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Uncle's Webcam Sex Show

Uncle's Webcam Sex Show

by Greenbriefs
19 min read
4.79 (14700 views)
incest18-year-olduncle/nephewteenageranal sex
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Note: This story contains incest.

Dillon stood, blindfolded and exposed, in the middle of Uncle Matt's bedroom. The tall, lanky 18 year old wore only a bright green jockstrap that his uncle had given him just for this purpose. His lean, narrow torso was modestly toned. Long arms and legs added to his appearance, somewhere between awkward and graceful. His shape veered towards athletic, but he wouldn't be winning any strong-man contests.

His straight hair, dark blond with natural golden sheen where the light hit, hung just past his shoulders. Deep reddish pink lips parted with nervous breath. The angles of his face spoke of a young model's peculiar beauty, youthful and striking.

Hidden behind the blindfold, a pair of bright, gentle eyes waited to behold his mysterious circumstances. The arc of his eyebrows turned upward, his forehead lined with concern.

The fabric of the jock strap pouch stretched severely, attempting to contain his substantial set of genitalia. Uncle Matt had a good instinct for choosing a garment that would emphasize a man's natural gifts.

And Dillon sure felt his private parts were emphasized, to his chagrin. He was wound tight, on edge with the knowledge that his bare body was being live-streamed to an unknown number of strangers.

Uncle Matt stepped behind his nephew and circled his arms around the slim boy. His hands pressed to Dillon's flesh, feeling his fit chest, his slender sides, down his flat tummy. Dillon fought a shiver spurred on by this manual scrutiny. Dillon was a friendly, attractive young man, but he hadn't yet delved into the world of intimate physical interactions with other people. Being touched like this was all new, but also being touched by his uncle was of particular unease.

The older man continued, his grasping hands lowering to the mound of Dillon's jock strap pouch. This new joining caused Dillon to start.

"Hhhhnn," the teen breathed. "U-uncle..." His demeanor, already tense, became agitated while the large hand manipulated his goods. What had he gotten himself into? Was this really worth it?

---

Dillon's heart was set on buying himself a used car. He worked part time while finishing high school, but he still needed more money. Dillon's mother suggested he visit his Uncle Matt. The man was clever and he could surly come up with something. Dillon borrowed his mother's car and drove over to his uncle's place for a chat.

"I can give you some of it," Uncle Matt said. They stood in Matt's kitchen, sipping coffee. Matt was an easy-going, lovable guy, and he had always been kind to Dillon. At 31 years old, he was a good stretch younger than Dillon's mother. He a few inches taller than Dillon and he was in good shape and rather handsome, not that Dillon would have noticed such qualities in his own uncle.

Matt stared off, contemplating his nephew's request for a moment. His gazed turned towards Dillon, eyes running from top to bottom. "I know how you can earn the rest," he said finally. "If you're willing."

"Anything!" Dillon responded excitedly.

Matt gripped his nephew's shoulder and placed a hand on his chest. "You're an active guy."

"Yeah?" Dillon answered with a questioning tinge. "I'm on the swim team the track team. You know that."

"You're lean," Matt said, running his hands down Dillon's slender frame. "I don't wanna scare you away when I say this. You're not gonna freak out, are you?"

Dillon was already a bit discomforted with the way his uncle was handling him. But he thought of his goal. He thought of the car.

"No," Dillon said. "I won't freak out. Promise." He gave his uncle a big smile, hoping that it was convincing.

"Well," Matt said, slipping a hand under Dillon's T-shirt, touching his firm abdomen. "There's a lot of people who would pay to see a guy like you... naked."

"

Naked?!

" Dillon cried out, stepping back. "What the heck are you talking about?!" He wanted to say 'what the fuck,' but even under the current circumstances, he was ever the servant to his conditioning. He has been taught to always be polite, and even now, Dillon couldn't break free from his manners.

"A fit young guy like you, body honed from school sports. You're 18 now. You've got a lot to offer. And people will offer a lot to you."

"Well... even if I said yes, how would that work?" Curiosity mingled with doubt. He wanted that money and he might consider putting aside his personal comfort to get it.

"I'd set up a webcam channel for you. People would watch through their computer and send tips."

"You wanna turn me into a

camboy

?!" he asked incredulously.

Matt chuckled. "Yeah, I guess. But there's more."

"Like what?" Dillon asked, suspicious.

"If I'm not mistaken, you're into guys, right?"

Dillon was taken aback. He hadn't told anyone in his family, but he knew quite well that he found guys attractive. He didn't know if he was gay or bi or pan or whatever, but he did know that certain guys turned him on. And he had computer folders full of porn to prove it.

"Well, yeah, but... how did you know?"

"Just call it an intuition. I am myself quite fond of male companionship. I've been wondering about you for a while now. Well, anyway, I mean to say that I can, uh,

guide

you. On camera, that is. Two guys will bring in a lot more money than just you solo."

Dillon was floored. "Y-you mean... you want me to...

do stuff

... with

you

? On a

live-stream

?!"

"That's exactly what I mean." At this, Matt's hand returned to Dillon's midriff. "You seem like you're in great shape. But I'd like to see what we're working with. If that's okay?" He held the hem of Dillon's T-shirt, waiting for a response.

"Uh..." Dillon hesitated. His mind was swirling with a whirlwind of shock and possibilities. "Yeah," he said finally. Matt tugged the teen's shirt over his head. Dillon raised his arms and off it came.

"Oh, very nice," Uncle Matt said, eyes drilling into his nephew's bared body. His hands roamed over Dillon's lean, sexy front-side. The teen was smooth, his perfect skin showcasing the mild valleys and mounts of his trim form. The only noticeable hair was under his arms, a light amount on his forearms.

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The teen was aghast, frozen in place under this inspection. But despite his shock, he felt himself getting chubbed up as Matt teased his tender young flesh. Much against his wishes, he felt his jeans getting tighter in the front.

"Hmmm-mm-mm-mm," Matt chuckled through a satisfying hum. His hand moved to his nephew's lump and squeezed.

"--Ah!" Dillon yipped. Stunned, his posture was rigid, his eyes wide, and his jaw hung open.

"Yeah, this is gonna work great," Uncle Matt said with a satisfied smile. "You're a natural, Dillon." Reaching up with his other hand, he brushed the kid's hair aside, tucking it behind an ear. "You're so damn cute." He palmed the side of Dillon's pretty face, stroking his red cheek with his thumb, admiring Dillon's adorable astonishment. "The way you respond to my touch...

perfection

." His hand flexed on Dillon's boner.

"Well now," he said. "

I'm

satisfied with

you

. But are

you

satisfied with

my

offer? I want you to understand what you're agreeing to."

Uncle Matt worked Dillon's fly open, allowing his underwear to expand outward with its swelling cargo. He slipped his hand over the tight fabric, tracing the ridges of his nephew's cock and balls.

"I really wanna get you that money. And I can almost guarantee it, if you follow along with my plans." His other hand sized up Dillon's chest, fingers playfully toying with his perky nipples. "I don't want you agreeing, then flipping out partway through and running off. So think about it. Are you willing to give me everything

I

want..." His hand moved around back, inside Dillon's jeans, to squeeze the plump mounds of his ass. "... to get everything

you

want?"

Dillon's heart raced. Uncle Matt was standing so close, his hands taking possession of his body, his eyes consuming his submissive presence. "Like... we're gonna

do it

, like...

all the way

?" Dillon asked. Trouble gathered in his brow as taboo barriers shattered and unsettling prospects opened up.

Dillon looked at his uncle with new eyes. In his worked-up state, teenage hormones coursing through him. He could admit that Uncle Matt was kinda...

hot

? Where Dillon's physique was lean and subtle, Matt was broad with a more overtly strong build. For the first time, questions of his uncle's cock formed in his mind. What did it look like? How thick? How long?

Dillon lowered his head, shutting his eyes to push out the confusing new thoughts. Matt released his nephew and stepped back.

"I know I just dropped a bomb on you," Matt said sympathetically. "Ol' Uncle Matt's a real pervert, Dillon. It's just, I'm not ashamed of it. And you shouldn't be ashamed of making a few bucks." Matt handed Dillon his shirt and stepped back. "I really think you're prime material for this kind of thing. Look how horned up you are."

Dillon quickly slipped on his T-shirt, and tugged the bottom down in an effort to cover his opened jeans and embarrassing bulge.

"Your whole 'naive amateur' vibe is gonna play real well to the horny masses ready to part with their dough. Take a day to get your mind around it. Think about my offer. If you accept, come over my house on Saturday at 8."

Dillon, feeling red hot, pushed himself back into his jeans and zipped up as he headed back to his car. All the way home and all through the next day, he wrestled with clashing impulses.

The very idea was sickening. They were related.

Of course

they shouldn't do this. Uncle Matt was a sicko and Dillon should stay away. But then, why did Dillon's dick get hard every time he thought about that moment in the kitchen, with Uncle Matt's hands all over him? He wanted to go back and continue where they left off. He wanted Matt's big, warm hand squeezing his cock. He wanted to unzip Matt's pants and reach inside to feel the man's thick snake. But this was his

uncle

! He couldn't!

These ideas were incompatible.

Dillon also felt an obligation. He had asked his uncle for help, and Matt was kind enough to hand him a solution. A mind-bending, vulgar solution, but a solution. He didn't want to seem ungrateful. His couldn't escape his damn manners.

And in the end, after all, if it meant getting the money, would a little incest really hurt anyone?

But doing any of this, getting naked, having sex, in front of a camera? With strangers watching? This was yet another layer of distress. The anxious teen boy didn't want to open himself to a critical, leering crowd. He didn't know if it would be better or worse that they were all anonymous, hidden by the veil of the internet. They could be all over the world. Alien, unknown to him, but logging on to watch his young, naked body perform lewd acts.

Ugh. Dillon was all mixed up. His head was a jumble, a constant tabulation of pros and cons, but never reaching a conclusion. The fateful day had arrived. Still not convinced of the twisted endeavor, Dillon nonetheless headed towards his uncle's house. Without the use of his mother's car, he was forced to take the bus. The journey was one more argument in favor of doing the sex show to get money for a car.

Upon arrival, Uncle Matt welcomed his nephew with a broad smile. "So, you've decided?" he asked.

"Well... I'm here, aren't I?" Dillon said equivocally. He avoided Uncle Matt's stare, shyly folding his arms across his midsection, as if to hide away from the impending decision.

"Yes, I see that. But are you

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sure

?" He placed a reassuring hand on Dillon's shoulder. "I need to know before we start. Are we doing this?"

The time had come. With great apprehension, Dillon made eye contact with Uncle Matt and nodded affirmatively. "Yeah," he said meekly. "Yes," he repeated his affirmation more confidently.

"Fantastic," Matt said. He walked his nephew to the upstairs bathroom. He instructed the young man on the rigorous cleaning procedures, and noted the new package of underwear he was to put on. Matt left and Dillon stripped down. He took a shower, paying special, soapy attention to his little hole as Uncle Matt had instructed. After he finished and dried off, he opened the package of underwear.

It was a green jockstrap. This choice of sparse garment seemed especially designed to rob him of his dignity. He slipped on the garment, stuffing his goods into the little pouch. He checked himself in the mirror. He looked good, but felt so silly in the revealing underwear. His basket protruded with his barely-hidden dick and balls pushing outward. The waistband wrapped snugly around his narrow frame, riding low on his hips. The two rear straps framed the round cheeks of his bare ass. He hadn't even begun and Dillon already felt embarrassed.

The tense teen re-dressed in his T-shirt and jeans. With fear rushing through his heart, he bid farewell to the solitude of the bathroom and his last moments of privacy for a good while.

Uncle Matt awaited to usher Dillon into the bedroom. Matt's bed was pushed up against one wall and near the foot was small table with a laptop. There was a tripod with a camera aimed at the side of the bed, and another tripod camera for the empty space at the center of the room.

"For our protection," Matt said as he put on a cheap, black bandit mask. "Don't want anyone identifying us." For Dillon, he had a blindfold, which he tied over the young man's eyes. "Just to keep things interesting," he said nefariously. Dillon wasn't sure about being handicapped like this. Despite his reservation, he didn't object, always deferential to his superiors. Maybe it was better to block out the computer screen and the cameras.

"Okay, I'm gonna start up the livestream now," Uncle Matt announced. He stepped over to the laptop and Dillon heard him tapping away. Shortly after, he felt his uncle's presence next to him again.

Once a few visitors had entered the chat, Uncle Matt started talking. "Hi guys. Thanks for stopping in. Let's see some tips so we can get started!" He began touching Dillon over his clothes. Nervous energy flowed through him. His uncle seemed to know just where to prod poor Dillon, pressing on a nipple, rubbing his inner thigh, stroking his lower abdomen. Matt was really getting into it, and the teen felt himself growing inside his pants.

"My little man here wants to get out of his clothes, guys. Isn't that right?"

"Y-yes, Uncle," Dillon said bashfully. He was actually mortified at the thought, but felt he had to be a good sport for his uncle.

"Help him out by sending those tips, guys," Matt said. He palmed the front of his nephew's jeans, delighting in the illicit, carnal control he exercised over the passive teenager.

With a hot young subject like Dillon, cute, blushing, and aroused, the chat was quick with their first tips. *Ding!* *Ding!* *Ding!*, each new donation chimed through the laptop speakers. Uncle Matt read out the updated viewer info. Several dozen people already, and fifty dollars collected.

"Okay, thanks for the tips guys. Here ya go." Matt popped the button of Dillon's jeans and unzipped. He peeled the tight denim down his slender legs and Dillon bend down to pull them off his feet. The hem of his T-shirt ended just before the bright green pouch of his jock strap, showing off a generous package.

"Look at that," Matt said, licking his lips. He rubbed Dillon's stomach, just above the boy's bulging pouch. "You guys wanna see more?"

*Ding!* *Ding!*

Soon enough, Matt was stripping off Dillon's T-shirt, leaving the bashful teen in nothing but his well-packed jock.

---

And that's how Dillon ended up in this situation, his trim body unconcealed, with his uncle, from behind, grabbing at his stiffening cock, rubbing his other hand over his bare chest and midsection, in front of tons of horny strangers.

Dillon thought he had an idea what this session would entail. But standing there in the reality of it all, he felt so defenseless, unsure that he could handle what was to come. Just a thin layer of tight fabric stretched between his last shreds of modesty and total exposure. And once that was gone, there would be many more hurdles to cross. So many obscenities he had agreed to perform for all of these people to see.

Uncle Matt delicately swept Dillon's long hair away and the boy felt warm, wet lips along his neck. The man's hands continued to grope at his bulge and his body as he kissed him, his neck, his jaw, his ear. Dillon bit his lip, too embarrassed to let his pleasure be heard.

Then, Uncle Matt maneuvered Dillon, spinning him around. Face to face, he held the young man's hips and said, "Get a look as that," before lightly smacking the teen's ass. Dillon realized that his uncle was showing off his bare butt, giving the camera a good view. Bringing Dillon in close, the older man kneaded the boy's buns, commenting on their lusciousness. Dillon stood passively, pressed against Uncle Matt, allowing himself to be exhibited like this.

*Ding!* *Ding!* *Ding!*

"Mmm, yeah, you guys like that?" Matt asked, slapping Dillon's ass hard.

"Ah!" Dillon started.

"Grab your ankles," Uncle Matt ordered as he stepped back.

Dillon rubbed his butt, then easily completed the task, folding his upper body down, arms reaching low.

"Touch your toes," he said. Dillon stretched, lowering his hands to his feet.

"As far as you can."

Dillon's palms pressed flat to the floor.

"Ah, as I thought. You're a flexible boy, aren't you?"

"Yes, Uncle," Dillon said from his vulnerable position.

Matt stood next to Dillon and grasped his nephew's buns again. While his cheeks were rather smooth, a sparse stretch of darker, curly hair lined the boy's valley. Matt's fingers rubbed at that space, finding the boy's bud.

"

Hhuuuuhhhh

," Dillon breathed heavily when he felt the touch on his sacred star. His cock strained against the tight fabric while Uncle Matt's spit-slicked finger poked at his hole.

"Just relax and open up for me," Matt advised. Dillon tried his best, and then, his tiny ring opened up around Matt's fingertip. He was in disbelief as his own uncle slipped his finger deeper into his butt. He felt him insides spreading open as the digit sank into him.

"Ooooh,

Uuuuunclllle

..." Dillon moaned at this first anal intrusion. A vibrant rush spread out from his hole. His constrained cock swelled in reaction to his uncle's trespassing finger.

The teen did not possess the faculties to process this experience. It felt good, but it was his own uncle doing this to him. Penetrated for the first time by a flesh and blood relative, and live-streamed for all to witness his humiliation. Dillon couldn't handle the implications, unable to form any solid thoughts with Uncle Matt's finger stroking that mysterious trigger inside his asshole.

"

Uuuuuhhhh

," he groaned. He was hot and sweating. His cock exuded a jolt of fluid, a dark, damp spot forming on his pouch.

"Mmmm, very nice," Matt said, retracting from Dillon's passage and rubbing that tender pink circle of muscle. "Stand up for me."

Dillon stood straight. Matt moved him into a profile view for the camera. The teenager's bulge was beyond belief. A constant string of chimes signaled the viewer's tips, and their desire to see Dillon stripped totally naked.

Uncle Matt reached around and found Dillon's sensitive, leaking cock-head. He thumbed over the sticky, wet circle and the teen flinched. Humming his approval, Matt then hooked his fingers into Dillon's waistband

The teen sucked in a sharp breath, filled with dread, as Uncle Matt shucked down the jock strap. Dillon's cock popped out, swinging up to smack his tummy. Within moments, the boy was fully hard. Dillon's big teen cock rose up from his pubes with a slight curve. He was hard as stone after the anal play, and dripping clear, thick liquid from his cock-slit.

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