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.
"How does it feel?" I ask.
"It's starting to feel better. Less pain." Mike said.
Okay, good." I said. "I'm going to start fucking you now. I'll go slow." Mike only nodded.
I slide my cock out slowly. Mike winces a little, but he moans softly. Once I'm almost out, I slide back in. He moans a little louder now. It doesn't look like he's really hurting much anymore. I take that as my cue and pull out a little faster than before, than I slide back in faster. He moans again. So I keep repeating, sliding in and out of his tight ass. Gradually getting a little faster, sliding back in a little harder. Mike starts moaning my name.
"Oh, Ray. Please fuck me, Ray. Your cock feels so fucking good." He doesn't have to tell me twice.
I don't hold back anymore. I fuck Mike's ass hard and fast. His moans become more like screams now. He can't get enough of my cock.
I look over and see Tyler fucking Walker's ass still. Tyler bends down and kisses Walker, their tongues wrestling as they moan into each other's mouths.
We all fuck like this for several minutes before Tyler announces he's going to cum soon. I want to finish with him, so I pick up the pace. After 30 seconds, Tyler explodes into Walker's ass, moaning loudly. I finish only a few seconds after him, cumming deep into Mike's ass. Mike pushed his ass against my cock. He loved the feeling my cum inside him.
Once Tyler and I finished and calmed down, we slowly pulled out of our partners' asses. We all laid flat on the bed, catching our breath once again.
I spoke up and asked, "So Mike, how was it?"
"Fucking awesome!" Mike almost screamed out. "I'd do that every day if I could."
"You just might get your wish." I reply. Mike laughs and smiles at me.