Ron’s Hidden Crush: A Surprising Discovery

We spent many chilly afternoons in November when school was out, and there was little to do with our free time. Our go-to activity was always Ron’s attic room, where we’d browse through our collection of adult magazines. As Ron flipped through one, he said, “Do you think I’m gay?” I looked at him in surprise and asked why he’d think that, especially since he was dating one of the most attractive girls in our senior class.

He put down the magazine and explained that his gym class coach had taught them basic wrestling holds, and during a practice demonstration, he was paired with Bosco. I said that was a mismatch, but Ron explained it was just an exercise to practice the moves the coach was showing them. In one move, Bosco pinned me face down, and I felt his erection pressing into my ass through my gym shorts.

Ron looked at me and said, “Larry, I have to admit, I liked what I felt. It got me excited, and I got a solid boner. It felt really good!” I tried to pass it off, saying probably anyone would have felt the same, but he looked at me and said, “Do you think you would?” I said I wasn’t sure, that it had never happened to me.

Ron looked at me and said, “Want to try? I couldn’t think of an answer, so I said, “Sure, why not?” We decided to try it with just our Jockey briefs on, simulating the feeling of the gym shorts. Ron asked me to lay face down on the daybed, and he got on top of me in a fake wrestling neck hold, his crotch pressing into my ass.

As he started a dry humping motion, I felt his cock getting hard through the fabric, pushing into my ass crack. Ron asked how it felt, and I admitted it felt good. He continued, and then he pulled down the back of my briefs, his bare 6-inch cock pressing into my crack. I had to admit it felt even better.

Ron leaned in close and whispered, “Can I stick you, Larry? Please, can I stick you?” I didn’t answer, but it felt good, so I didn’t say anything. Then he spat into my crack, and the added slipperiness made it feel fantastic. Ron slid up and down a few times, and then he reached down and aimed his cock at my pucker. It stung a little, but he eased in, and I relaxed.

“Oh God, Larry, that feels so great,” Ron moaned. “How about you?” I was still processing the feeling, but it rapidly changed to pleasure as Ron slid his cock in and out of my ass. He kept moaning, saying how hot my hole was, and then he plunged in deeply and shot a load.

Ron rolled off me and said, “That was fantastic, thanks!” I decided to try it out for myself and pinned Ron face down on the bed, getting on top of him. I pulled down his briefs, and my uncut 7-inch cock was rigid. I spat into his hole, and then I aimed my cock at his pucker. Ron struggled briefly, but then he relaxed, and I slipped in.

We both started deep fucking each other, and the tightness was intense. I felt my load bubbling in my balls, and I plunged in deeply, shooting my load. Ron bucked up, and I could feel his body jerk as he shot a second load under him.

When I caught my breath, I eased out, but Ron grabbed me with his internal muscles and said, “Let’s do it again. I liked it. Your load really makes it feel better.” I needed no encouragement, and we continued fucking each other in the ass on and off during the school year.

One day, we started talking about Bosco again and wondered why he got an erection when he was on top of Ron. Ron mentioned that Bosco had asked him to help him practice wrestling moves a few times, but Ron wasn’t into the sport. Now we started thinking that maybe it wasn’t the wrestling Bosco was interested in.

We decided to find out and suggested that Bosco come over to Ron’s house, and the three of us could “practice.” Bosco was all for it, and plans were made for the following Saturday. When Bosco showed up, we all went to Ron’s room and stripped. Ron and I stopped in our tracks when Bosco dropped his pants, revealing a skimpy, black lace panty that was obviously for a female.

Bosco’s balls packed the cotton lining as his cut, rigid cock shaft projected over the top. He had to be 8 inches for sure. It didn’t faze him that he was wearing girl’s panties, and he flopped on the bed as if nothing was strange. We both finished undressing and joined him.

He flipped over on his stomach and asked, “Who wanted to go first?” Ron took out the jar of Vaseline and coated his 6-inch cock, then climbed on Bosco’s back. He slipped the panty to the side, revealing Bosco’s star pucker, and placed his cock head at the entrance. Bosco raised his ass up and slowly engulfed Ron’s cock, and then he told Ron to fuck him hard.

Ron needed no encouragement, and he started pounding his asshole. Bosco moaned and groaned in pleasure, gesturing for me to get on the bed. I did, and he pulled me close, shoving his face into my crotch and starting to suck me off. Within minutes, I yelled that I was going to cum. Bosco swallowed me down his throat, and then he licked me clean.

Ron followed shortly, and I could see him plunge deeply and shoot his load into Bosco’s ass. We rested for a few minutes, and then Bosco got up and asked who was next. Ron and I looked at each other in shock, realizing it was time to pay the piper. Bosco grabbed Ron and pushed him face down on the bed, saying, “Now I get to finish what I’ve been wanting to do in gym class.”

Bosco coated his cock and added some to Ron’s hole, slowly feeding his 8-inch rigid cock into the tight hole. Ron groaned a little, but my 7-inch cock probes had opened him up enough. When Bosco was fully in, he started pounding away. I relubed my cock, which had gotten hard watching them, and got behind Bosco, shoving my cock into his still-lubed hole. We set up a fucking rhythm, with Bosco fucking Ron and me fucking Bosco, and it took a lot of time, but gave us a lot of pleasure when we finally all shot our second loads.

Those three ways lasted the rest of the school year until graduation separated us, but not before we all answered the original question with the answer, “Who cares?”