“Fuck me, Sir, please fuck me!” I said instantly. “Please, I want your cock inside me, pleasepleaseplease, Sir, please…”
“All right, Katie, I get it. You are getting better at saying it, aren’t you? I’ll take your request into consideration. All in good time.”
Damn.
Jack bent behind me again, holding me open with both hands and dipping his tongue to lap at my clit a few times, then licking higher. He used his fingers to stroke along my outer lips as he licked me with his tongue, and then dipped his finger inside my pussy as he suckled his way back down to my clit.
It was sheer heaven, although torture as well because I wanted so badly to come. And then I felt Jack move one pussy-wet fingertip just an inch or so higher, and he pressed the wet digit gently against my anus, clearly about to seek entrance.
I couldn’t help it—I clenched so tightly I almost pulled a muscle against the restraint, and my little gasp sounded of distress even to my ears.
Testing, obviously wanting to be sure, Jack pressed his fingertip, and then what felt like a knuckle, against the ring of muscle, only pulling back when I whimpered.
“Talk to me, little Katie. You’re not giving me traffic signals but it doesn’t feel like you’re playing, so what’s going on…here?” He dipped his finger toward my ass again but only for a second, before pulling back and tracing along my perineum instead.
“I really don’t…like that, Sir. That whole area is usually just, um, off-limits.”
“I see. So is that a hard limit?” He stroked my perineum once more, trailing just the edge of his fingernail there and eliciting a shiver in response before moving his finger away.
“I really don’t like to set hard limits,” I said uncomfortably. I didn’t even like to discuss them, actually, unless it was absolutely necessary. Jack, however, kept picking at the topic, carefully peeling up the edges.
“Maybe you need to,” he pointed out. “We all have hard limits about certain things, even if we don’t say it. Maybe you need to say it. If it’s something you genuinely aren’t ever going to be comfortable with.”
“Somebody…tried that. Once. It didn’t go well.”
By “didn’t go well”, I hoped he understood that I meant, “I was sobbing in the fetal position for about ten minutes before I could unclench enough to get dressed and go home”.
“Ouch,” he said with a wince. Clearly he understood enough. “How far in did—”
“Not very far at all, and I really don’t like to talk about it. Can we just move on, please? Sir.”
Jack frowned and shook his head slightly, disapproving. “Hey, I think it’s a time-out, Kate. This just got derailed a little and we both know it, don’t try to… That clouds things, okay? We’re just stopping to talk about it for a minute.” He started removing restraints as he spoke, although despite the sudden freedom I remained where I was, only moving my arms in to fold them and rest my head on them.
I was properly chagrined. I knew it had been a catty, petty thing to say just then, and that I was being silly to withhold information about something that, after all, had happened many years ago and had hardly been Jack’s fault. “This wasn’t part of the official history, I guess. I was about nineteen, the guy in question and I were both complete idiots who knew nothing about what we were doing. This was before…before I knew what I wanted, all right? It was a very vanilla situation, on the whole. But he pushed and pushed about trying it, I finally gave in and let him try it—and he didn’t know what he was doing. And I didn’t know enough to realize that, because I didn’t know anything at all back then. I didn’t even know about lube, so I didn’t know it was a problem that he had none. Idiot. I thought I was going to either die on the spot or kill him.”
Jack nodded, stroking my back gently. “I think we’ve all been someplace like that at one point or another. Still…poor Katie.”
I looked for sarcasm and, finding none, continued. “He didn’t really apologize either, which I think was the worst part. He made it clear he thought the fault was somehow mine. For being…uptight or something, I don’t know. We were in college.”
“That does excuse a lot of idiocy. Although how he could mistake you for uptight is baffling.”
“Yep.” I was getting a little drowsy now, the soothing motions of his hand along my spine and the relief of telling him—telling anyone—this tense little piece of history combined to make me more relaxed than I’d been in years. It’s possible the repeat international-caliber massage I’d enjoyed a few hours earlier contributed too, of course. I was in danger of becoming addicted to those massages. “So that’s my no-butt-sex story, I guess. The early trauma that makes me clench up at the very idea.”
His laugh was warm, thrilling as always, and it lured a smirk and a snicker out of me in response. Turning my head toward him, I met his eyes and still saw no sarcasm, no cynicism and, most importantly, no agreement at all with the idiot boyfriend who thought I was uptight.
What I saw in Jack’s eyes was that he found me attractive, interesting…and because of that, around him I felt attractive and interesting. I felt that the traits I feared might be annoying were, instead, sort of endearing. I felt like a better person, seeing myself through his eyes. It was like a magic trick.
“You know about operant conditioning, right?” Jack said in that easy, conversational tone. As if we’d just been having a friendly talk about Skinner boxes.
Somehow the fact that he could drop into that intellectual mode in the middle of a sexual romp was, in itself, attractive to me. I realized that, contrary to what I usually thought about Doms, I found Jack just plain cute at times. And he seemed okay with that. He was very good-looking but at heart he was kind of nerdy, and had an irrepressible sense of the absurd.
“A response can be conditioned different ways. Repeated punishment or reinforcement of a behavior is usually what we think of, but there’s always the conditioning that can happen with one really bad scare. It’s the hardest kind of behavior to change.”
“True,” I agreed. “Although in this case I don’t know that it was the scare or the pain itself. I think it was more the way Ken acted afterward. Um, Ken was the guy who—”
“I figured. And from what I know of you so far, I think you’re probably right about that. The way he acted would matter more to you.” He paused thoughtfully, playing with the loose ends of my hair. “What a jerk.”
I gave that a little thought. “Maybe. I think he was mainly just young. And so was I. Young and ignorant.”
“But he’s probably gone on to talk somebody else into letting him experiment on them without doing his homework first, whereas you’re left with a huge piece of baggage. Which also affects anybody you’re with from then on.”
“Isn’t that what college is for, Jack? Accumulating our baggage?” I asked cheekily, earning a chuckle.
“Yeah, from what little I can remember of college.” He slapped my tush affectionately then drummed his fingers, deep in thought again. “I think it’s time you started chipping slowly away at that issue, Kate.”
I tensed up all over again. “What?”
“No, hear me out.” He flopped on his side to face me directly, a look of boyish eagerness stealing over his handsome features. He looked like an excited kid with a cool new project in mind, which was a charming look. I was just a little uneasy about my own part in the project. “You can have a hard limit if you want to. And I’ll respect that for as long as you say it’s there. No anal, okay? I get that. But you seized up when I just started to—”
“I think ‘seized up’ is a bit strong,” I interrupted.
“I don’t. You felt like you were going to levitate off the mattress. And that’s just not right.”
“So you see it as your mission to enlighten me about the joys of the anal region? I think I’ve been doing just fine without them, thanks.”
“Hey, hey…” He raised a hand to my cheek, stroking a loose thread of hair back behind my ear. “
See, this is what I mean. You’re getting all tense and defensive, and now neither of us is having fun. You let that creep in college steal that fun from you.”
“Steal my fun?” I wasn’t sure whether to giggle at that or snort derisively.
“Yes, steal your fun. I admit, full-on butt sex is mostly entertaining for the person on top. But not exclusively so, by any means. That region in general,” he slid his hand down again, fingers lingering just at the edge of anything troublesome, “has as many nerve endings as the fun parts you’ve been enjoying. For you, right now, the fun stops here.” Jack pressed his fingers without warning back down against the back edge of my perineum—and I tensed nearly as much as I had the first time he’d gone there.
I tried to make myself relax but had only limited success. My body and mind recalled the jolt of unexpected and truly agonizing pain, the embarrassment afterward, like a dose of poison. Things—fingers, toys, penises—just shouldn’t go there.
“See?” Jack said softly. “You went right back there, where he left you hurting. Jerk not only stole your fun, he’s still stealing it. You’re what, twenty-nine? He’s been stealing it for ten years, Kate. Is that really what you want?”
His voice, low and even and eminently reasonable, made me want to listen to him. But I was clearheaded now, not in the mindset of obeying automatically and the disconnect was unsettling to me. It wasn’t a dynamic I was used to or comfortable with, listening to a Dom make a persuasive argument rather than just ordering. It was clear that this discomfort was transmitted to Jack. He kept his hand where it was though, and kept talking, changing his tone just a little.
“I’m not being altruistic, little one. I will readily admit I have an ulterior motive. I want to be able to play with your body like the beautiful toy it is, and right now I can’t play with my whole toy. My pet needs some reconditioning, I think. A little positive reinforcement.” He slid his hand lower, palming my labia and just tickling at my clit. “What do you say, Kate? You didn’t red-light me right away, which tells me you’re not completely opposed to the idea in theory. Think of it as a science experiment. All those nerve endings…”
“You’re not really playing fair,” I pointed out. “It’s a different set of nerve endings than the ones you’re playing with right now.”
“Oh, I’m well aware of that.” Jack had slowly maneuvered down my side and was now kneeling back between my legs, using his free hand to stroke up and down on my inner thighs, push them farther apart again so gradually I almost didn’t notice. Almost. “I don’t want to play fair. I want to play foul. I thought I’d made that clear.”
I groaned at the bad pun—and then groaned again as he slid a finger into my pussy and out again, spreading the moisture over my lips and clit.
“Five…no, ten minutes. Give me ten minutes. We’ll set the alarm clock. When the clock goes off, if you still want me to stop what I’m doing, you tell me and I will. And I won’t ask again. Okay?” When I hesitated, he flicked his finger against my clit, playing foul again. “Ten minutes. No scene, just…us. I can promise that there will be absolutely nothing painful involved. Not even potentially painful. I can also promise,” he leaned over my back, dropping his voice again in the way he obviously knew drove me crazy, “it will feel very good if you just relax and allow yourself to enjoy it, even though it’s different. You have to just trust that I only want to make you feel good.”
I did trust him for that, I had to admit. He made me feel better than I’d probably ever felt in my life. No, not just probably. I didn’t really have any basis for comparison. I was already hooked on Jack, and I thought he could probably talk me into just about anything, much less ten minutes of applied attention to what was, after all, widely considered to be an erogenous zone.
“Okay,” I conceded. If I seemed a bit anxious still, he let it slide. Reaching over me, he grabbed the small bedside clock and set the alarm for eleven minutes—saying he wanted some lead-in time, which made me tingle in anticipation—and then placed it on the bed next to my head before resuming his earlier position, snuggled between my thighs.
Chapter Seventeen
The lead-in time…was good.
Very good. I’d had no idea he could accomplish that much arousal in a single minute, especially as he barely touched me during that time. Teasing little strokes and licks—not only avoiding the area in dispute but scarcely skimming the more conventional zones—soon had me squirming uncomfortably, craving any sort of real contact.
I couldn’t really forget what he was there to do though. When he had progressed past teasing, started gently rubbing my already hard clit with two fingers while licking in slow little laps at my pussy, I started to tense without realizing it, knowing what was coming.
“Katie, relax…it’s not going to hurt, I promised you. You’re just giving me ten minutes.” Jack returned to his enjoyable task of driving me insane but lifted one finger to his mouth, wetting it and then placing it directly over the little pucker of muscles that was his ultimate destination. But other than sliding his finger in the occasional gentle circle, he did nothing more and continued to employ his other hand and his mouth in such ways that I thought I could probably live with the unfamiliar third point of pressure, as long as he didn’t stop anything else he was doing.
When he started dipping his tongue inside my pussy every few strokes, I was so eager for more that I didn’t notice, at first, his fingers now moving in tandem against my clit and anus. It was just feeling, more feeling, a band of sensation from pelvis to tailbone, making it hard to keep still. And then even more, as he slid two fingers into my pussy with a practiced twist, curving them into my G-spot as his thumb took up the insistent circles over my now almost painfully throbbing clit.
The maneuver, obviously, freed up his tongue to do other things, which I was actually too stimulated to realize at first. It was just more of the same only better, wetter little circles on that ring of muscles that had started out tight, but was starting to loosen as I instinctively pushed back to get closer to his hand and mouth, arching my back a little.
When he pushed the tip of his tongue inside my ass just once, withdrawing quickly to lick and tease some more, I was shocked to find the jolt of sensation carried straight to my clit, almost sending me into an orgasm without warning.
And I sort of wanted him to do it again.
I couldn’t admit it, not yet. I just moaned in what I hoped was an encouraging way and tried to arch my hips even higher. Jack rewarded me with another quick swipe, pumping his fingers inside my pussy a little faster and harder as he did so, and any thought I might have had that this was a bad idea was wiped clean away in anticipation of the climax I felt building.
Which, of course, meant that the alarm went off. The harsh beeping by my ear made me jump, and Jack stopped what he was doing immediately but kept his hands in place as I started fumbling with the clock, finally finding the “off” switch and silencing it.
The silence continued, broken only by my harsh breathing, until Jack finally said, very quietly, giving a little press to the one spot on my body that seemed to hold our attention so firmly at the moment, “If I keep going here, you’re back on my clock, little one. So I want you to think about this very carefully before answering, all right?”
At my breathless nod, he continued. “You tell me to stop now and I will. Hard limit. I won’t bring it up again unless you do. But—and this is the part to think over—if you tell me to keep going…no limits. This becomes another toy of mine, and I play with my toy any way I like. Which means that eventually, and not tonight or this week or any time soon,” he said soothingly, pressing an incongruously gentle kiss to the crest of my hip, “but at some point, I will be putting my cock here, not just my tongue or my finger or any of the toys I have in mind for you when we get home. Because I do want to fuck you in the ass. I want to be crystal clear on that. Do you understand?”
“Yes Sir.” I gulped. He was certainly being more than explicit in mak
ing sure I understood, so there was really no way I could misconstrue him.
“But if it’s done right, it shouldn’t hurt. Not bad pain, anyway. You’re very small, and…God, you’re tight, I can tell…but I can be patient. I want to hear my pet begging for it. I think I’ll train you until you’re so eager and curious you do just that, little Katie. When I do it, it’ll be because you’re begging me and working hard for it. A little challenge for both of us.”
“You may be waiting a while,” I replied wryly, but flexed my hips reflexively when he pressed his fingers into me a bit, reminding me again just where he was.
“How old were you when you first had sex, little one? High school, college, what?”
“Oh, um…I left that part out too, I guess. When I told you my sordid history. It was still the not-too-sordid part. I was eighteen, I was in college. He was only my second serious boyfriend, really. Could we…this seems like not the time to talk about this.”
“And before you had sex with him, you did what? Had a few dinners? Talked about it over drinks? Did he whine until you gave in, like the ass guy? What?”
“No,” I laughed. “Of course not. We, oh…necked and fooled around in the car, and snuck into each other’s dorm rooms to fool around and did whatever we could get away with in public. You know, we were horny little animals, we fooled around every chance we got.”
“Define ‘fooled around’.” Jack’s hands had started moving again, ever-so slowly, and I had a little trouble thinking of a definition.
“Well, there was necking. And lots of petting at first. Then around the third or fourth time we went out, we got about half-naked in his car. There was a certain amount of dry humping, if I recall. I didn’t think of it that way at the time, of course. He…I let him finger-fuck me, which was new and fun at the time. Nobody had ever done that. After we’d been going out a few weeks he went down on me in his dorm room, which was also new and even more fun. But he wouldn’t let me take his pants off. Probably smart of him. I was so clueless and overexcited I might have bitten it off or something if I’d tried that just then.”
When in Rio Page 15