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Review This Story || Author: Chaste Boy

My Story

Part 1

My story


I was 16 when I first discovered the internet and with it the discovery of bondage and s&m.

Soon I discovered role playing which I did daily, pretending to be a young girl enslaved, trained by an older man.


I met a older Dom, who could really make my fantasy go wild. After several sessions he however discovered I was a boy. However instead of calling me names he insisted that a played a boy in the next sessions.


I always considered myself to be straight, which made those 'forbidden' role plays even more exciting. When he found out I lived nearby he proposed a meeting. One that we role played several times before he finally convinced me.


He booked a hotel room in a fancy but small hotel in town. That Friday evening my live changed as I entered the room. It was an older hotel but very well cared for. A huge bed with red silk sheets. A huge TV set with matching DVD player adorned the opposite wall.


But my attention was drawn to the note on the bed. I knew the note would contain instructions. I sat down on the silk sheets and read it with trembling hands.


It instructed me to strip completely put my clothes in the bathroom. Which I did. I could see myself sitting naked on the bed in the reflection of the TV as I read the next instruction.


Under the bed was a bag with clothes and another with restraints which to note instructed me to put on. I pulled a pink lacy padded bra from the bag. My fingers feeling the soft fabric as I got rock hard.


I had been role playing with him and stroking myself without an orgasm for a week just as he had wanted. And the thought of wearing lingerie turned me on so much. The bag contained stockings and a matching pink garter belt.


I put them on stroking myself in between which made me even more desperate for release. My tiny cock was throbbing as I emptied the remainder of the bag on the bed.

A leather blindfold, black silicone penis gag and a metal collar. The collar came with a padlock and had 2 handcuffs attached to it with a short chain.


I cannot remember putting on the blindfold or the gag. But I clearly remember the sound the last cuff made as I closed it around my wrist. My heart pounded like crazy when I realized I now was totally helpless. I could not believe what I had done. Fear and arousal coursed through my body like wildfire.


But there was nothing I could do but wait. It felt like forever, every sound on the hallway making my heart pound faster. It felt like forever but then I could here the key enter the lock.


The door opening and closing. The sound of him stepping closer right in front of me.

I felt so ashamed but was unable to cover myself.


“Stand up”. Trembling with emotion I obeyed. I could hear him sit down on the bed as he ordered me to turn around. I gasped as he pulled me on his lap, calling me his little girl.


I felt his fingers close around my soft little penis, stroking it. I moaned and pulled at the cuffs helplessly as he made me hard.


“Have you been a good girl this week?” he asked. His fingers pulling back my foreskin. I could only nod. He removed my blindfold and continued to stroke me. Telling me that if I came he would punish me severely. That however was not at all part of what we had agreed upon and I started to feel more nervous.


He stopped stroking and removed the blindfold. He took a bag filled with ice cubes from a gym bag he had brought and put next to him on the bed. I moaned in the gag as he pressed it against my penis.


“That's better” he said as he pulled a strange device from the bag and disassembled it. He held up a plastic , metal reinforced ring in front of me and slid a carrot trough it. With his other hand he showed me a small remote control. The button made a little peeping sound and the carrot was cut in half.


He opened the hinged ring and before I could react he locked it around my penis and balls. Terrified I struggled terrified, screaming in the gag as he held up the remote again, telling me to calm down.

He slid the small metal penis cage over my soft penis locking it to the ring.


His hands cupped my balls, massaging them softly. My penis tried to get hard but was restrained by the metal cage. He made me look at my reflection in TV as he kept fondling me telling me I was his girl now. And that the cage would remind me of that.


He let go of my balls and made me sit on my knees in front of him while he undressed. He was in his fifties, about 1.85m with brown/gray hair. He had a considerable belly but my eyes kept staring at his cock. He was uncut & rock hard. The purple head pointing towards me as he sat back down.


He softly stroked it telling me that the penis gag in my mouth was modeled after his cock and that it was time for me to taste the real thing. I started to scream in the gag pulling at my cuffs until he held op the remote control. “Be quiet or else” he said waving the remote in front of me. He undid the gag, tossing it on  the bed. He pushed himself forward telling me to open my mouth and look him in the eyes.


I felt so humiliated looking up at him as I felt how his cock slowly slid in my mouth. Closing my lips around his cock I started to suck him all the while looking up at his smiling face. He slowly moved his hips, sliding his cock in and out of my mouth as he told me what a good girl I was.


He told me he had not cum for a week as well to make this even more special as he put his hands on my head. He was groaning and I could feel his cock twitch in my mouth. He told me to swallow everything. His cock squirted load after load of salty warm sperm in my mouth. He looked down at me as I swallowed his cum.


I could feel my clitty stir in the cage, which he didn't fail to notice.



Review This Story || Author: Chaste Boy
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