by Nikki Wild
“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 w
hatever 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?”
“Not like this,” I replied.
“Have you ever had a boyfriend, Chloe?” he asked.
“Yes,” I replied, Harlan’s face flashing in my head. I hadn’t thought of him at all since I’d arrived. Hell, I hadn’t really thought much of him at all since I met Bear. “He was awful.”
“That’s what I thought. He treated you badly, correct?”
“He was selfish and arrogant,” I replied.
“Ah, a man after my own heart,” he laughed. “Well, you see, Chloe, I want to give you more than that. Do I have my own selfish reasons for making you happy? Of course I do, I won’t deny that. But it seems you need me as much as I need you.”
“I don’t need anybody,” I said, raising my chin defiantly.
“You need experiences, Chloe,” he said. “You need to live, don’t you?”
“Yes, but —,” I began.
“—then give me a chance,” he interrupted. “Give me a chance to show you things you’ve never seen before. Give me a chance to show you what your body can do, to guide you into a world that you can only dream of. All you have to do is trust me.”
He paused, smiling down at me confidently. He was so fucking handsome, so incredibly sexy, and maybe that’s what it was, or maybe it was the fact that he’d already taken me to places I didn’t even know existed within myself, but I couldn’t help myself.
“You do trust me, don’t you, Chloe?” he asked, his eyes peering so deeply into mine I thought I might never come up for air.
“Yes,” I whispered. “I do.” I had no idea why I trusted him, but I did.
The smile that he beamed down at me left me breathless.
“Wonderful!” he exclaimed, reaching for my hands and pulling me up from my chair. “You’ll see, Chloe. This may not be what you expected, but it will be so rewarding in the end.”
I nodded, speechless, still lost.
He kissed me again, pulling me close in a firm embrace before gently pushing me away.
“Now, go. You’re making me hard again and I have a meeting in five minutes.”
“Okay,” I nodded. “But I can really ask you anything tonight?”
“Anything, beauty, I’m an open book,” he said.
I took a deep breath, squaring my shoulders and nodding.
“Alright,” I agreed. “I guess I’m off to go shopping.”
“Good girl,” he said. “Max can give you suggestions on where to shop. Buy anything you want.”
“Thank you,” I said, walking towards the door, the plug rubbing deep inside of me with every step.
“Oh, Chloe?” he said as I reached the door. I turned back, drinking in his sexiness one last time.
“Yes?” I smiled.
“Don’t bother buying panties, darling. You won’t be needing them.”
My mouth opened in surprise and was met with his laughter.
“See you at seven!” he exclaimed, his eyes twinkling.
I turned away, shaking my head. I walked out to the reception area, avoiding Sarah’s eyes the entire time, sure that she must know exactly what was going on under my skirt and doing my damnedest not to blush.
It didn’t work.
Chapter 9
I walked out onto the cold New York streets, the wind and snow whipping around me, the frenzied rush of people speeding by so fast that I struggled to make it across the sidewalk to the waiting limo.
“Ms. McDonnell,” Max nodded at me as he opened the door.
“Max,” I said, turning to him before he closed the door behind me. “I need to go shopping, but I don’t have any idea where to go. Somewhere upscale,” I said, parroting Bear’s words.
“For clothes, ma’am?”
“Yes,” I replied.
“I know just the place,” he smiled, before closing the door and running around to the driver’s side. We pulled away from the curb and I leaned back in the seat.
My body had adjusted to the plug by now and the intensity of the sensation had lessened enough that with a little luck, I wouldn’t make a fool out of myself. I couldn’t believe I was doing this—going out in public like this. The entire situation was surreal.
I jumped when I felt my phone buzzing in my suit pocket. When I saw it was Marie, I smiled. She was exactly the person I needed to talk to.
“So?” she asked, not bothering with a greeting at all, just like always. “How’s New York?”
“It’s incredible. Bear’s given me my own apartment, just off Central Park!”
“You aren’t staying with Matilda?”
“Well, I thought I was going to, but no. Bear gave me my own place.”
“How’s everything going with him? Did he tell you what your job is?”
“Um…,” I hesitated. “Well….”
“You fucked him again, didn’t you?”
“Oh my god, Marie,” I said, my words rushing out of me like a river, as I lowered my voice. I wasn’t sure how much Max could hear through the glass panel separating us. “He’s amazing.”
“I’ll take that as a yes?”
“Yes. Twice.” She squealed and I pulled the phone away from my ear.
“I can’t believe you’re fucking your boss!”
“Neither can I,” I said, smiling. “He’s quite a gentleman, actually. When he’s not fucking me, that is.”
“He isn’t a gentleman when he’s fucking you?”
“Hardly,” I scoffed. “More like a fuck machine. He's so dirty, Marie! He made me give him head while his assistant was in the room!”
“What!” she yelled.
“I know!” I said. “And… he gave me a gift.”
“What kind of gift?”
“Marie, you won’t believe this,” I said, squirming as the plug sent jolts of pleasure through me.
“What is it?”
“Have you ever used a butt plug?”
Her laughter
roared through the phone like a tornado.
“What! Sure I have,” she said.
“Of course you have,” I said. “I forgot who I was talking to.”
“So he gave you a butt plug? What the fuck kind of gift is that? He’s a billionaire, he should have given you diamonds!
“It does have diamonds. Pink ones, on the outside.”
Her laughter was contagious and I couldn’t help but chuckle.
“I’m wearing it right now,” I whispered, hoping to hell that Max couldn’t hear me.
“Now?” she cried. “What the hell? Where are you?”
“I’m in the back of Bear’s limo on my way to go shopping. He also gave me my own credit card.”
“Holy shit, Chloe! You hit the fucking jackpot!”
“I guess so,” I replied.
“Why aren’t you more excited?” she asked.
“I don’t know,” I sighed. “He’s just such a mystery. He won’t really answer any of my questions. I guess I don’t have a real job, not that I can tell so far, except fucking him and doing what he tells me to, apparently.”
“Look, I saw this man’s picture, remember? Fucking him can’t be that bad.”
“It’s not bad at all,” I replied. “It’s just not what I’m used to.”
“Speaking of what you’re used to, Harlan called me looking for you.”
“Did you tell him I moved?”
“No. I didn’t answer his call. He left a voice mail asking for information about you.”
“Don’t tell him anything. I’m avoiding him completely.”
“I would, too, if I had a rich new sugar daddy,” she laughed.
“Don’t call him that!” I said.
“What should I call him, then? Your boyfriend?”
“No, I don’t think that’s appropriate either. I have no idea what to call him.”
“Does he make you call him Daddy?” she laughed.
“Shut up! No, he doesn’t,” I said, laughing with her. “I just call him Bear.”
“Well, whatever, I call him ‘hot’,” she said. “He must be a total freak in bed.”
“That’s an understatement,” I said.
“So, wait a minute…you’re going shopping right now and he’s making you wear a butt plug the entire time? That’s so…perverted.”