Seemed like we were all ready for round two. All four of us stood up and followed Tyler to his room. He had the master bedroom and the biggest bed, so his was the logical choice.
Once we were all in Tyler's room, Mike asked, "So what else can we do?"
I get on the bed and sit up on my knees. I grab my half-hard dick and present it to Mike. "How about you start with this?"
He needed no more prompting. He jumped on the bed enthusiastically on all fours, grabbed my cock, and shoved it in his mouth. He didn't have the technique down just yet, but it still felt really good. If he doesn't end up regretting tonight, I imagine he will have plenty more practice to get better.
Walker crawls underneath Mike and starts sucking his dick. I thought Tyler would move over to Walker and start sucking him, but instead moves over to Mike and starts licking his ass. I don't think Mike was expecting that. He jumped a little when he felt Tyler's tongue, but soon relaxed and focused on my cock again. Mike was getting it from 3 different ends and I could tell he was really enjoying it. His moans were picking up pretty quickly.
The pleasure was too much for Mike. He only lasted another minute before he moaned hard against my cock as he blew his second load of the night into Walker's waiting mouth. Walker took it all as it slid down his throat. When Mike finished cumming, I took my cock out of his mouth. He tried to put it back, but I stopped him. I had different plans for him.
"Mike, would you want to try anal now?" I asked.
Mike seemed into it, but a little concerned. "Will it hurt?"
"A little." I replied. "But once you get used to it, it will feel really good."
"Okay, I trust you." Mike said.
"Good." I said smiling. "Maybe you should start with me first. Get used to my dick before fucking Tyler."
Mike agreed. "That's probably a good idea."
Walker spoke up. "Then I want Tyler to fuck me now. I want dick now!"
Tyler chuckled and smiled. "I can do that."
I told Mike to stay on all fours. I went around behind him and started licking his ass, which was still wet from Tyler's tonguing. I think he was really liking having his ass played with. He already started moaning loud and pushed his ass against my tongue. I look over and see Walker sucking Tyler's cock, getting it nice and wet for his ass. I think I should do the same for Mike. This will be his first time. Getting it wet wouldn't be enough.
I stop licking Mike's ass and stick a finger in. He jumps and his asshole tightens around my finger.
"Just relax." I tell Mike. "It will go easier. Breathe."
Mike takes a breath and I feel his hole loosen up a little. I stick my finger in further. Mike is back to moaning again. I take the hint and start taking my finger in and out. He's loving it now. I stick another finger in now, much easier this time. Mike has head head back, lost in a world of pure pleasure.
I see Tyler take his cock out of Walker's mouth. Walker gets on his back on the bed and Tyler lines up his cock with Walker's ass and slides it in smoothly. It's not the first time Walker took his huge dick, and I doubt it will be the last. Walker moaned loud in ecstacy as Tyler slowly fucked his tight ass.
I think Mike is ready now. I take my fingers out of his ass and ask, "You ready?"
"Yes, I think so." Mike said. "Walker is loving it. I want to feel that."
I was more than willing to oblige. I stand up straight and line my cock up with Mike's hole. The tip hits the entrance and I slowly push. I manage to get it in about an inch past the head before Mike winces in pain.
"Remember to breathe." I told Mike. "Relax. It will hurt less."
Mike nodded and breathed, allowing his ass to loosen a little bit. I slide in another two inches. He winces again, but not as bad this time. I keep sliding slowly and steadily until my dick is all the way into his ass. I stay that way so he can get used to it.