Making Him Mine – BDSM

Let me give you a little context for the story I’m about to tell you.

In high school, I dated this guy, Jack. It was great, at first we did all the cute little things like picnics at the park and making dinner together, but at some point, he started to lose interest. That’s when we started having sex and God it was good. I wasn’t a virgin but he was so I had to ease him into it. I helped build up his confidence and level of comfort before telling him about what I liked.

I wanted to be dominated, controlled, made to submit, and for almost every high school guy this would be a dream, but Jack was different. He liked sex, but he never wanted to initiate it. Eventually, we broke up, as most high school relationships do. I was the one who pushed for whether he wanted to keep dating and eventually, he said no. That was it.

We both graduated high school, not seeing each other again, but I still thought of him. I fucked other people and even tried seeing a couple of guys seriously, but I couldn’t get him out of my head. I was obsessed, so I began to plan.

This story is about that plan becoming reality.

He woke up just as I walked in.

“Oh good, you’re awake,” I said smiling.

He started trying to scream and free himself from the restraints, it was useless for him to try. He cried out but it was garbled by a ball gag. He was strapped to a modified gynecologist chair, I had been thorough when I designed it, his wrists, arms, ankles, knees, and head, were securely bound to the chair with leather binds. His legs were bent at the knees and spread wide, leaving his genitals exposed, and the chair was set at an angle which also left his asshole accessible. His arms were stretched above his head making his torso stretch. He wasn’t buff, he was lean with skinny abs that, with him stretched like this, were on show. But I believe the most important thing was that his head was strapped so he couldn’t move it to the side. This would be useful for when the conditioning began.

I walked up to him and ran my finger up from the base of his shaft to his tip, it hardened a little, and I wrapped my fingers around his member and began to slowly stroke him. He writhed in anger as his cock started to harden. I stopped and rubbed the tip with my thumb, brushing it in a circular motion. I continued to do so as I spoke.

“Now, Jack, I want to make your situation clear. there is no escape. You will be here as long as you need to be.” I said this all calmly. “It will all be okay, you’ll be happier.”

He fought to twist away. He was looking at me, eyes wide, with horror. I released his cock from my grasp and walked over to a small metal table, picking up my tablet. I scrolled through the options. I needed him milked for what would come after this. however before I selected to start, I had to tell him a little bit more. I looked over at him with a relaxed direct stare.

“Jack, I’m going to help you become what you are supposed to be. you’re meant to be mine. You’re meant to be my little slut toy. You don’t know what you want, and I can make it so much easier. This process isn’t forever, the sooner you accept it the sooner you can be free.” I took a deep breath “Now this first part is going to take a while, but I need to make sure you’re drained, and that your balls are empty. Okay?” terrified shock filled his face “I’m going to put some TV on for you, and I’ll cover your ears with some headphones with nice messages that will help you relax.”

I picked up the tablet and went to the television settings, I had made a few days’ worth of compilations of male submissive and female dominant porn, so his vision would constantly filled with that conditioning. The headphones had brainwashing messages like “Be a good boy for Mommy.” “You’re Mommy’s little toy.” “You love it when Mommy plays with you.” “You’d do anything for Mommy.” “You’re a slut for Mommy.” “Mommy is the only one who can make you cum.” “You want Mommy.” so that even if he closed his eyes there wouldn’t be a mental escape.

I set the tablet down walking over and standing between his legs.

“Aww, your cock looks so small right now that Mommy isn’t touching it.” I reached down a squeezed his balls tightly and he yelped in pain. “Don’t worry we’ll fix that. We’ll give you a nice big fat monster cock and a pair of big heavy balls to match. But first, we have to get you to empty these small ones so you can have a fresh pair. I’ll make sure you cum over and over again until you have nothing left.” He fought to thrash around but it was all in vain.

Even when we started dating his cock wasn’t small, 4-ish inches flaccid 7.5 hard. It was a good-sized cock, it was flaccid at the moment but it had grown to be 8.5 inches. I reached down under the chair and pulled out the headphones and placed them over his ears, even with nothing playing he couldn’t hear a thing. Then I grabbed the cock milking toy and guided his cock inside of it. As I did he moaned and his eyes rolled back. I turned on the device and it began to contract and slide up and down his member. He let out a guttural groan as it pumped his cock slowly.

I went to my tablet and connected the Bluetooth selecting a few settings. Frequent, intense, random, and continuous. It sped up and soon he was gasping and moaning loudly, his breaths heavy. Then the TV came on. Men bent over being paddled, hogtied and then pegged, women teasing while the males wore chastity cages. Then his fear-filled eyes widened as he seemed to realize his situation. I watched as his hips bucked trying to get some control and find relief but he couldn’t. I watched his cock start to twitch, and then he came. His dick had an up curve so it went straight into his face. As his orgasmic pleasure leveled out he opened his eyes and stared at me pleading for this to stop. I walked over to him and lightly ran my hand up his arm, and then shook my head. He looked so helpless, but that slowly faded as his eyes glazed over with the second orgasm and any rational consciousness drowned in pleasure.

Eventually after a couple more orgasms he wouldn’t have any more cum and his orgasms would be felt without any relief, I would come back in two days to begin the next stage.