Challenge Me (Club Masque Book 2)

by Riley James

  “Okay.”

  Connor leans back down onto the bar, and that position gives me a straight view down his chest to his hips and the sight of an enormous erection beneath his pants. “So, what do you say?” His grin is all mischief and the promise of exquisite sex.

  “If I just asked you for a scene, what would you say?”

  He considers for a moment, “I’d say I’m interested. But it won’t be tonight.”

  “But if I take the challenge—”

  “Tonight. And who knows, in less than half an hour you could be having that scene that you wanted.”

  I make a face at him, “You’re making it hard to say no. On purpose.”

  “Yes.”

  That nervous anxiety is back in my stomach, but I can’t pretend that I haven’t already made my decision. That I didn’t make my decision back when he told me what the prize was. “Okay,” I say. “I accept.”

  CONNOR

  A challenge was the last thing that I thought was going to happen tonight. But now that it is, I can’t wait. I can only imagine all the things I can do to the little subbie between now and closing time. She’s going to beg me to come for hours, and I’m going to fucking love saying no Every. Single. Time. And then, another night, I’ll reward her for being such a good sport. No one has ever won a challenge. I’m proud of being undefeated.

  “Stay there,” I tell her. “I need to get things ready.”

  “Yes, Sir.”

  Fucking pretty words if I’ve ever heard them. “Rhett,” I say, coming down the bar. I’m interrupting him licking the last of whiskey from Kara’s skin. He looks up at me, annoyed. “Can you watch the bar for a bit? I’ve been challenged.” I can’t keep the smile off my face.

  “Shit, really?” He asks, “Sure, I’ll watch the bar—Just make sure I can see the show from here.”

  “Will do,” I say, heading towards the locker room.

  I hear him speaking to Kara as I walk away. “I can’t wait to see this.”

  I hope I can make it worth their while. Opening my locker, I grab my bag and the countdown clock I keep just for this purpose. Back when a lot of people were doing these challenges, I had several of them planned out. This is one that I never got to do, along with a toy that’s never been used. A curved vibrator that hits the G-spot and the clit. Plus, I’ll be manning the remote. I go hard thinking about how quickly Ariel is going to come. She has no idea what she’s in for.

  Back out in the main room, I take over the center staging area. I find the heavy, metal bondage chair among the equipment and screw it to the floor. I don’t want her falling over—she’ll be having a hard enough time as it is. Glancing over at the bar, I see that she’s watching. Good. I want her nervous. I want her second guessing the wisdom of saying yes to the challenge. Every bit of anxiety and excitement that she has put her body more on edge. I can work with that.

  Finally, when the chair is secure, I wave her over, and I notice something that I didn’t before. “Where are your cuffs?”

  Ariel looks down. “I didn’t have any that were white.”

  I hold back a laugh. Given how sexy she looks in the white lace I’m not surprised, but it was still a risk. “It’s a good thing that Master Matthew didn’t see you in the club without cuffs,” I say, holding my hands out for her wrists. “I’m sure he’d have some creative punishments for it.”

  Her already white skin goes pale, “Are you going to tell him?”

  “I think,” I say, buckling my own dark leather cuffs around her wrists, “That you’re going to have enough punishment tonight already.” I purposely left my thumb on her pulse while I spoke, and I feel her heart rate rise. Good. “Strip. I like my subs naked.”

  Seeing me set up, there’s a group of people gathering around the edges of the scene area. I see Ariel notice them as she strips down and note the blush on her cheeks. Not much of an exhibitionist either then. She undresses slowly and deliberately, keeping her eyes cast down once she’s naked.

  “Come here, Ariel.” I try to make my voice sound warm, to give her some measure of ease. I want her anxious, not terrified. Placing my hand on her lower back, I guide her up into the scene area and sit her down in the chair. I love this chair. There are a hundred different ways to use it, almost every inch of it punctured with holes and rings and anchor points to use. And I do.

  I attach Ariel’s cuffs to the arms of the chair, a clip on either side so that there’s no give. Watching her, I see her chest start to rise and fall more quickly as the initial fear of not being able to move hits. Her fingers push against the chair, and she starts to squirm. “Ariel,” I say, “breathe. Are you in pain?”

  “No sir.” She says, and her body suddenly relaxes. Very nice.

  I kneel down in front of her—a rare sight that she should cherish—and buckle cuffs onto her ankles. She has fucking gorgeous legs, and I’ll be glad to explore them later. I pull her right leg up and back, draping it over both her arm and the arm of the chair before attaching binding it in place. I do the same with her left leg and fuck she looks amazing spread open like that. Her pussy is already wet, glistening under the lights, and her eyes are glazed with arousal. I’ll have to remember just how much she likes bondage. For the final touch, I collar her neck to the chair. Not tight—she’ll be able to breathe just fine, but enough to keep her from thrashing around.

  The group of people keeps growing as I set up the countdown clock where Ariel can see it. “Connor,” a voice comes from the crowd, and I look to find Matthew, the owner of Club Masque, standing at the edge of the area. “It’s been a while since you did a scene.”

  “Not a scene,” I say, raising my voice so the people watching can hear. “A challenge.”

  A small smile appears on Matthew’s face. “It’s been a while since one of those as well. What is it?”

  “The challenge is this:” I make a dramatic gesture towards Ariel, and hold up the vibrator. “Ariel has agreed to be restrained, and she’ll be wearing this. I will control it. If she manages to last for fifteen minutes without coming, we’ll excuse ourselves upstairs, and you all can listen for the screams.” Laughter ripples through the gathered crowd, “If not, that’s the only orgasm she gets, and she’s mine for the rest of the night.”

  There’s murmuring and a couple of whistles. Matthew smiles, “Have fun.”

  I turn back to Ariel, whose face is bright red now. I don’t think she likes being the center of attention like this. Too bad. I lean over her. “Are you ready for this, little one?”

  “I have no idea,” she whispers.

  “I guess we’re about to find out.” Leaning down, I run my tongue over her pussy. Fuck, she tastes good. Her hips jerk, and she moans, unable to do more because of the way she’s bound. Just where I want her.

  Gently, I work the toy inside of her pausing to adjust it to what I think is the best angle. I make sure it’s resting directly over her clit—otherwise, this challenge might be easier for her. But I have no plans to lose.

  I hold up the remote so that she can see it. “Fifteen minutes.” I push the button on the clock, “Time starts now.”

  ARIEL

  I’ve made a huge mistake.

  The vibrator roars to life inside me, and I know immediately that he’s going to win. I’m too warmed up, too wet. There’s absolutely no way in hell that I’ll last fifteen minutes with this kind of stimulation. Damn my body and loving what he did to it so much. While he was restraining me, all I could think was yes! And finally! By the time he was finished I was dripping wet, and it felt like my body was thrumming. And then when he put his mouth on me…

  Oh god. I should not think about his mouth on me while I have a vibrator inside me. It’s too good, and I want it again too much.

  My eyes are closed. I force them open, looking around. If I look around I can be distracted. If I look around I can focus on something that’s not the vibrations echoing back and forth between my G-spot and my clit, feeling so fucking amazing. The cloc
k is right in my line of sight, and damn it all to hell. It’s barely been two minutes.

  I listen for the music of the club, grab onto the bass beat in my head, try to listen to the words, but I can’t. I can hear voices murmuring, and somewhere someone calls out, “You can do it, Ariel!”

  Master Connor laughs, “No rules against cheering. Either for or against.”

  Immediately more voices reach out. Some are telling me to hold on, others telling me to give in. Oh god, I had forgotten for just a second that people are watching me. They’re going to see me succeed or fail. It firms up my resolve, and I push back against the pleasure. I can do this. I will do it. Five minutes have passed.

  The vibrations change, no longer a low and steady thrum, they’re a wave, flowing back and forth from one end of the vibrator to the other, trading intensities like the tide. It’s harder to resist the feeling when it’s so rhythmic, pulsing back and forth, teasing me. Connor is looking at me, and his gaze so filled with heat and lust that it sends a burst of arousal through me. I pull against the restraints, arching, trying to get back some measure of control, but there’s nothing. There’s no give.

  I hear the voices of my friends from the edge of the scene area, cheering for me, telling me to hold on. I wish I believed them. Seven minutes. Oh god, the vibrations morph from steady waves into short staccato bursts. Just like never ending Morse-code dashes. It rockets up the intensity in my clit, and I swear I think I’m going to go over the edge. No. No. I grit my teeth against the feeling, and I break out into a sweat. I’ve never fought an orgasm this hard in my life. Everything in my body is screaming at me just to give in because it’s going to feel so good, but I can’t.

  Keep your shit together just a little longer, Ariel. It will feel better if you don’t come, I swear. Nine minutes.

  Connor comes and stands in front of me, arms crossed, eyes focused on mine. I’m trapped, pinned by his gaze, and I can feel myself start to lose it. The way he’s looking at me like I’m the only thing in the world that matters. And the way he’s towering over me, perfect body on display, completely in control. Fuck, it’s everything I’ve wanted. The pleasure in my pussy and clit is too much. I’m riding that line of pleasure just before the storm, and my legs fight against the restraints begging to move. The intensity of the vibrations go up a notch, and I moan. Suddenly the cheers are that much louder, and I know I must look like I’m about to come. Eleven minutes. Shit.

  The intensity goes up again. And again. And again. I scream out my frustration. I’m no longer in control of my body, hips thrusting against the vibrator, hands in fists pulling at my cuffs. Connor smiles at me. It’s not a comforting smile. Shit. The intensity goes up one more time.

  Oh god, no.

  My body locks down, muscles freezing and releasing as I come, crying out. Pleasure crashes over me in a wave, and I feel like I can’t breathe. I feel the flood of my orgasm dripping out of me, the release sending shudders up my spine. The vibrator is still going and I twist against it, every extra jolt giving me one more second of this exquisite bliss. Every nerve is sizzling with it, and I think this might be the best orgasm I’ve ever had. It keeps going, another wave washing up and over me, leaving me limp in the restraints as it subsides.

  I hear the voices then. Cheering and clapping. Some are still for me and some are consoling me. I try to bring my mind back from that place of pleasure, feeling dazed. The vibrator isn’t going anymore, but Connor is still standing in front of me. Connor. The challenge. Fuck. Fuck.

  I look at the clock. It’s frozen now, eleven minutes, forty-five seconds. I look back at him, mouth going dry. He’s grinning like a school boy. “Was it a good orgasm?” he asks.

  “Yes, Sir.” I refrain from telling him it was the best I’ve ever had. He already has enough satisfaction from beating me in this challenge.

  He pulls the toy out of me, and I groan, now overly sensitive. “I hope it was worth it.”

  “Me too.”

  Connor laughs while he puts the toy away, coming back to stand with me. The crowd is dispersing a little, though there are still some waiting to see what happens next. To see what he’s going to do with me. I think he’s going to undo my restraints, but he doesn’t. He reaches down, finger toying with my clit, drifting across my pussy. It makes me jump. “What are you doing?” I ask, and when he looks up at me sharply, quickly adding, “Sir.”

  “Whatever I want,” he says simply. “You’re mine for the night, remember?”

  I do remember.

  “And I like the way your pussy looks like this, spread open for me.” The smirk on his face is wicked, “I might as well take advantage while I have you here.” He reaches down and opens his pants, allowing his cock to spring free. It’s fully hard, and even though I’ve never seen Master Connor naked, I knew it would be big. I’ve heard the stories. And big he is. Thick and straight. He pulls a condom out of his pocket watching him roll it on is mesmerizing. Arousing. I’ve waited a long time for this, and now that I finally have it he’s not going to let me come.

  But I agreed to do it. No turning back on the bargain now.

  He touches me again, and I jump. “Hmm, still a little sensitive,” he says. “I’ll have to be careful.”

  Grabbing the arms of the chair he leans over me, fitting himself to me. Then he slips in slowly. He’s so big he takes my breath away. It’s coming in short gasps, matching in time with the little thrusts Connor is doing to work himself into me. When he’s finally in, he smiles. “You feel good, little one.”

  The way I’m restrained, unable to move, with his cock deep inside me, I don’t remember when I’ve felt so vulnerable. There’s nothing I can do. My body eases and I feel a sinking sensation as I let go, falling into a place of submission. “There you go,” Connor says. “You’re mine tonight, Ariel. That means I can do whatever I want. But it also means you’re safe. You can just be.”

  “Yes, Sir.” I do feel safe. I feel good. Relaxed. I don’t have any control. He can have it all.

  “If you feel like you are going to come, you tell me immediately. Do you understand?”

  “Yes, Sir.”

  He smiles. “Good. Hold on.”

  Funny. Hold on. I can’t hold on. I can’t even move. And then I can’t breathe. Because Master Connor has started to fuck me.

  CONNOR

  Fucking Ariel feels like coming home. I can’t believe I’ve gone this long without any kind of sex. How stupid can you be to get so caught up in your own shit that you’d deprive yourself of this? Her pussy is so tight and wet, made even tighter by the position I’ve tied her in, and she feels like heaven.

  Seeing her fall into subspace, I didn’t think my cock could get any harder than it was after seeing her come. But it did, right inside her. Watching a sub accept your control is the biggest high there is. I’m convinced of it.

  But even without that, she’s amazing. I didn’t think she would last so long. There was a moment—just a moment—where I thought about letting her succeed. Thought about allowing her to make it to fifteen minutes and taking her upstairs where I could make her mine in any way I wished. But no. That can happen another night. Tonight, I want to tease her. I want her to be so out of her mind with desire that she begs me for it. She told me she’s wanted me this whole time but didn’t know how to ask. So I’m going to make sure that she knows how to ask.

  Ariel’s eyes are closed, lips parted as I slam into her. She’s accepted that I have all the power. In fact, she’s given it all up. Otherwise, she wouldn’t be so relaxed. I roll my hips against hers, pleasure building in the base of my spine. Her pussy clamps down on my cock, and I groan. This is going to feel so good. Her eyes fly open, cheeks suddenly flushed, “Sir.” Her voice is desperate.

  I stop dead, buried to the hilt, even though it kills me. “Were you going to come?”

  “Yes, Sir.”

  I lean down drawing her mouth into a kiss. It’s the first time that we’ve kissed, and her lips are sweeter th
an I imagined. “Good girl.” Ariel tries to move, wiggling her hips, she can’t help it. I place a hand on her stomach, gently pressing until she stills. “No.”

  “Please,” she says, her voice small.

  The corner of my mouth curls up. “Little one, you’re going to be begging me much more than that by the time I’m through with you tonight.”

  She closes her eyes, a little moan escaping her throat.

  I understand her problem. Sympathize. But this was the deal. “How close are you now?”

  “Nowhere close.” Her voice is miserable. I try very, very hard not to smile as I pull back and plunge into her again. My cock is aching with the need to come, and I close my eyes, letting the image of Ariel coming play over in my head. Her head thrown back, neck straining against the collar, breasts heaving as she almost screamed. Fingers spread wide, reaching for something to hold on to while her hips convulsed, pussy gushing. Fuck.

  I increase my speed, pounding into her with everything I’ve got, and I let go with a groan. I bury myself in her so deep I don’t know if I’ll ever come out. My vision goes white, heat and pleasure barreling through my body and out through my cock. I grind into her, enjoying the feeling of her squirming under me. Opening my eyes, I find her staring at me, eyes glassy. I recognize that look—pleasure, and acceptance. The perfect combination.

  I kiss her again, thrusting into her until the last drop of pleasure drains from my body. She kisses me back so sweetly, giving me everything even though tonight I’m going to do nothing but take. I wonder how it is I’ve never noticed her before now. Pulling back, I ease myself out of her, clean up. She needs water and to stretch before the next part of the evening.

  Slowly, I release her from the restraints. Neck first, one leg at a time, and both arms. She sags in the chair, and I lift her up into my arms. Kara sees what I’m doing and hands me a blanket with a water bottle. I nod my thanks and take Ariel over to a couch, where I tuck the blanket around her on my lap. Nothing like a well-satisfied subbie on your lap, even if they’re soon going to be less than satisfied. I arrange her so that her head is resting against my shoulder, and I like the way her skin feels on mine: warm and soft.