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Prison Briefs

by Jared


I am 19 years old and committed to Reform camp to serve my two year sentence as a car burglar. I didn't mean to steal the radio out of a university work truck, one night in November. I was caught by campus security guards who decided to press charges. They took me in the station and called the city police, but before they let me go I had to be strip searched. I was taken into a room and ordered to face the wall The young guard probably 28, patted me down, until he reached my pockets. He ordered me to empty my pockets of change, and a lighter and lock pick tools. He felt in my crotch and noticed I had something hard and metallic in there. "Off with the pants boy!" "Yes sir!" I replied frightenly because I was hiding a small pair of pliers in my underwear. My loose khaki's came down and I stepped out of them with just my white socks and white tee on and briefs, the guard looked aroused as he told me to spread my legs facing the wall. He gently patted me down and examined my socks finding a small bag of weed. He saw the pliers in my crotch between my fly pouch. He yanked my briefs down around my ankles and shook them to remove the pliers that fell out. My dick stiffened. He laughed cruelly "Boy your in deep shit" "Fuck You!" I sneered. He cupped my balls and squeezed my nuts hard. I cried out as a sissy boy. He ripped off my briefs and stuffed them in my mouth "Your Fruit of the Looms are better in your disrespecting mouth then around your loins!" He grabbed me by the hair and handcuffed me, and then tugged my T-shirt dragging me to the holding cell. He pinched my small cock one last time and I cried out spitting my briefs out. He slammed the door. Moments later, he threw at me my pants and shirt. The city police came to take me. I immediately transferred to reform camp because I had violated my probation. At the intake my humiliation was even worse though very erotic, because I am a bisexual and like being submissive. This very nature came about from my older brother who like to discipline me by making me stand in my underwear in the corner, while he comes up and spank me with his army belt. I grew to have a fetish for white briefs because my brother wore them and he would make me dress in his for punishment. They were usually bigger size and always fell my skinny waist. Intake was erotic. I was ordered to strip again, totally naked. My clothes were taken away and burned. The guard was tall blond German looking drillmaster who liked to see boys cower naked in front of him. Because I was blond and German looking, I think he was a little nice to me, as opposed to this chubby red haired kid before me who shit his pants as he stripped. The drill master just hosed him in the showers with much disgust and anger. I could hear his pitiful cries. He commanded me to stand attention and I did so because I pretended to be a soldier. He was my captain and I grew a raging hard on. He yelled, "Get that dick shriveled boy or I will!" Immediately my dick drooped as pre cum leaked out. He was hot and I wanted him to suck me. He issued me white briefs Fruit of the Looms Boy size 16 and white socks and Tees. I had to dress in front of five other guys who stood in line naked waiting for their whites. I was so horny, that I started to rub my cock through my briefs and the drill master just grabbed me by the waist band I cummed immediately. He threw me in a cell and later on he came in and handcuffed me to my cot and jerked me off through my briefs. I was so thrilled of having a master that I cried in his arms. He told me that I would be his favorite boy and he would see about early parole, but only after I attended therapy. He made dress in a detention uniform and it was to small for me, but it showed my briefs and that was good for him as he would watch me do my prison chores. For punishment some boys were denied underwear and had to sleep naked. I was a model prisoner.

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3 Gay Erotic Stories from Jared

Brief Test

It was a summer day and two young dudes who were bored decided to explore each other's secrets in a truth and dare format. Jason a skinny blonde hair boy with long arms and small waist started out with the question first," What is your favorite piece of clothing?" Daryl a long brown haired boy a year younger than Jason though a little while and said" Underwear." "Now my

Prison Briefs

I am 19 years old and committed to Reform camp to serve my two year sentence as a car burglar. I didn't mean to steal the radio out of a university work truck, one night in November. I was caught by campus security guards who decided to press charges. They took me in the station and called the city police, but before they let me go I had to be strip searched. I was taken into a

Slave Squire

It was a blustery autumn day and the slave was going to meet his master for the first time. Slave-boy Timmy was a young youth of 21, barely mature, but very handsome with a smooth chest, shoulder length, brownish-blond hair, blue eyes and a long skinny frame that makes him a scarecrow boy with his over sized plaid shirts and jeans. He was a typical country boy from Wisconsin, all

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