First Encounters

By Twonight

Published on Nov 21, 2023

Gay

Before I get into this story, I would like to cover an administrative detail. Many of my readers have been unable to locate my other stories. The following is a list of the story titles and they can all be found under Prolific Authors / Twonight:

Black Dorm World's Hottest T-Girl The Awakening Star Cruiser The Inmate Shocking Encounter Olympiad Turning 18 The Gamblers The Realtors The Kidnapping The Fluffer First Encounters

Please send feedback to twonight@excite.com. I really enjoy hearing about your first sexual encounter so tell me about it.

As I mentioned above, I really like to hear about my readers' first sexual encounters. I have gotten a lot of great stories. Although I can't vouch for the validity of them, I decided to share a few of them with others, with the names changed and no references which would reveal anyone's identity.

Ok, on with the story:

Peter's first encounter:

David was an intern for a major corporation in San Francisco, working the summer in their legal department. One Friday afternoon, Peter left in a hurry and forgot his Ipod, leaving it on his desk outside his bosses office. On Saturday, he realized what had happened and stopped by the office to pick it up. None of the staff ever worked on Saturdays so he didn't expect to run into anyone. When he stopped by his desk, he was relieved to find his Ipod, still sitting where he had left it. As he grabbed it and turned to leave, he heard a faint noise coming from his bosses office. It sounded like panting and moaning and Peter was intrigued. His bosses office had a window by the door but the door was closed and the curtain was drawn over the window.

Peter placed his ear to the door and heard the unmistakable sounds of fucking. He was really curious, but couldn't tell from the sounds who was fucking whom. He moved to the window and noticed a small gap in the curtain. He positioned his eye where he could see through the crack, but could only see his boss Scott's naked ass thrusting to and fro as he humped someone from behind. The sights and sounds were getting Peter really horny and the curiousity was driving him crazy. He began to rub his cock as it stiffened in his briefs. About that time, Scott changed positions, revealing two amazing sights. The first was his thick nine-inch schlong and the second was the identity of the person he was fucking. It was his other intern, Hal!

Peter was stunned to see Hal assume a new position on his back as Scott reinserted his big dick deep in his ass. Hal's ass was taking quite a pounding as Scott thrust his huge meat like a piledriver deeper and deeper into the depths of his rectum. By now, Peter had pulled out his cock and was stroking it as he watched Hal get his butt reamed good. Suddenly Peter felt a hand grip his cock and stroke it. He spun around to find that his cock was in the grasp of one of the firm's senior partners, Craig.

"You seem intrigued by all of this Peter," he said. "Turn around and watch some more."

Peter could not manage a response. He just turned around and began to watch Scott fucking Hal again. When he did, Craig began to stroke Peter's cock and rub his own cock against Peter's ass. Peter was incredibly aroused be all of this but feared where it was leading. Finally, Craig opened the door and stuck his head inside. Peter expected Scott to freak out, but he laughed and invited Craig to join them.

"I believe I will," Craig said. "I hope you don't mind, but I brought a friend."

With that, he pulled me inside by my cock.

"Alright Peter!," Hal said. "Nice cock Bro'. Bring it over here."

Peter did as he was told and Hal took Peter's cock into his mouth as Scott renewed his assault on Hal's ass. Craig pulled out some lube and began to lube his dick and Scott's ass. Scott stopped fucking Hal long enough to let Craig insert his cock up his ass. Then Scott began fucking Hal again as Craig did the same to him. Peter's cock was hard as a rock, getting sucked by Hal as he watched this incredibly erotic sandwich fuck. Peter had always had an interest in men and had noticed the bulge in Scott's pants many times. He was staring at that hot dick as it moved in and out of Hal's ass and wondering what it would be like to feel it inside his own ass. It didn't take long to find out.

Scott noticed Peter's focus on his dick and laughed. "You've been staring at my cock since the day you got here Peter. Would you like to suck it, or would you rather try it in another orifice?" Peter was speechless at first, but finally managed to whisper, "I want it in my ass."

"Well Ok then," Scott replied. "Let's expand this chain. Lube up and stick your cock up Hal's butt. He gets pissy when he doesn't have a cock in his horny little butt."

Peter eagerly inserted his cock in Hal's welcoming hole. Hal moaned and thanked Peter for giving him a taste of his dick. Peter was overcome by the incredible sensations that Hal's ass was providing. He began to pump him faster and the feeling got even stronger. His first taste of topping was quickly interrupted by Scott's lubed finger pressing its way into his ass to prepare him for his first taste of bottoming. The feeling was intense but nor unpleasant. Peter had a dildo at home that he had practiced with, although Scott's meat was bigger. After lubing Peter good and stretching his ass a bit, Scott placed his cockhead against Peter's ass and pushed forward. After several attempts, his cock finally broke through the tight sphincter of Peter's hot hole. Peter gasped as Scott forced about half of his huge cock up his butt. This was deinitely bigger than his dildo.

Scott took it slow and easy and eventually he had all nine inches of thick cock buried in Peter's ass. He began a slow, steady fucking motion, causing Peter's cock to resume fucking Hal's hot butt. Craig resumed his anal asault on Scott's butt, completing the chain of man-to-man fucking. Peter reached down and began to stroke Hal's dick as the three fuckers humped the source of their pleasure. Peter was amazed at how quickly this had all taken place. A few minutes ago he had never touched a man. Now, he had been stroked and sucked and was simultaneously fucking and being fucked by a man.

Peter was finally overcome and blasted his load up Hal's butt, prompting Hal to shoot a load on Peter's chest. After that, all of the guy's took a turn fucking Peter, each leaving a hot load of sperm deep in his butt. Peter could hardly walk when he left, but finally managed to stagger out with Hal, leaving Scott still fucking Craig's tight ass. Hal and Peter hit the town for a while then returned to Hal's place where they spent the night swapping fucks and eating each other's cum.

After that, not a day went by that Scott or Craig didn't have Peter into their office for a good fucking. He constantly had cum dripping from his ass. Several times, they both fucked him in the same day. Eventually, another Senior Partner, Josh got in on the act and Peter started servicing him regularly as well. Josh preferred getting blown and shooting his load in Peter's mouth. Peter frequently went to lunch with Hal and they often walked out with cum dripping from their asses and each with the taste of cum in their mouth.

As always, send comments to twonight@excite.com. Check out my other fiction stories, Olympiad, The Gamblers, Black Dorm, The Awakening, The Inmate, Turning 18, The Gambler, The Realtors, The Kidnapping, The Fluffer, and Star Cruiser - and my nonfiction Shocking Encounter and Tess' story - World's Hottest T-Girl.

Next: Chapter 4


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