rapist_official best from all time -animated

Time frame

Tags

rapist official

1boy 1girls alien alien_girl arthur_light ass belly belly_button big_breasts bouncing_breasts breasts busty cleavage dc dc_comics dialogue dr_light english_text female green_eyes hanging_breasts hourglass_figure huge_breasts human humanoid justice_league koriand'r large_breasts light-skinned_male light_skin lips lipstick long_hair male mature mature_female mature_male navel no_bra orange_body orange_skin pasties rapist rapist_official red_hair red_lips red_lipstick speech_bubble starfire stomach straight superheroine superposer tamaranean teen_titans text thighs voluptuous
1boy 1girls alien alien_girl arthur_light ass belly belly_button big_breasts bouncing_breasts breasts busty cleavage dc dc_comics dialogue dr_light english_text female green_eyes hanging_breasts hourglass_figure huge_breasts human humanoid justice_league koriand'r large_breasts light-skinned_male light_skin lips lipstick long_hair male mature mature_female mature_male navel no_bra orange_body orange_skin pasties rapist rapist_official red_hair red_lips red_lipstick speech_bubble starfire stomach straight superheroine superposer tamaranean teen_titans text thighs voluptuous
2boys anal anal_penetration anal_sex bara big_ass big_penis blue_background bottomless crossover cum_in_ass cum_inside dildo dildo_in_ass gay gloves homelander human human_only iron_man iron_man_(dildo) iron_man_(series) leaking_cum legs_held_open male male_only male_penetrated marvel mating_press mephisto mephisto(artist) orgasm_from_anal rapist rapist_official rear_view the_boys themed_dildo toys
2boys anal anal_penetration anal_sex bara big_ass big_penis blue_background bottomless crossover cum_in_ass cum_inside dildo dildo_in_ass gay gloves homelander human human_only iron_man iron_man_(dildo) iron_man_(series) leaking_cum legs_held_open male male_only male_penetrated marvel mating_press mephisto mephisto(artist) orgasm_from_anal rapist rapist_official rear_view the_boys themed_dildo toys
amazon_(futurama) amazonian amy_wong comic female furronika futurama human kug male philip_j_fry rapist rapist_official turanga_leela
amazon_(futurama) amazonian amy_wong comic female furronika futurama human kug male philip_j_fry rapist rapist_official turanga_leela
1boy 1boy1girl 1girls amulet amulet_of_talos anal anal_sex areolae armlet big_breasts big_smoke biting_lip blonde_hair blush braided_hair breasts collar daedra duo everlasting_summer female female_focus human kef34 long_hair male male/female molag_bal neckwear nipple_piercing nipples pale_skin questionable_consent rapist rapist_official shiny_hair shiny_skin skyrim slavya-chan tagme the_elder_scrolls twin_braids twintails very_long_hair
1boy 1boy1girl 1girls amulet amulet_of_talos anal anal_sex areolae armlet big_breasts big_smoke biting_lip blonde_hair blush braided_hair breasts collar daedra duo everlasting_summer female female_focus human kef34 long_hair male male/female molag_bal neckwear nipple_piercing nipples pale_skin questionable_consent rapist rapist_official shiny_hair shiny_skin skyrim slavya-chan tagme the_elder_scrolls twin_braids twintails very_long_hair
amazon amazon_(futurama) amazonian comic furronika futurama kug monochrome philip_j_fry rapist rapist_official tagme turanga_leela
amazon amazon_(futurama) amazonian comic furronika futurama kug monochrome philip_j_fry rapist rapist_official tagme turanga_leela
1boy alien alien_girl arthur_light belly belly_button big_breasts breast_fondling breasts busty cleavage dc dc_comics dialogue dr_light english_text female green_eyes hourglass_figure huge_breasts human humanoid justice_league koriand'r large_breasts light-skinned_male light_skin lips lipstick long_hair male mature mature_female mature_male no_bra orange_body orange_skin rapist rapist_official red_hair red_lips red_lipstick speech_bubble starfire stomach straight superheroine superposer tamaranean teen_titans text voluptuous
1boy alien alien_girl arthur_light belly belly_button big_breasts breast_fondling breasts busty cleavage dc dc_comics dialogue dr_light english_text female green_eyes hourglass_figure huge_breasts human humanoid justice_league koriand'r large_breasts light-skinned_male light_skin lips lipstick long_hair male mature mature_female mature_male no_bra orange_body orange_skin rapist rapist_official red_hair red_lips red_lipstick speech_bubble starfire stomach straight superheroine superposer tamaranean teen_titans text voluptuous
bottomless breasts dc_comics dutch_angle faceless_male female human leandro_comics male pale_skin penis pussy rapist rapist_official reverse_cowgirl_position sally_jupiter sex silk_spectre straight tagme the_comedian watchmen watchmen_(2009)
bottomless breasts dc_comics dutch_angle faceless_male female human leandro_comics male pale_skin penis pussy rapist rapist_official reverse_cowgirl_position sally_jupiter sex silk_spectre straight tagme the_comedian watchmen watchmen_(2009)
dc_comics fishnet_stockings fishnets high_heel_boots leandro_comics rapist rapist_official sally_jupiter sex silk_spectre the_comedian vaginal_penetration watchmen watchmen_(2009)
dc_comics fishnet_stockings fishnets high_heel_boots leandro_comics rapist rapist_official sally_jupiter sex silk_spectre the_comedian vaginal_penetration watchmen watchmen_(2009)
closed_eyes dc_comics faceless_male fellatio female leandro_comics male oral rapist rapist_official sally_jupiter silk_spectre sucking the_comedian watchmen watchmen_(2009)
closed_eyes dc_comics faceless_male fellatio female leandro_comics male oral rapist rapist_official sally_jupiter silk_spectre sucking the_comedian watchmen watchmen_(2009)
1boy 1boy1girl 1girls amulet amulet_of_talos areolae armlet big_breasts big_smoke biting_lip blonde_hair blush braided_hair breasts collar cum cum_in_mouth cum_inside cum_on_breasts cumshot daedra duo everlasting_summer female female_focus human kef34 long_hair male male/female molag_bal neckwear nipple_piercing nipples pale_skin rapist rapist_official shiny_hair shiny_skin skyrim slavya-chan straight tagme the_elder_scrolls twin_braids twintails very_long_hair
1boy 1boy1girl 1girls amulet amulet_of_talos areolae armlet big_breasts big_smoke biting_lip blonde_hair blush braided_hair breasts collar cum cum_in_mouth cum_inside cum_on_breasts cumshot daedra duo everlasting_summer female female_focus human kef34 long_hair male male/female molag_bal neckwear nipple_piercing nipples pale_skin rapist rapist_official shiny_hair shiny_skin skyrim slavya-chan straight tagme the_elder_scrolls twin_braids twintails very_long_hair
1boy 1girls areolae armlet big_breasts blonde_hair bottomless bracelet breasts breasts_bigger_than_head breasts_out busty canon_couple cape choker closed_eyes collar doggy_style earrings erect_nipples eyeshadow female from_behind from_behind_position happy_sex headgear headwear horned_headwear horns hourglass_figure huge_breasts human human_only large_breasts light-skinned_female light-skinned_male light_skin lipstick loki_(marvel) long_hair lorelei_(asgardian) male marvel marvel_comics mascara mature mature_female milf mrfuzzynutz nail_polish nipples nude nude_female nudity pubes pubic_hair pussy rapist rapist_official red_hair sex sexual_intercourse straight tagme thor_(series) vagina voluptuous voluptuous_female wide_hips wine wine_bottle wine_glass wine_goblet
1boy 1girls areolae armlet big_breasts blonde_hair bottomless bracelet breasts breasts_bigger_than_head breasts_out busty canon_couple cape choker closed_eyes collar doggy_style earrings erect_nipples eyeshadow female from_behind from_behind_position happy_sex headgear headwear horned_headwear horns hourglass_figure huge_breasts human human_only large_breasts light-skinned_female light-skinned_male light_skin lipstick loki_(marvel) long_hair lorelei_(asgardian) male marvel marvel_comics mascara mature mature_female milf mrfuzzynutz nail_polish nipples nude nude_female nudity pubes pubic_hair pussy rapist rapist_official red_hair sex sexual_intercourse straight tagme thor_(series) vagina voluptuous voluptuous_female wide_hips wine wine_bottle wine_glass wine_goblet
amazon amazon_(futurama) amazonian big_breasts breasts futurama gatherer giantess huge_breasts philip_j_fry rapist rapist_official thog zapp_brannigan
amazon amazon_(futurama) amazonian big_breasts breasts futurama gatherer giantess huge_breasts philip_j_fry rapist rapist_official thog zapp_brannigan
ass bottomless cowgirl_position dc_comics female human indoors leandro_comics lying male mostly_nude muscular_male on_back penis rapist rapist_official sally_jupiter sex silk_spectre straddling straight tagme the_comedian watchmen watchmen_(2009)
ass bottomless cowgirl_position dc_comics female human indoors leandro_comics lying male mostly_nude muscular_male on_back penis rapist rapist_official sally_jupiter sex silk_spectre straddling straight tagme the_comedian watchmen watchmen_(2009)
artie_ziff english_text female fjm male marge_simpson rapist rapist_official tagme the_simpsons
artie_ziff english_text female fjm male marge_simpson rapist rapist_official tagme the_simpsons
cum cum_on_face dc_comics faceless_male facial female leandro_comics looking_at_viewer male rapist rapist_official sally_jupiter silk_spectre the_comedian watchmen watchmen_(2009)
cum cum_on_face dc_comics faceless_male facial female leandro_comics looking_at_viewer male rapist rapist_official sally_jupiter silk_spectre the_comedian watchmen watchmen_(2009)
amazon_(futurama) amazonian amy_wong comic furronika futurama monochrome rapist rapist_official turanga_leela
amazon_(futurama) amazonian amy_wong comic furronika futurama monochrome rapist rapist_official turanga_leela
amazon_(futurama) amy_wong female furronika futurama human kug male philip_j_fry rapist rapist_official straight turanga_leela
amazon_(futurama) amy_wong female furronika futurama human kug male philip_j_fry rapist rapist_official straight turanga_leela
breasts clothing dc_comics female human leandro_comics male mask mostly_nude pale_skin penis pussy rapist rapist_official sally_jupiter sex silk_spectre straight tagme the_comedian watchmen watchmen_(2009)
breasts clothing dc_comics female human leandro_comics male mask mostly_nude pale_skin penis pussy rapist rapist_official sally_jupiter sex silk_spectre straight tagme the_comedian watchmen watchmen_(2009)
ass bottomless breasts clothing dc_comics female human indoors leandro_comics lotus_position male mostly_nude nipples pale_skin rapist rapist_official sally_jupiter sex side_view silk_spectre straight tagme the_comedian watchmen watchmen_(2009)
ass bottomless breasts clothing dc_comics female human indoors leandro_comics lotus_position male mostly_nude nipples pale_skin rapist rapist_official sally_jupiter sex side_view silk_spectre straight tagme the_comedian watchmen watchmen_(2009)
amazon_(futurama) amazonian artist_request blue_hair futurama kug rapist rapist_official tagme
amazon_(futurama) amazonian artist_request blue_hair futurama kug rapist rapist_official tagme
amazon_(futurama) amazonian artist_request backboob bare_ass bare_legs big_breasts black_hair blonde_hair blue_hair blush bottomless breasts brown_skin dark_skin dimples dimples_of_venus futurama high_heels hoop_earrings kneepits knees_together_feet_apart kug large_breasts light_skin looking_back looking_over_shoulder mohawk muscular muscular_female ornik panties_around_ankles panties_around_knees panties_around_legs panties_down rapist rapist_official red_footwear red_high_heels sideboob teeth_bared thog white_background wrist_wraps
amazon_(futurama) amazonian artist_request backboob bare_ass bare_legs big_breasts black_hair blonde_hair blue_hair blush bottomless breasts brown_skin dark_skin dimples dimples_of_venus futurama high_heels hoop_earrings kneepits knees_together_feet_apart kug large_breasts light_skin looking_back looking_over_shoulder mohawk muscular muscular_female ornik panties_around_ankles panties_around_knees panties_around_legs panties_down rapist rapist_official red_footwear red_high_heels sideboob teeth_bared thog white_background wrist_wraps
amazon amazon_(futurama) big_ass big_breasts big_butt cavewoman futurama gatherer giantess huge_ass huge_breasts muscular muscular_female rapist rapist_official thog
amazon amazon_(futurama) big_ass big_breasts big_butt cavewoman futurama gatherer giantess huge_ass huge_breasts muscular muscular_female rapist rapist_official thog
armwear breasts brock_rumlow character_request closed_eyes crossbones_(marvel) defeated defeated_heroine faceless_male female female_focus female_on_top hip_grab insertion leandro_comics lips lipstick lying lying_down lying_on_back marvel marvel_comics on_back on_top outdoor outdoor_sex outdoors penetration pleasuring_the_enemy rape rape_official rapist rapist_male rapist_official red_hair red_lips red_lipstick reverse_cowgirl_position riding sex sin_(marvel) sitting sitting_on_lap sitting_on_penis sitting_on_person synthia_schmidt tight_pussy vaginal_insertion vaginal_penetration vaginal_sex victim_female victim_official
armwear breasts brock_rumlow character_request closed_eyes crossbones_(marvel) defeated defeated_heroine faceless_male female female_focus female_on_top hip_grab insertion leandro_comics lips lipstick lying lying_down lying_on_back marvel marvel_comics on_back on_top outdoor outdoor_sex outdoors penetration pleasuring_the_enemy rape rape_official rapist rapist_male rapist_official red_hair red_lips red_lipstick reverse_cowgirl_position riding sex sin_(marvel) sitting sitting_on_lap sitting_on_penis sitting_on_person synthia_schmidt tight_pussy vaginal_insertion vaginal_penetration vaginal_sex victim_female victim_official
1girls 2007 against_tree amazon amazon_(futurama) amazonian artist_signature bent_over big_breasts black_eyes blonde_hair bone breasts buckteeth bush cleavage club_(weapon) detailed_background dildo earrings erect_nipples eyelashes female female_only futurama giantess hair_ornament hanging_breasts holding_object hoop_earrings insertion jungle large_breasts large_thighs looking_back looking_over_shoulder masturbation muscles muscular muscular_arms muscular_female muscular_thighs naked_boots naked_footwear nipples object_insertion outdoors penetration phallic pink_nipples public public_nudity pussy_juice_on_dildo ragnar_oktopod rapist rapist_official solo solo_focus thog tree vaginal_penetration vines water white_sclera wide_hips wrist_wraps
1girls 2007 against_tree amazon amazon_(futurama) amazonian artist_signature bent_over big_breasts black_eyes blonde_hair bone breasts buckteeth bush cleavage club_(weapon) detailed_background dildo earrings erect_nipples eyelashes female female_only futurama giantess hair_ornament hanging_breasts holding_object hoop_earrings insertion jungle large_breasts large_thighs looking_back looking_over_shoulder masturbation muscles muscular muscular_arms muscular_female muscular_thighs naked_boots naked_footwear nipples object_insertion outdoors penetration phallic pink_nipples public public_nudity pussy_juice_on_dildo ragnar_oktopod rapist rapist_official solo solo_focus thog tree vaginal_penetration vines water white_sclera wide_hips wrist_wraps
2boys anal anal_penetration anal_sex anthro anthro_penetrating anthro_penetrating_humanoid artist_request bethesda_softworks claws daedra daedroth deity demigod duo ear_piercing elf fangs forced forest gay genisc genitals grey_body grey_skin horn humanoid humanoid_on_anthro humanoid_penetrated looking_at_another looking_back male male/male male_only male_penetrated male_penetrating male_penetrating_male molag_bal morrowind multicolored_body multicolored_skin muscular nipples nude open_mouth penetration penis penis_in_ass piercing rape rapist rapist_male rapist_official red_body red_eyes red_scales scales scalie sex sharp_teeth story story_in_description teeth the_elder_scrolls toe_claws tongue tree two_tone_body two_tone_skin video_games vivec yaoi yellow_body yellow_eyes yellow_skin
2boys anal anal_penetration anal_sex anthro anthro_penetrating anthro_penetrating_humanoid artist_request bethesda_softworks claws daedra daedroth deity demigod duo ear_piercing elf fangs forced forest gay genisc genitals grey_body grey_skin horn humanoid humanoid_on_anthro humanoid_penetrated looking_at_another looking_back male male/male male_only male_penetrated male_penetrating male_penetrating_male molag_bal morrowind multicolored_body multicolored_skin muscular nipples nude open_mouth penetration penis penis_in_ass piercing rape rapist rapist_male rapist_official red_body red_eyes red_scales scales scalie sex sharp_teeth story story_in_description teeth the_elder_scrolls toe_claws tongue tree two_tone_body two_tone_skin video_games vivec yaoi yellow_body yellow_eyes yellow_skin
amazon_(futurama) amazonian amy_wong artist_request female female_only futurama human kug multiple_females multiple_girls rapist rapist_official spanking tagme turanga_leela yuri
amazon_(futurama) amazonian amy_wong artist_request female female_only futurama human kug multiple_females multiple_girls rapist rapist_official spanking tagme turanga_leela yuri
anal anal_insertion anal_rape anal_sex armwear ass balls blue_eyes brock_rumlow character_request closed_eyes crossbones_(marvel) defeated defeated_heroine female hand hand_on_ass holding holding_ass insertion leandro_comics lips lipstick lying lying_down lying_on_side marvel marvel_comics mask masked on_side open_mouth penetration penis pleasuring_the_enemy rape rape_official rapist rapist_male rapist_official red_lips red_lipstick sex sideways sin_(marvel) spoon_position spooning straight synthia_schmidt testicles tight_anal tight_anus victim_female victim_official worried
anal anal_insertion anal_rape anal_sex armwear ass balls blue_eyes brock_rumlow character_request closed_eyes crossbones_(marvel) defeated defeated_heroine female hand hand_on_ass holding holding_ass insertion leandro_comics lips lipstick lying lying_down lying_on_side marvel marvel_comics mask masked on_side open_mouth penetration penis pleasuring_the_enemy rape rape_official rapist rapist_male rapist_official red_lips red_lipstick sex sideways sin_(marvel) spoon_position spooning straight synthia_schmidt testicles tight_anal tight_anus victim_female victim_official worried
1boy 2girls abs beach black_widow_(marvel) brock_rumlow crossbones_(marvel) female icemanblue male male_focus marvel marvel_comics masked masked_male muscular muscular_male natasha_romanoff nude_functionally partially_submerged rapist rapist_official scarlet_witch speedo wanda_maximoff water wedgie wedgied_male
1boy 2girls abs beach black_widow_(marvel) brock_rumlow crossbones_(marvel) female icemanblue male male_focus marvel marvel_comics masked masked_male muscular muscular_male natasha_romanoff nude_functionally partially_submerged rapist rapist_official scarlet_witch speedo wanda_maximoff water wedgie wedgied_male
amazon_(futurama) amazonian amy_wong artist_request edited_screencap futurama imminent_sex rape_official rapist rapist_female rapist_official thog
amazon_(futurama) amazonian amy_wong artist_request edited_screencap futurama imminent_sex rape_official rapist rapist_female rapist_official thog
4girls ahsoka_tano amazon_(futurama) ashelin_praxis ass big_ass big_breasts blush breasts cleavage crossover english_text female_focus female_only futurama jak_and_daxter karmagik long_hair looking_at_viewer looking_back medium_breasts monochrome nipples nude pose randi_(karmagik) rapist rapist_official sideboob simple_background star_wars star_wars_rebels text thog togruta watermark white_background
4girls ahsoka_tano amazon_(futurama) ashelin_praxis ass big_ass big_breasts blush breasts cleavage crossover english_text female_focus female_only futurama jak_and_daxter karmagik long_hair looking_at_viewer looking_back medium_breasts monochrome nipples nude pose randi_(karmagik) rapist rapist_official sideboob simple_background star_wars star_wars_rebels text thog togruta watermark white_background
1girls 2009 arthur_light batman_(series) bizarro breasts captain_boomerang captain_cold cheetah_(dc) dc_comics deadshot deathstroke dr_light gorilla gorilla_grodd interspecies joker justice_league kryptonian lex_luthor mark_scerpella primate psycho rapist rapist_official reverse_flash riddler sinestro slade_wilson straight_hair superman_(series) teen_titans tiara wonder_woman wonder_woman_(series) zoom
1girls 2009 arthur_light batman_(series) bizarro breasts captain_boomerang captain_cold cheetah_(dc) dc_comics deadshot deathstroke dr_light gorilla gorilla_grodd interspecies joker justice_league kryptonian lex_luthor mark_scerpella primate psycho rapist rapist_official reverse_flash riddler sinestro slade_wilson straight_hair superman_(series) teen_titans tiara wonder_woman wonder_woman_(series) zoom
1boy 1girls alien alien_girl arthur_light belly belly_button big_breasts breasts busty cleavage dc dc_comics dialogue dr_light english_text female green_eyes hourglass_figure huge_breasts human humanoid justice_league koriand'r large_breasts light-skinned_male light_skin lips lipstick long_hair male mature mature_female mature_male no_bra orange_body orange_skin rapist rapist_official red_hair red_lips red_lipstick speech_bubble starfire stomach straight superheroine superposer tamaranean teen_titans text voluptuous
1boy 1girls alien alien_girl arthur_light belly belly_button big_breasts breasts busty cleavage dc dc_comics dialogue dr_light english_text female green_eyes hourglass_figure huge_breasts human humanoid justice_league koriand'r large_breasts light-skinned_male light_skin lips lipstick long_hair male mature mature_female mature_male no_bra orange_body orange_skin rapist rapist_official red_hair red_lips red_lipstick speech_bubble starfire stomach straight superheroine superposer tamaranean teen_titans text voluptuous
anal anal_insertion anal_rape anal_sex breasts brock_rumlow character_request closed_eyes closed_legs crossbones_(marvel) defeated defeated_heroine female female_on_top hand_on_head head_grab insertion leandro_comics legs legs_together legs_up lips lipstick lying lying_down lying_on_back marvel marvel_comics mask masked moan moaning on_back on_top penetration pleasuring_the_enemy rape rape_official rapist rapist_male rapist_official red_hair red_lips red_lipstick sex sin_(marvel) sitting sitting_on_lap sitting_on_penis sitting_on_person synthia_schmidt tight_anal tight_anus tight_pussy victim_female victim_official
anal anal_insertion anal_rape anal_sex breasts brock_rumlow character_request closed_eyes closed_legs crossbones_(marvel) defeated defeated_heroine female female_on_top hand_on_head head_grab insertion leandro_comics legs legs_together legs_up lips lipstick lying lying_down lying_on_back marvel marvel_comics mask masked moan moaning on_back on_top penetration pleasuring_the_enemy rape rape_official rapist rapist_male rapist_official red_hair red_lips red_lipstick sex sin_(marvel) sitting sitting_on_lap sitting_on_penis sitting_on_person synthia_schmidt tight_anal tight_anus tight_pussy victim_female victim_official
boots breast_grab breast_hold breasts brock_rumlow character_request closed_eyes crossbones_(marvel) defeated defeated_heroine faceless_male grabbing grabbing_from_behind half-dressed holding holding_breast insertion leandro_comics leg_lift leg_raise leg_up legs legs_apart legs_held_open legwear lying lying_down lying_on_side male_penetrating marvel marvel_comics mask masked on_side penetration pleasuring_the_enemy raised_leg rape rape_official rapist rapist_male rapist_official red_boots red_hair sex sideways sin_(marvel) spoon_position spooning spread_legs spreading synthia_schmidt tight_pussy vaginal_insertion vaginal_penetration vaginal_sex victim_female victim_official
boots breast_grab breast_hold breasts brock_rumlow character_request closed_eyes crossbones_(marvel) defeated defeated_heroine faceless_male grabbing grabbing_from_behind half-dressed holding holding_breast insertion leandro_comics leg_lift leg_raise leg_up legs legs_apart legs_held_open legwear lying lying_down lying_on_side male_penetrating marvel marvel_comics mask masked on_side penetration pleasuring_the_enemy raised_leg rape rape_official rapist rapist_male rapist_official red_boots red_hair sex sideways sin_(marvel) spoon_position spooning spread_legs spreading synthia_schmidt tight_pussy vaginal_insertion vaginal_penetration vaginal_sex victim_female victim_official
1960s 1968 20th_century 60s abuse anthro anthro_female anthro_male black_and_white blue_(fritz_the_cat) domination female fritz_the_cat fritz_the_cat_(character) harriet_(fritz_the_cat) male rape rape_official rapist rapist_male rapist_official robert_crumb straight_hair submissive_female torture victim_female victim_official vintage
1960s 1968 20th_century 60s abuse anthro anthro_female anthro_male black_and_white blue_(fritz_the_cat) domination female fritz_the_cat fritz_the_cat_(character) harriet_(fritz_the_cat) male rape rape_official rapist rapist_male rapist_official robert_crumb straight_hair submissive_female torture victim_female victim_official vintage
anal anal_insertion anal_rape anal_sex armwear ass ass_grab black_gloves brock_rumlow character_request closed_eyes closed_legs crossbones_(marvel) defeated defeated_heroine female gloves grabbing grabbing_own_ass hand_on_ass hands_on_ass holding holding_legs insertion leandro_comics legs legs_together legs_up lying lying_down lying_on_back marvel marvel_comics mask masked missionary missionary_position muscular muscular_male on_back outdoor outdoor_sex penetration pleasuring_the_enemy rape rape_official rapist rapist_male rapist_official red_hair sex sin_(marvel) straight synthia_schmidt tight_anal tight_anus victim_female victim_official
anal anal_insertion anal_rape anal_sex armwear ass ass_grab black_gloves brock_rumlow character_request closed_eyes closed_legs crossbones_(marvel) defeated defeated_heroine female gloves grabbing grabbing_own_ass hand_on_ass hands_on_ass holding holding_legs insertion leandro_comics legs legs_together legs_up lying lying_down lying_on_back marvel marvel_comics mask masked missionary missionary_position muscular muscular_male on_back outdoor outdoor_sex penetration pleasuring_the_enemy rape rape_official rapist rapist_male rapist_official red_hair sex sin_(marvel) straight synthia_schmidt tight_anal tight_anus victim_female victim_official