Boss: A Dark Mafia Romance

by Sara Fields

  “I’m glad,” he answered. “I mean, it isn’t quite five hundred dollar coffee, but it will have to do.”

  “The sake might be that expensive though,” I replied, my voice playful.

  “True. Perhaps we should enjoy the rest of it,” he said with a wink as he emptied his small cup. I took another sip of my own.

  His phone dinged and he answered it. He was quiet for a moment while he listened.

  “Good. I’m glad Seth has been successfully retrieved. See to it that he is given any medical care he needs and a safe place to stay for the night. I will bring his daughter to see him tomorrow in the early afternoon,” he said, and my curiosity peaked. I waited until he hung up the phone to say anything.

  “Why tomorrow?” I asked. “I want to see him tonight.”

  “Not tonight,” he answered.

  “Why?” I pressed.

  He lifted his eyes to meet mine and they were much darker than usual. My stomach fell and I tried to stop myself from fidgeting, but when he looked at me like that, I felt like I was in danger. With a sigh, he set down his cup of sake and leaned in toward me. I almost forgot how to breathe.

  “We’re going to have a discussion tonight, little girl, about how it’s not up to you to choose when you’d like to accept my help. I’m going to ensure that you don’t ever make that mistake again,” he said firmly, and a soft cry escaped my lips. My stomach fell and my mouth went dry. I knew what this meant.

  “Sir,” I breathed.

  “You have a punishment coming, little girl, for making a decision that you weren’t allowed to make. It’s going to hurt, but you’re going to take it because it’s not up to you, is it?” he continued sternly.

  “No, sir, it isn’t,” I whimpered.

  “We will leave the restaurant and then we will continue to the hotel. You will shower, but you will not dress. When you finish, you will join me in the living room and I will decide where your punishment is going to take place,” he replied.

  “Yes, sir,” I whispered.

  In some ways, I should be angry that he was going to punish me, but I couldn’t bring myself to be. I knew that the decision I had made had been risky and if I had waited, perhaps he could have solved my father’s disappearance without putting either of us in danger. There was an edge of guilt that began to simmer there, and it burned like a papercut.

  I wondered how my punishment would proceed. Would he spank me or whip me with his belt? Would he use my body for his own enjoyment? Would I even get to come after it was all over? I licked my lips nervously and he pushed himself up to a standing position. He offered me his hand and I stared at it for a long moment.

  He didn’t grab me or force me to come with him. He didn’t do any of that.

  He was giving me a choice.

  If I came with him now, he would punish me, and it was going to hurt. If I didn’t go with him though, I had a feeling it would hurt far worse than I could even imagine. We’d only known each other for less than a week, but I already knew that I wanted him to be a part of my life. If I didn’t take his hand, I’d be turning away and I really didn’t want him to leave. I didn’t want to be without him. If I took his hand, I was choosing a life with him, which would include surrendering to much deeper and much darker desires, a life consisting of pain and pleasure and punishment.

  “I’m sorry I drugged you. Again,” I murmured.

  “I know,” he answered softly.

  Tentatively, I placed my fingers in his and he gently pulled me toward him. He drew me into a tender kiss that took all of my reservations and anxiety and drove them far away. It was sweet and wonderful, and I found myself losing my breath all over again. His fingers caressed the skin of my throat and a shiver raced down my spine.

  “Good girl. I want you to know that I’m so proud of how you handled yourself today. You took no prisoners, especially when you kneed that man in the balls,” he said quietly.

  I laughed.

  “I’ll remember not to piss you off either, just so that my own balls remain safe,” he added next and I lost myself in a fit of giggles.

  He led me out of the restaurant, where there was a black limo waiting outside for us. He opened the door and helped me to climb inside. We sat next to one another and he pulled me close, petting his fingers along my arm soothingly. By the time we arrived at the hotel, I was extremely relaxed. We were ushered into another private elevator and shuttled up to the penthouse suite. The room was just as extravagant as I expected. It was a full apartment, with a dining room, formal living room, and more bedrooms than I could count. There was a game room and a movie theater and a number of luxurious bathrooms including our own private outdoor bath as well as a sauna. On the dining room table was a long black box with a red bow.

  “Go wash up now. When you’re done, I’ll begin your punishment here. Don’t bother getting dressed,” he instructed. He pointed to a soft velvet couch that was right in front of a floor-to-ceiling window. I swallowed heavily.

  I was going to get a spanking. At night. In front of a massive window. Anyone looking in would be able to see. And that was probably only the beginning.

  I had a feeling the night was only going to end after a whole lot more than a spanking.

  “Yes, sir,” I answered timidly.

  I turned away and found the master bedroom. I couldn’t really focus on the décor, just on what was to come for me. I ventured into the adjoining master bath and started the shower. I used the provided shampoo and conditioner, which were really quite nice.

  I washed myself quickly and before I knew it, I was finished. I shut off the water and climbed out of the shower, before grabbing one of the soft towels hanging nearby. I dried myself off and wrapped myself up in the towel, before padding back out into the living room. Dominic had opened the box and laid out a number of items. I could see a cane, a crop, as well as restraints and a rather large metal plug. He also had a small egg-shaped bullet along with everything else on the coffee table in front of the couch.

  I fidgeted nervously before I called out to him.

  “Sir?” I asked.

  “Come here, little girl,” he answered. His voice was firm, and I knew he was quite serious. I didn’t argue as I obeyed and walked over to him. He stood and I felt so very small standing before him. He reached for the towel and gently uncurled it from my body, leaving me standing there entirely naked in front of those massive windows.

  “You made me so proud today,” he began, and I smiled a little in response, feeling my heart warm at his words. His arms curled around me and he pulled me into his chest, hugging me close for a long moment until he pulled back and I knew it was time.

  “What’s going to happen now, sir?” I asked softly and he cleared his throat.

  “First, you’re going to spend some serious time over my knee. After that, I’m going to mark that pretty bottom with my cane before I punish those pretty nipples and that wet little pussy with my crop. I’m going to fuck all your beautiful holes until you come so many times that you beg me to stop. Then you’re going to come for me some more. You’re going to scream and you’re going to cry as you come for me, but by the time I’m through with you, you’ll remember that you don’t get to choose when to accept my help anymore. Do you know why, little girl?” he explained gently.

  “No, sir,” I whispered.

  “Because you’re mine. You were mine the moment you walked through my doors,” he answered, and I shivered with arousal and nervous anticipation.

  He took my hand in his and pulled me close.

  “Are you ready, little girl?” he asked.

  “Yes, sir,” I whimpered.

  Gently, he guided my naked body over his knees. I could feel the hardness of his cock pressing against my belly and my pussy clenched tightly. I already wanted him to fuck me but as his palm glided across the bared skin of my backside, I was reminded that I wasn’t going to get that anytime soon.

  “Part your legs for me,” he said quietly.
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  When I did, his fingers dipped between my thighs.

  “Already soaking wet for me,” he purred before he slipped a single finger inside me. I cried out at the unexpected entry as my entire body burned with desire for more.

  “Please, sir,” I begged as his finger left my pussy.

  “Not yet, sweet girl. We have much to discuss before you’re allowed to come for me,” he replied as he squeezed my right bottom cheek with his hand. He gently caressed the left before grasping it like he had done the other. I gasped as he dug his fingers into my flesh, knowing it was just the beginning of what was to come.

  His other hand gripped at my hip, holding me snugly against his waist. I leaned into him, curling my body into his as his palm continued to caress my naked globes.

  He spanked first the left side and then the right. The first slap against my skin took my breath away and the second sounded like a gunshot. It took several seconds for the initial sting to set in before I whimpered quietly and by that time, he’d already smacked my ass several more times. I had expected him to start more slowly, but he started hard and fast, ensuring that I knew that he was teaching me a lesson right from the very beginning.

  I tried to squirm away even though I knew it was useless. He held me tightly against him and punished the entirety of my bottom, including the tops of my thighs, which was even more terrible than the rest. His palm was heavy and stung against my bared skin and nothing I could do could stop it.

  I’d chosen to take his hand tonight. I’d chosen to give him control and this is what that meant. Punishment. Pain. Pleasure.

  All of it in one. I’d chosen him.

  I whimpered over his knee, his heavy palm harsh and ruthless. Each spank ignited a scorching blaze across my skin that stung and burned like wildfire. I cried out at the intense pain, but he stopped and slipped his fingers between my thighs again.

  “Even wetter than before. You like it when I punish you like this,” he murmured and I whined softly in response, knowing that he was right. Those fingers grazed against my clit and I shuddered with pleasure as my inner walls fluttered with need. I wanted more, so much more.

  “It’s going to be a great deal longer before this little pussy is allowed to come, sweet girl,” he warned, and I keened in disappointment.

  He spanked my bottom hard, right over top of my pussy, which caused vibrations of pleasure to quake down straight to my core. I arched my back and lifted my hips, only to find his punishing palm returning to discipline my naked backside once more. My muscles tensed and I tried to remain strong, but it hurt a lot.

  He spanked me even harder after that and I quickly found myself losing control. I sniffed and tried to hold back my tears, but I should have known it was a losing battle.

  “Do you get to decide when to accept my help anymore, little girl?” he asked firmly.

  “No, sir. Not anymore,” I wailed as his palm continued to dance across my scalded bottom.

  Just when I thought I was going to cry, he paused, and I took the much-needed break to catch my breath.

  “I’m glad that is now understood. Now, up on your knees. You will bend over the back of the couch for me and present your bottom hole to me. You’re going to be plugged for your caning, so that you never forget this lesson,” he instructed.

  I cried out with fear as he helped me climb off of his lap. Carefully, I knelt down on the couch cushion and bent over the soft back.

  “Reach back and spread yourself for me. Show me where you need to be punished,” he said firmly, and I whimpered quietly. Ashamed, I arched my back and reached for my bottom with my fingers. Tentatively, I spread myself apart, knowing that he’d be able to see my soaking wet pussy and my bottom hole. I could feel my pussy tightening with arousal as I obeyed his instructions and I was momentarily taken aback by just how much this simple act turned me on. I was displaying myself for him and all I wanted was for him to take me to bed and touch me.

  I wanted to come for him.

  I heard him pick up something off the table. He squeezed a bottle and something wet dribbled down onto my tight rim, before his fingers reached for me. He pressed his fingertips into the liquid and spread it around my bottom hole, before pushing one finger inside roughly. I cried out at the sudden painful stretching sensation, but that didn’t stop him. Instead, he just added another and fucked my bottom harshly with them.

  “Thank you for displaying yourself for me. Now take those pretty fingers of yours and hold onto the couch. What comes next is going to hurt and you’re going to take it for me, aren’t you?” he asked, and I whimpered.

  “Yes, sir,” I replied, my voice almost silent.

  I heard him squeeze a bottle once more and the cold tip of the metal plug I’d seen on the table pressed against my asshole.

  “No, please,” I begged.

  “Be still, little girl,” he said softly, before he started pumping the large plug in and out of me. It hurt as it stretched me and I did my best to take it, but I couldn’t stop myself from crying out in pain at how very wide the plug was. Once I relaxed and obeyed his instructions though, he used his palm to quickly force the rest of the plug inside me and all at once, painful agony ricocheted from the bottom of my spine all the way up my back and down again.

  I choked back a sob as my body took the large plug, trying to force myself to calm. My ass hurt from the harshness of his palm and now my bottom hole was so very sore too. His fingers traced up and down my backside, gently caressing me and I focused on his touch. It was calming and the more I zeroed in on it, the more I relaxed.

  Finally, the intense pain from the insertion of the plug ebbed away, only returning when my body tensed.

  “Such a pretty blue jewel,” he murmured as he ran a single finger down the cleft of my backside, stopping when he reached the plug. He placed just the slightest bit of pressure on it and I moaned at the feeling.

  The plug felt incredibly heavy in my bottom. The longer it was inside me though, the more my body responded. It had hurt quite a bit when he inserted it and now that it had been inside me for a short while, I could feel myself growing even more aroused. My pussy grew even wetter and I could feel my own slickness dripping down my thighs. Even worse, I knew he could see it. All of it.

  He could see just how much I had liked being hurt like this.

  I whimpered with shame, knowing he was looking at the plug and how wet it made my pussy.

  “You will hold onto the back of the couch. Your hands will not leave it. You are not allowed to reach back until your caning is complete and I’ve given you permission to do so. Is that clear, little girl?” he said calmly.

  I gripped the couch more firmly, nervously awaiting what was to come.

  “Yes, sir. I understand,” I replied, my voice shaking anxiously.

  I didn’t turn back, but I knew he had picked up the cane when I felt the thin piece of cool wood tap against my freshly spanked backside. He tapped it once and then twice before he paused once again.

  “You’re going to take ten strokes of the cane, little girl. They’re going to be hard and they’re going to leave marks, but they will remind you that you’re mine,” he said firmly. “Now arch your back and show me that pretty bottom, so I can punish it as I see fit.”

  I did as he asked, but I whimpered nervously as I did it. I’d never been caned before and the concept of bearing his marks made me anxious, but I found myself wanting to take them. I needed to show him that I could do it. I yearned to show him that I could take what he wanted to give me.

  I heard the cane cut through the air before I heard it strike against my flesh. For several moments, the sting was innocuous. Then a single blazing line of intense agony burned across my flesh. The cane struck me once more and the same pattern followed, only it was so much worse because now there were two lines of fire instead of just one.

  The cane strokes came fast and hard and it took everything in me to take them. My fingers gripped the end of the couch so hard that my knu
ckles turned white. The screams and cries escaping my lips sounded desperate. I told him I was sorry. I begged him for forgiveness, but no matter what I did, the cane continued to fall.

  I lost count of how many times the cane struck me. All I knew was incredible agony throughout the punishment and after that, he thrashed my thighs.

  I screamed, then the tears began to fall and I cried.

  I sobbed as the last stroke of the cane burned into my thighs and I sank into the couch, still ensuring that my bottom was raised because he hadn’t given me permission to drop it yet. I could feel the welts rising on my skin, could feel the burn from each stroke and a soft wail escaped my lips.

  It hurt so much, my flesh now scalded from both his palm and the cane. My bottom hole was sorer than ever, filled and stretched with the heavy plug too.

  “Good girl, you took this part of your punishment so very well,” he murmured, as his fingers lovingly stroked up and down my spine. “You may remove your hands from the couch now. Your caning is over, little girl.”

  I moaned in relief, sniffing back tears as I tentatively released my hold on the elegant piece of furniture. I leaned back on my heels and sucked in a breath as the welts on the backs of my thighs touched the bottoms of my feet. Quickly, I popped back up and hesitantly brought my fingers down to touch my backside. I could feel the raised skin of each welt as I brushed my fingertips downward and I whimpered quietly as my simple touch reignited the pain that I had felt in receiving each one.

  He took a pillow off the couch and tossed it in front of him on the floor.

  “Come now. On your knees. You’re going to make it up to me with that pretty little mouth,” he demanded. He offered me a hand and I climbed off the couch on shaky legs. He held me tightly as I lowered myself onto the floor, placing my knees down on the pillow beneath me.

  His thumb grazed my lower lip and I kissed it, lifting up my eyes to meet his.

  “Have you ever had that pretty little throat fucked before?” he asked, looking down at me quizzically. I shook my head and he grinned, almost as if he had won a great prize. I bit my lip, nervous. I had given a blowjob here and there with a few men, but I had the distinct feeling that this was going to be very different than any of those.