Charlie McDermott part 11
Usual disclaimers apply. I don't know anyone listed here or have knowledge of their activities. This is a total work of fiction. I welcome your Comments. Chubbyboyinbama@yahoo.com
Charlie was always nervous to meet a new "friend." Nolan Gould had become his best fuck bud and he knew he could trust Nolan to be discreet. Nolan had grown into quite the slut, but there was no shame in that. When they were both in town, the new normal was for Nolan to suggest they meet up to play together with some hot young guy that Nolan knew. Charlie and Nolan routinely ended up fucking both ends of a different hot guy every time they met.
But Nolan had said the guy they were going to meet tonight was special. He said that this guy "did TV" which meant "famous" to Charlie. That wouldn't be new. Charlie and Nolan had fooled around with their fair share of celebrities. But Nolan kept teasing Charlie by not telling him the guy's name. Nolan also said that this guy was really new to gay sex, so they would have to take it easy. This also wasn't new to Charlie and Nolan. But upon pressing, Nolan admitted that he hadn't done much with this guy. Nolan had sucked him off a couple of times, but the guy was eager to try more.
Charlie arrived a Nolan's house before the mystery man, so he enjoyed a beer while Nolan gave Charlie a slow wet blow job on the sofa. The doorbell rang, and Nolan looked up from Charlie's lap with a toothy grin, "Showtime!" Nolan said as he sprung up to get the door. Charlie quickly put his slippery cock away and buttoned his jeans. If this guy was new to all this, Charlie didn't want to greet him with his cock out.
Charlie stood as Nolan opened the door. A tall, slightly built guy stood in the doorway. As he stepped into the living room, Charlie recognized him immediately. The boy smiled as he hugged Nolan genially before stepping past him to extend a hand toward Charlie. The boy didn't seem nervous, so Charlie pretended not to be either. "Hey, I know you!" the boy said, "you are Charlie McDermott from The Middle!" Charlie blushed a little as he took the guys hand and shook, "I know you too, you are Dan Dimaggio from that show with the mean mom? American Housewife?" Charlie said.
Dan smiled, his perfect teeth gleaming at being recognized. "That's me, good to meet you!" Dan moved in and made the handshake a gentle hug, like old friends would exchange. Nolan had said that Dan was nervous, but you sure couldn't tell. Nolan moved in close and joined them, "should we sit?"
Moments later they were all sitting on the huge sectional sofa around the oversized fireplace. Nolan had fetched Dan a beer, which he had opened but not sipped from yet. Charlie, who could feel himself getting red in the face the way he always did when he met a hot young guy that he was attracted to. Nolan sat on the other side of Dan so that he was sandwiched between Charlie and Nolan. Nolan, who could always be counted on to break the ice, began to unfasten his belt as he said, "lets get those dicks out guys." This made Charlie laugh, but as he realized that Nolan was already getting his out, he felt he should do the same. Charlie quickly glanced at Dan to see that he two was already unfastening his pants. Almost simultaneously, the three boys pulled their pants and undies down to the floor and sat back, allowing their cocks and balls to be free.
Charlie dick had been hard the moment the door bell rang, but it had gone semi-erect. Now it was beginning to harden again. Dan, who had seen Nolan's dick before, presumably wanted to check out the new equipment, so his eyes were transfixed on Charlie's hardening dick. Dan hadn't said much since arriving, but he excused a confidence, almost cocky, that made him very attractive. He seemed like his character on American Housewife. "Nice cock, man" Dan said without breaking eye contact with Charlie's now fully hard seven inches. Charlie was feeling less nervous by the minutes.
"You too Dan," Charlie said, nodding toward Dan's crotch. Dan was very slim and his build very slight. His cock was hard from the moment he pulled down his pants. His dick was about 5.5 inches long and thin. Nolan, whose dick was also already hard, reached over and began to gently tug on Dan's dick. Dan was surprised only for a second because he wasn't looking toward Nolan, but he immediately felt at ease. Dan put his hand up the back of Nolan's shirt in an oddly intimate gesture. "Well," Dan said, "it may not be as big as you guys', but I'm not done growing yet." Dan smiled in a way that made Charlie feel a twinge at the base of his cock.
Charlie smiled as he began to slowly jerk himself for Dan to watch. Charlie spoke softly, "So, what have you and Nolan done?" Dan smile and looked at Nolan, "Why don't you show him what we have done?" Nolan grinned again before quickly leaning down into Dan's lap and taking his entire cock into his mouth. Dan, stared Charlie in the eye as Nolan bobbed up and down on Dan's dick. Charlie found this intensely erotic. Dan was very sexual and Charlie was into it. "Nolan says he does this for you all the time?" Dan said as he put his hand on Nolan's head as it bobbed up and down.
"Yeah," Charlie said, gently stroking off. "And other stuff."
Dan smiled again. Charlie was a sucker for a toothy smile. "Yeah, about that other stuff. I'm not sure what all I want to do. Maybe just watch you and Nolan? I definitely don't think I'm ready to be anyone's bottom." Charlie smiled at this. "You don't have to do anything you don't want to do man. No one is gonna pressure you."
Dan chuckled a little, always at ease, but maybe even more so now. "Well in that case.." Dan said as he reached over and grabbed Charlie's cock away from him and began gently tugging it for him. Charlie smiled and spotted over close to make it easier for Dan to play with his cock. Charlie put his arm around Dan while Nolan continued to suck Dan's dick. Dan seemed nervous for maybe the first time since he walked in. "Are you gonna kiss me?" Dan asked. Charlie grinned, "only if you want me to." Dan hesitated for a moment before smiling again and nodding as he quietly said, "yeah".
Charlie leaned in and gently kissed Dan's lips. Dan tasted like mint as Charlie probed gently between his lips. Dan's tongue was still for a moment before reciprocating. Dan pawed at Charlie's cock as Charlie ran his hand up Dan's shirt over his totally smooth but surprisingly toned chest and belly. Charlie gently tugged Dan's nipple and heard a soft grunt muffled by Charlie's own mouth on Dan's. After a minute or two, Dan abruptly pulled away. For a moment Charlie thought he had done something wrong, but instead, Dan pulled Nolan off his cock with both hands. "Just..(catching his breath)...don't want to cum yet." Dan said.
Nolan grinned another huge smile and sat up. Nolan was starting to sweat from exertion so he peeled his shirt off over his head. When Charlie had met Nolan he was a skinny hairless twink. Now he had beefed up and was a full blown hunk. His chest was wide, as were his thighs and biceps. Nolan had been working out and his chest really showed it. A small patch of hair at the center of his chest set it all off. Charlie loved looking at Nolan's naked body. Nolan's dick was rock hard just from sucking off Dan. What a hot piece of ass, Charlie thought.
Following suit, Charlie peeled off Dan's shirt, revealing his smooth and defined chest. Charlie leaned down and took one of Dan's nipples in his mouth. Dan's head rolled back as he groaned, "Oh Fuck!" Charlie had quickly discovered that Dan's nipples were definitely one of his hottest zones. Nolan, picking up on this, took Dan's other nipple in his mouth and the two worked over the groaning, heaving, squirming Dan for what seemed like hours. Eventually, Nolan broke away and began kissing Charlie. They moved up and began kissing Dan too. Nolan panted, "Hey Dan, you want to watch Charlie fuck me?"
Dan didn't look confused or hesitant this time. But he didn't speak, he just nodded in the affirmative. Nolan, in a practiced move that he and Charlie had practiced many many times, quickly lay on his back on the giant ottoman in front of the sofa. Nolan, in a remarkable show of flexibility, placed an elbow under each knee, holding his legs back and spreading his ass wide. Charlie stood, removing his own shirt in the process. Dan marveled at Charlie's chest. Toned. Hairy. Yum. Dan looked confused, "don't you need lube or something?" Charlie smiled, "or something." Charlie then knelt down in front of Nolan's ass and buried his face in it. Nolan moaned quietly as Charlie probed his asshole with his tongue. Dan stood in awe. He couldn't take his eyes off Charlie's head as it bobbed up and down, vigorously rimming Nolan's hole.
"Hey Dan," Nolan said, finally breaking Dan's trance. "Get that dick over here." Dan smiled and stood, stepping over so that he was hovering over Nolan's face. Dan looked down to Nolan's crotch to see Charlie starring at him as he rimmed Nolan's hole. This turned Dan on even more. Moments later, Dan felt Nolan's tongue on the tip of his dick. Then the hot, wet sensation of Nolan's mouth on the shaft of his cock. After several minutes of Charlie's mouth on Nolan's hole, Charlie finally broke away and stood. Dan, who continued to look Charlie in the eye, was more turned on than he had ever been. He knew what was about to happen, but he couldn't believe it. Nolan continued to hold his own legs back, exposing his hole to Charlie. Charlie, in another practiced maneuver, placed the head of his cock (wet with precum) at the edge of Nolan's hole. In one slow thrust, Charlie pushed himself inside of Nolan, sliding in until his balls touched Nolan's ass. Nolan groaned, the sound muffled by Dan's cock in Nolan's mouth. Charlie began long, smooth, slow stroked in and out of Nolan.
Nolan finally pulled Dan's cock out of his mouth and gasped for air. "Oh yeah, fuck!" Nolan spat. Nolan's fat boner bounced gently as Charlie moved in and out of him. Dan was amazed at the sight. Better than any porno he had ever seen. He wondered if....but then he lost his train of thought as Nolan's tongue touched him once more, but not on his cock this time. Nolan's tongue instead probed gently at Dan's virgin hole. Dan took a second to catch on to what was happening. "Wait, I...." but then Dan couldn't protest. The sensation was too intense. Better even than getting his dick sucked. Dan moaned and almost lost his balance, slamming his hands onto Nolan's chest to brace himself. This sent Nolan into overdrive. Nolan grabbed Dan's hips and pulled them into his face, allowing to probe his tongue deeper.
Dan was a bit overwhelmed. He watched Charlie's dick sliding in and out of Nolan's ass. He felt the intense pleasure of Nolan's mouth on his ass. Any last hesitation melted away. He absent-mindedly reached for Nolan's cock. Dan had never sucked a cock before. He wondered if now was the time to try it. He was gently tugging Nolan and contemplating it when Charlie, who was still slowly long dicking Nolan quietly spoke. "You should try sitting on it." Dan looked up at Charlie, hesitant. "I don't know if I am ready for that.....doesn't it hurt?" Dan said quietly.
Charlie smiled. "It might hurt a little at first. But I think you will really like it. Nolan sure does." Charlie said, nodding in Nolan's direction. Charlie never stopped fucking Nolan as he spoke. "Also, riding is the best way for a newbie, because you control it. You don't have to do anything you don't want."
Charlie thought for sure that Dan would chicken out, but after a few more moments, Dan leaned back into a standing position and moved his legs to either side of Nolan, pulling his ass away from Nolan's mouth in the process. He slid down Nolan's torso and, upon reaching his hips, placed a leg on either side of the ottoman so that his feet touched the floor. He stood once more and positioned his ass over Nolan's crotch. Charlie watched with excitement. While he stopped pumping in and out of Nolan, he kept his dick inside him. Dan, seemingly no longer nervous or apprehensive, reached for Nolan's cock with his hand and guided it toward his hole. Nolan's cock was oozing precum and Dan's ass was soaking wet with Nolan's spit. All the lube they needed.
Dan looked once again into Charlie's eye as he guided the tip of Nolan's dick to his own hole and gently began to sit down on it. There was less pressure than one would have thought as Nolan's dick popped inside Dan's hole. Dan's winced, but didn't look away and didn't stop. Nolan had eaten Dan out like a pro, so there was less resistance than normal. Dan tried to sit further, but the angle of him standing with his legs against Nolan's thighs made it difficult.
Seeing this, Charlie stepped back enough to allow his cock to slip out of Nolan's ass. Then Charlie gently put a hand on Dan's chest and guided him to lean backwards. Charlie then grabbed Dan's skinny legs and gently moved him back, to where he was resting on Nolan, moving into a seated position, but with only the head of Nolan's cock inside him. Charlie positioned each of Dan's feet on each of Nolan's thighs. Dan, picking up on Charlie's plan, leaned backward and rested his hands on Nolan's abdomen. Dan was now in a position that looked like crab-walk, but was able to gently lower himself onto Nolan's rock hard girth. Dan once again found himself starring at Charlie as he impaled himself on Nolan's thickness. It was such a turn on. Dan was now bobbing up and down furiously on about half of Nolan's dick. Within a minute, Nolan could feel that he was approaching the point of no return.
Nolan wondered if she would pull out, but his lust overcame him and he knew the he had to cum inside Dan. Nolan's breath shortened, but the only sign that Dan and Charlie noticed was when Nolan began grunting like an animal. As he did, Dan looked confused for only a moment before a look of nirvana splashed across his face. "I...I feel it...I can't believe I can feel it." Dan said, realizing that he could feel the sensation of Nolan's cum filling him up inside. Charlie and Nolan both smiled at this. It was only after Nolan's orgasm had subsided that he gingerly wiggled his hips just enough to let his dick slip out of Dan's hole. Dan rested gently on top of Nolan, wanted to relish the warmth inside him as long as he could. Dan closed his eyes, trying to process what had just happened. He was shocked out of his momentary rest by the feeling of Charlie's cock slipping inside his hole. Dan's eyes shot open. If he had wanted to protest (which if he had been truly honest, he never would have) he didn't have time. Charlie's hard dick slid all the way inside Dan before he had a chance to say anything. Dan gasped. Charlie's cock was bigger than Nolan's, and Nolan's had only been maybe halfway in.
Dan had assumed that a bigger dick going deeper would be painful, and there was a little pain. But Nolan's cum had lubed him up even more and Dan was amazed at how much pleasure and how little pain there was. But Dan was still amazed. Charlie just kept staring at him as he gently thrust himself in and out of Dan. Dan tried to speak, but stammered, "I....I just..." but then he couldn't finish his thought. Nolan, realizing what was happened, grabbed Dan around the chest, supporting him in his precarious position, but in a way, holding him down so that Charlie could fucking him easier.
It didn't take long like this for Charlie to feel that familiar tingle at the base of his cock. This time, Dan was looking right at Charlie when he started to quicken his breath. Dan couldn't look away. Couldn't believe this was happening. Was this right? Was this ok? Had he wanted this? In his reptilian brain, all he could think of was how amazing this felt. There was not enough blood flow for any other thoughts. Charlie's face contorted slightly as he grunted multiple huge loads into Dan's ass. Just as with Nolan, he could actually feel the cum filling him up inside, and it was amazing. The idea of Charlie adding his load to Nolan's sent Dan over the edge. It wasn't until his own dick started to ejaculate that he realized that he hadn't even been playing with himself this time. Charlie smiled at the sight of Dan's short dick squirting without any physical stimulation at all. Dan's own load was impressive and splattered his smooth toned chest.
A moment after both Dan and Charlie's orgasms had ended, Charlie finally pulled his dick out of Dan's ass. This, bizarrely enough, was the most painful for Dan, who yelped slightly as Charlie pulled out. But it wasn't that painful, and was over immediately. When Charlie's big dick slipped out of Dan's ass, both Nolan and Charlie's DNA began to ooze out of Dan's hole. The three boys collapsed onto the floor next to the ottoman and all began to catch their breath. After the awkward moment of silence that often follows sex, Nolan leaned over and kissed Dan (maybe a little jealous that only Charlie had got to kiss him before). Nolan laughed his giant toothy laugh and then quietly said, "so what did you think Dan?"
Dan thought for a moment before speaking in that confident tone of his, "Well, I guess I am a bottom after all."