My New Whore

Disclaimer: All characters portrayed are over the age of 18. Any similarities between persons living or dead is entirely coincidental and unintentional. These characters are entirely of my own creation, and thus don't belong to you. Don't use them or this story for your own purposes. There's a reason they belong to me.

Justin's body trembled, as he sat in his chair, his eyes glued to the floor. It was obvious from his reaction that he hadn't expected me, or anybody for that matter, to walk into his apartment that night. We had been friends for several years now, and though it was common for us to come and go from each other's homes, it was usually prefaced by a knock or phone call alerting the other to our presence. Tonight, however, I had simply needed a place to crash and Justin's was closest. After the discovery of a particularly bad infestation, my apartment building had been temporarily condemned until it could be cleared of any unwanted pests.

I pushed the door of his apartment open, after unlocking it with the spare key I had, and made my way in, setting my duffel bag beside the couch. Plopping myself down on the sofa, I kicked my feet up on the coffee table and let my head fall back. It had been a long day, and my body was weary from having to deal with the bustle of the dozens of other residents leaving the building, all grumbling about finding places to stay. It had been easier for me, knowing I had a place I could go, but it was still somewhat stressful and the couch felt comfortable as I leaned back, realaxing.

My eyes had been closed for about five minutes when I heard a gasp from behind me. I sat up, starting to turn as I spoke. "Oh, hey man, my apartment's been temporarily closed, so I needed a place to sta..."

I stopped short when I finished turning, my eyes bugging out slightly. I had seen my friend in most states of dress and undress, but what greeted my eyes that night was something I had never expected. The light pink of the baby doll he wore complimented his smooth, hairless form, hugging his boyish chest nicely. He wore a simple pair of boy shorts, beneath, the sides of which situated themselves so that they showed off his somewhat feminine hips. His figure had a slight hourglass shape that made the entire outfit work for him. He had always had long legs, probably more shapely than should be on a man, but with the white thigh-highs he had on and the five inch high heels he wore, they looked immaculate.

He continued to stare at me for what seemed like minutes, as I stared right back. It was a moment suspended in time with neither of us knowing exactly what to do. It was clear that I had accidentally stumbled upon a secret part of his life, one that he had probably gone great lengths to hide. As the silence continued, he slowly walked over to the chair, situated across from the couch I was still perched on, and sat down, his hands folding softly in his lap. He had moved with practiced ease, and it was obvious he had dressed like this before.

Justin's body trembled, as he sat in his chair, his eyes glued to the floor. There was a slight tremor in his lip and a brief glisten in his eyes, as I could tell he was on the verge of tears. His breathing had become short as he tried to choke back the sobs brought about by the humiliation of his discovery. It was a softer side of my friend, one I had never picked up on. But sitting across from him, both of us still refusing to speak, it was clear it had always been there. I had just missed it. Seeing him now, though, had flipped something inside me. For reasons I still don't know, I made a decision.

I stood up quietly, moving to the door. From the worried look on his face, it was clear he thought I was going to leave. I had other plans. I had left the door unlocked when I came in, and as I reached it, I rectified the oversight. The lock clicked into place with a satisfying sound as I turned back to my friend.

"So how long have you been doing this?" I asked, making my way back to the couch. He remained silent for a moment.

"About a year," he replied, softly, a light tremor in his voice.

"You've kept this a secret from me for a whole year? I thought we were friend?"

"I didn't think you'd understand. I thought you'd hate me."

"Nah, I don't hate you. I think it's rather...interesting."

"Interesting? Wh-what do you mean?" he asked.

"Well, it's not every day that this kind of situation drops into my lap."

"I don't know what you..."

I cut him off. "You know exactly what I mean." As we talked, I had moved in front of him, my tall form towering over him. He was almost as tall as me, only a few inches shorter, but with what he was wearing, and how he was seated, it seemed like he was half my size. "You had to know that I'd find out sooner or later. You probably did this on purpose." I knew it didn't make sense. I had dropped by without notice, but as the words came out of my mouth, they seemed to make sense.

"I didn't even know you would be here! Why would I want you to see me like this?"

I didn't answer him as I lowered my mouth to his, crushing our lips together. He was stunned still for a moment, but when he realized what was happening, he finally started to try and push me away, his small hands pressing against my chest as I rested my weight against him. The kiss was short lived, however, and I soon pulled away.

"What are you doing? Stop this!"

I ignored his pleas as I pressed myself against him again, letting him feel my hardening cock against his stomach. His eyes widened as he caught on to my full intensions. With a quick tug of his hair, I moved him to the floor, rubbing his face against the crotch of my jeans. He began to struggle again, his small fists beating against my legs as he tried to free himself from my grasp. Bending over, I raised my free hand, bringing it down quickly on his ass.

"Knock it off and keep still!" I shouted, again, bringing my hand down on his ass, the soft material of his panties doing nothing to shield him from my blow. As the sting spread across his cheeks, he moved his hands back to protect himself. Taking the hand that was holding his head, I grabbed his arms, pinning them to his back. The next smack was harder, and with his head now free to move, he pulled away from clothed dick, whining his complaint.

"Ow! Stop hitting me!" he said through his sobs, a stream of tears starting to form in his eyes. I spanked him again, the smack ringing out through the room.

"Only when you stop struggling," I replied, and continued to rain down slaps against his now reddening ass. Using his arms to drag him, I sat in the chair he once occupied, pulling him over my lap, his ass now more accessible to my punishment. As I returned to smacking his ass, he returned to wiggling against my lap, his soft body making my cock harden even more as he rubbed against it. I'm not sure he knew what he was doing to me, but I knew he would be on the receiving end of the results of his actions.

After about five minutes, he had finally stopped squirming, resigned to his fate at my hand. His soft sobs filled the room as he sat motionless across me lap. My arm was tired by now, so I decided to see if I had made any progress. As I dropped my right hand to his ass, I began rubbing small circles on the soft material still covering him, the semi-sheer cloth showing the bright red flesh beneath.

"Are you going to behave?" I asked softly.

He nodded.

"Are you going to be a good little girl and do what you're told?"

He hesitated, then nodded again as I raised my hand.

"Good. Now, on the floor," I said, pointing in front of me. He moved slowly, unsure of himself, but somehow knowing what was about to happen. He settled back on his knees, folding his hands in his lap as he looked up at me, tears still falling from his eyes. Leaning back in the chair, I spread my legs, making room for him as I pointed to my crotch.

"Get to work."

He looked at me for a moment, as if not quite understanding what I meant, but as he looked at the front of my jeans, the telltale bulge clued him in. Raising his shaky hands, he brought them to the top of my pants, letting them rest there for a moment, before he slowly undid the button and began to work the zipper down. I raised my ass, slightly, letting him tug my pants down. With my jeans around my ankles, he moved forward, bringing his face within inches of my boxers. Still trembling, he pushed his hands into the opening at the front, grasping my throbbing cock and pulling it through the hole. For a moment, I saw a brief look of longing pass over his face before he quickly returned to his fearful state.

"Suck," was all I said as he brought his face forward. He gave a tentative lick to the underside of my shaft before pressing his cheek against my thigh. His tongue was curious as he licked along my length, exploring what I had at his own pace. He would occasionally return to the tip, letting the head of my dick into his mouth for a quick suck before returning to his gentle caresses. It was during one of these brief sucks that I grabbed the back of his head, my fingers tightening in his hair, and pulled his head forward. The tears once again returned to his eyes as he felt his gag reflex kick in. He continued to fight against it until I pulled his head back and off my cock.

"That's how I expect you to suck."

I pulled his head forward, again letting him feel my dick push into his throat. Gagging sounds continued to emit from the back of his mouth, as I thrust myself into him, holding him there until he started flailing his arms, trying to pull away. I released him and he sat back, gasping. I let him rest for a moment, his lungs taking deep breaths trying to regain the air he'd lost while he choked on me. As the panic faded, he moved forward again, wrapping his lips around my meat. With my hand still resting at the back of his head, he started to push himself forward again.

"You're still not getting it, huh?" I asked. His eyes widened as he knew what was coming. I could tell he was trying to prepare his throat for the penetration, but he just wasn't ready for it, it seemed. As my cock head tickled the back of his throat, I felt him try and swallow, and it seemed to ease the pressure against his throat. He still gagged, but it wasn't as strong, and the constant feel of his swallowing throat was increasing the pleasure his mouth was giving me. I let a groan rumble through my throat before escaping my mouth.

I looked down to see his eyes watching me, taking in my reactions. I wasn't sure if this was his first time doing this or not, but it was obvious, even to me, that his body was enjoying what I was putting it through, even if he couldn't admit it. He started to pull back again, in need of another breath, but I continued to hold him, letting the look of panic return to his eyes. When I let him go, he pulled back and started to take several deep breaths. I didn't have to grab his head this time, as he pushed his head forward, returning my cock to his mouth and letting it hit the back of his throat.

Taking the his head between my hands, I started to pull back and forth, fucking myself into his face as fast and hard as I could, the head of my cock slamming down his throat each time I pushed forward. Raising from the chair, I bunched his hair in my hand, using it as leverage to help my assault as I thrust into him, by balls slapping against his chin with each movement forward. As I continued, the feeling eventually came to be too much for me, and with a final, deep push, I emptied my cum into his throat. Spurt after spurt rocketed out, dumping my load into his mouth before I pushed his head away, my cock spent.

He coughed as he tried to catch his breath again as I grabbed his arms again, kicking off my pants. With a tug, I led him toward the back of the apartment into his bedroom, my mind now set on what I wanted to do. As I made my way into the room, I pushed him toward the bed, watching him bounce as he hit the mattress. His look of panic returned, as he started to roll over, crawling toward the other side of the bed. Grabbing his ankles, I pulled him until my semi-hard cock was resting on top of his ass. I gave him a few more swats before tearing the panties down and revealing the rounded flesh of his cheeks, still pink from my earlier punishment.

I gave a few quick tugs to my cock, urging it to get harder before I lined up the head with his small hole. I didn't bother with lube, relying solely on the saliva his previous, f***ed deep-throating had left behind. It was difficult working the throbbing tip through the small opening, but with a hard push, I was in. He screamed loudly, his voice cracking with the pain until his scream eventually died down into those soft sobs I remembered from earlier. As I pushed into him, squeezing through the tightness of the initial entry, he dropped his face to the bed, his fists gripping the sheets tightly. The sound of his crying urged me forward until finally my pelvis was resting against his ass.

I kept it like that for several minutes, softly stroking the back of his head as he sobbed into the mattress, before I started to pull back. It was incredibly tight but, with effort, I soon worked myself into a steady, slow rhythm. I knew it was painful for him; I could hear it in his cries, but as I continued to work myself steadily into him, it soon became apparent that he was pushing back to meet my thrusts.

"You're enjoying this, aren't you, you little slut? You parade around, dressed up like some tart just to get my attention? Well, you've got it! I'm gonna use your ass whenever I want! From now on, this ass is mine, and you got that?!" I shouted. He moaned into the bed as I continued. "You're going to be my whore from now on! You'll do what I say, when I say it, won't you?"

He groaned again, this time louder, as his fists gripped the sheets tighter.

"Answer me!" I said, slapping his ass, even as I continued to pump into him.

"Yes..." he said, softly, almost too softly for me to hear.

"Louder." Another smack.

"Yes." he repeated, though still not loud enough.

Another slap.

He groaned, pulling his face up, resting on his hands and knees, actively pushing his body back to meet my thrusts.

"Yes!" he almost screamed. I smiled as I grabbed his hair again, pulling his head back.

"Yes, what?"

"Yes, I'll do what you say!"


He looked confused and hesitated for a moment. I stopped, placing my free hand on his ass, holding him still. "And what will you be?"

"A...whore?" he answer, unsure if his answer was correct. I pushed in quickly, pausing after I did. He groaned in complaint.

"Whose whore will you be?"

"Y-your whore?" I pulled out, pushing back in hard and fast. He moaned loudly, trying to resume his backward thrusting.

"You'll be my whore?"

"Yes, I'll be your whore! I'll be your slut, your bitch! Whatever you want, just fuck me!" I smiled wickedly, as I returned to my previous tempo, fucking my cock into his ass and pulling his head back with his hair. It didn't take much longer until I was thrusting into him with shorter, quicker thrusts. With a final push, I unloaded whatever cum had built up since my last ball-draining orgasm. As the spurts pumped into him, I felt him shudder beneath me, letting his face drop to the mattress again. I pulled out, wiping my spent cock against his ass before pushing him farther up the bed.

I'm not quite sure what was going through his head at that moment, but as I stood above him, watching my cum drain from his opened hole as he body shook, I knew what was going through mine. I had never considered my friend to be anything more than just a good buddy, but the past hour had taught me a lot about myself and him. I didn't know how he'd react to any of this once he came down from his own peak, but I knew come tomorrow, whether he like it or not, I would still have a whore.
100% (15/0)
Categories: AnalShemales
Posted by BigStevieAwesome
3 years ago    Views: 701
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