The Lottery Winner Chapter 2 (Patreon)

All characters engaged in sexual activity are 18 or older.

“So what do we do now?” Seth asks, looking between us. 

“Umm.” My brain tries to figure out where to go from here. Even though this has been a fantasy of mine for years now, I never imagined that it would actually happen. Hell, I’m just realizing that I agreed to give them five thousand dollars each for sex. Even as a millionaire, that’s still a lot of money. I have to make this night worth it. 

“I want you two to get naked completely.” 

Without hesitation, Brian pushes down his blue-checkered boxers until they’re pooled around his feet and then steps out of them. He’s all lean muscle with sun-kissed skin and wavy blond hair that makes him look like he just popped out of a surfer magazine. His cock hangs thick and heavy between his legs with a neatly trimmed bush that makes a sort of halo effect around the soda can he calls a dick. There’s a smattering of near-invisible blond hair on his chest, making him look older than his twenty years. 

Seth follows his lead, dropping his boxer-briefs and immediately cups his cock to cover it until he sees my arched eyebrow and drops his hands to the side. Seth is almost the exact opposite of Brian. He’s pale and skinny with a flat stomach, and at least four inches shorter than both of us. But he has something I never expected from him—his cock is ridiculously long. Even with a semi, he has to be at least seven inches down there with a pink mushroom tip. 

“What the fuck?” Brian mutters, looking down at Seth’s dick. “How is that even possible? You’re so short, it’s like anatomically impossible.” Then, Brian smirks, pointing. “Is that why you’re so short? Your height went to your dick?”

Seth flicks the tip of Brian’s cock, causing him to howl in pain. “Fuck off. At least, I’m big where it counts the most.” Once Brian recovers, rubbing his helmet, Seth asks me, “So what do you want us to do next?”

I get comfortable on my bed, throughly enjoying everything that’s happening in front of me, and clearly my cock is too, now that it’s fully hard and poking out the piss hole in my boxers. I twirl my finger. “I want you to spin for me.” 

They both turn, and I get a three-sixty view of what I’m working with. Brian’s ass is toned and looks muscular, while Seth has a bubble butt that most women would be jealous of. “Fuck, that’s hot,” I breathe. I’m tempted to bend them over right now and bury my face between their cheeks, but I need to have patience. “Show me your holes.” 

They bend over and spread their cheeks. Brian’s hole is brown and puckered with hair dusting his entire ass, but Seth is completely smooth, and his hole is pink just like the tip of his cock. 

“What now?” Brian asks. 

I have them move closer to the bed and reach out to take a cheek in each hand, squeezing and massaging them before running my index finger over their most sensitive spots. Seth gasps, his hole twitching against the pad of my finger like it’s desperate for me to stick it in there. Brian groans low, thrusting his hips back against me, seeking more friction. 

“Turn back around,” I order once I’m satisfied. They do so without complaint. “Now, kiss each other.” 

Brian takes the initiative and pulls Seth in by the back of his neck and one hand on his hip. Despite the height difference, their fully hard cocks brush against each other, Seth’s magic wand making up for the disparity. He takes their cocks into his fist, stroking them together as they continue to kiss, hips rocking together to create a delicious slide. 

My patience runs out, and I quickly get rid of my underwear, leaving me just as naked as them and join in on the fun. I take turns kissing both of them as all three of our cocks rub and glide against each other. 

Now, I’m not new to the world of male pleasure. I’ve been with plenty of guys over the years, but there’s just something so erotic about fooling around with my best friends. Our cocks are leaking like broken faucets, so I take both of their cocks and press mine between them, effectively making a hotdog out of it. 

We kiss and thrust and jerk each other until I feel that familiar tingly sensation in my balls that lets me know I’m close. So I pull back, leaving them panting and wanting more. But no, patience is a virtue. I need to be patient tonight. 

“Have you two ever done anything with each other before?” It’s a question I’ve always wanted to ask, and since we’re crossing so many lines tonight, I might as well cross this one as well. 

They glance at each other nervously. “Uh,” Brian starts, “we kissed once back in middle school when we were playing spin the bottle at a party, but that’s about it.” 

I nod. I figured they hadn’t done anything recently, not with the way Brian reacted to seeing Seth’s dick. But at least, my curiosity is quenched. I sit back down on my bed and stroke myself lazily, using my precum—and technically theirs too—to bring myself closer to the edge again. “I want the two of you to take turns sucking each other’s cocks.” 

“Who goes first?” Seth asks. 

“You do,” Brian says, chuckling. “I’m the taller one, so I call dibs on getting blown first.” 

“What the fuck does that have to do with anything?” Seth says, looking indignant. “Besides, I said it once, and I’ll say it again. I’m bigger where it matters most.” 

“Fine, how about rock, paper, scissors?” Brian suggests. 

They play two out of three, and Brian ends up winning. “Ha! Suck it, literally!” Brian gloats. 

Seth, looking nervous, gets to his knees in front of Brian and takes his cock in his hand, stroking it. He swipes a bead of precum from the tip with the pad of his thumb and sticks it in his mouth, sucking on it. Seth moans low. “Not as bad as I expected.” He leans in and takes the tip of Brian’s thick cock into his mouth, causing all three of us to groan. 

Seth tries to take more of him into his mouth, but I call out. “Wait! I have a better idea.”