gun_to_head best from all time

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gun to head

10s 1girl 2boys alley animated at_gunpoint audible_music bare_shoulders black_ribbon blue_eyes blue_hair blush bouncing bouncing_breasts breasts building closed_eyes closers deepthroat disembodied_hand disembodied_hand erection eyebrows fellatio forced from_side gagging garroshedit gun gun_to_head hair_ribbon halterneck handgun hetero hime_cut holding holding_gun holding_pistol holding_weapon jewelry kneeling large_breasts large_insertion large_penis long_hair looping_animation matching_hair/eyes minma multiple_boys necklace nexon oral outdoors penis pistol rape ribbon saliva shiny_skin sideboob sidelocks solo_focus sound standing testicles third-party_edit uncensored veins veiny_penis video violet_(closers) weapon

10s 1girl 2boys alley animated at_gunpoint audible_music bare_shoulders black_ribbon blue_eyes blue_hair blush bouncing bouncing_breasts breasts building closed_eyes closers deepthroat disembodied_hand disembodied_hand erection eyebrows fellatio forced from_side gagging garroshedit gun gun_to_head hair_ribbon halterneck handgun hetero hime_cut holding holding_gun holding_pistol holding_weapon jewelry kneeling large_breasts large_insertion large_penis long_hair looping_animation matching_hair/eyes minma multiple_boys necklace nexon oral outdoors penis pistol rape ribbon saliva shiny_skin sideboob sidelocks solo_focus sound standing testicles third-party_edit uncensored veins veiny_penis video violet_(closers) weapon

1boy 1girl animated anime_screenshot ass black_hair blood bottomless bouncing_breasts braid breasts brown_eyes brown_hair censored closed_eyes clothes_lift cowgirl_position death devilman devilman_crybaby emotionless_sex frown girl_on_top glaring grabbing_another's_breast groping gun gun_to_head gym_shirt gym_shorts hand_on_another's_head heavy_breathing hetero highres implied_ejaculation kuroda_miki large_breasts long_hair medium_breasts moaning nipples open_mouth orgasm_denial outdoors public_indecency rape riding river running sex shadow shirt shirt_lift short_hair shorts sitting sound straddling sweat thick_eyebrows threaten video water weapon

1boy 1girl animated anime_screenshot ass black_hair blood bottomless bouncing_breasts braid breasts brown_eyes brown_hair censored closed_eyes clothes_lift cowgirl_position death devilman devilman_crybaby emotionless_sex frown girl_on_top glaring grabbing_another's_breast groping gun gun_to_head gym_shirt gym_shorts hand_on_another's_head heavy_breathing hetero highres implied_ejaculation kuroda_miki large_breasts long_hair medium_breasts moaning nipples open_mouth orgasm_denial outdoors public_indecency rape riding river running sex shadow shirt shirt_lift short_hair shorts sitting sound straddling sweat thick_eyebrows threaten video water weapon

1boy 1girl absurdres adk age_difference aqua_eyes arms_behind_back at_gunpoint bdsm blue_socks blush bondage bottomless bound bound_arms bound_wrists breasts breasts_out brown_hair character_name crying crying_with_eyes_open cum cum_in_mouth cum_on_body cum_on_breasts cum_on_lower_body cum_on_pussy cum_on_upper_body cumdrip empty_eyes fellatio female_pubic_hair forced from_side front-tie_top green_skirt gun gun_to_head handgun hetero highres irrumatio kisarah_westfield kneehighs loafers long_hair medium_breasts navel necktie nipples no_bra open_clothes open_shirt oral peeing peeing_self penis peril pleated_skirt pubic_hair puddle puffy_sleeves pussy rape rope rustle scan scared shirt shoes short_sleeves sitting skirt unworn_skirt small_breasts snk socks solo_focus sparse_pubic_hair spread_legs tears tied_shirt tsuukai_gangan_koushinkyoku undone_necktie wariza weapon

1boy 1girl absurdres adk age_difference aqua_eyes arms_behind_back at_gunpoint bdsm blue_socks blush bondage bottomless bound bound_arms bound_wrists breasts breasts_out brown_hair character_name crying crying_with_eyes_open cum cum_in_mouth cum_on_body cum_on_breasts cum_on_lower_body cum_on_pussy cum_on_upper_body cumdrip empty_eyes fellatio female_pubic_hair forced from_side front-tie_top green_skirt gun gun_to_head handgun hetero highres irrumatio kisarah_westfield kneehighs loafers long_hair medium_breasts navel necktie nipples no_bra open_clothes open_shirt oral peeing peeing_self penis peril pleated_skirt pubic_hair puddle puffy_sleeves pussy rape rope rustle scan scared shirt shoes short_sleeves sitting skirt unworn_skirt small_breasts snk socks solo_focus sparse_pubic_hair spread_legs tears tied_shirt tsuukai_gangan_koushinkyoku undone_necktie wariza weapon

1girl abs at_gunpoint borderlands_(series) bottomless breasts butcha-u claptrap cum cum_in_pussy cum_string dark-skinned_male dark_skin deep_skin fingerless_gloves girl_on_top gloves group_sex gun gun_to_head large_breasts large_penis lilith_(borderlands) lips lipstick makeup multiple_boys nipple_stimulation nipple_tweak nipples nude penis precum pubic_hair puffy_nipples rape red_hair reverse_cowgirl_position sex short_hair spread_legs straddling tattoo third-party_edit trigger_discipline uncensored vaginal weapon yellow_eyes

1girl abs at_gunpoint borderlands_(series) bottomless breasts butcha-u claptrap cum cum_in_pussy cum_string dark-skinned_male dark_skin deep_skin fingerless_gloves girl_on_top gloves group_sex gun gun_to_head large_breasts large_penis lilith_(borderlands) lips lipstick makeup multiple_boys nipple_stimulation nipple_tweak nipples nude penis precum pubic_hair puffy_nipples rape red_hair reverse_cowgirl_position sex short_hair spread_legs straddling tattoo third-party_edit trigger_discipline uncensored vaginal weapon yellow_eyes

1girl 3boys absurdres arm_support ass bayonet bazooka bent_over black_hair blank_eyes bottomless breasts bubble cleavage clothed_sex cropped_shirt deep_penetration demon_boy devil_may_cry devil_may_cry_(series) devil_may_cry_3 doggystyle erection fellatio glaring group_sex gun_to_head hell_pride hetero highres hood interspecies kalina_ann_(weapon) lady_(devil_may_cry) large_breasts large_penis legs_together lips looking_at_another looking_up m20_super_bazooka man-portable_anti-tank_systems mmf_threesome motion_lines multiple_boys muscular muscular_male namespace navel nose nostrils on_table open_mouth oral partially_colored penis rape red_eyes rocket_launcher saliva saliva_trail scar scar_on_face scar_on_nose sex sex_from_behind shirt short_hair simple_background spitroast sweat table testicles threesome tongue tongue_out transparent uncensored unfinished veins veiny_arms weapon wet wet_clothes wet_shirt white_background white_shirt

1girl 3boys absurdres arm_support ass bayonet bazooka bent_over black_hair blank_eyes bottomless breasts bubble cleavage clothed_sex cropped_shirt deep_penetration demon_boy devil_may_cry devil_may_cry_(series) devil_may_cry_3 doggystyle erection fellatio glaring group_sex gun_to_head hell_pride hetero highres hood interspecies kalina_ann_(weapon) lady_(devil_may_cry) large_breasts large_penis legs_together lips looking_at_another looking_up m20_super_bazooka man-portable_anti-tank_systems mmf_threesome motion_lines multiple_boys muscular muscular_male namespace navel nose nostrils on_table open_mouth oral partially_colored penis rape red_eyes rocket_launcher saliva saliva_trail scar scar_on_face scar_on_nose sex sex_from_behind shirt short_hair simple_background spitroast sweat table testicles threesome tongue tongue_out transparent uncensored unfinished veins veiny_arms weapon wet wet_clothes wet_shirt white_background white_shirt

1girl 5boys arms_behind_back blue_eyes blush breasts breasts_out bridal_veil bride brown_hair censored clothed_female_nude_male dress earrings forced_to_watch groom gun gun_to_head handgun head_out_of_frame hetero jewelry large_breasts lying mosaic_censoring multiple_boys muscular muscular_male netorare nipples nude on_side on_table open_mouth original penis plate pussy_juice rape restrained saliva satsuki_neko sex short_hair solo_focus spread_legs table tablecloth teeth tongue upper_teeth_only vaginal veil weapon wedding_dress white_dress

1girl 5boys arms_behind_back blue_eyes blush breasts breasts_out bridal_veil bride brown_hair censored clothed_female_nude_male dress earrings forced_to_watch groom gun gun_to_head handgun head_out_of_frame hetero jewelry large_breasts lying mosaic_censoring multiple_boys muscular muscular_male netorare nipples nude on_side on_table open_mouth original penis plate pussy_juice rape restrained saliva satsuki_neko sex short_hair solo_focus spread_legs table tablecloth teeth tongue upper_teeth_only vaginal veil weapon wedding_dress white_dress

1990s_(style) 1girl 5boys :>= at_gunpoint blush bottomless breasts bukkake cheek_bulge cleavage cowboy_bebop cum cum_in_mouth cum_on_body cum_on_breasts cum_on_clothes cum_on_lower_body cum_on_upper_body cumdrip fat fat_man faye_valentine fellatio gang_rape green_eyes gun gun_to_head hairband high_heels highres kon-kit large_breasts multiple_boys nipples no_panties open_clothes oral penis poking purple_hair rape retro_artstyle shoes thighhighs uncensored weapon

1990s_(style) 1girl 5boys :>= at_gunpoint blush bottomless breasts bukkake cheek_bulge cleavage cowboy_bebop cum cum_in_mouth cum_on_body cum_on_breasts cum_on_clothes cum_on_lower_body cum_on_upper_body cumdrip fat fat_man faye_valentine fellatio gang_rape green_eyes gun gun_to_head hairband high_heels highres kon-kit large_breasts multiple_boys nipples no_panties open_clothes oral penis poking purple_hair rape retro_artstyle shoes thighhighs uncensored weapon

1girl 3boys abs alternate_breast_size arm_tattoo at_gunpoint blurry borderlands_(series) borderlands_1 breast_tattoo breasts breasts_apart butcha-u censored chest_tattoo claptrap clitoris colored_pubic_hair cum cum_in_pussy cum_string dark-skinned_male dark_skin day deep_skin depth_of_field disembodied_hand erection fingerless_gloves forced fur-trimmed_vest fur_trim gangbang girl_on_top gloves group_sex gun gun_to_head holding holding_gun holding_weapon large_breasts large_penis leg_tattoo lilith_(borderlands) lips lipstick makeup mosaic_censoring multiple_boys multiple_penises nipple_pull nipple_stimulation nipple_tweak nipples nude outdoors penis pointless_censoring precum pubic_hair puffy_nipples pussy rape red_hair red_pubic_hair reverse_cowgirl_position runny_makeup scowl sex sex_from_behind short_hair solo_focus spread_legs standing stomach_tattoo straddling swept_bangs tattoo thighs toned toned_female v-shaped_eyebrows vaginal vest weapon

1girl 3boys abs alternate_breast_size arm_tattoo at_gunpoint blurry borderlands_(series) borderlands_1 breast_tattoo breasts breasts_apart butcha-u censored chest_tattoo claptrap clitoris colored_pubic_hair cum cum_in_pussy cum_string dark-skinned_male dark_skin day deep_skin depth_of_field disembodied_hand erection fingerless_gloves forced fur-trimmed_vest fur_trim gangbang girl_on_top gloves group_sex gun gun_to_head holding holding_gun holding_weapon large_breasts large_penis leg_tattoo lilith_(borderlands) lips lipstick makeup mosaic_censoring multiple_boys multiple_penises nipple_pull nipple_stimulation nipple_tweak nipples nude outdoors penis pointless_censoring precum pubic_hair puffy_nipples pussy rape red_hair red_pubic_hair reverse_cowgirl_position runny_makeup scowl sex sex_from_behind short_hair solo_focus spread_legs standing stomach_tattoo straddling swept_bangs tattoo thighs toned toned_female v-shaped_eyebrows vaginal vest weapon

1boy 1girl absurdres anal at_gunpoint bound bound_wrists breasts crying crying_with_eyes_open cum cum_in_ass cum_on_body cum_on_breasts cum_on_upper_body ela_(rainbow_six_siege) eyebrows eyelashes green_hair gun gun_to_head handgun harsh-mallowz hetero highres jacket lips nose open_clothes open_jacket open_mouth penis pussy rape sex shoes short_hair sneakers tears teeth torn_clothes torn_legwear upper_teeth_only veins veiny_penis weapon

1boy 1girl absurdres anal at_gunpoint bound bound_wrists breasts crying crying_with_eyes_open cum cum_in_ass cum_on_body cum_on_breasts cum_on_upper_body ela_(rainbow_six_siege) eyebrows eyelashes green_hair gun gun_to_head handgun harsh-mallowz hetero highres jacket lips nose open_clothes open_jacket open_mouth penis pussy rape sex shoes short_hair sneakers tears teeth torn_clothes torn_legwear upper_teeth_only veins veiny_penis weapon

1boy 1girl against_wall aki_natsuko alley anal angry arm_behind_back ass at_gunpoint bad_anatomy black-framed_eyewear black_bow black_hair bottomless bow breasts clothed_sex commentary commission cum cum_in_ass cum_on_ass cum_on_body cum_overflow cutie_honey english_commentary erection glasses gun gun_to_head hair_bow handgun hetero high_ponytail highres holding holding_weapon long_hair looking_back medium_breasts mole mole_on_thigh motion_blur over-rim_eyewear penis pistol polyle ponytail pussy rape re:_cutie_honey scary_sex semi-rimless_eyewear sex shirt sideboob solo_focus teeth torn_clothes torn_shirt uncensored weapon yellow_eyes

1boy 1girl against_wall aki_natsuko alley anal angry arm_behind_back ass at_gunpoint bad_anatomy black-framed_eyewear black_bow black_hair bottomless bow breasts clothed_sex commentary commission cum cum_in_ass cum_on_ass cum_on_body cum_overflow cutie_honey english_commentary erection glasses gun gun_to_head hair_bow handgun hetero high_ponytail highres holding holding_weapon long_hair looking_back medium_breasts mole mole_on_thigh motion_blur over-rim_eyewear penis pistol polyle ponytail pussy rape re:_cutie_honey scary_sex semi-rimless_eyewear sex shirt sideboob solo_focus teeth torn_clothes torn_shirt uncensored weapon yellow_eyes

1boy 1girl 3d ada_wong animated asian at_gunpoint fellatio forced gun gun_to_head handgun hetero holding holding_gun holding_weapon interior oral penis pistol resident_evil short_hair solo_focus sound tagme video weapon yellowbea

1boy 1girl 3d ada_wong animated asian at_gunpoint fellatio forced gun gun_to_head handgun hetero holding holding_gun holding_weapon interior oral penis pistol resident_evil short_hair solo_focus sound tagme video weapon yellowbea

1boy 1girl after_vaginal aftersex arms_behind_back ass black_gloves black_thighhighs bound bound_wrists brown_hair cleaning_fellatio cuffs cum cum_in_pussy cum_on_headwear cum_pool cumdrip faceless faceless_male fake_tail fellatio fishnet_thighhighs fishnets gloves gun gun_to_head handcuffs hetero highres holding holding_gun holding_weapon idolmaster idolmaster_million_live! implied_fellatio irrumatio kneehighs median_furrow nude oral peril restrained shoulder_blades sitting socks spanked sweat tail thighhighs tokoro_megumi weapon zetsu_red

1boy 1girl after_vaginal aftersex arms_behind_back ass black_gloves black_thighhighs bound bound_wrists brown_hair cleaning_fellatio cuffs cum cum_in_pussy cum_on_headwear cum_pool cumdrip faceless faceless_male fake_tail fellatio fishnet_thighhighs fishnets gloves gun gun_to_head handcuffs hetero highres holding holding_gun holding_weapon idolmaster idolmaster_million_live! implied_fellatio irrumatio kneehighs median_furrow nude oral peril restrained shoulder_blades sitting socks spanked sweat tail thighhighs tokoro_megumi weapon zetsu_red

00s 1boy 1girl ahegao arched_back arms_behind_back ass at_gunpoint back bdsm blanket blood blurry blush bondage bottomless bound breast_bondage breast_press breasts brown_eyes clothed_male_nude_female clothed_sex cum cum_pool defloration depth_of_field doggystyle empty_eyes feet fishnet_thighhighs fishnets from_side fucked_silly game_over gun gun_to_head hair_between_eyes hair_ornament hairpin hand_on_back handgun hetero high_ponytail holding holding_gun holding_weapon huge_breasts indoors large_breasts legs_up long_hair looking_afar lying nipples no_shoes nose_blush nude on_stomach onigiri_(ocelot) open_mouth orange_eyes ponytail prone_bone rape red_hair restrained rope saliva sex sex_from_behind shibari shirt sidelocks skull skull_hair_ornament snot solo_focus spread_legs sweat tears tengen_toppa_gurren_lagann thighhighs toe_scrunch tongue tongue_out very_long_hair weapon wooden_floor yellow_eyes yoko_littner

00s 1boy 1girl ahegao arched_back arms_behind_back ass at_gunpoint back bdsm blanket blood blurry blush bondage bottomless bound breast_bondage breast_press breasts brown_eyes clothed_male_nude_female clothed_sex cum cum_pool defloration depth_of_field doggystyle empty_eyes feet fishnet_thighhighs fishnets from_side fucked_silly game_over gun gun_to_head hair_between_eyes hair_ornament hairpin hand_on_back handgun hetero high_ponytail holding holding_gun holding_weapon huge_breasts indoors large_breasts legs_up long_hair looking_afar lying nipples no_shoes nose_blush nude on_stomach onigiri_(ocelot) open_mouth orange_eyes ponytail prone_bone rape red_hair restrained rope saliva sex sex_from_behind shibari shirt sidelocks skull skull_hair_ornament snot solo_focus spread_legs sweat tears tengen_toppa_gurren_lagann thighhighs toe_scrunch tongue tongue_out very_long_hair weapon wooden_floor yellow_eyes yoko_littner

1girl 3boys anal anal_object_insertion bottle branding crying crying_with_eyes_open gag grabbing_another's_hair gun gun_to_head id_card imminent_torture improvised_bondage improvised_dildo improvised_gag multiple_boys object_insertion peril rape restrained satoimo_(jia64097023) scared strangling sweatdrop tape tape_gag tape_maebari tears tied_to_chair topless weapon

1girl 3boys anal anal_object_insertion bottle branding crying crying_with_eyes_open gag grabbing_another's_hair gun gun_to_head id_card imminent_torture improvised_bondage improvised_dildo improvised_gag multiple_boys object_insertion peril rape restrained satoimo_(jia64097023) scared strangling sweatdrop tape tape_gag tape_maebari tears tied_to_chair topless weapon

00s 1boy 1girl assertive_female at_gunpoint black_lagoon boots breasts cigarette clothed_male_nude_female erection femdom fingerless_gloves girl_on_top gloves grin gun gun_to_head handgun hetero holding holding_gun holding_weapon large_breasts microsoft_paint_(medium) mspaint nude okajima_rokuro one_eye_closed open_fly penis pistol rape revy_(black_lagoon) scared scary_sex shadowkira sitting sitting_on_person smile smoking straddling tattoo uncensored unzipped weapon wink

00s 1boy 1girl assertive_female at_gunpoint black_lagoon boots breasts cigarette clothed_male_nude_female erection femdom fingerless_gloves girl_on_top gloves grin gun gun_to_head handgun hetero holding holding_gun holding_weapon large_breasts microsoft_paint_(medium) mspaint nude okajima_rokuro one_eye_closed open_fly penis pistol rape revy_(black_lagoon) scared scary_sex shadowkira sitting sitting_on_person smile smoking straddling tattoo uncensored unzipped weapon wink

2girls absurdres anus arms_behind_back artist_request ass ass_grab barefoot bent_over black_legwear black_ribbon blue_hair bottomless bound bound_arms bound_legs breasts censored chain clothed_female_nude_male clothed_sex cum cum_in_pussy cum_overflow cumdrip dark-skinned_male dark_skin dungeon elie_macdowell empty_eyes faceless faceless_male full_body gag gagged gloves grabbing_another's_hair grey_hair gun gun_to_head hair_ornament hair_ribbon highres huge_filesize improvised_gag kneepits long_hair medium_breasts mosaic_censoring motion_lines multiple_boys multiple_girls multiple_views nipples no_panties nude open_clothes penis pussy rape restrained ribbon rope sequential sex sex_from_behind sitting small_breasts source_request spread_legs spreader_bar standing standing_sex syringe thighhighs tio_plato tiptoes toes trembling vaginal weapon white_gloves yellow_eyes

2girls absurdres anus arms_behind_back artist_request ass ass_grab barefoot bent_over black_legwear black_ribbon blue_hair bottomless bound bound_arms bound_legs breasts censored chain clothed_female_nude_male clothed_sex cum cum_in_pussy cum_overflow cumdrip dark-skinned_male dark_skin dungeon elie_macdowell empty_eyes faceless faceless_male full_body gag gagged gloves grabbing_another's_hair grey_hair gun gun_to_head hair_ornament hair_ribbon highres huge_filesize improvised_gag kneepits long_hair medium_breasts mosaic_censoring motion_lines multiple_boys multiple_girls multiple_views nipples no_panties nude open_clothes penis pussy rape restrained ribbon rope sequential sex sex_from_behind sitting small_breasts source_request spread_legs spreader_bar standing standing_sex syringe thighhighs tio_plato tiptoes toes trembling vaginal weapon white_gloves yellow_eyes

1boy 1girl anal ass ass_focus black_hair black_lips blunt_bangs broken_screen cellphone commentary crop_top desikeera doggystyle ear_piercing english_commentary erection fishnet_pantyhose fishnets goth_fashion green_eyes gun gun_to_head hair_ornament hairclip handgun handprint hetero high-waist_skirt highres implied_rape jenny_(desikeera) large_penis lipstick looking_back lube makeup mascara miniskirt narrow_waist nose original pantyhose penis phone piercing pistol plaid_clothes plaid_skirt plug_(piercing) pov rape red_skirt runny_makeup sex sex_from_behind skirt slap_mark smartphone solo_focus spanked torn_clothes torn_legwear uncensored veins veiny_penis weapon

1boy 1girl anal ass ass_focus black_hair black_lips blunt_bangs broken_screen cellphone commentary crop_top desikeera doggystyle ear_piercing english_commentary erection fishnet_pantyhose fishnets goth_fashion green_eyes gun gun_to_head hair_ornament hairclip handgun handprint hetero high-waist_skirt highres implied_rape jenny_(desikeera) large_penis lipstick looking_back lube makeup mascara miniskirt narrow_waist nose original pantyhose penis phone piercing pistol plaid_clothes plaid_skirt plug_(piercing) pov rape red_skirt runny_makeup sex sex_from_behind skirt slap_mark smartphone solo_focus spanked torn_clothes torn_legwear uncensored veins veiny_penis weapon

1boy 1girl artist_name blonde_hair blue_eyes blush bodysuit bracelet breasts character_name cheek_bulge clothed_female_nude_male cum cum_in_mouth cumdrip fellatio finger_on_trigger full_body gun gun_to_head handgun head_out_of_frame hetero holding holding_gun holding_weapon jewelry kneeling large_breasts large_penis lipstick long_hair makeup metroid nintendo nude oral cum_overflow penis ponytail saliva samus_aran sidelocks skin_tight solo_focus super_smash_bros. uncensored weapon x-t3al zero_suit

1boy 1girl artist_name blonde_hair blue_eyes blush bodysuit bracelet breasts character_name cheek_bulge clothed_female_nude_male cum cum_in_mouth cumdrip fellatio finger_on_trigger full_body gun gun_to_head handgun head_out_of_frame hetero holding holding_gun holding_weapon jewelry kneeling large_breasts large_penis lipstick long_hair makeup metroid nintendo nude oral cum_overflow penis ponytail saliva samus_aran sidelocks skin_tight solo_focus super_smash_bros. uncensored weapon x-t3al zero_suit

1girl 3boys absurdres arms_behind_back asphyxiation assisted_rape at_gunpoint bdsm black_footwear blue_footwear bondage bound bound_arms bound_legs breasts brown_hair choker cleave_gag closed_eyes cloth_gag clothes_lift gag gagged girls'_frontline grabbing_another's_breast grabbing_from_behind grizzly_mkv_(girls'_frontline) groping gun gun_to_head hair_ribbon hand_on_breast handgun harris_hero hat hetero highres improvised_gag l.a.r._manufacturing lar_grizzly_win_mag medium_breasts medium_hair military military_hat military_uniform multiple_boys multiple_others nipples no_bra nude object_insertion pistol rape red_legwear restrained ribbon shirt shirt_lift shoes sitting sitting_on_lap sitting_on_person sneakers socks strapless tearing_up tears vaginal vaginal_object_insertion weapon white_background

1girl 3boys absurdres arms_behind_back asphyxiation assisted_rape at_gunpoint bdsm black_footwear blue_footwear bondage bound bound_arms bound_legs breasts brown_hair choker cleave_gag closed_eyes cloth_gag clothes_lift gag gagged girls'_frontline grabbing_another's_breast grabbing_from_behind grizzly_mkv_(girls'_frontline) groping gun gun_to_head hair_ribbon hand_on_breast handgun harris_hero hat hetero highres improvised_gag l.a.r._manufacturing lar_grizzly_win_mag medium_breasts medium_hair military military_hat military_uniform multiple_boys multiple_others nipples no_bra nude object_insertion pistol rape red_legwear restrained ribbon shirt shirt_lift shoes sitting sitting_on_lap sitting_on_person sneakers socks strapless tearing_up tears vaginal vaginal_object_insertion weapon white_background

10s 2boys 2girls against_glass andou_reiji armpits bent_over blood blue_hair blush bra breast_press breasts breasts_out censored clenched_teeth clothed_sex cuffs defloration embarrassed fujino_kiyoshi glasses gun gun_to_head hair_bun hetero highres holding holding_gun holding_weapon huge_breasts indoors kurihara_mari_(prison_school) legs long_hair looking_at_viewer mosaic_censoring multiple_boys multiple_girls navel nightmare_express nipples one_breast_out panties panty_pull penis prison_school pussy rape red_eyes school_uniform sex shiraki_meiko single_hair_bun tears teeth thighs unbuttoned underwear vaginal weapon white_hair window

10s 2boys 2girls against_glass andou_reiji armpits bent_over blood blue_hair blush bra breast_press breasts breasts_out censored clenched_teeth clothed_sex cuffs defloration embarrassed fujino_kiyoshi glasses gun gun_to_head hair_bun hetero highres holding holding_gun holding_weapon huge_breasts indoors kurihara_mari_(prison_school) legs long_hair looking_at_viewer mosaic_censoring multiple_boys multiple_girls navel nightmare_express nipples one_breast_out panties panty_pull penis prison_school pussy rape red_eyes school_uniform sex shiraki_meiko single_hair_bun tears teeth thighs unbuttoned underwear vaginal weapon white_hair window

1boy 2girls akagi_ritsuko arms_behind_back at_gunpoint bdsm black_panties black_socks blonde_hair blue_eyes blue_hair bondage bound breasts cameltoe censored chair choke_hold clenched_teeth closed_eyes feet full_body functionally_nude gun gun_to_head hostage indoors katsuragi_misato large_breasts legs long_hair looking_at_viewer mask medium_breasts mole multiple_girls navel neon_genesis_evangelion nightmare_express nipples no_bra no_panties no_shoes open_clothes panties peeing peeing_self pubic_hair purple_hair pussy rape rope saliva shadow short_hair shorts sitting socks spread_legs standing strangling sweat teeth thighs tiptoes toes track_suit underwear weapon wet white_socks wooden_floor you_gonna_get_raped

1boy 2girls akagi_ritsuko arms_behind_back at_gunpoint bdsm black_panties black_socks blonde_hair blue_eyes blue_hair bondage bound breasts cameltoe censored chair choke_hold clenched_teeth closed_eyes feet full_body functionally_nude gun gun_to_head hostage indoors katsuragi_misato large_breasts legs long_hair looking_at_viewer mask medium_breasts mole multiple_girls navel neon_genesis_evangelion nightmare_express nipples no_bra no_panties no_shoes open_clothes panties peeing peeing_self pubic_hair purple_hair pussy rape rope saliva shadow short_hair shorts sitting socks spread_legs standing strangling sweat teeth thighs tiptoes toes track_suit underwear weapon wet white_socks wooden_floor you_gonna_get_raped

1girl 3boys anal at_gunpoint blonde_hair blue_ribbon bob_cut censored choker dark-skinned_male dark_skin dildo double_handjob fanbox_username gangbang group_sex gun gun_to_head hair_ribbon handjob hetero holding holding_gun holding_weapon holding_with_feet interracial leash lycoris_recoil lying miazi mosaic_censoring multiple_boys nishikigi_chisato nude object_insertion on_back penis rape ribbon sex sex_toy short_hair spread_legs torn_clothes vaginal vaginal_object_insertion weapon

1girl 3boys anal at_gunpoint blonde_hair blue_ribbon bob_cut censored choker dark-skinned_male dark_skin dildo double_handjob fanbox_username gangbang group_sex gun gun_to_head hair_ribbon handjob hetero holding holding_gun holding_weapon holding_with_feet interracial leash lycoris_recoil lying miazi mosaic_censoring multiple_boys nishikigi_chisato nude object_insertion on_back penis rape ribbon sex sex_toy short_hair spread_legs torn_clothes vaginal vaginal_object_insertion weapon

10s 1girl 2boys alley animated animated_gif at_gunpoint bare_shoulders black_ribbon blue_eyes blue_hair blush bouncing bouncing_breasts breasts building closers deepthroat disembodied_hand disembodied_hand erection eyebrows fellatio forced from_side gun gun_to_head hair_ribbon halterneck handgun hetero hime_cut holding holding_gun holding_pistol holding_weapon jewelry kneeling large_breasts large_insertion large_penis long_hair looping_animation matching_hair/eyes minma multiple_boys necklace nexon oral outdoors penis pistol rape ribbon saliva shiny_skin sideboob sidelocks solo_focus standing testicles uncensored veins veiny_penis violet_(closers) weapon

10s 1girl 2boys alley animated animated_gif at_gunpoint bare_shoulders black_ribbon blue_eyes blue_hair blush bouncing bouncing_breasts breasts building closers deepthroat disembodied_hand disembodied_hand erection eyebrows fellatio forced from_side gun gun_to_head hair_ribbon halterneck handgun hetero hime_cut holding holding_gun holding_pistol holding_weapon jewelry kneeling large_breasts large_insertion large_penis long_hair looping_animation matching_hair/eyes minma multiple_boys necklace nexon oral outdoors penis pistol rape ribbon saliva shiny_skin sideboob sidelocks solo_focus standing testicles uncensored veins veiny_penis violet_(closers) weapon

1boy 1girl anal ass at_gunpoint bathroom bent_over bikini bikini_top_only blush bob_cut bound bound_wrists breasts cleft_of_venus clenched_teeth clitoral_hood clitoris clothes_lift decensored detached_collar doggystyle female_pubic_hair flat_chest from_behind glasses glock greyscale gun gun_to_head halftone hand_on_another's_waist handgun hetero highres kneehighs looking_back maid_headdress micro_bikini monochrome nipples no_panties original penis pistol pubic_hair pussy quiver rape ribs satarobass semi-rimless_eyewear sex sex_from_behind short_hair skinny skirt skirt_lift small_breasts socks solo_focus standing sweat swimsuit teeth third-party_edit toilet torso_grab trembling uncensored veins veiny_penis weapon

1boy 1girl anal ass at_gunpoint bathroom bent_over bikini bikini_top_only blush bob_cut bound bound_wrists breasts cleft_of_venus clenched_teeth clitoral_hood clitoris clothes_lift decensored detached_collar doggystyle female_pubic_hair flat_chest from_behind glasses glock greyscale gun gun_to_head halftone hand_on_another's_waist handgun hetero highres kneehighs looking_back maid_headdress micro_bikini monochrome nipples no_panties original penis pistol pubic_hair pussy quiver rape ribs satarobass semi-rimless_eyewear sex sex_from_behind short_hair skinny skirt skirt_lift small_breasts socks solo_focus standing sweat swimsuit teeth third-party_edit toilet torso_grab trembling uncensored veins veiny_penis weapon

1girl 2boys abs arm_guards breasts breasts_squeezed_together brown_scarf censored clenched_hands clenched_teeth collarbone constricted_pupils crying crying_with_eyes_open drooling ears eyebrows_hidden_by_hair flat_chest forced functionally_nude grey_background gun gun_to_head hair_ribbon handgun hands_on_own_breasts highres jewelry large_penis looking_at_viewer medium_hair midriff mosaic_censoring motion_lines multiple_boys naizuri nipples nude orange_eyes orange_hair original paizuri penis aiming ponytail pov pov_crotch rape revolver ribbon ryona saliva scared scarf shaded_face sidelocks simple_background small_breasts solo_focus sweat tears teeth threatening trembling weapon what wrist_guards yotaka_(d8spc4r3)

1girl 2boys abs arm_guards breasts breasts_squeezed_together brown_scarf censored clenched_hands clenched_teeth collarbone constricted_pupils crying crying_with_eyes_open drooling ears eyebrows_hidden_by_hair flat_chest forced functionally_nude grey_background gun gun_to_head hair_ribbon handgun hands_on_own_breasts highres jewelry large_penis looking_at_viewer medium_hair midriff mosaic_censoring motion_lines multiple_boys naizuri nipples nude orange_eyes orange_hair original paizuri penis aiming ponytail pov pov_crotch rape revolver ribbon ryona saliva scared scarf shaded_face sidelocks simple_background small_breasts solo_focus sweat tears teeth threatening trembling weapon what wrist_guards yotaka_(d8spc4r3)

1girl 3boys abs arm_tattoo at_gunpoint blurry borderlands_(series) borderlands_1 bottomless breast_tattoo breasts breasts_apart butcha-u chest_tattoo claptrap clitoris cum cum_in_pussy cum_string dark-skinned_male dark_skin day deep_skin depth_of_field erection fingerless_gloves fur-trimmed_vest fur_trim gangbang girl_on_top gloves group_sex gun gun_to_head head_out_of_frame hetero large_breasts large_penis leg_tattoo lilith_(borderlands) lips lipstick makeup male_pubic_hair multiple_boys multiple_penises navel nipple_pull nipple_stimulation nipple_tweak nipples nude outdoors penis precum pubic_hair puffy_nipples pussy rape red_hair reverse_cowgirl_position runny_makeup scowl sex sex_from_behind short_hair solo_focus spread_legs standing stomach_tattoo straddling swept_bangs tattoo thighs toned toned_female uncensored urethra v-shaped_eyebrows vaginal veins veiny_penis vest weapon yellow_eyes

1girl 3boys abs arm_tattoo at_gunpoint blurry borderlands_(series) borderlands_1 bottomless breast_tattoo breasts breasts_apart butcha-u chest_tattoo claptrap clitoris cum cum_in_pussy cum_string dark-skinned_male dark_skin day deep_skin depth_of_field erection fingerless_gloves fur-trimmed_vest fur_trim gangbang girl_on_top gloves group_sex gun gun_to_head head_out_of_frame hetero large_breasts large_penis leg_tattoo lilith_(borderlands) lips lipstick makeup male_pubic_hair multiple_boys multiple_penises navel nipple_pull nipple_stimulation nipple_tweak nipples nude outdoors penis precum pubic_hair puffy_nipples pussy rape red_hair reverse_cowgirl_position runny_makeup scowl sex sex_from_behind short_hair solo_focus spread_legs standing stomach_tattoo straddling swept_bangs tattoo thighs toned toned_female uncensored urethra v-shaped_eyebrows vaginal veins veiny_penis vest weapon yellow_eyes

1girl animated bottomless braid censored clothes_lift cowgirl_position devilman devilman_crybaby grabbing_another's_breast groping gun gun_to_head kuroda_miki looping_animation rape sex shirt_lift straddling threaten video weapon

1girl animated bottomless braid censored clothes_lift cowgirl_position devilman devilman_crybaby grabbing_another's_breast groping gun gun_to_head kuroda_miki looping_animation rape sex shirt_lift straddling threaten video weapon

1girl 6+boys ahoge artist_name bite_mark bite_marks breasts brown_hair censored clothed_sex collarbone commission crying crying_with_eyes_open double_handjob facing_viewer fingernails girl_on_top group_sex gun gun_to_head gunpoint hairjob handgun handjob hands_up hetero imoden leg_grab maid_headdress male_pubic_hair medium_breasts mosaic_censoring multiple_boys nipples open_clothes open_mouth panties panties_around_leg penis peril pubic_hair purple_eyes pussy rail_wars! rape reverse_cowgirl_position ryona sasshou_mari scared scowl sex shaded_face short_hair skeb_commission solo_focus spread_legs straddling sweat tears torn_clothes twitter_username underwear vaginal violence watermark weapon wristband

1girl 6+boys ahoge artist_name bite_mark bite_marks breasts brown_hair censored clothed_sex collarbone commission crying crying_with_eyes_open double_handjob facing_viewer fingernails girl_on_top group_sex gun gun_to_head gunpoint hairjob handgun handjob hands_up hetero imoden leg_grab maid_headdress male_pubic_hair medium_breasts mosaic_censoring multiple_boys nipples open_clothes open_mouth panties panties_around_leg penis peril pubic_hair purple_eyes pussy rail_wars! rape reverse_cowgirl_position ryona sasshou_mari scared scowl sex shaded_face short_hair skeb_commission solo_focus spread_legs straddling sweat tears torn_clothes twitter_username underwear vaginal violence watermark weapon wristband

1girl 4boys ahoge anal anus at_gunpoint bad_id bad_pixiv_id bite_mark blood blush bottomless breasts after_rape censored cnm crying crying_with_eyes_open cum cum_in_pussy cum_on_body cum_on_breasts cum_on_hair cum_on_lower_body cum_on_upper_body cumdrip dark-skinned_male dark_skin double_v empty_eyes facial forced gangut_(kancolle) girl_on_top grey_hair gun gun_to_head hand_on_head highres holding_another's_wrist jacket kantai_collection long_hair long_sleeves medium_breasts mosaic_censoring multiple_boys navel nipples open_clothes orange_eyes penis pregnant pussy rape recording red_shirt ryona scar sex shirt spread_legs spread_pussy tears trembling v weapon white_jacket

1girl 4boys ahoge anal anus at_gunpoint bad_id bad_pixiv_id bite_mark blood blush bottomless breasts after_rape censored cnm crying crying_with_eyes_open cum cum_in_pussy cum_on_body cum_on_breasts cum_on_hair cum_on_lower_body cum_on_upper_body cumdrip dark-skinned_male dark_skin double_v empty_eyes facial forced gangut_(kancolle) girl_on_top grey_hair gun gun_to_head hand_on_head highres holding_another's_wrist jacket kantai_collection long_hair long_sleeves medium_breasts mosaic_censoring multiple_boys navel nipples open_clothes orange_eyes penis pregnant pussy rape recording red_shirt ryona scar sex shirt spread_legs spread_pussy tears trembling v weapon white_jacket

1girl 3boys beretta_92 blood blush breasts brown_eyes brown_hair censored chain cuffs defloration eatora gangbang group_sex gun gun_to_head hair_spread_out hairjob handgun hetero highres holding holding_gun holding_weapon kneehighs koumi_haruka long_hair lying male_masturbation masturbation menstrual_pad mosaic_censoring multiple_boys navel nipples on_back panties panties_around_leg penis rail_wars! rape school_uniform serafuku sex socks solo_focus spread_legs sweat torn_clothes underwear vaginal weapon white_panties white_socks

1girl 3boys beretta_92 blood blush breasts brown_eyes brown_hair censored chain cuffs defloration eatora gangbang group_sex gun gun_to_head hair_spread_out hairjob handgun hetero highres holding holding_gun holding_weapon kneehighs koumi_haruka long_hair lying male_masturbation masturbation menstrual_pad mosaic_censoring multiple_boys navel nipples on_back panties panties_around_leg penis rail_wars! rape school_uniform serafuku sex socks solo_focus spread_legs sweat torn_clothes underwear vaginal weapon white_panties white_socks

1boy 1girl at_gunpoint blurry blurry_background braid bullet clothes_pull cowboy_hat cowgirl_(western) cum cum_in_mouth cum_in_nose excessive_cum fellatio from_side green_shirt gun gun_to_head hat hetero highres holding holding_gun holding_weapon kinky_queen long_hair male_pubic_hair oral original pants pants_pull penis pubic_hair rape red_hair restrained rope shirt side_braid tears torn_clothes torn_shirt weapon

1boy 1girl at_gunpoint blurry blurry_background braid bullet clothes_pull cowboy_hat cowgirl_(western) cum cum_in_mouth cum_in_nose excessive_cum fellatio from_side green_shirt gun gun_to_head hat hetero highres holding holding_gun holding_weapon kinky_queen long_hair male_pubic_hair oral original pants pants_pull penis pubic_hair rape red_hair restrained rope shirt side_braid tears torn_clothes torn_shirt weapon

1boy 1girl angry animal_ears bag_over_head black_gloves black_thighhighs breasts cowgirl_position earpiece elbow_gloves english_text fangs female_pubic_hair femdom fingerless_gloves fox_ears fox_girl fox_tail girl_on_top gloves glowing glowing_eyes gun gun_to_head handgun hetero highres laser laser_sight long_hair multiple_tails navel night nipples nude open_mouth outdoors padded_gloves penis pistol pmc_promiscuity pubic_hair purple_eyes pussy pussy_juice rape rope shizu_fuwamiya_(shuuko) shouting shuuko_(s_h_uuko) sky small_breasts speech_bubble stomach_bulge straddling suppressor tail thighhighs weapon white_hair

1boy 1girl angry animal_ears bag_over_head black_gloves black_thighhighs breasts cowgirl_position earpiece elbow_gloves english_text fangs female_pubic_hair femdom fingerless_gloves fox_ears fox_girl fox_tail girl_on_top gloves glowing glowing_eyes gun gun_to_head handgun hetero highres laser laser_sight long_hair multiple_tails navel night nipples nude open_mouth outdoors padded_gloves penis pistol pmc_promiscuity pubic_hair purple_eyes pussy pussy_juice rape rope shizu_fuwamiya_(shuuko) shouting shuuko_(s_h_uuko) sky small_breasts speech_bubble stomach_bulge straddling suppressor tail thighhighs weapon white_hair

1girl 3boys animal_ear_fluff animal_ears assisted_rape avi_attlee bandaid bandaid_on_face bandaid_on_nose bar_censor blonde_hair borrowed_character breasts brown_eyes censored clenched_teeth closed_eyes clothes_lift cum cum_on_body dark-skinned_male dark_skin empty_eyes fellatio fox_ears fox_tail grabbing_another's_ear gun gun_to_head holding holding_gun holding_weapon medium_breasts multiple_boys nipples nude oral original penis pussy rape sex shirt_lift shoes sidelocks single_shoe spread_legs tail tears teeth testicles tongue tongue_out torn_clothes uchuu_ika vaginal waist_grab weapon wide-eyed

1girl 3boys animal_ear_fluff animal_ears assisted_rape avi_attlee bandaid bandaid_on_face bandaid_on_nose bar_censor blonde_hair borrowed_character breasts brown_eyes censored clenched_teeth closed_eyes clothes_lift cum cum_on_body dark-skinned_male dark_skin empty_eyes fellatio fox_ears fox_tail grabbing_another's_ear gun gun_to_head holding holding_gun holding_weapon medium_breasts multiple_boys nipples nude oral original penis pussy rape sex shirt_lift shoes sidelocks single_shoe spread_legs tail tears teeth testicles tongue tongue_out torn_clothes uchuu_ika vaginal waist_grab weapon wide-eyed

1girl 3boys absurdres at_gunpoint bdsm black_footwear blue_footwear bondage bound breasts brown_hair choker cleave_gag clenched_teeth closed_eyes cloth_gag clothes_lift drooling gag gagged girls'_frontline grizzly_mkv_(girls'_frontline) gun gun_to_head hair_ribbon hand_on_breast handgun harris_hero hat hetero highres improvised_gag key lips medium_breasts medium_hair military military_hat military_uniform multiple_boys multiple_others nipples no_bra pistol rape red_legwear restrained ribbon rope shirt shirt_lift shoes sitting sneakers socks solo_focus suppressor tearing_up tears teeth weapon white_background

1girl 3boys absurdres at_gunpoint bdsm black_footwear blue_footwear bondage bound breasts brown_hair choker cleave_gag clenched_teeth closed_eyes cloth_gag clothes_lift drooling gag gagged girls'_frontline grizzly_mkv_(girls'_frontline) gun gun_to_head hair_ribbon hand_on_breast handgun harris_hero hat hetero highres improvised_gag key lips medium_breasts medium_hair military military_hat military_uniform multiple_boys multiple_others nipples no_bra pistol rape red_legwear restrained ribbon rope shirt shirt_lift shoes sitting sneakers socks solo_focus suppressor tearing_up tears teeth weapon white_background

1girl arms_behind_back bar_censor bare_arms bare_legs bare_shoulders bdsm blindfold blonde_hair bondage bound bound_arms bound_legs breasts censored chair crotch_rope electrocution electrodes electrostimulation feet gag gagged gun gun_to_head hair_ribbon handgun highres holding holding_gun holding_weapon improvised_gag large_breasts lycoris_recoil navel nipple_clamps nipple_stimulation nipple_torture nipples nishikigi_chisato nude orgasm pussy_juice restrained ribbon rope sex_toy shibari sitting tape tape_gag torture vibrator weapon zetsu_red

1girl arms_behind_back bar_censor bare_arms bare_legs bare_shoulders bdsm blindfold blonde_hair bondage bound bound_arms bound_legs breasts censored chair crotch_rope electrocution electrodes electrostimulation feet gag gagged gun gun_to_head hair_ribbon handgun highres holding holding_gun holding_weapon improvised_gag large_breasts lycoris_recoil navel nipple_clamps nipple_stimulation nipple_torture nipples nishikigi_chisato nude orgasm pussy_juice restrained ribbon rope sex_toy shibari sitting tape tape_gag torture vibrator weapon zetsu_red

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