It had started innocently enough. I was married, unhappily. I had started going to the internet to get my rocks off, about the time that stories and pictures started appearing on listservs. I began to get a little more into it once I realized I could download short, grainy 15 second movies. They were all pretty vanilla in the beginning. But eventually I began to seek out things that existed only in my mind - fantasies I wanted to experience. And soon, I was looking at gay porn.
I had experimented a bit in high school and college. There was the childhood friend who, on a sleepover and after some stolen wine, got me to suck his dick, and tried to fuck me. It was a non-experience for the most part, but my interest was piqued. In all of the college years while I was dating, I tried meeting guys a few times. One guy even let me fuck him. But I definitely classified myself as "straight with mild bi tendencies."
But here I was in my mid-30's getting off to gay porn. Pretty soon, chat rooms became the rage, and I would go in once a week and have a solo chat with another guy about what we would do to each other. I even got brave enough to have a phone chat with a couple of these guys.
Then, "BusinessTraveler" showed up in a chat room. We began to chat, and it was great. I jacked off slowly as he told me about his fantasy of having a rendezvous on one of his business trips. I nervously asked him if he wanted to talk on the phone, and he said yes. I gave him my number, my heart pounding and moved to the bedroom to wait. When the phone rang, I almost jumped out of my skin. His voice was soothing and deep, and we talked for several minutes before I shot my load. We agreed to meet up again in the chat room next chance we had.
When we next ran into each other, he said that he traveled several times a month to L.A., and told me of his fantasy of having someone meet him in his hotel room. My heart skipped as he said that he would be leaving for L.A. tomorrow. "I live in L.A.", I told him. The chat room screen stayed blank for a few seconds, and then came the reply:
"Would you like to meet me?"
"Yes, I would."
"LAX Airport Marriott. Tomorrow night, 7:00. OK?"
"OK."
We confirmed phone numbers, and ended the chat room.
I went through all of the palpitations and adrenaline surges one can handle in the next 24 hours. I told my wife I was going to meet some friends for basketball and beers and wouldn't be home until late, and hopped into my car and onto the freeway.
I could barely contain my nerves as I got closer, and pulled into the parking lot of the hotel. Once in the lobby, I dialed his number. "Hello?" he said.
"It's me... I'm in the lobby."
Long silence.
"I'm in room 932. The door will be unlocked."
I moved toward the elevator, but my hands were shaking so bad, I could barely press the "up" button. Floor 2, 3, 4... 9.
I stepped out, knowing that this would be unlike any of those earlier times - this was a real man, a stranger, and would be full into everything.
I reached the room, and the door was slightly ajar. I lightly knocked and pushed on it a bit. I heard his voice say, "come in", and I pushed the door open. He was in the room, standing in a t-shirt and boxer shorts. Tall, black hair, very handsome. He looked to be about 4-5 years younger than me.
I stepped into the room and murmured some inanity about traffic, but then our eyes locked. I then said, "so we're really going to do this."
"Yes, I think so."
"How should we start?"
"Maybe a kiss?"
I stepped toward him slowly, and got close enough to reach out to his arm, touching the hairs on his arm. He reached up and touched my face, causing my eyes to close and my knees to damn near buckle.
I opened my eyes and stepped closer, put my arm around his back. He leaned in, and we kissed. The first kiss was electric, and soon his tongue snaked out and found its way into my mouth.
I knew what I wanted to do, as I had been thinking about it since the day before. So I broke the kiss and immediately sank to my knees in front of him. I looked up at his eyes as I reached my hand to the front of his boxers and felt his growing cock through the light fabric. I looked down to see the shape of a gorgeous 7" cock poking the cotton. Not wanting to make him wait any longer, I grabbed the waist band and pulled the boxers slowly down until the cock sprang out. It was gorgeous.
I stroked it lightly, and then licked the head and shaft before putting the head in my mouth. He moaned with delight, and I looked up at him and smiled with my eyes.
One thing I learned quickly in my earlier experiences in HS and college was that I somehow knew how to take a cock down my throat without gagging. It was one of the things I wondered as I ventured back into thoughts of man on man sex, if I could still do it. I decided I needed to know.
I opened the back of my throat and gently pushed his cock farther back until it touched the back. Once I was sure I wouldn't gag, I took him down. After a times, his pubic hairs were tickling my nose, and he was groaning.
But there was one other thing I wanted to know since those early experiences - what it would feel like to truly get fucked. That early experience had ended too soon when my buddy decided he was too afraid of hurting me. I always regretted not telling him to continue.
So I stood up and kissed my new friend passionately, then looked him in the eye, and said, "I have never been fucked, and I would like you to be the first one." He grabbed the back of my neck and kissed me so deep, I thought his tongue would burst through the back of my head.
We quickly took off all of our clothes, and laid down on his hotel bed, kissing and rolling around as if we had never touched another human. He got up and went to his bag and grabbed a small bottle of lube and set it on the nightstand.
I laid on my back, and he grabbed my ankles, throwing them over his shoulders. He then bent down and began to lick all around my hole. He grabbed the lube, squirted some on his fingers, and began to insert one, then two. I had played with things in my ass before, but this was different. It was invasive, out of my control - totally fucking hot. Eventually, three fingers found their way in... and then they were gone.
I had closed my eyes during the rimming, and I now opened them to see him on his knees, pouring lube all over his cock. The sight of it now seemed much larger than it did when it was in my face, heading down my throat. Now it seemed huge, a monster bent on destroying me.
He leaned down on one arm, grabbed his cock and rubbed it up and down my crack. I looked into his eyes as he settled on my asshole, and began to lean forward.
At first, it felt like he was just pushing me with his cock, like nothing would give way to him. Then, the lube began to do its magic, and his cock caused my hole to open ever so slightly. He paused for a moment, sensing the give. But he did not relinquish the ground he had already taken.
I noticed for the first time that his eyes were blue, and I was looking into them as he began to lean again. And just as I thought his dick wouldn't go any further, that the pain would build to something unbearable, it happened.
His cock slid a good three inches into me in about two seconds. I gasped at the sensation, which was now flooding my entire body. It was indescribable, full and warm and terrifying all at the same time. I was here, in a strange hotel room, with a strange man that I had only met 30 minutes or so earlier, and he was about to fuck me like a ragdoll. The look on his face was one of contentment, and a little bit of power.
He asked if I was OK, and I nodded. He pushed a little further, and there was another slight give. Then he slowly began to pull out until only the head was left inside. My eyes rolled back in my head and I moaned a deep guttural moan that was all animal.
As he pushed back in this time, a little faster now, I felt his balls and knew it was all over: I was his at this moment to use for his pleasure, and I loved it.
He began slow steady strokes, and every one was a jolt of pleasure to my prostate. My cock had been hard since I started sucking him off, and the added friction of his belly rubbing across it told me that I wouldn't last long, even without touching it. So I grabbed his shoulders, his arms, put my arm around his back, grabbed his ass... I touched him every way I could while he began to fuck me even harder. I was not just getting fucked,.. in the ass,... I was experiencing a man in a way I never had before. I got lost in his body, in his muscles and his eyes and his hair.
...and his cock, pounding now into my body. Without warning and with my hands running through his hair, one strong swipe of his dick past my prostate set off my orgasm. It was easily one of the most powerful orgasms I have ever experienced. My body was wracked by waves of intense pleasure as my cock unloaded streams of cum onto my chest.
He saw me cumming and drove his lips down into mine, stifling my moan. We kissed passionately, and as my orgasm and moan subsided, his started. He groaned into my mouth and gave one last violent thrust into my body. Now that it wasn't pistoning in and out of me, I could feel his cock throb as it shot load after load of cum into my body. I felt the warmth and fire in my bowels, and I knew I would never be the same again.
We stayed that way for what seemed like an eternity, kissing gently. His cock finally softened and fell out, and I almost wept for the loss. I could feel searingly warm juices flowing out of my ass onto the bed.
Eventually we got up and showered. I stayed for hours that night before going home. When I left he walked me to the door and kissed me, saying "I'm back in town for business next week. What are you doing?"
I knew exactly what I'd be doing.