“That’s… not the right one.” said Reese slowly.
They were both staring at the same screen. It clearly showed he had accepted a task and it remained incomplete:
Fuck the tattoo boy – $3108
“It’s ok,” said Nick, “Look, right here.”
Where he was pointing on the screen was an unclaimed task:
Suck the tattoo boy – $420
“We can just claim it now, right?”
Nick clicked accept and a few moments later enough of the audience approved for the money to go through. But the other task remained.
Reese’s heart pounded.
“Hey, don’t worry about it,” said Nick. He was fully into problem solving hero mode. Reese had always been able to rely on him when he was having a panic attack to step in and say the right thing. “We’ll just end the stream there, right? We’ve made so much money!”
Nick was holding Reese’s arms to get his attention and Reese blinked a few times and managed to focus on Nick’s comforting face. He nodded and cleared his throat and realized Nick was right. They could just finish the stream there and not do… that.
Facing the computer, Nick waved and said, “Sorry folks, that’ll be the end of that. But we had fun.” He clicked the “end stream” button and an alert window popped up:
Are you sure you want to end the stream? Ending with incomplete tasks will forfeit all profits.
“Oh,” said Nick.
Reese read the message three times and looked at the total they had accumulated in the corner: $2659.
Nick looked up at Reese again and must have seen a look of pure shock because he put a hand on Reese’s shoulder and leaned in to make sure he was paying attention. “Hey, don’t worry about it. It was fun even without the money.”
“But that’s a lot of money,” said Reese quietly.
“Yeah, but we didn’t expect to get anything out of this, right?”
“But what about your new computer?”
Nick shrugged and made a face that said ‘no big deal’ but Reese knew it meant something to him. Nick had spent his whole life dealing with hand-me-down clothes and second-hand computers. Starting university fresh with something new, something his, would mean a lot.
“I’ll do it,” said Reese suddenly.
“What?”
“I mean, I’ll do it if you’ll do it. I can’t, you know, do it alone.”
Nick looked from Reese to the dollar sign and back. “Are you sure?”
“Yeah, it’s no big deal,” said Reese nervously.
Nick was unconvinced.
Reese tapped his shoulder with his fist and added, “No homo, bro.”
Nick raised a skeptical eyebrow, but he shrugged and said, “Alright, yeah. No homo.”
Reese leaned past Nick to click ‘Continue Stream’ and the window went away. The chat erupted in a high speed scroll of eggplants and peaches. Reese just rolled his eyes. What did he just get himself into?
“How, uh,” Nick stammered, “How should we, you know, do this?”
Reese realized Nick was blushing and thought how unusual that was. His friend had been so casual and comfortable with everything they had done, and was always the confident one in anything they did together. Now he was tongue tied and turning pink from more than just the heat and alcohol. Suddenly Reese wasn’t so afraid.
A bedside table (or a hidden box under the bed) in any 18-year-old boy’s room will have at least some of the following: condoms (unused), a cumrag or tissue paper, fleshlight or similar toys, and lube. There are plenty of lube options that can be easily acquired. Hand lotions and aloe gels tend to be household necessities that can be stolen in small quantities from a parent’s bathroom. Baby oil and vaseline are not immediately embarrassing when they pass over a cashier till. And, of course, there is the wonderful world of anonymous online shopping. Reese was that special kind of teenager who even had his own side door he could send deliveries to, so not only did he have a nice fleshlight, which Nick was already acquainted with, he also had a bottle of premium water-based lube.
Reese went to his bedside table and pulled out the lube and brought it over to Nick. His friend’s eyes were glancing around and Reese realized he had been watching as Reese had bent over the drawer.
He lifted Nick’s hand between them and placed the lube in it. “Let’s just go slow and try to have fun,” said Reese quietly.
Reese felt something on his leg and looked down to see Nick’s cock rising to meet him. Reese smirked, “I guess you don’t need time to recover, huh?”
That really made Nick blush, and Reese bumped his shoulder playfully and turned around and crawled up on his bed on all fours. He knew what was coming, but somehow he had already accepted it and was past the awkward, self-reflective, ‘does this make me gay?’ questioning of it all, and he was already thinking about how happy this was going to make Nick. After all, his friend was not only going to get three grand to spend on himself, he was going to lose his virginity.
The mattress compressed under Nick’s weight as he crawled up on the bed behind Reese, who looked back over his shoulder at what was going to be going inside him.
Nick’s cock was fully hard again, with its rosy mushroom head and long shaft. With all his pubes shaved, Nick’s cock looked even bigger, but Reese already knew it fit in his mouth, so how much harder could this be?
Nick used a generous squirt of lube to paint his cock, and then he added another dollop to his fingers. He met Reese’s eyes and asked, “Are you sure about this?”
Reese nodded and spread his knees a little wider. He put his head down on the pillow and then the next thing he felt was Nick’s finger back on his hole like they had done in the shower. Nick slicked the surface and prodded gently at Reese’s pucker with his middle finger. Slowly, and with surprisingly little pain, he slipped his biggest, longest finger back into his friend’s hole.
The lube was much nicer than the soap and shaving cream. There was no sting or sticky residue, and Reese found himself arching his ass and pressing his chest down into the pillow. “Fuck,” he whispered.
“I’m going to try putting a second one in.”
Reese nodded and moaned an affirmative, “Ahuh.” He hugged the pillow tighter in anticipation of some pain. With Nick’s first finger an inch inside him, the second came in slightly from one side. It pried its way in beside the first and rode the slick lube into place. Reese was shocked how good it felt.
“Does that hurt?” Nick asked.
Reese raised his head and looked back over his shoulder. Nick was so still and his eyes were wide open with concern that Reese’s heart melted. He couldn’t believe how careful and considerate Nick was being. Not that he expected his friend to turn into an abusive asshole, but in that moment Reese felt safer than he’d ever been. And suddenly he wanted Nick to get closer, to wrap Reese in his arms, and to slide his cock inside him.
“I think I want you to fuck me,” said Reese in a whisper so the laptop couldn’t hear.
“I mean, that’s what we’re doing, right?” Nick looked like a stunned animal and Reese had to smile.
“No, I mean, yes– Yes, we’re doing it because of the money and stuff, but,” Reese tried to find more words to express the strange feelings he was having, but the only thing that made any sense was to say it slower, “I want you to fuck me.”
Nick’s throat bobbed as he swallowed and his eyes went from Reese to his buried fingers and back. “I really want to fuck you,” he whispered.
They both smiled and Reese nodded and he said, “Do it.”
Slowly Nick pulled out his fingers, and then he put his hands on Reese’s hips and pressed his knees against the inside of Reese’s thighs. His cock landed in the crack of Reese’s ass with a quiet smack, and Reese moaned at the contact. “Just go slow,” he said, “I think I just need to keep relaxed.”
“Do you want another beer?”
Reese laughed and felt his sphincter tighten. He gently kicked Nick’s shin and whispered, “And don’t make me laugh.”
Nick smiled, and he slid his cock back and forth a bit like a hot dog in a bun. Everything was lubed and slick and Reese realized this would have been a nice activity all on its own, but then Nick grasped his shaft and aimed the tip and Reese started to feel what was coming.
They were practically motionless. The livestream could have frozen and no one would have realized. Nick carefully added pressure and held Reese in place with one hand on his hip, and slowly he teased his lubed cock head into Reese’s hole. It stretched so gradually that Reese only realized how far they had gone when the head suddenly popped through the ring of muscle and he let out an involuntary grunt of surprise. He looked back over his shoulder.
Nick seemed just as surprised, but he let go of his shaft and his cock stayed in place. He gently placed his hand back on Reese’s other hip and together they pressed themselves closer and Nick’s cock inched deeper.
“Fuck,” said Reese quietly, “you’re really inside me.”
“It’s so tight. Does it hurt?”
Reese shook his head.
“Really?”
“I know, I thought it would hurt a lot.”
“I’m only like two inches in.”
“That’s only two inches!?”
Reese wasn’t exactly scared, but the pressure in his ass definitely felt like more than two inches of cock.
“Keep going?” asked Nick.
Reese nodded. Instead of putting his head back on the pillow he tried to watch over his shoulder. He could see their bodies on the laptop screen, with Nick’s naked backside in full view, and his own folded over in front. Nick’s face was scrunched up in concentration as he seemed to be desperately holding back as he inched deeper into Reese’s hole.
The pressure continued to build inside him and Reese started to wonder how much space he even had to offer. Then Nick’s cock brushed against that magical spot they had found in the shower and Reese threw his head down against the pillow and moaned a loud, “Holy fuck!”
“What is it? Are you ok?”
In his moment of concern, Nick started to pull back, but as soon as his cock lifted off that magical spot, Reese grabbed Nick’s wrist and said, “Don’t pull out!”
They were still for a moment, and then Nick pressed back in, and as soon as he hit the same spot, Reese gasped out another, “Fuck!”
Nick pulled back and pushed forward.
“Oh fuck,” said Reese again.
“It’s like I found a button that makes you swear.”
Reese looked over his shoulder and saw Nick had a dumb grin on his face that only made Reese love him more. Fuck, Reese thought, I do love him.
And in that moment Nick took the initiative to start fucking his cock back and forth, softly punching the magic button inside Reese so that he started moaning little gasps like he had the hiccups.
“Oh fuck,” Reese managed to say as he buried his head in the pillow again, “I can’t believe how good this feels!”
Nick’s fingers started to stroke Reese’s spine and he whispered back, “I can’t believe how good this feels.”
With his cheek buried in the pillow, Reese was only able to look back at Nick with one eye. He was half-silhouetted against the light from the desk, but his lean muscles flexed in rhythm with the punches of pleasure that were making Reese melt into the bed. He needed to get a better view.
“Can you (oh fuck) can you fuck me on my back?”
Nick’s thrusts stopped, but Reese felt his cock throb. He didn’t answer, but he nodded quickly and they both started to make small adjustments. Reese brought his left leg forward and raised himself up to move the pillow. Nick held on to Reese’s hips and kept his cock buried halfway. They weren’t going to pull apart if they didn’t have to. Reese rotated himself on Nick’s cock like a rotisserie he brought his knees up to his chest, and soon enough they were facing each other. Then Reese adjusted the pillow, placed his heels on Nick’s back, pulled Nick deeper inside him, and watched the pleasure dance over his face.
“Fuck, I’m so close to cumming,” Nick whispered.
Reese felt the same, but couldn’t trust his voice to form the words as Nick’s soft thrusts hit new angles inside him. He also couldn’t touch his cock or he knew he would explode, so Reese just kept his arms up and gripped the edges of his pillow behind his head. The air tingled the sensitive skin of his newly-shaved armpits.
Nick’s fingers tightened their grip on Reese’s hips and his thrusts became short and fast.
Reese’s mouth hung open in a silent gasp as Nick’s cock found new, deeper places to probe. There was no delaying the inevitable and Reese found the words just as his insides started to twitch, “I’m cumming!”
They both looked down and Reese’s untouched cock bouncing against his abs with Nick’s thrusts, and then a streak of cum shot up to his chest. Reese moaned out desperately as his cock twitched and drooled a pool of milky cum onto his belly. It filled his belly button and dripped out over his side onto the bed as Nick fucked him.
Reese’s twitching hole was finally too much for Nick and he whispered, “I’m gonna cum.” As the words left his mouth he started to pull out, but Reese crossed his legs behind Nick’s back and pulled him back in.
They both gasped as Nick bottomed out deeper than he’d ever been and then his cock flexed. Warmth spread inside Reese and he watched pleasure explode behind Nick’s eyes. He wrapped his arms around Nick’s naked body and pulled him down on top of him and their lips collided in a hungry kiss as Nick injected Reese with cum until his cock stopped twitching and the electric waves of pleasure ebbed.
They held each other, hearts racing. They had to pull their lips apart just to catch their breath, so they watched each other as they processed what just happened.
There were so many ways this could go. Reese watched the wheels turning behind Nick’s eyes and he pried into his own feelings in that moment to understand what he wanted to say. Was it time for another one-liner? Should they just laugh and crack another beer and count the money? Was there a way to suggest that maybe, possibly, if Nick wanted to, they could do something like this again sometime?
“I love you.”
It was Nick’s voice, and Reese almost didn’t believe it. But a feeling surged from deep inside him and he realized he was grinning. Finally, he found his voice and whispered, “I love you too.”
Nick smiled and then he started to pull away, but Reese tightened his grip to hold him in place. Nick patted his arm and reassured him, “I’ll be right back.”
He let him go. Nick’s cock slipped out, and Reese felt strangely empty.
At the laptop, Nick addressed their audience, “I think we’ve earned that money, don’t you think?” The audience must have agreed because the task completed and their total more than doubled. Nick thanked them and moved the cursor to the ‘end stream’ button. “Now, ladies and perverts, you can fuck off and leave us alone.”
He ended the stream.
For the first time in hours they were truly alone together.
Reese thought about how they had just been hanging out, drinking beers, and now they were naked and dripping cum.
Nick crawled back up on the bed, back between Reese’s legs, and put a hand to Reese’s cheek. Reese wrapped his arms and legs around Nick’s back and pulled him down on top of him. They laughed and rubbed Reese’s cum between their naked chests, and brought their lips together for the perfect, private kiss.
The End.
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