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guard hi_res larger_male male male/male male_penetrated male_penetrating male_penetrating_male mammal melee_weapon muscular muscular_male necktie pants_down partially_clothed penetration penile penile_penetration precum prison prison_guard prison_uniform prisoner proboscidean pubes rape roman_numeral saliva size_difference skull smaller_male smaller_penetrated smoke smoking sound_effects submissive submissive_male sweat tattoo toilet trunk tusks weapon bell_mha black_hair blue_eyes boku_no_hero_academia burn_scar cuffs dabi_(boku_no_hero_academia) ear_piercing handcuffs piercing prison_uniform scar sleeves_rolled_up smoking stapled 1girl arm_grab azur_lane bare_shoulders blush breasts chain grey_hair hat long_hair medium_breasts nipples one_eye_closed open_mouth pamiat_merkuria_(azur_lane) pamiat_merkuria_(caged_minx)_(azur_lane) panties penis pink_eyes prison_uniform reverse_cowgirl_position sex solo_focus straddling tears thighhighs torn_clothes translation_request tsuzuri_(tuzuri) underwear white_background white_panties absurd_res anal animal_genitalia animal_penis anthro balls blush bodily_fluids canid canine canine_penis canis censored cum double_handjob dreamworks drooling ejaculation fur genital_fluids genitals good_boy group group_sex handjob heart_reaction hi_res looking_pleasured male male/male mammal mr._wolf_(the_bad_guys) multicolored_body multicolored_fur nohtuy18 open_mouth penile penis praise praise_kink prison_uniform saliva sex the_bad_guys tile tile_wall two_tone_body two_tone_fur wall_(structure) wolf arachnid arthropod dreamworks female frostybossygirl fur hi_res ms._tarantula_(the_bad_guys) mygalomorph orange_body orange_fur orange_suit prison_uniform signature simple_background solo spider steph_chan tarantula the_bad_guys 2021 5_fingers anthro blue_body blue_hair deltarune dinosaur duo english_text female fingers hair hi_res human humor kris_(deltarune) kris_where_are_we long_hair male mammal meme onionporridge parody prison_uniform prisoner profanity purple_body purple_hair reptile scalie scp_foundation screencap screencap_background susie_(deltarune) text text_box undertale_(series) video_games 5_toes anthro barefoot bdsm beastars blush bodily_fluids bondage bound breasts canid canine canis captured caroo clothing collar dungeon feet female foot_fetish foot_focus fully_bound hands_behind_back humanoid_feet interrogation juno_(beastars) laugh mammal plantigrade prison_uniform prisoner restrained restraints science_fiction shackles sitting soles solo stocks submissive submissive_female tears tickle_torture tickling tickling_feet tickling_machine tight_clothing toes wolf accessory anthro babs_bunny bound duo eye_contact female fifi_la_fume hair_accessory hair_bow hair_ribbon handcuffed hi_res lagomorph leporid looking_at_another mammal mephitid percibey prison_jumpsuit prison_uniform prisoner rabbit ribbons skunk tiny_toon_adventures warner_brothers anthro bound canid canid_demon canine demon duo female fox grumpy handcuffed handcuffs hellhound helluva_boss krystal loona_(helluva_boss) mammal nintendo percibey prison_jumpsuit prison_uniform prisoner restraints shackles smile star_fox video_games absurd_res anus blush bodily_fluids bottomless clothed clothing comic conditional_dnp dialogue duo english_text equid equine fan_character fetlocks flair_projects hi_res horn horse jcosneverexisted male male/male mammal pony prison_uniform sitting sweat text tongue tongue_out unicorn x-ray 2_toes 3_fingers anthro bovid caprine chair cloven_hooves dawn_bellwether disney eyelashes feet feet_up female fingers foot_fetish foot_focus furniture green_eyes hi_res hooffoots hooves lemmygetto lemmygetton mammal prison_jumpsuit prison_uniform sheep sitting smile smirk soles solo toes underhoof zootopia 1girl arknights armor bangs black_headwear bulletproof_vest cowboy_shot dragon_horns eyebrows_visible_through_hair hat highres holding horns long_hair marble_(marblesized) official_alternate_costume parted_lips peaked_cap prison_uniform saria_(arknights) saria_(the_law)_(arknights) shoulder_armor silver_hair simple_background sleeves_past_elbows solo very_long_hair white_background alien alien_(franchise) anal anal_orgasm anal_penetration anthro bdsm belly bodily_fluids bondage bound brown_body brown_fur butt chameleon clothed clothing cover cover_art cover_page cum cum_in_ass cum_inside cum_while_penetrated draite duo ejaculation exhibitionism fur genital_fluids genitals green_body green_scales guardians_of_the_galaxy hands-free hi_res humanoid_genitalia humanoid_penis interspecies lizard machine male male/male mammal marvel nevos partially_clothed penetration penile penile_penetration penis penis_in_ass poster prison prison_guard prison_uniform prisoner procyonid public qr_code raccoon reptile restraints robot rocket_raccoon scales scalie science_fiction sex shackles slightly_chubby text torn_clothing voyeur xenomorph 4_toes anthro barefoot bdsm bodily_fluids bondage bound cheetah clothing dungeon ear_piercing ear_ring feet felid feline fully_bound gag hands_behind_back lock male mammal muzzle_(object) piercing plantigrade prison_uniform prisoner restrained restraints rev_cooper_(vagabondwolves) science_fiction solo straitjacket submissive submissive_male sweat tight_clothing toes vagabondwolves 4_toes anthro barefoot bdsm bodily_fluids bondage bound cheetah clothing feet felid feline fully_bound gag hands_behind_back laser_pointer male mammal muzzle_(object) plantigrade prison_uniform prisoner restrained restraints rev_cooper_(vagabondwolves) snuff solo submissive submissive_male sweat tight_clothing toes vagabondwolves 5_toes anthro barefoot bdsm between_toes bodily_fluids bondage bound breasts butt clothing dungeon escape fantasy feet female foot_fetish foot_focus gag hands_behind_back humanoid_feet impximon jenn_(irkingir) mammal plantigrade prison_uniform prisoner procyonid raccoon reaching restrained restraints rope soles solo submissive submissive_female sweat tight_clothing toes anthro arctic_wolf blue_hair blue_nose bottomwear breasts canid canine canis catgirls_on_the_loose cheek_markings clothed clothing crossed_arms eye_bags facial_markings female footwear fur hair hair_over_eye head_markings hi_res jail_bars mammal markings one_eye_obstructed orange_bottomwear orange_clothing orange_pants orange_shirt orange_topwear pants plantigrade prison prison_cell prison_uniform prisoner shadow shirt solo topwear valdroxx_studios white_body white_clothing white_footwear white_fur wolf zafiro_(cristali) 4_fingers absurd_res akari anthro bound chain chained clothed clothing female fingers fur hair hi_res pawpads pink_body pink_fur pink_hair pink_pawpads prison prison_jumpsuit prison_uniform prisoner restraints shackles solo white_body white_fur white_hair 2021 4:5 absurd_res animal_humanoid anthro bone breasts canid canine canis claws clothed clothing digital_drawing_(artwork) digital_media_(artwork) female fully_clothed hi_res humanoid malo mammal mammal_humanoid prison_uniform prisoner scp-1471 scp-1471-a scp_foundation skull solo tight_clothing tongue tongue_out venyi wolf absurd_res anus bottomless butt clothed clothing comic conditional_dnp creative_flair dialogue earth_pony english_text equid equine eyes_closed fan_character flair_projects food hasbro hi_res horn horse jcosneverexisted male mammal my_little_pony pony poster prison_uniform sitting text unicorn varan_(evilsx) 3:2 4_toes ambiguous_gender anthro barefoot big_breasts breasts canid canine canis clothed clothing cookie dalgona dialogue eating english_text facepalm feet female food fully_clothed gloves guard_(squid_game) hair handwear human humor imminent_death lemondude mammal mask pink_hair plantigrade prison_uniform purple_eyes sand serena_(lemondude) shirt simple_background squid_game text text_on_clothing text_on_shirt text_on_topwear toes topwear wolf 4_toes absurd_res anthro areola barefoot big_breasts biped breasts canid canine canis clothing digitigrade feet female genitals hi_res jumpsuit looking_at_viewer malo mammal mostly_nude nipples nude prison_uniform prisoner pussy realius scp-1471 scp-1471-a scp_foundation solo thick_thighs toes wolf 4_toes anthro barefoot bdsm bodily_fluids bondage bottomwear bound breath canid canine canis clothing collar coyote distressed feet hi_res kiwyne male mammal null_bulge panting paws plantigrade prison_uniform prisoner restrained restraints rubber solo straitjacket submissive submissive_male sweat tight_clothing toes absurd_res animal_genitalia animal_penis balls bottomless clothed clothing comic conditional_dnp creative_flair dialogue draco_flames_(dracoflames) earth_pony english_text equid equine equine_penis fan_character fetlocks flair_projects food genitals hasbro hi_res horn horse jcosneverexisted looking_back looking_each_other male male/male mammal my_little_pony pegasus penis pony prison_uniform sitting splash_heal_(oc) text unicorn varan_(evilsx) wings bodily_fluids bound_wings crown daughter diethtwoo equid equine eyeshadow group hasbro hi_res looking_at_viewer makeup mammal mlp_g5 mother mother_and_child mother_and_daughter mugshot my_little_pony parent parent_and_child pegasus pipp_petals_(mlp) prison_jumpsuit prison_uniform prisoner purple_eyeshadow queen_haven_(mlp) smile smug_grin spotlight tears trio wings zipp_storm_(mlp) 5_toes aged_up anthro apple_bloom_(mlp) barefoot bdsm blush bondage bound caroo clothing dialogue dungeon earth_pony english_text equid equine feet female foot_fetish foot_focus friendship_is_magic fully_bound group hasbro headshot_portrait hi_res horn horse humanoid_feet laugh mammal my_little_pony pegasus plantigrade pony portrait prison_uniform prisoner restraints science_fiction scootaloo_(mlp) shackles slave soles stocks submissive submissive_female suspension sweetie_belle_(mlp) text tickle_torture tickling tickling_machine tight_clothing toe_restraints toes unicorn wings 1:1 absurd_res anthro anus bdsm bodily_fluids bondage bound breasts butt chain chained clothing collar cutaway dildo dildo_in_pussy dildo_insertion domestic_cat felid feline felis female fitletter fitletter_(character) gaping gaping_anus genitals grey_background hand_on_butt hands_tied hi_res kneeling mammal multiple_poses nude open_mouth penetration pose prison_uniform pubes pussy rear_view sex_toy sex_toy_in_pussy sex_toy_insertion simple_background small_breasts solo spread_butt spreading sweat undressing vaginal vaginal_penetration anthro breasts caroo cleavage clothed clothing costume dialogue dreamy_daze_(oc) duo english_text equid equine fan_character female friendship_is_magic from_behind_(disambiguation) halloween handcuffs holidays horn male male/female mammal monochrome my_little_pony pegasus princess_celestia_(mlp) prison_uniform raised_clothing raised_shirt raised_topwear restraints shackles shirt sparkles surprise text tickling topwear winged_unicorn wings 4:5 anthro ball bound_wings canisrettmajoris chain chained courtroom equid equine female group grumpy handcuffed handcuffs hasbro hi_res horn hornball izzy_moonbow_(mlp) mammal mlp_g5 my_little_pony my_little_pony:_a_new_generation pegasus pipp_petals_(mlp) prison_jumpsuit prison_suit prison_uniform prisoner restraints sad shackles tennis_ball unicorn wings zipp_storm_(mlp) absurd_res blush chain chained courtroom equid equine female feral friendship_is_magic grumpy handcuffs hasbro hi_res horse jellysiek mammal my_little_pony pegasus pony prison_jumpsuit prison_suit prison_uniform prisoner rainbow_dash_(mlp) restraints shackles solo wings anthro anus breasts butt cigarette cutie_mark dominant dominant_female equid equine facesitting fan_character female friendship_is_magic hair hasbro hi_res horn mammal multicolored_hair multicolored_tail my_little_pony prison prison_uniform purple_body purple_eyes shamziwhite smoking twilight_sparkle_(mlp) unicorn whitey_seashore anthro anus breasts butt cigarette cutie_mark dominant dominant_female english_text equid equine facesitting fan_character female friendship_is_magic hair hasbro hi_res horn mammal multicolored_hair multicolored_tail my_little_pony prison prison_uniform purple_body purple_eyes shamziwhite smoking text twilight_sparkle_(mlp) unicorn whitey_seashore ape balls big_daddy_(sing) fellatio genitals gorilla hand_on_head haplorhine illumination_entertainment male male/male mammal oral pec_grasp penile penis primate prison_uniform sex sing_(movie) taighet_28 1:1 2021 4_toes abyssal_wolf ambiguous_gender anthro barefoot breasts canid canine canis cervid clothing demon domestic_dog duo feet female foot_fetish foot_focus foot_on_face hi_res jammerhighwind machine macro malo mammal plantigrade prison_uniform prisoner robot scp-1471 scp-1471-a scp_foundation size_difference soles squish stomping tight_clothing toes tongue tongue_out wolf 4_toes anthro bdsm bondage bound breasts bulge clothed clothing digitigrade domestic_cat feet felid feline felis fully_clothed gag hands_behind_back lagomorph leporid male mammal musuko42 muzzle_(object) muzzled pantherine prison prison_uniform prisoner rabbit restrained restraints rubber rubber_clothing rubber_suit science_fiction shackles submissive submissive_male suspension tiger tight_clothing toes absurd_res anus blush bodily_fluids bottomless butt clothed clothing comic conditional_dnp creative_flair dialogue draco_flames_(dracoflames) earth_pony english_text equid equine fan_character fetlocks flair_projects food hasbro hi_res horn horse jcosneverexisted male male/male mammal my_little_pony open_mouth pony prison_uniform sitting splash_heal_(oc) sweat text unicorn varan_(evilsx) 2_toes 3_toes angry anklet anthro armor barefoot bound bovid bracers breasts canid canid_demon canine caprine chain chained clothed clothing collar demon digitigrade dungeon ear_piercing ear_ring feet female fox fully_clothed goat goat_lucifer_(helltaker) group handcuffs hellhound helltaker helluva_boss hooves jarethnerl jewelry krystal loona_(helluva_boss) mammal nintendo piercing plantigrade prison prison_uniform prisoner restrained restraints shackles star_fox submissive submissive_female toes video_games 2021 abdominal_bulge absurd_res anal anal_orgasm anal_penetration animal_genitalia animal_penis anthro balls bodily_fluids bottomless bovid breasts bulge canid canine canine_penis canis caprine clothed clothing dawn_bellwether disney duo empty_eyes female female_penetrated genital_fluids genitals h1draw hi_res knot leg_grab male male/female male_penetrating male_penetrating_female mammal open_mouth penetration penile penile_penetration penis penis_in_ass precum prison prison_cell prison_uniform pussy pussy_juice rough_sex saliva sex sheep shrunken_irises signature size_difference tongue tongue_out wolf zootopia 4:3 5_toes anthro barefoot bdsm bondage bound clothing countershade_feet countershading dungeon duo feet felid foot_fetish foot_focus ftrccn fully_bound gag humanoid_feet legs_up leone_(hioty) lion male male/male mammal mephitid muzzle_(object) padded_room pantherine plantigrade prison_uniform prisoner restrained restraints shackles sitting skunk soles straitjacket submissive submissive_male tight_clothing toes vlad_(hioty) 4_toes absurd_res alpha_channel animal_humanoid anthro barefoot bdsm bondage bound caroo_(character) cat_humanoid clothed clothing collar dominant dominant_female dominant_humanoid duo feet felid felid_humanoid feline feline_humanoid female foot_fetish foot_focus fully_bound fully_clothed hi_res humanoid humanoid_feet kangaroo lock macropod male male/female mammal mammal_humanoid marsupial muzzle_(object) plantigrade prison_uniform prisoner restrained restraints science_fiction shackles sitting soles straitjacket submissive submissive_male the_urge_within thema_(pleple50) tickle_torture tickling toes