The other realization was that I was prepared, at least mentally, to give myself to him completely, wherever that might lead. I’d have to work on the deep throat aspect and swallowing his cum which I really wanted to do for some strange reason.
The one thing we hadn’t done, I wasn’t sure of. I knew he wanted to fuck me in the ass and that sort of bothered me. I’d heard from some of the women that it hurt like hell at first but that it was very satisfying in the end. (Poor choice of words, I suppose.)
I couldn’t get the size of his cock out of my head, fantasizing about how it would feel going in and once he was deep inside of me. How aggressive would he be? Would he take it slow, at least for the first time? Could that big cock fit all the way into me or would he have to be careful not to go too deep? Would he come in my ass? Would he use a condom? So many questions.
I jumped at the sound of my phone but quickly dug it out of my pocket to flip it open. He said to wait fifteen or twenty minutes before returning and that he would have breakfast waiting.
“If you’d rather not, I’ll understand,” he said. “Just tell me so I won’t expect you.”
“I’ll be there,” I said.
I took a deep breath and headed for the car, knowing that I had committed to going all the way and I felt somehow relieved to be able to say tha even if I was just talking to myself.
When I reached his room, the door was not locked so I slipped in, locking it behind me. He was waiting for me, wearing a white robe with his cock protruding from the front, inviting me to take him deep. Instead, he smiled and led me out on the balcony where our breakfast waited.
“You can’t eat in this restaurant looking like that? he said, handing me a robe.
I started to go in to change but he held me back. “I want to watch you strip,” he said.
“Out here out here on the balcony?” I asked, amazed that he would ask for such a thing.
“Right here,” he affirmed, and I want a good show.”
I shook my head, but before he could say anything else, I walked over to stand in front of him. “If you want me naked, you’ll have to strip me,”
He smiled and pulled me close to him. “If that’s the way you want it.” he said, as he turned me so I was facing away from him.
Reaching around me, he loosened my belt, a simple act that might seem innocuous in itself but knowing the ultimate outcome sent my already sexually charged mind into hyper-drive. By the time my slacks dropped around my ankles, my cock was rock hard and my body was doing strange things. I felt my balls tense and, my ass hole flex as this strange feeling, like a charge of electricity moved over me . A few minutes earlier I didn’t want him to undress me where someone could watch but now I just wanted him to fuck me wherever and whenever, no matter who was watching.
That was not going to happen, however as he took his time stripping me, making sure to make frequent contact with my cock and balls. I was almost ready to scream by the time I stood in front of him, naked and wanting. I tried to take his cock in my hands but he fended me off, dropping his robe before finally sitting down. His smile was so evil but he calmly poured some juice and motioned for me to sit down and eat.
My hands shook almost uncontrollably as I forced the food down while he pointed out places from where anyone with decent eyesight could see us. I no longer cared and, in fact, I think knowing that made it even more erotic. When he finally dabbed at his lips with the napkin before sliding the chair back, I was more than just accepting, I was ready and needing him.
He motioned for me to come near him and when I got there, he put his hands on my hips and looked into my eyes.
“Robby,” he said, “we both know what I want and what I intend to do but the question is, what do you want me to do?”
“Whatever you want,” I said. “All I ask is that you be patient and gentle at least at first, and that you try not to hurt me.”
“I have no intention of hurting you,” he said. “but I do intend to possess you completely.”
“I know,” I said, “and I want that too, or at least I think I do.”
He smiled and got up to lead me into the bathroom where a large plastic bag with a long tube was hanging from the shower door. Filling it with warm water he attached a long nozzle to it and motioned me into the shower.
“This may or may not be a pleasant experience for you,” he said, “but it has to happen before we go any further.”
He bent me over and pushed the nozzle completely into my ass until I felt two of his fingers inside me as well. The next thing I knew, warm water poured into me until I felt like I’d explode.
“Hold that for as long as you can,” he said, as he re-filled the bag.
When it became apparent that I desperately needed to release it, he continued to hold me down, turning me until I was almost facing the doors.
“You can let it go now,” he said, as he turned on the shower, moving the head to where it sprayed on the back wall.
I sprayed the brown fluid over the wall, letting it run down the wall and into the tub where it poured down the drain. When I finally stopped, he put the nozzle back in and once again filled me to the brim to repeat the whole process only now the fluid was almost clear at the end.I knew it was an enema of course, but I’d never had one before.
He cleaned me up and led me to the bed where he got into a sixty-nine with me. He brought me to two very satisfying climaxes but wouldn’t let me get him close at all and I knew the reason for that. After sucking me dry, he rolled me over to push his finger deep into my ass, adding a second without slowing the deep strokes. Reaching into the bedside table, he pulled out a cone shaped toy about six inches long and three inches around, with four distinct steps in the cone. After drizzling some lube on my hole, he began working the toy into me to stretch me open before fucking me.
Holding it in, he led me onto the balcony, waddling like a pregnant goose, so the whole world could see me give my anal virginity to this man with the nine inch cock, but I could hardly wait to feel him enter me for the very first time.
I had assumed he would take me from behind, since that was the only position I’d seen gay men being fucked in, but instead, he put me on my back on top of the table, where he raised my legs high over my head before pulling the toy from my ass with his teeth. Dropping it to the floor, he licked my ass several times, then placed the head of that magnificent cock against the opening. There was a slight tinge of pain shortly after he entered me but thanks to the use of the training toy, it didn’t hurt when he first pushed it in. I grunted several times as he pressed forward, hesitated, backed out and went deeper, forcing my rectum to open to the intrusion.. I felt every inch of him inside me and wanted him deeper. Eventually, his balls pressed against my ass cheeks and I knew he was completely in.
Starting with long, slow strokes he slowly picked up speed with shorter strokes, slowing occasionally to allow for longer strokes. As my body became used to him fucking me, the experience got better and better and the feelings became more and more desirable. As he drew nearer his climax, he became more aggressive, driving harder and deeper into me with every stroke until, with a series of body slamming strokes, he exploded deep in my ass. For the first time in my life I’d had a gay lover take me to the limit.