This is my third story, a chance encounter before meeting the beautiful black man I would settle in to gratifying exclusively for a wonderful couple of years. My next stories will be of him, and some new things he introduced me to. But I wanted to squeeze this one in. It was a onetime thing but it was great fun!
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This is the story of a man whose interest in oral sex had grown to an obsession with the perfect blowjob that he had never quite found despite his wealth and access to women, and to those who did such things professionally. He owned me for a night, and I'd like to think I was the one who finally satisfied his perfect fantasy.
As a submissive oral servant to men, I'm attracted to mature men who are not afraid to instruct and guide me as I surrender myself to their control. So far, I've never had a single unpleasant moment or had to tell a man to stop anything he was doing. Most "taking control" has been in the form of men instructing me with commands like "Put your tongue here" or "Lick my balls" or "Get on your knees for me", "Open your mouth", "Swallow my cum", etc. I submit with intense pleasure as they guide my head, face fuck me, cum all over my face, jack off in my open mouth and on my tongue, and assume any position they desire to put me in. There seems to be no end to the variety of ways a man will lose his inhibitions once he realizes my submissive oral persona is his to do with as he pleases.
But in the case of the gentleman in this story, I've never in my life seen anyone so incredibly specific and precise about how he wanted me to serve at his cock. I had returned from Chicago after quitting a job I knew I would hate. I was still young and fascinated at how older men seemed to be able to spot me a mile away. So I headed for a nearby upscale bar rumored to be frequented by older, more conservative men looking for sex; a bar where I had a fair chance of hooking up with a straight man.
I was small for my age, feminine and had a pleasing, pretty face and a beautiful, sensual mouth. If you're straight, and looking for oral sex, boys like me are much easier to ply then women, and many men seemed to have discovered this.
It didn't take long to receive a proposition from an older man, and I mean a proposition in the true sense. He was tall, some extra padding that I loved about older men, graying but a thick head of short hair with an expensive cut. He was maybe fifty and wearing a suite of cloths that looked to cost what I made in six month. He asked if he could sit at my table and introduced himself only as Jack. I always gave my real name and introduced myself as David. I love to hear a man moan my real name as I suck his cock. We chatted for a while and he asked if I liked older me. That I liked men was apparently obvious to him. Of course I was trying to be easy to spot! I told him that I loved older and was strongly attracted to him the moment I saw him.
"So what do you like to do with older men?" he inquired.
"Only giving head," answered. "And I'm really in to that!"
"That sounds wonderful," he declared. "Do you like me enough to consider treating me to a blow job tonight?"
"I like you enough to consider treating you to a blow job ALL night!" I exclaimed with a smile.
We left the bar and went to his very nice, upscale hotel room. As we settled down with drinks he began to describe what he wanted.
He confessed to me his raging oral fetish. He was a true coinsure of head with an almost pathological ritualistic progression of how he wanted to live out the entire experience. After his vivid descriptions of what he wanted me to do, I found myself incredibly aroused at the prospect of being his "leading boy" in what was an experience he had scripted in his mind over and over, and had never quite found anyone who learned his or her lines to perfection. Since my fetish was a perfect complement to his, I had no hesitation about accommodating his request.
"I'm definitely the right boy for you," I assured him. "I'll do everything exactly as you want me to."
He spoke with the precision and diction of a highly educated gentleman and it was clear he had much to protect. He told me he was married and that no one had ever gratified his fantasy of the perfect blowjob. Though he had used professional call girls he had found them wholly inadequate for his purposes.
"I'm very submissive," I confessed to him. "My pleasure comes from confident, demanding men who are comfortable taking control of me."
"I have one other demand," He stated. "I will pay you five hundred dollars but you must follow my instructions precisely" I had never consider taking money for sex and was not about to start now.
"I don't take money for sex." I answered.
"Don't think of it that way," He replied. "This is not about prostitution; it's about my need to feel as though I own you for the night. It's part of the fantasy for me. Believe me you will earn it. You must take the money. Donate it if you're uncomfortable but I must insist on paying for you. I need to feel as though I have a right to do as I please with you and the money assures that for me."
"Ok, but it's still just oral sex," I clarified. "I'm happy to do anything you want as long as it's limited to oral sex."
"That's exactly what I want from you," He assured me.
"Do you get high?" He asked. "It greatly enhances my pleasure and allows me to stay very close to orgasm for sustained periods, and gives me long powerful orgasm but you need not participate if you do not wish to."
"Are you kidding?" I asked. "I'd love to get stoned with you and your cock!"
We chatted as we loaded and smoked two bowls of some incredibly good stuff. I melted into the best high I'd ever experienced. I was very pleasantly stoned and completely relaxed and comfortable with him.
"I'm ready for my close-up Jack," I said is a sexy feminine voice.
We both laughed. I knew he was going to "direct" me in his own epoch oral production and I was melting into my role as his submissive little cock-sucker.
"I'm ready whenever you want to start," I told him.
He pulled a blue, very expensive looking full-length silk robe from his bag and told me to go change in to it. It had an exotic oriental look and it felt wonderful against my skin, the perfect costume for my role. When I came out of the bathroom the sight of me in the robe seemed to snap him into his fantasy.
He walked over to the bed and removed a pillow. He came over to where I was standing and dropped the pillow between us.
"Go to your knees in front of me," He demanded with a look of serous focus.
Act one had begun and my only responsibility now was to follow my director. I had a wonderful buzz and I found myself pleasantly immersed in this role already so aroused that my breath was shaking and my heart was pounding hard.
He stood a full foot over me. I slowly sank to my knees before him until I was kneeling on the pillow, face slightly below his crotch. He had already removed his shoes and as he pulled off his jacket, his role as director had begun.
"Slowly undo my slacks and take them all the way down," He instructed.
I unhooked the clasp of his belt, unbuttoned his slacks and pulled his zipper down. Just the sound of his zipper sent a shiver through me. I ran my hands around the inside of the waist band and began working his pants off his hips until they were loose enough to drop to the floor. As I did this, he removed his tie never taking his eyes from me, then slowly removed cuff links, removed his shirt to reveal his full, masculine hairy, upper body. I feasted on him standing over me naked except for a pair of white cotton briefs. He was beautiful. His thick legs were strong and covered in dark hair. He had a bear-man build, a nice middle aged belly that I loved and his upper body and forearms were also covered with dark hair, just a little gray here and there. I leveled my eyes and face to his crotch and saw that his briefs were filled with a well-defined cock and balls; a bulging, full lump of flesh not yet erect.
"Now, put your hands on my hips and just start teasing me through my underwear with your face and mouth."