Chapter 5
Ella
I had a feeling this wasn’t going to be gentle. Something about his soothing voice belied the fact that he was trying to lull me into a false sense of security. My cane marks from earlier already tingled and he hadn’t even started my latest punishment.
But the way he caressed my butt with the hairbrush elicited tingles across the surface of my skin that filled me with desire. Talk about playing dirty!
When he lifted the hairbrush from my ass, I flinched. He hadn’t even done anything yet, and I was already on edge and desperate to find out how bad this punishment was going to be. Since it was his first time giving my butt a thorough work-out, I needed to know what kind of a spanker he was. Would he be gentle? Firm? Sadistic? Stoic? I had to know!
The brush landed flat on my sit-spot. It was hard, but not as heavy as a paddle. The wood was unyielding and I guessed it had left a rectangular mark on my skin already. The buzzy tingle blazed fiercely where it landed, but the pain faded away quite quickly.
I could handle this.
Or so I thought.
Unexpectedly, he brought down the brush on my defenseless ass at a rapid pace, and I squeaked as I tried to adjust to the quick-fire oblong explosions of pain. My legs kicked. My head shook, as if I could get the burn to tumble out of my hair like fallen leaves or something. I tried to stay in position but my spine arched and hips bucked of their own accord.
“Be still, young lady, and take your punishment,” he said in a stern voice.
“S-sorry s-s-sir; it hurts-s-s!” I stuttered because the brush kept making me gasp while I tried to speak.
He kept up the pace, moving the brush all over my unprotected ass, and I clawed at the area rug as I worked hard not to evade my punishment.
Eventually, I released a full breath I hadn’t known I was holding, and my accompanying heartfelt wail echoed around the room.
“That’s it. Let it out,” he coaxed, and his voice was suddenly softer than before.
It didn’t stop his hand swatting me constantly with the evil hairbrush. My wails turned into tears as I cracked and began to sob. The built-up emotions poured out of me like a burst dam and it felt so fucking good to let it all out, as loud as I liked, with no shame about crying or being in this position because we both knew how this went.
He was perfect. And completely off-limits. I couldn’t take him home, and I couldn’t see this lasting very long beyond our weekend connection. I couldn’t fall for this incredibly suave, stern man who quoted Shakespeare as well as I could. I cried for what we might have had, if only things were a trillion times less complicated.
And I cried for my own stupidity, in getting too attached, then appraising him as dating material and freaking out when he’d all but asked me on a slightly eccentric date. I had so many things to cry over. The tears just kept coming for what seemed like a lifetime, while my ass continued to get peppered with more of those vicious swats of the hairbrush.
Eventually, he paused.
“You’re getting extras for not wearing underwear, then your spanking is over,” he said, in that same softer tone. Was that… concern? I was too busy crying out my own sorrows to pay too much attention. I didn’t have long to contemplate any of it before the hairbrush landed again, alternating left cheek, right cheek, over and over, dragging out the last vestiges of sorrow from my heart.
Finally, he stopped and the brush fell to the floor with a dull clatter.
I stayed where I was, gasping for ragged breaths between soft sobs and sniffles. He didn’t make me move, didn’t even speak, until I’d settled down.
“Good girl. You took your spanking well. Now it’s time to get onto the bed. I believe your bottom is trained, correct?”
I gasped in surprise and a bolt of heat shot through my body. “Yes, sir.”
“Good. I want you on your hands and knees, bottom in the air, please.”
“Yes, sir.” I got up slowly with his help and moved onto the bed. My legs didn’t want to do anything because my butt was on fire and my glutes had understandably decided to take the rest of the day off.
I wondered what he was going to do with my ass. Would he plug it? Or—oh my God, anything else—put ginger up there? My face burned as I contemplated all the naughty things he might be planning, and my clit began to twitch rhythmically as I got even more turned on just thinking about it all. I loved butt stuff, and guys so rarely put my ass to good use.
When I was in position, I heard him unwrap a condom. My heart almost stopped. I felt thoroughly chastised already, but a hard, rough punishment assfucking was always something I craved. I wiggled my sore butt a little, feeling like one of those baboons in the wilds of Africa, waving my red bottom at a potential mate in the hope of some solid action.
I didn’t have to wait long. The tip of the condom was cold and wet from lube when he pressed it against my puckered opening. It would be in my file that my ass was well-trained, and the fact he’d paid attention to small details made my heart tingle again. His hands parted my cheeks and I moaned slightly.
“Already? But I’m not even entering you right now,” he remarked.
“I’m thinking about how good it’s gonna feel when you do, sir,” I replied thickly.
“There is one caveat,” he said, almost casually, and I knew he was about to demand something utterly sadistic and sexy as hell. “Since this is a punishment fuck, you’re not allowed to come.”
“No!” I gasped, even as my core clenched in response to his rule.
He said nothing more, choosing that moment to push his cock into me. There was resistance at first, as my ring of muscle protested the intrusion, but it wasn’t long before the wide head forced my butt open, and his shaft began sliding deep into my rear.
The delicious, decadently perverse sensation of a cock being thrust into my ass was intense. Every single one of the billions of nerve endings in my opening and passage lit up as the movement aroused them. Sparks buzzed around his cock while he continued his journey deep inside me, not stopping until he was buried to the hilt.
“How does that feel, young lady?” he asked.
“So… fucking… good…” I murmured, halfway toward an orgasm already.
His hand landed on my sore ass cheek and I squeaked, my attention firmly on him and what he wanted from me.
“So fucking good, what? ” he prompted.
“Sir. Sorry sir.”
His cock slid out of me then pounded back inside me swiftly until he was all the way in again. The length and thickness made me gasp. When his abs touched my hot, spanked ass, I sighed at the cooling feeling of his hard, toned flesh against my tender cheeks.
He moved in and out slowly for a few strokes, letting me adjust to his unbelievable size and giving me a chance to savor the sensations his cock elicited as he moved it in my ass.
Gradually, he increased his speed, until before I knew it, he was pounding into me at a breakneck pace. All I could do was dig my fingers into the bed sheet and hold on for the ride as he fucked me hard.
My butt chafed where his abs kept slapping against me. Breathing wasn’t happening much because I was too busy moaning in response to the naughty sparks of electricity flickering in my ass. Beneath everything, an orgasm built which threatened to make Pompeii look like a harmless mountain.
“Pleeease, sir,” I began.
His hand landed hard on my poor bottom and I squeaked. “No,” he replied firmly.
Having been told, I tried my best to keep my climax at bay, but it was difficult. Anal was my biggest weakness; the fastest way to make me explode. Everything back there was just so much more sensitive, and I loved it.
His cock continued to fuck me and my core kept trying to tumble over the edge, but I somehow held myself there. When he stiffened and came with a low grunt, I couldn’t take it anymore.
I fell into the explosion. Screaming, writhing, pushing my hot bottom back against his cool body and fucking him from in front, I succumbed to the biggest orgasm of my life.
Every inch of my body was filled with a shower of glowing embers. My legs and arms tensed and stretched into odd contortions. I bit into the bed and my toes curled hard.
Bursts of heat radiated from my ass through the rest of my core, while my bottom clamped down on his cock, milking him, pulsing around his hard, thick shaft.
Finally, I came back down.
“Sorry, sir,” I mumbled.
He slid out gently, dealt with his cock in the bathroom, and came back quickly. Pulling me sideways into his arms, he curled his body protectively around mine and held me tight on the bed.
“What are you sorry for?” he prompted.
“Coming without permission, sir,” I replied sheepishly. “I tried my best, but I just couldn’t help it. Everything felt too good, sir.”
He reached into a bag of candy from his nightstand and placed something into my mouth. A strawberry jelly candy. My favorite.
He kissed my hair. “I’m tempted to let you off, since it was a first offence, but that wouldn’t teach you a lesson, would it?”
“No, sir.”
“I saw the room service menu included a knob of ginger, which can be sent up either peeled or unpeeled.”
I tensed in horror. My completely-fucked ass was going to be destroyed in the morning, anyway. If he added ginger, the soreness would be off the charts.
“I shall request one tomorrow evening,” he conceded, and I relaxed again. I had to know he was going to punish me, and he would need to follow through with it, but at the same time, he was looking out for my wellbeing.
Could he get any more perfect?
“I have another punishment which I’m going to demand from you,” he murmured into my ear.
“Sir?”
“I don’t care how busy you are. At some point in the next six months, you’re going to get on my private jet, be whisked to London, and see Othello .”
My heart clenched. I could refuse. This was way beyond the sort of stuff I’d agreed to obey. But… I really wanted to follow through with this. Especially since he was pursuing it so passionately.
Since divorcing Fenton, I’d set up my boundaries and policed my privacy quite heavily. Maybe I needed someone in my life who wasn’t scared to force me to take breaks every now and then. Perhaps it was time to let the world back in again. Like the Castle itself, I was finally ready to start over.
“Well, I wouldn’t want to back out of a punishment, sir,” I conceded.
“Good girl.”
“I’ll just have to find a time when there isn’t a last-minute emergency happening.”
“What do you do, anyway?” he asked. I took a deep breath, hoping he wouldn’t judge me too harshly.
“I’m a war reporter,” I replied. “Or, if you ask my mother, I’m a Pulitzer-prize winning journalist for the New York Bugle.”
“Oh.”
“Does that scare you?” I knew a lot of men felt threatened by women in high-powered roles. Even in the BDSM community, it could be awkward. I didn’t really understand it.
“Should it?” His tone was inscrutable.
“Go on then. I showed you mine. What do you do?”
“I own the New York Bugle. Along with quite a lot of other media holdings.”
I laughed at the sheer ridiculousness of his statement. Then I realized he was serious.
“So… I just fucked my boss…” I couldn’t quite wrap my mind around that one.
“Your boss’s boss’s boss’s boss… perhaps with a few more employers thrown in for good measure,” he replied.
“No wonder you have a private jet.” Okay, so my job definitely wasn’t going to intimidate him. Cool. Could I get over the fact he had the power to call my editor and have me fired in a heartbeat? Probably. After all, The Washington Times would snap me up. And there was a small chance he didn’t own it.
“It’s worse than being naked in front of you, telling you what I do in real life,” I remarked.
“I know the feeling. But it’s okay. Just like being undressed, the slight apprehension will fade as we get used to one another.”
“I guess that means there’s a we now…” I felt a little sassy as I said it.
“Young lady, your performance on your last test left a lot to be desired. You need a full-time regime of private tuition if you ever hope to get your A-levels.”
“What are A-levels?” I asked.
“School leaving certificates? Like a baccalaureate…” he flailed adorably for a direct translation, but I’d figured it out.
“A high school diploma,” I said.
“Of course! It was on the tip of my tongue,” he teased.
“Well, I’d hate to fail out of high school. I guess we’ll just have to work together to get my grades to improve.”
“I warn you, I’m a very strict teacher. Laziness will be punished.”
“I’m counting on it,” I replied wistfully, already missing the fact that I wasn’t over his knee right now this very minute being spanked some more.
“But good behavior will always be rewarded,” he added gently, slipping another candy into my mouth. This one was orange, and hard. I tucked it into my cheek and sucked on it.
I smiled. He knew exactly what I needed, and he wasn’t afraid to give it to me. He kissed the back of my hair and, once the candy was gone, I fell asleep in his arms, feeling completely cared-for. It was a new experience, and I loved it.
Nobody had ever held me while I slept before, and I just knew this was the beginning of something profound. Maybe even the beginning of the rest of our lives together.
I was excited to find out.
The End