I have recurring wet dreams thinking about how Sir William whipped my erect penis the last time I visited his barn. It took almost 10 days for all the welts from that single tail whip to disappear. There were visible markings all over me, yes, but the euphoria I’d experienced was long lasting from a psychological sense. That feeling where pain transforms into the most intense elation if you can get past it and allow yourself to let go.
I knew I’d be chasing that high again once I was fully recovered. After being locked up for 10 months, I’ve come to learn that I experience full body orgasms very differently than men that can fondle their dicks. Being caged has allowed me to be more creative with my body.
Before I contacted Sir William for round three, I wanted to be clear about what I was hoping to experience and achieve with him. He would ask and I’d want to answer without hesitation. I knew Jace wouldn’t be willing to unlock my cock again after only a few weeks, do cock whipping would be off the table.
I reflected back to some of the kink videos I’d watched over the years and what turned me on. Restrained on a cross and whipped, hot wax, electro stim, fuck machines, straight jackets, piss funnels, I’d seen it all and found all of these things quite interesting and hot.
I reached out to Sir William and we exchanged a few courtesy texts before I was permitted to call him to discuss our next encounter. Sir William is all about following protocols and showing the utmost respect. You have to earn the right for his time.
I shared with Sir William some of my thoughts and he listened carefully. We agreed on a date and time and said he knew “exactly what I needed”, and said “boys like you always come back for more.” When I asked Sir William to explain what he meant by “boys like me”, he responded, “I don’t think I need to tell you, you know what you are”.
I let that sink in. I suppose real men pick up on something about me that screams “faggot”. Whether it be Jace, other regular men I play with, random men I’ve met at the gym or elsewhere, I give off subservient, cocksucker vibes. I suppose that’s a fair assessment. I dream about dick 24/7 and my behavior must reflect that.
So, one day last week after work I drove over to Sir William’s barn for our play date. I used a single stall toilet at work to douche so I’d be fresh and ready for anything.
When I walked up from the driveway, the collar and leash were already sitting in the stairs.
I stripped off my clothes including my jockstrap and locked the collar around my neck and attached the chain. I stood with my arms at each side and looked down at the ground.
The door opened and startled me. I jumped a little.
“Hands and knees, boy!”
I quickly took to my hands and knees. Sir William grabbed the leash and walked me towards the barn. My knees were getting a little scraped up from the rough ground. I smelled cigar smoke along the way.
Sir William opened the barn door and once I was inside he closed the door.
“Kneel! Hands behind your head!”
I was being tested early to see if I could follow his commands without hesitation.
“Good boy. Open your mouth and show me your tongue.”
I did.
Sir William walked closer to me and my eyes widened when I realized he was about to extinguish his cigar on my wet tongue. Last time was just the ashes, this time the real thing.
I let out a little scream when the embers hit my tongue and Sir William applied just a little pressure and he twisted the cigar a couple of times. My scream didn’t phase him in the slightest.
When he finished, he poured some water in a dog bowl and pointed to it.
“Drink!”
I crawled quickly over to it and put my tongue in the water to cool it off and lapped up what I could. My face was splattered with water.
Sir William grabbed the leash again and I followed him to an open spot in his dungeon of depravity.
The leash was removed and hung on a nearby hook.
“Kneel! Hands behind your head, boy!”
I struck the desired pose and waited nervously for Sir William. Beads of perspiration began to drip down my torso from the trimmed hairs of my armpits. My tongue was still aching.
After a couple of minutes, Sir William had me stand on a metal grid that was probably four by four in size. There was a small box nearby and it had some wires that were connected to the grid.
Sir William pulled a spreader bar from the ceiling and roped my wrist to each side. Metal tit clamps were secured to each nipple. They were also wired and connected to the small box. My feet were secured to another spreader bar by the ankles, but I was still standing on the metal grid. Lastly, Sir William had fashioned a rope bit gag for my mouth.
I must be slow on the uptake because I didn’t even think about what he was about to do.
Sir William walked over to the small box with little dials on it, faced me from a few feet away, and when the little red light turned on, Sir William slowly turned one of those dials and I felt a jolt in my nipples and I jumped in agony. Sir William laughed as I danced on the metal grid each time he shocked my nipples. I must have looked ridiculous jerking about wildly.
After a few minutes, just when I thought it couldn’t get any worse, the grid shocked my feet and I used all my strength to lift myself off of it.
Sir William watched me with a wicked smirk as I struggled to keep myself safe from shock, but when my nipples were shocked my feet would hit the grid, there was no safe haven.
I was violently screaming into the gag, but Sir William didn’t seem phased. No, instead, he set the little box down, walked over to his wall of floggers and picked one up.
Sir William pulled off his T-shirt and placed it on the side and while I was still struggling with how to contend with being shocked under foot, the flogger snapped hard across my backside. I was stunned that my body could take it, all of it.
Just when the sting subsided I was struck twice across my back. I was swinging by my wrists, the biting electricity firing in my nipples, knowing if my feet hit the metal grid below me I’d regret it.
Sir William cackled as the flogger struck the back of my thighs and then my ankles, causing me to dance on the wired grid. I screamed into the gag again, drool pouring down my chin.
I closed my eyes and slowed my breathing, knowing if I stayed calm I had a chance to really embrace my predicament. To turn this deliberate cruelty into something truly spectacular.
“Come on boy! I know what you’re capable of. Show me! Show me!”, he barked as he struck my backside over and over.
I wanted to show him. I wanted to prove to myself as well that I could overcome the trauma and lean into it.
“Breathe out boy! Relax your body boy!”
I tried my best as I danced like a fool, volts of electricity travelled through my entire body as I was hanging like a slab of meat getting tenderized.
When it happened, when I finally switched my brain off and let myself feel all of it, each strike of the flogger brought me to a euphoria I’d only reached using chemicals. I began to groan in exquisite ecstasy.
“There he is! That’s the boy I know! Oh fuck yeah! That’s it “
Sir William struck me all over my body harder and harder, until my body shuddered and my caged dicklet spilled gooey cum. It was an out of body experience.
Sir William dropped the flogger and turned off the power of the electricity and hugged me while I dangled by my wrists, my body limp, the endorphins so good, I was on some kind of unexplainable high of emotions, my eyes teared up and I sobbed.
Sir William carefully untied my wrists and carried me over his shoulder to a chair and brought me some water to drink.
“You did so well boy. You made me proud.”
I was about to thank him but I remembered his house rules and kept my mouth shut.
Cum was sticking to my black Cobra cage. I couldn’t believe my balls exploded and I actually shot a load while my body was tortured so relentlessly. I started to feel a little guilty that I shot a load without Jace’s permission. I’d tell him about it later though because I didn’t like to keep anything from him.
Once I came down from this personal high, Sir William snapped me back to reality.
“You ready for more boy?”
“Yes Sir”, I whimpered.
“You’re going to have to do better than that, boy. Tell me what you need!”
“MORE SIR! I’M READY FOR MORE, SIR!”
“That’s more like it!”
Sir William walked over to grab the leash from the hook.
“On your knees! Hands behind your head!”
I was clipped and I crawled and followed Sir William to the Saint Andrews Cross he had on one of the walls.
“Stand up, boy!”
Once again, the leash disconnected from the collar.
Sir William pushed me onto the cross facing the wall. My wrists secured at each side up and over my head, my ankles also spreading my legs wide open. Sir William fastened three straps behind my head so I was immobile.
“You ever had a cane to your ass, boy?”
“Yes Sir!”, I answered with my mouth pressed against the wood.
“Good! Then you know what you’re in for boy! But you’ve never been caned by me, have you, boy?”
“No Sir!”
“No, you’d remember it, that’s for sure. You know, I’ve been thinking about how pretty your ass would look after I gave it a good caning.”
I felt the cool wood tickling my backside and my upper thighs, teasing me.
“So I’ve been looking forward to this, boy.”
Just then I felt the sting of the cane smack my butt cheek.
“Oww”, I softly uttered.
“Boy, this isn’t gonna tickle. It’s not meant to tickle. It’s gonna hurt, but that what you want, isn’t it boy. You want me to mark up your ass?”
“Yes Sir!”
“Yeah, I know you do! Like I said, I know what boys like you need.”
Sir William stopped talking and expertly decorated my ass with the cane. Such a tiny, innocent instrument at first glance, but if used properly, does the devil’s work. I flinched and tightened my sphincter every time the cane came down on my butt.
“Stop clenching, boy!”
Sir William struck me several more times and I just couldn’t relax my asshole.
“I know what you need, boy!”
The action paused for a couple of minutes.
Sir William returned, leaned into my ear and whispered.
“Relax your hole boy. Open up that pussy for me.”
I felt something wet and pointy poking at my assring.
“Come on boy, open up!”, Sir William screamed impatiently in my ear.
I exhaled and pushed out as Sir William pushed up and in. The plug spread my hole as it clenched over the widest part and gripped its base.
“Gotta open that hole up before I fuck it boy! That’s what you want, isn’t it boy? You want me to fuck your pussy?”
“Yes Sir!”
“Then you gotta earn it, boy! You gotta earn my cock. I’m not just gonna fuck you. No fuckin’ way. You gotta earn it!”
Sir William tanned my hide with that cane again and again.
“Time to change it up a bit, boy!”
Sir William reached under me and found my balls. I screamed in the most excruciating pain as Sir William took the cane to them.
I was shaking again and wiggling around on my restraints.
Finally, Sir William dropped the cane to the ground and he once again approached me, kissing the back of my neck. Soothing my ass with his hand.
“You did so good boy. I’m so proud of you. Such a good boy. You really impressed me today, boy.”
Sir William’s fingers pried the plug from my hole and he dropped it to the ground.
While still kissing and biting my shoulder, his cock found its way to my gaped hole. I felt like a breeding mare tied up with nowhere to go. I tried to arch my back slightly but I was barely able to move. Sir William’s ample cock rubbed up against my p-spot over and over again and I shuddered to a second hands-free orgasm. With my hole tightened and a firm grip around his cock, Sir William wrapped his arms around my torso and I heard him grunting into my ear as he rutted right in my ass. His sweaty chest matted against my naked back as his seed spilled and spread inside me. I felt Sir William’s heart beating hard against me, his cigar breath in my face.
“Good boy. That’s a good boy”, he whispered.
Sir William dismounted me and slapped me on the ass for good measure. Then he reached over me and released my wrists, then bent low to lease my ankles. Sir William helped me to my feet and then bear hugged me from behind.
“This was a very hot session with you today. I’m so proud of you boy. You really impressed me. It’s been a long time since a boy like you has been in my barn. I hope you’ll come back again.”
“Yes Sir, thank you.”
I broke protocol, but Sir William let it slip.
“Stay right here and I’ll bring you a bottle of water.”
Sir William had a cold bottle of water in his hand and I drank it down quickly.
“Good boy.”
Sir William found the leash and secured it to the chain link collar around my neck. This time I was permitted to walk upright back towards the house where my clothes sat in a pile on the ground.
Unceremoniously, Sir William entered his house and left me to dress on my own after he removed the collar and leash.
My ass was on fire when I sat down to drive home. I felt different. I felt lighter. I felt relieved of all the stress in my body. I was still buzzing from the endorphins. I also had a load of Alpha seed in my ass which gave me an added thrill.
I couldn’t wait to see what the back of my body looked like in the mirror. I got to my place and stripped as soon as I walked in the door and ran to the full length mirror in my bedroom.
“Holy shit” I said aloud. My ass was covered in red, raised stripes, my back was deep shades of red and so were the backs of my thighs. My nipples were also red and bruised from the electro stim.
I recalled the unpermiited orgasms and decided I needed to confess about them to Jace right away.
“I’m hole”, I announced via text.
“What hole?”
“Just back from Sir William’s barn”
“And?”
“It was awesome. My butt is beaten to a pulp.”
“You’re fucking twisted hole”
“I came twice”
“Fuck, not ok hole”
“I’m sorry”
“No, you will be sorry hole”
“I know”
“Did he fuck you?”
“Yes”
“Pig hole”
“Yes”
“I should cut your balls off hole.”
I knew Jace would be pissed, and he was.
“Please”
“Fuck you.”
I decided to end it there. I’m sure Jace would find some way to make me pay for shooting off two loads without his explicit permission.
I decided to take a bath to soothe my sore body, made some tea, turned on the TV and fell asleep.
I was certain that Jace would be plotting something sinister to teach me a lesson when I least expected it.
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