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 making 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.”
“
Ow
. Don’t even joke about that. So, back up a minute. You worked your way up from petting to getting naked to going down, and after you came you wanted…what?”
“To suck his dick,” I said crisply.
“I see. Had you ever seen his dick? Or anybody else’s? Did you have any idea what you were going to do with it?”
I looked back at him with a raised eyebrow that Lourdes Johnston couldn’t have outdone. “I had a general idea, yes. I had read books, I had seen porn. I wasn’t completely ignorant on the subject.”
“I gotcha. So you knew a little, but mainly you just knew you wanted it. You wanted that cock. And I assume that at some point he let you perform this act on him, porn princess?” He shifted his hands again, pulsing slowly inside me.
“Oh yes. I was a natural. Oh…deeper…
please
…”
And then he stopped again, to my extreme frustration. “No. You still haven’t given me your answer yet. But let’s finish this. So you sucked this guy off and the next time you saw him, I’m guessing, or maybe the time after that, he started to go down on you or was fucking you with his hand or whatever or you were sucking him. And then what happened?”
“Were you there or something? We’d been sort of planning it. We’d had the condoms for a few weeks but…I made him stop going down and put on a condom and just
do
it. I couldn’t take it anymore, I just wanted—”
“His dick inside you, fucking you, filling up your pussy instead of just playing with it like he had been?”
“Well…yes, actually. But what does that have to do with… Oh.”
“Mm-hmm. You
will
be begging for it, if I want you to, Kate. Little Katie girl, with such a
sweet
ass, and nobody’s ever really touched it but me. I don’t just want to fuck it, I want to make love to it, little one.” Contrary to his intention of waiting for me to decide, he bent down and licked me gently a few times, swirling his tongue around the hole where his fingertip was resting, just teasing at the opening. “Let me in, Katie. Let me keep going with this. Say yes. Just say it—you wouldn’t be waiting if you didn’t want to. You want me to have
all
of you.
I
want all of you.”
“Yes Sir,” I finally choked out, the sensations he was stirring already making it difficult to think, to talk.
“Good girl,” he said, and that familiar warm glow spread over me even as he tongued me more vigorously before pulling back again. “Very good girl. That’s very brave of you, Katie. I need you to relax now, all right? But when I tell you what to do, remember to
do
it, don’t ask questions. Not this time. Whatever it is. Understand?”
“Yes Sir.”
Just please don’t take your hands away…
He did take his hands away, to bind my legs again, and one of my hands, although a little more loosely than before. Still, although I could bend my knees just enough to raise myself up on them, I couldn’t close my legs and I couldn’t reach any of the tethers with the loose hand.
A second later I heard the quiet snap of a plastic lid opening, and felt a cold drip of liquid slide between my cheeks, quickly coating me from ass to clit as Jack worked the slippery stuff with his fingers.
When did he get out the lube?
He slid the fluid everywhere and I squirmed at the differences in sensation the slickness provided as his hand smoothed and probed and slid over me. He rubbed a quantity of the stuff along my ass, using the lack of friction to dip into the tight little bud with more ease, before pressing more firmly at the spot and giving me the instruction he must have anticipated I’d balk at.
“Now push against my finger. Push
out
.”
I didn’t want to. It felt wrong, but I didn’t want to face the consequences of not obeying either. And so I pushed—and he slid his finger smoothly past the double ring of muscles that had caused me so much pain before.
In my surprise I stopped pushing, and I felt him even more keenly as my ass clenched around him. The unexpected feeling of intrusion triggered the impulse to push again, and this time Jack slid his finger in to the hilt, twisting slightly to get in as deep as possible. He stroked his lubed fingers over and around my clit and pussy again, already so wet they scarcely needed help.
“Good girl. That was good, for a start.” Jack slowly retrieved his finger nearly all the way, working the digit a bit at the opening before sliding it back in again. “Now keep your head down but get to your knees…there. Hmmm, very nice, little one. I do love this view of you. And
so
wet. Now reach one hand between your legs and play with yourself, show yourself off for me. Like a porn star, since evidently you would know.”
I didn’t, really, but could make a fairly educated guess. I started lazily tracing the outline of my pussy lips, stroking and separating the folds, resisting the temptation to do more than give my clit the briefest attention before slipping the tip of one finger inside myself, my index finger, so that my hand wouldn’t obscure the view from Jack.
It was apparently the right thing to do. Growling, he pushed my hand aside and rammed his cock inside me in one rough thrust, all the natural and artificial moisture easing his passage. With shallow strokes at first, he pumped into me more slowly than I had expected, keeping haphazard pace with the finger still buried in my ass, sometimes matching the rhythm of cock and finger and sometimes hitting an uneven counterpoint.
It didn’t quite hurt, it was mostly…different. I still wasn’t sure I saw the appeal. Until Jack started talking to me again, leaning close over my back to speak in a rough near-whisper in my ear, a habit I could already see would be my downfall every time.
“I’ll let you come when I can see you’re starting to enjoy this, little one. That’s what positive reinforcement is all about.”
“I’m…enjoying it, Sir…” It wasn’t exactly a lie. I was enjoying some of what he was doing quite a bit. And if I tried, I could just manage to ignore the less-than-savory bits.
“No, you’re
putting up
with it. There’s a big difference.” He thrust deeper with his cock, almost angrily, using his free hand to tug my hips up higher. It wasn’t anger, I realized. He was just turned-on, starting to lose control, and I could hear it a little in his voice when he spoke again. “I want you to think about it, Katie. Think about exactly what my hand is doing. Feel every bit of it. It’s wicked, to be letting me do
that
, isn’t it? I wish you could see what I’m watching right now. My cock pumping in and out of your pussy, my finger pumping in your ass. You look so…
open
. I want you to
feel
that open to me, little one.”
He reached beneath me and cupped a breast, stroking at the sides, rolling the nipple between finger and thumb. It was a distraction, something new to think about, and I was already so
overstimulated
…
“Play with yourself some more,” Jack ordered softly. “Play with yourself like a little slut who’d do anything for a fuck. Anything to get to come. You want to, don’t you, little Katie? I wonder if I should even let you.”
“Yes Sir, please, please let me come, I’ll be good,” I whimpered, reaching obediently between my legs again to rub my clit, already shivering at the sensations that threatened to overtake me. It was growing hard to focus, hard to answer. Jack’s touch at my nipple grew lighter, a tease I could hardly feel at this point, but it somehow pulled a gasp from me, sent a sympathetic vibration through me straight to where my fingers were working so frantically.
“Tell me what I’m doing back here, Katie. I want to hear it from you, from those shy little lips.”
“Sir? You’re…oh! You’re fucking me and…”
What else? Think!
Words had to be in there somewhere, but they didn’t seem to want to come out. “Fuck.”
“We already covered that,” Jack chuckled.
“You’re…putting…you’re finger-fucking my ass…Sir. And, um…”
“So articulate. Such a good girl. But you’re not being all
that
good, are you? Showing off your pussy like a bitch in heat, letting me finger your ass, begging me to fuck you, to let you come. You are such a
naughty
little thing.”