Copyright ©2013 Josh Jango
Tom and Josh on Convention – part 4
We were in our senior year at high school. This convention was supposed to be about the work program we were enrolled in, but for Tom and me, the best thing about it was the chance to party and have fun. We had a hotel room and a bed all to ourselves at the Conrad Hilton in Chicago.
His girlfriend stayed home and, to tell the truth, I think he was glad of it. We both thought of ourselves as straight – well, Tommy must have, since he was fucking Fran on a regular basis. Me, I was still trying to figure out where I was on the scale between straight and queer. I had never told a soul, though.
Tom and I were best buddies. From the first day we met. We were like brothers – closer than brothers. And yeah, we used to jack off together. I loved it.
When he started dating girls, I did, too. My heart wasn't in it, though. I didn't want to go out with girls, I wanted to go out with him. But the good thing was, we still jacked off together, after we took our dates home.
And it was hot! We were horny as hell by the time we got to his place or mine. We'd strip down and stroke at least one load out – sometimes two.
But then he started dating (and fucking) Fran, and that was the end of that. As far as I could tell, they were fucking like rabbits. It just about broke my heart. But I couldn't say anything. Hell, I wanted him to be happy.
I got to see him fuck her once. I watched that big cock of his going in and out of her pussy – his big ol' slippery hard cock, stiff as a steel rod, and it was just inches away from me. I wanted so bad to reach out and touch it. I wanted to know what it felt like to stroke it.
He started out slow with her, and took his time, but before it was over with he was pounding the hell out of her. That was his style, I guess. She loved it. And I loved watching. I watched him shoot his load while he was inside her – oh, my god, the look on his face. And the way he moaned. Ever since then, I had sex dreams about him. Him and me touching, doing stuff together. I wanted to be the one to make him moan like that. I wanted to be the one who made him shoot his cum.
Unfortunately, back in the sixties guys just didn't talk about stuff like that, let alone act on it. Not without risking everything. But I could deal with being cautious. I had to. To me he was the greatest guy in the universe, and I didn't want to lose him.
The first two nights at the convention, I know he must have had some great dreams. See, what happened was, he was sound asleep, and I was perving out on him. I couldn't help it. I lifted the covers off him and he was sprawled out naked with a throbbing hard on. He was asleep, and I couldn't resist. We both ended up shooting cum all over each other. Both nights.
The morning after that second night, we slept late and missed our first workshop. We were sure our advisor was gonna punish us and put us on restriction, but he didn't. Good thing, because we had plans to meet up with two girls we met from some other convention that night. We had liquor and condoms ready and everything.
Tom was horny as hell about it; we figured these girls would be up for a good fuck – they'd pretty much said so. I was excited, too, because first of all, I was horny as fuck, and secondly, I was gonna get to see Tom's hard cock in action again.
Anyway, as the day wore on, we relaxed and fell into the routine of lectures and workshops, one after another. I was kind of doubtful at first, but nothing was ever said about the night before, and he acted just like the crazy guy he always was, so I decided, yeah, he never even woke up. As far as he knew, it had only been another fuck-dream.
Throughout the day we talked more and more about the good time we were gonna have that night. We talked to Candy and Tracy again at lunchtime, and they said they'd be ready to let loose and party after supper, about eight o'clock.
My dick got hard every time I thought about the four of us in that bed together, naked. I couldn't stop thinking about it. Tom was looking forward to it as much as I was, judging by the hard cock he was showing all day. Fuck, you couldn't miss it. It's impossible not to stare at his dick when it's hard like that. It's like a big sausage stuffed inside his pants, except you can see the outline of his dickhead, plain as day.
Well, we did hook up with those girls that evening. The four of us went up to the roof and talked, did some heavy "petting," and to make a long story short, that was it. They wouldn't go any further. We couldn't even get them to our hotel room – they said it was against the rules. Fuck! Since when can anybody have fun by following the rules? After looking forward – all the damned day long – to some righteous fucking, we were suddenly, incredibly, disappointed. They deserted us.
We got back to our room about ten that night. Tom was nearly frantic. Both of us had boners that would not go soft. Tom had a little wet spot in his jeans from leaking pre-cum. I plopped down on the bed, but he paced back and forth. He could hardly think straight.
"Fuck, man," he said, "those chicks did us so wrong. They acted so damned liberated yesterday. Didn't they? Yesterday they wanted to fuck, I know they did. What happened? I don't get it. I needed it so bad. I'm so horny I think I'm gonna go crazy."
"Yeah," I said. "They sure did talk that way. Yesterday they could hardly wait to get a hold of our hard dicks. That's exactly what they were talking about."
"No kidding. But then when it came down to it, they just made up some lame excuse to leave. They got us hot and horny – made us think we had a sure fuck lined up – and then they left our asses out in the cold. Now I'm gonna have blue balls. Jesus, my dick is so hard it hurts. I gotta find something to fuck, Josh."
"Well, there's always one thing we can do."
"What's that?"
"Come on, Tommy, I know you haven't forgotten. The way it used to be. After we took our dates home, going to your place or mine. Stripping down naked and jacking off together. We had some great times doing that. You know we did. It was hot."
"Yeah. I remember. Of course I do."
"We'd shake hands on it, remember? Before we even went out. `Relief for these horny dicks, no matter what.'"
"Yeah," he said. "Why'd we ever stop, anyway? That was fun."
"You know why. Because you started fucking Fran. Duh."
"But I wasn't fucking her that often, dude. I was lucky if I got to fuck her once a week."
"No way."
"And that was at the best of times. Most of the time, now, we go weeks without. It drives me crazy."
"Aw, come on. I figured you two were fucking twice a day. And twice that on weekends."
"No, hell no. What made you think she was fucking me that often?"
"Are you kidding?"
"No, I'm not. I sure as hell never told you any such thing. What made you think that?"
"Because. Any girl would be crazy not to fuck you every chance she gets."
He looked at me kind of funny. And smiled.
I thought about what I'd said and I started getting embarrassed. "Aw, you know what I mean. They all think you're hot."
He still didn't say anything. He just stood there, grinning at me.
"Okay, well, I think you're hot too," I said. "You must have figured that out by now. After all the jacking we did together."
"Yeah," he said, "you didn't even look at your own dick while you beat off – you watched me stroke mine the whole time."
I got even more embarrassed. Was I that easy to figure out? "Well, uh, I wanted to see you shoot your cum," I said.
"Aw, hell, Josh, don't be embarrassed. I stared at yours, too. You have a hot cock, dude. I used to love to see you squirt."
"Really?"
"Watching each other stroke was hot. That's why I was always ready to shake on the deal. `Relief for these horny dicks, no matter what.' Hell yeah. Jacking off together afterwards, that was more fun than the date, most of the time."
"We shook on it tonight, too."
"Yeah. We did. Did you really mean it?"
"Well, um, yeah. Of course I did."
"Well, fuck, that's good, because I need to get off, man. All day long I was counting on a warm, wet hole to fuck. One way or another, I have to get off." He grinned. "I'm gonna be hurtin if I don't."
"Let's jack off, then. You want to?"
He looked at me for a minute, thinking about it. Then he said, "Trouble is, I don't think jacking off will work at the moment. Because all day long I've been thinking about fucking. Don't get me wrong, I do like jacking off, I always will, but right now it would be kind of a letdown."
That's when I started worrying. We weren't gonna jack off? That would be a disaster. "Well, look," I said, "Tell you what, we could try something different."
"Like what?"
"Well, we never tried jacking each other off. That's bound to be, uh, more, you know, exciting. Seriously. Don't you think? Somebody else's hand? I'd be up for it." Meanwhile I was thinking, Oh my god, I can't believe I had the nerve to say that. Please Tommy, go for it!
"No, that wouldn't do it either," he said. "Thanks for offering, though. Any other time, I'd probably say yeah, why not!" He smiled and shook his head. "See what those girls did to us? We really got screwed."
"Yeah," I said, thinking, totally screwed. Bummer! But he might be up for it some other time? Cool!
"Hard dicks," he said, "with nothing to fuck. That's pitiful."
"And I noticed they didn't mind drinking our vodka, either."
"Well, the hell with them, Josh! Let's keep partying anyway. We still have that bottle of rum that hasn't been touched. Let's get some more sodas and get really fucked up!"
"Fuck yeah," I said. "It's too early to go to sleep. I'll get that bucket and we'll get some ice while we're at it."
So, we went and loaded up on drinks and ice, brought it all back to the room, and settled in to have us a good drunk. I mixed us a couple of strong ones, and Tom rolled a couple of joints. So cool. I didn't even know he was going to bring any pot. We smoked it in the bathroom, with the fan on and a towel along the bottom of the door.
By the time we finished those off, we were feeling pretty damned high, and drunk, too. Somewhere between the first and third drink Tom stripped down to just his underwear to get more comfortable, and so did I. Still packing semi-hard-ons. I don't think either one of us ever went completely soft that night.
Then I got totally hard again from looking at him in his white briefs. He saw my wood and he got a boner again, too. Which just made me get harder. He saw me looking at his hard cock and smiled. No problem. We were used to showing hard to each other.
We sat there in just our underwear, talking, telling stories, lame jokes, whatever. Still horny, both of us still with stiff boners. Then he said, "Did I ever tell you about that girl I fucked in the ass?"
"Ouch," I said. "No, you didn't. Wouldn't that hurt?"
"Hell no, it felt wonderful! Best fuck I've ever had!"
"No, dickhead, I meant, for her. Of course it felt good for you."
"I knew what you meant, Josh, I was just trying to get a rise out of you. No, it didn't hurt her at all. It was her idea – she wanted to get fucked, and she asked me to fuck her in the ass. She really wanted me to. I asked her the same thing: Won't it hurt? She said no, it feels great if she relaxes and the guy takes it slow and does it right. She taught me how."
"So, you did it? You fucked her butt?"
"I felt weird doing it, at first, but yeah, she got off on it good, and good lord, did it get me off! It was tight, man, tighter than a pussy. You'd be surprised, man."
"Well, I guess I've heard of guys getting fucked in the ass, but I didn't know girls liked it, too. I didn't even know for sure if it felt good for guys – I just figured maybe they do it to make the other guy feel good."
"No, it's way more than that, Josh. This girl loved it. And it's supposed to be even better for guys because we have our prostate up there. My doctor . . ."
"Your doctor what?"
"My doctor made me cum once, just by sticking his finger up there and rubbing in the right spot. Can you believe it?"
"Oh, Jesus." I thought about it for a while. Then it suddenly hit me. Tommy hadn't come right out and suggested it, but he didn't have to. I knew. I knew he was up for it. If I offered my ass to him, he'd take it. He'd fuck me. As horny as he was, he would jump at the chance. Not only that, I was thinking maybe I wanted him to. Good lord. The more I thought about it, the more I liked the idea. But only if it wouldn't hurt. "Tommy?"
"Josh?"
"Um, well, fuck. I'd be afraid it would hurt, if it was me. I'm just sayin'."
"Not if it was me doing it. That girl taught me how to do it right. No pain, Josh, just pleasure. I know how to do it, bro."
"Yeah, but your cock is so big, and my asshole is, like, small."
"Not if we loosen it up first."
"You can do that?"
"Definitely. You should try it, Josh. You'd like it. I know you would. Not with just anybody, though. Try it with me. I know how to get us both off, and it won't hurt a bit. She taught me some tricks. Tricks that work."
"You promise?"
Tom was getting excited now. "Yeah, Josh, I promise. You know I wouldn't hurt you. Couldn't hurt you. You're my best friend. I love you, I'm not gonna hurt you." He grinned. "I'll make you feel so good you'll wonder why the fuck you didn't do it sooner."
"One thing, though. You, uh, you have to teach me how to do it to someone else."
Tommy frowned. "Somebody else? Who? Who did you have in mind? Do I know him?"
"It's you. After you fuck me, I want to fuck you the same way."
"Oh, Jesus! Dude, I've never been fucked before!"
"Me neither. Fair's fair."
He thought about it for a minute. "So," he said. "Really? You'll really let me fuck you, if you can fuck me, too?" He was getting excited again.
"Yeah. I will if you will."
"Like, seriously, you're up for that? I need it bad, Josh. I'm talking about pounding your ass good, bro. I'll go slow at first – I'll be really gentle, to start out with, but you've seen me fuck, you know what I'm talking about. You'll let me do that? Fuck your ass hard? Until I cum?"
"Yeah. As hard as you want. As long as you let me do it, too. But no pain, you have to promise."
"Deal." Tommy held out his hand, and we shook on it. He had a big grin on his face. "Dude, you don't know how much I need this. Thanks. You'll be glad you did, too. You'll see."
Copyright ©2013 Josh Jango
There's more, so let me know if you want to hear it . . .
- Josh joshua@joshjango.com
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