Chapter 8: Vegas Meet
After a rough night at the tables, I decided to check the local sex sites and see if anything caught my eye. As I was scanning craigslist, there was a posting that instantly caught my eye. It said, "On holiday with parents, interested in having a 'what happens in Vegas, stays in Vegas' experience. I'm open to oral, anal, pretty much anything, never done this before. Nineteen, wm, 5" cock, 5 feet 10 inches tall, slender build."
I replied to the ad, really expecting him to be taken, or it to be a fake ad. About five minutes later he replied. We exchanged two emails, one with pics and one with details of what we might do. It was almost 10:00pm, and his parents were heading to a late dinner and show. He would be free at 10:30. He was only two hotels away, so we decided he would come to me.
Just to remind you, I'm 35, very nice looking, six foot about 200lbs, decent shape, with a seven inch curved, shaved smooth cut cock. I quickly showered and then waited to see if this was a jerk or a real deal.
At 10:45 there was a knock on my door. I opened it to find exactly what he had described. He was five ten, maybe 120lbs, fare skinned, with light brown hair, not a freckle or pimple or sign of a whisker on his face. I invited him in and found his name to be Tommy. He was vacationing here from London, though he was American and had no British accent. We talked for a few minutes and he explained that he had always had homosexual thoughts and desires, but had yet to act on anything. He said his school friends would never have understood this desire to experiment, so he's kept it to himself.
"Tommy," I started, "we can do as much or as little as you want." I added, "You can leave anytime you want."
He smiled, nodded and said, "I want to, well, just to see if I, well, you know, get hard and excited with a guy."
I grinned and said, "well, first we need to probably get naked." With that, I pulled off my t-shirt, and dropped my shorts to the floor. I wasn't wearing anything else and now stood before this young guy with nothing but a smile and a growing erection.
He swallowed hard and I could see a small tent rising in his baggy shorts. I walked towards him and had him stand up. I then grasped the bottom of his t-shirt and pulled it over his head, tossing it on the chair behind him. As I did this, he was kicking off his sandals. I reached for his shorts, my cock at full staff now, and gave them a gentle tug and they slipped right past his very thin hips and dropped them to the floor. He stepped out of them, kicking them near his sandals. He was left in just his tighty whities and a definite erect cock that was clearly outlined under the underwear that seemed to be one size too small. I hooked my thumbs under the waistband and slid them down over his skinny legs, his five inch cock bouncing free.
His cock hair was very sparse and only in a small patch above the shaft. His cock was slender, five inches, with a cute set of tiny balls nestled close to his body.
"Well, you seem to like things so far," I said, reaching for his erection and slowly stroking it a few times.
"OOOHHHHH! I gotta tell you I cum quick, but I recover quick too! Sometimes I can jerk off five or six times a night." His breathing was shallow and fast.
I released his cock, took his hand and placed it on my cock. He wrapped his small hand around it and started to slowly move his hand back and forth. He went slowly and stared open-mouthed as he stroked it up and down the full length. I moved closer, turned his face up towards me and moved in and placed my open mouth over his, stabbing at his tongue and swirling my tongue in his mouth. He responded by releasing my cock and wrapping his arms around my waist, pulling me closer to him, his tongue swirling against my own.
I ran my hands down his back and across his ass cheeks, he squirmed and I felt the warmth of his juices shooting against my crotch and leg. He had cum! I kept rubbing his butt until he stopped cumming, then I broke the kiss and pushed him back towards the bed. There was a large deposit of cum oozing down my thigh.
"I'm sorry," he said, "I was so turned on I couldn't help it!"
I just smiled and said, "Not a problem at all!" I then scooped the dripping cum up into my hand and leaned over to him, presenting my hand full of cum, "You now need to try tasting this."
He stuck his tongue out and licked at his load lightly. "No, that won't do, just open your mouth," I instructed.
He did, and I took my hand, tilting it to pour the cum into his mouth, then pressed my hand against his mouth. I felt his tongue licking my palm and new that it was empty. He swallowed his cum and smiled up at me.
"That wasn't bad at all," he said. His cock was still at full staff, a small drop of cum sitting on the tip.
"Now you have to try it from the source," I said. I climbed onto the bed, sliding his slender body down to where I was almost sitting on his tiny chest. I leaned forward, cock in hand and pressed it against his lips. He opened wide and took my cock head into his warm mouth. He began to swirl his tongue around the head, licking the tip and sucking lightly.
"Very good, Tommy" I said, reassuring him, "but time for more," I then pushed several inches into his mouth. He gagged, but seemed to recover, so I pushed forward even more, causing him to gag again and cough up a large amount of spit, which ran down his cheeks. I pushed harder again, him gagging again, coughing up more spit. Soon the bed was soaked on both sides of his head as he continued to gag, coughing up more and more spit, tears running out of his eyes. The way I was sitting on him, he couldn't use his arms to move me, nor could he get my cock out of his throat.
I finally eased up and bit, just having the tip in his mouth, "Very good job Tommy!" you want to catch your breath now?" He nodded, "Okay, now that you can breathe again, I want you to put your hands on my ass and squeeze it, tease it, rub it, understand?"
He began fondling my ass, squeezing the cheeks and I leaned forward, pressing my cock back into his warm mouth. He tried swallowing, which caused my cock to slip further down his throat. His hands clamped down hard on my ass, his nails digging into my flesh. He started to gag again, a flood of his spit seeping out around my cock. I pulled out a bit, felt his hands relax, then dove back in, raising up on him, forcing more and more of my cock down his throat. His hands were once again digging deeply into my ass cheeks. I felt my head slip past his gag reflex and he began breathing easily through his nose. His hands relaxed as I eased the rest of my cock down his throat. I felt his nose touch my shaved pubic area and his hands were now gently rubbing and lightly squeezing my cheeks.
I slowly fucked his throat, pulling a couple of inches out, then slipping them back in. He began to moan around my cock, which added to the incredible feeling I already had.