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169

1boy 1girls ai_generated ass big_ass big_butt blowjob blush briar_(league_of_legends) busty clothed clothed_sex curvy_body curvy_female curvy_figure curvy_hips curvy_thighs dominant_female exodia_girl fellatio female femdom jail jail_bars jail_cell large_ass large_butt larger_female league_of_legends male massive_ass penis penis_in_mouth prison prisoner riot_games saliva smaller_male speech_bubble submissive_male sucking_penis taller_female text vampire_girl voluptuous_female waifu wet

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ahe_gao ambiguous_consent anal_birth animal_genitalia animal_penis animated bare_breasts bare_shoulders beastiality bed big_breasts bondage boob_window breast_pregnancy breasts bug cockroach corruption cult degradation disgusted enema enema_expulsion enema_syringe eyes_rolling_back fear female female_on_feral feral filth flower flower_in_hair forced gaping_nipples giving_in_to_pleasure gloves green_eyes happy happy_trance hololive hypnosis injection insectbro insectophilia insects jail kidnapped lactation larva laying_on_bed light-skinned_female lingerie maggot maggot_enema maggots maggots_in_anus maggots_in_mouth maggots_in_pussy magic magic_circle male mask masquerade_mask mind_break mind_control missionary_position mmd moral_degeneration music nipple_birth nipple_piercing opening_door peace_sign penis pierced_nipples pussy resisting scared shirogane_noel showing_off slutification spread_eagle stockings stomach_bulge stomach_deformation syringe tagme tongue_out transformation video virtual_youtuber vtuber wink winking_at_viewer worm

186

1girls 3d 3d_(artwork) 3d_animation 3d_model ahe_gao animal_genitalia animal_penis animated bare_breasts bare_shoulders big_breasts bloatfly blush bondage boob_window breasts bug bukkake chains cock_hungry corruption cult degradation disgusted fear female female_on_feral feral filth floating_eyes forced gloves green_eyes hololive hypnosis injection insectbro insectophilia insects jail kidnapped larva light-skinned_female light_skin lowres maggot maggots_in_mouth maggots_in_pussy magic_circle male mask masquerade_mask mind_break mind_control mmd mp4 music nipple_insertion nipple_penetration nipples opening_door peace_sign penis pierced_nipples pussy rape raped_by_monster resisting scared scared_expression shirogane_noel sound syringe tongue_out video virtual_youtuber vtuber wink worm zoophilia

big_ass big_breasts big_nipples blush breasts brown_eyes brown_hair electric_baton electricity electroshock_weapon electrostimulation english_text female female_only gb3 glass huge_breasts imminent_electrostimulation jail large_areolae lois_lane lois_lane_(my_adventures_with_superman) my_adventures_with_superman puffy_areola stun_baton stun_gun taser veiny_breasts

519

1girls 2025 arm_grab aroused artist_request ass bad_end blonde_female blonde_hair breasts broken_rape_victim captured cum cum_in_pussy cum_inside cum_overflow cum_puddle excessive_cum female femsub finger_in_mouth fucked_into_submission fucked_senseless fucked_silly gangbang gangrape highschool_of_the_dead huge_breasts human human_female jail jail_cell large_breasts light-skinned_female long_hair looking_pleasured male mature_female mind_break monster_rape multiple_penises naked_thighhighs necrophilia nipples penis prison prison_cell prison_guard_position pussy rape restrained rolling_eyes scratches sex sex_from_behind shizuka_marikawa standing_sex tagme teratophilia thighhighs torn_clothes vaginal_penetration very_long_hair wide_hips wrist_grab zombie

1futa absurd_res ai_generated amiiari arms_behind_back ass_bigger_than_head bangs_between_eyes big_breasts big_penis blood_on_face blood_stain blush bound bound_arms bound_wrists breasts breasts_out chained chained_up chained_wrists chains crazy_eyes detailed dickgirl dripping erection from_side futanari hair_between_eyes hana_(amiiari) handcuffed handcuffs highres huge_breasts insane intersex jail large_penis long_penis massive_penis open_mouth original_character penis penis_to_the_knees precum precum_drip precum_string prison prison_bars prison_cell prison_clothes prison_uniform prisoner red_eyes red_hair ripped_clothing sidelocks skindentation standing thick_thighs voluptuous wide_hips yandere

1futa absurd_res ai_generated amiiari ass_bigger_than_head bangs_between_eyes big_breasts big_penis blood_on_face blood_stain blush bound bound_arms bound_wrists breasts breasts_out chained chained_up chained_wrists chains crazy_eyes detailed dickgirl dripping erection futanari ground hair_between_eyes hana_(amiiari) handcuffed handcuffs highres huge_breasts insane intersex jail large_penis long_penis massive_penis on_ground on_stomach open_mouth original_character penis penis_to_the_knees precum precum_drip precum_string prison prison_bars prison_cell prison_clothes prison_uniform prisoner red_eyes red_hair ripped_clothing sidelocks skindentation thick_thighs voluptuous wide_hips

1girls ashamed bare_arms bare_breasts bare_legs bare_shoulders bare_thighs big_breasts blam blonde_female blonde_hair blush breasts chained chains cuffs embarrassed embarrassed_expression embarrassed_female female female_focus female_only fully_naked fully_naked_female fully_nude handcuffs inmate jail large_breasts long_hair naked naked_female nipples no_clothes no_clothing no_panties no_underwear nude_female prison prison_cell prisoner restrained restrained_arms restrained_legs restrained_wrists restraints shackles shame shy toilet toilet_paper toilet_use yellow_eyes

1girls ashamed bare_arms bare_breasts bare_thighs big_breasts blam blonde_female blonde_hair blush breasts chained chains clothes_down cuffs embarrassed embarrassed_expression embarrassed_female female female_focus female_only flip_flops handcuffs inmate jail jumpsuit large_breasts long_hair naked nipples nude nude_female on_toilet orange_clothing orange_jumpsuit prison prison_cell prison_jumpsuit prison_uniform prisoner restrained restrained_arms restrained_legs restrained_wrists restraints shackles shame shy toilet toilet_paper toilet_use uniform yellow_eyes

1girls ashamed blam blonde_female blonde_hair blush buttons chained chains cuffs embarrassed embarrassed_expression embarrassed_female female female_focus female_only flip_flops handcuffs inmate inmates_clothing jail jumpsuit long_hair orange_clothing prison prison_cell prison_clothes prison_jumpsuit prison_uniform prisoner restrained restrained_arms restrained_legs restrained_wrists restraints shackles shame shy toilet toilet_paper toilet_use uniform yellow_eyes

1girls ashamed bare_arms bare_breasts bare_legs bare_shoulders bare_thighs big_breasts big_breasts blam blonde_female blonde_hair blonde_hair blush blush breasts breasts chained chains cuffs embarrassed embarrassed_expression embarrassed_female female female female_focus female_only fully_naked fully_naked_female fully_nude handcuffs inmate jail large_breasts long_hair naked naked_female nipples no_clothes no_clothing no_panties no_underwear nude_female prison prison_cell prisoner restrained restrained_arms restrained_legs restrained_wrists restraints shackles shame shy toilet toilet_paper toilet_use yellow_eyes

1girls ashamed bare_arms bare_breasts bare_thighs big_breasts big_breasts blam blonde_female blonde_hair blonde_hair blush blush breasts breasts chained chains clothes_down cuffs embarrassed embarrassed_expression embarrassed_female female female female_focus female_only flip_flops handcuffs inmate jail jumpsuit large_breasts long_hair naked nipples nude nude_female on_toilet orange_clothing orange_jumpsuit prison prison_cell prison_jumpsuit prison_uniform prisoner restrained restrained_arms restrained_legs restrained_wrists restraints shackles shame shy toilet toilet_paper toilet_use uniform yellow_eyes

after_sex ai_generated armpits arms_up blonde_hair blue_eyes breasts bukkake collar colored_hair cuffs cum cum_on_body cum_on_breasts cum_on_face dc dc_comics empty_eyes female harley_quinn jail loose_hair medium_breasts messy messy_hair tagme viviai

ai_generated areolae arms_above_head arms_up big_breasts blindfold blindfolded bondage bound_wrists breast_bondage breasts captured captured_heroine chained chains defeated defeated_heroine female female_only gag gagged gagged_female ginger ginger_hair imprisoned jail long_hair moonlight naked naked_female nami_(one_piece) night_sky nipples one_piece orange_hair outside prison prison_bars prison_cell shackles tied tied_up wakipai

ai_generated backshots big_penis blue_eyes blue_hair blue_lock cat_ears cat_tail chained chains cum femboy gay gay_sex isagi_yoichi jail kaiser_michael male penis tagme tiny_waist twink video

107

1boy 1girls ai_generated alternate_universe anthro ass ass_expansion big_ass big_breasts breast_expansion breast_growth breast_growth_(enlargement) breasts breeding_request canid canine canis comic comic_page curvy curvy_body curvy_female curvy_figure deviantart dialogue dipstick_ears dipstick_tail disney ears english_text female female_fox feminization forced forced_feminization forced_transformation fox fox_girl furry gender_transformation genderswap genderswap_(mtf) genitals_shrinking grabbing_another's_breast grabbing_own_breast green_eyes horny horny_female imminent_sex in_heat indoors inside jail jail_cell looking_at_viewer looking_pleasured male mtf_transformation multiple_boys multiple_males mysticpleasuresgirl nick_wilde nipples offscreen_character open_mouth orange_body orange_fur penis penis_to_vagina_tf pleasure_face prison prison_cell prison_uniform prisoner pussy pussy_visible_through_clothes rule_63 shirt_lift shirt_up shorts tail tan_fur thick_ass thick_tail thick_thighs thigh_expansion tongue tongue_out transformation transformation_sequence two-tone_body two-tone_fur vixen webcomic wide_hips zootopia

151

10_seconds 10s ai_generated animated audio bondage cock_ring dominant dominatrix dungeon eyewear_on_head female female_domination femdom from_above gloved_handjob hand_on_cheek handjob honkai:_star_rail interrogation_room jail kafka_(honkai:_star_rail) male penis phantom_draft pov prison prisoner rope rope_bondage sound submissive_male tagme torture_chamber video

141

1girls 3d accessory alternate_version_available angry angry_expression angry_face arm_up arms_up ass ass_bigger_than_breasts ass_bigger_than_head back big_ass big_butt black_hair bottom_heavy breasts broken_glass bubble_ass bubble_butt butt_bigger_than_head cell chained chained_up chained_wrists chains child_bearing_hips choker completely_nude completely_nude_female containment containment_cell curvaceous curvy curvy_female danger_sign dat_ass detailed_background dimples_of_venus ear_piercing earrings enormous_ass eyeliner eyeshadow fat_ass female female_focus female_only gigantic_ass gigantic_butt glowing glowing_eyes hands_up hips hips_wider_than_shoulders huge_ass huge_butt human indoors inside jail large_ass large_butt lena_oxton light-skinned_female light_skin looking_at_viewer looking_back makeup massive_ass massive_butt meaty_ass mirrorwatch multicolored_hair muscles muscular muscular_back nail_polish naked naked_female nightvision nude nude_female operative_oxton overwatch overwatch_2 plump_ass prison prisoner red_eyes red_nail_polish red_nails round_ass round_butt selfmindsources shiny shiny_ass shiny_butt shiny_hair shiny_skin short_hair sitting solo solo_female squish squished_ass squishy_butt thick thick_ass thick_butt thick_hips tomboy toned toned_back tongue_out tracer unhappy unhappy_female voluptuous_female white_skin wide_hips

1boy 1girls 2022 alternate_version_available bad_end blue_eyes blush bodysuit breast_grab breasts breasts_out captured captured_heroine clothed_sex cowgirl_position crying crying_with_eyes_open eyebrows_visible_through_hair female female_on_top fit_female grabbing_from_behind head_grab human human_female human_male jail kakumeiki_valvrave large_breasts light-skinned_female long_hair male maledom nao_ota navel nipples ota_nao paid_reward_available pink_hair ponytail prison prison_bars pussy rape reverse_cowgirl_position sex sex_slave slim_waist spread_legs straddling teenage_female teenager teto0315 torn_bodysuit torn_clothes vaginal_penetration variant_set wide_hips

357

1femboy 2boys ai_generated anal anal_sex arousal aroused aroused_face balls ballsack big_ass big_butt braid braided_hair braided_ponytail brown_hair cellmates cock cum cum_in_ass cum_inside cumming dick femboy femboy_focus feminine_male freckles freckles_on_face gay gay_anal gay_male gay_sex inmate inmates_clothing jail large_ass male male_focus male_only orange_clothing orgasm penis penis_in_anus penis_in_ass plump plump_ass ponytail prison prison_clothes prison_uniform prisoner redcherryart semen testicles uniform white_skin

1femboy 2boys ai_generated anal anal_sex aroused aroused_face balls ballsack big_ass big_butt braid braided_hair braided_ponytail brown_hair cellmates cock dick femboy femboy_focus feminine_male freckles freckles_on_face gay gay_anal gay_male gay_sex grabbing grabbing_ass grabbing_from_behind inmate inmates_clothing jail large_ass male male_focus male_only orange_clothing penis penis_in_anus penis_in_ass plump plump_ass ponytail prison prison_clothes prison_uniform prisoner redcherryart testicles uniform white_skin

1femboy 2boys ai_generated anal anal_sex anal_sex aroused aroused_face balls ballsack big_ass big_butt braid braided_hair braided_ponytail brown_hair brown_hair cellmates cock dick femboy femboy_focus feminine_male freckles freckles_on_face gay gay_anal gay_male gay_sex grabbing grabbing_ass grabbing_from_behind inmate inmates_clothing jail large_ass male male_focus male_only orange_clothing penis penis_in_anus penis_in_ass plump plump_ass ponytail prison prison_clothes prison_uniform prisoner redcherryart testicles uniform white_skin

1femboy 2boys ai_generated anal anal_sex anal_sex balls ballsack big_ass big_butt braid braided_hair braided_ponytail brown_hair brown_hair cellmates cock dick femboy femboy_focus feminine_male gay gay_anal gay_male gay_sex hips inmate inmates_clothing jail kneeling kneeling_position large_ass male male_focus male_only orange_clothing penis penis_in_anus penis_in_ass ponytail prison prison_clothes prison_uniform prisoner redcherryart round_ass round_butt testicles uniform white_skin wide_hips

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1femboy 2boys ai_generated anal anal_sex anal_sex balls ballsack braid braided_hair braided_ponytail brown_hair brown_hair cellmates cock dick femboy femboy_focus feminine_male gay gay_anal gay_male gay_sex inmate inmates_clothing jail male male_focus male_only orange_clothing penis penis_in_anus penis_in_ass ponytail prison prison_clothes prison_uniform prisoner redcherryart testicles uniform white_skin

1femboy 2boys ai_generated anal anal_sex anal_sex aroused aroused_face balls ballsack braid braided_hair braided_ponytail brown_hair brown_hair cellmates cock dick femboy femboy_focus feminine_male gay gay_anal gay_male gay_sex hand_on_ass hand_on_hip holding_ass inmate inmates_clothing jail male male_focus male_on_male male_only orange_clothing penis penis_in_anus penis_in_ass ponytail prison prison_clothes prison_uniform prisoner redcherryart testicles uniform white_skin

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