They spent another ten minutes standing across the counter from each other, passing the nearly-empty bottle of scotch back and forth as pens scribbled on note cards. Only this time they were naked.
After each had thrown in a dozen or more cards the caps went back on the pens and the last of the scotch went down their throats.
Jake put the lid on the box and shook it like a can of spray paint. He put it down between them and looked at Ryan. They tried to hide their excitement but their boyish grins and hard cocks gave them away.
Ryan flipped the same coin they had used earlier and Jake called, “Heads.”
It was tails.
Ryan grinned, “Draw your card, sir.”
Jake took a breath and lifted the lid. He stuck his hand in and dug around. He pulled out the card and unfolded it. It wasn’t one he had written and even standing naked and drunk in his friend’s kitchen after what they had just done, he was surprised by what he read.
Jake reread the card in his hand a few times in silence, then his eyes darted up to meet Ryan’s. His friend’s expression was a mix of horny curiosity and mischievous glee and Jake couldn’t help but glance over Ryan’s smooth nude form and still-throbbing dick. He swallowed as he thought about how big Ryan’s dick had felt in his mouth and how big it would feel in other places.
Jake cleared his throat and read, “Cum while riding a dick,” off the card.
Their eyes met again and Ryan tried to hold back his shock and excitement. He’d only written it one time, at the very end. What were the chances?
The act had crossed Jake’s mind while they were writing the cards, that this might be a possibility, but he hadn’t written it himself out of fear that Ryan wouldn’t want to go that far. Clearly, Ryan didn’t have those same concerns because as soon as Jake had read the card aloud, Ryan’s dick jumped from semi to somewhere on the way to rock hard.
Ryan played it cool and just said, “Huh. Interesting.”
“Didn’t you write it?”
“Yeah, well, at the end yeah. I didn’t expect you to pull that one right away.”
“What if you’d pulled it? Would you do it?”
“Yeah, I mean, I’ve fingered myself sometimes when I jerk off.”
“Really?”
“Yeah, of course. Haven’t you?”
Jake remembered a time when he was first discovering jacking off when he had become very friendly with a particular screwdriver that had gone missing from his dad’s toolbox. He couldn’t remember when he’d stopped, but it was probably sometime in middle school when the locker room banter got rougher and comments about tits became more common.
“Yeah,” Jake admitted, “but it’s been a while.”
“So you’ll do it?” Ryan’s voice betrayed his excitement and he shifted his weight a bit.
The boys were solidly drunk now and leaning towards each other. Even through the warm summer air they could feel the heat radiating off each other’s bodies, standing naked a foot apart in the kitchen. Their wet swim shorts were abandoned where they had dropped, the empty scotch bottle remained on the counter among the abandoned dares.
“Will you do a dare too?” Jake asked, his voice a bit nervous at all the potential that was coming towards them.
“Yeah, of course.”
“But, will you pull it now?”
“You want to do them together?”
“Yeah, maybe. Or maybe…” Jake trailed off, eyes down, inching towards Ryan.
“Yeah?”
“Maybe we… just… do it all?”
Jake’s hand came to rest on Ryan’s on the counter. Their skin prickled with electricity as their fingers intertwined and Jake looked up to meet Ryan’s eyes.
Ryan let his other hand find Jake’s bare waist and he pressed his fingers into the soft skin, feeling their pulses racing as the distance closed.
Their hard cocks touched first and Jake’s mouth fell open with an involuntary gasp.
Ryan’s eyes followed the movement and let the momentum of their bodies drive through any hesitation. He pulled Jake towards him. Their throbbing cocks slid up beside one another as their hips came together. Bare skin touched bare skin from their thighs to their beating chests. The last contact point was the most electric as their lips collided.
Eyes closed. Tongues exploring. A bead of sweat formed on Jake’s back and rolled down to where Ryan’s fingers slid into the crevasse of Jake’s ass.
The boys made out like they never had with their fumbling weekend hookups. Those slobbery, glossy lips on girls in the back of the clubs all blended together, but as they made out in Ryan’s kitchen every inch of their bodies was being imprinted on the boys’ minds. Jake’s hand slid up Ryan’s arm, over his muscles, across his pulsing chest, up his neck to slide through the short cropped hair at the back of his head, desperately holding their mouths together as each moment became more intense than the last.
There had been a thought in Ryan’s mind that they would start slow with some funny dares that would keep them naked, or maybe get them out of the apartment for some fun flirting at a gay bar. Maybe he could get Jake to go out without underwear, a hole cut in his pocket so Ryan could reach in when no one was looking. Or they would download Grindr and find some flamboyant party boy to come and teach them both a thing or two. But as the greatest makeout session of either of their lives continued, and their bodies rolled around so Ryan’s back was to the counter and Jake was nearly crawling over him, Ryan knew the game was over and they were ready to fuck until they collapsed from exhaustion.
Jake couldn’t hold Ryan tight enough, he couldn’t find enough of Ryan to satisfy his desperate need to touch more of his friend. He ran his fingers through Ryan’s hair over Ryan’s swim-sculpted chest. He couldn’t get over how much better this felt than anything he’d experienced before. The firm ridges of Ryan’s jaw and collarbone, the smooth skin of his chest and shoulders, and the way Ryan’s hand held their hips together and slid deeper towards Jake’s aching hole.
“You have to fuck me before I cum,” Jake said finally, dragging himself away from Ryan’s lips to catch his breath. He’d never felt so desperate and so certain of anything in his life. When he’d lost his virginity to a girl he’d been nervous and second guessing every action as they fumbled to a climax on his Minecraft bedsheets. But here in Ryan’s kitchen, Jake knew he needed his friend to take control and take his real virginity as soon as possible.
Ryan licked his lips, already missing the taste of his friend, but he tried to process what Jake said. If he had been in a normal state of mind, if he wasn’t flooded by more adrenaline and ecstasy than he’d ever known, Ryan would have said something charming or dry, like “Say please.” But in that moment Ryan was pure instinct and he read the desperation in Jake’s eyes just swept Jake off his feet like a bride on the threshold and marched them both through the open door of Ryan’s bedroom.
Jake giggled in surprise and joy as Ryan carried him over to the bed and tossed him onto the sheets. He was a little smaller than Jake, but not by much, so being tossed around so easily made him feel protected. The way Ryan seemed to have read his mind and taken control made Jake sweat red with heat.
The light from the kitchen was enough for Ryan to find the bedside table where he kept his lube and condoms. He grabbed them both and got up on the bed on his knees between Jake’s sprawled legs and started to fumble with the package.
It was Jake’s turn to take charge as he could feel the throbbing hunger deep inside him and he was in no mood to keep delaying. He grabbed the lube and condom from Ryan’s hands and tossed the condom against the far wall. They had both been tested not long ago after a particularly hazy night at the club, and he wasn’t going to let anything come between them now. He popped open the lube and drizzled it along the top of Ryan’s thick shaft. With both hands and a dirty as fuck look into Ryan’s eyes, Jake spread the lube and reached a slick finger between his own legs.
Ryan was mesmerised as Jake reached down to finger himself and pull his knees back to his shoulders. His friend folded open in front of him, displaying his smooth and pulsing, hairless hole. Jake fingered himself with his left as he pulled Ryan’s cock towards him with his right. With all the restraint he could manage, Ryan let Jake set the pace as he pulled Ryan’s cockhead into contact with his hold and then grasped Ryan’s waist to draw him inside.
Jake closed his eyes as he felt the ring of his hole stretch and stretch, further than he ever thought possible, but the minor pinpricks of pain were overwhelmed by the sensation of his best friend’s rock hard erection sliding inside him.
As Ryan bottomed out he couldn’t believe the beautiful sight and extraordinary sensations. The tight walls of Jake’s ass pulsed against his shaft. He knew he had felt a fraction of this pleasure before, in a few of his better hookups and some of his nicer fleshlight sessions. But nothing came close to how good it felt to be balls deep in his hot best friend.
They didn’t move for a moment as they both devoured the feeling of being more connected than ever before, but then Jake opened his eyes and they stared at each other and felt their orgasms edging to the precipice, even without movement.
“I’m already close,” said Ryan.
Jake grinned, “So am I.”
“This isn’t a one time thing, right?”
“Fuck no. You’re fucking me all night.”
Ryan slid his hands up Jake’s sweating thighs and hooked his thumbs behind his knees, folding Jake further in on himself until his rigid cock was only a couple inches from his open mouth.
Then Ryan thrust, his steel erection emerged and left Jake aching and empty, and then slid forward. Jake gasped as the buildup of their whole game culminated in that perfect thrust against his prostate and he watched his cock pulse and squirt the first shot of cum across his open lips. Jake tasted his orgasm before he felt it explode through his body, boiling up from where Ryan’s thick cock penetrated him.
As Jake’s cum splashed against his open mouth, Ryan lost all control and felt his cock throb deep inside his friend and he felt every pulse of cum filling Jake’s insides. He tried to thrust deeper but there was nowhere else to go.
Cum streaked Jake’s hair and dripped off his chin.
It seeped out from around Ryan’s dick and drizzled up Jake’s back.
The boys’ curled bodies radiated heat and a single bead of sweat rolled down Ryan’s nose and fell into Jake’s open mouth.
Jake swallowed, and rolled his tongue around to collect his own cum from off his lips. He had shot in his mouth once and found the experience vaguely arousing, but this time he could have swallowed ten more loads like they were sweet cream.
Ryan bent forward and licked a drop of cum from Jake’s nose.
“Still not just a one time thing, right?” Ryan asked.
“Fuck,” breathed Jake, “you’re not even allowed to pull out.”
