Boss Daddy: Naughty Daddies Series

by Jayda Marx

  “Yes, Daddy.”

  He stilled my knotting fingers with a warm hand. “So, what are your questions? I’ll answer what I can.”

  “Hmm...Oh, I know! Have you ever whacked a guy?”

  He bounced his eyebrows at me. “After last night, you should know that I have.”

  I snorted a laugh and playfully swatted his shoulder. “Not in a sexy way. I mean like…” I drew my thumb across my throat and stuck my tongue out for effect, making Daddy chuckle.

  “I can honestly say that I have not. That’s the line in the darkness that I won’t cross.”

  I wasn’t surprised. Daddy wasn’t a killer; he was too wonderful. “Okay then, how many guys do you have working for you?”

  “I have two men who act as my bodyguards on jobs, and I take care of most of the action.”

  “There’s only three of you?” That number didn’t scream ‘mob’ to me; it was barely enough people for a poker club. “How are you so successful with just a few people?”

  “We’re smart about the jobs we take and we keep a low profile on the job. We don’t show our asses to the public, which means they don’t fear us, which means we’re not on the authorities’ radar.” Plus there was that whole ‘bribe’ situation in case they ever did land on their radar. “When you have less people to split profits with, each guy gets more money. Besides, I’d rather have two men I trust with my life than twenty who would shoot me in the back if I turned around.”

  “That’s a good point.”

  Daddy held up a finger to quiet me and his eyes snapped to the door when it opened. In walked a waiter carrying a tray which held a basket of what looked like onion rings and a short glass of honey-colored fluid.

  “Oh, I’m sorry, sir,” he said, bouncing his eyes between Daddy and me. “I didn’t realize you had company.” He placed the rings on the table and handed over the glass. “Shall I bring another scotch?” It was impressive that the man knew Daddy’s order without him having to say a word.

  “No, he’ll take a Coke. We will need two dishes of lasagna instead of one, and extra bread please.”

  “Of course. I’ll be right back with that.”

  He hustled out of the room and I picked up a crispy ring. It didn’t smell onion-y as I expected; I’d actually never smelled anything quite like it. “What are these?”

  “Calamari.” Daddy picked one up and popped it into his mouth.

  “What’s calamari?”

  “Squid.” I scrunched up my nose and put the circle back into the basket, and Daddy raised his eyebrows at me. “You should try it.”

  “No thank you. I just keep imagining their creepy dangling tentacles wrapping around my tongue.” My body shook with a cold chill. “Not appetizing.”

  He sighed, picked up the ring that I’d replaced in the basket and held it to my lips. “Try it.” His expression told me there was no room for arguments.

  I kept my face folded up to show I wasn’t happy about it, but I took a small bite of the squid. It wasn’t fishy or rubbery like I thought it would be, and it didn’t spring to life and wrestle my tongue, no matter what my imagination led me to believe. It had a buttery, nutty flavor and was actually pretty damn delicious.

  “You like it, don’t you?” Daddy asked with a smirk.

  “Maybe.” I stole the rest of the circle from his fingers while he laughed.

  “See? Daddy knows best.” He looked proud of himself as he tossed another squid ring into his mouth.

  After gobbling down a few more myself, I asked, “Will you tell me about the guys who work for you? You said you trusted them, so I’m guessing they’re friends of yours?”

  “They are.” He took a long swig of scotch before explaining, “Sal, Johnny and I have been tight since we were kids. We all grew up in the same shitty part of town; Front Street, to be exact.”

  “My apartment was on Front Street,” I interrupted, happy to have something in common with him.

  A guilty look plagued his face. “I’m sorry, I wouldn’t have said that if-”

  I cut him off with a wave of my hand. “You didn’t say anything that I didn’t already know; everyone knows it’s a shitty part of town.”

  He gave me a kiss to the forehead and continued, “None of us had much money growing up; my dad split when I was two and left my mom to raise me on her own. Sal’s situation was similar, but Johnny had it the worst; he’d go days without eating and his clothes were basically dirty rags.”

  “That’s so sad,” I whispered, taking his hand. The events took place decades ago, but they still hurt my heart, and I needed Daddy’s strength.

  “Our families weren’t in the position to help, so Sal and I took it upon ourselves to get Johnny and his mom what they needed. Several times a week, we’d go into the market on the corner. Sal would distract the shopkeeper while I loaded my clothes up with food; bread under my shirt, cheese tucked into my socks, chips down my pants...I looked like the damn Michelin man by time I was done, but we never got caught.”

  I huffed a laugh even though my eyes prickled.

  “At first, Johnny was so grateful that he didn’t ask questions. But eventually, he demanded to know where the food was coming from, so we told him the truth. He was pissed; not for our charity, but because he wanted to help. He didn’t want us to get in trouble when he was the one benefitting. He said that we should always stick together and help each other out, so we did.”

  “It started out as stealing to eat, then slowly morphed into bigger jobs with bigger paydays. Years later, we were financially supporting our families and eventually, were making serious bank. But no matter what, I never forget where I came from."

  I scooted as close as possible to him and lay my head on his shoulder. I never would've guessed that this wealthy, powerful man came from such humble beginnings. Although our pasts didn’t match exactly, he and I had a lot more in common than I originally thought. We both knew what it meant to struggle. I was proud of him for being so selfless at such a young age, and even though his motivation wasn't as pure now, I didn't care. He was a good man in my eyes.

  "Here we go, guys," our waiter said when he returned carrying his tray again, this time serving us two huge portions of cheesy lasagna, a basket of bread, and a Coke for me. "I'll be back around shortly to check on you."

  "I love lasagna," I told Daddy when we were alone again.

  "I bet you've never tasted any this good; this was my mother's specialty."

  I scooped a steaming bite onto my fork and pushed it between my lips, moaning when the tomato sauce hit my taste buds. "Mm, that's delicious. Your mom was the best cook ever." I swallowed and gave him a pleading look. "Don't tell Angelo I said that; he might not make me any more pancakes."

  Daddy laughed around his own bite. "You're precious." He winked and added, "I won't tell him a thing."

  I ate every bite of my lasagna and soaked up the sauce on my plate with a hunk of bread. I rested my head back on the booth, humming with happiness.

  "Did you get enough?" Daddy asked, patting my too-full stomach.

  "Definitely. I don't think I could eat another bite."

  Just then, the waiter entered the room again. "Oh no, I'm sorry you didn't enjoy your meal," he teased as he eyeballed my spotless plate.

  I chuckled, but stopped when it shook my abdomen. "It was so good, but I ate way too much."

  "So I can't tempt you with dessert?" My ears perked up at the question and Daddy snorted a laugh. "We have cheesecake, cannoli and many flavors of gelato."

  I looked at Daddy, who was smirking at me, and I asked, "Can we please get dessert, Daddy?"

  He laughed again before answering, "Of course, rabbit. Since you asked so nicely, we can get dessert." He turned his smile to the waiter. "We'll take two cannoli, please."

  "Right away." He cleared our dinner dishes and returned just a moment later with a plate that held two tubes that sort of looked like egg rolls filled with pudding.

  "I've never had cannoli
before," I told Daddy once the waiter left the room.

  "You'll love it." He scooped some of the filling onto the tip of his finger and held it to my lips. I licked it from him and smiled; the pudding was actually thick, sweet cream.

  "It's delicious."

  Daddy's lips stretched into a naughty grin before he sank the whole length of his finger into the cream. He pulled it free and held it up to my mouth again. "Show me how you'd suck my dick."

  Whoa…okay, I was not expecting that. But the dirty idea made my heart race, so I stuck my tongue out again and swirled it around his fingertip, licking off the cream.

  "Good job," Daddy crooned in a deep voice. "Your tongue will feel so good on my cock. Now try sucking it."

  I wrapped my lips around his finger and sucked gently, easing his digit towards the back of my throat. I took it past his second knuckle, but stopped when I gagged.

  Before I could apologize, Daddy stroked my hair and told me, "It's okay. You don't have to take it all; the tip is the most sensitive part, so focus on that."

  I pulled back a little, sucked harder, and tried again. I slid my lips down until they met his knuckle, then slowly retreated until just his fingernail was in my mouth.

  "There you go. Just like that." I bobbed my head up and down, loving the sweet taste on his skin. "Look at me." I did as he said, finding fire in his gaze. "Good boy. Daddy likes to see those pretty blue eyes." I sucked harder and moved quicker. "Don't forget your tongue."

  As I sucked his finger, I lapped my tongue against it until every smear of cream was gone. I pulled my lips from him completely and flicked my tongue on his fingernail until he growled. "That's enough."

  I worried I did something wrong until he pushed the table away from our bench seat. "Now I want you to suck me for real."

  "Here?" I asked in disbelief; we were alone, but the waiter could return at any moment. Plus, we were only separated from the main dining room by one thin wall. What if someone heard us?

  Daddy answered by unzipping his jeans. "Right here." He pointed to the floor in front of him. "Get on your knees."

  Jesus. What he wanted was filthy and risky, but too wonderful to pass up. I craved to give him everything he wished for and needed, so I knelt before him on the hardwood floor.

  "Take it out." I lowered his boxers and worked his thick, hard cock out of the fabric. Pride filled me, knowing that I'd excited him with my touch. "Suck me, boy."

  My own cock thickened with excitement and desire. Knowing that Daddy liked to see my eyes, I locked gazes with him as I stuck my tongue out and lowered my head. I touched my tongue to the tip of his dick and flicked against it, just like I'd done to his finger. Daddy moaned as I lapped and swirled until a salty drop painted my taste buds. It was delicious and I wanted more.

  I took his fat tip between my lips and sucked until my cheeks hollowed. I slid along his length, making sure not to take too much. I bobbed my head back and forth, watching as Daddy's eyelids grew heavier.

  "Ohh, Lucas." Hearing my name on his lips drove me wild and spurred me on. I sucked him harder and moved faster. But I wanted to give him more. I wrapped my fingers around the base of his cock and jacked him in time with my lips, so that every inch of him was covered.

  Daddy's voice was hoarse and shaky when he said, "Yes, boy; just like that. Damn, you're so pretty with my cock in your mouth." I milked his flesh and tongued his slit, licking away every drop that leaked from him. Daddy moaned and his eyes closed into little slats. His chest heaved and he sank his fingers into my now short hair.

  "Daddy's gonna come." I jerked him frantically, desperate for his flavor on my tongue. He moaned and tightened his grip on my hair as his cock swelled between my lips. Warm, tangy cum burst into my mouth, splattering onto the back of my throat.

  "Fuck yes," he panted. "Swallow it, boy. Swallow every drop." I did so quickly, grateful to be taking a part of him into my own body.

  Daddy let out a long breath and loosened his grip on my hair to pet my head. "Good job, rabbit; so good for Daddy."

  “Thank you,” I whispered as I tried to catch my breath. I was so happy to make him feel good, and was thankful for the lesson he gave me with his finger; I was confident and eager when he ordered me to my knees instead of anxious and nervous. Daddy always knew what to do to help me.

  “I’m so lucky to have you,” I said, voicing my thoughts aloud.

  Daddy gave me the biggest smile and dropped his hands onto my cheeks. “I’m lucky too.” I shivered when his warm palms disappeared from my face. “Come up here,” he instructed, patting his legs.

  I shimmied up his body until I straddled his thick thighs. He caressed down my chest and stomach until his hand came to a stop on the bulge in my jeans. "My boy's so hard." He gave my dick a squeeze and I moaned aloud. "You liked sucking Daddy, didn't you?" I trapped my bottom lip between my teeth and nodded enthusiastically. "You did such a good job, I think you deserve a reward."

  "Really?" My heart leapt with hope that it was a sexy reward; I was so hard that it hurt.

  "Oh yes." He lifted a cloth napkin from the tabletop and draped it across his stomach. I had no idea what he was doing until he unbuttoned and unzipped my jeans, and pulled them and my briefs down to the top of my thighs, releasing my cock to the air. Then he pulled me forward until my dick was sandwiched between us and nestled against the cloth.

  Daddy cupped my ass cheeks in his hands and rocked my hips forward. I hissed in pleasure when my hot flesh grinded against his stomach.

  "This is your reward," Daddy whispered in my ear. "Come when you need to."

  He took my lips with his, kissing me passionately while thrusting my hips forward with his strong hands. His tongue invaded my mouth and licked hungrily against every surface. He swallowed up my moans and sent my brain spinning with bliss.

  When he released my lips, my breathing was ragged and my heart was nearly beating out of my heaving chest. I forced my eyes open to see Daddy's dark gaze and predatory grin.

  "Does this feel good?" He sank his fingertips into the flesh of my ass and massaged while he rolled his body into mine, milking my cock.

  "Yes, Daddy!"

  "Let me hear it."

  I tossed my head back and moaned as Daddy squeezed my ass and I humped wildly against him. I no longer cared if the other diners heard us. I wanted them to hear; to be jealous of the ecstasy Daddy was giving to me.

  I clutched onto his shoulders and pumped my hips as fast as they'd go. My cock slipped and slid in the puddle of pre-cum flowing from me, and I cried out as my toes curled in my shoes.

  "Daddy, I'm coming!"

  "Do it, boy!"

  A raspy, crackling whine left my lungs as my orgasm tore through me. My balls rolled and my stomach lurched. Cum erupted from my cock and painted thick white gobs onto the cloth napkin.

  "There you go," Daddy cooed, petting my back as I tried to get a handle on my breathing. "Good job. You're so beautiful when you come for me."

  I swallowed although my mouth was dry before whispering, "Thank you, Daddy."

  "Let me take care of this." He gathered my mess into the cloth and wiped down the tip of my cock, making me shiver. After he folded it up nearly, he placed it on the bench beside him and wrapped his arms around my waist. "Come here, rabbit."

  I rested my head on his shoulder and he held me tightly, caressing his hands slowly up and down my back as he told me how good and special I was. He made me feel like the most important boy in the world.

  Just as I was about to drift off to sleep, Daddy's chest rumbled beneath me as he spoke. "Let's finish our dessert."

  "I forgot about dessert," I replied truthfully, making him chuckle.

  He got me settled in beside him again, and tucked my bits and pieces back into my pants. I noticed that Daddy was half hard again from all of the excitement. I'd gladly drop to my knees and suck him again, but he just winked when he saw me staring at his perfect cock before putting it away.

  Daddy and I fed
each other the cannoli and though they were delicious, nothing was better than the sweet cream that came from Daddy. When I told him that, I got another long, tongue-filled kiss.

  "We've got one more stop to make before we go home," he said once our desserts were gone, and as he pulled his wallet from his back pocket. He tossed two crisp hundred dollar bills on the table; I assumed he ate here for free since he owned the place, which meant that money was all gratuity for the waiter. Daddy was very generous.

  He helped me from the booth and before we left the room, he threw the cum-coated napkin in a small trash can in the corner. I was glad; that wouldn't be a fun surprise for whoever did the laundry.

  On our way out of the restaurant, we got a few smiles or chuckles from people who had surely heard our naughty times in the next room. We even got a couple looks of disgust, but I ignored them and held my head high. Daddy squeezed my hand and gave me a proud nod.

  Our last stop of the day was to an electronics store, where Daddy bought me a gaming system, lots of video games to go with it, and a stack of my favorite movies. He said that he worked at night, and that he didn't want me going out alone, so he made sure I'd have lots of fun things to keep myself occupied while he was gone. I appreciated that he was looking out for my safety as much as he was spoiling me. I was definitely one very pampered, very lucky boy.

  Chapter Five

  Vinny

  From the corner of my eye, I noticed Lucas twisting the hell out of his fingers as I zipped up my jacket. I crossed the bedroom in a few long strides and took his trembling hands in mine. "What's wrong?"

  His big blue eyes shimmered as he looked up at me. "I'm scared, Daddy."

  I understood; I was getting ready to leave for a job and to meet Bones to pay off Lucas' debts, and would be leaving him at home. I didn't want my sweet boy in danger.

  I gave him an encouraging smile and squeezed his hands. "You're safe here, rabbit. Plus, you won't be all alone; Angelo will be here. The old man might not look tough, but I promise he can protect you." Angelo knew where all the weapons were in my home, and how to use them, though I was positive no one could enter.