You read a story about a guy accidentally being sent to a shemale jail, and was fucked by every inmate. The story ends with the guards realizing their mistake, but covered up the incident by making him the jails "relief committee". Reading this gave you an erection instantly
Your lust got the best of you, and you head to the town jail. From what the towns informational book said. This was a decent size town, and the shemales can get pretty horny sometimes, so to keep them from fucking the first thing they see, and turning this town into an orgy, the town locks them up with chastity cages. This just makes them all the more excited, but after a few months in chastity, they are begging for release. The moment they are released however, they begin fucking the first ass they see with no mercy, for a whole day sometimes, but after this they usually return to being normal citizens.
You realize your dick is already hard from reading this, and get a bit embarrassed, but continue walking . You continue reading the book, it explains that unlocking inmates chastity cages can be dangerous, so its usually left as a job for male inmates who committed crimes, but regular male citizens can take on the task as long as they get approved by the jailer. After reading that last sentence you reach the jail, and hesitantly go inside.
You see a booth with a thick window pane on it , next to a door where they most likely buzz you in. A white, tall woman c cup breasts, and red hair tied in a bun, with a name tag that said Cherri smiles at you warmly. You walk up to the booth. She looks at you, and says "here for a visit hun?". You blush till your red, and point towards the page in the book "n- no im here to volunteer for the chastity unlocking" your dick hardening from shame, and arousal
The woman covered her mouth with a gasp, and her other hand dissappears under her desk. "Oh my! But your so youn-" she notices you got hard, and chuckles "one moment hun I'll let the jailer know you're here"
Cherri reaches for the phone with the hand she gasped with, but her other hand remains below her desk, and looks to be stroking something. She sees you staring, and winks at you, and you shyly avert your gaze. "Officer gazelle? We have a young man requesting to do chastity relief. Yes, i was surprised as well".
She hangs up the phone. "She's on her way hun" cherri says while staring at your ass. "After your done sweety I'll be getting off probably, if you wanna go to my car ro give me a bit of "release" as well" hiding your "excitement" you tell her "I'll think about it miss", looking at your erection she smiles knowingly "you do that"
The door rings, and Cherri pushes a button making a buzzing noise. The door swings open, and you see who you assumed was officer Gazelle. She was a hispanic woman dressed in a typical guard uniform, little shorter than Cherri who was about 6ft, but taller than you making you guess her height was 5'10. She had size d breasts, long straight black hair, and a massive bulge that seemed to strain her pants.
Officer Gazelle looks you up , and down with a frown shaking her head. "What a shame, I know a lot of girls that would love to date, and fuck you, but you're offering yourself to inmates instead?".
A wet spot is starting to form on your pants. Gazelle sees it, and says "oh! So you like the humiliation? Fine then. Let's do your test for chastity release right here! On your knees!".
Your hours of watching porn told you what would happen next, but you couldn't believe your first time was out in the open. Hoping Noone else planned on visiting the jail you sunk to your knees. Out of the corner of your eye you saw Cherri still stroking, but now also rubbing her breast as she watched your "test".
"Name?" Officer Gazelle said as she undid the belt to her pants. "Jake" you quietly responded. "Well jake if you wanna help those inmates release months of cum, without getting your mouth, and ass broken. I need to make sure your skill is atleast decent" she says dropping her pants revealing a 8 inch cock that was about average in thickness.
"How many women have you sucked, and fucked jakey?" "None maam" You respond staring at her cock. Cherri gasps again from inside the booth, and her stroking has sped up. Officer gazelle looks at you in disbelief "You mean you're a virgin, and you came here to get fucked by inmates first?". The question made you snap out of your trance, and look down too embarrassed to answer.
"Answer the question young man, and refer to me as Officer gazelle" you quietly respond "yes officer Gazelle" Officer Gazelle continues "You came to do what exactly?" Humiliated, but enjoying it you continue "I came to lose my virginity to inmates"
Officer gazelle now stroking her hardening cock says" too bad i get you first" as she swings her erect cock in front of your mouth, she gives a simple command. "Suck it" you lean forward, and let the cock disappear in your mouth. Your taste buds are hit with a salty, but slightly sweet flavor as you begin slowly bobbing on her cock. This continues for 6 minutes as Officer Gazelle relishes in the pleasure.
The wet spot on your pants is still growing, but you're not embarrassed by that anymore. Officer Gazelle grabs your hair, and drives her cock into your throat you take all 8 inches as she groans in pleasure, before pulling her cock entirely leaving strings of saliva hanging between her cock, and your mouth.
"I thought you were a virgin?" Realizing she probably almost came, and filled with odd confidence you proudly say. " I practiced with a condom covered cucumber". "So you're a soon to be slut? I'm definitely fucking that ass first then!" She says pulling you up, and pushing you against the booth. This position gives you a better angle of Cherri, and you can see her stroking a pale 7 inch cock. She smiles, and winks at you.
Officer gazelle pulls your pants,and underwear down leaving your ass exposed. "I'll be nice, and use lube though your saliva would have worked fine" she says tauntingly while drizzling lube on her cock. your cock, and asshole are twitching like crazy in anticipation.
Officer Gazelle slowly pushes her cock into your ass as she moans in pleasure. "Fuck your tight, but you probably won't ever be this tight again after today, so im gonna savor this." She begins thrusting slowly causing you to moan. "You fucking slut!" Officer gazelle says slapping your butt causing you to yelp.
Officer Gazelle whispers in your ear "Enjoy it while you can, cause chastity release is nowhere near as gentle as this" she starts thrusting faster, and faster. Pounding your guts causing your dick to begin leaking precum like a its syrup being poured out of a bottle.
Finally with one powerful thrust Officer Gazelle unloads her cum into your guts, causing you to squirt your load onto the booth. Her cum left a warm feeling in your stomach, and yours slowly slid down the booths wall.
"You passed slut" Officer Gazelle says with satisfaction. "Come inside, and I'll let you pick what inmate you release today". As Cherri buzzes you in you notice she still has an erection, and stares at you leaving with a grin.
"You have a good number of choices today jakey." Officer Gazelle continues
"option 1 is a bbw 40 year old, blonde, White, local stay at home mother, she has big tits, and a nice big 9 inch cock with nice stuffed balls."
"Option 2 is a 29 year old skinny, black haired Italian restaurant owner with decent size tits only a 6 inch cock, but her girth more than makes up for it."
Now what will it be jakey?
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