Five Mafia Captors’ Virgin: A Reverse Harem Romance

by Casey, Nicole

  Sadie reached down, snaking her hands between our bodies, and unbuttoned my pants. She reached in until she could take my cock into her warm hands and started to stroke. She leaned her head down until her lips were at my ear, and she kissed and nibbled lightly.

  “Have you ever joined the mile-high club?” she whispered.

  She didn’t wait for my response. She released my dick, an action I disagreed with, so she could use her hands to unbutton my shirt. When my chest was revealed, she reached between her breasts and brandished a condom. I took it from her, opened it, and quickly rolled it over my dick.

  “Hurry,” she huffed.

  I took her hips, pushed her dress up, and was pleased to find she was going commando. I placed my lips against her neck as she repositioned herself to slide down over my cock. She moved slowly, and then when I was buried inside, she started to roll her hips back and forth to swirl herself up with my dick. I thought I was going to pass out. She was tight, and hot, and wet, and commanding. She raised her hips up, so high I nearly pulled out of her, but then she came down hard until her ass hit my thighs with a lewd slap. She screamed out and I moaned to match. She felt unbelievable.

  My body burned under the watchful eyes of Dante, Apollo, and Asher. If watching was Dante’s thing, being watched was mine. Knowing that someone’s eyes were on me while I fucked such a beautiful woman, it was too much.

  “You’re getting bigger,” Sadie moaned. “Fuck.”

  I was the most turned on I had ever been, and before too long, I was about to explode.

  I stood up from where I was sitting, keeping Sadie attached to me, and flipped her over to her back on the seat. I tipped her as far back as I could, but her legs were totally in the air and I was able to slide as far into her as I could go. I wrapped my arm around her thigh and gripped for leverage and then set to work pounding into her, filling the plane with the rhythmic sound of my skin against hers.

  “Yeah! Fuck!” Sadie screamed.

  “How’s Kane, gorgeous?” Dante called over.

  “He’s so good, Dante,” Sadie replied. “His dick is so big.”

  I ran my other hand up Sadie’s shirt and took one of her luscious, full mounds into my hands and flicked at her nipple. She clawed at my chest, getting me even hotter as I drove in and out of her. She started to slide too far forward on the plane seat, almost to the point of falling off. I was going to pull out to reposition, but Sadie slung her arms around my back and held me tight in place.

  “No, don’t stop,” she whimpered. She bore into me with her beautiful, brown eyes. “Fuck me, Kane.”

  It was the kind of stone-shattering sex people have in pornos. I wrapped my arms around her legs and forcefully pulled her back towards me, skewing her on my dick and pressing deep into her scrumptious heat. Her hips were shaking, legs were shivering, and fingers were digging into my back. I was on sensory overload.

  “If you keep this up, I’m gonna come,” I growled.

  “Me too,” Sadie agreed. “Don’t stop.”

  I lifted my hips to meet Sadie’s and the collision of our bodies pulled me over the edge. My dick almost hurt as I came. The feeling was overwhelming and astounding. I could quickly get addicted to it. Sadie looked down up at me, with a pleased smile on her face. She pulled against my neck and I did as she commanded and brought my head down to meet hers. I kissed her sweet lips and sucked gently on her tongue as it slid into my mouth. When she finally pulled her face away from me, she looked as though she had just had the best five-course meal.

  I looked over at Dante and he had a similar smile of satisfaction his face. “Looks like the boss is pleased,” I said to Sadie.

  She giggled. “Then I guess we did our job.”

  Dante

  I always loved coming back to Chicago. Las Vegas was definitely where all the money was, but Chicago was my true home, so I kept a place there in Forest Glen that I visited whenever enough work brought me there. As much as I didn’t want to part from Sadie, almost immediately after we arrived, I had to throw myself into business and had to spend several days apart from her. My businesses in Nevada were easier to maintain from a distance, plus I had the twins carrying most of the weight there, but whenever I came to Chicago, it was almost exclusively to work, and I got swept into it quickly.

  Still, even work was more enjoyable when I was in Chicago. Vegas offered me a level of comfort I enjoyed, plus I met Sadie there, but I simply functioned better in the cold, crisp Illinois air. From the way Sadie acted, she liked it there better too. Her only area of uncertainty was that she was now in a different state and hadn’t spoken to her parents since I last allowed her to check in. She kept her phone on her most days now, more for entertainment than anything else, but I still required her to make calls around me. It was probably getting a little silly, I trusted her enough to know she wasn’t going to run or risk my business or my men, but paranoia always kicked in, and besides, it was nice to have her completely secluded and all to myself.

  “You can call them,” I told her while she was expressing her concerns not long after we arrived at my home.

  “Really?” she said.

  “Yeah. It’s better for us both, right? Your sister said they don’t believe you’re safe and are thinking about investigating? I need you to make sure that doesn’t happen,” Dante said.

  She nodded, and I could tell she understood it was more about releasing her reigns a bit than it was concern over them. We both knew I could take care of myself.

  She took the permission and ran with it. She dialed her mom’s number while I changed and got comfortable after being out working earlier that day.

  “Hey mom,” Sadie greeted, and though I couldn’t make out the words, I could hear the screech of another voice from the other end. “Mom, mom, calm down. Didn’t Jada talk to you?” She looked at me and rolled her eyes and I snickered.

  She was beyond beautiful. In a very short time she’d grown to be very important to me. “Mom, I swear, I’m fine. I’ve… uh…” She looked up at me and smiled. “I’ve started seeing someone. I guess we got a little swept up in each other and I stopped talking to anyone else for a while there.” She pulled the phone away from her ear and mouthed ‘oh my god’ and then brought it back. “I know, mom, I’m sorry, please call the investigators back and tell them they don’t need to look into anything. I’m taking a small break from work, I have plenty of money, I’m totally safe.”

  I nodded at her. She was totally safe. I’d die before I let anything happen to her. Still, I did feel bad knowing that I caused her family any panic. Maybe my method was a bit extreme, but look where we were now. None of that would have happened if I hadn’t acted so harshly. I walked over to her and wrapped my arms around her, and loved the way she leaned into my body and allowed herself to be embraced. She nuzzled my chest and I could feel the gentle vibrations of her mom lecturing her.

  “Okay, mama. I will. Can you calm down now?” she asked. She took a deep breath that told me her mom must have been calming some. “I love you too. I’ll call you tomorrow, okay?” She glanced up at me and I nodded. “Bye.”

  She hung up the phone and tossed it onto the nearby table and then wrapped her arms around my back. “That was excruciating.”

  “Seemed like it. You would have thought you’d been kidnapped or something,” I replied and Sadie started laughing. Even her laugh made me happy. I was much further down a dangerous road than I realized.

  Sadie tilted her head up, resting her chin on my chest and looked up at me. “Do you have to work anymore tonight?”

  I shook my head. “Nope.”

  “Can we just do something really mundane and normal like cuddle and watch a movie?” she asked.

  I gave her a quick kiss. “We can do whatever you want.”

  She changed into more comfortable clothes that I’d purchased for her a while ago, and then we sat on the comfortable sofa I kept in my bedroom, and found a movie of mild interest on the T.V. It was probably a goo
d thing that it wasn’t a movie either of us were overly invested in, because as soon as Sadie leaned against me and the sheer, low-cut neckline of her nightie flashed a view of her breasts at me, my hands started to wander across her body, and she didn’t stop them. Against what I expected from her, after a bit of making out and feeling one another up, she climbed off the couch, dropped to her knees in front of me, pulled my dick free of my sweatpants, and slurped it up into her mouth.

  “I thought you wanted to watch a movie?” I joked.

  She popped me out of her mouth temporarily. “You said we could do whatever I wanted.”

  I laughed. I had indeed said that, and I was quickly realizing that I was eating out of the palm of her hand more than she was eating out of mine.

  She moved me back into her mouth and I was pleasantly surprised when she got to work. Apollo had taught her the basics of giving a blow job, but the way she swirled her tongue around me, used alternating blows and sucks to achieve different temperatures, and mixed in use of her hands, I knew she had to have done some research on the skill. It felt heavenly, and I let my head fall back against the couch, and my hand move to the back of her head as she bobbed up and down. She started out displaying her new skills, and then showed off her impressive lack of gag reflex when she buried me totally down her throat until the head of my cock was enveloped in a skin-sizzling heat.

  “Fuck, Sadie,” I hissed, annoyed with the fact that I already felt like I was going to come, but when a beautiful woman gets 10 times better at fellatio, seemingly overnight, that kind of thing can kill a man. “I’m gonna come.”

  Sadie’s deep brown eyes walked up my stomach to my eyes, and she held eye contact with me while furiously sucking me off, and I gripped the back of her head with force as my seed shot forth. I groaned as she sucked and licked, swallowing all of my liquid as I filled her mouth with it. I sat breathing deeply, and expected her to go for some sort of round two, but she climbed up off the floor, sat down on the couch, and curled back into the same cuddled position she started in. She was perfect in every way.

  “Can I ask you a question?” she started after a while.

  “You can ask me anything,” I replied.

  “Have you thought of anal sex? With me, I mean?” she asked.

  I smiled. “I’ve turned you into a sex monster. From virgin to anal. Look how far the mighty have fallen.” She giggled and I laughed along. “I think of doing everything to you,” I admitted. “Although, if you really want to try it, I’m sure Brix would be happy to help. He’s the biggest ass man.” Sadie started laughing a little harder, assuming it was a joke, but I was serious. Brix preferred anal. “I’m serious about Brix. He likes it best. Although, you could go for twin sandwich too. Who knows, you might like anal penetration better too.”

  Sadie’s face turned a little red, which seemed odd considering she was the one who initiated the conversation, but then she turned her gaze to me. “That all sounds fine, but before any of that, could you do it?”

  Ah, crap. She had me pinned to the wall. I’d kill a man if she asked me too. I stared deeply into her eyes. “Sounds like someone is falling in love with me?”

  A huge smile curled across her face. “So what if I am?”

  It struck me like a freight train. She wasn’t the only one falling, and from the minx-like look on her face, it was clear that she knew that.

  Brix

  It’d been an exhausting time being in Chicago. I left ahead of the others, but it was only after their arrival that Dante really started running me ragged. Things in Chicago were out of control; it was good Dante came in person to whip things back into shape. I’d just finished cleaning up a bit of a mess in one of the clubs in Chicago Dante owned that he also ran loan-sharking out of, and it was close to 10 at night. I couldn’t wait to get back to my hotel room and just collapse, a dream I wasn’t able to realize as my phone rang and I realized it was Dante.

  I knew it meant more work, but it was Dante, so I answered. “Yeah, boss.”

  “Did you get things sorted at The Red?” he asked.

  “Of course I did,” I replied. “I think it would do well to show your face around there a bit, though. The manager thinks he owns the joint.”

  “I’ve got a plan for him, don’t you worry,” he responded. “Listen, I need you to come to my place now and do something for me.”

  I could feel my desired eight hours of sleep slipping away. “You got it, boss. I’m on my way.”

  All I could do was hope that whatever Dante needed wouldn’t involve much more that evening. If I could just get a little sleep, I’d be back in top form tomorrow. I got to his, much smaller, but still extravagant home in Forest Glen and let myself in using the key code.

  Once I was inside, I could hear a little movement coming from upstairs. “Come on up, Brix,” Dante called down.

  I did as I was told, and ascended the stairs, entering, not Dante’s room, but one of the guest bedrooms. He and Sadie were sitting on the bed, and Sadie was totally naked. My heart leaped up into my throat. She was even hotter naked, and staring at me with a dazed, if not slightly hungry expression.

  I looked away from Sadie, and was confused when I heard both she and Dante chuckle. “It’s alright Brix, this is why I asked you come.” I looked back at them and Sadie had a sly grin on her face. “We’re going to have sex with Sadie.” He ran a hand through her hair and I saw for the first time what Kane had alerted me to. Our big, tough boss was totally smitten. “She has some new things she wants to try.”

  “We don’t have to if you don’t want to,” Sadie added quickly, and I chuckled.

  “Don’t want to?” I started to pull off my clothes. “I’ve been fantasizing about you from the very first time I saw you.”

  We quickly fell into one another, turning the bed into the guest room into a prop in a variety of positions and poses. We started out on a typical note. Sadie was on her back and was sucking me off, while Dante licked and sucked out her sweet pussy. I wanted a taste myself, so we shuffled after a while and Dante pushed Sadie’s breasts together and shoved his dick between them, while I got to work eating out and fingering Sadie down below. She was a whirlwind. It didn’t matter what we did, it felt good, and we all enjoyed it to the fullest extent of our ability to do so. When it finally came time to fuck her, Dante provided very specific instructions.

  “Brix, sit on the bed.” I followed the instruction and sat, and Sadie knew what to do next and straddled me. “Good girl,” Dante complimented, with a slap of her ass.

  Dante handed me a condom and I put it on, just barely getting it settled before Sadie was helping herself to my rock hard cock, lining it up to her entrance and sliding down over it. I let out a huff as her heat bathed over me. It was intoxicating. Sadie moaned and kissed me, her tongue pushing into my mouth without request.

  “Just breathe, baby,” Dante huffed.

  I was slightly confused, but when Sadie pulled away from me and set her head down on my shoulder, I could see that Dante had his fingers lined up to her ass. He pushed one in gently and Sadie tensed in my grip. I lifted my hips to move my dick in and out of her, rubbing her back as I did so.

  “Let him have it,” I whispered to her, and I felt her pussy get tighter around me.

  I continued to fuck her, while Dante carefully and gently worked to loosen her asshole. I was careful with her; I wouldn’t dare get rough with the boss’ woman. She held onto me tight and rutted down against me to get me as deep as I could go. Finally, after working his way in and out with his fingers, Dante applied a healthy amount of lubricant to his dick and her ass, and then set the tip inside. I leaned back until I was flat on the bed, and pulled Sadie down with me. I’d had my fair share of anal sex and knew the position was best. Dante worked his way in, and to both of our shock, Sadie started to shove her ass backwards, trying to get him in faster.

  “Is it good?” Dante asked.

  Sadie nodded her head. “It’s so good, Dante.”


  I started to growl with pleasure as I felt Sadie get twice as tight while Dante filled her up. I started to move my cock again, getting back to fucking her, and Sadie screamed. Her hands braced on my chest dug into my pecs and left scratches in their wake. I loved it. We were double penetrating the most beautiful woman I’d ever met, and we were all feeling it.

  Dante fucked Sadie’s ass with fervor until he was emptying into it, and then pulled out and had Sadie flip around so that I could access her ass myself. He watched as I fucked her asshole until I was coming myself and Sadie was screaming out; I’d lost track of how many times she’d orgasmed. Spent from the amazing sex, none of us were really able to retreat to our typical places of sleep, and ended up passing out with Sadie between Dante and myself on the bed in the guest room.

  When I stirred sometime later, I was surprised to see that Dante was gone. Before I could really start to consider where he’d gotten off to, my eyes started to dance over Sadie’s naked body curled against mine, and my dick quickly woke up and started ordering me around. I slid myself between her legs to give her a bit of head until she woke up whining out for more, and then, at her beg, we fucked again, more roughly than I had done before. I wasn’t sure if Dante had specifically not been rough with her, but when I fucked her from behind and pulled her hair, she begged for me to pull harder, and when I slammed her on her back and fucked her pussy with everything I had, she pulled my hand up to strangle her neck. Her pupils were huge and dark as I slammed into her with all the power I had, and when she came, she ejaculated all over me and the sheets around us. It was the sexiest thing I’d ever experienced.

  I lost track of how long I’d been taking her when my cell phone rang. It was Dante. I answered it, very out of breath from our dalliances. “Boss.”