Dick: A Bad Boy Stepbrother Romance

by Wild, Nikki

  “Is Becky asleep?” I asked as I slipped my boxers off, standing in the middle of my dorm my hard cock standing stiff as a steel rod.

  “Yes, Sir. She went to sleep an hour ago. I’m ready to obey,” Jess texted back, the soft chirp of my phone filling the quiet air of my dorm.

  “Open your legs,” I typed before taking my cock in my hand and slowly working it from base to tip. The power was more than a little intoxicating, knowing that someone would do whatever you asked of them without hesitation.

  Another chirp from my phone told me that she’d done what I asked. I looked down at the screen, pleasantly surprised to see a picture of her smooth, silken thighs spread apart on her bed.

  “Like this?” she asked, and I could almost imagine her chest heaving in anticipation.

  “Good,” I replied, biting down on my lip. “Play with yourself.”

  “Yes, Sir,” she replied, and a moment later a picture of her fingers nestled into the folds of her velvety pussy was on my screen. My cock throbbed as I began stroking it a little faster, closing my eyes as I recalled the way her cunt felt around my cock.

  The fear I’d had of being discovered had disappeared the moment I’d slid myself deep into Jessica’s virgin pussy. Now, the thought that I was fucking my stepsister was probably one of the biggest turn-ons of our entire relationship. Knowing that I shouldn’t be doing it was what made every thrust inside of her so sweet. We had no friends here, save for Becky, and she had apparently been telling Jessica to fuck me for years. If only she’d listened sooner…

  “It feels so good,” she texted, sending yet another picture of her slickening pussy. I let out a moan as I felt a twinge in my shaft, a wave of pleasure rolling out from between my thighs. I began to stroke myself faster still, letting out a groan as the next thing my stepsister sent to me was a video of her fingers flicking slowly on her tiny little clit. “I miss how you feel in me, Sir.”

  “Slide them inside,” I ordered. “Show me.”

  Within moments, an incoming facetime call rang onto my phone. I watched the screen as two of her fingers slipping deep into her now dripping pussy. My cock throbbed harder with every stroke, a pressure building between my hips. All those times I’d touched myself imagining what this would be like, what her wanting me would be like, none of them compared to actually knowing that if I told her to, Jessica would walk to my dorm buck-ass naked and bend over, begging for my cock.

  “I’m so close,” she texted. “It feels so good, Sir.”

  I growled softly in frustration. I couldn’t make it easier for her. She needed to be controlled, held under my will if she was going to get any real satisfaction out of this.

  “No one said you were allowed to cum,” I whispered.

  “But Sir!” she replied, ever so quietly, “It feels so good! Please, may I?”

  “I gave you an order,” I said, “and you’ll do it, or you’ll face the consequences.”

  “Yes, Sir,” she replied, though I knew she was desperate to push herself beyond that edge and fall into the bliss of her own climax. Jessica was more than eager to explore the dark corners of her desires, eager to feel the release of her orgasm wash over her. Some days, I felt like I’d created a monster.

  “I didn’t say stop, either.”

  “But I’m so close!” she said, “Dick, I’m so close to cumming.”

  “I said don’t do it, I will punish you if you even dare cum a second before I tell you to. Do you understand?”

  “Yes, Sir.”

  I pumped my hard cock to the sight of those delicate fingers toying viciously at that wanting pussy. I felt like every fantasy that I’d ever had about Jessica was coming true all at once. I hungered for her, unable to push her from my mind now that I’d had a taste. I was hooked.

  I watched as my stepsister plunged her fingers deep inside of herself, whimpering my name in ecstasy, barely able to restrain herself from going just that extra inch toward the edge.

  “Please!” Jessica begged, her panting growing more and more insistent, more labored and uneven. “It’s driving me insane!”

  Harder and harder I stroked my thick dick, the pressure between my legs growing with every stroke. I moaned out loudly into the darkness of my dorm, biting down on my lip as a pulse of pleasure rocketed from my tightening balls. It was getting to be too much, too much to hold back from falling into that sweet oblivion.

  “Please, Sir!” she whimpered as her fingers pumped in and out of herself. “I need to cum for you…”

  It was too much to hold in, the way she begged and moaned out for me as she soaked her fingers in her own sweet juices. It felt like I was going to explode if I didn’t let myself fall over that edge and into the torrential flood of my impending orgasm.

  “Cum for me,” I said, pointing my phone’s camera right at my red, throbbing cock to give her a little visual of her own. I pumped that shaft harder and hard, ordering her in a low, growling voice to cum while she looked at my cock.

  It felt so sudden, almost unexpected, though I had been building up to this release since the moment I’d come home from practice that day. I reveled in the complete control I had over Jessica, the way she surrendered herself to me and obeyed like an obedient servant. She was mine, and that thought alone was enough to drive me right over the edge.

  My cock throbbed hard, nearly bringing me to my knees as I worked my rigid shaft up and down. I closed my eyes, throwing my head back as the looming wave of my climax crashed down right on top of me, my heavy balls tightening as I felt the warm gush of my own cum ejecting from the swollen tip of my dick. I cried out, my eyes closed tight with every spasm from my shaft, ropes of my seed covering my fingers and dripping onto the floor.

  As I opened my eyes I looked down at the video feed and saw Jessica’s face.

  She bit down hard on her bottom lip, doing her best to silence the moans and whimpers that were doing their damnedest to escape. Her face contorted in what almost seemed like pain, except for the smile that was plastered across her face. Her eyes stared up into the camera, looking at me over the live feed as she came hard all over her fingers.

  “Did I go good, Sir?” she asked me.

  In all the times I’d been with a woman, no one had ever had me more satisfied than Jessica. Even in our little sexting sessions I’d never felt happier, never felt so satisfied than I did with her.

  “You did perfectly, my pet,” I replied, lounging on my bed, my eyes half open as the afterglow began to wash over me. “This was one of the best yet.”

  “I’m glad you liked it,” she said, looking up at me seductively.

  “Now it’s time for bed,” I replied barely able to keep my own eyes open. I’d come to love our little night-time rituals, each one making me eager for the coming day as I planned new ways I could satisfy Jessica’s need to be subservient.

  “Yes, Sir,” she replied. “Do you have any orders for me? Shall I wear something special for you?”

  I smiled lazily, pondering the question for a moment before I replied.

  “Something slutty,” I typed, a grin on my face as I added “and don’t you dare wear any panties.”

  “Yes, Sir,” Jess replied. “Goodnight.”

  I hit he little red button on the screen to end the facetime call, then lay back in my bed, my eyes closed and a smile on my face. Everything seemed so perfect, like I’d walked right into a dream—a dream I’d had over and over again for the past few years. Jessica and I were finally together, finally free to hold one another the way I’d always wanted. She was mine, and I wasn’t about to let her go for one minute.

  Maybe, just maybe, all of this will work, I thought as my eyes closed and I rested my head on my pillow. I have the girl of my dreams and everything is finally working out.

  I pulled the blankets up over myself as I imagined for once what the future would hold beyond the next fuck, the next game or even the next party. Life seemed different now that Jessica was actually a part of it instead of a
minor player. I’d made the right move. I could have been at Yale, hundreds of miles away from the one girl I’d always wanted… Instead, I was here, and she was mine.

  “I made the right choice,” I said to the dark emptiness of my dorm room, my eyes closing once last time before the start of a brand new day.

  Chapter 11

  Jessica

  “You’re such a freak!” Becky squealed from across the room.

  “Hey! Be nice,” I said, feigning offense. “You were the one who told me that I should have had sex with him a long time ago!”

  “I know, but I didn’t think that you’d ever actually do it!” she laughed, rolling onto her bed. “I’m proud of you!”

  I’d waited at least a week before I’d let Becky in on me and Richard’s little secret, just to be sure that I wasn’t getting ahead of myself. Ever since I’d spilled the beans, it was all she was able to talk about whenever I was around. Becky wanted every single detail of our time together, especially all about what we did outside of the bedroom. She seemed to get a kick out of hearing about the things Richard would order me to do.

  Richard’s commands usually left me feeling so hungry for him that I was ravenous by the time I saw him. Classes often got in the way of our face-to-face encounters, but that never stopped us from enjoying one another.

  “It feels weird saying this, but I don’t think I’ve ever felt this good in my entire life. It’s like I hadn’t started actually living until I started actually being with Richard.”

  “Does that mean you love him?” Becky asked, her grin only growing wider.

  I’d been the kind of person who swore I’d never really fall in love, not in that sappy love story sort of way you’d always imagined from fairytales and romance novels. Becky knew I hated that sappy sort of drivel, and the fact that I was practically gushing over my stepbrother in way I’d never once spoke about Michael made her all the happier.

  “I didn’t say that,” I replied, crossing my arms and turning my gaze away. I could already feel my cheeks flushing with color at the thought of actually whispering those words to Richard, confessing my feelings for him, and not merely my own lustful desires, but the desires of my heart. It was almost infuriating how emotional I was getting, waxing on in a sappy internal monologue of all the ways I craved his presence, the look into his eyes and merely swoon like some pathetic schoolgirl. I felt like a fool… and yet I’d never been happier in my life.

  “But you meant it,” Becky giggled, practically squealing in excitement. “You’ve got it so bad for him! And not just in your pants!”

  “Shut up!” I said, turning toward her in a mock display of anger. “I don’t want to talk about it”

  “Touchy tonight,” she said, playing at being wounded by my outburst though I could see her grin still peeking through her mask of feigned reproachfulness. “I guess if you didn’t want to talk about all this lovey stuff, then I won’t tell you about my love life.”

  “What?” I blinked, sitting up slightly in bed as I looked across the room at her. “What do you mean?”

  “I mean that I’ve met someone!” she said, biting at her lip excitedly. “About two weeks ago.”

  “And you didn’t tell me?” I asked, feeling somewhat hurt for being kept out of the loop, thought after I’d hid my relationship with Richard for just as long I couldn’t really blame her. “What’s his name?”

  “Greg,” she said, smiling bashfully. “He’s the sweetest guy I’ve ever met, and he’s so good with computers. In fact, that’s how we met.”

  “Through the computer?” I asked, frowning slightly. I never liked the idea of online dating, especially the layer of anonymity it created, letting practically anyone pretend to be someone else. “Like, on a dating site?”

  “No, stupid,” she laughed, “I met him in class. My laptop had crashed right in the middle of a lecture, and I thought I’d lost everything! But all of a sudden he taps me on the shoulder from the next row up and asks if I need any help. So he takes my laptop and before I know it he’s handing it back in no time at all with everything back exactly like it was! And when I looked at the document that was open on the screen it had his number on it.”

  “Oh, my God. That it possibly the smoothest, nerdiest thing I’ve ever heard.”

  “Right?!” she exclaimed, unable to stop herself from giggling. “So I can’t stop smiling all through class and the next day I called him, and we went out on a date!”

  “Becky!” I squealed excitedly, “that’s fantastic!”

  “I know!” she squealed back, “I was so nervous at first, but it’s like every time I’m near him, I don’t feel that way anymore. It’s like he knows just how to calm me down. And the sex is so great!”

  “You’re already having sex?” I asked, my eyes going wide. “Since when?”

  “Our third date,” she mumbled, casting her gaze down toward her knees bashfully. “I didn’t think he’d be good at it—he’s kind of an awkward guy most of the time—but I was so wrong.”

  I couldn’t help but laugh, covering my face to hide my own scarlet cheeks. I never thought in a million years I’d be talking about my sex life, even with Becky, but I couldn’t deny that it felt good to have someone who knew the truth about what Richard and I were doing—especially someone who wouldn’t judge us.

  “I’m glad I have you to talk to, Becky,” I said, relaxing back against my pillows, my arms up behind my head. “I don’t know what I’d do if you weren’t there for me.”

  “Well, I can’t say the feeling isn’t mutual, Jess,” she sighed, smiling over at me as she too settled back down onto her bed. “I’m just glad I have my best friend here with me, otherwise I don’t think I’d be able to handle college.”

  “Me either,” I whispered.

  The following morning, I was sitting outside of the campus café, enjoying the usual cup of coffee I liked to get right before classes started. It was always quiet, with only the few students milling about who made it a habit of not sleeping in until after noon on a regular basis. I liked to start my morning off quietly, left well enough alone before I had to finally deal with all the chaos of my fellow students moving like some massive school of fish, changing and pushing in every direction without a moment's notice. In fact it was so early that I almost jumped in surprise as I felt my phone vibrating in my jacket pocket.

  “Where are you?” read a text from Richard. Usually he made it a point to sleep in, especially after practices.

  “Outside the café, Sir,” I texted back, confused as to why he’d be interested in talking so early. Our time together usually took place after dark, though I’d still often get texted orders throughout the day, things that would force me to push through my own inhibitions and build confidence in my own sexuality. But lately his texts had come less and less, and I’d begun to wonder whether he’d started to get tired of me.

  “Get up and stand behind the café where no one can see you.”

  I swallowed hard, my heart starting to race as I wondered what Richard had in store for me. As ordered I stood and gathered my things before I made my way around to the back of the café, where a little corridor sat between it and an unfilled retail space. Just inside the corridor I found a perfect place to wait, a small alcove carved out of the wall where one might have kept a set of garbage cans, though thankfully was devoid of any such thing, making my wait all that much more bearable.

  “I’m here.” I said once I was in position, clutching onto my purse nervously.

  I stood for what felt like an hour, waiting for what I had no idea as I checked my phone every minute. What was I doing here? And why had Richard been so specific about anyone seeing me? Usually when he had me follow a command he wanted me to be seen as part of my “exploration” of myself. I’d begun to suspect that my stepbrother had gone back to his old tricks and I was beginning to feel like leaving would be my best option, despite the promise of “punishment.”

  But just as I was about to turn and l
eave, I felt my phone once again start to buzz.

  “Stay,” was all it said, and suddenly I was more than acutely aware that my stepbrother was watching me, though from where, I couldn’t tell.

  “Yes, Sir,” I sent back, swallowing nervously. I was both nervous and excited at the thought of him watching, somewhere out of sight. My heart raced like a hummingbird’s at the idea of what he might be doing.

  “Take it off,” came another text.

  “Take what off, Sir?”

  “Everything.”

  I stared at the text for a long moment, my breath stolen from my lungs at the prospect of stripping totally naked in public. Despite my initial fear, I began to undo the buttons on my blouse, constantly glancing toward the entrance to the alleyway as I cast my clothes onto the pavers at my feet until all I was standing in was my bra and panties. I felt so vulnerable, my heart pounding at the idea of someone discovering me here. But between my legs I felt the warmth of my arousal blossoming like a flower.

  “I said everything,” came another text, and before I even realized it I felt my panties soaking. Slowly I started to unhook my bra, letting it fall at my feet before slipping my panties down until they crumpled around my ankles in a heap. I was so wet, the idea of him watching as I did something so depraved, maybe even touching himself as he did so was more than enough to get my imagination racing.

  “Good,” his next message read. “Now play with yourself.”

  “But what if I’m caught?” I asked, biting hard on my lip again.

  “I gave you an order,” he said, and I could practically hear the commanding tone of his voice. I couldn’t stop myself from shivering in pleasure. I couldn’t dare disobey… and I didn’t want to.

  “Yes, Sir,” I replied before pressing my back against the wall of the alcove, letting it support my weight as I spread my legs. If Richard was watching, I hoped he had a good view as I slid my fingers into the wet folds of my cunt. My eyes fluttered closed as I began to slowly flick my fingertip against the wanting nubbin between my legs. Michael had asked me more than a few times to play with myself for him, but somehow, this felt so much more exciting.