It seemed like a great idea. The night, an empty subway station and a camera to take hundreds of photographs and videos of Candy. Adventurous content that, of course, Katy would be in charge of.
Dressed in a sexy PVC maid's dress, Candy posed sensually and allowed the camera to create the content that he would undoubtedly show off on internet platforms. He was an onlyfans star, after all, and he loved it. He never felt as comfortable as he did when he was being his sissy persona, wild and free, free to do whatever he wanted to and show his true self to those who paid to see him.
The camera didn't stop. Candy looked seductively into the lens as he took off his clothes. The dress ended up on the floor of the station, just like the lacy bra and little pink panties he was wearing, and then there was only him, dressed in high heels, stockings and a metal chastity cage around his short, slender dick.
He felt more fun than ever, sexy, as Katy praised him and instructed him how to pose. Just the two of them, no one else there. What could possibly go wrong?
... Well, everything.
At the moment he least expected it, the beams of flashlights fell on them and the sound of male voices and hurried footsteps was heard through the dark place. And then: "Police! Stay where you are! Down on the ground"
The bellow made Finn come back from his moment as Candy and not knowing what to do, looked for Katy only to realize that the girl had escaped. Just like that, without saying anything, she was in no place to be found. And he was still there, alone, trapped, and with his nakedness humiliatingly exposed before three policemen.
Thirty minutes later, he found himself held handcuffed inside a prison cell. Scared, confused, intimidated and wishing he had someone come get him out. Little did he know the adventure was just starting.
......
He had been inside that prison for more days than he would have thought. It was a dirty place, overcrowded with strong, sometimes violent men, accustomed to living in these confined conditions. Worst, or best of all, he was enjoying it! In very little time, he had become everybody's favourite prison bitch.
From the midnight blowjobs that he was forced to give to other inmates, to being gangraped daily in the showers, when no guard seemed to pay attention. He had to admit that he had found an inexplicable delight in being used to arouse the pleasure of other men, those who were lost in the warmth of his smooth thighs and his tight asshole. They were mostly strong, threatening looking men and although anyone would be scared to get hurt by them, Finn loved that they wanted to use him.
There wasn't a day that went by that there wasn't a cock finding its way into him as he was rammed violently against the wall. It turned him on so much, he loved receiving commands in his ear that made him get hard, as hard as he had ever thought possible, even for his somewhat below average cock.
Katy had also found a way to play with him and with his mind, for ever since he opened up with her about his preferences and his wish to be subdued by her, she had not stopped flitting around his mind with her dirty demands. She wanted more, needed more, of that thing that made her feel so alive, so damn good. She would humiliate Finn, have all the power and control over him,and see how even after all that he was still willing to do anything for her.
That afternoon, Finn was ushered into the conjugal visiting room, where the purple haired girl sat waiting for him in the plastic chair, wearing a tight latex dress the same shade as her bubblegum coloured locks.
It had only been enough to see her, for him to enter the role, falling on his knees when her index finger had indicated it, kissing the tip of her high-heeled shoes.
"Did you miss me, whore?" she asked, making him moan softly at the anticipation. "I know you did, I bet you've been waiting for this moment all week, haven't you?"
Her teasing smile caught him off guard, making his cheeks burn. He licked his lips.
"What? All of sudden you don't know how to speak? Answer what I asked you!" she demanded, grabbing his chin to force him to look at her.
His voice was shaky when he replied.
"Yes"
"Yes what?"
His legs were shaking and his hands itched with ill-restrained desire. He wanted to touch her, run his tongue over the silky skin of her legs and the small perky breasts peeking out from the neckline of her dress, suck the small nipples pressing against the purple latex.
"Yes, I missed you"
Katy rewarded him with a deep wet kiss, slipping her tongue between his lips, completely plundering his mouth in the most exquisite way.
"Good little bitch" she smiled, with that impudent smile that she always brought with her, pointing to the chair where he should sit. "Look at you in those prison clothes! It's so hot seeing you like this. Orange suits you!"
He felt his hard cock push against his orange prison pants and pink underwear, which he began to display to her. He didn't know what Katy had in mind for the day, but he desperately needed to find a way to ease the pain in his balls. He really needed a release of his own.
"Oh and pink panties too! They do look after you around here. I bet the other men have boring white pants that show off their nice big cocks! I'm impressed you got those sexy satin ones to wear! Now take them off."
The blow of a whip hit him directly on the right thigh, making him scream like the sissy he was at that moment.
"I didn't say you could touch yourself, did I?"
He shook my head, shifting in place, kneeling in front of her, noticing the presence of one of the guards. It was Jack, though most knew him as Officer Hunter. The one who broke into his cell last night and made Finn service him.
The tight hole between his ass cheeks puckered, remembering the feeling of his hot, thick and veiny cock trying to make its way inside him, the saliva falling from his lips straight to his fat head to lubricate a little and with it, force Finn's body to take it.
