Tom and Josh

Explicit male/male sex, for those of legal age only.

Copyright (c) 2015 Josh Jango

Tom and Josh on Convention – part 8

Tommy and I were lying naked in bed together, calling it a night so we could get some sleep before the last day of the convention. I don't know where I got the nerve, but I asked him if he wanted to cuddle up while we slept. Not that I'd ever done it before. He thought about it a minute and said, "Hell yeah." He reached over and pulled me up close, and I put an arm around him. Skin to skin. Flesh to flesh.

So here we were, holding each other. This was gonna be awesome. I could touch him, caress him, feel his strength, trace the curves of his body, whatever I wanted. Lick him, maybe. I didn't know where to start.

"Relax, dude," he said. "Cuddling is all about letting go."

"Fuck, I'm getting a hard on again," I said. "I can't help it."

"No problem. I've got one, too, in case you hadn't noticed. Feels good, doesn't it?"

"Well, yeah, sure. Uh, it's not gonna keep you awake?"

"Nah, I doubt it. Look, hard cocks are gonna be a regular thing between us, right?" He laughed. "Better get used to it. Now go to sleep. Tomorrow's another day." He pulled me closer and then just kind of relaxed and let go. A few minutes later he was breathing deep and steady, already asleep.

I couldn't fall asleep at first. Didn't want to. We had just got through sucking each other off – that in itself was exciting to think about – but Tom and I were naked, snuggled up together, arms around each other, and that was just as good as the sex, in a whole different way. It felt so good to be touching each other like that. Not just touching, but pressed up against each other.

He was so relaxed about it, like it was the most natural thing in the world. This is how we were gonna sleep. This was the new way. How things were gonna be from now on. No worries, no reason to be shy or cautious about touching. No shame. We both wanted this. Both of us liked this.

I had dreamed about this for months. No, actually, more like a couple of years. Never thought it would happen, though. Well, maybe when we first met I had my hopes, but then he found a girlfriend last year, and that was about when our jack-off sessions had tapered off, so I just figured he had moved on. I figured he was getting all the sex he wanted from her, but as it turns out, I was wrong about that.

It's funny how fast things can change sometimes. Hell, just a few hours earlier, Tom and I had been preparing for the romancing and righteous fucking of a couple of girls we'd met the night before. He and I were sharing a hotel room and a bed together, and after our plans with the girls fell through, we were horny as hell.

I'd been lusting for him for the last two years or more, but I'd never gotten up the courage to tell him so. No matter how much I wanted him, I never forgot that his friendship was more important to me than sex, so I kept my feelings – queer feelings, okay, yes, I was queer for Tom, I could admit that to myself – I kept my feelings to myself.

Until that night. Well, he already knew how much I loved him. Hell, we were best buddies, it wasn't any secret how we felt about each other, but as far as sex goes, jacking off together was as far as we'd ever gone, until now. I just figured all along that he was straight, but labels like that didn't apply anymore. Not now. Not after giving each other the best blow jobs we'd ever had, and promising each other more to come.

I fell asleep that night feeling like everything was about as right as it could get.

—

That feeling didn't change the next morning, either. Tom and I couldn't stop grinning and laughing. No shame. Yeah, we had every reason to be happy.

He woke up first, but not by much. I heard him peeing in the bathroom, and then the toilet flushed. He came out and saw I was awake. I asked him if he wanted to shower first, and he said, "Fuck that, let's shower together."

Fine with me.

This was going to be our last day for all the convention shit. Meetings, lectures, lunch together, workshops, and finally a big dinner, the last one of the convention. The next morning we'd be taking the train back home. Really, the less said about all that school stuff the better. We had to get through it, but that didn't stop us from thinking about what we were gonna do later.

Tom and I bought a bottle of hand lotion for that night at a little store inside the hotel. It was in our room, waiting for us. That's what we were looking forward to, all day long. We didn't talk about it – didn't need to. We bought the lotion after breakfast, dropped it off in our room, and we knew damn well exactly what we were gonna do with it after supper.

We had big plans for that night. That's what we had on our minds all day. We were gonna do what we had started out trying to do the night before: we were gonna fuck each other. First time ever. Oh, yeah! Our dicks were hard all day long, thinking about it.

We made it through the day, got through the dinner banquet and all the dumb speechs, snuck out of there while everybody else was socializing, and so we finally got back to our room. We stripped all our clothes off, and Tommy got up on our bed, naked, with his butt up in the air, telling me to go get the hand lotion and fuck him. He wanted to fuck me, too, of course, but he decided he wanted me to fuck him first. Then, after I shot my load, it would be his turn. This was basically what we had agreed to the night before, and now that we had some lube, there was nothing stopping us.

Horniness, that's what it was, plain and simple. Well, no, it was more than that. We were so horny we would go crazy if we didn't find some way to get off, but there was more to it than that; we loved each other. The love between two best friends. But this was taking it so much further than we'd ever gone before. Not that I was complaining!

In a daze I got up off the bed and went into the bathroom, my cock so stiff it ached. I got the hand lotion and came back to the bed where Tommy and his beautiful ass were waiting for me.

"Cool," he said. "Get up here and put some lotion on my asshole. Inside my asshole. Start with just one finger in there, okay? I'll tell you when you can try two fingers together. And Josh, be gentle, okay? I've never done this before, bro."

"Well, that makes two of us," I said. "I can't believe we're really doing this."

"You'll like it, though," he said. "You'll love fucking my ass, I know you will, but you'll like getting fucked, too, when it's your turn."

"Yeah, well, if you say so."

"Josh, have I ever lied to you?"

"Nope. That's one thing I like about you. Lying isn't your style."

"Okay. And I'm telling you, this is gonna feel good. For both of us. I know what I'm talking about. A girl taught me how to fuck her ass and make her feel good! And it can only be better for a guy, because we've got something up there that girls don't have, you know what I'm saying?"

"Uh, our prostate, right?"

"Yeah. You'll see. Just trust me. Go ahead, put some lotion on your finger and see if you can put it up my ass. Gently, okay? Don't force it in. Give my asshole time to relax."

"Okay. Jeez, this is so kinky!" I squirted some lotion on my hand, put the container down, and put the other hand on Tommy's ass, pulling his ass cheek to the side a little so Icould zero in on his hole.

"It's not kinky," he said. "Just because you never put your fingers up your own ass before doesn't mean it's kinky."

"One finger to clean myself, that's it," I said. "More than that, no, I never have. Unless I was too young to remember it. Never occurred to me to do something like that. But you have." I touched his pucker hole and I felt it clench up a little. I moved my slippery finger up and down the crack of his ass, back and forth over his hole.

"Ah, yeah," he sighed. "That feels good. Hell yeah. Jesus, Josh, playing with your asshole is almost as much fun as playing with your dick or your balls. Do 'em all at once and you'll really be feeling good! Come on, now, really? You've never played with your butthole?"

"Well, not yet. I guess I'll have to try it."

"After you get through fucking me I'll show you how good it can feel."

"I've seen you play with your balls, when we jacked off together. I've done that. That feels good."

"You bet. Well, then, you've probably seen me touch my asshole, too; you just didn't know it."

"You had your finger inside your ass when we jerked off? Jeez, I think I would have noticed that," I said.

"No, I don't think I ever actually put my finger inside when you were there, but I've done it plenty of other times. In the bath or shower, or when I'm jerking off alone, you know. Times like that. I didn't do it in front of you probably because, I don't know..."

"Because it's kinky!" I grinned at him.

"It is not!" He laughed. "Well, maybe a little bit. But hell, that's what makes sex fun, doing intimate stuff like that." His asshole relaxed then and my finger went inside. "Oh, yeah. That's it, Josh. Move your finger around in there. Feel me up. It feels good. You'll see."

I felt around in there with my index finger, felt the smooth, warm walls of the inside of his asshole, and tried to imagine what it would feel like when I had my cock in there. This would be good, for sure. For me, at least. I started moving my finger in and out a little, gently.

"Yeah, Josh, you've got the right idea. That feels good, bud." Pretty soon I felt his opening relax more. He said, "Try two fingers now. Gently." I took the one finger out, put some more cream on my fingers, and pressed two together against his hole. They went right in, and then his asshole clenched around them. Damn, this was downright sexy!

"Hold up for a minute," he said. "Let me get used to it."

I just held the two fingers inside his butt, trying to imagine what it must feel like for him. I was starting to get an idea of what it would feel like for me to have his asshole wrapped around my cock instead of my fingers. Awesome.

Then I felt him relax again. "Alright, Josh, move 'em around, go ahead, play with my butt." So I did. Eventually he had me put three fingers in, and once he got used to those, he said, "Okay, pal, I think I'm ready to try that big cock of yours."

I took my fingers out of his ass and moved closer, but then he said, "Hold up, Josh. Let me put some lotion on your dick." He reached over for the lotion bottle, squirted a bunch of it on my stiff dick, and wrapped his hand around it, spreading the slickness around.

"Jesus, Tommy, be careful," I said. "You're gonna make me cum before I even get it in!"

"Oh, no, we can't have that," he said. He got on his hands and knees with his ass in my direction. "You're slick enough now. Go ahead. But listen, Josh, I'm like you; I ain't ever been fucked before, so go slow and take it real gentle-like, okay? And stop when I tell you to."

"Sure. I'll be as gentle as I know how. Gentle as you're going to be with me, right?"

"Yeah." He raised his butt up and backward, like a cat in heat, to make it easy for me to get my cock up in there. I slid up close, on my knees, and held my dick with one hand to guide it. It wouldn't take much to get me off, I knew that much. I pressed the head of my dick up into the crack of his ass and I found his asshole.

"All right, man." He looked back at me. "Right on target. Now just take it easy, man, go slow." He tried to relax so my hard cock could push into his ass. I pressed a little harder, and Tommy's butthole and my dick were so slippery, my cockhead suddenly popped inside. He winced a little and said, "Whoa! Hold it right there a minute. Jesus!"

My whole body was tingling like an electrical charge was going through it. I was in ecstasy. Tom's hole was tight. Too tight, at first, but when he relaxed it felt like the best thing my cock had ever been in, or ever would be in. I felt a really strong urge just to plunge it all the way in, but I knew it might hurt him, so of course I didn't.

When he finally told me to go ahead, I very slowly, very gently, pressed in closer, slowly pushing my dick deeper into his ass. I loved this guy, and I kept thinking what it might feel like when it was my ass that was being fucked. I didn't want to hurt him.

When I had it in about halfway he said, "Okay, now stop for a minute, hold it there for awhile. Jesus, I gotta get used to it first." We stayed like that for a long time, and finally I felt something at the end of my dick relax. Tommy said, "How does it feel?"

"You just don't know how good it feels," I said. "I've got the strongest urge to just fuck the hell out of you, man. I swear it's all I can do to hold back."

He laughed and said, "Yeah, dude, I told you you wouldn't believe it. That chick said that after she got fucked this way a couple of times, the harder she got fucked the better it felt. But my asshole ain't been broken in yet, so go gentle, man, and I'll be just as gentle with you. I don't think I could take a hard fuck this time around. But I'll tell you what, my dick sure loves this. It's as stiff as it ever gets. Take a look if you don't believe me."

I peeked around and, sure enough, his cock was the hardest I'd ever seen it. I reached around and wrapped my fingers around it, but he said, "Jesus, man, don't. I don't want to cum, not yet." So I let go of it.

We waited another minute or so, then he said, "All right, man, see if it'll go in any deeper." Very gently, I pressed my dick further in, and it slid right on past whatever had been stopping it before. "Take it slow, Josh," he said, and I did. But I kept pushing until I was all the way pressed up against the cheeks of his ass.

"I'm all the way in," I gasped. "Does it hurt?"

"Nah. It feels good. But keep it right there for a minute, okay?" And then pretty soon he said, "Move it in and out a little, just a little." This I did, and then Tommy said, "I think it's starting to relax in there, man, like your cock's starting to feel like it belongs in there, you know?"

I moved my cock in and out. A little further out each time, and then all the way back in. Out and in.

"Yeah, man, that feels good. Keep it up."

I started moving in a regular rhythm, in and out of his asshole. Finally I was bringing my cock almost all the way out, and back in again as deep as it would go. He helped by pushing his butt back every time I thrust forward. My pelvis and his ass were smacking against each other hard and fast.

Finally I felt it coming on. I kept on driving in and out, and I told him, "I'm gonna cum if I keep this up, Tommy. Are you ready for me to cum? Should I stop?"

"Fuck yeah, Josh, shoot it. Come whenever you're ready." His voice was trembling – I guess he was in about the same shape I was. I was in that state of ecstasy just before shooting off, that feeling you want to last forever, but you want to cum so bad you just can't hold out any longer.

"All right, man," I said, "here I go!" I kept pumping, and all of a sudden my body took over. My brain went numb. "Unnngh!" I started shooting my load inside of him, and my hips thrust against him so hard on each spurt I'm surprised his ass wasn't all black and blue the next day. I'm talking about slapping ass, hard. Moaning and groaning the whole time – "Unnngh! Unngh! Fuck!" But he steadied himself and he kept that beautiful ass of his right out there where I needed it, and he was groaning the whole time, too, and then he shouted, "Fuck! Oh, fuck, I'm coming too! Unnnnnh!"

Eventually we slowed down, and finally stopped. I leaned forward, on top of him. I rested my weight on his back and shoulders, with my hands on either side of him, holding him. We just stayed there motionless for a few minutes, my head resting sideways on his neck and my dick still up his ass, while I caught my breath. I was too dazed to move, too dazed to even think. I just stayed in that position, feeling better than I had ever felt in my life.

Eventually I was brought out of my stupor when I heard him say, "I came, too, Josh. Without even touching myself. I was pretty fucking close, and then when you started pounding me, my cum just started shooting out. That chick was right – it feels great! Take it out slow, man, okay?" After I gently pulled my cock out, he stretched out next to me and said, "How was it?"

"The best fuck I've ever had," I told him. "Bar none."

He laughed and said, "Who else have you ever fucked before?"

"Nobody." I grinned. "Just saying. Hell, it couldn't get any better than that."

"Yeah," he said, "Well, I told you it would be good. Look at you. You look like you could cum again without much trouble."

My dick was still hard, raised up above my belly at attention. "You know, you're right," I said. "But hell, I guess it's time for me to live up to my end of the deal."

Tom looked at me carefully, I guess to see if I really wanted to go ahead with it and let him fuck me. He would have skipped it, I'll bet, if he thought I wanted to back out – that's how much he looked out for me. Or maybe he wouldn't have, come to think of it – he was horny as hell – but I wasn't about to back out. I wanted his cock, even if it hurt.

"You won't regret it," he said. "Damn I want your ass! But look, give me a few minutes to recharge. Let's take a shower, dude, want to?" So we got up off the bed and went into the bathroom.

I asked him, "Was I gentle enough for you?"

"Oh yeah, you were great, Josh. Thanks for going easy on me. Listen, I'll be just as gentle with you, all right? If it hurts the slightest bit, let me know, man."

"Okay," I said, "I will."

Copyright (c) 2015 Josh Jango

I hope you've enjoyed this story. One more chapter to go! Sorry it took so long to finish. After this I will be working on the third book in my "Try Anything" series. The first and second novels of it are already available, if you're interested, at the usual marketplaces online; just search for my name in the books section.

• Josh Jango

joshua@joshjango.com

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