Autumn Postponed - Chapter 6
Author's notes: Palmer's visit with Trey and Shy continues...
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***************************************************** FROM CHAPTER FIVE
I laid back with my eyes closed, straining to take deep breaths. I felt a sudden coldness on my deflating cock as Trey released it from his mouth. Between my early morning escapades, my three and a half hours of sleep, and this latest sexual release, I could easily have drifted off for a long nap. It was, however, not to be.
"Uh, uh, uh," Trey admonished. "No napping for you, beach boy. Now it's really my turn. Remember your promise?" Of course I remembered. I knew that very soon, and for the first time in my life, I was going to feel a dick embedded in my ass, and it would be Trey's. All thoughts of sleep fleeing my mind, I felt my wet, freshly serviced cock begin to stiffen.
Chapter Six
Though I knew I wanted it, wanted to know what it could feel like, I felt a sudden rush of trepidation. It might have been that post-orgasmic waning of passion, or that bit of blood that had returned to my brain, making me reconsider all the implications of what was about to happen. I was simultaneously terrified and excited by what I'd begged for as these incredible boys watched me jacking off hours before.
"Listen, dude," I pled. "I wasn't lying, you know. I've never done any of this stuff before. I'm a little bit... well, I'm a little scared it's gonna hurt a lot."
Trey smiled at me. "Don't worry, Palmer. Me and Shy really know how this works. We can help make it easier." Then he looked serious, and just a bit disappointed as he added, "But if you're really too scared, you don't have to do it."
If it wasn't for that little addition, I might have backed down. But seeing that flash of disappointment in his eyes, I steeled my resolve and said, "No, I wanna try, at least. I really do want to find out what's it's like. You guys both like getting fucked, right?"
"I do, for sure," Shy smiled. "It felt more weird than anything the first time, but it didn't really hurt. Trey fingered me good before, and then went slow. Once he got all the way in, it felt awesome. His dick was a little smaller back then, but not much. Honest, dude, I liked my first time."
"OK," I said. "So what do I do?"
Both my new sex buddies started giving me directions. They had me lay down on my stomach with pillows stacked under my crotch so my ass stuck up. They told me to spread my legs wide. Shy was softly rubbing my butt, and then pulled my buttocks apart. I could feel the cool conditioned air on my hole. Then I felt something wet and slimy.
"That's called lube, Palmer. It'll makes things slide into you easier. I'm gonna start sticking a finger in," Trey warned. "I'll go real slow so you can get used to it. When I tell you, push out like you're gonna take a crap, all right?"
I took a deep breath and then said, "Go for it." The finger that had been circling my hole stopped and began to push. Fighting instinct, I tried to relax and just let Trey's finger in. Just when it seemed like it was impossible, Trey gave me the word and I pushed out like I was going to the bathroom. Almost immediately, Trey's finger pushed past the tight opening, and he inserted it less than an inch.
In that very moment, the reality of the situation crashed down on me. I was lying face down, totally naked on a bed, revealing to two boys, who had been total strangers not two days before, a part of my body that, to my knowledge, only my parents had ever seen, and only years and years ago. I was suddenly aware of just how vulnerable I'd made myself, knowing that if they wanted to, the two of them would have very little trouble pinning me down and doing whatever they wished. But still the single, foremost thought in my mind, the one that cancelled out all the others, was that I truly wanted this! I truly wanted Trey to fuck me, and to fuck me well, having no idea what that actually meant.
"You OK, dude?" Trey asked. I did a quick appraisal and decided that, while it felt weird as Shy had said, I couldn't say it really hurt. In fact, it really didn't hurt at all.
"Yeah, I'm good," I said. "Go ahead and slide it in." I felt more lube being dripped onto my hole as Trey slowly but steadily slid his finger deeper and deeper into my ass. Then suddenly he stopped, prompting me to say, "It's all right, Trey. You can go deeper."
"It's all the way in, dude," Trey chuckled. "I'm gonna move it around some, OK?"
"Yeah, do it, dude," I nodded. I could feel the tip of his finger exploring my insides. While it didn't hurt at all, I began to wonder why anyone would really like having anything up his ass, until...
"Oh, fuck!" I shouted as a wave of pleasure swept through me. "What did you do?"
Both Trey and Shy chuckled. "I just found your prostate, Palmer. That's your magic spot. Whenever it gets touched, it feels really good. If someone plays with it long enough, it can make you cum just like jacking off."
"Do it again," I begged, soliciting more laughter from both boys. After a some more movement, Trey found my "magic spot" again, and I shivered from the sensation. My dick, that had barely deflated from Trey's blowjob and my own trepidation, quickly rose to almost painful fullness.
"OK, Palmer, that's pretty good, right?" When I nodded, he said, "Now I'm gonna do two fingers, so just relax." He repeated the same procedure as before, and after about five minutes, I was quite comfortable with two fingers inside me. In fact, when he scissored them apart a bit, it again felt really good.
"All right, Shy, get the candle," Trey said as he pulled his two fingers out.
"Candle?" I asked.
"Yeah," Trey said. "I can't really get three fingers into you, so we need something a little bigger, but still not as fat as my dick." He showed me a long white taper candle, and how the flat bottom had been melted to a blunt but rounded end. "We can't really buy a dildo. We'll lube it up real good and see how far you can take it in you. Make sure you tell me if it hurts you at all so I can take it out."
I lay my head back down and waited. Soon I could feel the end of the candle pushing on my hole. It was a lot stiffer than Trey's finger. I pushed out when Trey told me to, and I could feel the candle enter me. Trey kept speaking softly to me as he slowly inched the candle deeper and deeper inside me. I could feel it meet some resistance from time to time, but Trey made slight adjustments, and was able to continue, and I felt no discomfort.
"Damn," I heard Shy whisper. "It's really in there."
"Yeah," Trey replied. "That should definitely be enough. It's way deeper than my dick could go. How ya feel, Palmer? You OK?"
"I'm fine," I said. "You can go more, I think."
"No reason to," Trey said. "I'm never gonna get that far into you. Hold on, I wanna see how deep it went. Shy, get a ruler." I felt the candle being withdrawn slowly, until it finally popped out of my ass. After a couple minutes, Trey said, "Wow, that was eight inches! I think my dick won't be any problem for you, dude."
"Awesome," I said, feeling a bit proud of myself. "Should I just stay like this?"
"No," Trey said. "It'll be easier for you if you get up on your knees." I raised myself up as he suggested. He then told me to lean down so my head was resting on the pillow. I felt the bed moving as Trey positioned himself behind me, directing me to spread my knees as widely apart as I could. "All right," he said, "Are you ready?"
"I guess so," I said. "Just use lots of that slippery stuff."
"I will," Trey assured me. Again I felt a finger rubbing lube all around my hole, and then pushing to get some inside. "Here goes," Trey said, and I could feel the blunt head of his cock against me. The pressure increased until I remembered Trey's earlier advice and pushed out. Almost at once, the head of Trey's dick passed through the tight ring of muscle into my ass. As before, it felt strange, but not at all painful. Trey again asked if I was all right, and I told him I was fine, and to keep going in.
"Dude," Trey gasped, "You are so fucking tight. This feels fuckin' fantastic!" In only a few moments I could feel Trey's pelvis pressed against my ass. I couldn't believe that I had been so fully penetrated, while experiencing no pain at all. "I'm gonna start fucking now, Palmer. But I don't think I'm gonna last long in your tight ass!"
I began to rock forward and back as Trey began a gentle thrusting. Soon he increased his pace and pressure, and I suddenly felt that euphoria that told me he'd hit my "magic spot." As he pumped faster and harder he touched it again and again, making my dick throb with pleasure each time. Through it all, Trey kept moaning and telling me how hot my boy pussy felt. I swung my head to the other side, only to see Shy jacking his dick while watching me being impaled on Trey's meaty tool.
"Oh, yeah," I heard a voice groan. It took me a moment to realize it was my own. "Oh, fuck, dude, that really fuckin' rocks! Shove that dick up my ass! Gimme all of it..." and other equally eloquent pronouncements of pleasure. I'd have never believed that having someone's dick up my ass would make me feel so good, so sexy. Somehow I knew that if he kept it up much longer, I was going to cum right onto the sheets.
"Oh, fuck, dude, I'm gonna fill up your ass," Trey groaned, every bit as articulate as I had been. He increased his pace even more, driving my head into the pillow with each deep thrust. Suddenly he let out a loud moan, and pushed even more deeply into me, three, four, five times, all the while repeating, "Oh, fuck. Oh fuck. Oh fuck!"
No longer pushing, Trey fell forward, draping himself over me, frantically reaching underneath until he found my hard, dripping dick, fondling it gently as he came down from his sexual high. He kept gasping out how good it had felt, and how tight my ass was.