by Myles, Eden
The question was so unexpected that I nearly choked again. “No. I had a girlfriend in high school.”
“That’s not what I mean.” He pursed his lips together. “Have you ever had sex with a man?”
“No.”
“But you’re exclusively gay, yes?”
“How can you tell?”
“I can tell.”
“But you’re not,” I pointed out.
“I’m bisexual,” Mr. Karenina stated simply. “Is that a deal-breaker?”
“No.”
“You don’t like older men, then.”
“I don’t know,” I told him honestly. What the hell am I saying? “I’ve never known any…in that way.”
“There’s something to be said for experience, when you’ve never been with a man…in that way.”
I couldn’t believe I was having this conversation with him.
“You’re not attracted to me,” Mr. Karenina said and took a sip of wine. He said it not in some accusatory way but like he was trying to reason through my reluctance.
“It’s not that,” I said, stumbling all over my words. A sort of morbid curiosity had settled in along with the numbness I was feeling, and I said, “What is…what I mean to say is…what’s involved in being your…courtier?”
“You want the rules.”
“There are rules?”
“Oh yes.” He folded his hands together and rested his chin atop them. “A courtesan…or, in your case, a courtier…must be absolutely obedient to his gentleman. He must put the needs of his gentleman above those of his own. And, of course, be must be sexually available to his gentleman at all times.”
I blushed at that but was thankful he couldn’t see.
“Are you really a virgin…in that way?” he asked me directly. “Don’t lie.”
“I’m really a virgin…in that way,” I said. It sounded depressing, even to me.
“That’s good. I shouldn’t want a courtier with too much sexual experience. I want to be able to train him to perform in a specific manner that pleases me.” He stopped and tilted his head as he listened to my silence. “Is this disturbing you?”
“No,” I said, making my voice sound more sophisticated than I felt. I drank down some water, almost spilling it over my shirt. My heart was running in my chest like a track and field champion. I asked the really difficult question next, “Do you…I mean…are you into really kinky shit, or whatever?”
“Define kinky shit.”
“I don’t know. Bondage?”
“Does the idea of bondage disturb you?”
“I don’t know,” I said.
“What does disturb you?” he asked in a perfectly serious tone of voice. “It’s important we’re upfront about these things.”
I thought about that. “I don’t like anything painful.”
“Such as?”
I shrugged and realized how stupid that was to do. “Just…painful stuff.”
“Have you ever experienced any kind of pain during sex?”
“No.”
“Then how do you know you don’t like it?”
I was silent a long time.
Mr. Karenina stared directly at me, not blinking, but almost like he could see me. “Listen to me, Daniel. I will never do anything to hurt you. I will never scar you or damage you. You will never be forced to do anything you don’t approve of. I’m responsible, and I can be reasonable,” he said in a soft, gravelly voice. “If you agree to this, we’ll begin slow. Fully protected sex, no tools or toys. We’ll keep things simple and clean. Then, as your trust develops in me—as we begin to trust each other—we’ll explore your limits. We’ll use safe words, of course, so that that trust we have developed between us is never violated.”
I suddenly realized I was sitting in a high-end restaurant, being propositioned by a hot, retired billionaire to be his sex slave, and he was being perfectly serious. Shit, Daniel, we’re so not in Kansas anymore…
“You will be compensated for your time, of course,” he said. “I mean, aside from what Kate is paying you to look after me.” He reached into his inside suit pocket and drew out a check. He laid it on the table before me.
I looked at it. Then I looked again, thinking maybe I needed glasses. It was more money than I’d made in a year in the odd jobs I’d done in the past.
“That’s for the month. If you please me, I’ll re-double it next month.” He must have taken my extended silence for insult because he said, “If you feel it’s not enough for spending some time with me, we can negotiate a new fee.”
“It’s…fine,” I said, gaping at it.
“I have expectations, of course. I expect you to come when I summon you. I may send you instructions from time to time. I expect you to follow them exactly. I may request your presence as my escort at certain functions, and I expect you to fully submit to training before we spend any amount of time among the Society. I may need to break you in some—you seem a rather willful young man. Of course, I expect you to discontinue any romantic ties you have with anyone else.”
I squirmed uncomfortably in my seat. “I can’t see anyone else?”
“Correct. Some gentlemen are more lenient in that regard, allowing their companion to date or even to marry on the side, but I’m a greedy man, Daniel, and jealous. I should make that perfectly clear at once. I expect to have my courtier all to myself. I don’t share anything I have with anyone. If you agree to my terms, your training will begin at once.”
He turned back to his oysters and finished them all.
* * *
I slid into the Town Car ahead of Mr. Karenina and sat there nervously, wondering what it was I’d agreed to. The moment the door was closed and the dark, opaque glass blocked out the view of the city, Mr. Karenina turned to me, boxing me against the seat, and ran his hand up the back of my neck. The touch of his fingers sent a trill down my back. He fisted his fingers in the short hairs there and bent his head to kiss me. My entire body heaved upward in response. He kissed me like he wanted to crawl into my mouth and rip the breath from my throat. He tasted like the wine he had drunk, and a little like the oysters he had eaten, bittersweet. No one had ever kissed me like that, like I was something sweetly edible. Mr. Karenina let me go long enough to say, “You taste as good as you smell, Daniel.”
“I’m not wearing any cologne.”
“Yes, I know.” He used both hands to seize my cheeks and kiss me again until the saliva had welled up between us. He licked at the seam of my lips, then probed into my mouth. His tongue slid wet and hot against mine. As he kissed me, he moved a hand down the front of my body and over my clothes, exploring me. “You obviously dress economically. I’d like you to visit my tailor in the coming week. Such a beautiful young man should have a beautiful wardrobe. And I want my courtier well dressed as well as well-heeled.”
“Okay,” I said, trying not to blush too hard in case he could tell. I reached up to grab at the back of his neck, to drag him down for another kiss, but he snatched my hand and forced me to lower it.
“Don’t grab me, Daniel. You haven’t earned the privilege yet.”
“Sorry.”
“Don’t apologize. Learn.”
“Okay.”
He kissed me again, roughly, so our teeth clicked together. He pushed me down onto the seat and shifted his body a little, so he half pinned me under his weight. I listened to the breathy, intimate noises we made as we kissed. His hand continued to travel down my body as he kissed me. Then he squeezed my cock through my pants, and the sudden, unexpected pain made me jump. “You don’t like that,” he mused.
“No.”
“You’ll learn to,” he answered and squeezed my balls even tighter.
I lurched and felt myself go right in my jeans. I gasped against the pressure and pain of my sudden release, my spunk running down the inside of my leg. I’d never been so embarrassed in my life.
“You shouldn’t have done that, Daniel,” Mr. Karenina warned, fingering the dampn
ess of my jeans so I blushed at the realization that he knew. “A good courtier puts his gentleman’s needs above his own.”
He undid my jeans and slid them, damp and a little sticky, down my legs along with my briefs. Next he went to work on my other clothes so that in a matter of minutes I was extremely naked where he was not. I wanted to touch him, undo his jacket and trousers—I wanted to feel the soft friction of his skin against mine—but he hadn’t liked me being so forward before, so I just lay there obediently on the seat, shivering with anticipation. He arched over my body, his hands pinning my hips, and lowered his head to kiss my belly button. It was a strangely tender gesture, but the roughness of his cheek tickled me and made me buck my hips a little. Mr. Karenina said, “No, Daniel,” in a gravelly warning voice and I tried to remain as still as possible as he removed his glasses and then started touching and licking and kissing and sucking a path across my lower stomach to my semi-erect cock. Despite my accident of before, I was almost ready for him again.
His hot, wet mouth closed over my cock, and his tongue probed my slit. I immediately began thrusting into his mouth, shoving myself in all the way to the balls. I whimpered as I hit the back of his throat and he began sucking so hard my hips lifted up off the seat as I pounded against his tonsils. I had never had my cock in anything except, briefly, my high school girlfriend, and yet this seemed the most natural thing in the world.
I remembered my father catching me with a Sears catalog when I was fifteen. I don’t know if he’d suspected something, but right after that, I got a talking to and he explained that a real man has a woman, that it was the only way a man could really be called a man. I thought about that as Mr. Karenina lathered my cock with his saliva, while he kneaded my balls—a little harder than I liked, but I was getting used to the roughness of his touch. My cock pulsed and ached as he deep-throated me, and I thought how this was like heaven, the only place I wanted to be right now, and how I had never felt more like a man than right at this moment. I groaned as I felt my climax build and build, as a little pre-cum spilled down his throat, I was almost there…almost ready to come…but then he stopped and spit my cock out with disgust. He seized it tight in his hand, tight enough to hurt, tight enough to stop the pulsing waves of my climax. His face was stark and cruel with disapproval. “It’s obvious you need to learn some self-control, Daniel. You mustn’t come until I tell you.”
“Okay,” I breathed out.
“If you come before I tell you, you’ll be severely punished. Do you understand?”
“Yes.”
He stared at me in that weird, mechanical way he had, his gazing falling at about the level of my naval. “I don’t think you understand, Daniel,” he said softly, in that dangerous tone. “You agreed to be my courtier. You belong to me.”
I shuddered at his words. I heard my own breathing in the confined space. “Yes.”
“You say ‘yes’ but I don’t think you mean it.”
My heart, which was already knocking in my chest, started to bang so hard I was afraid he could hear it in the confined space. His hold on my cock increased, making me want to cry out with need and frustration.
“There will be more rules, since it’s obvious you need them,” Mr. Karenina announced. “From this day forward, you won’t touch yourself without my permission. You won’t masturbate. You won’t come at all without my approval.”
I groaned with disbelief. But there was no point in arguing with him, was there? I could promise Mr. Karenina anything. After all, he couldn’t tell what I did late at night with my catalogs…
Mr. Karenina smiled a little, darkly, as if he were reading my nasty thoughts. “You won’t cheat, Daniel. Do you know that the volume and force of a man’s ejaculate can be determined by how frequently he comes? The longer you wait, the greater the experience. Some men even ‘save it up,’ as it were, for a special occasion, which is what we’re going to have to do with you.”
I felt a surge of anger. “You mean I can’t do anything without asking you?”
“That’s correct. If you want to come, you’ll need to ask my permission first. And I’ll know if you’ve cheated, so don’t bother lying to me. On our next encounter, you’d better be spectacular.” He licked his lips in a deliberately lascivious manner. “Turn over. I want you on your hands and knees with your ass up.”
He released his hold on my cock so I could turn over on the seat. I lowered my head a little and arched my back. Apparently not enough for his liking, because he covered me with his body and forced my head further down, which forced my ass a little higher. His suit rubbed against the tender skin of my bare back and the hardness of his cock pressed against my ass through his trousers. “It’s obvious you need a great deal of training to become a proper courtier,” Mr. Karenina said. “Luckily, I’m very good at training. I’m very patient, Daniel, though not very tolerant of willfulness.”
My heart continued to hammer my ribs so hard it hurt. “Please…” I said and heard the rising panic in my voice at being forced into such a vulnerable position.
Mr. Karenina ignored my pleas. He tenderly kissed the shivery place between my shoulder blades. “I’m going to fuck you, Daniel,” he told me, his voice sounding both sharp and hoarse at the same time. “I’m going to fuck that virgin ass of yours until you understand what it means to belong to your gentleman, and you’re going to submit to it like the sweet little bitch you are. You’re even going to enjoy it, but you’re not going to come until I say. Do you understand?”
I whimpered and made a skittish attempt to move, but he held me down. He was so much stronger than he looked. I forced a “Yes,” out of my mouth, but the sound of my voice had changed. The sound I made was little more than a panicky whisper.
“You’re my courtier, Daniel, mine to train, mine to play with. Do you understand?”
“Yes,” I answered.
“That means your cock and balls, even your virgin hole, belong to me. They are no longer your exclusive domain. Do you understand?”
“Yes.”
“Very good,” he said as he stroked and kneaded my ass. He forced my legs apart and reached under me, fondling me roughly between the legs. His other hand moved to my crack and he teased me there until I found myself gasping at the sensation. No fantasy I’d ever had about Simon could have prepared me for the reality of what he was doing to me. He milked my cock until his hand was slippery with my pre-cum. Then he shoved two fingers up my ass.
I cried out in response, and it was only the pressure of his body that kept me from springing off the seat. He worked me wider, adding a third finger, while his other hand squeezed my cock until I stopped struggling to escape him. Gradually, I started rocking against his hand, whimpering at the pressure of his fingers in my ass and the fierce grip he had on my cock. I was painfully hard now, and when he added a fourth finger to my ass I finally lost control and, despite the hold he had on me, my come jetted out over the seat beneath me.
Mr. Karenina stopped finger fucking me and slapped my ass so hard I cried out in pain. To my extreme humiliation, I spurted onto the seats again. “You came,” he said with grave disappointment. “I told you not to come until I tell you, Daniel.” His hand traveled up my spine and neck and he grabbed the back of my hair, hard, and pushed my face down into my own spunk. “Lick it up, Daniel. And you’ll lick up every drop you spill without my permission from this day forward.”
I whimpered at his rough treatment but I still licked it up, my tongue scraping across the suede of the seat. Then he made me lick the upholstery until the stain was almost gone.
Meanwhile, I heard Mr. Karenina unzipping his trousers and ripping open a condom. The realization of what was about to happen to me finally broke my pride. I started to beg again, but he sank his fingers into the bones of my hips to steady me. He rubbed his cock against my back and ass. I looked into the opaque, mirror-like luster of the tinted window and saw him. I saw how big he was. I couldn’t imagine something like that going inside of me
. I started to protest, but without warning, he shoved the head of his cock deep into my hole. I cried out, partly from pain but mostly from surprise.
Then my brain seemed to switch off and I suddenly became all animal instinct. I thrust back against him and groaned as I took him an inch at a time. I dug my fingers deep into the upholstery to better anchor myself and wondered what Sheri would think if she saw me now, grunting and panting like some animal in heat, my ass in the air as this gorgeous man fucked it hard. She wouldn’t think I was so shy or country mouse then.
Mr. Karenina buried himself to the hilt inside me, then stopped to allow my body to acclimate itself to his size and girth. He leaned against my back and whispered soothing words into my ear. I relaxed around him as my body slowly submitted to his penetration. Then he started working in and out of me in a slow, erotic rhythm. His balls rubbed against my ass and I groaned and buried my face against the suede of the seat as he touched me inside so intimately. His one hand kept a solid hold on my cock while his other slid against my sweating stomach, keeping me on my shaky knees and at the angle he needed to penetrate me deep. “There’s my good boy,” he whispered like I was a pet who had pleased him. “You’re so beautifully tight and submissive, Daniel…my boy…my courtier.”
I concentrated on the sound of his voice, his groans of satisfaction, and the almost comforting feeling of him thrusting and bucking gently inside me. He was big, but he was also fat, which I discovered counted for more.
I moaned as he fucked me slow and hard. He answered me with a low growl of pleasure. I realized he was enjoying this as much as I was. I bucked forward into his hand and then backwards onto his cock. That dragged an even greater cry of pleasure out of his throat. I wondered if sex was better for him than for a normal person, if he could somehow feel more than a person with sight. I knew he could smell more, probably hear better than the average person, and I’d seen him savor his food with a gusto that most normal people didn’t have. I shuddered, suddenly finding it very hard to breathe as I matched his thrusts with my own, following the rhythm he had set down. The pleasure built and built inside me, expanding and filling me like a powerful electrical charge, and I decided I wanted this to go on forever.