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Jock to Sissy

by hypnosub221

Chapter 1

I’ve worked at the petrol station for a really long time, and seen a myriad of people come and go after filling up their gas, but there was something intensely different about this customer. Something powerful and alluring. He wore tight fitted black jeans and an equally small white wife beater singlet. He had jet black hair and blue eyes. It was obvious he took care of his body, powerful thighs, a round and perky ass, large pecs…absolutely chiselled. I’m straight, not even slightly attracted to guys, but anyone could appreciate that face, complete movie star good looks.

“Number 5, kiddo” he said, flashing a sly smile. My guess was that he was in his late twenties, early thirties…it was hard to tell.

“That’ll be $45.10, sir. Cash or card?” I said slightly stuttering. I was caught off guard by him. I’ve never even checked a guy out before but I guess that’s what I was doing. My eyes kept drifting to the obvious bulge in his jeans. His package was massive, like he was smuggling a giant tennis ball in his pants. The size was just mesmerizing, a huge beacon of manhood and I didn’t understand why I couldn’t look away. He caught me staring.

“I love it when a boy calls me sir” he chuckled. “I’ll pay cash”

I was stunned. It was such a forward comment. Inexplicably, I couldn’t stop myself from blushing. I felt something stirring in my groin and I started to freak out. I wasn’t gay but this guy was affecting me in ways no one had before. Once again he noticed my lingering eyes, but this time he adjusted the bulge in his pants. To anyone standing around us this would have looked like a nonchalant, innocent move, but I knew differently. That was meant for me, grabbing that enormous bulge. It was some kind of signal. I gulped and started to sweat nervously.

“Here’s your change sir” I said. When our hands met to exchange the money I felt him slip a card into my hand. He took his change and left. I stared at the denim encased globes of his ass as he walked out.

Now that he was out of proximity it felt like a fog in my mind was clearing. I looked at the card and all it had on it was an address, scribbled almost illegibly, and a time. My mind was buzzing with thoughts. I was totally checking that guy out. I had been obsessing over his package. What the hell happened? What was wrong with me? I have a girlfriend. We’ve been together for two years. Why was I staring at that guy’s dick? I threw the card in the bin and finished my shift, trying to forget about the whole encounter.

The staff for the next shift arrived and I said my goodbyes to my manager. I almost walked out of the petrol station’s front door but something possessed me to stop. I thought about that card. What was at that address? Why did he give it to me? Was it his house? Was it some kind of joke? Why do I even care? I’ve always been a curious person and curiosity was surely getting the best of me. I went and fished the card out of the trash. The time on the card said 6:30 pm, half an hour from now. The house was not that far away, easily walking distance from the station to get there on time. I decided I’d check it out.

On the way I received a call from Sarah, my girlfriend, but I didn’t pick up. I didn’t want to explain what I was doing and I was not a good enough liar to take the gamble. The house unremarkable, excessively so.  It could have been any middle-income, suburban house in America. White picket fence included. The neighbourhood was unthreatening too, lush gardens and manicured front lawns with children playing games on the street. Parents mingling with each other keeping a loose eye on their kids. I was having second thoughts. I came this far. I checked the house out. I could leave. I don’t need to go in there. I could go on and forget about this whole thing. My legs, on the other hand, had a different idea to my brain. I walked up to the front door and knocked twice.

The door opened to reveal the mysterious stranger from before, grinning.

“I knew I wasn’t wrong about you. Well, I guess we better get this over and done with. I’ve got other appointments to make today still.” He said eying me up and down.I went to speak but I couldn’t find the words. Instead, I just walked right past him into the house.

It was beautifully decorated and spacious. As I was taking in the views of the house I was shocked when a young, 20-something, blond, blue eyed boy approached me dressed in nothing but a tiny, black speedo.  His tanned body was in perfect form. Abs, quads, biceps, the whole muscled package. The speedo had to be at least a size or two too small for him. It clung tight, hiding nothing of his obscenely large butt. The front of the speedo is what really puzzled me though. He had a bulge there, but it was quite small and had an irregular shape. Like little weird bumps and ridges poked out from the behind the lycra.  

“Hi sir, can I get you something to drink?!” the boy smiled cheerfully. Appearing to be completely oblivious to the absurdity of the situation.

I was speechless. Before I could even try to respond I was interrupted by the stranger.

“No, no Dereck, that won’t be necessary. He’s not a guest, he’s new” he motioned and ushered Dereck out of the room.

“Sorry about that, I’m sure you have a million questions but I assure you it will all make sense soon” he placed his hand on my shoulder and almost instantaneously I melted. Warmth radiated through my body and I unconsciously gave him a big, dumb, goofy smile.

“That’s alright sir. Honestly, I don’t know what I’m doing here or why you left your information…but I felt like I had to come here”

He smiled and gestured to follow him into a room. It’s like I had no control over my body anymore. He was so commanding, domineering, and sure of himself. For the first time in my life I felt submissive to a guy and I happily gave up the power. No, I needed to give up the power. Usually I was the alpha male. I called the shots, I kicked the ass, and I got the pussy. Today was so undeniably strange, in the presence of this man I turned into a shy school girl. I didn’t ask questions, I followed. He shut the door behind us.

“Now let’s get a look at what we’re working with. Take off your shirt and pants” he said matter-of-factly.

Once again, I was stunned. What the fuck did he just ask me? Why the fuck would I start undressing in this random stranger’s house? I need to get the fuck out of here. I went to walk to the door but the man pressed on.

“Take of your clothes now. I won’t ask again”

I stopped in my tracks. The threat was so forceful.

“Why would I do that?! Who the hell are you?!” I yelled at him.

“I don’t have time for this. You like obeying me. You know it’s true. I can tell just listening to my voice gives you a hard on”

The confusion of the situation had distracted me enough to only just realize that he was right. I felt the swelling in my crotch. The bulge in my jeans was rapidly inflating. I stared at him in disbelief and then slowly began to take off my shirt.

“The pants too” he prodded.

Then there I was. Standing in just my boxers, almost completely naked in front of this stranger. I was a good looking guy, not to be arrogant. I have brown hair and hazel eyes.  I’m on the wrestling team at my college. I work out 5 times a week and have earned the body that I have. People show me a lot of interest, not just from girls, but from guys as well. I do notice when people stare and I have been told that I’m pretty handsome. I’ve done some casual modelling to make a little extra money on the side. My muscles are large and well-proportioned, with the exception of my ass. I have a bubble butt. For some reason it grows so much more easily and faster than the rest of my body. It makes finding pants that fit me extremely difficult. Believe me, I have torn many pairs of jeans.

“Very nice, very nice…” the man said, circling me. “Now take off the underwear”

This time I hardly resisted. My mind was still racing. Torn between wanting to run and wanting to do exactly as instructed by this man. I was completely conflicted, but I pulled down my boxers.

“Well, would you look at that monster!” the man exclaimed. My 8 inch penis flopped around semi-hard. At full strength, my dick is almost as thick as a can. I thought I was straight but this man was turning me on and making me question everything.

“I think that dick of yours looks ridiculous on you, don’t you agree?” he said.

I didn’t know what he meant and before I could really answer he cut me off.

“DON’T YOU AGREE?!” he shouted.

“YES!” I yelled back. It caught me off guard, but I felt the need to agree with him.

“You mean, YES SIR!” he shouted again.

“Yes, SIR!” I responded. I couldn’t believe I was doing this. What was happening to me?

The man smiled and walked over to a set of drawers.  He pulled out a small clear device composed of several pieces.

“You’ve lived your life thinking you’re a real man. Real men get to have real penises. Real penises that are capable of fucking. I’m afraid though, that is not you” he said whilst squirting what appeared to be some kind of lubricant on the pieces.

What the fuck was he going on about? I don’t get to have a real penis? I’m not a real man? Despite the insanity of what he was saying, there was something in me, something very deep down, that agreed with him. I wasn’t sure if those were his thoughts or mine anymore.

“I have decided you will be a one incher. Dereck out there is a 2.5. Some say I’m mean, but I like my boys to have the smallest little dicklets out there”

That was the gun firing. The device was a tube shaped like a penis with a ring. The mould of the

penis was so small it was comical. He was going to lock my dick in that! What the fuck!? There’s no way my dick would even fit! I thought running away until he started putting lube around my balls. Waves of pleasure shot through my dick. My semi-erection became a full one.

“Rule number one; a rule you’ll learn the hard way. Erections are for men. Not pussyboys. This will teach you to love having a limp dick”

He popped my testicles through the ring and waited until my erection went down a little before shoving it through the ring too. He placed the tube on the end of my cock and I watched in horror as it slipped in. He then forced my dick back into my body so that the ring and cage tube could slot into eachother. I saw my penis being pushed down…7 inches, 5 inches, 3 inches, 2 inches, 1 inch…then when the locking mechanism was in place he put in a key and locked the device shut.  

As I heard the lock engage I let out massive moan. I couldn’t help myself. It was so erotic. The pressure of my dick struggling to get free. The way it made the ring yank up behind my balls. When I looked down, all I could see was my tiny, little, one inch nub; trapped in the clear cock cage. I tried to grab it but it was so small it was almost lost between my massive balls. I could only get two fingers on it. I looked up at the man, worried, and he was smiling, proudly.

“You see if you wear it long enough, the shrinkage is permanent. Dereck used to have a 7 inch cock, now it’s just under 4 inches without the cage. He’s very pleased with his progress. By the time I’m done with you I want yours to be almost completely gone.”


Very Hot - kinkysub44

A very hot story. Full of possiblities. What will his girlfriend, Sarah, think of it. What are the Guests of this house like, if you are one of the new staff? \r\n

more - poof

please sir can we have some more

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