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r34 popular

prison clothes
3 days ago
18
0
2boys abs anal animal_ears bara blue_pants blush chief_bogo commentary cow_boy cow_ears cow_horns fangs finger_in_another's_mouth furry furry_male gay gay_male half-closed_eyes heart highres holding holding_walkie-talkie horns lion_boy lion_ears lion_mane lion_tail male_focus male_penetrated male_pubic_hair mayor_lionheart multiple_boys muscular muscular_male no_pants open_mouth orange_shirt pants pectorals police police_uniform prison_clothes pubic_hair rabbity_art saliva shirt tail untranslatable_commentary walkie-talkie yaoi zootopia
0
2boys abs anal animal_ears bara blue_pants blush chief_bogo commentary cow_boy cow_ears cow_horns fangs finger_in_another's_mouth furry furry_male gay gay_male half-closed_eyes heart highres holding holding_walkie-talkie horns lion_boy lion_ears lion_mane lion_tail male_focus male_penetrated male_pubic_hair mayor_lionheart multiple_boys muscular muscular_male no_pants open_mouth orange_shirt pants pectorals police police_uniform prison_clothes pubic_hair rabbity_art saliva shirt tail untranslatable_commentary walkie-talkie yaoi zootopia
a week ago
20
0
1girls ankle_cuffs ballet_boots ballet_heels barcode blonde_hair bodysuit bondage bondage_gear bondage_gloves bound bound_ankles bound_hands bound_wrists chains collar cuff_(restraint) darkness_(konosuba) en17 face_mask facemask female female_only female_prisoner femsub fully_clothed high_heels kono_subarashii_sekai_ni_shukufuku_wo! latex latex_clothing mouth_mask number_on_clothing orange_clothing png prison_clothes prison_uniform prisoner rubber rubber_clothing shiny_clothes text_on_clothing tight_clothing very_high_heels wrist_cuffs
0
1girls ankle_cuffs ballet_boots ballet_heels barcode blonde_hair bodysuit bondage bondage_gear bondage_gloves bound bound_ankles bound_hands bound_wrists chains collar cuff_(restraint) darkness_(konosuba) en17 face_mask facemask female female_only female_prisoner femsub fully_clothed high_heels kono_subarashii_sekai_ni_shukufuku_wo! latex latex_clothing mouth_mask number_on_clothing orange_clothing png prison_clothes prison_uniform prisoner rubber rubber_clothing shiny_clothes text_on_clothing tight_clothing very_high_heels wrist_cuffs
a week ago
35
0
1girls ai_generated arrest arrested ass blonde_hair charlie_morningstar_(hazbin_hotel) female grabbing_own_ass half-dressed hazbin_hotel imminent_prison_term medium_breasts mugshot nervous panties prison prison_bitch prison_clothes prison_life prisoner solo solo_female undressing
0
1girls ai_generated arrest arrested ass blonde_hair charlie_morningstar_(hazbin_hotel) female grabbing_own_ass half-dressed hazbin_hotel imminent_prison_term medium_breasts mugshot nervous panties prison prison_bitch prison_clothes prison_life prisoner solo solo_female undressing
a week ago
20
0
1boy ball_and_chain blue_eyes bondage bondage_mittens caged caged_cock caged_dick caged_penis cat_ears catboy chain_leash chained chains chastity chastity_cage chastity_device collar commission cuff_(restraint) cuffed_ankles cuffed_wrists ear_fluff femboy forced_bondage helpless helpless_male kneeling male male_only mittens oc padlock pink_hair plasma-dragon prison prison_bars prison_cell prison_clothes prison_uniform prisoner restrained restraints shackled shackles shock_collar slave_boy slave_collar
0
1boy ball_and_chain blue_eyes bondage bondage_mittens caged caged_cock caged_dick caged_penis cat_ears catboy chain_leash chained chains chastity chastity_cage chastity_device collar commission cuff_(restraint) cuffed_ankles cuffed_wrists ear_fluff femboy forced_bondage helpless helpless_male kneeling male male_only mittens oc padlock pink_hair plasma-dragon prison prison_bars prison_cell prison_clothes prison_uniform prisoner restrained restraints shackled shackles shock_collar slave_boy slave_collar
2 weeks ago
6
0
0-182_(fog_land) abs bag bag_over_head big_penis blue_eyes blush boner color dante_kang_(fog_land) flaccid fog_land gay half-dressed hidden_face human humanoid male male_only naked naked_male on_the_floor pecs prison prison_cell prison_clothes shaved_crotch solo_focus undressing webtoon
0
0-182_(fog_land) abs bag bag_over_head big_penis blue_eyes blush boner color dante_kang_(fog_land) flaccid fog_land gay half-dressed hidden_face human humanoid male male_only naked naked_male on_the_floor pecs prison prison_cell prison_clothes shaved_crotch solo_focus undressing webtoon
2 weeks ago
13
0
3d 3d_(artwork) aged_up big_breasts blonde_female breasts_squeezed_together chained_up disney gravity_falls kabalmystic_(style) kennyb0mber_(artist) light-skinned_female pacifica_northwest prison prison_clothes prison_uniform prisoner tagme
0
3d 3d_(artwork) aged_up big_breasts blonde_female breasts_squeezed_together chained_up disney gravity_falls kabalmystic_(style) kennyb0mber_(artist) light-skinned_female pacifica_northwest prison prison_clothes prison_uniform prisoner tagme
5 months ago
8
0
1femboy 2boys anal anal_sex arm_grab aroused aroused_face ass bars blush brown_eyes chains cuffs femboy feminine_male gay grinning handcuffs heart imprisoned inmate inmates inmates_clothing jail male male_focus male_only orange_clothing orange_shoes orange_stripes pants_down penis prison prison_bars prison_cell prison_clothes prison_sex prison_uniform prisoner restrained restrained_arms restraints sex shoes short_hair standing standing_sex striped_clothes striped_clothing stripes tanned_male tanned_skin uniform weirdo_dork white_hair white_male
0
1femboy 2boys anal anal_sex arm_grab aroused aroused_face ass bars blush brown_eyes chains cuffs femboy feminine_male gay grinning handcuffs heart imprisoned inmate inmates inmates_clothing jail male male_focus male_only orange_clothing orange_shoes orange_stripes pants_down penis prison prison_bars prison_cell prison_clothes prison_sex prison_uniform prisoner restrained restrained_arms restraints sex shoes short_hair standing standing_sex striped_clothes striped_clothing stripes tanned_male tanned_skin uniform weirdo_dork white_hair white_male
5 months ago
2
0
2boys animal_collar ball_and_chain_restraint belt_collar bit_gag blonde_hair blue_eyes blush body_writing bondage bound bound_arms bound_legs bound_wrists breast_grab breasts broken broken_chain buckle cage chain_necklace chained chains collar cuffs female flail gag gold_chain grabbing grabbing_from_behind groping handcuffs holding_leash humiliation large_breasts leash leash_pull lock long_hair metal_collar multiple_boys navel nipples nude padlock prison prison_clothes pussy_juice red_collar restrained riesz sex_toy shackles sickle slave spreader_bar straight swing tears thigh_strap very_long_hair viewer_holding_leash whip_marks wooden_horse
0
2boys animal_collar ball_and_chain_restraint belt_collar bit_gag blonde_hair blue_eyes blush body_writing bondage bound bound_arms bound_legs bound_wrists breast_grab breasts broken broken_chain buckle cage chain_necklace chained chains collar cuffs female flail gag gold_chain grabbing grabbing_from_behind groping handcuffs holding_leash humiliation large_breasts leash leash_pull lock long_hair metal_collar multiple_boys navel nipples nude padlock prison prison_clothes pussy_juice red_collar restrained riesz sex_toy shackles sickle slave spreader_bar straight swing tears thigh_strap very_long_hair viewer_holding_leash whip_marks wooden_horse
5 months ago
3
0
6+girls absurdres ass bar_censor bent_over black_gloves black_hair black_necktie black_pantyhose black_skirt blue_shirt blush brown_eyes brown_hair buttons censored closed_mouth collared_shirt faceless faceless_female frown gloves guard highres hirama holding holding_another's_wrist holding_riding_crop long_sleeves looking_at_another looking_back multiple_girls necktie open_mouth original panties panty_pull pantyhose partially_undressed pencil_skirt prison prison_clothes prisoner pussy riding_crop shirt shoes short_twintails sidelocks skirt sneakers spanked spanking standing twintails underwear variant_set whip_marks whipping white_panties white_shoes
0
6+girls absurdres ass bar_censor bent_over black_gloves black_hair black_necktie black_pantyhose black_skirt blue_shirt blush brown_eyes brown_hair buttons censored closed_mouth collared_shirt faceless faceless_female frown gloves guard highres hirama holding holding_another's_wrist holding_riding_crop long_sleeves looking_at_another looking_back multiple_girls necktie open_mouth original panties panty_pull pantyhose partially_undressed pencil_skirt prison prison_clothes prisoner pussy riding_crop shirt shoes short_twintails sidelocks skirt sneakers spanked spanking standing twintails underwear variant_set whip_marks whipping white_panties white_shoes
5 months ago
3
0
6+girls absurdres ass bar_censor bent_over black_gloves black_hair black_necktie black_pantyhose black_skirt blue_shirt blush brown_eyes brown_hair buttons censored closed_mouth collared_shirt faceless faceless_female frown gloves guard highres hirama holding holding_another's_wrist holding_riding_crop long_sleeves looking_at_another looking_back multiple_girls necktie open_mouth original panties panty_pull pantyhose partially_undressed pencil_skirt prison prison_clothes prisoner pussy riding_crop shirt shoes short_twintails sidelocks skirt sneakers spanking standing twintails underwear variant_set whipping white_panties white_shoes
0
6+girls absurdres ass bar_censor bent_over black_gloves black_hair black_necktie black_pantyhose black_skirt blue_shirt blush brown_eyes brown_hair buttons censored closed_mouth collared_shirt faceless faceless_female frown gloves guard highres hirama holding holding_another's_wrist holding_riding_crop long_sleeves looking_at_another looking_back multiple_girls necktie open_mouth original panties panty_pull pantyhose partially_undressed pencil_skirt prison prison_clothes prisoner pussy riding_crop shirt shoes short_twintails sidelocks skirt sneakers spanking standing twintails underwear variant_set whipping white_panties white_shoes
5 months ago
15
0
2boys 2femboys ass ass_focus ass_grab ball_and_chain big_butt big_butt_(male) big_chest blonde_hair blue_eyes blue_eyes_male blush boys breasts brown_hair butt_focus cellmates chains chubby collar collar_chain cuffed_ankles cuffed_wrists cuffs dyed_hair eyebrows eyebrows_visible_through_hair fat fat_ass femboy femboy_focus femboy_only feminine_body feminine_faced_male feminine_male flip_flops gay grabbing grabbing_ass green_eyes green_eyes_male grinning hips inmate inmates inmates_clothing jail jumpsuit male male_ass male_ass_focus male_focus male_only manboobs marmotap medium_hair neck_chain orange_clothing orange_stripes overweight pale_skin penis penis_bulge plump plump_ass prison prison_clothes prison_clothing prison_jumpsuit prison_uniform prisoner restrained restrained_arms restraints seductive seductive_eyes seductive_look seductive_smile shackles smirk socks striped_clothing stripes tanned_male tanned_skin thick thick_ass thick_thighs white_skin white_socks wide_hips yaoi zoom_in
0
2boys 2femboys ass ass_focus ass_grab ball_and_chain big_butt big_butt_(male) big_chest blonde_hair blue_eyes blue_eyes_male blush boys breasts brown_hair butt_focus cellmates chains chubby collar collar_chain cuffed_ankles cuffed_wrists cuffs dyed_hair eyebrows eyebrows_visible_through_hair fat fat_ass femboy femboy_focus femboy_only feminine_body feminine_faced_male feminine_male flip_flops gay grabbing grabbing_ass green_eyes green_eyes_male grinning hips inmate inmates inmates_clothing jail jumpsuit male male_ass male_ass_focus male_focus male_only manboobs marmotap medium_hair neck_chain orange_clothing orange_stripes overweight pale_skin penis penis_bulge plump plump_ass prison prison_clothes prison_clothing prison_jumpsuit prison_uniform prisoner restrained restrained_arms restraints seductive seductive_eyes seductive_look seductive_smile shackles smirk socks striped_clothing stripes tanned_male tanned_skin thick thick_ass thick_thighs white_skin white_socks wide_hips yaoi zoom_in
6 months ago
15
0
!! 2021 alice_(alice_in_wonderland) alice_(alice_in_wonderland)_(cosplay) argyle argyle_legwear ass atago_(stunning_speedster)_(azur_lane) bat_print bathtub bikini bikini_top bishop_(chess) black_bikini black_bra black_rock_shooter_(character) blue_fire blush board_game bra breasts caesar_anthonio_zeppeli camilla_(fire_emblem) camouflage_pants card chained checkerboard_cookie checkered checkered_flag checkered_floor checkered_kimono checkered_legwear checkered_necktie checkered_neckwear checkered_obi checkered_scarf checkered_shirt checkered_skirt cherry chess_piece chinese_zodiac cleavage clown club_(shape) cocktail_glass color_guide company_name compass confetti cookie copyright cow_ears cow_girl cow_print crossed_legs crosswalk diamond_(shape) diamond_(symbol) dice eyepatch_bikini female female_saniwa_(touken_ranbu) flag floor frilled_bikini gohei gotland_(kancolle) hair_over_one_eye hair_spread_out hairpods high_heels himekaidou_hatate holding_flag jester_cap kamado_tanjirou king_(chess) knees_up knight_(chess) large_breasts leopard_ears leopard_tail long_hair motoori_kosuzu on_chair on_floor one-hour_drawing_challenge ouma_kokichi page_number pastel_colors perspective picnic pixelated plaid_legwear playboy_bunny playing_card pointy_footwear poke_ball_symbol pov_across_table prison_clothes purple_eyes purple_hair queen_(chess) rabbit_ears race_queen reflection reflective_floor restaurant restroom rook_(chess) saniwa_(touken_ranbu) shide shimenawa shower_(place) sketchbook sleeve_cuffs soccer soccer_ball solo spade_(shape) spoken_exclamation_mark striped_tail swimsuit telstar tiger tiger_boy tiger_ears tiger_girl tiger_stripes tiger_tail tile_floor tile_wall tiles trading_card two-tone_legwear vanishing_point wheel white_tiger window_shade wrist_cuffs yagasuri year_of_the_ox yokozuwari
0
!! 2021 alice_(alice_in_wonderland) alice_(alice_in_wonderland)_(cosplay) argyle argyle_legwear ass atago_(stunning_speedster)_(azur_lane) bat_print bathtub bikini bikini_top bishop_(chess) black_bikini black_bra black_rock_shooter_(character) blue_fire blush board_game bra breasts caesar_anthonio_zeppeli camilla_(fire_emblem) camouflage_pants card chained checkerboard_cookie checkered checkered_flag checkered_floor checkered_kimono checkered_legwear checkered_necktie checkered_neckwear checkered_obi checkered_scarf checkered_shirt checkered_skirt cherry chess_piece chinese_zodiac cleavage clown club_(shape) cocktail_glass color_guide company_name compass confetti cookie copyright cow_ears cow_girl cow_print crossed_legs crosswalk diamond_(shape) diamond_(symbol) dice eyepatch_bikini female female_saniwa_(touken_ranbu) flag floor frilled_bikini gohei gotland_(kancolle) hair_over_one_eye hair_spread_out hairpods high_heels himekaidou_hatate holding_flag jester_cap kamado_tanjirou king_(chess) knees_up knight_(chess) large_breasts leopard_ears leopard_tail long_hair motoori_kosuzu on_chair on_floor one-hour_drawing_challenge ouma_kokichi page_number pastel_colors perspective picnic pixelated plaid_legwear playboy_bunny playing_card pointy_footwear poke_ball_symbol pov_across_table prison_clothes purple_eyes purple_hair queen_(chess) rabbit_ears race_queen reflection reflective_floor restaurant restroom rook_(chess) saniwa_(touken_ranbu) shide shimenawa shower_(place) sketchbook sleeve_cuffs soccer soccer_ball solo spade_(shape) spoken_exclamation_mark striped_tail swimsuit telstar tiger tiger_boy tiger_ears tiger_girl tiger_stripes tiger_tail tile_floor tile_wall tiles trading_card two-tone_legwear vanishing_point wheel white_tiger window_shade wrist_cuffs yagasuri year_of_the_ox yokozuwari
6 months ago
126
0
1boy 1futa anchor animal_collar animal_ears areolae ball_and_chain_restraint balls belt_collar black_collar black_hair bondage bound breasts broken broken_chain chain_necklace chained chains collar colored_skin cuffs dog_ears dog_tail drooling erection female femdom flail furry furry_female futa_focus futadom futanari futasub glowing glowing_eyes gold_chain grey_skin handcuffs holding_leash horns huge_breasts huge_cock huge_nipples intersex large_areolae large_penis leash leash_pull lock long_hair male metal_collar nia4294 nia_(nia4294) nipples padlock partial_male penis phalia precum prison prison_clothes red_eyes saliva shackles sickle slave smooth_balls smooth_penis solo_focus spiked_collar spikes studded_collar swing testicles thighs tongue veins veiny_penis viewer_holding_leash
0
1boy 1futa anchor animal_collar animal_ears areolae ball_and_chain_restraint balls belt_collar black_collar black_hair bondage bound breasts broken broken_chain chain_necklace chained chains collar colored_skin cuffs dog_ears dog_tail drooling erection female femdom flail furry furry_female futa_focus futadom futanari futasub glowing glowing_eyes gold_chain grey_skin handcuffs holding_leash horns huge_breasts huge_cock huge_nipples intersex large_areolae large_penis leash leash_pull lock long_hair male metal_collar nia4294 nia_(nia4294) nipples padlock partial_male penis phalia precum prison prison_clothes red_eyes saliva shackles sickle slave smooth_balls smooth_penis solo_focus spiked_collar spikes studded_collar swing testicles thighs tongue veins veiny_penis viewer_holding_leash
6 months ago
314
0
1boy 1boy1girl 1girls 3d 3d_animation 3d_model animated bouncing_breasts breasts breasts_out breathing dick dominant_male female female_penetrated female_pov female_pov_only female_pov_sex femsub holding_leg honey_select_2 inmate jail jail_cell longer_than_30_seconds looking_at_another looking_at_partner looking_at_penis looking_at_viewer male male_moaning missionary missionary_position moaning mp4 nipples on_back on_bed partially_clothed penis penis_in_pussy pov pov_eye_contact prison prison_bitch prison_cell prison_clothes prison_guard prison_uniform prisoner pussy questionable_consent sex shirt_lift shirt_up soulofcanaan sound straight straight_sex submissive_female submissive_pov tagme taker_pov taker_pov_only tattoo_on_arm tattoo_on_face tattoos tattoos_everywhere uncensored vaginal_insertion vaginal_penetration vaginal_sex video watching watching_sex
0
1boy 1boy1girl 1girls 3d 3d_animation 3d_model animated bouncing_breasts breasts breasts_out breathing dick dominant_male female female_penetrated female_pov female_pov_only female_pov_sex femsub holding_leg honey_select_2 inmate jail jail_cell longer_than_30_seconds looking_at_another looking_at_partner looking_at_penis looking_at_viewer male male_moaning missionary missionary_position moaning mp4 nipples on_back on_bed partially_clothed penis penis_in_pussy pov pov_eye_contact prison prison_bitch prison_cell prison_clothes prison_guard prison_uniform prisoner pussy questionable_consent sex shirt_lift shirt_up soulofcanaan sound straight straight_sex submissive_female submissive_pov tagme taker_pov taker_pov_only tattoo_on_arm tattoo_on_face tattoos tattoos_everywhere uncensored vaginal_insertion vaginal_penetration vaginal_sex video watching watching_sex
6 months ago
26
0
1boy 1femboy blonde_hair buttons cuffs door doorway elbows en17 femboy feminine_male hallway handcuffs inmate jail jail_cell jumpsuit legcuffs male male_focus male_only medium_hair orange_clothing orange_shoes prison prison_clothes prison_jumpsuit prison_uniform prisoner restrained restraints sad scared shackles shoes striped_clothing tanned_male tanned_skin uniform wide_hips
0
1boy 1femboy blonde_hair buttons cuffs door doorway elbows en17 femboy feminine_male hallway handcuffs inmate jail jail_cell jumpsuit legcuffs male male_focus male_only medium_hair orange_clothing orange_shoes prison prison_clothes prison_jumpsuit prison_uniform prisoner restrained restraints sad scared shackles shoes striped_clothing tanned_male tanned_skin uniform wide_hips
7 months ago
50
0
1boy 1femboy anal anal_juice angry angry_expression angry_face anus anus_focus anus_peek ass ass_focus balls big_ass big_balls big_butt big_cock big_dick big_dick_femboy big_penis black_hair bottomless boy femboy highres htetlin jail_bars jail_cell juicy_ass juicy_butt looking_at_viewer looking_back male oc original original_character penis prison prison_cell prison_clothes prison_uniform prisoner shy
0
1boy 1femboy anal anal_juice angry angry_expression angry_face anus anus_focus anus_peek ass ass_focus balls big_ass big_balls big_butt big_cock big_dick big_dick_femboy big_penis black_hair bottomless boy femboy highres htetlin jail_bars jail_cell juicy_ass juicy_butt looking_at_viewer looking_back male oc original original_character penis prison prison_cell prison_clothes prison_uniform prisoner shy
7 months ago
38
0
1boy 1femboy angry angry_expression angry_face ass ass_focus balls big_ass big_balls big_butt big_cock big_dick big_dick_femboy big_penis black_hair bottomless boy femboy highres htetlin jail_bars jail_cell looking_at_viewer looking_back male oc original original_character penis prison prison_cell prison_clothes prison_uniform prisoner shy
0
1boy 1femboy angry angry_expression angry_face ass ass_focus balls big_ass big_balls big_butt big_cock big_dick big_dick_femboy big_penis black_hair bottomless boy femboy highres htetlin jail_bars jail_cell looking_at_viewer looking_back male oc original original_character penis prison prison_cell prison_clothes prison_uniform prisoner shy
7 months ago
40
0
1boy 1femboy angry angry_expression angry_face ass ass_focus balls big_ass big_balls big_butt black_hair boy femboy highres htetlin jail_bars jail_cell looking_at_viewer looking_back male oc original original_character prison prison_cell prison_clothes prison_uniform prisoner shy
0
1boy 1femboy angry angry_expression angry_face ass ass_focus balls big_ass big_balls big_butt black_hair boy femboy highres htetlin jail_bars jail_cell looking_at_viewer looking_back male oc original original_character prison prison_cell prison_clothes prison_uniform prisoner shy
7 months ago
23
0
1boy 1femboy anus ass ass_focus balls bare_ass bare_thighs birthday birthday_cake blonde_hair blue_eyes bunk_bed candle cells_at_work cuffs dick english_text femboy femboy_only feminine_male genitals half_naked inmate inmates_clothing ironjethro jail jail_cell ladder legcuffs male male_focus male_only medium_hair no_underwear nude nude_male nudity pants pants_off penis prison prison_cell prison_clothes prison_uniform prisoner seductive shackles shadow shirt socks striped_clothing tanned_skin testicles text uniform
0
1boy 1femboy anus ass ass_focus balls bare_ass bare_thighs birthday birthday_cake blonde_hair blue_eyes bunk_bed candle cells_at_work cuffs dick english_text femboy femboy_only feminine_male genitals half_naked inmate inmates_clothing ironjethro jail jail_cell ladder legcuffs male male_focus male_only medium_hair no_underwear nude nude_male nudity pants pants_off penis prison prison_cell prison_clothes prison_uniform prisoner seductive shackles shadow shirt socks striped_clothing tanned_skin testicles text uniform
7 months ago
45
0
1boy 1girls 2025 ai_assisted ai_generated animal_collar anime anus artist_name ass ass_cutout ass_grab ball_and_chain_restraint ball_gag belt_collar big_ass big_breasts big_butt big_chest black_bra black_flower black_panties black_rose blush bondage booty bound bound_wrists bra breast breast_grab breasts broken_chain bubble_ass bubble_butt bust busty buttocks chain_necklace chained chains chest collar cuffs curvy_ass curvy_butt cute_ass deep_skin disembodied_limb exposed_anus fat_mons female female_focus firm_ass flail flower gold_chain grabbing grabbing_another's_ass grabbing_ass groping hair_flower handcuffs hands_on_ass hi_res high_quality high_resolution highres holding_ass juicy_ass juicy_butt kuroe_shizuku kuroe_shizuku_(cosplay) large_ass large_breasts leash leash_pull lock long_hair male male_hand metal_collar out_of_frame padlock panties pantyhose partially_visible_anus partially_visible_vulva patreon patreon_username perfect_ass plump_ass pov prison_clothes pubic_hair purple_eyes purple_hair pussy red_collar red_flower red_rose restrained rose round_ass sexy_ass shackles skypassion slave solo_focus sono_bisque_doll_wa_koi_wo_suru spanked spread_anus spread_ass spreader_bar stable_diffusion straight sweat tight_anus tight_ass torn_clothes torn_legwear underwear viewer_holding_leash voluptuous_ass watermark
0
1boy 1girls 2025 ai_assisted ai_generated animal_collar anime anus artist_name ass ass_cutout ass_grab ball_and_chain_restraint ball_gag belt_collar big_ass big_breasts big_butt big_chest black_bra black_flower black_panties black_rose blush bondage booty bound bound_wrists bra breast breast_grab breasts broken_chain bubble_ass bubble_butt bust busty buttocks chain_necklace chained chains chest collar cuffs curvy_ass curvy_butt cute_ass deep_skin disembodied_limb exposed_anus fat_mons female female_focus firm_ass flail flower gold_chain grabbing grabbing_another's_ass grabbing_ass groping hair_flower handcuffs hands_on_ass hi_res high_quality high_resolution highres holding_ass juicy_ass juicy_butt kuroe_shizuku kuroe_shizuku_(cosplay) large_ass large_breasts leash leash_pull lock long_hair male male_hand metal_collar out_of_frame padlock panties pantyhose partially_visible_anus partially_visible_vulva patreon patreon_username perfect_ass plump_ass pov prison_clothes pubic_hair purple_eyes purple_hair pussy red_collar red_flower red_rose restrained rose round_ass sexy_ass shackles skypassion slave solo_focus sono_bisque_doll_wa_koi_wo_suru spanked spread_anus spread_ass spreader_bar stable_diffusion straight sweat tight_anus tight_ass torn_clothes torn_legwear underwear viewer_holding_leash voluptuous_ass watermark
7 months ago
66
0
1boy 1girls 2025 ai_assisted ai_generated animal_collar anime artist_name ball_and_chain_restraint bangs belt_collar big_breasts big_chest big_penis black_collar black_dress blurry blurry_background bondage bound breast breasts broken broken_chain bust busty chain_necklace chained chains chest clothed_female cock collar cuffs depth_of_field dick dress erection eyebrows_visible_through_hair feet feet_fetish female female_focus femdom flail flower foot_fetish foot_focus foot_play footjob gold_chain hair_flower handcuffs hi_res high_quality high_resolution highres holding_leash kuroe_shizuku kuroe_shizuku_(cosplay) large_breasts leash leash_pull lock looking_down male metal_collar patreon patreon_username penis pov precum prison prison_clothes purple_eyes red_collar red_flower red_rose rose sadism shackles skypassion slave smile socks solo_focus sono_bisque_doll_wa_koi_wo_suru spiked_collar stable_diffusion straight swing toejob uncensored veiny_penis viewer_holding_leash watermark white_legwear wide_sleeves
0
1boy 1girls 2025 ai_assisted ai_generated animal_collar anime artist_name ball_and_chain_restraint bangs belt_collar big_breasts big_chest big_penis black_collar black_dress blurry blurry_background bondage bound breast breasts broken broken_chain bust busty chain_necklace chained chains chest clothed_female cock collar cuffs depth_of_field dick dress erection eyebrows_visible_through_hair feet feet_fetish female female_focus femdom flail flower foot_fetish foot_focus foot_play footjob gold_chain hair_flower handcuffs hi_res high_quality high_resolution highres holding_leash kuroe_shizuku kuroe_shizuku_(cosplay) large_breasts leash leash_pull lock looking_down male metal_collar patreon patreon_username penis pov precum prison prison_clothes purple_eyes red_collar red_flower red_rose rose sadism shackles skypassion slave smile socks solo_focus sono_bisque_doll_wa_koi_wo_suru spiked_collar stable_diffusion straight swing toejob uncensored veiny_penis viewer_holding_leash watermark white_legwear wide_sleeves
7 months ago
35
0
1boy 1girls 2025 ai_assisted ai_generated animal_collar anime ankle_cuffs anus artist_name ass ball_and_chain_restraint ball_gag barbed_wire barefoot belt_collar big_ass big_butt big_penis black_collar blindfold blush bondage booty bound bound_ankles bound_wrists brick_wall broken broken_chain bubble_ass bubble_butt buttocks chain_necklace chained chains cock collar cuffs cum curvy_ass curvy_butt cute_ass dark-skinned_male dark_skin dick ejaculation exposed_anus feet female female_focus firm_ass flail flower gag gold_chain handcuffs hat hat_flower hi_res high_quality high_resolution highres holding_leash hook juicy_ass juicy_butt kuroe_shizuku kuroe_shizuku_(cosplay) large_ass leash leash_pull lock male male_pubic_hair masochism metal_collar nail_polish nude padlock patreon patreon_username penis perfect_ass plump_ass pov prison prison_clothes purple_hair red_collar red_flower red_nails red_rose restrained rose round_ass sexy_ass shackles skypassion slave soles solo_focus sono_bisque_doll_wa_koi_wo_suru spiked_collar spikes spreader_bar stable_diffusion stone_floor stone_wall straight sweat swing tight_anus tight_ass tile_wall tiles toenail_polish toenails toes uncensored veins veiny_penis viewer_holding_leash voluptuous_ass wall watermark
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1boy 1girls 2025 ai_assisted ai_generated animal_collar anime ankle_cuffs anus artist_name ass ball_and_chain_restraint ball_gag barbed_wire barefoot belt_collar big_ass big_butt big_penis black_collar blindfold blush bondage booty bound bound_ankles bound_wrists brick_wall broken broken_chain bubble_ass bubble_butt buttocks chain_necklace chained chains cock collar cuffs cum curvy_ass curvy_butt cute_ass dark-skinned_male dark_skin dick ejaculation exposed_anus feet female female_focus firm_ass flail flower gag gold_chain handcuffs hat hat_flower hi_res high_quality high_resolution highres holding_leash hook juicy_ass juicy_butt kuroe_shizuku kuroe_shizuku_(cosplay) large_ass leash leash_pull lock male male_pubic_hair masochism metal_collar nail_polish nude padlock patreon patreon_username penis perfect_ass plump_ass pov prison prison_clothes purple_hair red_collar red_flower red_nails red_rose restrained rose round_ass sexy_ass shackles skypassion slave soles solo_focus sono_bisque_doll_wa_koi_wo_suru spiked_collar spikes spreader_bar stable_diffusion stone_floor stone_wall straight sweat swing tight_anus tight_ass tile_wall tiles toenail_polish toenails toes uncensored veins veiny_penis viewer_holding_leash voluptuous_ass wall watermark
7 months ago
25
0
1boy 1femboy anus ass ass_focus blonde_hair blue_eyes chains comic cuffs dick femboy femboy_focus feminine_male forced_labor handcuffs inmate ironjethro jail jail_cell legcuffs male male_focus male_only medium_hair oral oral_sex penis pickaxe ponytail prison prison_clothes prison_shower prison_uniform prisoner restrained restraints seductive seductive_look shackles shower soap solitary_confinement striped_clothes striped_clothing sucking_dick sucking_penis water wet_hair
0
1boy 1femboy anus ass ass_focus blonde_hair blue_eyes chains comic cuffs dick femboy femboy_focus feminine_male forced_labor handcuffs inmate ironjethro jail jail_cell legcuffs male male_focus male_only medium_hair oral oral_sex penis pickaxe ponytail prison prison_clothes prison_shower prison_uniform prisoner restrained restraints seductive seductive_look shackles shower soap solitary_confinement striped_clothes striped_clothing sucking_dick sucking_penis water wet_hair
8 months ago
50
0
1boy 1femboy ass ass_focus back big_ass big_butt black_hair blush buttons chains cuffs dark_brown_hair dark_hair femboy femboy_focus femboy_only front_view handcuffs inmate jail jumpsuit large_ass male male_only marmotap medium_hair orange_clothing overweight overweight_male prison prison_clothes prison_jumpsuit prison_uniform prisoner purple_eyes rear_view restrained restrained_arms restrained_legs restrained_wrists restraints sandals scared shackles socks teeth_showing thick thick_ass thick_thighs uniform waist_chain white_socks wide_hips wide_shoulders worried
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1boy 1femboy ass ass_focus back big_ass big_butt black_hair blush buttons chains cuffs dark_brown_hair dark_hair femboy femboy_focus femboy_only front_view handcuffs inmate jail jumpsuit large_ass male male_only marmotap medium_hair orange_clothing overweight overweight_male prison prison_clothes prison_jumpsuit prison_uniform prisoner purple_eyes rear_view restrained restrained_arms restrained_legs restrained_wrists restraints sandals scared shackles socks teeth_showing thick thick_ass thick_thighs uniform waist_chain white_socks wide_hips wide_shoulders worried
8 months ago
41
0
1boy 1futa 2025 after_anal after_sex ai_generated ankle_cuffs artist_name ass asuka_langley_sohryu ball_and_chain_restraint ball_gag balls bangs belt blue_eyes blush bondage bound bound_ankles bound_arms bound_legs bound_wrists breasts broken broken_chain bust chained chains chest closed_mouth cock collar cuffs cum cum_in_ass cum_on_ass cum_on_body cum_on_breasts cum_on_clothes cum_on_hair cum_on_self cum_string cum_while_penetrated cumdrip dick ejaculation erection eyebrows_visible_through_hair facial flail folded foreskin foxenpai futa_with_male futanari futasub gold_chain hair_ornament handcuffs handsfree_ejaculation hi_res high_quality high_resolution highres huge_cock intersex large_penis leash legs_apart legs_spread long_hair long_sleeves lying male male_on_futa metal_collar neon_genesis_evangelion open_legs orange_hair patreon patreon_username penis precum prison_clothes projectile_cum restrained shackles shirt simple_background slave solo_focus splayed_legs spread_legs spreader_bar stable_diffusion suspension swing tape testicles uncensored uncircumcised veins veiny_penis watch watermark
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1boy 1futa 2025 after_anal after_sex ai_generated ankle_cuffs artist_name ass asuka_langley_sohryu ball_and_chain_restraint ball_gag balls bangs belt blue_eyes blush bondage bound bound_ankles bound_arms bound_legs bound_wrists breasts broken broken_chain bust chained chains chest closed_mouth cock collar cuffs cum cum_in_ass cum_on_ass cum_on_body cum_on_breasts cum_on_clothes cum_on_hair cum_on_self cum_string cum_while_penetrated cumdrip dick ejaculation erection eyebrows_visible_through_hair facial flail folded foreskin foxenpai futa_with_male futanari futasub gold_chain hair_ornament handcuffs handsfree_ejaculation hi_res high_quality high_resolution highres huge_cock intersex large_penis leash legs_apart legs_spread long_hair long_sleeves lying male male_on_futa metal_collar neon_genesis_evangelion open_legs orange_hair patreon patreon_username penis precum prison_clothes projectile_cum restrained shackles shirt simple_background slave solo_focus splayed_legs spread_legs spreader_bar stable_diffusion suspension swing tape testicles uncensored uncircumcised veins veiny_penis watch watermark
8 months ago
45
0
1boy 1futa 2025 after_anal ai_generated ankle_cuffs artist_name ass ball_and_chain_restraint ball_gag balls bangs bleach blush bondage bound bound_ankles bound_arms bound_wrists breasts broken broken_chain brown_eyes bust chained chains chest cock collar cuffs cum cum_in_ass cum_on_body cum_on_clothes cum_on_hair cum_on_penis cum_on_self cum_while_penetrated cumdrip dark-skinned_female dark_skin dick ejaculation erection excessive_cum eyebrows_visible_through_hair facial female flail foxenpai futa_with_male futanari futasub gold_chain handcuffs handsfree_ejaculation hi_res high_quality high_resolution highres huge_cock interracial intersex large_balls large_penis large_testicles leash legs_apart legs_spread long_sleeves male male_on_futa metal_collar open_legs open_mouth overflow pantyhose patreon patreon_username penis prison prison_clothes projectile_cum pubic_hair purple_hair restrained sex_from_behind shackles shihouin_yoruichi shirt simple_background slave splayed_legs spread_legs stable_diffusion standing suspension swing testicles torn_clothes torn_legwear uncensored veins veiny_penis watermark white_shirt
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1boy 1futa 2025 after_anal ai_generated ankle_cuffs artist_name ass ball_and_chain_restraint ball_gag balls bangs bleach blush bondage bound bound_ankles bound_arms bound_wrists breasts broken broken_chain brown_eyes bust chained chains chest cock collar cuffs cum cum_in_ass cum_on_body cum_on_clothes cum_on_hair cum_on_penis cum_on_self cum_while_penetrated cumdrip dark-skinned_female dark_skin dick ejaculation erection excessive_cum eyebrows_visible_through_hair facial female flail foxenpai futa_with_male futanari futasub gold_chain handcuffs handsfree_ejaculation hi_res high_quality high_resolution highres huge_cock interracial intersex large_balls large_penis large_testicles leash legs_apart legs_spread long_sleeves male male_on_futa metal_collar open_legs open_mouth overflow pantyhose patreon patreon_username penis prison prison_clothes projectile_cum pubic_hair purple_hair restrained sex_from_behind shackles shihouin_yoruichi shirt simple_background slave splayed_legs spread_legs stable_diffusion standing suspension swing testicles torn_clothes torn_legwear uncensored veins veiny_penis watermark white_shirt
8 months ago
45
0
1boy 1girls ai_generated ass balls big_ass big_breasts bimbo bimbofication black_male blush breasts clothing cum cum_in_pussy cum_inside female gigant gigantic_ass gigantic_breasts gigantic_penis green_hair hair hard_sex huge_ass huge_breasts ideal jojo's_bizarre_adventure jolyne_kujo male penis pleated prison prison_clothes pussy sex sex_from_behind sex_toy solo text
0
1boy 1girls ai_generated ass balls big_ass big_breasts bimbo bimbofication black_male blush breasts clothing cum cum_in_pussy cum_inside female gigant gigantic_ass gigantic_breasts gigantic_penis green_hair hair hard_sex huge_ass huge_breasts ideal jojo's_bizarre_adventure jolyne_kujo male penis pleated prison prison_clothes pussy sex sex_from_behind sex_toy solo text
8 months ago
217
0
1boy 1femboy anus ass ass_focus balls bare_ass belly_button big_ass big_butt black_hair english_text femboy inmate jail large_ass male male_only medium_hair orange_clothing panties pants_down penis pigtail prison prison_bitch prison_clothes prison_uniform prisoner purple_eyes shoes shy sissy spread_legs strip_search striped_clothing testicles text thighhighs underwear underwear_down weirdo_dork
0
1boy 1femboy anus ass ass_focus balls bare_ass belly_button big_ass big_butt black_hair english_text femboy inmate jail large_ass male male_only medium_hair orange_clothing panties pants_down penis pigtail prison prison_bitch prison_clothes prison_uniform prisoner purple_eyes shoes shy sissy spread_legs strip_search striped_clothing testicles text thighhighs underwear underwear_down weirdo_dork
8 months ago
65
0
1boy 1futa 2025 after_anal ai_generated anal anal_beads anal_object_insertion animal_collar ankle_cuffs artist_name ass ball_and_chain_restraint ball_gag balls barefoot bondage bottomless bound bound_ankles bound_arms bound_wrists broken broken_chain chained chains cock collar cuffs cum cum_in_ass dick ejaculation erection facial female femdom flail foreskin foxenpai futa_with_male futanari futasub handcuffs hi_res high_quality high_resolution highres intersex large_penis leash looking_at_penis madoka_kaname mahou_shoujo_madoka_magica male male_on_futa patreon patreon_username penis penis_on_face perineum pink_hair precum prison_clothes restrained sex_toy shackles shirt slave stable_diffusion testicles uncensored uncircumcised veins veiny_penis watermark
0
1boy 1futa 2025 after_anal ai_generated anal anal_beads anal_object_insertion animal_collar ankle_cuffs artist_name ass ball_and_chain_restraint ball_gag balls barefoot bondage bottomless bound bound_ankles bound_arms bound_wrists broken broken_chain chained chains cock collar cuffs cum cum_in_ass dick ejaculation erection facial female femdom flail foreskin foxenpai futa_with_male futanari futasub handcuffs hi_res high_quality high_resolution highres intersex large_penis leash looking_at_penis madoka_kaname mahou_shoujo_madoka_magica male male_on_futa patreon patreon_username penis penis_on_face perineum pink_hair precum prison_clothes restrained sex_toy shackles shirt slave stable_diffusion testicles uncensored uncircumcised veins veiny_penis watermark
9 months ago
30
0
1boy 1femboy abs balls bunk_bed cell chains dick fapping femboy feminine_male girly holding_penis inmate jacking_off jail jail_cell jumpsuit long_hair long_hair_male male male_only masturbation muscular muscular_male orange_clothing orange_shoes penis prison prison_cell prison_clothes prison_uniform prisoner red_hair restrained restraints shackles shoes steaming_body striped_clothing tall testicles unbuttoned unzipped waist_chain weirdo_dork
0
1boy 1femboy abs balls bunk_bed cell chains dick fapping femboy feminine_male girly holding_penis inmate jacking_off jail jail_cell jumpsuit long_hair long_hair_male male male_only masturbation muscular muscular_male orange_clothing orange_shoes penis prison prison_cell prison_clothes prison_uniform prisoner red_hair restrained restraints shackles shoes steaming_body striped_clothing tall testicles unbuttoned unzipped waist_chain weirdo_dork
9 months ago
51
0
1boy 1girls 2025 after_anal after_ejaculation after_sex after_vaginal ai_generated anal animal_collar animal_ears ankle_cuffs anus artist_name ass ball_and_chain_restraint ball_gag balls bangs blue_archive blunt_bangs blush bondage bound bound_ankles bound_arms bound_wrists breasts broken_chain chained chains cock collar cuffs cum cum_in_ass cum_in_pussy cum_on_ass cum_on_body cum_on_boy cum_on_breasts cum_on_clothes cum_on_hair cum_on_penis cum_on_self cum_on_stomach cum_pool cum_string cum_while_penetrated cumdrip dick ejaculation erection exposed_anus eyebrows_visible_through_hair facial female femdom flail folded foxenpai futanari futasub gaping hair_ornament handcuffs handsfree_ejaculation hi_res high_quality high_resolution highres intersex kazusa_(blue_archive) large_penis leash long_sleeves male neckerchief patreon patreon_username penis pink_collar prison_clothes projectile_cum pussy red_collar restrained sailor_collar school_uniform shackles shirt slave solo_focus stable_diffusion suspension sweat tears testicles tight_anus uncensored veins veiny_penis watermark yaoi
0
1boy 1girls 2025 after_anal after_ejaculation after_sex after_vaginal ai_generated anal animal_collar animal_ears ankle_cuffs anus artist_name ass ball_and_chain_restraint ball_gag balls bangs blue_archive blunt_bangs blush bondage bound bound_ankles bound_arms bound_wrists breasts broken_chain chained chains cock collar cuffs cum cum_in_ass cum_in_pussy cum_on_ass cum_on_body cum_on_boy cum_on_breasts cum_on_clothes cum_on_hair cum_on_penis cum_on_self cum_on_stomach cum_pool cum_string cum_while_penetrated cumdrip dick ejaculation erection exposed_anus eyebrows_visible_through_hair facial female femdom flail folded foxenpai futanari futasub gaping hair_ornament handcuffs handsfree_ejaculation hi_res high_quality high_resolution highres intersex kazusa_(blue_archive) large_penis leash long_sleeves male neckerchief patreon patreon_username penis pink_collar prison_clothes projectile_cum pussy red_collar restrained sailor_collar school_uniform shackles shirt slave solo_focus stable_diffusion suspension sweat tears testicles tight_anus uncensored veins veiny_penis watermark yaoi
9 months ago
44
0
1boy 1girls 2025 after_anal after_sex after_vaginal ai_generated animal_collar animal_ear_fluff animal_ears ankle_cuffs anus artist_name ass ball_and_chain_restraint ball_gag balls blindfold blush bondage bound bound_ankles bound_arms bound_legs bound_wrists broken broken_chain chained chains cock collar cuffs cum cum_in_ass cum_in_pussy cum_on_ass cum_on_body cum_on_boy cum_on_hair cum_on_penis cum_on_self cum_pool cum_while_penetrated cumdrip dick ejaculation erection exposed_anus facial feet_up female femdom flail foxenpai futa_sans_pussy futa_with_male futanari futasub gaping ghislaine_dedoldia gold_chain handcuffs hi_res high_quality high_resolution highres intersex jacket large_penis leash long_hair long_sleeves male metal_collar mushoku_tensei patreon patreon_username penis perineum prison prison_clothes pussy restrained shackles slave spreader_bar stable_diffusion suspension testicles tight_anus torn_clothes torn_legwear uncensored veins veiny_penis watermark yaoi
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1boy 1girls 2025 after_anal after_sex after_vaginal ai_generated animal_collar animal_ear_fluff animal_ears ankle_cuffs anus artist_name ass ball_and_chain_restraint ball_gag balls blindfold blush bondage bound bound_ankles bound_arms bound_legs bound_wrists broken broken_chain chained chains cock collar cuffs cum cum_in_ass cum_in_pussy cum_on_ass cum_on_body cum_on_boy cum_on_hair cum_on_penis cum_on_self cum_pool cum_while_penetrated cumdrip dick ejaculation erection exposed_anus facial feet_up female femdom flail foxenpai futa_sans_pussy futa_with_male futanari futasub gaping ghislaine_dedoldia gold_chain handcuffs hi_res high_quality high_resolution highres intersex jacket large_penis leash long_hair long_sleeves male metal_collar mushoku_tensei patreon patreon_username penis perineum prison prison_clothes pussy restrained shackles slave spreader_bar stable_diffusion suspension testicles tight_anus torn_clothes torn_legwear uncensored veins veiny_penis watermark yaoi
10 months ago
256
0
1boy 1girls age_difference ai_generated areolae asphyxiation balls bondage bondage_chair bound bound_arms bound_legs bound_wrists breasts bubble_helmet chair chair_bondage civitai cleavage cum cumming_from_handjob cumshot curvy curvy_figure death dominant dominant_female domination dominatrix drowning dying erection female female_domination femdom femdom_caption forced forced_orgasm game gloved_handjob handjob helpless helpless_hero helpless_male hero_in_trouble holding_breath hopeless impending_doom indoors jessie_(pokemon) large_breasts larger_female latex latex_bodysuit latex_clothing latex_gloves latex_suit leather leather_clothing lips lipstick makeup male nip_slip nipple_slip nipples older_female penis peril pokemon prison prison_cell prison_clothes prisoner puffy_cheeks restrained restrained_arms restrained_to_chair restraints round_breasts satoshi_(pokemon) size_difference smaller_male smirk snuff space_helmet submissive submissive_male taller_female testicles tied_to_chair trapped water x_eyes x_x younger_male
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1boy 1girls age_difference ai_generated areolae asphyxiation balls bondage bondage_chair bound bound_arms bound_legs bound_wrists breasts bubble_helmet chair chair_bondage civitai cleavage cum cumming_from_handjob cumshot curvy curvy_figure death dominant dominant_female domination dominatrix drowning dying erection female female_domination femdom femdom_caption forced forced_orgasm game gloved_handjob handjob helpless helpless_hero helpless_male hero_in_trouble holding_breath hopeless impending_doom indoors jessie_(pokemon) large_breasts larger_female latex latex_bodysuit latex_clothing latex_gloves latex_suit leather leather_clothing lips lipstick makeup male nip_slip nipple_slip nipples older_female penis peril pokemon prison prison_cell prison_clothes prisoner puffy_cheeks restrained restrained_arms restrained_to_chair restraints round_breasts satoshi_(pokemon) size_difference smaller_male smirk snuff space_helmet submissive submissive_male taller_female testicles tied_to_chair trapped water x_eyes x_x younger_male
10 months ago
118
0
1girls 2025 ai_generated anilvl animal_collar anime_style ankle_cuffs arms_up artist_name ball_and_chain_restraint ball_gag bare_legs bent_over big_breasts big_chest black_collar blonde_hair blush bondage boruto:_naruto_next_generations bound bound_ankles bound_arms bound_wrists breasts brick_wall broken_chain brown_eyes bust busty cage chained chains chest collar cuffs erect_nipples exposed_nipples female female_only flail handcuffs hard_nipples hi_res high_resolution highres huge_breasts lactation large_breasts leash legs lock long_hair looking_at_viewer metal_collar midriff milking_machine naked naruto naruto_(classic) naruto_(series) naruto_shippuden navel nipples nipples_outside nude nude_female open_mouth padlock patreon patreon_username prison prison_clothes restrained shackles slave solo spreader_bar stable_diffusion stone_floor suspension tile_floor tile_wall tiles trembling tsunade uncensored_nipples viewer_holding_leash watermark whip_marks
0
1girls 2025 ai_generated anilvl animal_collar anime_style ankle_cuffs arms_up artist_name ball_and_chain_restraint ball_gag bare_legs bent_over big_breasts big_chest black_collar blonde_hair blush bondage boruto:_naruto_next_generations bound bound_ankles bound_arms bound_wrists breasts brick_wall broken_chain brown_eyes bust busty cage chained chains chest collar cuffs erect_nipples exposed_nipples female female_only flail handcuffs hard_nipples hi_res high_resolution highres huge_breasts lactation large_breasts leash legs lock long_hair looking_at_viewer metal_collar midriff milking_machine naked naruto naruto_(classic) naruto_(series) naruto_shippuden navel nipples nipples_outside nude nude_female open_mouth padlock patreon patreon_username prison prison_clothes restrained shackles slave solo spreader_bar stable_diffusion stone_floor suspension tile_floor tile_wall tiles trembling tsunade uncensored_nipples viewer_holding_leash watermark whip_marks
10 months ago
50
0
anirbrokenear ball_gag bondage boots bound collar female female_only female_prisoner femsub fully_clothed gag gagged gloves hood inmate lock lying_on_back orange_clothing padlock panel_gag png prison_clothes prison_uniform prisoner stationary_restraints tight_clothing
0
anirbrokenear ball_gag bondage boots bound collar female female_only female_prisoner femsub fully_clothed gag gagged gloves hood inmate lock lying_on_back orange_clothing padlock panel_gag png prison_clothes prison_uniform prisoner stationary_restraints tight_clothing
10 months ago
73
0
ass big_ass big_breasts big_penis blowjob blowjob_while_penetrated blush breasts cum cum_drip cum_in_pussy cum_inside cum_on_body cum_on_breasts deepthroat double_penetration female ffmm_foursome foursome full_nelson grayfia_lucifuge happy_souls_uwu high_heels high_school_dxd impregnation male milf monster multiple_girls multiple_males multiple_penises oni oni_male orc orc_male paizuri paizuri_under_clothes penis prison prison_bitch prison_clothes prison_guard prison_guard_position prisoner pussy red_hair rias_gremory spitroast spitroasting stockings
0
ass big_ass big_breasts big_penis blowjob blowjob_while_penetrated blush breasts cum cum_drip cum_in_pussy cum_inside cum_on_body cum_on_breasts deepthroat double_penetration female ffmm_foursome foursome full_nelson grayfia_lucifuge happy_souls_uwu high_heels high_school_dxd impregnation male milf monster multiple_girls multiple_males multiple_penises oni oni_male orc orc_male paizuri paizuri_under_clothes penis prison prison_bitch prison_clothes prison_guard prison_guard_position prisoner pussy red_hair rias_gremory spitroast spitroasting stockings
10 months ago
45
0
9:14 anthro ass avian bars beak between_cheeks big_ass big_breasts big_butt bird breasts clothed clothing columbid dominant dominant_female duo english_text female head_between_cheeks huge_ass huge_butt karisandra makarimorph mammal micro mouse murid murine pigeon prison prison_clothes prison_uniform prisoner rodent sat_on sitting size_difference text url waddle waylon_(thecosmicwolf33)
0
9:14 anthro ass avian bars beak between_cheeks big_ass big_breasts big_butt bird breasts clothed clothing columbid dominant dominant_female duo english_text female head_between_cheeks huge_ass huge_butt karisandra makarimorph mammal micro mouse murid murine pigeon prison prison_clothes prison_uniform prisoner rodent sat_on sitting size_difference text url waddle waylon_(thecosmicwolf33)
10 months ago
4
0
1boy 1girls ai_generated angry_expression annoyed_expression belly belly_button black_hair blood breasts breasts_out corporal criminal crystal_adkins dark_hair days_gone deacon_st._john denim denim_jacket dessi.io female gun hostage jacket jean_jacket male medium_breasts medium_tits military military_uniform militia multiple_tattoos nipples npc orange_clothing orange_pants prison_clothes prison_uniform prisoner rifle stomach tattoo tattoos teardrop_tattoo tied_up topless unwilling video_game_character video_games wall weapon wood wound wounded young young_female
0
1boy 1girls ai_generated angry_expression annoyed_expression belly belly_button black_hair blood breasts breasts_out corporal criminal crystal_adkins dark_hair days_gone deacon_st._john denim denim_jacket dessi.io female gun hostage jacket jean_jacket male medium_breasts medium_tits military military_uniform militia multiple_tattoos nipples npc orange_clothing orange_pants prison_clothes prison_uniform prisoner rifle stomach tattoo tattoos teardrop_tattoo tied_up topless unwilling video_game_character video_games wall weapon wood wound wounded young young_female
10 months ago
137
0
1futa ai_generated ass balls big_ass big_breasts big_butt big_hips big_penis blonde_futa blonde_hair blush bob_cut breasts brown_eyes bulge bulge_through_clothing cleavage crazy crazy_female crazy_smile dick dickgirl eyebrows eyelashes female from_below futa_only futanari grin grinning grinning_at_viewer hands-free hands_behind_back huge_cock indoors intersex large_breasted_futa large_breasts large_penis lips lipstick long_hair long_penis looking_at_viewer makeup medium_hair midorikawa_hana musk narrow_waist narrowed_eyes navel nose pants penis prison prison_cell prison_clothes prison_school prisoner realistic_breast_size realistic_penis_size seducing seductive seductive_eyes seductive_gaze seductive_look seductive_mouth seductive_pose seductive_smile shirt short_hair sitting smell smile smile_at_viewer smiley_face smooth_balls smooth_penis smooth_skin solo solo_dickgirl solo_focus solo_futa strawberry_blonde_hair striped striped_clothing sweat taker_pov testicles velonix wet yellow_hair
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1futa ai_generated ass balls big_ass big_breasts big_butt big_hips big_penis blonde_futa blonde_hair blush bob_cut breasts brown_eyes bulge bulge_through_clothing cleavage crazy crazy_female crazy_smile dick dickgirl eyebrows eyelashes female from_below futa_only futanari grin grinning grinning_at_viewer hands-free hands_behind_back huge_cock indoors intersex large_breasted_futa large_breasts large_penis lips lipstick long_hair long_penis looking_at_viewer makeup medium_hair midorikawa_hana musk narrow_waist narrowed_eyes navel nose pants penis prison prison_cell prison_clothes prison_school prisoner realistic_breast_size realistic_penis_size seducing seductive seductive_eyes seductive_gaze seductive_look seductive_mouth seductive_pose seductive_smile shirt short_hair sitting smell smile smile_at_viewer smiley_face smooth_balls smooth_penis smooth_skin solo solo_dickgirl solo_focus solo_futa strawberry_blonde_hair striped striped_clothing sweat taker_pov testicles velonix wet yellow_hair
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170
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1girls 2025 ai_generated anchor anilvl animal_collar anime anime_girl anime_style ankle_cuffs artist_name ball_and_chain_restraint ball_gag bare_legs barefoot big_breasts big_chest black_collar black_hair blush bondage bound bound_ankles bound_arms bound_legs bound_wrists breasts broken broken_chain bust busty chained chains chest clenched_hands clitoral_hood clitoris collar crotch cuffs dripping_pussy earrings erect_nipples exposed_nipples exposed_pussy feet feet_up female female_genitalia flail genitals gold_chain handcuffs hard_nipples hi_res high_quality high_resolution highres holding_leash hook huge_breasts jewelry juicy_pussy lactation large_breasts leash leash_pull legs legs_apart linea_alba lock long_hair looking_at_viewer lying metal_collar midriff milking milking_machine navel nipples nipples_outside nude open_legs open_mouth patreon patreon_username prison prison_clothes pussy pussy_lips pussy_peek restrained sex_machine shackles shaved_pussy sickle slave slit solo splayed_legs spread_legs spreader_bar spy_x_family stable_diffusion studded_collar swing tight_pussy toes trembling uncensored uncensored_nipples uncensored_pussy uncensored_vagina vagina vaginal_penetration viewer_holding_leash vulva watermark wet_pussy yor_briar yor_forger
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1girls 2025 ai_generated anchor anilvl animal_collar anime anime_girl anime_style ankle_cuffs artist_name ball_and_chain_restraint ball_gag bare_legs barefoot big_breasts big_chest black_collar black_hair blush bondage bound bound_ankles bound_arms bound_legs bound_wrists breasts broken broken_chain bust busty chained chains chest clenched_hands clitoral_hood clitoris collar crotch cuffs dripping_pussy earrings erect_nipples exposed_nipples exposed_pussy feet feet_up female female_genitalia flail genitals gold_chain handcuffs hard_nipples hi_res high_quality high_resolution highres holding_leash hook huge_breasts jewelry juicy_pussy lactation large_breasts leash leash_pull legs legs_apart linea_alba lock long_hair looking_at_viewer lying metal_collar midriff milking milking_machine navel nipples nipples_outside nude open_legs open_mouth patreon patreon_username prison prison_clothes pussy pussy_lips pussy_peek restrained sex_machine shackles shaved_pussy sickle slave slit solo splayed_legs spread_legs spreader_bar spy_x_family stable_diffusion studded_collar swing tight_pussy toes trembling uncensored uncensored_nipples uncensored_pussy uncensored_vagina vagina vaginal_penetration viewer_holding_leash vulva watermark wet_pussy yor_briar yor_forger
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53
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bra bra_and_panties dc dc_comics female gao23 harleen_quinzel harley_quinn harley_quinn_(classic) heart_print panties pink_bra print_panties prison prison_clothes underwear
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bra bra_and_panties dc dc_comics female gao23 harleen_quinzel harley_quinn harley_quinn_(classic) heart_print panties pink_bra print_panties prison prison_clothes underwear
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214
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1girls 2025 ai_generated anilvl animal_collar anime anime_girl anime_style anus artist_name ass ball_and_chain_restraint ball_gag bangs barbed_wire bathroom big_ass big_breasts big_butt big_chest black_collar black_footwear black_hair blush bondage booty bound bound_ankles bound_arms bound_legs bound_wrists breasts breasts_apart brick_floor brick_wall broken broken_chain bubble_ass bubble_butt buckle bust busty buttocks chain-link_fence chained chains chest clitoral_hood clitoris collar crotch cuffs dripping_pussy erect_nipples exposed_anus exposed_nipples exposed_pussy eyebrows_visible_through_hair female female_genitalia flail folded genitals hair_between_eyes handcuffs hard_nipples headgear hi_res high_heel_boots high_heels high_quality high_resolution highres holding_leash honeycomb_(pattern) honeycomb_background juicy_pussy large_ass large_breasts leash legs_up long_hair looking_at_viewer metal_collar nipples nipples_outside open_mouth patreon patreon_username pavement plump_ass prison prison_clothes pussy pussy_juice pussy_lips pussy_peek red_eyes restrained round_ass shackles shaved_pussy shibari_over_clothes sidelocks silk slave slit smile solo spider_web spikes spreader_bar spy_x_family stable_diffusion standing stone_floor stone_wall tight_anus tight_pussy tile_floor tile_wall tiles toilet uncensored uncensored_nipples uncensored_pussy uncensored_vagina vagina viewer_holding_leash vulva wall watermark wet_pussy yor_briar yor_forger
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1girls 2025 ai_generated anilvl animal_collar anime anime_girl anime_style anus artist_name ass ball_and_chain_restraint ball_gag bangs barbed_wire bathroom big_ass big_breasts big_butt big_chest black_collar black_footwear black_hair blush bondage booty bound bound_ankles bound_arms bound_legs bound_wrists breasts breasts_apart brick_floor brick_wall broken broken_chain bubble_ass bubble_butt buckle bust busty buttocks chain-link_fence chained chains chest clitoral_hood clitoris collar crotch cuffs dripping_pussy erect_nipples exposed_anus exposed_nipples exposed_pussy eyebrows_visible_through_hair female female_genitalia flail folded genitals hair_between_eyes handcuffs hard_nipples headgear hi_res high_heel_boots high_heels high_quality high_resolution highres holding_leash honeycomb_(pattern) honeycomb_background juicy_pussy large_ass large_breasts leash legs_up long_hair looking_at_viewer metal_collar nipples nipples_outside open_mouth patreon patreon_username pavement plump_ass prison prison_clothes pussy pussy_juice pussy_lips pussy_peek red_eyes restrained round_ass shackles shaved_pussy shibari_over_clothes sidelocks silk slave slit smile solo spider_web spikes spreader_bar spy_x_family stable_diffusion standing stone_floor stone_wall tight_anus tight_pussy tile_floor tile_wall tiles toilet uncensored uncensored_nipples uncensored_pussy uncensored_vagina vagina viewer_holding_leash vulva wall watermark wet_pussy yor_briar yor_forger