Chapter 7 - "This is how it feels to be fucked by a real man!"
I hung suspended in the sling, spread-eagle with my privates displayed like a two dollar whore. He had restrained my hands above my head, denying me any modesty or protection. My legs were spread wide and hoisted into stirrups, laying bare my ass cheeks which now were smeared with lube. My ass-hole was exposed, having just been primed and stretched open by several large dildos. Aroused but also frightened I watched his hand slowly move up and down the length of his cock as he applied a generous layer of lube. The girth of his cock so thick, the grip of his hand could not reach all the way around the shaft. He pressed the head of his cock against my anus, it was cold from the lube. An icy shutter ran through my body reinforcing my sense that a major turning point in the storyline of my life was about to happen.
It was clear to me now that my life up to this point had been a sham. I had merely been going through the movements of living a life. Much like an actor playing the role expected of him by his audience. Never completely comfortable in the role, it had caused me to become shy, reserved and unusually modest regarding my body. However the raw, naked connection between the two of us was so intensely intimate, there could be no acting or falsehoods here. As if for the first time, my heart had suddenly come alive in my chest, erratically pounding out my fear.
Since the first day I met Jim, he had been determined to shove his massive cock up my asshole. For weeks he had been attempting to stretch me open by cramming increasingly larger dildos into my asshole. Unexpectedly tonight he had become frustrated with the delay, announcing "I've had enough of playing with these toys, your hole is long overdue to be filled with my cum. It's time to fuck the hell out of you." Jim's sudden tantrum unnerved me, undermining the little confidence I possessed. I was worried, I suddenly felt like a virgin unexpectedly presented with a lover's huge endowment. It had been a struggle to take Jim's collection of dildos up my asshole, it was difficult to imagine how I could be fucked by his massive cock without being split apart. I searched Jim's face for any sign of reassurance. His dark eyes clouded with lust and booze, offered me no comfort.
I was overwhelmed, much like the first night I met Jim. I had been so nervous and sexually inexperienced, it had taking Jim only moments to both subjugate and sexual arouse me. After sitting me at his feet, he stuffed his large hairy balls into my mouth then seduced my body and mind with only the sound of his voice. That is when my fascination with this charismatic leather-man and his porn-star sized cock began. My fascination soon developed into a kind of obsession, bordering along the lines of a devout worship of his magnificent phallus. These last few weeks, it had become increasingly difficult to play my role as the good boy when my every waking moment was filled with the memories of the touch of his leathers against my hot naked flesh, the pungent smell of his cigar and the sweet, sweet taste of his cum.
"You look frightened!" Jim suddenly declared. He was squinting down at me in the sling, studying my face for clues to my state of mind. This was my opportunity to voice my hesitation about having my ass-hole ravished. Yet, I found myself unable to speak, too afraid of what might come out of my mouth. If I angered Jim and he kicked me out, I knew I could never return to play-acting my way through my old life. Fluctuating between two unthinkable paths, I lay there as a limp and speechless as a half deflated blow-up sex doll.
Jim smiled down at me then skimmed his leather gloved hands gently across my chest, the touch of his soft leathers against my skin calmed me instantly. He pinched my nipples between his finger tips, gently at first but soon he increased the force. Pressing his finger tips harder and harder into my flesh, he bent down close to me. I could smell the strong smell of liquor on his breath. Wrapping his lips around my left nipple, he sucked it into his mouth then began to dig his teeth into my flesh. I closed my eyes and relaxed as his gentle nippling on my tit increased in intensity. I involuntarily arched my back and released my breath, letting the sensation of both pleasure and pain flood out into my body.
Suddenly with a quick forward movement of his hips, he plunged the head of his cock into my anus in one sharp violent jab. A shock wave of pain rippled throughout my body, just like I had taken a punch. My mouth flew open as a rush of inward air sucked a scream back down my throat. Abruptly there was no air in the room, no thought in my head, only a intense increasing pressure as my ass-hole was being wrenched open.
My hands clawed out into the air, grabbing onto the straps of the sling. I tried to pull my body backwards into the sling and off Jim's cock. I managed to crawled backward a few inches as I sucked enough air into my lungs to cry out, "No, No, Stop!" Despite my pleads, Jim bit down harder into my nipple as he continued to bulldoze forward into my asshole. My anus being no match for Jim's battering ram of a cock was forced to stretch out under the mounting pressure. I screamed out "It's too big, it's too big!" as Jim's corona, the projecting ridge that encircled the base of his cock-head reached my anus ring. Jim's corona was thick and hard, roughly callused from years of friction. With one final shove Jim squeezed his corona through my anus ring, it felt like sandpaper against the tender flesh around my ass-hole. I experienced a very slight relief as my anus contracted slightly as it sunk into the narrower neck of his cock. Jim's cock-head was now fully inside my asshole, it was like being impaled on the end of a heavy metal spike.
Jim slowly released the pressure of his teeth on my flesh, letting my sore, wet nipple drop from his mouth. He straightened up and said almost jokingly, "Do you really want me to stop?" He wore that wicked little smile, the smile that meant he was again testing his ability to manipulate me. Sex with Jim was a continuous power struggle. He was determined to expand my sexual boundaries, always wanting to know how far I would debase myself to please and obey him. Dominating me gave Jim the adrenalin rush that made his cock throb. If my domination included ways to sexually humiliate me, his immense cock grew all the harder.
"You show up naked at my door each week. No matter how badly I abuse you, no matter how many loads of cum I dump down your throat or how many toys I shove up your ass, you keep coming back." Jim stated in a calm, cool matter of fact tone. Then raising his voice with each word he added, "Tell me why boy, why you keep coming back for more?"
"I don't know, Sir. I just...want...need..." I stammered. Unable to voice a response under the stress of his stare and the pressure of his cock staked into my asshole, my voice trailed off into silence.