Isle

by Zachary Penn

5 Apr 2017 3398 readers Score 7.9 (15 votes) PDF Mobi ePub Txt


I felt a throbbing pain on my forehead. I opened my eyes but my lashes caught on a cloud of white cotton canvas. A blind-fold. I shook my head but the fold wouldn’t slide away. I felt pressure on my wrists and realised I couldn’t move, I was lying in a T-position on some wooden surface. I tried to shimmy out of the strands, but they held tight on my wrists and ankles. I could but lift my back a little in a pointless struggle.

Was this another one of my nightmares, that turned strangely into a sexual dream? Would the penetration begin soon with pain and pleasure entwined. What else could it be? This strange event couldn’t be anything else, could it? So, I relaxed and waited for my subconscious to conjure it’s unnerving scenario. But this time I’d not give it energy by wondering what was about to come. I’d just lie here. Submissive to my mind. There. I could hear something moving in the bushes. I breathed slowly and told my self not be afraid, or the mind would do me bad things.

Then I realised that I had been a fool. Why didn’t I just wake up, now that I had realised this was a dream? Immediately, I let the dream world know I was no longer fooled. Decisively, I opened my eyes. But still, the damn white blind-fold wouldn’t disappear.

“What’s your name?” a mellow voice said near by. It was a high-pitched but a soft, calm voice of a man.

The letter. What had the mysterious invite called me? 

“Z”, I replied.

“Don’t play games. Just tell me your name and this will all be over”

“Are you M?”

Leather snapped and a sharp pain shot on my hand.

“What is your name, boy?”

Why was I shaking out of fear? Wasn’t this exactly what I wished for? Hadn’t I prayed to the universe of how bored I was and needed some real excitement. Well, here I was, helpless and having myself tortured. Would he kill me? But what would he do to me first? I could only guess the instrument he was using was a sort of a whip. Would he whip my body first sore and then milk me? Or pry my mouth open and stuff his member to choke me? Would he fuck me? With his dick or with some other thing? Or both? These were my thoughts, and I should’ve been scared for my life. 


“What is your name?”, said the psychiatrist fellow.

My parents had struck a deal with their protesting fifteen year-old. The owner of the newest game console would see this head-doctor once a week.

“What’s yours?”, I asked and folded my arms.

“Gary”

“How old are you?”, I leaned to him like an interested reporter.

“Thirty five”

“And you think you have it what it takes to make me a good boy?”, I said and dropped my wrist casually between my thighs.

“That’s not what we are here for”

“Aren’t we?”

“We’re here, because you tried to kill yourself”

“I had two choices. I’d either kill myself, or everyone else”

“Why do you say that?”

“Is this all this is going to be? Me saying things, and you repeating that question?”

“I have other questions too. It’s all about discovering yourself”

A buried my head in the sofa and mumbled: “Oh, just kill me now”

“That is a serious thing to say”

“Get a load off man. It was just a turn of phrase” I jumped up and started browsing through the bookshelf behind the sofa, turning my backside to the good doctor. “Oh, what’s this opus?” I said and leaned down, so that my buttocks would be on better display. I peeked from behind my shoulder and saw the doctor looking at my ass. Score. I lifted the heavy book, and pretended it to be so heavy I needed two hands to get it out of the shelf. Then I dropped the book on his desk.

“Please, sit down”, the doctor said.

“You were checking me out just now”, I smirked.

“What? Ridiculous”, the doctor took his glasses off and started cleaning the lenses on his buttoned shirt.

“It’s okay” I said and sat on is desk, “I want you to look at me”.

“Stop this and sit down, okay?”

“Stop what?”, I started rubbing my crotch through the skin-tight jeans.

The doctor leaned forward. And looked down. “This is highly inappropriate”

“That sounds like something they teach you to say at head-doctor-school. Come here, doctor. Check my pulse”

A was belly-down on the table, my upper body on top of the opus; I had to compensate for his height. I had my school uniform jacket and white shirt still on but my pants were pulled all the way down to my ankles. The doctor spread my buttocks apart and stuck his face between them. He really worked his tongue. The situation must’ve been a fantasy of his, for he tried his best to please me. He could’ve heightened the sensation by shutting up with the constant: “Does this feel good?” questions, but I thought, whatever, I had the doctor now giving me his to-be-weekly doze of therapy.

“Are you a virgin?” he asked. I said: “Yes, be gentle”. I lied, but it seemed to give him a boost. “Now, it is going to feel really bad at first, but when you relax, it will soon start to feel really good”. “I trust you Gary” I could hardly hold down my laughter. “Here it comes”. The cock was average size, but thick enough to make me feel something. I kept on acting a virgin and moaned for him. He took me by the hip and started to hump me. He made this weird purring noise when he fucked, like a cat: “Hurrr…babe…hurrr…babe”. I loved when all of his precious little penholders and miniature statues scattered on the table as he jacked away into my hole.


Snap. The whip hit on my foot. Then the whip stopped, resting on my skin and started swiping up my leg. It ran across my thigh and stopped on my hip. I had gotten hard thinking about the good doctor. The whip teased itself slowly across my throbbing shaft. At any time this caress could turn into a punishment.

“My name’s Gary”, I said.

“Good boy”, the gentle-voiced whipper said, started poking gently on my meatus with the whip.

“From now on, Gary, you call me ‘Sir’”

“Okay, sir”

“What’s this? You don’t need much to get excited, do you?”, he said and swiped my pre-cum on my belly from the whip.

“You got this all dirty, Gary…”

I felt a sharp pain strike through my penis.

“ …Are you going to get it dirty again?”

“No, sir”

“You’re a dirty boy, aren’t you Gary? A really filthy little boy, aren’t you?”

“No, I’m a clean, milk white clean, sir, promise”

“But you like to do dirty things, don’t you. Don’t you dare lie to me, Gary”

I felt someone unstrapping my legs, but as soon as I was loose, two strong hands grabbed me by my ankles and pulled my legs towards my face. Then a rope was tied on my ankles again. Tied in this position, my ass was open for anything that would come and I could do nothing about it.

The whip started a gentle swiping on my buttocks, at times making a short visit about my asshole. My dick throbbed against my abs in a constant dribble of pre-cum.

“Please, sir, I can’t bare this…”

It snapped the hardest so far on my buttocks.

“Don’t talk, Gary”

The whip started circling around my asshole’s rim.

“Is this the place, Gary? Is this the dirty place?”

“No, sir, all clean in there, sir”

Another even harder a swipe. The pain shivered across my other buttock.

“Don’t talk. Last warning”

What would happen in I did? Would he kill me? Or really take and plough me good. Which one would I prefer? It really was my choice. All this time he had only punished me when I disobeyed and caressed me when I had done as he had told me. Disobey: Perhaps he would just begin torturing me with more intricate ways. Would I enjoy these pains? Was my pleasure even a consideration?

“Fuck you!” I said. The whip stuck five times on my thighs. “That tickled, you bastard”. The whip came again and again, but I kept on taunting him. Finally a proper snap of anger was struck. I felt the pain of my life on my balls.

“You will learn to obey me, you filthy little whore. Open your mouth. Do it, whore”

My body was shivering all over of the strange sensations of mixed pain and arousal. I let my jaw drop. A warm vile liquid poured down my tongue. I coughed and spat out the horrid drink.

“Keep it open, Gary”

He’s voice had something new now, which I felt wasn’t to play with, so I opened my shivering lips and let him wee in my mouth some more.

“Now that you have been a good boy, I have a present for you…” He said and splattered the rest of the piss, still leaking from his cock, on my face. Commandingly he said: “Mombe”.

The wooden platform creaked as somebody stepped on it. I felt those same strong hands that earlier re-tied my legs rub my thighs now. The hands stopped and pressed against me. Then, I felt a log of a dick tip against my rim. The dick started to press inside. I told myself to relax to prevent bleeding. My sphincter stretched to the limit. I felt like I had the biggest crap about to come and there was no way to shit it out. Would I be torn in half by this gargantuan?

A sharp pain hit my insides as the dick rubbed against the prostate, but the snake wasn’t all the way in. The huge cock kept on filling me up. A burning pain started all over my rectum. He pushed a little deeper and I lost my consciousness.

When I came to, I felt the dick throb all the way against my spine. My body went straight into panic mode. My sphincter tightened around the veiny monstrosity. I heard a growl and the hands grabbed my thighs tighter. I can’t breathe, my body said. Breathe, I said to my body, relax.

The monster pulled back slowly and suddenly rammed back in. I felt it hit me somewhere I didn’t even know was there. One more time it pulled back and dove back inside me. It hit some magical spot inside me that bursted into a tingling explosion of pleasure. I spasmed, impaled by this stallion. That made my unhandled dick throw its juices all over my face and chest. The cum slid slick off my piss-filled face. I smelled a peculiar mixture of thick’n’sweet with sharp’n’sour.

“Mombe” the voice farther away commanded.

The giant pulled out. My ass was on fire. My sphincter was opening and closing uncontrollably like a pink blow fish. I panted. Sweat had soaked puddles on under my back and buttocks.

“Are you a dirty boy?” the voice asked.

I only needed the truth to answer: “Yes, sir”

“Are you a good boy?”

“Yes, sir”

by Zachary Penn

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