by Sara Fields
“Spread yourself. I want to take a look at that sore little hole before I fuck it,” he demanded, and I cried out in shock.
“Please,” I begged.
He said nothing at all, but he didn’t need to. I knew that he would continue my spanking if I refused him, only harder than before. I whimpered as I reached back and took my bottom cheeks into my fingers. As my fingers dug into my scalded flesh, I choked back a sob. My face felt like it had been set ablaze with shame as I displayed myself for him. It was so much more embarrassing to be forced to show him my body like this, especially when I was already so sore.
“This pretty little hole is still a little pink from your tail,” he observed, which only served to deepen my mortification and I cried out loud. He opened a drawer in the bedside table, and I couldn’t bring myself to look. I heard a squishing sound and his fingers pressed against my bottom hole shortly after that.
“You will keep spreading yourself for me until I give you permission to stop. I’m going to lube this tight little hole and then you’re going to feel every last inch of my cock in this beautiful bottom after that,” he said darkly. I bit my lip, trying to keep myself quiet. He roughly thrust a finger in my bottom and even though it slid easily inside me, it still ached fiercely enough to make me cry out loud. He pumped one finger inside of me and then two, thoroughly coating my bottom hole with warm slippery liquid.
After that, he removed his fingers and I heard the telltale noise of him lowering his zipper. I shivered knowing that soon I was going to feel his cock inside of my asshole. For several long moments, everything was silent, and my nervousness grew so strong that I felt my legs start to tremble at the same time that my clit throbbed hard with insatiable need. I didn’t want to have my bottom fucked, but the way my body was reacting was something else entirely. I couldn’t deny how aroused I was right now.
“Your pussy is weeping for my cock,” he said, and I shuddered at his observation. I knew he wasn’t wrong, which was the most shameful part about it. He could probably see how my body was clenching for him. My fingers gripped even tighter at my sore flesh, and I whimpered as I felt his thick length press up against my wet folds.
His cock was slick. He’d lubed that too. I should have been relieved that he did, but I was still so scared for how much it would hurt.
He rubbed his thick length against my clit, and I moaned with reluctant pleasure. A fierce jolt of fearful arousal shot straight down to my core and nothing I could do would stop its fiery tendrils from digging its claws into me. Electricity buzzed just beneath my skin and I moaned at its intensity.
The head of his cock settled against my asshole.
“You will hold yourself open for me as I slide my cock into this naughty little hole, do you understand, kitten?” he asked, and my fingers clenched even tighter at his words.
“Yes, sir,” I whimpered.
“I’m not going to be gentle, kitten,” he reminded me, and I hummed anxiously.
He slowly pressed the head of his cock inside my asshole. No matter how much warning he could have given me, I could have never prepared for his girth. He stretched my tight rim far wider than his fingers or the tail did, and it hurt so much more than I thought it would. My fingers clenched my bottom as the head of his cock slowly pushed into me just as a sharp piercing pinch rattled me to the core.
I tried not to tighten around him, but my body was far beyond my own control at this point. Every muscle in my body tensed and the pain intensified enough to make me wail from it. For several moments, it was hard to breathe and then it gradually faded to a sore ache that pulsed occasionally. Once the head was fully inside of me, I sighed just a little with apprehensive relief.
“You may release your bottom, kitten. Place your hands on the bed for me,” he directed.
With a shiver of fear, I loosened the hold on myself and slowly edged my hands forward. Now that I wasn’t pulling my cheeks apart, I could feel his cock between them and that made me blush so much harder.
Then he thrust hard, forcing every last inch of his cock inside me. I keened so loudly it hurt my ears just as the pain returned with swift ferocity. His pelvis pressed up against my punished cheeks.
“Where is my cock, kitten?” he asked, and I shivered with arousal.
“In my bottom hole, sir,” I whimpered.
“Do you want to know something, my pet?” he continued, circling his thumb around the small of my back, which was comforting at the same time that his words made me feel uneasy.
“Yes, sir,” I answered, even though I didn’t want to.
“I can feel every time that your little hole tightens around my cock,” he replied coolly, choosing that moment to pull out of my bottom. He slammed back inside after that. I cried out loudly and clawed at the bed beneath me, trying to crawl away. As if he could read my mind, he gripped my hips and used them as leverage to fuck me even harder.
He told me he wasn’t going to be gentle and he was true to his word. His cock thrust into my bottom roughly over and over no matter how loudly I cried or how deeply I moaned. I could feel his length stroking inside of me and I didn’t know how I felt about it, but my body certainly did.
I couldn’t stop the way my inner walls were clutching at empty air. I was desperate to feel his cock between my legs and he hadn’t even slipped a finger to touch me there. My thighs were soaked with arousal as he pumped in and out of my asshole. It was my first time, but I knew that it wouldn’t be the last.
Fuck. This felt wrong. This wasn’t the way good girls got fucked. This was naughty. This made me feel like a dirty girl and it was even worse because of how aroused I was getting with his cock in my bottom hole.
I couldn’t deny the way my body was coming alive. Every fiber of my being was pulsing with energy, building with every moment that he thrust in and out of my sore hole. He didn’t care that it hurt, and he probably fucked me even harder knowing that it did. The more he used me, the more aroused I became, and I soon found myself grinding back against him so that I could take him even deeper than before.
“You like this, don’t you, kitten,” he said quietly, and I hummed with shame.
“Yes, sir,” I answered, knowing that I couldn’t hide the way my body kept clenching around him as he claimed my final hole even more thoroughly than I could have ever imagined.
“Would you like to come with my cock in your bottom hole, kitten?” he asked, and I whined as I hid my face in the blankets. I didn’t want to answer him, but I knew I wasn’t going to have a choice.
Pain and pleasure were at war inside me. Nothing I could think of would quell the rampaging desire surging through my veins and the more I tried to deny it, the stronger it became. I groaned as my pussy tightened around empty air. I was so incredibly aroused, and as even more time passed, I soon realized that I desperately wanted to come like this.
“Yes, sir,” I finally managed to whisper, feeling the heat surge over my face at my admission.
He reached forward, gently caressing my clit with his fingers.
“If you want to come for me, kitten, you will ask for permission. Be specific, little one, or I won’t allow you the privilege,” he warned.
My fingers dug into the blankets as I tried to come to terms with my shame. I could feel my legs trembling with desire. My breasts felt heavy and sensitive. I wanted to touch them, but I didn’t dare. Instead, I opened my mouth and said the shameful things he wanted me to say because I wanted to come for him so badly that my embarrassment no longer mattered. I would do whatever he asked of me, if only he allowed me release.
“Please let me come with your cock inside my bottom hole, sir,” I said hoarsely.
His other hand drifted up and down my spine, his fingertips petting me just lightly enough to raise goosebumps all over my body. He returned to my hip, gripping me tightly just as his other hand started to pleasure my clit.
It didn’t take long for me to approach the edge of orgasm.
“You will come f
or me, little kitten, and you will keep coming for me until I mark your virgin bottom with my seed,” he demanded.
I don’t know why, but the thought of him coming inside my asshole made me hurtle straight into the first of many orgasms to come. He pumped into me again and again as I drowned in endless bliss, forcing me to experience every last moment of pleasure that I could. The ridges of his cock were addictive and I couldn’t get enough of it.
The primal sounds escaping my lips were shameful, but I no longer cared. I was getting my bottom fucked for the first time and I was enjoying myself. I had thought I would hate it, but with every subsequent orgasm, I knew that I could never lie to myself like that again.
He roughly fucked my bottom and I came for him over and over as he circled my clit with his fingers. My body clutched desperately at his length, wanting every last inch of him despite how very wrong it felt.
He made me scream with pleasure. One orgasm bled into the next and at first, I enjoyed them. As I came several more times, there soon was a stinging edge to each one. As pleasurable as this was, this was also a punishment and that soon became exceedingly clear with every last agonizing thrust.
He was using my orgasms to punish me. He was forcing me to come so many times that I was growing anxious at how much more painful it would become.
I lost control with his cock in my bottom and my breath hitched at the back of my throat. My clit throbbed so hard with pain that I couldn’t even breathe. My core ached and it seized hard as he made me come yet again. Pleasurable agony rattled through my veins and it shook me straight down to my soul. I drowned in it as he forced me to endure every last moment of ceaseless passionate heat. He didn’t give me a choice.
I felt his cock pump into my asshole and when the first hot spurt of his seed marked my insides, I shuddered with one final orgasm. Pleasure ripped through me with such ferocious intensity that I struggled to draw in even a single lungful of air. My heart beat insanely loud and my entire body tensed with pleasurable agony that cut through me like a knife.
I screamed and I was only vaguely aware of the tears streaming down my face. After it was all over, I melted into the bed as he languidly pulled out of my asshole.
“Don’t move, little kitten. There’s one final part to your punishment to ensure you remember that pets don’t refuse their masters,” he said firmly, and I was too far gone to even guess at what that meant.
“Sir?” I asked.
“You were a bad little kitten, weren’t you?” he replied.
“Yes, sir,” I murmured.
“It’s time you were introduced to your bad girl tail, kitten,” he answered, just as the cold tip of a plug was pressed against my sore bottom hole.
“Please, I’m so sore. I’m sorry, sir,” I pleaded.
He pushed the plug in just a little.
“You’re going to wear your bad girl tail for me with my seed still inside your naughty bottom as a reminder that you don’t get to say no to me, kitten,” he declared.
I blushed so hard that I couldn’t even think of the words I needed to respond. My mouth felt so dry and I opened it to try to beg for mercy, but there was no time for me to even try as he roughly pushed the plug into my asshole. The sharp pinching agony returned with vigor as he forced the widest part of the toy inside me. I squeezed my eyes shut, keening as I struggled to take the much larger size. My shoulders rounded and my hips curled inward, and a blinding hot flash of sensation hurtled through me. When it finally passed, I realized that he’d pushed it all of the way inside me and now it just settled heavily in my bottom. My asshole throbbed, so incredibly sore and I whimpered pitifully, feeling tremendously sorry for myself.
He clipped my tail to the plug, which only pulled on it just enough so that I was constantly reminded of the heavy steel within my naughtiest hole. He lifted me off the bed and walked me over to the corner of the bedroom.
“Bend over and place your hands on the wall, my bad little kitten,” he demanded gently. His palms guided me down, gliding along the naked flesh of my back as I followed his instructions.
“Spread your legs for me and arch your back. Show me what happens to bad little girls who need to be punished,” he continued.
“Now sway those hips from side to side,” he instructed, and I did what he wanted. It was shameful to display myself like this, but I wagged myself for him anyway, showing him the tail in my bottom and moaning softly at how very much my entire body ached. My asshole was so sore and even though I couldn’t see him, I could feel his eyes on me. He could see my red bottom and the large tail inside me. He knew that it hurt and that made it even more polarizing to me as I stood there on display for him.
“Please,” I begged. “I’m sorry.”
I started to cry once more. His palm pressed firmly against my lower back and as soon as his skin pressed against mine, an intense feeling of relief hurtled through me. At once, I was able to breathe as he gathered me in his arms and bent me over the bed. Gently, he removed the bad girl tail and I sobbed even harder. There was nothing left in me to fight him and the pain from its removal felt so very deep and consuming that it was hard to handle. I took it anyway and then he lifted me off the floor once more. I cried into his neck and his hold tightened, possessive and comforting all in the same breath.
“Shhhh, kitten. Everything is going to be alright,” he murmured. He used his thumbs to wipe away my tears, cradling me against his soothing warmth and I slowly managed to gather myself. I focused on his scent and the way his heart drummed in my ear. His arms gripped me protectively, offering me endless kindness after handing out such cruelty.
Time had no meaning as I sat with him. I didn’t know if he held me for minutes or even hours, but none of it mattered. He didn’t say anything for a long while, but he didn’t need to. Neither of us did. For the first time in my life, my mind was quiet, and it was the most beautiful thing I’d ever experienced. A languid peace settled over me and I allowed my feelings of contentment to hurtle through me unabated.
My body hummed with a satisfaction like nothing I’d ever felt before.
“You’re so beautiful, kitten,” he said quietly, and I pressed my face into his shoulder in order to hide the blush his words had created. I didn’t know what to say, so I elected not to reply at all.
“Tomorrow, I’m going to introduce you to more of my world and my team. If you behave, you will be allowed to wear your good girl tail when you’re put to bed. If you’re naughty, however, you will be wearing your bad girl one for a second time tomorrow.”
“Your team?” I asked and he grunted quietly in acknowledgement. When he didn’t say anything more, I smirked against his chest. “You really are a mob boss, aren’t you?”
He chuckled loudly.
“You’ll find out more tomorrow, kitten,” he whispered, and I sighed, more for show than any other reason. He chuckled and cupped my sore little pussy as if he owned it.
“I hear you, sassy girl, are you ready for bed?”
“Yes, sir.”
Chapter 9
Silas
The next morning, I woke up with Chloe in my arms and I wouldn’t change a thing. She didn’t know it yet, but I hadn’t had a choice. She needed protection and I wanted to take her, so I did. She’d taken to it far better than I thought she would. I’d seen the signs when I’d punished her up on that stage, but she was so much more than I expected. She’d made a beautiful kitten and I was going to enjoy making her wear her ears, collar, and tail many more times to come. She mewled adorably as she woke, and my cock hardened almost immediately. When the sassy little minx stretched and pressed her bottom against me, I decided I would have her again, simply because I could.
She wasn’t awake enough to fight me when I flipped her onto her belly. I lifted her up by her waist and deposited her on her knees, reaching toward the bedside table for a small bottle of warming lubricant. I spread her bottom cheeks and squeezed some lube onto her shy little hole. The moment that my finger pre
ssed inside of her, she keened and tried to crawl away. I fingered her even more roughly because of it.
“Do you want a spanking or a fucking this morning, kitten?” I asked. “If you choose a spanking, you will not be allowed to orgasm for me and you will be wearing your bad girl tail for a second time in twenty-four hours,” I added.
“A fucking, sir,” she answered timidly. I could hear her shame in the delightful tremor of her voice, but that was not all. Her bottom hole tightened around my fingers, giving away her body’s pleasure even when her words did not. I was impatient to feel the tight grip of her bottom around my cock though and I pulled my fingers free.
“Keep your ass up, kitten,” I murmured. She didn’t move. I leisurely stroked my cock for a long moment as I watched her cute little hole tighten for me over and over again as she waited for me to fuck it. I watched her pussy moisten for me, tendrils of her wetness seeping down her beautiful folds and I couldn’t get enough.
“Are you still sore, my pet?”
“Yes, sir,” she answered.
“Good, it will remind you to behave, won’t you,” I continued.
“Yes, sir,” she whimpered. Fuck. I was so hard. I needed to feel her body grasping at my cock. I didn’t wait any longer. I pushed the head of my cock against her bottom hole and slowly thrust inside. She was so fucking tight and the whimpers of her painful pleasure only made my cock that much harder. I watched the rim of her asshole as it paled from being stretched from my thick girth and I thoroughly enjoyed watching her struggle to cope with the burning soreness as I took her.
Her hole tightened around my cock again and again. Ruthlessly, I thrust all the way into her. I claimed her tight little hole roughly, not only because I wanted to, but because she needed me to. She would claim that she wanted it gentle. She didn’t. Gentle didn’t make her pretty little pussy drip with arousal. She wanted it rough and hard. She would never be sated if it didn’t hurt.
