Out of Line: A Bad Boy Stepbrother Romance

by Juliana Conners

  Just when that electricity is about to penetrate the deepest part of me and give me what I’m anticipating will be the strongest orgasm I’ll ever have, Alex backs off. Pulls away. Stops.

  “Now for that dessert I promised you,” he says, quickly repositioning me in the swing so that I’m on my belly across the seat of the swing, with my legs still up in the stirrups, and my hands still able to access and use the handholds. Except now, Alex is naked from the waist down and has positioned me in such a way so I can suck his dripping cock while leaving myself open to his hungry mouth.

  Alex thrusts his cock within my reach, allowing my eyes to take in every tall and proud inch. Every silky and shiny bit of head. Every thick, throbbing vein. As I look at it, I can’t help but drooling. There’s something about the dark cherry-like tip that just makes me crazy. Makes me want to put it in my mouth and suck on it like a lollipop. The smell of it is even enticing. Smells like aftershave, or like peppermint. With an intriguing hint of chocolate.

  “Well,” he says, moving his cock right up to my closed lips, “eat up.” He pauses. “Or do I have to get tough with you about eating what I put on your plate?”

  A thrilling shiver of excitement goes through me. “No, Sir,” I say, though I’m curious what he means by “get tough.” Obediently, I open my mouth and move up and down on him. But I’m not just going through the motions like I’ve seen in some of the porn I’ve watched. I’m taking time to taste. To savor. To touch and feel him as he did me. And he’s delicious.

  Every bit of skin, every textured vein, it all has a “flavor” to me. I savor each one, not realizing that I’ve gone from taking a little bit of him in my mouth at a time, to taking the whole thing. I’m almost to the base, and I didn’t even realize it.

  I moan happily, hornily, loving the feeling of being so full. I like the way my cheeks and lips feel stretched. The way his flared head gently teases the back of my throat. Rubs on the roof of my mouth.

  It’s only when I alternate sucking on Alex with licking him, that I feel just how wet I’ve become. How goopy I am in the swing. There’s so much, some of it’s got to be dripping down onto the floor. Or so I think.

  But then I feel Alex’s mouth come up from behind, and he drinks me. Devouring me all over again.

  “I didn’t tell you to stop,” he scolds, giving me a sound slap on my ass. “You’re not going to stop until it’s all gone, baby girl. Do I make myself clear?” Another slap. With his mouth on me now, I can barely get it together to think a single coherent thought, let alone continue to blow him.

  But I have to. He’s not going to give me any more of what I want if I don’t start behaving better.

  “Crystal clear, Sir,” I say, hurrying to put my mouth back on him. I move up and down faster than before. I keep my lips tightly pressed around him, hoping that will make up for my lapse.

  It seems to. Alex stops scolding me and starts pleasuring me instead. Again, I feel his tongue plunge into my pussy from the back. It feels like being filled with the softest, silkiest dildo, but this time I don’t stop what I’m doing. I just whimper and moan for him, letting him know how good it feels to taste while being tasted.

  Alex moans as well. But it’s not to tell me how good something feels. It’s to tell me how good I taste. What a good girl I am. Of course, this only makes me hotter. Wetter. In seconds flat, my clit is swollen and heavy. Begging and pleading for relief from his tongue. I get a few brushes from the tip of is tongue, and I’m already seconds away from losing it. I press my mouth down all the way on his cock and keep it there.

  As before, however, Alex lets up on me just shy of me being able to come. Shoot all of my spicy, tingly feelings into his mouth. But not before I get a small taste of him. Of some fluids he’s made just for me. They’re clear, but delightful, like a cinnamon roll without the frosting. “This is good dessert, Sir,” I say through my full mouth and rivers of drool. “Thank you, Sir, for feeding me.”

  “I’m glad you like it, my pet,” he says, once again changing my position in the swing. I’m once again right-side-up, no longer on my belly. My feet, ass, and hands are positioned the same way, but I feel bigger, more open than before. Alex steps away, retrieving the blindfold and a pair of nipple clamps from the floor where he left them.

  “But I’ve got some other things for you to try.”

  After that, I can see nothing. That’s because he’s put the blindfold on me.

  But it’s okay. I don’t need to see for what happens next.

  I just need to feel the pinching and the light weight, as he puts one, and then both nipple clamps on me.

  It’s a little uncomfortable, but it’s also exciting. Pleasurable almost, because of the heightened sense of touch my skin now has. Not just on my newly-clamped nipples, but everywhere on my body.

  Alex is doing nothing but letting me hang there and wait for him.

  Chapter 15- Alex

  She’s something else, I think, watching and hearing how enthusiastically Jane responds to the nipple clamps, to my soft and gentle tugging on the chain between them. Most girls usually whine and cry a lot more. Tell me how uncomfortable it is for them. But not Jane. I tug on the chain more and enjoy each of her responses. I gobble them up like truffles, savoring each creamy little moan.

  No matter the pattern or rhythm I use on her engorged nipples, she gives me back excitement. Surprise. Pleasure. So, I reward her with the present. With the use of another one of my toys I let her see before I blindfolded her. My tickle slapper — something I will use on her like a riding crop or whip — except it’s fuzzy and soft at the top and has little strings and fur for the “whips” not leather.

  I begin using it on her without warning, which is the fun of blindfolds. They allow me to surprise her, since she’s hanging on my every action, anyway. The moment I put the tickle slapper on her thighs, she giggles. When I put it on her pussy, and rub her clit and lips with it, she squeals with delight. Her breathing quickens in no time at all, and I can see on her face she’s processing the feel of the instrument. The way it touches down on her. The way it feels when it drags across the inside of her thighs, and then down the length of her.

  I say nothing as I use this on her. I just let her breathe into each change I make. Each motion, which I notice is quickly pushing her to the edge. Her clit is fat and pink now, twitching every time I brush the tickle slapper anywhere near it.

  At that point, I alternate between slapping her inner thighs and tickling her pussy. I do it in a way that makes it difficult for her to predict, though I know she’s trying to. Even so, I continually change up how long I’m in one place. I also change up what I do to each area. Sometimes I tickle the thighs and slap the pussy. This has quick and dramatic effects.

  Soon she’s moaning and groaning up a storm. She’s wriggling impatiently around in the restraints, but I won’t release her. And I don’t let up. I just let her breathing intensify; her mouth hanging open like she expects me to feed her.

  I chuckle, but not loud enough for her to hear over her own noise.

  Oh my God, I think, watching her toes curl, and her feet press against the stirrups, she’s so hot. I force myself to take a deep breath. If I don’t, I might blow my load. And I’m not the one being dominated. God, if I weren’t the one in charge right now, I’d be on my knees in front of her. Indeed, I’m feeling weak in the knees just looking at the slick shine on her pussy. The pool of juices forming next to her in the swing. The way her slit and hole look drunk with pleasure already, and I haven’t even penetrated her yet.

  This thought makes my cock throb violently. Strain against its own weight, and I feel the pucker of cold air from where Jane’s mouth once was. That thought has another few small drops of pre-cum pushing out of my head. Settle down, I order myself. My dick bobs softly in response, but it doesn’t really settle down. Get control of yourself, man. Don’t explode all over her like an amateur. You’re in charge, and you need to stay in charge. On the other end of
my thoughts, I harass her with the tickle slapper. I elicit more and more moans. Except now they’re turning into little yips. Small screams of delight.

  I pull away, conscious that I might be pushing her too close to orgasm or losing too much of my control. And then I hear, “I’ve never done anything like this before.”

  I stop everything I’m doing, immediately intrigued. “What do you mean by that, baby girl?” I pause, stepping closer to her head. Partly for a bit of sexy intimidation, and partly so I can hear every word that follows. “What do you mean you ‘haven’t done anything like this before’?”

  Jane stiffens and becomes agitated in the swing, and my curiosity deepens.

  “Oh, um, well, Sir, I meant that I, um” — sexy, leathery strain is put on the foot and handholds — “that I haven’t done anything like this before. Being up in the swing and everything,” she says. She hesitates too much when speaking. I know she’s not being completely honest with me. One way or another, she’s going to tell me the truth. I bring the tickle slapper back down onto her thighs.

  “You aren’t lying to me,” — Jane stiffens further under this, and I see a bright red blush to her cheeks below the blindfold — “you aren’t be telling a big old fib to me, now are you?”

  I pause my stroking motions and slap her thighs viciouslyon the sensitive curve of her ass. She yelps as I say, “Because if you are, I’m going to give you a lot more trouble, pet. A lot more punishment.” I still, taking a moment to pull on the chain of the nipple clamps. I pull a little harder than I have before. Enough to remind her I’m in charge, not enough to hurt…much. “Which I might have to do anyway if you don’t tell me the truth the next time I ask you what you mean by that.”

  Jane squeals, and when I give her breasts some attention with the tickle slapper, she cries out.

  I bring my instrument back down to her pussy and press it into her clit. A clit I can tell wants to be released of all the pressure I’ve built. But I’m not going to give her what she wants until I get what I want—answers.

  “Now tell me, pet, what did you mean when you said you hadn’t done anything like this before.” I flick her fat, greedy clit with the pliable edge of the slapper. The bunches of soft strings, and wefts of fur. “Be honest with me, now,” I remind her.

  Jane hesitates, blushing furiously.

  I don’t give her another chance. I drop the tickle slapper and use my hands and fingers. Without warning, I slide two fingers inside her pussy and press my thumb down on her clit.

  Without warning or waiting, I move those fingers in and out of her — wiggling them fiercely — at and around her opening. I roll my thumb around her fleshy clit, enjoying the tremors I get in response. “What did you mean by that?” I ask, my voice low. “Tell me the truth, or I’m going to get tough on you.” To accentuate my point, I put a third finger inside her pulsing pussy. Her walls clamp down on me. “This is going to get worse for you, much more frustrating if you don’t start talking.”

  Jane squeals with the added girth of a third finger and gasps, “I meant that I have never done anything so kinky before, Sir.” I chuckle at the adorable whine in her voice. But it’s still not the entire truth. I can tell that by the way her lips shake too much when she speaks. “Honest,” she adds as if she can tell she just gave herself away.

  “Nope,” I say, getting up to retrieve another tool. Set of tools, actually. A vibrator, and a small plug to tease her asshole with. “I gave you a chance to be honest, but I don’t think you’re being honest with me.” I return to her helpless form in the swing and switch on the vibrator. I let her hear the hum — the angry, hungry buzz of it — as I amp up the speed with the push of a button. “So, I’m going to have to punish you until you are.” I bury the vibrator in her pussy and tease the sensitive bundle of nerves around her asshole with the very tip of the plug. I roll it around the rim, watching as that “mouth” opens and closes.

  Jane immediately responds, shrieking in surprise and pleasure. Maybe also in fear, but she should be feeling that after lying. I keep working her pussy with the vibrator, but also move it around her folds teasing them, stretching them. I don’t stop, even when Jane’s entire body trembles, shakes, and twists in the binds.

  She’s whimpering, and I let her. On one particularly loud and miserable one, I ease some of the butt plug in her actual ass. Jane lets out a shuddering moan. “Are you ready to be honest with me yet, or do we need to do this for a longer time?” I press the butt plug in, but not by much. To go deeper, I need more lube to do it safely and comfortably. “I can do this all night,” I remind her unapologetically.

  Then it hits me. A sudden delicious realization: she’s a virgin. She must be to react that way to every little thing I’ve done. My mind races hotly with this piece of information. I shrug off my suit jacket, dress shirt and tie, alternating the hand that holds the vibrator, as I continue to punish her. I don’t need a hand for the butt plug. She’s puckered up enough to hold it in herself. Even just the little tip I have in there. She doesn’t respond to attention in those places the way a non-virgin would. She’s too excitable. Emotional. Tender. I smile, realizing where my interrogations have to go next.

  I ease the vibrator out. Not enough to relieve her of all sensation, but enough to tickle the edge of her lips with it. I bring down the head of the vibrator toward her fully-direct clit. “Are you a virgin?” Her entire body shoots up at the mention of her virginity and confirms it for me. But I need her to say it. To learn that she can’t lie and not reap the consequences. Below me, her clit pulses so hard, it’s practically begging me for release. “If you want to climax,” I tell her, “you’re going to have to tell me the truth. Otherwise, I’m not going to give you any satisfaction — any release — of any kind, until you do.”

  For added emphasis, I press the tip of the vibrator on her clit and let Jane tremble under it. Let her body try to get away.

  After a few minutes of this, while I play with the butt plug in her ass, Jane finally confesses. “Okay, Sir. Okay,” she says, tears streaming out from under the blindfold and down her cheeks, “I’m sorry for lying. I’ll tell you the truth. Just let me come, and please don’t tell anyone else.” I lift the vibrator off of her lightly.. It’s just enough to give her a breather, not to give her an ultimate escape. Not yet.

  “So, I am right in assuming you’re a virgin?” I ask, dabbing her clit with the head of the vibrator, just in case she gets the bright idea to fib again.

  Luckily for me, it looks like she’s trembling too much for that. “Yes, Sir,” she admits, looking more than a little ashamed. “I’m a virgin.” As she speaks, I see her back arching. Her pussy pushing out and up.

  I pull the vibe away and remove the butt plug. She’s too close to an orgasm for my liking.

  Jane makes the sound of disappointed surprise and sorrow as I pull away.

  I use this as my moment and hurry to one of my black bags, where I’ve stored condoms. I quickly grab one out and return to her. I rip open the packet and roll the condom down on my cock. He’s a big boy, but now he looks even bigger wrapped up in extra skin.

  I say nothing to her until I’m standing right at the edge of the swing. Right up against her shivering pussy. It’s luscious. Creamy.

  I press the tip of my cock to her virginal pussy, “Consider me a man of my word. I’m going to take your virginity now, but I swear that I will never tell anyone else.” I put a hand around each of her ankles, drawing her toward me. Seductively, her pussy lips begin to taste me. Cling to me, though I haven’t entered her fully yet. “It’s a secret between you and I.” I still, trying to steady my racing heartbeat and my shaking fingers. “Prepare to be made a woman. I’m going to make it so you don’t lie to me ever again.”

  Chapter 16- Jane

  “Oooooh,” I moan, finally feeling Alex enter me fully and completely. While it sounds like something coming out of a trained porn star’s mouth, it’s not an act. My long, high moan is an accurate reflectio
n of how much he’s filling me, stretching me, pleasuring me. Whatever I thought I was in for when I felt the tip of his penis teasing me, it was nothing compared to the full thing.

  The sheer width and length pressing past my tight lips, and into my taut pussy. It’s enough to have my stomach aching. My hips and pelvis feeling a little sore, but in an oddly good way. A similar feeling to when the nipple clamps first went on. Uncomfortable, but not a turnoff.

  “Oooooh,” I moan again, feeling Alex, push a little more deeply into me. He’s balls deep now, and I get to feel his velvety sacs right up against me as he thrusts.

  It’s like being spanked with the softest, squishiest paddle in the whole world. I love every minute. Not just the feeling of being slapped across my ass, but getting to hear the wet, slipping, squelching noises my pussy makes with every thrust and retreat, with every push and pull.

  Put those two things together — the sound and the feeling of being pumped vigorously from behind — and I’m putty in the swing. I’m losing myself to the feeling of delirious itchy-hotness in me. In every inch of my pussy, being rubbed and petted by Alex’s skillful and proud cock. I pant against this, feeling my hands and toes curling. My legs are beginning to stiffen, which only hugs Alex tighter.

  Something he obviously enjoys, as he rewards me with a thumb on my clit. Like he’s done a few times tonight, he rubs me in hard, unrelenting circles. Teases my clit, jiggling pleasure into my lips and swollen head.

  With his dick sliding in and out of me as fast as it is now, it doesn’t take long for tenderness to build. The sensitivity to climb from the base of my clit to the top.

  Within seconds, I’m about to orgasm, but it’s different than the times I’ve masturbated. Those times were with nothing inside me. With Alex’s cock stretching and simulating my ridges and lips, I feel deliciously trapped and full, which only forces more pleasure to zero in on my clit.