The Best of Both Worlds

By Marshall VanStee

Published on Jan 9, 2023

Bisexual

The Best of Both Worlds Part 7 The disclaimers. markit10@yahoo.com

This is a work of fiction. The writer does not condone sex between underage children. If this subject is objectionable to you, you should leave now. If it is illegal to view this subject matter where you are then you should leave. Otherwise, you have been warned. Happy stroking.

"Well, what now?" I asked the group. "I've got a protruding problem that needs attention and I notice both of you do too. Any suggestions as to how to take care of the situation?"

Wiley looked at both of us as if he wanted to say something but was not sure he should.

"What's on your mind genius?" I asked. "Looks like you want to tell us something. Make it good."

Wiley looked down and turned a little red. When he looked back up he could see both of us were really interested in what he might come up with.

"Well," he stammered, "I remember seeing a picture in one of those magazines we found and it kind of turned me on, kind of different, oh, I don't know, you'll probably think it's weird and too far out,"

"Come on Wiley." Jackie said, spit it out. We've done just about everything guys can do together, what's weird?"

"Do you still have those magazines somewhere?" he asked.

I pulled them out of the bottom of my drawer and handed them to him. He browsed through the different mags until he found the one with just guys in it. He started thumbing through the pages and when he found what he was looking for, he laid the page open and showed us. There in front of us was three guys engaged in a semi daisy chain, one behind the other. He watched our expressions as we realized what he was wanting. I looked at Jackie and he looked at me and we both smiled.

"I'm game," I said.

"Why not," said Jackie. "You get to be in front Wiley. At least to start with.

When he immediately agreed, it became obvious that this was exactly what he had been hoping for. I went to the Bathroom and got a big bottle of lotion and pumped a large dollop into my hand. I smeared it all over my raging hard cock and told Wiley to bend over the computer chair. I squirted some more lotion into the crack of his ass and with my already obscenely slippery cock, I pointed it at his rose bud and rubbed my cock in the lotion all over his pucker hole. Wiley starte pushing back at me as I was rubbing his hole with my cock so I began to apply some pressure. The head of my cock slipped right in without much resistance. It seemed Wiley had some experience with this type of activity already, because his sphincter muscle didn't need any coaxing to loosen up and allow entry where there is normally only exit.

"Ohhhh," he whispered. I pulled my cock back out and then pushed it back in and it went a little deeper. Wiley then, really pushed back against me and I was buried in his ass up to my ball sack.

"Yeaahhh, it does feel good." Wiley whispered a little louder, and he started pumping his ass back and forth on my dick.

I'm leaning over Wiley's back and rocking into him with his outward thrusts when I feel something cold and wet being applied to my ass cheeks. Then I felt Jackie's engorged member sliding between my cheeks.

Like I said before, Jackie is the biggest one in our group and when I decided to fuck Wiley first, I hadn't given much thought to what my role in this party was going to be. I immediately tightened up my butt hole. I think it was more out of instinct than fear. Jackie kept rubbing his cock up and down my ass crack, lubricating every part of me back there, and when he placed the tip of his cock against my hole, I tried to relax, but the fear of that big cock invading my back side wouldn't let me relax. He held his cock against my pucker and kept a steady pressure there without forcing the issue, and eventually, my sphincter relaxed enough that I felt him begin to enter me. I had stopped pumping into Wiley while this was happening and suddenly, his head popped inside my ass. I reflexively pushed forward into Wiley's ass and Jackie popped back out. Once that initial shock registered, I realized, it really didn't hurt, but it was a different feeling. Jackie pushed his cock against me again and with all the lubrication in my ass and on his cock, he slid that cock head right back in easily.

"OK," I thought, "It really does feel kind of good, not painful, but feeling filled up and stretched out. As I got more comfortable with that feeling, I started to push back a little, impaling more of his cock in my ass. Jackie pushed a little harder and buried more of it in my behind. I started pumping into Wiley and my thrusts in were all the way in and when I pulled back for another thrust, Jackie buried the rest of that monster cock in me.

"Ooooooohhhhhhh, yeahhhhhhh," it was really starting to feel good. When Jackie buried himself all the way in while I was pulling out of Wiley, he started rubbing against my prostate and I began to feel like I was going to cum from being fucked.

"What's this?" I was thinking as I was fucking Wiley harder and faster, all the time pushing back against Jackie's cock to make sure he was completely buried in me. The faster I fucked Wiley, the more it felt like it was Jackie that was going to make me cum. All of a sudden, Wiley moaned and pushed back against me hard and he started cuming all over my computer chair. I don't know if it was that, or the result of my fucking, or if it was Jackie fucking my prostate gland, but I started blowing my seed deep in Wiley's ass. As my ass clenched with the spasms of my release, I felt Jackie start to shoot deep in my ass and all of us were panting and moaning, not believing what just happened.

"That was totally awesome you guys. My god, I never thought about getting fucked that way before, and if I had thought about it, I wouldn't have believed it would feel that good."

Later that night when we were just laying around, I looked at them, and said, "About that club idea. Anyone got some ideas?

Wiley looked at me and said, "Remember my cousin Luke I mentioned before? I Mentioned the idea to him and he was all for it. He's the one that taught me about ass fucking, and he's significantly larger than either of you two."

Remembering Jackie in my ass, I acknowledged to myself that I could probably take a bigger cock. Jackie felt good, but now I feel like I'd like to find out what a bigger cock will feel like.

"I'm game if everyone else is." I stated. Jackie raised his hand saying he was for it, so now it was just up to what we decided this club was going to be and how we were going to run it.

"We need to get Shelly into the conversation as she is already a voting member by virtue of having fucked and sucked all of us.

"What about April?" asked Jackie.

Wiley said she really wasn't a member yet because she hadn't met the criteria that Shelly did. Jackie, thinking about how much fun he was going to have at home now, agreed and said she should probably have to do the initiation to be a member.

"I'd really like to know how Shelly got her to agree to walk in on us when she knew we would all be naked and doing something."

"It's obvious that all of us are excited about the prospect of something new," I said, standing up and showing my cock in all its erect glory. Wiley had been absently fondling his own cock while we were talking and he was hard, as was Jackie.

Wiley got up and grabbed the lotion. "I get to fuck someone this time," he said.

I wound up leaning over my bed with my feet on the floor with Jackie fucking me again and Wiley fucking Jackie. That was fine with me, given the size of Wiley's cock. I really wanted something bigger than that.

Jackie fucked me hard and long again and this time when I came, I knew it was from his cock massaging my prostate and not my cock being milked by Wiley's ass.

When we finished and got cleaned up I suggested that everyone think about their idea of an initiation and write it down. We would compare notes when all four of us had time to give it some thought.

We went to bed and I fell asleep thinking about getting Shelly to tell me all the juicy details about her and April.

Next: Chapter 7


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