This story is intended for those who are over the age of consent and entails details of a true sexual experience. Be warned, and if you are offended by sexual stories, Be GONE!
I am primarily a top kind of guy and it has been nearly two decades since I was penetrated by anybody or anything, which happily works for me. Now having said that, the following story happened to me while on vacation in Oahu a couple of years ago. Waikiki is my favorite place of all to take my trusty binoculars. I never ask for a water view. The ocean view is spectacular, of course, but a City view affords a great view of a couple of thousand rooms. Many of which have naked people in them.
Years ago on my first trip to Oahu, my lover at the time and I did what most tourists do being 27 stories up which is to leave the drapes open. One figures that they are so high up that no one can really see them. Wrong! It was our honeymoon and we lit candles and fucked our brains out. Hell, we practically hung from the chandeliers, and we sucked cock in every conceivable position.
The last night of our first trip to Waikiki, when we were packing to leave, my then lover found the opera glasses that a friend had pressed on him to take. He was looking at the ocean, then at the open air market below our room, and eventually he looked across at one of the nearby hotels.
He was fucking horrified to see that there were people who appeared to be looking at him. It was at that point that we became aware that we were being watched. Or rather, paranoid that we had been watched.
Of course, that immediately appealed to my dark side, and we compromised that night and partially closed the drapes although it is my best guess is that no one saw anything of consequence on our last night of honeymoon love.
But the seed was planted, and you can very well bet that the next time we went that I took my own pair of binoculars with me. Over the years my Ex-lover became accustomed to my wicked ways and didn't mind so much and finally to the point that he found it amusing. He wasn't interested in participating, really, but didn't mind if I sat there scoping it all out. I figured that we paid the price of admission on our first visit.
Since then, I have been to Waikiki many, many times. All of the islands in fact, but Oahu remains my favorite as there is no place on Earth like Waikiki. Okay, now you have the background of what I was leading up to all along...
On our last visit I was doing my scoping just prior to a late afternoon nap. I stood just inside our balcony window and caught sight of this guy in a hot pair of tight swimming trunks. I thought I was hidden from view, but sometime into watching him I became aware that he was aware of me watching.
This has happened a time or two, and mostly it pisses people off. But not always. The guy I was watching walked into his room from the balcony which is called a Lanai, and took those hot red trunks off and stood inside his window and wagged his weenie at me. Of course, I fucking loved it. My heart was pounding in my chest and I could hardly keep the line of vision stable enough to watch him.
He began to hand motion me down to the street. I asked my lover if he was into a three-way with a middle aged guy. He wasn't interested because he likes younger men, but had no problem with me going down to check the guy out. So I did...
During the process of my conversation with my lover I noticed that the guy I was cruising had walked down to the street. I motioned to him and headed for the elevator. By the time I got down there he was no where in sight. So I waited. I smoked a couple of cigs and finally went from the corner to across the street to look up. There he was on his Lanai. I waved and he motioned me, and a few minutes later I was shaking his hand making his acquaintance.
The guy was a fine figure of a man who had a stocky build, was a bit balding on the top (which is a huge turn-on to me) and a pair of the most gorgeous blue eyes you ever saw. He invited me up to his room and in a few minutes we were behind his door kissing like long lost lovers. Man, he was a great kisser! And I loved the way he touched me. Strong and gentle, and his body moved upon mine like it owned it.
I was a bit taken back by that feeling being that it had been many, many years since I had been with anyone but my lover. It felt wonderful, if strange, and I loved it.
The guy was a real seducer, too. He told me how he watched me watching him. How after the many times he had been to Waikiki, that this was his lucky day. Well, needless to say, words like that flow like honey upon the senses, and soon we were both stripped naked and laying upon his bed.
He was a talker and was telling me all the right stuff to get my engine humming. Funny, though, when I first saw him naked it appeared that he had a smallish cock, but as time went on and the level of excitement grew, that chunk of beef grew to incredible proportions. And the monster was extra thick which was at once intimidating but exciting as well. I loved his dirty talk and that Aussie began to rock my senses with the pure delicious filthy trash talk that was coming out of his mouth.
He said that what he wanted to do is fuck me, but neither of us had rubbers or lube, so we settled into each other with one of those mind-blowing 69's.
You know the kind, the ones where the line between self and the other becomes blurry. He was a moaner and as I became attuned to the tonality of his grunts, I found connection with that ancient language of man which tells in emotional tones everything one needs to know in the consummation of a primal moment. We pulled our respective cocks out of the respective mouth and shot off in the face of each other in exactly the same moment. The feeling was incredible and it had me panting. Literally. My body was on fire with desire for the man as he looked at me with my cum all over his handsome face. He said in a tone that is burned into my memories forever... I am going to fuck you one way or another.
As I mentioned at the beginning of this story, I never go into any sexual situation thinking that I am going to be the one to get fucked, but we agreed to meet later that night. In my travel bag I had some lube and a couple of rubbers and he said he knew where to get a bottle of Poppers. The afternoon was coming to a close so I crawled out of his bed and washed his cum and kisses off my face, combed my hair with his brush and got dressed again.
I walked back across the street to my room and found that my lover was taking a nap, so I got into bed and began to wonder about what the night would hold for me and how my lover would feel about me going for a second round. I wondered if I could actually let anyone fuck me again after so many years. My mind raced with that thought as I drifted off into a nice slumber. When we woke up from our nap, we talked it over about what had happened and about the possibility of later that night, and he didn't mind at all if I went back. Which kind of surprised me, but hey, sometimes things work out as they are meant to.
My lover and I went out to eat and enjoyed our last evening in the city until my lover was tired and wanted to go back to the condo.
My Ex is one who retires early so about 10:30 p.m. when he was in bed asleep, I went out on the Lanai and looked over and saw that the Aussie Stud was out on his balcony. We waived and he pointed to the street. I grabbed the supplies for the evening which included the lube, rubbers and the rest of the Mai-Tal in a bottle and walked over to his hotel. He met me at the corner and the spirit of sexual tension was immediate. The look of desire and lust in his eyes made me shiver inside. It was like a Joe Gage dream happening right then, right there. Once we got to his room we poured a drink and sat on his Lanai.
I love it when one takes a pause before going into something to stop and appreciate the moment and savor the anticipation. The looks exchanged between us were electric. Like I said, he was a seducer and I soon found myself pulled into those blue eyes. The man was a master of foreplay. He knew the secret of anticipation and with his sexy, soft masculine voice he lured me deeper and deeper into wanting him. I told him of my fears of penetration and why. For one thing, his dick was big and its thickness was something to seriously consider for my near virgin asshole. But he promised to gentle (which I have said a thousand times myself), and ultimately, he knew how to ignite the fire of "want to" within me.
The drink worked its magic and the beauty of another Hawaiian evening settled into my being. I found myself not only willing, but wanting. We sat on the Lanai for maybe a half hour or so and finally the electricity between us began to fairly crackle. He got up and extended his hand to me and I took it. He led me into the room and asked me if I wanted to close the drapes. I said "hell no, its time for me to pay back for all the scoping I have done in the past visits", so we left the drapes open and in full sight of about three hundred rooms.
I lay down on the bed and he settled in on top of me and began biting my neck softly. Oh fuck. He found one of the secret buttons -my neck- it felt like he was inhaling my body through his mouth. I reached and pulled his face up so that I could look into his incredible blue eyes. His look of animal lust was almost scary, to be honest. I kissed him fiercely and before I knew it he had me flipped over, kneeling, and was eating my ass with a vengeance.
Godallfuckingmighty, it had been years since anyone had even seen my ass, let alone touched it with their tongue. He slowly tickled my secret flesh with his wet, raspy tongue. My skin crawled and my toes curled. His delicious ministrations went on for a long time. My butthole got so wet that it began to drip. At some point, I let go of any fear, reluctance or sense of taboo and gave in to the moment and began to moan like a shameless whore.
He had me undulating upon his face. His tongue penetrated me deeply and the evil fucker knew how to torture me. I began to beg him to fuck me, but NO, he made me writhe and beg for a good long while. That fucker was so smooth in his approach to me that when the time came to penetrate me that his dick just slid into me in a single push. I jerked up and said "What about the rubbers?" To which he answered" it's on." I looked down at my side and saw the foil pack had been opened at which point, it dawned on me that he had rammed that monster inside me and I hadn't even winced. NO PAIN Whatsoever. Amazing!
We were still for a few moments as we melded together. It felt wonderful to have him inside me. Then he handed me the bottle of poppers and commanded me to take a hit. As the effect of the poppers slid into my senses, he began slowly fuck me. I wish I could describe the incredible feeling that coursed through me as he sunk into me with his cock. In all my life, I had never been fucked like this. Never. It felt so good. So erotic and did I mention, No Pain? It was wonderful. He fucked me in the doggy position on the bed for a while then we scooted off the edge of the bed and he humped my ass kneeling on the floor.
And then me again, on all fours, in front of the window. At that point I was aware enough to recognize the seemingly universal signal of peepers which is turning the lights on and off three or more times. Two different apartments were signaling. Knowing that we were being watched really lit the fire in me and I began to burn like a house on fire and fucked him back with my slithering asshole.
We stood up and I leaned over slightly and he fucked me standing, then again, down with my back on the floor. Jezus, this went on for a long time and with each stroke of his huge dick, I became more and more a fuck-hole to service his need. I reveled in the feeling of being the target of his lust. The man was a fucking voyeur watching me take all that pleasure. This was the first time in my life that anyone ever got that far into my beingness with a sexual act.
Over the years, I have learned to control my orgasm's and on this particular evening in my life, that control gave me the ability to savor each and every stroke of his huge fucking cock without spilling my load. He would take me to a peak and slow down and let me drift down again. Only, each time his delight in being able to carry me like that became more and more evident. He was thrilling in himself to see me revel in his manhood. For the sake of the telling of this story I will just say that he fucked me the first time that evening for well over an hour. We ended up on the bed again with me belly down, flat, and him on top of me.
The feel of his weight on top and his strong arms holding me as he jackhammered my butt took me closer and closer to the edge. He handed me the bottle of poppers, I took a whiff, handed it back and for the first time in my life I came from just being fucked and no hand work. The man was a master cocksman and he had only just begun to quell the screaming bottom within me.
I had a couple of cigarettes on the balcony and we went at it again for a few more hours. The man had incredible sexual stamina and I rode that huge cock the rest of the night. I finally came for a second time sometime around 4:00 a.m. and was hobbling back to the condo just prior to the first rays of sun on the horizon. I took a short nap and woke up a couple of hours later. I made coffee and went out on the balcony to have a cigarette. And who would you guess was waving at me? I stood up turned my back to him and rubbed my sore rump and looked back at him. He was laughing and giving me the high-sign!