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1boy 1girls ai_generated arms_above_head blood blood_stain bondage bound bound_wrists breast_grab breast_squeeze breasts business_attire business_suit business_woman clothed_female clothed_female_clothed_male clothed_male clothed_male_clothed_female clothed_sex clothes clothing collar crying crying_with_eyes_open defloration deflowering dress_shirt earrings empty_eyes female female_focus female_penetrated female_virgin femsub forced freckles freckles_on_breasts freckles_on_face grabbing grabbing_another's_breast green_eyes league_of_legends male male/female male_penetrating male_penetrating_female male_pov miss_fortune nipples nipples_visible_through_clothing office office_clothing office_lady paper pinstripe_skirt pov pov_crotch pov_hands rape red_hair sarah_fortune skirt skirt_up submissive_female tears tied_up translucent_clothing vaginal_blood vaginal_penetration virgin virginal_blood wet wet_clothes wet_clothing white_dress_shirt
1boy 1girls ai_generated arms_above_head blood blood_stain bondage bound bound_wrists breast_grab breast_squeeze breasts business_attire business_suit business_woman clothed_female clothed_female_clothed_male clothed_male clothed_male_clothed_female clothed_sex clothes clothing collar crying crying_with_eyes_open defloration deflowering dress_shirt earrings empty_eyes female female_focus female_penetrated female_virgin femsub forced freckles freckles_on_breasts freckles_on_face grabbing grabbing_another's_breast green_eyes league_of_legends male male/female male_penetrating male_penetrating_female male_pov miss_fortune nipples nipples_visible_through_clothing office office_clothing office_lady paper pinstripe_skirt pov pov_crotch pov_hands rape red_hair sarah_fortune skirt skirt_up submissive_female tears tied_up translucent_clothing vaginal_blood vaginal_penetration virgin virginal_blood wet wet_clothes wet_clothing white_dress_shirt
1boy 1girls 2000 2000s 2000s_and_2010s_style 2d 2d_(artwork) 2d_animation ahe_gao ail_soft akiyama_miku animated animation barefoot blow blush breast breasts defloration deflowered deflowering english_subtitles female female_focus hairbun hairbuns hentai hetero_sex hi_res high_resolution highres intercourse japanese_dialogue kyouhaku longer_than_30_seconds longer_than_one_minute male nude nude_female nutech_digital older_male perky_nipples petite petite_body petite_breasts petite_female pink_hair pink_hair_female pink_pineapple pubic_hair purple_eyes purple_eyes_female rape retro school sex small_breasts straight straight_sex subbed_version subtitled tagme teacher uncensored vaginal_blood vaginal_penetration vaginal_rape vaginal_sex video virgin virginal_blood virginity_loss young young_female young_woman
1boy 1girls 2000 2000s 2000s_and_2010s_style 2d 2d_(artwork) 2d_animation ahe_gao ail_soft akiyama_miku animated animation barefoot blow blush breast breasts defloration deflowered deflowering english_subtitles female female_focus hairbun hairbuns hentai hetero_sex hi_res high_resolution highres intercourse japanese_dialogue kyouhaku longer_than_30_seconds longer_than_one_minute male nude nude_female nutech_digital older_male perky_nipples petite petite_body petite_breasts petite_female pink_hair pink_hair_female pink_pineapple pubic_hair purple_eyes purple_eyes_female rape retro school sex small_breasts straight straight_sex subbed_version subtitled tagme teacher uncensored vaginal_blood vaginal_penetration vaginal_rape vaginal_sex video virgin virginal_blood virginity_loss young young_female young_woman
2000 2000s 2000s_(style) 2000s_and_2010s_style 2d 3girls 720p ahe_gao ail_soft akiyama_asuka anal anal_rape anal_sex anal_through_clothes animated animation assisted_rape assisted_sex blow blue_hair blue_hair_female breasts breasts_out breasts_out_of_clothes bride defloration deflowered deflowering doggy_style doggy_style_position dominant_female double_penetration elbow_gloves english_subtitles female female_assisted_rape female_domination female_focus female_only femdom femsub fff_threesome forced_in_fabric forced_yuri glasses indoors japanese_voice_acting kyouhaku lesbian_rape lesbian_sex lipstick long_hair longer_than_2_minutes longer_than_30_seconds longer_than_one_minute lowres miyazaki_yumiko mp4 multiple_girls nipple_licking nutech_digital panties penetration penetration_through_clothes pink_pineapple rape red_hair red_lipstick screencap sex_toy short_hair sound strap-on strap-on_sex teacher threesome uncensored vaginal_blood vaginal_penetration vaginal_rape video virgin virginal_blood virginity_loss voice_acted wedding_dress yuri yuuki_aya
2000 2000s 2000s_(style) 2000s_and_2010s_style 2d 3girls 720p ahe_gao ail_soft akiyama_asuka anal anal_rape anal_sex anal_through_clothes animated animation assisted_rape assisted_sex blow blue_hair blue_hair_female breasts breasts_out breasts_out_of_clothes bride defloration deflowered deflowering doggy_style doggy_style_position dominant_female double_penetration elbow_gloves english_subtitles female female_assisted_rape female_domination female_focus female_only femdom femsub fff_threesome forced_in_fabric forced_yuri glasses indoors japanese_voice_acting kyouhaku lesbian_rape lesbian_sex lipstick long_hair longer_than_2_minutes longer_than_30_seconds longer_than_one_minute lowres miyazaki_yumiko mp4 multiple_girls nipple_licking nutech_digital panties penetration penetration_through_clothes pink_pineapple rape red_hair red_lipstick screencap sex_toy short_hair sound strap-on strap-on_sex teacher threesome uncensored vaginal_blood vaginal_penetration vaginal_rape video virgin virginal_blood virginity_loss voice_acted wedding_dress yuri yuuki_aya
1boy 1boy1girl 1girls ai_generated armband black_hair blood blush bra clothing cloud clouds cowgirl_position defloration deflowering earrings female female_focus female_on_top female_penetrated female_virgin freckles freckles_on_breasts freckles_on_face freckles_on_shoulders garter_belt halo headwear jewelry lingerie looking_at_viewer male male_penetrating male_penetrating_female male_pov mouth nipples nipples_visible_through_clothing open_mouth panties panties_aside penis pov purple_eyes sex sky straight teeth thigh_strap translucent_clothing vagina vaginal_blood vaginal_penetration vaginal_sex veil virgin virginal_blood
1boy 1boy1girl 1girls ai_generated armband black_hair blood blush bra clothing cloud clouds cowgirl_position defloration deflowering earrings female female_focus female_on_top female_penetrated female_virgin freckles freckles_on_breasts freckles_on_face freckles_on_shoulders garter_belt halo headwear jewelry lingerie looking_at_viewer male male_penetrating male_penetrating_female male_pov mouth nipples nipples_visible_through_clothing open_mouth panties panties_aside penis pov purple_eyes sex sky straight teeth thigh_strap translucent_clothing vagina vaginal_blood vaginal_penetration vaginal_sex veil virgin virginal_blood
ai_generated blood clothed_female clothed_sex clothing defloration deflowering earrings female female_penetrated female_virgin freckles freckles_on_breasts freckles_on_face freckles_on_shoulders grabbing_another's_breast grabbing_breasts green_eyes groping groping_breasts league_of_legends looking_at_viewer male male/female male_penetrating male_penetrating_female male_pov miss_fortune necklace nipples nipples_visible_through_clothing on_floor pov pov_hands red_hair sarah_fortune straight translucent_clothing vagina vaginal_blood vaginal_insertion vaginal_penetration vaginal_sex viewer_pov virgin virginal_blood wedding_dress wet wet_clothes
ai_generated blood clothed_female clothed_sex clothing defloration deflowering earrings female female_penetrated female_virgin freckles freckles_on_breasts freckles_on_face freckles_on_shoulders grabbing_another's_breast grabbing_breasts green_eyes groping groping_breasts league_of_legends looking_at_viewer male male/female male_penetrating male_penetrating_female male_pov miss_fortune necklace nipples nipples_visible_through_clothing on_floor pov pov_hands red_hair sarah_fortune straight translucent_clothing vagina vaginal_blood vaginal_insertion vaginal_penetration vaginal_sex viewer_pov virgin virginal_blood wedding_dress wet wet_clothes
1boy 1boy1girl 1girls ai_generated arms_above_head blood blue_eyes blush blush breast_grab breast_squeeze breasts chains clothed clothed_female clothed_sex clothing collar curly_hair defloration deflowering female_penetrated female_virgin femsub freckles freckles_on_face freckles_on_shoulders groping groping_breasts groping_through_clothes hair looking_at_viewer male/female male_penetrating male_penetrating_female male_pov navel nipples nipples_visible_through_clothing no_bra open_mouth orange_eyes penis potion pov red_hair sex skindentation straight submissive_female sweat thighhighs vagina vaginal_blood vaginal_penetration vaginal_penetration vaginal_sex virgin virginal_blood wet wet_clothes white_shirt witch witch_hat
1boy 1boy1girl 1girls ai_generated arms_above_head blood blue_eyes blush blush breast_grab breast_squeeze breasts chains clothed clothed_female clothed_sex clothing collar curly_hair defloration deflowering female_penetrated female_virgin femsub freckles freckles_on_face freckles_on_shoulders groping groping_breasts groping_through_clothes hair looking_at_viewer male/female male_penetrating male_penetrating_female male_pov navel nipples nipples_visible_through_clothing no_bra open_mouth orange_eyes penis potion pov red_hair sex skindentation straight submissive_female sweat thighhighs vagina vaginal_blood vaginal_penetration vaginal_penetration vaginal_sex virgin virginal_blood wet wet_clothes white_shirt witch witch_hat
age_difference blood breasts breasts_out child_bearing_hips cowgirl_position defloration deflowered deflowering faceless faceless_male fuuma_kotarou_(taimanin_series) game_cg hair_ornament hairclip hairless_pussy hip_dips inner_thigh_dips ishikawa_amu larger_male lilith-soft long_sleeves navel nipples older_male one_eye_covered perky_nipples petite_breasts pink_hair pink_shirt red_eyes sex shaved_pussy shirt short_hair size_difference slender_waist slim_waist small_breasts smaller_female taimanin_(series) taimanin_rpgx thick_thighs thin_waist tiny_waist twintails vaginal_blood vaginal_penetration vaginal_sex virgin virginal_blood virginity_loss wide_hips young_female young_woman younger_female zol
age_difference blood breasts breasts_out child_bearing_hips cowgirl_position defloration deflowered deflowering faceless faceless_male fuuma_kotarou_(taimanin_series) game_cg hair_ornament hairclip hairless_pussy hip_dips inner_thigh_dips ishikawa_amu larger_male lilith-soft long_sleeves navel nipples older_male one_eye_covered perky_nipples petite_breasts pink_hair pink_shirt red_eyes sex shaved_pussy shirt short_hair size_difference slender_waist slim_waist small_breasts smaller_female taimanin_(series) taimanin_rpgx thick_thighs thin_waist tiny_waist twintails vaginal_blood vaginal_penetration vaginal_sex virgin virginal_blood virginity_loss wide_hips young_female young_woman younger_female zol
1boy absurdres bangs bare_shoulders black_bra blood bottomless bra bra_lift breast_grab breasts breasts_out brown_hair chair collarbone dark_skin decensored defloration deflowering female female_virgin grabbing groping hair_between_eyes heavy_breathing highres indoors large_breasts looking_away looking_down micchan_(ohisashiburi) navel nipples off_shoulder ohisashiburi open_clothes open_shirt original original_character parted_lips penis pussy red_eyes sex shirt short_hair signature solo_focus stomach straight sweat thigh_grab third-party_edit tomboy uncensored underwear v-shaped_eyebrows vaginal_blood vaginal_penetration very_short_hair virgin virginal_blood virginity_loss white_shirt
1boy absurdres bangs bare_shoulders black_bra blood bottomless bra bra_lift breast_grab breasts breasts_out brown_hair chair collarbone dark_skin decensored defloration deflowering female female_virgin grabbing groping hair_between_eyes heavy_breathing highres indoors large_breasts looking_away looking_down micchan_(ohisashiburi) navel nipples off_shoulder ohisashiburi open_clothes open_shirt original original_character parted_lips penis pussy red_eyes sex shirt short_hair signature solo_focus stomach straight sweat thigh_grab third-party_edit tomboy uncensored underwear v-shaped_eyebrows vaginal_blood vaginal_penetration very_short_hair virgin virginal_blood virginity_loss white_shirt
1boy 1boy1girl 1girls ai_generated anus blood blue_hair blush blush bound bound_wrists braided_hair breasts brown_eyes crying crying_with_eyes_open defloration deflowering elbow_gloves female female_focus female_penetrated female_virgin femsub fire_emblem fire_emblem:_three_houses from_behind gloves looking_at_viewer looking_back male male_penetrating male_pov marianne_von_edmund moon nipples open_mouth pov sky straight submissive_female sweat tears vagina vaginal_blood vaginal_penetration vaginal_penetration vaginal_sex virgin virginal_blood
1boy 1boy1girl 1girls ai_generated anus blood blue_hair blush blush bound bound_wrists braided_hair breasts brown_eyes crying crying_with_eyes_open defloration deflowering elbow_gloves female female_focus female_penetrated female_virgin femsub fire_emblem fire_emblem:_three_houses from_behind gloves looking_at_viewer looking_back male male_penetrating male_pov marianne_von_edmund moon nipples open_mouth pov sky straight submissive_female sweat tears vagina vaginal_blood vaginal_penetration vaginal_penetration vaginal_sex virgin virginal_blood
1girls after_sex after_vaginal ai_generated bed blood blood_mixed_with_cum blood_stain blush blushing_at_viewer clothed clothed_female clothes clothing cum cum_drip cum_dripping_out_of_pussy cum_in_pussy cum_inside defloration deflowered female female_focus female_only female_virgin genshin_impact glasses green_lips green_lipstick looking_at_viewer nipples nipples_visible_through_clothing on_back on_bed presenting presenting_pussy pussy solo solo_female steamy_breath vaginal_blood virgin virginal_blood xianyun_(genshin_impact)
1girls after_sex after_vaginal ai_generated bed blood blood_mixed_with_cum blood_stain blush blushing_at_viewer clothed clothed_female clothes clothing cum cum_drip cum_dripping_out_of_pussy cum_in_pussy cum_inside defloration deflowered female female_focus female_only female_virgin genshin_impact glasses green_lips green_lipstick looking_at_viewer nipples nipples_visible_through_clothing on_back on_bed presenting presenting_pussy pussy solo solo_female steamy_breath vaginal_blood virgin virginal_blood xianyun_(genshin_impact)
1girl 4boys ass bdsm belt belt_bra black_clover bleeding blood bondage bound bound_wrists breasts bursting_breasts defloration deflowering female_virgin group_sex highres huge_ass large_breasts large_penis large_testicles multiple_boys noelle_silva notkadraw penis precum purple_eyes rape stomach_bulge testicles thick_thighs thighs twintails vaginal vaginal_blood veins veiny_penis virgin virginal_blood white_hair
1girl 4boys ass bdsm belt belt_bra black_clover bleeding blood bondage bound bound_wrists breasts bursting_breasts defloration deflowering female_virgin group_sex highres huge_ass large_breasts large_penis large_testicles multiple_boys noelle_silva notkadraw penis precum purple_eyes rape stomach_bulge testicles thick_thighs thighs twintails vaginal vaginal_blood veins veiny_penis virgin virginal_blood white_hair
1boy 1girls animated armpits blood brown-skinned_male brown_body brown_skin cum cum_in_pussy cum_on_body defloration deflowering ejaculation female_virgin femsub furina_(genshin_impact) genshin_impact interracial latino_male light-skinned_female light_skin looking_at_viewer m-da_s-tarou male_pov pov rape restrained sound submissive_female tagme vaginal_blood video virgin virginal_blood virginity_loss
1boy 1girls animated armpits blood brown-skinned_male brown_body brown_skin cum cum_in_pussy cum_on_body defloration deflowering ejaculation female_virgin femsub furina_(genshin_impact) genshin_impact interracial latino_male light-skinned_female light_skin looking_at_viewer m-da_s-tarou male_pov pov rape restrained sound submissive_female tagme vaginal_blood video virgin virginal_blood virginity_loss
00s 2006 2boys 2d adolescent adult_and_teenager adult_male after_sex age_difference amour_(animation_studio) animated anime_style aphrodisiac big_breasts black_hair blood blowjob breasts bukkake censored cuckold cum cum_in_pussy cum_inside defloration drugged drugged_sex english_subtitles erect_nipples erect_nipples_under_clothes felation fertilization fetus forced from_behind gyaru-oh heart_beat hitou_meguri hitou_meguri_the_animation hot_spring impregnation inflation internal internal_cumshot internal_vaginal internal_view japanese_voice_acting kimono large_ass large_penis long_hair long_video longer_than_10_minutes longer_than_15_minutes longer_than_2_minutes longer_than_30_seconds longer_than_3_minutes longer_than_one_minute male mind_break missionary_position mp4 multiple_boys nakadashi netorare older_impregnating_younger older_male older_man_and_teenage_girl ovum pantyhose pregnancy pregnancy_test pregnant rape riddle_soft school_uniform schoolgirl secretly_loves_it sound sperm_cell sperm_meets_ovum sweat tagme teenage_girl third-party_edit throbbing_belly throbbing_pussy ugly_bastard until_they_like_it unwanted_creampie uterus vaginal_bleeding vaginal_blood vaginal_fluids vaginal_penetration video virgin virginal_blood virginity virginity_loss voice_acted voyeur voyeurism watching yukino_chitose
00s 2006 2boys 2d adolescent adult_and_teenager adult_male after_sex age_difference amour_(animation_studio) animated anime_style aphrodisiac big_breasts black_hair blood blowjob breasts bukkake censored cuckold cum cum_in_pussy cum_inside defloration drugged drugged_sex english_subtitles erect_nipples erect_nipples_under_clothes felation fertilization fetus forced from_behind gyaru-oh heart_beat hitou_meguri hitou_meguri_the_animation hot_spring impregnation inflation internal internal_cumshot internal_vaginal internal_view japanese_voice_acting kimono large_ass large_penis long_hair long_video longer_than_10_minutes longer_than_15_minutes longer_than_2_minutes longer_than_30_seconds longer_than_3_minutes longer_than_one_minute male mind_break missionary_position mp4 multiple_boys nakadashi netorare older_impregnating_younger older_male older_man_and_teenage_girl ovum pantyhose pregnancy pregnancy_test pregnant rape riddle_soft school_uniform schoolgirl secretly_loves_it sound sperm_cell sperm_meets_ovum sweat tagme teenage_girl third-party_edit throbbing_belly throbbing_pussy ugly_bastard until_they_like_it unwanted_creampie uterus vaginal_bleeding vaginal_blood vaginal_fluids vaginal_penetration video virgin virginal_blood virginity virginity_loss voice_acted voyeur voyeurism watching yukino_chitose
1boy 1boy1girl 1girls ai_generated arms_above_head arms_tied arms_up back_view blood bound bound_wrists breasts breasts choker clothed clothing defloration deflowering edelgard_von_hresvelg female female_focus female_penetrated female_virgin femsub fire_emblem fire_emblem:_three_houses from_behind gloves hair_ribbon large_ass large_breasts long_hair looking_at_viewer looking_back male male_penetrating male_penetrating_female male_pov nipples nipples_visible_through_clothing open_mouth pov reverse_cowgirl_position skin_tight straight submissive_female thighhighs torn_clothes torn_clothing vagina vaginal_blood vaginal_penetration vaginal_penetration vaginal_sex virgin virginal_blood white_hair
1boy 1boy1girl 1girls ai_generated arms_above_head arms_tied arms_up back_view blood bound bound_wrists breasts breasts choker clothed clothing defloration deflowering edelgard_von_hresvelg female female_focus female_penetrated female_virgin femsub fire_emblem fire_emblem:_three_houses from_behind gloves hair_ribbon large_ass large_breasts long_hair looking_at_viewer looking_back male male_penetrating male_penetrating_female male_pov nipples nipples_visible_through_clothing open_mouth pov reverse_cowgirl_position skin_tight straight submissive_female thighhighs torn_clothes torn_clothing vagina vaginal_blood vaginal_penetration vaginal_penetration vaginal_sex virgin virginal_blood white_hair
1boy 1girls abandoned_building absurd_res absurdres abuse arms_behind_back assisted_exposure background bandaid bangs bare_breasts bare_shoulders bathroom belly_button black_and_white bleeding blood blood_from_mouth blood_on_face blood_stain bondage bound_wrists bra bra_removed breasts bruised bruises captured caught cellphone censored choking cock_shock compilation covering_face covering_self crying crying_with_eyes_open cuffs defloration deflowering degradation dilated_pupils erection escape_attempt exposed_breasts filming forced forced_exposure gag gag_removed gagged hair_over_one_eye hair_pull hand_on_head handcuffed handcuffs harris_hero high_resolution highres holding_hair holding_leg imminent_rape in_pain injury kidnapped leg_grab leg_up light-skinned_female light-skinned_male long_hair looking_up male_pov medium_breasts monochrome navel nipple_clamps nipples nosebleed one_breast_out one_eye_closed open_clothes open_shirt original pain pained_expression panties panties_aside partially_clothed penis pov public_restroom punishment pussy rape rapist_pov recording removed_clothing rope rope_around_neck rough_sex ryona saliva scared scared_expression sex sex_slave sexual_assault shame shoes skirt skirt_removed socks stripped struggling sweat sweating tape tape_gag tears terrified thighhighs thighs tied_to_pole tired tired_eyes toilet torture trying_to_break_free trying_to_escape unseen_male_face vagina vaginal vaginal_blood vaginal_penetration vaginal_sex violent_rape virgin virginal_blood worried worried_expression
1boy 1girls abandoned_building absurd_res absurdres abuse arms_behind_back assisted_exposure background bandaid bangs bare_breasts bare_shoulders bathroom belly_button black_and_white bleeding blood blood_from_mouth blood_on_face blood_stain bondage bound_wrists bra bra_removed breasts bruised bruises captured caught cellphone censored choking cock_shock compilation covering_face covering_self crying crying_with_eyes_open cuffs defloration deflowering degradation dilated_pupils erection escape_attempt exposed_breasts filming forced forced_exposure gag gag_removed gagged hair_over_one_eye hair_pull hand_on_head handcuffed handcuffs harris_hero high_resolution highres holding_hair holding_leg imminent_rape in_pain injury kidnapped leg_grab leg_up light-skinned_female light-skinned_male long_hair looking_up male_pov medium_breasts monochrome navel nipple_clamps nipples nosebleed one_breast_out one_eye_closed open_clothes open_shirt original pain pained_expression panties panties_aside partially_clothed penis pov public_restroom punishment pussy rape rapist_pov recording removed_clothing rope rope_around_neck rough_sex ryona saliva scared scared_expression sex sex_slave sexual_assault shame shoes skirt skirt_removed socks stripped struggling sweat sweating tape tape_gag tears terrified thighhighs thighs tied_to_pole tired tired_eyes toilet torture trying_to_break_free trying_to_escape unseen_male_face vagina vaginal vaginal_blood vaginal_penetration vaginal_sex violent_rape virgin virginal_blood worried worried_expression
1boy 1boy1girl 1girls ai_generated armband arms_behind_back black_hair blood blush blush blushing_female bound clothing clouds defloration deflowering earrings female female_focus female_penetrated female_virgin freckles freckles_on_breasts freckles_on_face freckles_on_shoulders gold_(metal) gold_jewelry green_eyes halo happy happy_female happy_sex jewelry looking_at_viewer male male_penetrating male_pov nipples nipples_visible_through_clothing open_eyes open_mouth open_smile pov rope sky spread_legs sun sweat translucent_clothing vagina vaginal_blood vaginal_penetration vaginal_penetration vaginal_sex veil virgin virginal_blood water
1boy 1boy1girl 1girls ai_generated armband arms_behind_back black_hair blood blush blush blushing_female bound clothing clouds defloration deflowering earrings female female_focus female_penetrated female_virgin freckles freckles_on_breasts freckles_on_face freckles_on_shoulders gold_(metal) gold_jewelry green_eyes halo happy happy_female happy_sex jewelry looking_at_viewer male male_penetrating male_pov nipples nipples_visible_through_clothing open_eyes open_mouth open_smile pov rope sky spread_legs sun sweat translucent_clothing vagina vaginal_blood vaginal_penetration vaginal_penetration vaginal_sex veil virgin virginal_blood water