I’ve been racking my brain to work out how I overstepped the mark. I keep returning to the incident with Master Legrand, which was about as bizarre as it was amazing. I guess you could say he seduced me. Except, I don’t know if it was sexual for him because he stayed dressed in his suit and tie throughout.
But he got me naked… and very hard, and when his finger went right up inside me, I shot the biggest load! I’ve never cum like that before but then again, I’ve never been touched like that before.
Of course, it’s made me want more. In fact, I’ve literally become obsessed with the idea. And I’m wondering if that’s the reason I’m being punished. Maybe they’ve decided I’m impure? They talk a heck of a lot about the importance of chastity and I have abstained. All my life…
So, I went into the room. When I arrived, Master Cox was sitting on a sort of red throne. I’ve seen him around but not had that much to do with him, so I was surprised he even knew my name. He’s always seemed quite aloof and he was particularly icy with me this afternoon.
I turned around and saw Master Fantana standing in the corner. I was quite relieved to see him. He’s nearer to my age and he hangs out with us quite a bit. He’s always seemed really friendly before but he was suddenly really distant. I felt like he was almost looking through me and it made me feel really uncomfortable.
Then Master Cox told Fantana to undress me. My heart started pounding. It was humiliating and exciting at the same time. He took my clothes off so slowly. It felt really intimate. Of course, I instantly started to get hard.
Master Cox remained on his chair, real still, just watching while Fantana stripped me down to my underwear, touching me seductively. I was tenting like crazy in my underpants and, by the time he’d pushed them off, I was rock solid!
Master Cox told Fantana to prepare me, and he started to rub oil into my chest. His hands were just gliding all over my body. I couldn’t believe how amazing it felt.
Then he pulled a satin cloth off a bench which was covered in plastic and rubber pegs of different sizes, all standing to attention like little dick-shaped soldiers. I was instantly terrified…
Master Cox pointed at the oil bottle and told me to prepare the first peg. I knew what he wanted me to do. He wanted me to sit on it and THAT was my punishment.
That plastic peg was somehow gonna go up inside me. I felt really cold all of a sudden. Even the smallest of the pegs looked enormous. But I couldn’t refuse, so I took a deep breath, covered my hands in as much oil as I could, and doused the peg in it.
I took another deep breath, stood with my legs on either side of the bench, and very slowly sat down. I could feel gravity forcing me down onto the peg. It was agony. I wanted to scream. I wanted it to stop. I wanted to grab my clothes and run… anywhere… but something told me I needed to stay.
Once the peg was all the way inside, Master Cox gestured for me to bounce up and down on it. And even though it felt like I was being torn apart, my dick was inexplicably hard. And after a few moments the searing pain stopped and I started to… if not exactly enjoy the sensation… realize it felt erotic.
Then Master Cox told me to prepare the next peg, which was even bigger. Of course, I did as I was told and when he told me to sit on it, I sat on it. I could feel my ass opening up somehow. It was almost as though the peg were being pulled into me by invisible magnets or something. I was sweating and staring Master Cox in the eye as bravely as I could while trying to regulate my breathing…
Then we moved on to the next peg… which was larger still and I really struggled to get it inside. At that moment, Fantana stepped forward and pushed down on my shoulders so I had no option but to take the damned thing inside me. He did the same when we moved onto the fourth peg…
We got as far as the fifth peg which I genuinely thought was going to ruin me. My whole body was shaking uncontrollably. I tried so hard, but I just couldn’t get it inside me… So Master Cox told me I’d need to be punished further.
He told me to lie on the bench, and Fantana lifted my feet up. I could see Master Cox unbuckling his belt and unzipping his trouser fly. I instantly knew what he was gonna do. I just lay back and thought, “Is this it? Is this my special moment? My first time? With a man I barely know?”
Part of me felt terrified. Part of me was excited.
He dropped his pants, pulled his dick out, tilted my body back, lined himself up against me, and then, well that was it. He took my virginity with a hard, almost impassive look on his face. And then he was slamming himself into me, still in his shirt and tie. It was excruciatingly painful but, for some reason, I didn’t want it to stop. And then I suddenly realized it felt amazing. I wanted every inch of him inside me. I was feeling dirty, somehow. Liberated. Manly…
Then he asked if Fantana wanted a turn. Fantana nodded and I felt a rush of excitement. He stepped forward and lowered his pants, before thrusting his giant rod into me. Then he was pounding me real hard and Cox was kissing me and I wanted it all so bad. He was jerking my dick and kissing and biting me as he fucked me and I just wanted to be used. Then he started to cum. I could feel it gushing right into me like some sort of crazy geyser.
He pulled out seconds later and I could feel the cum squirting out of me. Then Master Cox said it was his turn. He pushed himself into my ass again and started pounding me even harder than before. I thought I was gonna pass out. Then he started to tremble. And then he came. Right into me.
And that was it. That was my moment. Master Cox threw a towel at me and told me to clean myself up. I was left alone in the room, now changed and different. Suddenly a man.
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