75 / prison -- 3776

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3 Years 7 Months ago

eti (utopianvee) kiva (utopianvee) pea (utopianvee)

mammal eeveelution eevee vaporeon shiny pokémon pokémon cumporeon generation 1 pokemon

nintendo pokémon go to horny jail

first person view group sex animal genitalia looking at viewer pussy text high resolution erection male/female penis <3 orgasm open mouth cum cum inside nintendo video games lying feral knot on back pawpads paws penetration anal anal penetration missionary position vagina anthro on feral bestiality cum in ass 3 toes toes knotting cumshot soles animal penis canine penis heart symbol looking pleasured raised leg meme feet animated leaking ejaculation male penetrating male point of view point of view simple background trio grabbing cum leaking text male pov grabbing from behind sound effects english text cum from ass has audio leaking cum assisted sex anal knotting prison genitals sound effect penile genitalia bodily fluids anthropomorphism penis in ass webm anthro penetrating feral penile penetration anthro penetrating female penetrated feral penetrated male penetrating female animated hi res genital fluids webm meme english text gen 1 pokémon short playtime sound from front position anthro pov e621 25098 (e621)

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aron (karryn's prison) noinim (karryn's prison)

mammal humanoid scalie lizard reptile primate goblin yeti

karryn's prison

group group sex sex threesome blush text ass bdsm bent over bondage bound chain clothing fur hair high resolution shirt tuft white fur disembodied penis erection humanoid penis penis balls orgasm tongue tongue out mane open mouth cum cum inside black sclera absurd resolution smile cum on body backsack perineum cum on face face penetration anal anal penetration male/male masturbation cum in ass muscles muscular purple eyes toes big dom small sub larger male size difference anthro on anthro collar cumshot handjob grin abs big penis cum on penis detailed background white balls looking pleasured green body yellow sclera big balls large testicles penile masturbation testicles pants smaller male underwear black eyes eyebrows 4 toes feet grey fur from behind position glans duo focus silhouette cum on balls ejaculation disembodied hand fist fire male penetrating anal sex large penis striped stripes red penis large ass grey hair larger anthro reach around cum string muscular male grabbing white hair text white body male domination eyes smirk cum on ground cum pool arms tied humanoid green penis english text foreskin cutaway submissive motion lines green skin thrusting cum from ass white penis grey body cum on hands multiple angles brick wall hand on penis furgonomics black clothing black topwear penis size difference torch facial expression striped shirt ball size difference black bottomwear black collar reach-around accessory text box black pants white topwear thick eyebrows striped bottomwear dominant male submissive male black shirt prison white clothing white shirt smaller anthro striped clothing ball tuft white bottomwear striped topwear white underwear genitals gameplay mechanics humanoid genitalia bound arms hands on ass penile colored sclera dominant anal orgasm white pants genitalia bodily fluids anthropomorphism topwear grabbing ass tail accessory striped pants pink glans tail collar male penetrated pattern clothing detailed background bottomwear anthro penetrating cryptid plap anthro penetrated anthro penetrating anthro larger dom smaller sub absurd res hi res pattern bottomwear pattern topwear genital fluids english text submissive anthro male penetrating male wall (structure) pattern shirt red perineum muscular anthro pattern pants dominant anthro text box gameplay mechanics 2022 2022 aron (karryn's prison) noinim (karryn's prison)

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3 Years 7 Months ago

Score: 0.013

image/jpeg 365.23 kiB

thedragonred12

explicit

male

canine mammal ambiguous species canid

sex anus text bottomless claws clothing duo fur clothed hair high resolution shirt tuft armpits erection humanoid penis nipples penis solo focus balls dialogue tongue open mouth cum cum inside lying on back perineum penetration anal anal penetration male/male cum in ass muscles muscular teeth navel biceps pecs sweat abs big penis condom filled condom thick thighs raised leg big balls huge balls large testicles testicles vein veiny penis thighs huge penis eyebrows cuffs torn clothes torn clothing male penetrating thick penis handcuffs large penis muscular male text beard facial hair big muscles cum splatter armpit hair fence body hair chest hair english text foreskin bareback police officer restraints prisoner torn shirt huge muscles barazoku prison obliques torn topwear genitals humanoid genitalia large male penile genitalia bodily fluids bara anthropomorphism topwear penis in ass penile penetration male penetrated narrowed eyes anthro penetrated hi res genital fluids english text male penetrating male metal cuffs dialogue sexual barrier device muscular anthro cuff (restraint) 2022 2022 torn tank top

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alexstrasza alexstrasza the life-binder

mammal human humanoid dragon animal humanoid orc dragon humanoid horned humanoid

warcraft world of warcraft blizzard entertainment

sex anus text ass bent over bottomless breasts chain clothing duo nude panting clothed hair high resolution erection humanoid penis male/female penis balls dialogue straight open mouth cum cum inside video games mostly nude penetration ears anal anal penetration masturbation vagina milf interspecies from behind cum in ass muscles muscular forced horn horns larger male rape size difference 3d rendering digital media collar moan armor inside cum drip slave big penis dripping testicles dress 1 female thighs eyebrows jewelry heavy breathing blizzard entertainment balls deep animated chained creampie domination no underwear partially clothed male penetrating red hair dark skin large penis being watched hair ornament bouncing balls makeup muscular male breath grabbing text lipstick male domination pointy ears mature female insult 1 male indoors captured video game humanoid shaved pussy open eyes english text submissive blender no panties large filesize 16:9 aspect ratio swing mascara medium breasts maledom breathing pulling legs together rough sex has audio horn grab looking at another blender dark-skinned male no pubic hair nude male medium length hair sex slave light-skinned female prisoner accessory running makeup completely nude submissive female dominant male light skin clothing aside prison threatening neck collar hair accessory jerking medium hair genitals enslaved bending down male masturbation seamless loop functionally nude humanoid genitalia talking thrown penile dragon horns dominant clothed female horn jewelry genitalia bodily fluids shoulder armor leg armor horned humanoid prison bars holding waist useless tags pulled by another armored dress penis in ass long eyebrows sex from behind webm multi horn slave collar waiting in line grunting penile penetration multiple horns dragon aspect video breeding slave female penetrated dark body male penetrating female dragon eyes horn pull digital media (artwork) alternate version at source 16:9 3d (artwork) orc male loop animated hi res humanoid pointy ears genital fluids webm english text alternate version available cumming inside dialogue talking to another functionally nude female light body widescreen jerk off completely nude male short playtime sound voice acted ejaculating cum english dialogue thrusting into ass horde domination voice acted mythical character waiting for turn dragon horn slutty outfit chained neck cinderdyad lewd armor mcnorsk mcnorskva thrown away

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3 Years 7 Months ago

Score: 0.018

image/jpeg 575.85 kiB

dyna soar

safe

male

howard the duck duckman (character) willibald feivel cornfed (duckman)

mammal avian bird duck suina suid sus (pig) domestic pig anatid anseriform

duckman twin peaks

group clothing hair high resolution sitting black sclera eyewear glasses chair blue background black eyes eyebrows cuffs pink skin long hair yellow body beak feathers suit red hair handcuffs black background simple background pink body hat trio comic headgear microphone jacket necktie thumbs up drawing headwear gesture yellow feathers furniture restraints blue clothing prisoner illustration prison supernatural colored sclera low light prison uniform anthropomorphism orange beak topwear glass window soundboard black necktie neckwear black background blue background dark background 2 panel comic hi res comic metal cuffs grey suit white dress shirt cuff (restraint) beak open

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mammal feline cheetah antelope gazelle bovid springbok felid true antelope

duo mammal high resolution male/female dialogue feline wide hips hyper overweight obese torture weight gain comic dungeon hips binding thief immobile feeding tube antelope gazelle prison guard anthropomorphism springbok felid hi res comic true antelope hanging by arms scientific instrument medical instrument dialogue sequence sam2up

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3 Years 8 Months ago

Score: 0.008

image/jpeg 801.10 kiB

kamudragon

explicit

male

mr. wolf (the bad guys) mr. shark (the bad guys)

canine mammal fish marine shark wolf canid canis

dreamworks the bad guys

sex blush bdsm bondage bound duo fur mammal nude high resolution erection humanoid penis penis tongue tongue out open mouth brown fur absurd resolution smile face penetration anal anal penetration male/male big dom small sub larger male size difference anthro on anthro open smile sweat countershading smaller male precum fish marine shark overweight arms behind back hands behind back wolf male penetrating anal sex male domination arms tied submissive grey body brown body overweight male dreamworks facial expression dominant male submissive male prison canid genitals humanoid genitalia bound arms penile dominant genitalia bodily fluids canis anthropomorphism penile penetration male penetrated anthro penetrating anthro penetrated anthro penetrating anthro larger dom smaller sub absurd res hi res genital fluids male penetrating male overweight anthro smaller penetrated 2021 2021

67e7acd787cbb9db59a4af141f9dea8a7a7f086b4f821823fd6b453509b9e6e1

3 Years 8 Months ago

Score: 0.017

image/jpeg 226.28 kiB

kitfox-crimson

questionable

male

canine mammal dog caprine goat bovid canid dobermann canis domestic dog pinscher

text clothing duo fur shirt lying multicolored fur ears bed eyes closed pain closed eyes ear piercing piercing two tone fur monochrome pants speech bubble long ears cuffs handcuffs comic text poster blood sound effects sketch hand on head screaming english text motion lines monochrome onomatopoeia two tone body toilet multicolored body attack police baton furniture restraints prisoner speech bubble pockets baton prison imminent death immobilization sound effect stepped on slam bodily fluids prison cell prison uniform anthropomorphism lying on ground prison guard topwear pained expression bottomwear blood puddle stepping on head whack sketch black and white comic english text metal cuffs cuff (restraint)

c03f0b2b7cd6919d5899bf5e6b5d8b36e23c42e6fe21f05c690c8ea532fd176c

3 Years 8 Months ago

Score: 0.011

image/jpeg 372.00 kiB

canine mammal dog mustelid german shepherd canid canis domestic dog mustela musteline herding dog pastoral dog true musteline

blacksad

text clothing dialogue eyewear glasses smile face sweat speech bubble biped hat comic text headgear border white border english text headwear brown body facial expression speech bubble prison bodily fluids anthropomorphism url comic dialogue 2022 2022

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stith background character fenrir (smite) rivet (ratchet and clank)

mammal scalie reptile cyborg alien lombax

patreon ratchet and clank titan a.e. don bluth sony corporation sony interactive entertainment

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366f40b7600eaeab7877f33a88805eabbff54e7f73d93d82f06bd225e21eb0da

3 Years 8 Months ago

Score: 0.015

image/jpeg 201.68 kiB

kitfox-crimson

explicit

male

canine mammal dog caprine goat bovid canid dobermann canis domestic dog pinscher

text clothing duo fur lying multicolored fur face eyes closed closed eyes two tone fur monochrome speech bubble cuffs footwear shoes handcuffs comic text blood sound effects sketch english text gore death monochrome onomatopoeia two tone body multicolored body crush restraints prisoner speech bubble blood splatter prison imminent death blood on face sound effect slam bodily fluids runway prison cell prison uniform anthropomorphism blood on mouth lying on ground prison guard blood puddle blood on head sketch black and white comic english text metal cuffs cuff (restraint) crushed head door crush

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canine mammal wolf canid canis

bdsm blue eyes bondage bound fur mammal high resolution solo white fur absurd resolution orange fur rope gag arms behind back wolf gagged white body eyes padlock ball submissive lock orange body punishment buckle chastity cage rope harness shibari frustration chastity cage muzzle (disambiguation) bindings restraints prisoner hogtied prison canid discipline hogtie canis watermark chastity device binds detailed background absurd res hi res cell (disambiguation)

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mammal rodent rat murine murid

clothing fur clothed hair solo spread legs spreading eyes closed teeth closed eyes food long hair grey fur eating legs dessert cake grey body cage long sleeves prisoner prison nonchalant anthropomorphism conditional dnp 2020 2020

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3 Years 8 Months ago

Score: 0.023

image/jpeg 814.91 kiB

henka henk 241dg4sazprw

explicit

female male

finn the human princess bonnibel bubblegum princess bubblegum

mammal human humanoid food creature living candy

adventure time cartoon network

sex anus blush pussy ass bottomless clothing duo pussy juice clothed hair high resolution shirt male/female penis balls vaginal open mouth blonde hair loli young penetration vaginal penetration vagina eyes closed teeth closed eyes navel sweat feet food belly partially clothed footwear shoes pink body pink hair dessert 1 shota humanoid candy cartoon network robe not furry blue shirt blue clothing blue topwear full nelson prison genitals penile genitalia bodily fluids bottomless male underaged topwear censored carrying position sitting sex hi res genital fluids 2d art bottomless female 16649193 underaged male 100487543 ロリバブルガム / loli bubblegum ロリバブルガム _ loli bubblegum

efc8b4bd834f1ff223dc8bb981bf63eb03f7705827e087f62772f541b449e8d3

3 Years 8 Months ago

Score: 0.015

image/jpeg 217.92 kiB

kitfox-crimson

safe

male

canine mammal dog caprine goat bovid canid dobermann canis domestic dog pinscher

text duo hair dialogue open mouth smile face ears horn horns building cloud sky hand on leg pose monochrome sign speech bubble long ears towel pin-up pinup comic text hand behind back poster smirk facial hair border sketch fence scar english text motion lines monochrome mustache attack looking at another facial expression outside border prisoner speech bubble baton prison speed lines eye scar facial scar greeting scar across eye prison cell prison uniform anthropomorphism prison guard sketch black and white comic english text dialogue hand on own leg

d6a00a1a7e09131881e5623be69123ca37bf627e0b2d67e0f00c182f0d78555d

3 Years 8 Months ago

Score: 0.017

image/jpeg 236.90 kiB

kitfox-crimson

safe

female male

professor virginia burret

canine mammal feline canid canis felid

stolen generation

group text clothing fur hair dialogue eyewear smile face ears plant cloud sky grin monochrome pants speech bubble grass tree long ears machine long hair arms behind back hands behind back footwear shoes trio comic text looking away thinking eyes border sketch fence english text perspective monochrome sunglasses profanity pointing destruction thought bubble power armor gesture looking at another evil grin facial expression outside border prisoner speech bubble escape security guard pockets looking at partner prison foreshadowing prison uniform anthropomorphism prison guard hole in wall hole (pit) security uniform bottomwear sketch black and white comic english text dialogue implants (disambiguation)

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3 Years 8 Months ago

Score: 0.005

image/jpeg 286.50 kiB

ruanshi

explicit

female male

nana (mithrilfoxsheppard)

canine mammal scalie reptile hyena lizardman hyaenid

text duo pussy juice high resolution male/female dialogue forced rape tears slave teasing gag gagged comic text prison bodily fluids anthropomorphism hi res genital fluids comic dialogue

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brok (character) sin (brok the investigator) graff filsh

mammal feline scalie reptile marsupial crocodilian kangaroo alligator domestic cat felid felis macropod alligatorid

brok the investigator

text clothing duo high resolution shirt kemono video games eyes closed tears closed eyes pants overweight belly angry biped hat text headgear headwear prison japanese text bodily fluids anthropomorphism topwear bottomwear hi res japanese text 2022 2022

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sly cooper beerus liquiir

canine fox mammal feline raccoon canid procyonid domestic cat felid felis

dragon ball sly cooper sly cooper (series) dragon ball super sony corporation sony interactive entertainment sucker punch productions

group group sex sex threesome blush chain clothing fox mammal nude high resolution fellatio oral orgasm tail cum feline video games male/male masturbation ear piercing piercing belt bracelet jewelry ejaculation boots footwear hat multi tail multiple tails trio spitroast headgear headwear afterglow prison single earring canid penile bodily fluids prison cell anthropomorphism ear ring felid hi res genital fluids ring piercing sony interactive entertainment

f8b7f0c2a6007a5cb344a80b67bec86adac0ce9c7e096ddba74e8bfe397498f6

3 Years 8 Months ago

Score: 0.013

image/jpeg 235.96 kiB

ruanshi

questionable

female male

nana (mithrilfoxsheppard)

canine mammal scalie reptile hyena lizardman hyaenid

group text nude high resolution dialogue slave speech bubble trio comic text imminent rape unconscious drugs drugged speech bubble prison anthropomorphism blowgun poisoned darts hi res substance intoxication comic dialogue

6ace17e5507c351197e2a93bb8636c6c0df586d591fb602c4a7035bcb0b07545

3 Years 8 Months ago

Score: 0.009

image/jpeg 257.06 kiB

ruanshi

explicit

female male

nana (mithrilfoxsheppard)

canine mammal scalie reptile hyena kobold lizardman hyaenid

group text nude pussy juice high resolution male/female dialogue oral forced slave precum trio comic text sound effects glory hole onomatopoeia hungry waking up prison sound effect bodily fluids anthropomorphism hi res genital fluids comic dialogue through door

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zaire (nightdancer) nightdancer (character)

canine mammal feline lynx wolf undead zombie canid canis felid

sex bdsm breasts claws clothing duo clothed hair high resolution male/female nipples tongue tongue out vaginal cum fluffy cum on body young feral pawpads paws penetration vaginal penetration skirt anthro on feral bestiality doggystyle clenched teeth forced rape tears teeth kneeling legwear armwear thigh highs panties underwear cuffs shackles short hair from behind position leaking sleeves panties down partially clothed arm warmers thigh-highs cum leaking blood bowl cum on lower body cum on leg underwear down arms above head scratching gore missing eye scratches one breast out scared bone goth undead teenager leaking cum restraints intestines skirt down food bowl prison lolita fashion guts organs lolita (fashion) gothic lolita container bodily fluids pet bowl anthropomorphism prison bars feral penetrating anthro bottomwear feral penetrating wrists tied anthro penetrated fluffy mane hi res pivoted ears genital fluids arms raised up cuff (restraint) 2022

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mammal feline humanoid lion rodent mouse murine pantherine felid murid

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