ribbon hair_ribbons interracial_yuri kneeling licking light-skinned_female long_hair multiple_girls nude pussy ribbon ribbons sex skin_contrast teta_hyral tietra_heiral tongue uncensored vaginal_bleeding vaginal_blood virgin yuri
ane_haramix blood breasts censored cum cum_on_body cum_on_breasts cum_on_upper_body defloration deflowered demon_girl demon_tail elbow_gloves female_virgin game_cg gloves large_breasts long_hair looking_at_viewer oda_haruka spread_legs tail vaginal_blood virgin virginal_blood zundarepon
ane_haramix blood breasts censored cum cum_on_body cum_on_breasts cum_on_upper_body defloration deflowered demon_girl demon_tail elbow_gloves female_virgin game_cg gloves large_breasts long_hair looking_at_viewer oda_haruka spread_legs tail vaginal_blood virgin virginal_blood zundarepon
after_sex ass blood censored clenched_teeth cum cum_inside defloration deflowered duo faceless_male female female_virgin human male pussy reimu_hakurei shin'ya_(nanp) solo_focus spread_legs straight touhou vaginal_blood virgin virginal_blood
after_sex ass blood censored clenched_teeth cum cum_inside defloration deflowered duo faceless_male female female_virgin human male pussy reimu_hakurei shin'ya_(nanp) solo_focus spread_legs straight touhou vaginal_blood virgin virginal_blood
ashita_no_kimi_to_au_tame_ni blood blue_eyes blue_hair blush bra bra_lift breasts censored cum deflowered feet fellatio game_cg kurashima_tomoyasu lingerie lying mikaze_rika oral penis underwear virgin virginal_blood
ashita_no_kimi_to_au_tame_ni blood blue_eyes blue_hair blush bra bra_lift breasts censored cum deflowered feet fellatio game_cg kurashima_tomoyasu lingerie lying mikaze_rika oral penis underwear virgin virginal_blood
1boy 1girls bent_over blood bondage bottomless censored christmas cum cum_inside cum_pool defloration deflowered feet_above_head female_virgin food mayonaise mayonnaise_(ringo_gakuen) original penis pussy santa_costume tears vaginal_blood virgin virginal_blood
1boy 1girls bent_over blood bondage bottomless censored christmas cum cum_inside cum_pool defloration deflowered feet_above_head female_virgin food mayonaise mayonnaise_(ringo_gakuen) original penis pussy santa_costume tears vaginal_blood virgin virginal_blood
ass black_legwear black_thighhighs blood censored closed_eyes defloration deflowered female female_virgin game_cg green_hair hazuki_(hazu_chaya) long_hair no_panties pillow ponytail pussy school_uniform solo sweat thighhighs tied_hair top-down_bottom-up tsuzurahara_nanaho vaginal_blood vaginal_penetration virgin virginal_blood yomibito_shirazu
ass black_legwear black_thighhighs blood censored closed_eyes defloration deflowered female female_virgin game_cg green_hair hazuki_(hazu_chaya) long_hair no_panties pillow ponytail pussy school_uniform solo sweat thighhighs tied_hair top-down_bottom-up tsuzurahara_nanaho vaginal_blood vaginal_penetration virgin virginal_blood yomibito_shirazu
azasuke bikini_top black_hair blood blush brown_eyes censored cleavage defloration deflowered female female_virgin ling_xiaoyu namco no_panties pants_down pussy rape stripped tekken tekken_3 tekken_4 tekken_5_dark_resurrection tekken_tag_tournament tied_hair twintails vaginal_blood virgin virginal_blood
azasuke bikini_top black_hair blood blush brown_eyes censored cleavage defloration deflowered female female_virgin ling_xiaoyu namco no_panties pants_down pussy rape stripped tekken tekken_3 tekken_4 tekken_5_dark_resurrection tekken_tag_tournament tied_hair twintails vaginal_blood virgin virginal_blood
after_rape after_sex barefoot blood blush cum cum_inside deflowered empty_eyes female gyo injury pink_hair red_eyes satori_komeiji tears touhou virgin virginity_loss
after_rape after_sex barefoot blood blush cum cum_inside deflowered empty_eyes female gyo injury pink_hair red_eyes satori_komeiji tears touhou virgin virginity_loss