Jules

 

I caught her staring. There were plenty of women who did that to me. They’d check me out like I was a meal, eyes raking over my body and lingering on parts they particularly liked or were wondering about. My package was of particular interest for a number of women and their eyes would linger on my crotch, imagining what might be there.

 

Which was why I might have dismissed the woman who’d just come out to the patio. Women stopped and stared; it wasn’t unusual. But her gaze didn’t linger on my crotch or on my muscles. Instead, she took in the whole of me and when her eyes met mine, they lingered. She was captured and it wasn’t just my body that had done it.

 

I took my own stock of her quickly.

 

Tight black jeans that encased long, shapely legs. I hoped they looked as good out of the jeans as they did in them. If the picture was any indication, they did, but I knew that clothes could do a woman a lot of help and pictures could be manipulated with something as little as lighting.

 

She wore a blue blouse that was a pretty color, if maybe not the one I would have chosen for her. It was loose, but shimmery, and did a good job of hinting at curves without outright broadcasting them. It actually made me want her more than a woman who simply wore some painted-on fabric to expose her goods to the whole damn world.

 

I’d rather have my women tigers in the sack and demure little kittens in the outside world. Because I wanted them to belong to me, not to every jackass that had eyes.

 

She was a beautiful little thing and while I couldn’t be one hundred percent that her body was the same, my cock didn’t seem to care. It wanted her even if that wasn’t the same woman from the photo.

 

Embarrassed at being caught staring at me, she reached up and tucked her long brown hair behind her ears and smiled nervously. She looked young, innocent with huge eyes that reminded me of a hopeful, too trusting doe.

 

It was cute. Sweet even. Not something I specifically sought out in a woman, but that look held promise.

 

Maybe she was a natural submissive.

 

A man can hope.

 

After our staring contest and personal assessments of one another were over, she made her way over to me. I noticed she was wearing converse instead of heels; smart girl. Tennis shoes would be easier to run in if she had to.

 

By the time she thinks to run, it’ll be too late, a wicked little voice in my head said.

 

She smiled awkwardly at me and waved a little. “Um, Jules?”

 

I smiled hungrily at her. “Yes. Please, sit.”

 

She did so instantly. It was stupid to look at it this way, but I liked the way she followed my order so quickly, so easily. Some women would have fought me on that from the very get-go. They would have bitched about being given orders or commented on my take charge attitude or whatever the fuck they wanted to say. Some would just be too chatty or distracted to even bother listening.

 

But she was quick and quiet about it, taking a seat and even sitting with her hands in her lap. Hell, her eyes were even slightly downcast.

 

I didn’t even have to teach her to do that.

 

My cock was responding to her quickly. It had been a long time since I had such a quick reaction to a woman when she wasn’t even flashing her tits at me.

 

She stayed quiet, like she was waiting for me to make the first move. I liked that, too. Adjusting myself as discretely as possible, I considered the woman in front of me. She was beautiful. There were curves in the right places and even though her shirt wasn’t skin tight, I could tell by the slope of her breasts that they were large. Her waist was likely small, though that might have just been my mind supplying the missing information with the picture she’d sent me. Her hips flared nicely, too.

 

Everything about her was just the right mixture of delicate and sexual.

 

It made me frown.

 

“So, Allison. We should talk about a few things.”

 

She nodded, but remained silent.

 

“You mentioned you were twenty-three?”

 

“Yes.”

 

There, the first strike against her. I’d have to teach her to say Sir or Master when answering me. But that was small and I had a feeling she’d learn it easily enough. “That’s a little old to be a virgin, isn’t it?”

 

I noticed her swallow. She moved only a little, probably fiddling with her hands in her lap. She glanced up at me, blushed, then looked away again. “Um, yeah, I guess it is. I just… it just never seemed to be the right time.”

 

My body settled at her reaction to my question. She didn’t flare up at me in anger or lash out, challenging me for questioning her legitimacy. Instead, she looked down and spoke in a soft, sweet voice.

 

Naturally submissive, I thought again.

 

I decided to push. “Not the right time?” I questioned with a raised eyebrow. “How long does it take to get fucked?”

 

Her head jerked up and her wide eyes found mine. Her sweet little mouth was parted slightly in an ‘o’ like she was almost scandalized by my boldness. I found I liked that look and would try to bring it out again. I watched the smooth column of her neck as she swallowed and pictured how it would look with a leather collar on it.

 

Maybe a more delicate one. Something with lace, maybe? Or diamonds. She’d look nice with diamonds choking her a little now and again.

 

“I…” She seemed at a loss for words.

 

“Well? Answer me. How was it never the right time to spread your legs and let a man slide in?” I was being deliberately crass now, just to see her reaction.

 

Her face was bright red now, but she still didn’t get mad. She didn’t fight back or lash out or do much of anything. Except bite her lower lip. Her white teeth worried at the flesh there a little, making it redder. Making it look more plump, more like something I wanted to play with.

 

My cock grew harder. God, I wanted her already.

 

She let out a little breath that practically trembled. “Um. I… I was in a bad relationship. He wasn’t—I just didn’t feel right sleeping with him.”

 

I considered that. Didn’t feel right? Bad relationship? I wondered what sort of relationship she’d been in at twenty-three that left her feeling disinterested in having sex. I’d been fucking since fifteen and hadn’t been interested in stopping since. And while my tastes were a little on the kinky side, I’d never had much problem finding willing participants.

 

I had a hard time thinking that she did. Not with a body like that.

 

“How long had you been dating?”

 

She dropped her eyes again. Submissive. “About three years.”

 

She didn’t offer up much more information, but quick math told me that they’d either been separated for a bit of time, or she’d met him when he was twenty. Still old to be a virgin, but more realistic than twenty-three. I thought about continuing the line of questioning, but I was pretty convinced that she was being truthful. The woman didn’t look like she could lie if her life depended on it, poor little thing.

 

I finally let it go. “We agreed to half up front.” I pulled out some paperwork. “I have things set up with my bank and decided it would be easiest to set it up as an automatic transfer instead of fussing with withdrawals, checks, or cash. It’ll be listed as a business transaction and our little contract here will ensure that it goes through smoothly. No questions asked.”

 

I slid the paperwork across the table to her. It was a relatively short document. I wasn’t sure what kind of woman she was, intelligence-wise, so I wanted to make sure it was as plain and simple as possible. The legal jargon was obnoxious to people who knew how to read it, so I didn’t want to make her suffer. Especially since I doubted she could afford a lawyer to look it over.

 

“Additionally, I have my tests at the bottom there.”

 

She looked at me quizzically. “Tests?”

 

“To prove that I’m clean.”

 

Her eyes widened, then she blushed again. “Oh! Of course, thank you. I haven’t… I mean, I’ve obviously never been with anyone before, but I did get tested as you asked. I, um, have them in my bag.”

 

I nodded once. “I’ll take a look at them.” And I would, but I’d already decided she was telling the truth. She was a virgin.

 

She took up the documents and began to quietly read over them. They talked about the transaction in business terms. They were vague enough that neither of us could get in trouble for prostitution – I was paying for “services rendered” – but it was specified that she would spend a “weekend at my discretion” with me. It was worded so that, while it could be construed as sexual in nature, it could also be considered a business retreat. Should she at any point leave the weekend early, she would forfeit the other half of the payment.

 

In addition to the monetary arrangement, it also did something else specifically for me. It served as a type of prenuptial, though we weren’t getting married. It stated that she understood that should we, as consenting adults, decide to engage in sexual activities which were deemed “separate and agreed upon outside the monetary agreement of this contract” she accepted that there would be no grounds for further engagements.

 

Meaning, I wouldn’t be liable if something happened. Like she got pregnant. I wasn’t too worried about it, but I’d met enough gold diggers to know to cover my ass. If she somehow got pregnant, she wouldn’t be able to come back to me and request any further involvement from me in regards to her or the child. And she wouldn’t be able to come after me for whatever money I currently had as compensation.

 

It was kind of a shitty thing to do, in all honesty, but it was necessary. I made it pretty clear that this was all a business transaction and that meant I wasn’t interested in having a baby. If that happened and if she chose to keep said baby, that was all entirely her choice.

 

But I wouldn’t be held accountable for it.

 

I was already paying her a million and a half for a weekend with her; she could manage to take care of it – in whatever way she saw fit – with that money.

 

It took some time for her to read through the whole thing. I waited patiently, ordering her a latte and a grilled panini that was decently healthy. She didn’t complain when I ordered for her, nor did she complain when I insist she eat.

 

She was happy to let me make the decisions, it seemed, and I found that I liked that about her as much as I liked her body. Maybe more.

 

It took everything I had to not demand she stop reading and take her to my playroom. I was trying to play this cool, but I wanted her so badly I felt on the verge of bursting. The things we could do together…

 

Finally, she finished reading and looked up. “This is very detailed,” she told me quietly.

 

I nodded once. “I wanted to make sure that everything was covered.”

 

She chewed on her lower lip again. “Are you really worried I’ll get pregnant?”

 

I considered her question, then shrugged. “Not in the long run, no. It’s a possibility, of course, so I wanted it covered in the contract. Are you taking any form of birth control?” I hadn’t considered this earlier, which was incredibly stupid of me. As a virgin, she might not take the pill or anything else. Why would she need it? That would be very disappointing— I wanted to spill myself inside her, not in some damn condom.

 

“Yes, actually. I… My parents insisted when I was in high school and I never stopped even though I haven’t been… um, active.”

 

Relief flooded me, though I worked hard to keep my expression neutral. I would get to fill her up. That made me ache with need. I wanted to rush through the rest of this already and take her, but I wanted to make sure she didn’t have any further questions. We needed to be on the same page.

 

“Do you have other questions?”

 

She considered this, flipping through the pages of the contract for a moment, before glancing back up at me. “How long until the funds will be available?”

 

I shrugged. “It’ll depend largely on your bank. I told mine to expect the transfer and to make it as expedient as possible, but since it’s such a large amount it will take time to clear. Both ends have to make sure everything is kosher first.”

 

She nodded, finally looking more worried than nervous. “But they will clear, right? I mean, you’re not… you’re not just…” She couldn’t seem to figure out how to finish.

 

“Taking advantage of a pretty naïve little thing?” I filled in for her, giving her that same hungry smile from earlier.

 

She blushed, but nodded.

 

I settled back in my chair, still smiling a little at her. In the back of my mind, I wondered why she needed the money so badly. It wouldn’t have been all that important to me under different circumstances, if she were a different girl, but this timid little thing seemed like she wanted some sweet prince charming to sweep her off her feet. Prostitution hardly seemed like a normal thing for her.

 

But I was too wrapped up in her to focus on that right now. I wanted to play with her body, to make her obey my every command until she found her own pleasure within them.

 

Letting my eyes drag over her until she shifted beneath the scrutiny, I said to her, “I am taking advantage of a pretty, naïve little thing. I’m the snake whispering dirty things in your ear. I’m the big bad wolf come to eat you up. And you’re going to love every minute of it.”

 

I heard her sharp intake of breath and let my grin widen slightly.

 

I’ve got you now.

 

“But don’t worry. I’ll make sure you get your money. And I’ll make sure that you walk away from this feeling sore, toyed with, and absolutely sated. You won’t regret this.”

 

The worry from earlier was replaced with something that was wrapped up in lust and nervousness and half a dozen other emotions. I was pleased to see that fear wasn’t one of them.

 

Yet.

 

The thought came unbidden and I shoved it mercilessly aside. I would do this right. She’d be mine, and I’d treat her the way a good Dom should. She wouldn’t be left wanting.

 

“Now. Any other questions?”

 

She blinked at me as though trying to come back from a haze. I felt some pride in having sent her there with only my words. I’d use her body and mine to send her there later.

 

“Um, what should I expect?”

 

Part of me wanted to leave it as a surprise. To take her to my home and show her—

 

Wait, home? Originally, the plan had been to take her to a very nice hotel and bring only a few select things from the playroom to carefully break her in to the lifestyle. But my mind was already jumping ahead, imagining her tied up, gagged, writhing and mewling as I played with her with everything from a feather to a riding crop.

 

Slow down, I commanded myself. But my wild imagination did tell me something. I had to explain some things about what I had planned for the weekend otherwise I risked freaking her out. And that would cost her a lot of money—and leave me incredibly frustrated.

 

Clearing my throat, I tried to approach this in the best way I could. “We’ll go back to my place. You’ll take your car; I’ll take mine. That way if at any point in the weekend you feel uncomfortable, you will be free to leave.” She nodded to show she was listening and I thought I saw a flicker of relief there. “I’ll give you a brief tour of the house, then show you where you’ll be staying. I’ll explain some of the rules—”

 

“Rules?”

 

It was the first time she’d interrupted, and I mentally marked it down as another thing I would have to teach her. But I smiled kindly at her, because I knew she didn’t understand yet that she was already breaking the rules.

 

“Yes, rules. There will be certain expectations for you while you are with me. I’ll go over them in detail and—” I hesitated, but forced myself to relent. I couldn’t let this be a repeat of Sandra, “—we can discuss minor alterations to those you’re uncomfortable with.”

 

Her face furrowed, her mouth pulling together a little so that her lips were puckered ever so slightly. It was cute. “What kind of rules will these be?”

 

I paused, thinking of a good, quick example that wouldn’t be too… intimidating for a first timer. “For instance, I’ll expect you address me a certain way. Like ‘Sir.’” And Master was on the tip of my tongue, but I held back. Some people didn’t take kindly to that sort of terminology and I wasn’t sure how she might react just yet. I’d take it slow to get a better feel for how far I could push her. Besides, I preferred sir, really. It was simple and to the point, respectful without the risk of seeming too overpowering. I was a Dom, yes, but this wasn’t just about requiring someone to follow my commands. It was more complex than that. And the power was as much hers as mine.

 

She could stop it at any time.

 

Her eyebrows rose. “Oh, I see. That shouldn’t be too difficult.” She hesitated a second, then added with a timid smile, “Sir.”

 

I laughed a little at her. Oh, I liked hearing that. A lot. I was going to find reasons to make her say it all the time. “Good. There will be others, but we’ll go over those when we get there.”

 

She nodded.

 

“Once you’ve gotten a break down of those rules and a feel for the place, then we’ll begin.”

 

She swallowed, almost trembling in nervousness. But not fear.

 

“We’ll…?”

 

I smiled kindly at her and nodded. “Yes, we’ll have sex. And more—if you’re up for it.”

 

She tilted her head to the side curiously. “More?”

 

I nodded. “Yes. The rules are important to me and because I have very particular tastes when it comes to the bed. I want you to understand that it’s optional. I’ll take your virginity gladly and leave it at that, but I hope that you might feel adventurous. That you might be willing to try some things with me. Who knows— You might find you like it.”

 

“What kinds of things?” she asked in a small voice.

 

“Toys,” I offered. It was only the tip of the iceberg, but a decent place to start. “Things that I’ll use on you, and in you.”

 

She shivered, but her eyes remained wide and fixed on me.

 

I continued. “I’ll tell you to do things and expect you to listen. I like to give commands. I want you to like to listen to them.”

 

“Commands? Like what.”

 

Deciding to give her a little taste, I kept my face composed as I ordered, “Come here.”

 

She was up before I think she even realized it. She came across the table and stood beside me. I could see that her shirt was both shimmery and just a little bit sheer. I could see that her bra beneath had some sort of lacey design and that it wasn’t blue.

 

“Yes?” she asked timidly.

 

I lifted an eyebrow. “Yes, sir.”

 

She flushed and clasped her hands in front of her. “Yes, sir.”

 

Yes, I liked that. A lot. I wanted to keep this one. “Lean forward.”

 

She leaned until her face was right next to mine. The urge to reach up and fondle her tits was intense, but I reminded myself that we were in public. And I’d have more fun if I waited, anyway. “I’m going to tell you to kiss me, and you’re going to do it. I’m going to tell you to spread your legs, and you’re going to do it. I’m going to tell you to scream – and I’m going to tell you to be silent. And you’re going to do it.”

 

I felt her breath sweep across my cheeks. She was panting, almost squirming as I listed the things I was going to have her do – and I hadn’t even gotten to the kinky stuff yet.

 

“I’m going to tell you to kneel, Allison,” I whispered to her in a low growling tone. “And I’m going to tell you to open your mouth.”

 

I thought I heard the tiniest of whimpers escape her lips, but it was so soft I wondered if I’d imagined it entirely.

 

“Give me your hand,” I ordered her.

 

She didn’t hesitate. She offered it to me and I took it by the wrist. I pulled it forward and down. She lost her balance a little when I pulled it further, but she braced herself against my chair. I guided her hand to my lap, deliberately pressing it to my crotch. I was aching and this didn’t help.

 

“Oh,” she let out.

 

“I’m going to order you to take me in your mouth, Allison.” Her eyes went wide. “Will you be able to do that? Or will you accept punishment?”

 

She stared at where I had left her palm, pressed flat against my rock-hard erection. I knew she could feel how large I was. Maybe she was trying to figure out if I would fit between those plump lips of hers. Maybe she was imagining how I tasted. Or maybe she was wondering just what it was I meant by punishment.

 

It proved to be the last one, though I hoped the others had flitted through her mind at least briefly. “What sort of punishment—sir?”

 

I removed her hand from my crotch and smiled at her. “The first one’s easy, but they always get harder the more you disobey. I can’t have you disobeying, you understand?”

 

She nodded, but didn’t speak.

 

“But you might find that you enjoy the punishment almost as much as you enjoy the orders. Now, straighten up and grab your things. It’s time to go.”

 

# # #

 

I walked her to her car and pointed toward mine. “Follow me. Drive safely and make sure you wear your seatbelt.”

 

She buckled it immediately and nodded. “Yes, sir.”

 

I smirked at her. She picked up that rule quickly enough. I was hopeful that the others would come just as easily. Allison was the most pliant, naturally submissive woman I’d had the pleasure of meeting. The things I’d told her today hadn’t freaked her out or shocked her in the slightest. And while I hadn’t delved deep into the darkness that lurked in my playroom, I’d given her a taste. And she hadn’t run away screaming. She didn’t seem concerned about my need for control and dominance. In fact, she seemed to welcome it.

 

“It’s a relatively short drive unless we hit traffic. I’ll drive reasonably slow and keep an eye on you in the rearview mirror. Just make sure you don’t lose me, but pull over and text me if you do. Do not text me if you’re still driving.”

 

She nodded quickly.

 

I walked away then to my car and got in. I pulled out slowly, making sure she was trailing behind me. She was. This was my last chance, I acknowledged. A hotel room – which I’d already booked – was a safer place to do this. She wouldn’t know my home address and couldn’t go after me if things went bad. And I wouldn’t have to figure out just how comfortable she was or wasn’t with my playroom if I didn’t have to show her.

 

But between my cock and her naturally submissive nature, I knew I was going to take her home. It was a huge risk, but it was one I just couldn’t resist taking.