“Anything Master,” I practically yelled.
“Anything?”
“Yes Master.”
He cut my cock and legs free. Still hanging there, I tried to stretch as best I could. A few seconds later, I felt myself being lowered and my feet touched the ground again. He released my arms, allowing me to stretch them, and work out the kinks that come with hanging for so long. I gingerly rubbed my back and ass. The marks were still there, and still ginger.
“Get on your knees and suck me while I figure out what I want to do with you,” he commanded me. I dropped down and crawled to him, sliding his shorts and boxers down to his ankles. He stepped out and flung them aside with his foot. I licked the bit of precum off his cock and took him in my mouth without hesitation.
I worked at going as deep as I could, as long as I could, strengthening my blowjob skills. I rested my hands on his thighs and buttocks while I bobbed my head up and down.
“Mmmm,” he moaned, “you’re getting very good at that.” He pulled me to my feet and walked me over near the pulley. He bent me over, allowing me to continue sucking his cock while he bound my wrists behind my back. Once the cinch was tightened, he attached it to the pulley, putting me in the strappado position.
My legs were spread once more, this time with a spreader bar. He tied my collar off to a tree in front of me, and ropes around my thighs held me to two trees behind me. I was bound in position, restrained against moving too far forwards or backwards.
His cock appeared before me once more, and I resumed my blowjob. “Yeah, get it nice and wet,” he commanded. I drooled all over him, giving him sloppy head. “Good boy,” he told me, pulling away once more.
I heard what sounded like some sort of tube opening behind me, and him slowly stroking his cock. Before I knew what was happening, my back stiffened as he slid a finger into my asshole. I writhed at the unexpected foreign invasion, but the ropes held me fast. I realized for the first time what a vulnerable position I was in.
“Relax,” he told me, sliding his finger in and out. “It’ll make it so much easier.”
I tried to breathe deeply, to calm myself. The truth was, I was incredibly aroused at my own helplessness and where this was all leading. He slid in another finger, and my eyes widened at the shock of being full.
He slowly slid them in and out, letting me get used to their girth. He twisted and turned his fingers as he thrusted him into me. I gasped as they found the spot inside me, and my dick grew impossibly harder. I tensed and strained against the ropes. He laughed softly at that.
“Feels good?”
“Oh god, yes Master.”
He prodded at me a bit more, then slid his fingers out. I gasped as they left me. He walked around in front, his cock waving inches from my lips.
“I want you to see what I’m going to do, to anticipate, to let your imagination run.”
He held it tauntingly close while he unwrapped a condom and slid it down his cock. My heart raced knowing that it was soon to be inside of me. He squirted some more lube into his hand and softly stroked himself. It made a slight squishing sound against the silence of the woods.
Finally, after a few moments, he moved around behind me. I waited in nervous anticipation, trying to prepare myself. It didn’t work as I gasped in shock and pulled against the ropes when the tip of his cock brushed against my asshole. My mouth opened wider and wider as he grabbed my hips and pushed further and further in.
No sound escaped my mouth as he filled me more than I thought possible. He pushed in all the way, and held it there for a moment. The feeling was indescribable, there was no small amount of pain, but still something else that made it worthwhile.
Gradually, as he remained still, my body adjusted to his cock inside of me. My muscles relaxed and the pain started to fade somewhat. He started to move slowly in and out. It hurt at first, torturing different muscles. I struggled to remain calm, and not tighten up and make things worse for myself.
As he kept a steady pace, I got more and more used to the sensation. The pain seemed to disappear as he continued to fuck me. Make no mistake, it was still present, but everything else took over. The submission at allowing him into me the pleasure at being full, and at his cock teasing the sensitive areas within me.
“Mmm,” he moaned, smacking my ass. I grinned at the pleasure I was giving Don, the way I was letting him use my body.
“Uh, uh, uh,” I grunted and moaned each time he plowed into me. His moans also grew louder and louder, as my tight asshole gripped his cock.
“Oh yeah,” he smacked me ass again, harder. I yelped happily at the pain and pleasure. “Fuck yes,” he rocked me harder against the bonds. A slight pain told me he was close as his cock swelled. He smacked and grabbed a handful of my ass as he blew his load inside of me.
“Ooh,” I moaned, surprised at the new warmth inside of me. His pace slowed considerably, milking himself into me. At long last he stopped and held his cock in me for a while before slowly sliding it out.
“Ugh God,” I moaned helplessly as it popped out and my previously filled ass closed quick. He walked around in front of me once more, his condom-less cock still covered in some cum and rapidly softening.
He offered it out to me and I gladly cleaned it off, savoring the salty taste of jizz as it hit my lips.
“What do you say?” he demanded.
“Thank You Master.”
“Good boy.”
My asshole throbbed, both with soreness, and pleasure, a longing to be filled again. He cut me loose, and I collapsed, tired and sore from the long tough bondage position.