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prison days:90

a week ago
42
0
ai_assisted ai_generated beautiful_girl big_ass big_breasts bluebird curvy demon_slayer female kimetsu_no_yaiba kochou_shinobu prison prison_cell prisoner sexy shinobu_kocho
0
ai_assisted ai_generated beautiful_girl big_ass big_breasts bluebird curvy demon_slayer female kimetsu_no_yaiba kochou_shinobu prison prison_cell prisoner sexy shinobu_kocho
2 weeks ago
42
0
abs athletic athletic_female athletic_futa ball_gag blizzard_entertainment blonde blonde_hair blood_elf blood_elf_futa blue_body blue_hair blue_skin boobs catias close_up_view cum cumming_in_ass cumming_inside cumming_while_penetrating cuti-chan ejaculation elf elf_female elf_futa erisandra_(oc) female fit fit_female fit_futa full_nelson full_nelson_anal futa_on_female futa_on_futa futanari green_body green_skin handjob jail jail_bars jail_cell jerkingoff kimiria_(oc) large_breasts lifted_by_another lifted_by_tentacles muscular muscular_female muscular_futa naked nalynth nalynth_pengu night_elf night_elf_female night_elf_futa notcuti orc orc_(warcraft) orc_futa original_character pink_body pink_skin prison prison_bars prison_cell restrained restrained_by_tentacles roleplay_character suspended suspended_in_midair suspended_via_tentacles tentacles vines warcraft white_hair world_of_warcraft
0
abs athletic athletic_female athletic_futa ball_gag blizzard_entertainment blonde blonde_hair blood_elf blood_elf_futa blue_body blue_hair blue_skin boobs catias close_up_view cum cumming_in_ass cumming_inside cumming_while_penetrating cuti-chan ejaculation elf elf_female elf_futa erisandra_(oc) female fit fit_female fit_futa full_nelson full_nelson_anal futa_on_female futa_on_futa futanari green_body green_skin handjob jail jail_bars jail_cell jerkingoff kimiria_(oc) large_breasts lifted_by_another lifted_by_tentacles muscular muscular_female muscular_futa naked nalynth nalynth_pengu night_elf night_elf_female night_elf_futa notcuti orc orc_(warcraft) orc_futa original_character pink_body pink_skin prison prison_bars prison_cell restrained restrained_by_tentacles roleplay_character suspended suspended_in_midair suspended_via_tentacles tentacles vines warcraft white_hair world_of_warcraft
2 weeks ago
41
0
ai_generated anal ass bent_over big_penis femboy feminine_male gangbang no_panties otoko_no_ko penis_in_ass prison prisoner redcherryart shorts_down sissy
0
ai_generated anal ass bent_over big_penis femboy feminine_male gangbang no_panties otoko_no_ko penis_in_ass prison prisoner redcherryart shorts_down sissy
5 days ago
40
0
after_anal ai_generated ass ass_up cum cum_in_ass cum_pool femboy feminine_male long_hair no_panties otoko_no_ko prison prisoner red_hair redcherryart sissy
0
after_anal ai_generated ass ass_up cum cum_in_ass cum_pool femboy feminine_male long_hair no_panties otoko_no_ko prison prisoner red_hair redcherryart sissy
a week ago
39
0
1boy 1girls 2026 ai_generated bangs big_ass big_breasts blonde_hair blowjob blue_eyes blush bondage braid cute cute_face darkness_(konosuba) deepthroat excited gag hair_ornament hand_on_head hand_up heart horny horny_female kono_subarashii_sekai_ni_shukufuku_wo kono_subarashii_sekai_ni_shukufuku_wo! konosuba long_hair looking_up naked naked_female patreon patreon_username ponytail prison prison_cell prisoner rissuai saliva_trail sexy sexy_body sexy_pose submissive submissive_female sucking_penis sweatdrop tongue_out torture_chamber
0
1boy 1girls 2026 ai_generated bangs big_ass big_breasts blonde_hair blowjob blue_eyes blush bondage braid cute cute_face darkness_(konosuba) deepthroat excited gag hair_ornament hand_on_head hand_up heart horny horny_female kono_subarashii_sekai_ni_shukufuku_wo kono_subarashii_sekai_ni_shukufuku_wo! konosuba long_hair looking_up naked naked_female patreon patreon_username ponytail prison prison_cell prisoner rissuai saliva_trail sexy sexy_body sexy_pose submissive submissive_female sucking_penis sweatdrop tongue_out torture_chamber
a week ago
39
0
ai_generated bigger_male cuckold dark-skinned_male exercise femboy gay gym interracial light-skinned_male prison prisoner rimming size_difference smaller_femboy smaller_male
0
ai_generated bigger_male cuckold dark-skinned_male exercise femboy gay gym interracial light-skinned_male prison prisoner rimming size_difference smaller_femboy smaller_male
a week ago
38
0
ai_assisted ai_generated beautiful_girl big_ass big_breasts bluebird curvy demon_slayer female kimetsu_no_yaiba kochou_shinobu prison prison_cell prisoner sexy shinobu_kocho
0
ai_assisted ai_generated beautiful_girl big_ass big_breasts bluebird curvy demon_slayer female kimetsu_no_yaiba kochou_shinobu prison prison_cell prisoner sexy shinobu_kocho
2 weeks ago
38
0
belly belly_inflation belly_on_ground big_belly big_breasts bloated bottomwear breasts bursting clothed clothing dwarf_fortress expansion force_feeding forced guard hi_res huge_belly inflation kobold liquid_inflation loincloth loincloth_only masked_female nipples out_of_breath overstuffed pained_expression prison prisoner rumbling_stomach scalie sinfullapis soaked stomach_torture strained stretch_marks topless torture torture_chamber vein veiny_belly water_inflation
0
belly belly_inflation belly_on_ground big_belly big_breasts bloated bottomwear breasts bursting clothed clothing dwarf_fortress expansion force_feeding forced guard hi_res huge_belly inflation kobold liquid_inflation loincloth loincloth_only masked_female nipples out_of_breath overstuffed pained_expression prison prisoner rumbling_stomach scalie sinfullapis soaked stomach_torture strained stretch_marks topless torture torture_chamber vein veiny_belly water_inflation
2 weeks ago
38
0
1girls 2boys 3d batman:_arkham_knight batman_(series) completely_naked completely_nude dc dc_comics erection fellatio female from_behind harley_quinn harley_quinn_(arkham) harley_quinn_(arkham_knight) harley_quinn_(classic) implied_penetration jail jail_cell male mmf_threesome naked naked_male nude nude_male oral oral_sex penetration penis pmmsfm prison prison_cell sex threesome
0
1girls 2boys 3d batman:_arkham_knight batman_(series) completely_naked completely_nude dc dc_comics erection fellatio female from_behind harley_quinn harley_quinn_(arkham) harley_quinn_(arkham_knight) harley_quinn_(classic) implied_penetration jail jail_cell male mmf_threesome naked naked_male nude nude_male oral oral_sex penetration penis pmmsfm prison prison_cell sex threesome
5 days ago
37
0
1boy after_anal after_sex anthro armwear balls bara barcode barcode_tattoo big_balls big_penis body_writing canid canine canis caught chain_piercing chained chains chest_hair cock_ring color colored criminal cum_on_body cumming daddy defeat defeat_sex defeated diederich_olsen dilf dirty_talk dominant domination ejaculation english english_text erect_penis erection fur furry furry_male furry_only gay guard heart highres horny huge_cock humanoid_penis knights_college large_penis male male_focus male_only miazuma_shouki missionary missionary_position muscular muscular_male nipples nude nude_male pecs pectorals penis penis_through_fly pierced_nipples piercing police prison prison_cell prisoner shirt shirt_lift submissive submissive_male sweat tattoo text text_bubble thick_penis unfinished vein veiny_penis wolf wolf_ears yaoi
0
1boy after_anal after_sex anthro armwear balls bara barcode barcode_tattoo big_balls big_penis body_writing canid canine canis caught chain_piercing chained chains chest_hair cock_ring color colored criminal cum_on_body cumming daddy defeat defeat_sex defeated diederich_olsen dilf dirty_talk dominant domination ejaculation english english_text erect_penis erection fur furry furry_male furry_only gay guard heart highres horny huge_cock humanoid_penis knights_college large_penis male male_focus male_only miazuma_shouki missionary missionary_position muscular muscular_male nipples nude nude_male pecs pectorals penis penis_through_fly pierced_nipples piercing police prison prison_cell prisoner shirt shirt_lift submissive submissive_male sweat tattoo text text_bubble thick_penis unfinished vein veiny_penis wolf wolf_ears yaoi
2 weeks ago
37
0
ai_generated blacked chess cuckold dark-skinned_male femboy gay interracial light-skinned_male original_character prison prisoner size_difference smaller_male
0
ai_generated blacked chess cuckold dark-skinned_male femboy gay interracial light-skinned_male original_character prison prisoner size_difference smaller_male
a week ago
36
0
1boy 1boy1girl 1girl1boy ai_generated alien alien/human alien_girl alien_humanoid anal_penetrated anal_sex black_mascara black_strap-on blush blushing_female blushing_male bondage breasts cell_bars censored_penis closed_eyes cuffed_wrists doggy_style doggy_style_position doggystyle_position dominatrix female female/male female_dominating_male female_domination female_on_male female_penetrating_male femdom flower golden-brown_hair hair_flower hair_ornament hardcore hardcore_sex jail jail_bars jail_cell jail_sex looking_down_at_partner male male/female male_fucked male_penetrated mascara medium_breasts mischievous_expression mischievous_grin mischievous_look mischievous_smile mistress_and_slave moaning moaning_in_pain moaning_in_pleasure moaning_male momo_velia_deviluke naked naked_female naked_male navel nude nude_female nude_male open_mouth pegging pegging_male penis pink_hair pink_hair_female prison prison_bars prison_cell purple_eyes purple_eyes_female restrained restrained_male sex shackled_wrists shackles short_hair slave slave_boy strap-on strap-on_dildo strap-on_harness strap-on_in_ass strap-on_sex sweat sweating sweating_body sweating_female sweating_male sweaty tail thighs to_love-ru to_love-ru_darkness yuuki_rito
0
1boy 1boy1girl 1girl1boy ai_generated alien alien/human alien_girl alien_humanoid anal_penetrated anal_sex black_mascara black_strap-on blush blushing_female blushing_male bondage breasts cell_bars censored_penis closed_eyes cuffed_wrists doggy_style doggy_style_position doggystyle_position dominatrix female female/male female_dominating_male female_domination female_on_male female_penetrating_male femdom flower golden-brown_hair hair_flower hair_ornament hardcore hardcore_sex jail jail_bars jail_cell jail_sex looking_down_at_partner male male/female male_fucked male_penetrated mascara medium_breasts mischievous_expression mischievous_grin mischievous_look mischievous_smile mistress_and_slave moaning moaning_in_pain moaning_in_pleasure moaning_male momo_velia_deviluke naked naked_female naked_male navel nude nude_female nude_male open_mouth pegging pegging_male penis pink_hair pink_hair_female prison prison_bars prison_cell purple_eyes purple_eyes_female restrained restrained_male sex shackled_wrists shackles short_hair slave slave_boy strap-on strap-on_dildo strap-on_harness strap-on_in_ass strap-on_sex sweat sweating sweating_body sweating_female sweating_male sweaty tail thighs to_love-ru to_love-ru_darkness yuuki_rito
2 weeks ago
36
0
amber_eyes anal anal_sex areola artist_name ass big_breasts big_butt bodily_fluids breast_grab breast_play breast_squeeze breasts breasts_squeezed_together bubble cell_bars clitoris clitoris_piercing clitoris_ring clothing collar cover cross_earrings cum cum_bubble cum_in_ass cum_in_vagina cum_inside cum_on_breasts cum_on_face dark_body dark_skin dragon dragon_horn dragon_tail duo dvd_cover ear_piercing ear_ring english_text fellatio female forced from_behind_position genital_fluids genital_piercing genitals hand_on_breast hat headgear headwear hi_res horn huge_breasts huge_butt invalid_tag larger_male male male/female multiple_positions mythological_creature mythological_scalie mythology nipple_piercing nipples open_mouth oral outercourse penetration penile penile_penetration penis penis_between_breasts penis_in_ass penis_in_mouth piercing prison prison_bars prison_cell rape ring_piercing scalie sex size_difference smaller_female spiked_collar spikes squeezing stevechopz tail tan-skinned_female tan_body tan_skin text text_box titjob tongue tongue_kiss tongue_out vaginal_fluids vaginal_penetration virtual_youtuber vtuber vulva vulva_piercing vulva_ring zentreya zentreya_(dragon) zentreya_(dragon)_(outlaw)
0
amber_eyes anal anal_sex areola artist_name ass big_breasts big_butt bodily_fluids breast_grab breast_play breast_squeeze breasts breasts_squeezed_together bubble cell_bars clitoris clitoris_piercing clitoris_ring clothing collar cover cross_earrings cum cum_bubble cum_in_ass cum_in_vagina cum_inside cum_on_breasts cum_on_face dark_body dark_skin dragon dragon_horn dragon_tail duo dvd_cover ear_piercing ear_ring english_text fellatio female forced from_behind_position genital_fluids genital_piercing genitals hand_on_breast hat headgear headwear hi_res horn huge_breasts huge_butt invalid_tag larger_male male male/female multiple_positions mythological_creature mythological_scalie mythology nipple_piercing nipples open_mouth oral outercourse penetration penile penile_penetration penis penis_between_breasts penis_in_ass penis_in_mouth piercing prison prison_bars prison_cell rape ring_piercing scalie sex size_difference smaller_female spiked_collar spikes squeezing stevechopz tail tan-skinned_female tan_body tan_skin text text_box titjob tongue tongue_kiss tongue_out vaginal_fluids vaginal_penetration virtual_youtuber vtuber vulva vulva_piercing vulva_ring zentreya zentreya_(dragon) zentreya_(dragon)_(outlaw)
2 weeks ago
36
0
2d 2d_(artwork) accurate_art_style anthro bones boss_monster card castle cum darkner deltarune deltarune_chapter_1 destructive_sex fucking game_over goat human image intestines jail king_(deltarune) king_of_spades kris_(deltarune) moss nonconsensual patreon penetration pixel_art pixelated prison prisoner ralsei ralsei_with_black_fur rape sprite subscribestar suicidalpixel susie susie_(deltarune) twitter_link watermark
0
2d 2d_(artwork) accurate_art_style anthro bones boss_monster card castle cum darkner deltarune deltarune_chapter_1 destructive_sex fucking game_over goat human image intestines jail king_(deltarune) king_of_spades kris_(deltarune) moss nonconsensual patreon penetration pixel_art pixelated prison prisoner ralsei ralsei_with_black_fur rape sprite subscribestar suicidalpixel susie susie_(deltarune) twitter_link watermark
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
35
0
ai_assisted ai_generated beautiful_girl big_ass big_breasts bluebird curvy demon_slayer female kimetsu_no_yaiba kochou_shinobu prison prison_cell prisoner sexy shinobu_kocho
0
ai_assisted ai_generated beautiful_girl big_ass big_breasts bluebird curvy demon_slayer female kimetsu_no_yaiba kochou_shinobu prison prison_cell prisoner sexy shinobu_kocho
a week ago
35
0
2boys ai_art ai_generated anal_insertion anal_sex anal_vore anthro ass ass_grab back_view balls balls_tuft bara bara_ass big_muscles big_pecs big_penis brown_body brown_fur canid canine canis clenched_teeth clothing dreamworks duo feral furry gay goonerism huge_ass humanoid_penis inset internal internal_view looking_back male male/male mr._snake_(the_bad_guys) mr._wolf_(the_bad_guys) muscular muscular_male pants_down patreon pecs penis precum prison scales scalie self_upload sharp_teeth shirt shirt_lift smug snake snake_in_ass snake_insertion spread_ass sweatpants tail the_bad_guys vore watermark white_shirt wolf x-ray yaoi yellow_body yellow_sclera
0
2boys ai_art ai_generated anal_insertion anal_sex anal_vore anthro ass ass_grab back_view balls balls_tuft bara bara_ass big_muscles big_pecs big_penis brown_body brown_fur canid canine canis clenched_teeth clothing dreamworks duo feral furry gay goonerism huge_ass humanoid_penis inset internal internal_view looking_back male male/male mr._snake_(the_bad_guys) mr._wolf_(the_bad_guys) muscular muscular_male pants_down patreon pecs penis precum prison scales scalie self_upload sharp_teeth shirt shirt_lift smug snake snake_in_ass snake_insertion spread_ass sweatpants tail the_bad_guys vore watermark white_shirt wolf x-ray yaoi yellow_body yellow_sclera
4 days ago
33
0
2futa abs ai_generated arcane arcane_caitlyn arcane_vi areolae arms_behind_back ass athletic athletic_futa balls ballsack bandage bandaged_arm bangs big_ass big_balls big_breasts big_butt big_cock big_penis big_thighs blowjob blue_eyes blue_hair blunt_bangs breasts breasts_out bubble_ass bubble_butt caitlyn_kiramman cock curvy_figure dick dickgirl dominant dripping drooling ear_piercing erect_penis erection fat_ass fat_cock fellatio fingerless_gloves from_side futa_on_female futa_only futa_sans_pussy futadom futanari gloves handcuffs hourglass_figure huge_ass huge_balls huge_breasts huge_butt huge_cock huge_thighs intersex jacket jail large_ass large_breasts large_penis league_of_legends long_hair looking_at_another looking_at_partner looking_at_penis looking_down looking_pleasured muscular muscular_futa nipples open_clothes oral oral_sex partially_clothed penis piercing police policewoman prison red_hair saliva sex short_hair sidecut slim_waist smile snowbullsara testicles thick_ass thick_hips thick_legs thick_penis thick_thighs thighs toned toned_futa tongue tongue_out veiny_penis wide_hips
0
2futa abs ai_generated arcane arcane_caitlyn arcane_vi areolae arms_behind_back ass athletic athletic_futa balls ballsack bandage bandaged_arm bangs big_ass big_balls big_breasts big_butt big_cock big_penis big_thighs blowjob blue_eyes blue_hair blunt_bangs breasts breasts_out bubble_ass bubble_butt caitlyn_kiramman cock curvy_figure dick dickgirl dominant dripping drooling ear_piercing erect_penis erection fat_ass fat_cock fellatio fingerless_gloves from_side futa_on_female futa_only futa_sans_pussy futadom futanari gloves handcuffs hourglass_figure huge_ass huge_balls huge_breasts huge_butt huge_cock huge_thighs intersex jacket jail large_ass large_breasts large_penis league_of_legends long_hair looking_at_another looking_at_partner looking_at_penis looking_down looking_pleasured muscular muscular_futa nipples open_clothes oral oral_sex partially_clothed penis piercing police policewoman prison red_hair saliva sex short_hair sidecut slim_waist smile snowbullsara testicles thick_ass thick_hips thick_legs thick_penis thick_thighs thighs toned toned_futa tongue tongue_out veiny_penis wide_hips
a week ago
33
0
2026 ai_generated bangs big_ass big_breasts black_latex blonde_hair blue_eyes blush bondage braid cute cute_face darkness_(konosuba) excited gag hair_ornament horny horny_female kono_subarashii_sekai_ni_shukufuku_wo kono_subarashii_sekai_ni_shukufuku_wo! konosuba long_hair patreon patreon_username ponytail prison prison_cell prisoner rissuai sexy sexy_body sexy_pose submissive submissive_female sweatdrop torture_chamber
0
2026 ai_generated bangs big_ass big_breasts black_latex blonde_hair blue_eyes blush bondage braid cute cute_face darkness_(konosuba) excited gag hair_ornament horny horny_female kono_subarashii_sekai_ni_shukufuku_wo kono_subarashii_sekai_ni_shukufuku_wo! konosuba long_hair patreon patreon_username ponytail prison prison_cell prisoner rissuai sexy sexy_body sexy_pose submissive submissive_female sweatdrop torture_chamber
2 weeks ago
32
0
ai_generated ass bent_over big_penis buttjob femboy feminine_male long_penis no_panties otoko_no_ko penis_on_ass pink_hair ponytail prison prisoner redcherryart sissy yaoi
0
ai_generated ass bent_over big_penis buttjob femboy feminine_male long_penis no_panties otoko_no_ko penis_on_ass pink_hair ponytail prison prisoner redcherryart sissy yaoi
a week ago
29
0
activision animal_genitalia animal_penis anthro areola ass bandicoot big_breasts bottomwear bottomwear_down bouncing_breasts bound bovid bovine breasts cape_buffalo chief_bogo clenched_teeth clothed clothing comic crash_(series) cuff_(restraint) danelaxy_(artist) digital_media_(artwork) disney dreadlocks duo equine_genitalia equine_penis erection feet female fingers fur genitals hair handcuffed handcuffs hi_res holding_arms holding_partner horn imminent_rape imminent_sex larger_male looking_at_genitalia looking_at_penis male male/female mammal marsupial metal_cuffs navel pants pants_down partially_clothed pawpads penis police police_uniform prison prison_cell prisoner rape restraints size_difference smaller_female smile tail teeth toes topless topless_anthro topless_female topwear undressing uniform urethra vein veiny_penis worried worried_face worried_look zootopia
0
activision animal_genitalia animal_penis anthro areola ass bandicoot big_breasts bottomwear bottomwear_down bouncing_breasts bound bovid bovine breasts cape_buffalo chief_bogo clenched_teeth clothed clothing comic crash_(series) cuff_(restraint) danelaxy_(artist) digital_media_(artwork) disney dreadlocks duo equine_genitalia equine_penis erection feet female fingers fur genitals hair handcuffed handcuffs hi_res holding_arms holding_partner horn imminent_rape imminent_sex larger_male looking_at_genitalia looking_at_penis male male/female mammal marsupial metal_cuffs navel pants pants_down partially_clothed pawpads penis police police_uniform prison prison_cell prisoner rape restraints size_difference smaller_female smile tail teeth toes topless topless_anthro topless_female topwear undressing uniform urethra vein veiny_penis worried worried_face worried_look zootopia
3 weeks ago
29
0
1boy bent_over black_choker bon_(pixiv84768737) bondage bouncing_breasts breast_tattoo breasts chains choker commentary_request commission cowboy_shot dark-skinned_male dark_skin fate/grand_order fate_(series) female female_ejaculation green_hair heart heart-shaped_pupils heart_tattoo highres horns interracial kiyohime_(fate) lactation long_hair nipples nude pixiv_commission prison pubic_tattoo pussy_juice restrained sex slave standing standing_sex symbol-shaped_pupils tattoo thighhighs tongue tongue_out torn_clothes torn_thighhighs very_dark_skin white_horns white_thighhighs yellow_eyes
0
1boy bent_over black_choker bon_(pixiv84768737) bondage bouncing_breasts breast_tattoo breasts chains choker commentary_request commission cowboy_shot dark-skinned_male dark_skin fate/grand_order fate_(series) female female_ejaculation green_hair heart heart-shaped_pupils heart_tattoo highres horns interracial kiyohime_(fate) lactation long_hair nipples nude pixiv_commission prison pubic_tattoo pussy_juice restrained sex slave standing standing_sex symbol-shaped_pupils tattoo thighhighs tongue tongue_out torn_clothes torn_thighhighs very_dark_skin white_horns white_thighhighs yellow_eyes
5 days ago
27
0
3girls 4boys all_fours ass ass_up behind_glass blonde_hair clothed_male_nude_female english english_text exhibitionism explanation female femsub hairless_pussy helpless humiliation lineup looking_at_pussy male maledom meeps123 nipples objectification on_back on_display phone png presenting prison prostitution public_nudity punishment pussy scenes_from_leda_women’s_prison text uncensored
0
3girls 4boys all_fours ass ass_up behind_glass blonde_hair clothed_male_nude_female english english_text exhibitionism explanation female femsub hairless_pussy helpless humiliation lineup looking_at_pussy male maledom meeps123 nipples objectification on_back on_display phone png presenting prison prostitution public_nudity punishment pussy scenes_from_leda_women’s_prison text uncensored
2 weeks ago
27
0
ai_generated arm_wrestling dark-skinned_male femboy gay interracial light-skinned_male original_characters playful prison prisoner
0
ai_generated arm_wrestling dark-skinned_male femboy gay interracial light-skinned_male original_characters playful prison prisoner
4 days ago
26
0
2futa abs ai_generated arcane arcane_caitlyn arcane_vi areolae arms_behind_back ass athletic athletic_futa balls ballsack bandage bandaged_arm bangs big_ass big_balls big_breasts big_butt big_cock big_penis big_thighs blowjob blue_eyes blue_hair blunt_bangs breasts breasts_out bubble_ass bubble_butt caitlyn_kiramman cock curvy_figure dick dickgirl dominant dripping drooling ear_piercing erect_penis erection fat_ass fat_cock fingerless_gloves from_side futa_on_female futa_only futa_sans_pussy futadom futanari gloves handcuffs handjob hourglass_figure huge_ass huge_balls huge_breasts huge_butt huge_cock huge_thighs intersex jacket jail large_ass large_breasts large_penis league_of_legends long_hair looking_at_another looking_at_partner looking_at_penis looking_down looking_pleasured muscular muscular_futa nipples open_clothes oral oral_sex partially_clothed penis piercing police policewoman precum prison red_hair saliva sex short_hair sidecut slim_waist smile snowbullsara testicles thick_ass thick_hips thick_legs thick_penis thick_thighs thighs toned toned_futa tongue tongue_out veiny_penis wide_hips
0
2futa abs ai_generated arcane arcane_caitlyn arcane_vi areolae arms_behind_back ass athletic athletic_futa balls ballsack bandage bandaged_arm bangs big_ass big_balls big_breasts big_butt big_cock big_penis big_thighs blowjob blue_eyes blue_hair blunt_bangs breasts breasts_out bubble_ass bubble_butt caitlyn_kiramman cock curvy_figure dick dickgirl dominant dripping drooling ear_piercing erect_penis erection fat_ass fat_cock fingerless_gloves from_side futa_on_female futa_only futa_sans_pussy futadom futanari gloves handcuffs handjob hourglass_figure huge_ass huge_balls huge_breasts huge_butt huge_cock huge_thighs intersex jacket jail large_ass large_breasts large_penis league_of_legends long_hair looking_at_another looking_at_partner looking_at_penis looking_down looking_pleasured muscular muscular_futa nipples open_clothes oral oral_sex partially_clothed penis piercing police policewoman precum prison red_hair saliva sex short_hair sidecut slim_waist smile snowbullsara testicles thick_ass thick_hips thick_legs thick_penis thick_thighs thighs toned toned_futa tongue tongue_out veiny_penis wide_hips
a week ago
26
0
after_anal ai_generated ass big_penis blonde_hair cum cum_in_ass cum_on_ass femboy feminine_male male medium_hair no_panties otoko_no_ko prison prisoner redcherryart sissy yaoi
0
after_anal ai_generated ass big_penis blonde_hair cum cum_in_ass cum_on_ass femboy feminine_male male medium_hair no_panties otoko_no_ko prison prisoner redcherryart sissy yaoi
2 weeks ago
25
0
blindfold blindfolded_female bondage comic comic_page crotch_rope didnapper didnapper_2 female femsub framed gagged_speech helmet helpless helpless_female issa94 knight knight_armor large_breasts male maledom muffled_moaning otm_gag prison prisoner restrained rope_bondage seles skin_tight_outfit tagme thick_ass thick_thighs
0
blindfold blindfolded_female bondage comic comic_page crotch_rope didnapper didnapper_2 female femsub framed gagged_speech helmet helpless helpless_female issa94 knight knight_armor large_breasts male maledom muffled_moaning otm_gag prison prisoner restrained rope_bondage seles skin_tight_outfit tagme thick_ass thick_thighs
a week ago
24
0
1girl 2boys ai_generated all_fours arched_back argonian argonian_female ass_grab bad_end bara beard bondage broken_horn chain_leash chained cum_in_mouth cum_in_pussy cum_on_breasts cum_pool deep_penetration deepthroat dimples_of_venus double_penetration enslaved excessive_cum execution fellatio female forced gangbang green_scales hairy_male horn_grab implied_snuff large_breasts large_male large_penis peril prison prisoner pubic_hair reptilian scales scalie sex_from_behind sex_slave skyrim spitroast tail the_elder_scrolls vaginal_penetration
0
1girl 2boys ai_generated all_fours arched_back argonian argonian_female ass_grab bad_end bara beard bondage broken_horn chain_leash chained cum_in_mouth cum_in_pussy cum_on_breasts cum_pool deep_penetration deepthroat dimples_of_venus double_penetration enslaved excessive_cum execution fellatio female forced gangbang green_scales hairy_male horn_grab implied_snuff large_breasts large_male large_penis peril prison prisoner pubic_hair reptilian scales scalie sex_from_behind sex_slave skyrim spitroast tail the_elder_scrolls vaginal_penetration
5 days ago
22
0
1monster ai_generated breast_press choker cock_hungry cock_worship cum cum_in_pussy drooling female glistening_body huge_balls huge_breasts huge_cock huge_nipples isitaitho karryn's_prison karryn_(karryn's_prison) kunaboto_(style) looking_at_penis lying_on_stomach monster monster_cock orc_male penis_awe penis_over_head penis_over_one_eye prison pubic_hair purple_eyes purple_hair short_hair smegma sweat tanline veiny_penis
0
1monster ai_generated breast_press choker cock_hungry cock_worship cum cum_in_pussy drooling female glistening_body huge_balls huge_breasts huge_cock huge_nipples isitaitho karryn's_prison karryn_(karryn's_prison) kunaboto_(style) looking_at_penis lying_on_stomach monster monster_cock orc_male penis_awe penis_over_head penis_over_one_eye prison pubic_hair purple_eyes purple_hair short_hair smegma sweat tanline veiny_penis
a week ago
21
0
absurd_res anthro ball_gag canid canine canis chains chastity_(disambiguation) clothing cuff_(restraint) gag grope hi_res hiconnen latex male mammal null_bulge prison prisoner restraints shackles straitjacket struggling suit superomegawolf3700 touched wolf
0
absurd_res anthro ball_gag canid canine canis chains chastity_(disambiguation) clothing cuff_(restraint) gag grope hi_res hiconnen latex male mammal null_bulge prison prisoner restraints shackles straitjacket struggling suit superomegawolf3700 touched wolf
2 weeks ago
21
0
bondage comic comic_page didnapper didnapper_2 female female_only framed gagged_female issa94 prison prisoner seles tagme
0
bondage comic comic_page didnapper didnapper_2 female female_only framed gagged_female issa94 prison prisoner seles tagme
a week ago
20
0
1boy 1girls ahegao areolae artist_name breasts brown_eyes brown_hair cowgirl_position cum cum_in_pussy cum_inside deadman_wonderland dubious_consent duo ear_ring female female_focus female_penetrated handcuffed handcuffs hat headwear headwear_only hoop_ear_ring john_doe kiwako_makina_flugel large_breasts light-skinned_female light-skinned_male light_skin male male/female male_penetrating male_penetrating_female male_pov mammal nipples nude nude_female nude_male onetruejohndoe open_mouth penetration penis penis_in_pussy pov prison prison_bars prison_cell prisoner pussy restrained sex straight sweat sweatdrop sweating tongue tongue_out unseen_male_face vagina vaginal vaginal_penetration vaginal_sex
0
1boy 1girls ahegao areolae artist_name breasts brown_eyes brown_hair cowgirl_position cum cum_in_pussy cum_inside deadman_wonderland dubious_consent duo ear_ring female female_focus female_penetrated handcuffed handcuffs hat headwear headwear_only hoop_ear_ring john_doe kiwako_makina_flugel large_breasts light-skinned_female light-skinned_male light_skin male male/female male_penetrating male_penetrating_female male_pov mammal nipples nude nude_female nude_male onetruejohndoe open_mouth penetration penis penis_in_pussy pov prison prison_bars prison_cell prisoner pussy restrained sex straight sweat sweatdrop sweating tongue tongue_out unseen_male_face vagina vaginal vaginal_penetration vaginal_sex
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 days ago
18
0
after_anal ai_generated androgynous ass ass_focus balls blonde_hair cum cum_in_ass cum_pool male male_only medium_hair no_panties otoko_no_ko prison prisoner redcherryart sissy spread_ass
0
after_anal ai_generated androgynous ass ass_focus balls blonde_hair cum cum_in_ass cum_pool male male_only medium_hair no_panties otoko_no_ko prison prisoner redcherryart sissy spread_ass
a week ago
18
0
1boy 1girls areolae artist_name breasts brown_eyes brown_hair cowgirl_position deadman_wonderland dubious_consent duo ear_ring female female_focus female_penetrated handcuffed handcuffs hat headwear headwear_only hoop_ear_ring john_doe kiwako_makina_flugel large_breasts light-skinned_female light-skinned_male light_skin male male/female male_penetrating male_penetrating_female male_pov mammal nipples nude nude_female nude_male onetruejohndoe penetration penis penis_in_pussy pov prison prison_bars prison_cell prisoner pussy restrained sex straight sweat sweatdrop sweating unseen_male_face vagina vaginal vaginal_penetration vaginal_sex
0
1boy 1girls areolae artist_name breasts brown_eyes brown_hair cowgirl_position deadman_wonderland dubious_consent duo ear_ring female female_focus female_penetrated handcuffed handcuffs hat headwear headwear_only hoop_ear_ring john_doe kiwako_makina_flugel large_breasts light-skinned_female light-skinned_male light_skin male male/female male_penetrating male_penetrating_female male_pov mammal nipples nude nude_female nude_male onetruejohndoe penetration penis penis_in_pussy pov prison prison_bars prison_cell prisoner pussy restrained sex straight sweat sweatdrop sweating unseen_male_face vagina vaginal vaginal_penetration vaginal_sex
2 weeks ago
18
0
bondage comic comic_page didnapper didnapper_2 female framed gagged_female issa94 male prison prisoner seles tagme
0
bondage comic comic_page didnapper didnapper_2 female framed gagged_female issa94 male prison prisoner seles tagme
3 weeks ago
18
0
1girl abs ai_generated alternate_breast_size bikini black_hair blonde_hair blue_bikini blush braid braided_bun breasts cameltoe double_bun from_below green_eyes green_hair grin hair_bun jojo's_bizarre_adventure jolyne_kujo large_breasts lips looking_at_viewer looking_down multicolored_hair navel patreon_logo patreon_username prison shiny_skin skindentation smile solo stomach stone_ocean sweat swimsuit thick_thighs thighs toned two-tone_hair underboob web_address wet wumpart
0
1girl abs ai_generated alternate_breast_size bikini black_hair blonde_hair blue_bikini blush braid braided_bun breasts cameltoe double_bun from_below green_eyes green_hair grin hair_bun jojo's_bizarre_adventure jolyne_kujo large_breasts lips looking_at_viewer looking_down multicolored_hair navel patreon_logo patreon_username prison shiny_skin skindentation smile solo stomach stone_ocean sweat swimsuit thick_thighs thighs toned two-tone_hair underboob web_address wet wumpart
3 weeks ago
18
0
1boy 1woman ai_generated anilingus femdom licking licking_ass milf prison straight
0
1boy 1woman ai_generated anilingus femdom licking licking_ass milf prison straight
a week ago
17
0
ai_generated big_breasts cleavage curvy_figure isitaitho karryn's_prison prison purple_eyes purple_hair sultry_gaze
0
ai_generated big_breasts cleavage curvy_figure isitaitho karryn's_prison prison purple_eyes purple_hair sultry_gaze
2 weeks ago
17
0
1girls ai_generated akamatsu_kaede chubby chubby_female danganronpa english_text prison prison_uniform
0
1girls ai_generated akamatsu_kaede chubby chubby_female danganronpa english_text prison prison_uniform
2 weeks ago
17
0
100racs 1girls ailurid anthro bodysuit bondage bondage_gear bondage_gloves bound breasts chains chastity chastity_belt chastity_device clothing collar cuff_(restraint) ear_piercing ear_tag female female_chastity female_only femsub frustrated handwear hi_res hood latex latex_bodysuit latex_clothing latex_hood latex_skinsuit mammal metal_collar metal_cuffs muffled muzzle_(object) muzzled orgasm_denial pawpads piercing prison prisoner red_panda restraints sitting skinsuit solo tail tight_clothing
0
100racs 1girls ailurid anthro bodysuit bondage bondage_gear bondage_gloves bound breasts chains chastity chastity_belt chastity_device clothing collar cuff_(restraint) ear_piercing ear_tag female female_chastity female_only femsub frustrated handwear hi_res hood latex latex_bodysuit latex_clothing latex_hood latex_skinsuit mammal metal_collar metal_cuffs muffled muzzle_(object) muzzled orgasm_denial pawpads piercing prison prisoner red_panda restraints sitting skinsuit solo tail tight_clothing
2 weeks ago
16
0
absurd_res after_transformation anthony_sigulda anthro balls bdsm_collar bdsm_gear becoming_erect black_border bodily_fluids bondage bondage_gear border bound canid canine canis captured chain_jewelry chained chained_cuffs chains chastity_cage chastity_cage_only chastity_device chastity_device_only clothing collar collar_only collar_ring collar_tag criegrrunov cuff_(restraint) cuff_bracelet cuffed_ankles cum denied dialogue dialogue_box digitigrade energy erection eyelashes eyewear fairy frustrated fur genital_fluids genitals green_eyes grey_body grey_fur grey_hair growling hair handcuffs handwear heart_symbol hearts_(suit) heterochromia hi_res knot knot_root knotted_penis leaking leaking_cum leaking_precum long_term looking_at_viewer looking_back male mammal mature_anthro mature_male metal_collar metal_cuffs mitten_hands mittens muzzle_(object) muzzled mythological_canine mythological_creature mythology neon neon_lights nude nudist penis pent_up portal_ring precum prison prison_bars prison_cell prisoner red_eyes restrained restraints shaking shaking_legs solo struggling submissive submissive_anthro submissive_male tail tease_and_denial teased teasing text trapdoor trapped wearing_chastity_cage wearing_chastity_device werecanid werecanine werecreature werewolf wire_basket_muzzle wolf
0
absurd_res after_transformation anthony_sigulda anthro balls bdsm_collar bdsm_gear becoming_erect black_border bodily_fluids bondage bondage_gear border bound canid canine canis captured chain_jewelry chained chained_cuffs chains chastity_cage chastity_cage_only chastity_device chastity_device_only clothing collar collar_only collar_ring collar_tag criegrrunov cuff_(restraint) cuff_bracelet cuffed_ankles cum denied dialogue dialogue_box digitigrade energy erection eyelashes eyewear fairy frustrated fur genital_fluids genitals green_eyes grey_body grey_fur grey_hair growling hair handcuffs handwear heart_symbol hearts_(suit) heterochromia hi_res knot knot_root knotted_penis leaking leaking_cum leaking_precum long_term looking_at_viewer looking_back male mammal mature_anthro mature_male metal_collar metal_cuffs mitten_hands mittens muzzle_(object) muzzled mythological_canine mythological_creature mythology neon neon_lights nude nudist penis pent_up portal_ring precum prison prison_bars prison_cell prisoner red_eyes restrained restraints shaking shaking_legs solo struggling submissive submissive_anthro submissive_male tail tease_and_denial teased teasing text trapdoor trapped wearing_chastity_cage wearing_chastity_device werecanid werecanine werecreature werewolf wire_basket_muzzle wolf