by Nikki Wild
The limo door opened and I stepped out, thanking Max and walking inside. I walked to the security desk and told them I had an appointment with Bear Dalton. The security guard was young and handsome, his short black hair a stark contrast to his bright blue eyes.
“Yes, Ms. McDonnell, Mr. Dalton is expecting you. Go right up to the forty-fifth floor.”
“Thank you,” I said, smiling at him. If this had been any other day, I might have flashed a flirty smile at him. He was my type. Or, what my type had previously been. I’d never have imagined I would be interested in a man like Bear, but here I was. Maybe I didn’t know what my type was after all.
After a quick elevator ride, the doors opened to a sleek, shiny, modern office. The receptionist was a young pretty brunette, close to my age, but she seemed to be infinitely more sophisticated than me.
“Mr. Dalton will see you now,” she cooed, leading me down a long hallway and opening a door at the end of it. I stepped in and took a deep breath
Bear was on the phone, but he flashed me a smile and gestured that he’d just be a minute.
“Jeffrey, this can’t wait any longer. I want the deal finished today. Tell them they give us what we want or we walk, understood? We don’t have time to waste on this project.”
I arched an eyebrow as I listened and looked around his enormous office. Apparently, he was just as demanding in business as he was with me. He hung up abruptly and turned to me. A slow smile spread across his face and he walked towards me, his arms open. He embraced me warmly, kissing my cheeks.
“Good morning, Chloe. Did you get all settled in last night?”
I blushed at his mention of the previous evening, flashes of him fucking me running through my head.
“I did,” I replied.
“Good, good,” he said, releasing me. He walked behind the enormous dark wooden desk in the corner and sat down. “Sit.”
I obeyed, just as I had every time before, without thinking, without questioning.
“Is my Mother here?” I asked. She’d called me last night, just to make sure I was happy with my apartment and I was pretty sure she was on the verge of asking me to live with her, but to her credit, she didn’t. I didn’t want to fight with her, but I was glad I had my own place, I was grateful to Bear for setting it up.
I needed privacy, but I mostly needed time alone with my thoughts.
“She’s not. She was here earlier, but she went to meet with our board of directors across town. She’s wonderful, isn’t she? She insisted on hitting the ground running.”
I nodded and stared across the desk at him. He looked different here. More professional, a little more stressed.
His usually relaxed shoulders were drawn up, his forehead was wrinkled in concentration. And yet, somehow, he still exuded the utmost confidence. All of this only added to his handsomeness, of course. He was a man of many layers, this much was obvious. I found myself wanting to peel back every single one of them and inspect them, explore them, taste them.
“I have something for you,” he said, pushing a small white box with a red bow across the desk towards me.
“Oh, you didn’t have to —,” I began.
“—Open it.”
“Okay,” I murmured, taking it from the desk and slowly untying the red satin bow. I pulled the lid off and pulled the tissue paper back. My eyes squinted in confusion as I reached in and pulled out the object. It was a small black rubber object, tapered at one end and adorned with a shiny, pink costume jewel on the other end.
“What is it?” I asked, turning it over in my hand.
“You don’t know?” he asked, his voice full of amusement.
“No,” I shook my head, turning it around and inspecting it from a different angle.
“Oh, Chloe,” he laughed. “We are going to have so much fun together.”
“I don’t understand,” I said.
“Darling, it’s for that perfect, sweet ass of yours. It’s a bedazzled butt plug!”
“Oh!” I said, dropping it back in the box as if it were on fire.
His laughter echoed off the walls and I blushed furiously.
“Don’t be embarrassed, beautiful. You’re going to become very well acquainted with that.”
“I don’t think…” I began, but my voice trailed off as my eyes crashed with his.
“What’s your safe word?”
“What?” I replied. “Peaches.”
“Good, don’t forget that,” he said, standing up and walking over to me. I stared up at him, waiting for some sort of explanation. “Remember, you don’t have to do anything you don’t want to.”
“Okay,” I replied, my voice soft and shy.
“Stand up,” he whispered, taking the box from me and placing it back on his desk. I stood up, smoothing my skirt over my thighs.
“Come over here,” he said, walking back behind his desk and sitting down. I followed him and stood next to him. He pushed his seat back and pointed to the space under his desk.
“Get under there,” he said.
“What?” I asked, my voice lifting three octaves.
“On your knees, Chloe,” he replied.
I stood there, looking down at him, my eyes blinking in confusion as I shook my head.
“I don’t understand,” I said.
“Now!” he barked. I jumped in surprise, but without further questioning, sure enough, my knees buckled and I sank to my knees in front of him.
“Good girl,” he said, reaching over and caressing my cheek.
I tried to smile up at him, but it was more of a quiver of my lips. My nipples hardened and my body began shuddering as he pointed to the space under his desk again.
“Crawl under there,” he said. I put my hands on the ground, crawling on all fours into the space under his desk.
“That’s it,” he said, pushing his chair back up to his desk until I was stuffed into the tiny space and staring at his expensively covered knees and crotch.
“Can you hear me?” he asked.
“Yes,” I replied.
“Perfect. Now take out my cock,” he said.
My mouth opened in shock. I hesitated briefly as I looked at the bulge between his legs and then, as if my hands had a mind of their own, I reached up, unbuttoning his belt and his slacks and slowly unzipping them.
Pushing the fabric of his slacks to the side, I reached into his silk boxers, pulling out his huge, throbbing cock. It felt like velvet in my hands and I stroked it slowly, watching in awe as it kept growing harder and longer before my eyes.
“Good girl,” he said, his voice thick with desire. “Now, wrap your lips around it, Chloe. And don’t stop until I tell you to. Do you understand?”
“Yes, Bear,” I whispered.
“Good, good,” he said, as I brought my lips forward, sliding them down his shaft. His moans seemed to wash over me, leaving me wet and hungry. His cock filled my mouth deliciously and I felt everything else disappear, once again, as I lost myself in the sensation of his fullness.
Until he picked up the phone and then I came crashing right back down to Earth.
“Sarah, can you come in here, please?”
“Be right there, Mr. Dalton,” I heard the receptionist say.
I froze, my hands and mouth frozen in motion and shock.
“Did I tell you to stop, Chloe?” he said, his voice a low growl.
A deep hot flush rushing to my cheeks as I slid my lips back over his hardness. I heard the door open and footsteps come closer as I kept bobbing my head up and down on his massive, throbbing cock.
“What can I do for you, Mr. Dalton?” Sarah asked.
Did she even wonder where I was? Could she see me? Did she know I was under the desk with Bear’s cock stuffed in my mouth?
He reached under the desk, his hands finding my head as he tangled his fingers in my hair and pushed my head down gently. I gulped hard, fighting to breathe without making any noise.
“I need to reschedule my meeting with And
erson this afternoon,” he said. “Make it for next Tuesday.”
“Yes, sir,” she replied. “Anything else?”
“Yes, make dinner reservations for two at the 21 Club for tonight.”
“Certainly, sir,” she said. “Will that be all?”
“For now,” he replied, his hands pushing my mouth down even more around the base of his cock. I struggled to stay silent, willing myself to breathe as his cock slid in and out of my mouth, my tongue twirling around it.
Finally, Sarah’s footsteps faded away and I heard the door click closed. Bear groaned and slid his chair back, pulling his cock away as he did.
I stayed under his desk, staring up at him in shock.
“That was a test, Chloe,” he said, smiling down at me. “Come out of there. You did great.”
“Th-thank you,” I replied, unsure if that was even how I should respond. This man had taken everything I knew to be true and turned it upside down. I crawled out and he reached out a hand to help me to my feet until I was standing face to face with him.
His lips crashed onto mine, his hands sinking back into my hair, pulling my head back as he claimed my mouth. His kiss was hard and urgent and fast. Within seconds, he was turning me around towards his desk and pushing me forward over it. He reached down, lifting my skirt over my hips and moaning.
“Good girl,” he said, his hand landing a hard, stinging blow on my ass cheek. “No panties. If you’re always this good at following instructions, you and I are going to get along famously.”
I jumped as he hit me again, his wide, hot palm landing blow after blow on my flesh as I whimpered at his assault. My ass was burning and it hurt — a lot — but with each new blow, shockwaves of pleasure shot through my body until I was wiggling my ass in front of him, each blow promising a new wave of welcome pleasure. I’d never been spanked before, not like this, not with such force or with such urgency.
Bear growled at my enthusiasm, my nipples hardening like tiny pebbles at the sound of his pants dropping. When I felt his cock slide into my slick pussy, I melted into his desk, raising my ass even higher to give him better access. He fucked into me, harder and harder, his hips slamming against me as the force of his thrusts pushed me into the desk. Everything hurt and everything felt incredibly fucking amazing, all at the same time. I would have begged for more, if I had to. I would have done anything he’d asked, just to get him to fuck me harder.
I came, over and over, huge, rolling waves of pleasure endlessly shuddering through me as he had his way with me, his cock fucking into me with the strength of ten men until he was crashing over the edge with me, his cock exploding inside of me, his hot, thick cum splashing against the walls of my quivering pussy as he growled with animalistic pleasure, pressing hard inside of me as he finished.
He pulled out and I shook my head in protest.
“Stay there,” he warned. He reached over my splayed out body and grabbed the tiny white box from the desk, pulling the butt plug out.
“No, Bear, I don’t think —,” I began.
“Shhh, Chloe. You’re going to love this, I promise, darling,” he assured me. I bit my lip, bracing myself for the pain and humiliation that I was sure was coming and putting my head down, closing my eyes. I heard the sound of his desk drawer opening and then felt his fingers. They were cold and wet and he slid one into my ass easily. “Now, listen,” he said, as he worked another finger inside of me. “I’ve used plenty of lube. This won’t hurt. In fact, you’re going to be begging me to let you wear this every day after this.”
“I have to wear it all day?” I cried, my eyes flying open as I looked over my shoulder at him. He smiled a small, satisfied smile at my shock and nodded his head.
“Yep. Today you do,” he said. I moaned as his fingers slid deeper and deeper, creating the most deliciously sinful pain I’d ever felt. He leaned over me, bringing his lips to my ear as he whispered to me. “You’re going to wear this all day. You’re not going to take it out until I tell you to. Understood?”
“Yes,” I nodded.
“Good girl,” he said, removing his fingers and slowly sliding it into me until it popped into place, leaving only the shiny gemstone exposed. “That’s fucking beautiful,” he said, staring down at me still splayed across his desk, my ass bedazzled with a sparkling pink diamond covering the entrance. He wiggled it around and I moaned.
“Now,” he slapped my ass, “stand up. Walk around.”
I stood up, trying to adjust to the fullness of it. I pulled my skirt down and took a few steps away from him.
“How does it feel?” he asked.
“I guess it’s okay,” I murmured. I’d never felt more shy before in my life. Part of me wanted to pull this thing out of me and throw it at him, run away, tell him to fuck off and that I never wanted to see him again.
The other part of me couldn’t get over how incredibly fucking amazing it felt.
Somehow, he'd managed to make everything he did to me seem like the most natural acts in the whole world.
He wanted me to suck his cock with someone else in the room? No problem.
He wanted to bend me over his desk and fuck me with the door unlocked? No problem.
He wanted me to make me wear a bedazzled bauble shoved up my booty for the entire goddamned day? No problem?!
Really?! What the fuck was happening to me?
Bear Dalton.
That’s what.
He watched me carefully as I walked around, doing my damnedest to get used to having it inside of me as I walked.
It wasn’t easy.
I was shocked it didn’t fall out, first of all, but it was lodged so firmly up there it didn’t appear to be going anywhere. I kept my knees close together just in case.
Suddenly, images of being in public with this thing and all the ways it could go wrong filled my head. I turned back to him to protest, but the sudden movement sent a bolt of lightening from my butt to my clit and then straight to my brain.
I moaned, shivered and almost melted to the ground.
“What the hell,” I cried, with breathless dismay.
He laughed lightly, his eyes wrinkling up at the corner and my stomach flipped.
Fuck, he was hot.
Fuck, this is weird, I thought.
Say yes, Chloe, I reminded myself. That’s the promise I made to myself earlier and if there ever were one of those things that I might regret not doing later, this was it.
I had a slightly panicked thought as I wondered how I was going to get it out later, but I pushed the thought away. I wasn’t the first person in the world to wear one of them, surely it couldn’t be that hard.
At least I hoped not. A quick flash of myself at the emergency room complaining of a trapped bedazzled My Little Pony butt plug in my ass shot through my head and I opened my mouth to protest again.
“Sit down,” he demanded. I hesitated, wondering if that was even possible. I went slower this time, much slower, wobbling over to his desk like a penguin.
“Do I really need to sit?” I asked.
He smiled softly and nodded.
“You’ll be okay. Trust me.” Trust him, huh? He wasn’t the one with a unicorn up his butt.
I nodded, sitting gently in the chair in front of his desk, barely perching my ass on the edge. I sighed with relief when I realized it didn’t hurt. In fact, I only felt it when I moved in certain ways and there was something mischievously forbidden about it. I sat down fully on it and my eyes shot open as the feeling went right to my clit again.
It felt so deep, so hard, and I knew I wouldn’t be able to think about anything else the entire day.
“That’s my girl. I knew you’d like it,” Bear winked. “I have something else to give to you,” he said, sliding a gold credit card across to me. I leaned over carefully, picking it up. It had my name on it.
“What’s this?” I said, breathlessly.
“It’s yours. Spend whatever you need to spend.”
“On what?”
I asked, shifting gingerly in my seat.
“On whatever you need, darling. Clothes, furniture, anything.”
“Why are you doing this?” I asked, squirming.
“Doing what, Chloe?” he asked, his eyes smoldering as they stared deeply into mine. He was so serious, so casual about this whole thing.
“Everything, Bear. The apartment. This credit card. The job, whatever it is…”
He cocked his head, staring at me thoughtfully before replying. The tension hung thick and heavy in the air between us.
I’d let this man touch me in places I’d never let anyone else touch. And he’d given me things I’d never imagined. And yet, I had no idea why in the world any of this was happening to me.
“The limo is waiting downstairs,” he whispered, his low, smoky voice sliding over my ears like velvet. “Go shopping. Buy clothes. Lingerie, lots of it. Black is my favorite, and it would be in your best interest to please me, Chloe.”
“You didn’t answer my question,” I prodded, swallowing hard with nervousness.
“No, I didn’t,” he smiled, standing up and walking over to me. “Tell you what. At dinner tonight, you can ask me anything you want, okay?”
“We’re going to dinner?” I asked.
“Yes, didn’t you hear me tell Sarah to make reservations? It’s a very upscale place, so make sure you buy something appropriate. I’ll pick you up at seven.”
“Okay,” I said, my head spinning. “But what about my job?”
“Chloe, this is your job.”
“What is?”
“Beautiful,” he said, leaning down and brushing a kiss across my lips. “Don’t you see? It’s your job to please me.”
“So, I’m a glorified prostitute?” I asked, brazenly. A little too brazenly for someone with a sparkly pink butt plug shoved up their ass, actually. Bear wasn’t fazed by it though. Instead, my boldness seemed to amuse him.
He smirked. “Of course not. I’m not paying to fuck you.”
“Then what are you paying me for?”
“I’m not paying you. I’m taking care of you. Haven’t you ever had anyone take care of you before, Chloe?”