El Jail - the Big Boobed Buxom
by Vanquished One
Copyright© 2026 by Vanquished One
BDSM Sex Story: After settling uneasily into my horrid existence in this overcrowded jail cell, a reprieve came in the form of a shapely lingerie clad prostitute hired specially for our cell. When it was finally my turn, I was led out of the cell to have my turn with the sexy lady, but the sadistic prison warden had other ideas for it was a ruse so he could crush my hopes. The sadist tortured and humiliated me in front of the whore whom he subsequently fucked in front of me, her phat tits just out of reach.
Caution: This BDSM Sex Story contains strong sexual content, including Ma/Fa NonConsensual Heterosexual Fiction BDSM DomSub MaleDom Humiliation Sadistic Torture Interracial White Male Hispanic Female Masturbation Oral Sex Big Breasts Prostitution .
I heard a commotion as I lay naked in the cell among the other bodies still relegated to the slop-bucket. Suddenly, they all got up and crowded at the front of the cell looking through the bars at something making them excited like I hadn’t seen before.
I got up but was too far back to see much, then I saw what all the excitement was about—standing next to the jailer was a lady draped in lingerie, sporting a large pair of breasts. I remember her black doe-eyes, big smile and long black hair; her breasts were perfect—big, round and well-supported, bouncing hypnotically. She was intended to be a reward for the good behavior of our cell.
In turn, one ecstatic inmate was led away by the jailer while the rest of us awaited excitedly for our turn. Every one of us was in an upbeat mood putting aside our usual hostility.
After a long wait I was finally called up by the jailer. Attempting to not come across as too excited, I left the cell feeling a tremendous relief when I did, a brief respite from the horrid cell. Naked and shackled, I was led into an interrogation room and saw the beautiful lady sitting on a chair completely naked, her big round breast hanging out with big round nipples, perfectly formed. I sighed when I saw her as my penis twitched as I felt my balls drop.
The jailer clipped a chain to my shackles around my wrists and cranked a real such that my arms were pulled above my head nearly lifting me off my feet, which lightly touched the cold concrete floor of the interrogation room. I observed the room—it had no windows and the jailer had closed the steel door, sealing us inside, a single solitary light-bulb lit the hard walls painted in a sickening beige industrial paint that had an odor.
Tightly suspended by the wrists, I rotated on the chain such that I could see the lady; she looked at me sympathetically with her big doe-eyes. I took in her big round breasts one more time hoping she would suck my penis that had become erect in front of her, but the jailer had other plans.
He held my penis and carefully attached some wires to my erect penis as the lady came closer to observe what he was doing; I felt my hopes being dashed. She appeared to be fascinated by what he was doing to my penis. The jailer stepped back to a small control panel as I anticipated what was about to happen; he turned a knob on the panel releasing a surge of electricity through my body via my sensitive penis; the pain was indescribable; I wept uncontrollably, tears streaming down my face as the lady watched with interest, my erection extinguished as my penis ached.
The jailer continued to administer more shocks through my tormented penis as he spoke casually with the lady, who appeared to ask him questions that he answered in a matter-a-fact demeanor, pointing at me causing her to look at what he was pointing at as I glistened with sweat in the light of the light-bulb above me with my shackled wrists suspended high above me, stretching my body along its entire length, my hard pointy nipples straining and genitals shriveling up into my body.
I had suffered so many humiliations in front of the jailers and particularly the other inmates, but never in front of such a beautiful lady as this, which made it all the more worse; the sight of her beauty a pleasant respite, but I also wanted her to be gone and not be watching me in such a weak state, my bare bottom coming into view as I rotated from side to side before her.
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