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animated aster-effect barcode_tattoo bondage closed_eyes functionally_nude green_hair helpless helpless_female high_heels muzzled prisoner respirator restrained restraints stasis_chamber stasis_tank stasis_tube struggling tagme tracking_device

animated aster-effect belt bondage captured collar cuff_(restraint) cuffs defeated_heroine green_hair imminent_torture prison prisoner spy tagme tape_gag tracking_collar yellow_eyes

1girls 2boys avatar_the_last_airbender body_markings body_writing branded branding_mark breasts broken_rape_victim chains choker clothes_removed crying crying_with_eyes_open cum_drip dark-skinned_female dehumanization dog_bowl female fire_nation gangbang gangrape imminent_oral interracial johndoe54321 katara large_breasts large_penis leggings light_skin looking_at_viewer makeup_running male messy_hair on_knees penis penis_on_face penis_on_head petite prison prisoner property rape_face rape_slave raped_girl sad semen_in_mouth semen_on_body sex_slave skinny skinny_female steaming_body tear tearing_up tears torture tounge_out veiny_penis white_penis white_skin young

ai_generated blush blush breast_sucking breastfeeding chains cleavage cum cumming cumshot faceless_male handjob horn horns mostly_clothed nipple_suck nursing nursing_handjob oc original original_character pale_skin prisoner white_hair

ahe_gao amputee arrest artist_request asian asian_female bad_end broken_rape_victim brown_eyes clenched_teeth criminal crying crying_with_eyes_open dark-skinned_male dark_hair dismemberment female female_focus femsub flat_chest full_body grabbing grabbing_neck heart height_chart height_comparison hi_res holding_by_neck holding_neck jail japanese_text light-skinned_female nude nude_female orgasm orgasm_without_stimulation original original_character petite petite_female pleasure_face prisoner quadruple_amputee rape scared shaking squirting strangling sweating tagme taking_picture translation_request twintails

1boy 1boy1girl 1girls ai_generated anal anal_sex female male male_penetrating_female officer_jenny_(pokemon) pokemon prison prison_guard_position prisoner pussy_ejaculation reverse_cowgirl_position sex squirting squirting_from_anal tagme teal_hair

about_to_be_raped ai_generated akaz123 attack_on_titan blush brown_eyes brown_hair brown_penis dark-skinned_male drool_string drooling gabi_braun horny_female huge_cock imminent_fellatio imminent_oral imminent_rape imminent_sex impossible_fit kneeling kneeling_oral_position large_penis looking_at_viewer penis_awe penis_on_face prisoner scared scared_expression shingeki_no_kyojin shocked_expression shocked_eyes short_hair small_breasts steaming_body steamy_breath surprised_expression surprised_face sweaty_body sweaty_breasts thick_penis trembling veiny_penis

ai_generated ankle_cuffs artificial_insemination barn bbw big_belly bondage breast_pump breasts chained_to_ceiling chained_wrists chains chubby chubby_female crying crying_with_eyes_closed cumming cumming_while_penetrated dickgirl fat fat_ass fucking_machine futa_only futanari futanari human_cattle human_livestock insemination intersex metal_cuffs milk milking milking_breasts milking_machine milking_penis naked naked_female nude nude_female nudity obese obese_female overweight penis penis_milking penis_milking_machine penis_pump plump plump_ass prisoner raped_by_machine raped_female sobbing spreader_bar ssbbw stall suspended_in_midair tears thick thick_ass thick_butt thick_hips thick_legs thick_thighs wrist_cuffs wrists_bound

absurd_res bed bondage bondage bound bulge drone encasement femboy furniture gag gagged helpless hi_res latex lock locked null_bulge prisoner restrained restricted rubberjett sealed vacuum_(disambiguation) vacuum_bed

1girls ai_generated assisted_rape blue_hair blush bondage bound bound_arms bound_wrists breast_grab breasts breasts_out captured clenched_teeth defeated defeated_female english english_text female forced gangbang groping groping_breasts group group_rape group_sex hair_ornament hamakaze_(kantai_collection) hetero_sex heterosexual kantai_collection male medium_breasts nipples no_panties one_eye_covered penetration penis penis_in_pussy prisoner prisoner_of_war pussy rape rasilinai restrained saliva sex short_hair silver_hair skirt skirt_lift small_breasts spread_legs stable_diffusion straight tagme tears text thighhighs thighs uncensored vaginal_penetration vaginal_sex white_hair

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1boy 1girls 3d anal anal_pounding anal_sex animal_genitalia animated anthro anthro_on_human anthro_penetrating ass ass_focus ass_jiggle ass_shake bad_end beastiality bent_over blender canid canine canine_penis captured captured_heroine cd_projekt_red chains ciri clapping_cheeks clothed clothing darktronicksfm dat_ass defeat_rape defeat_sex defeated defeated_heroine dominant_male dungeon endured_face female female_focus female_penetrated feral feral_on_female feral_on_human feral_penetrating fucked_from_behind helpless helpless_female interspecies jiggling_ass knot knotted_penis light-skinned_female longer_than_30_seconds longer_than_one_minute male male/female male_penetrating monster mythological_creature open_mouth plap_(sound) prisoner raped_by_monster sex short_hair sound standing standing_sex tagme taken_from_behind the_witcher_(series) the_witcher_3:_wild_hunt video video_game_character video_games werewolf white_hair

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1cuntboy 2boys arcane arcane_jayce arcane_viktor ass ass_focus ass_grab ass_up asshole beard behind_view biting biting_pussy black_and_white boypussy brown_hair cane clitoral_hood clitoris clothed_male clothed_sex cunnilingus cuntboy cuntboy/male cuntboy_focus cuntboy_on_male disability disabled_male dripping_cum dripping_pussy dripping_wet eye_contact fully_clothed fully_clothed_male gay gay_male gay_sex grabbing_ass grabbing_legs grabbing_thighs growling hairy_pussy holding_leg intersex jayce jayce_talis jeje_(dmmd_jj) kneeling kneeling_male kneeling_on_ground kneeling_oral_position league_of_legends licking_pussy male moaning moaning_in_pleasure mole mole_above_mouth mole_on_ass mole_on_body mole_on_pussy nose_in_anus nose_in_ass oral_sex overalls pants_down part_2 partially_clothed partially_clothed_male prison prison_cell prisoner purple_background pussy pussy_focus pussy_juice pussy_juice_drip sketch squatting standing standing_position standing_sex stillwater tattoo tattooed_arm tattoos top_surgery_scars trans_man transgender transgender_man transmasc twink vagina vaginal_sex wet wet_mouth wet_pussy yaoi

1cuntboy 2boys arcane arcane_jayce arcane_viktor black_and_white boner_in_pants boypussy brown_hair cane clitoral_hood clitoris clothed_male clothed_sex cunnilingus cuntboy cuntboy/male cuntboy_focus cuntboy_on_male disability disabled_male dripping_cum dripping_pussy dripping_wet eye_contact fully_clothed fully_clothed_male gay gay_male gay_sex grabbing_ass grabbing_legs grabbing_thighs holding_leg intersex jayce jayce_talis jeje_(dmmd_jj) kneeling kneeling_male kneeling_on_ground kneeling_oral_position league_of_legends licking_pussy male moaning moaning_in_pleasure mole mole_above_mouth mole_on_body mole_on_pussy oral_sex overalls pants_down part_1 partially_clothed partially_clothed_male prison prison_cell prisoner purple_background pussy pussy_focus pussy_juice pussy_juice_drip sketch squatting standing standing_position standing_sex stillwater tattoo tattooed_arm tattoos top_surgery_scars trans_man transgender transgender_man transmasc twink vagina vaginal_sex wet wet_mouth wet_pussy yaoi

1girls accurate_art_style after_anal after_sex ai_generated anus ass ball_gag barefoot bed bedroom blowjob blue_eyes blush bondage breasts cartoon_network chains covered_mouth cum cum_drip cum_in_ass cum_in_pussy cum_inside dripping_cum feet feet_up female gem gem_(species) gem_on_forehead half-closed_eyes handcuffs hi_res keoenl nipples nude nude_female on_bed open_mouth pale-skinned_female pale_skin pearl_(steven_universe) pink_hair pov prisoner pussy saliva short_hair small_breasts soles steven_universe steven_universe_future subscribestar thick_thighs thin_waist tied tied_hands tied_legs tied_up wide_hips

after_anal after_sex ai_generated ass bent_over big_penis blonde_hair blush buttjob cum cum_on_ass femboy long_hair male no_panties otoko_no_ko prison prisoner redcherryart sissy trap

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anthro arrested aura_sphere beaten canid canine drakethefox escape failed_attempt generation_4_pokemon hi_res latex lucario male mammal nintendo pokemon pokemon_(species) prison prisoner solo

4:3 anthro bondage bondage bound canid canine chains chastity_cage chastity_device circuit_(protogen) civet cyberius_fox dominant dominant_female drakethefox duffy_(duffy) dusty_foxwood_(dusty0071) felid feline female fox greycait group hal_(lethian) hybrid latex lynx machine male mammal muzzle_(object) muzzled prison prisoner protogen restraints straitjacket teasing undercover vacuum_bed viverrid

4:3 anthro canid canine drakethefox dusty_foxwood_(dusty0071) electrostimulation fox hal_(lethian) hybrid interrogation latex male male/male mammal muzzle_(object) muzzled padded_room prison prisoner restraints solo straitjacket teasing torture

3:4 anthro blindfold canid canine dildo drakethefox dusty_foxwood_(dusty0071) electrostimulation fox hi_res latex male mammal muzzle_(object) muzzled prison prisoner restraints sex_toy solo straitjacket torture

3:4 anthro bondage bondage bound canid canine chastity_cage chastity_device collar drakethefox dusty_foxwood_(dusty0071) electrode fox hi_res latex male mammal padded_room prison prisoner restrained restraints solo straitjacket straps teasing torture

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3:4 anthro blindfold bondage bondage bound canid canine drakethefox dusty_foxwood_(dusty0071) fox hi_res latex male mammal penile penis_milking prisoner restrained restraints solo straitjacket

ball_and_chain bondage bound bound_wrists en17 female female_only femsub fully_clothed green_hair halloween handcuffed handcuffs miniskirt png police_cap police_hat police_uniform prison_clothes prison_uniform prisoner skirt uniform

1girls ball_and_chain barcode black_hair bodysuit bondage bound chastity chastity_belt chastity_device collar en17 female female_chastity female_only female_prisoner femsub fully_clothed latex latex_clothing lock multicolored_hair orange_clothing padlock png prison_clothes prison_uniform prisoner purple_hair rubber rubber_clothing shiny_clothes simple_background tight_clothing uniform white_background

1girls ballet_boots ballet_heels blonde_hair bondage bondage_mittens boots bound bound_hands chains cuff_(restraint) en17 female female_only female_prisoner femsub fully_clothed gag gagged high_heels inmate knee_boots knee_high_boots latex latex_clothing orange_clothing prison_clothes prison_uniform prisoner rubber rubber_clothing shiny_clothes simple_background text text_on_clothing tight_clothing uniform very_high_heels white_background wrist_cuffs

1boy 1femboy 2boys 3d ahe_gao ahegao_face anal anal_penetration areola areolae astolfo_(fate) astolfo_(saber)_(fate) balls barefoot black_bow black_nail_polish black_nails black_toenails blender blender_(software) blenderanon_ blush bottomless bow bow_on_penis braid catholic climax climaxing collarbone cross cross_necklace crossover cum cum_inside cum_leaking cum_leaking_out_of_penis cum_on_body cum_on_object cum_on_penis cum_splatter cum_string cute_male elbow_gloves erection exposed_feet faceless_male fair_skin fatass_teto_plush fate/apocrypha fate/grand_order fate_(series) feet feet_fetish feet_focus feet_together femboy femboy_milk flat_chest foot_fetish foot_focus foot_jewelry foreskin from_behind from_behind_position full_body gate girly gloves hair_intakes hairbow haunted_astolfo_bean_plush holding_cross hooded_cloak imminent_penetration implied_penetration implied_sex jail jail_cell jewelry kneehighs kneeling kneeling_on_ground legwear_only light-skinned_male long_hair looking_at_viewer lost_in_pleasure male male_focus male_nun male_only monster_energy monster_energy_drink motion_lines multicolored_hair multiple_hair_bows navel nipples no_shirt nun nun's_habit nun_femboy nun_habit nun_hat nun_outfit open_mouth pale_skin penis penis_out pink_hair plap plapping pleasure_face precum prison_cell prisoner single_braid sissy sissy_caption skinny skinny_male sleeves small_penis smile smiling socks_only solo solo_focus solo_male spread_legs squatting steam steamy steamy_cum sticking_out_tongue sticking_tongue_out stirrup_legwear stirrup_socks stirrup_thighhighs stirrups sweat sweaty_body talking_to_viewer tears tears_of_pleasure testicles text the_sin the_sin_(heinrich_lossow) toe_ring toe_rings toes tongue tongue_out topless trap twitching twitching_balls twitching_penis

2boys alternate_universe bent_over bent_over_bed blonde_hair blush bound_arms brown_hair curly_(mouthwashing) dick_in_ass dog_tags dominant dominant_male domination fully_nude gay gay_male gay_sex hi_res holding_arms_behind_back hopych inmate jail jail_cell jimmy_(mouthwashing) jumpsuit_around_waist male male_focus male_only male_penetrating_male mouthwashing movement_lines muscular_male nervous officer orange orange_clothing orange_uniform police_officer prison prison_guard prison_uniform prisoner restrained secret_sex sock_garters squishy_thighs sweat thrusting thrusting_into_ass uniform

1boy 1girls 2024 ahe_gao big_breasts black_hair bondage breasts chains cum cum_in_pussy cum_inside dark_souls dark_souls_3 evilcunt female karla_the_witch male male/female missionary_position prisoner saliva shackles short_hair sweat thick_thighs thighs tongue tongue_out witch witch_hat

bestofnesia blue_hair blush blush chained_up cleave_gag closed_eyes defeated defeated_heroine female hands_above_head indoors long_hair my_hero_academia nejire_hado prisoner spread_legs torn_bodysuit torn_clothes

1girl bestofnesia blush bodysuit brown_eyes brown_hair chained_up cleave_gag defiant gag hands_above_head indoors my_hero_academia prisoner sitting spread_legs torn_bodysuit torn_clothes uraraka_ochako

angry angry_face animated ashley_(plasma-dragon) barcode barcode_print blue_eyes bondage breathing_tube captured female female_focus female_only frustrated gas_mask handlebars handles handles_on_hips helpless helpless_female high_quality horny_jail imprisoned in_orbit live2d muzzled orange_clothing orange_straitjacket orange_stripes padded_cell padded_room plasma-dragon prison prison_cell prison_uniform prisoner red_hair respirator restrained rubber_suit sensory_deprivation space space_station spacecraft spaceship straitjacket strapped struggling testing_facility text text_on_clothing wiggle

ai_generated ass bent_over big_penis blonde_hair blush buttjob femboy long_hair male no_panties otoko_no_ko prison prisoner redcherryart sissy trap

1940s 1boy 1girls 20th_century 40s abuse abused abused_female angry angry_expression angry_eyes angry_face angry_sex aryan aryan_male balls big_cock big_dick big_penis black_hair blue_eyes bra breasts cap cock concentration_camp curly_hair dick dick_in_pussy dominant dominant_male domination exhausted exhausted_female female femsub german german_male german_text grey_hair gypsy hairy_balls hairy_male hetero_sex heterosexual heterosexual_female heterosexual_sex hips male maledom medium_breasts nazi nazi_uniform oc original original_characters pain painful pajama pajama_shirt penis penis_in_pussy prisoner prisoner_woman pussy rape rape_slave raped_by_enemy raped_female raped_girl rapetard red_bra riding riding_cock riding_dick riding_penis rough rough_sex rough_vaginal s0d0my_s1n sex sex_from_behind sex_slave sex_slave_girl short_hair slave slave_girl slavery ss straight straight_sex submissive submissive_female sweat sweatdrop sweating sweaty sweaty_body sweaty_breasts tears tears_of_pain tears_of_pleasure text text_bubble thighs tied tied_hands tied_legs tied_up tired tired_expression tired_eyes tired_look uniform uniformed_male vagina vaginal_penetration vaginal_sex waffen_ss whip whipped whipping

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