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Chapter 3

What happens tomorrow?

A Surprise

Waking up the next day, I'm once again greeted by a rock-hard erection. Instead of trying to ignore it and move on with my day, I elect to take care of the problem. I'm a teenage boy! I don't need porn to get off. Plenty of memories locked away, plenty of imagination to play with. I grip my cock by the base after applying some spit to my hand as lubrication, and start rubbing my hand up and down the shaft. Images flood my mind of the few sexual encounters I've had in the past, my favorite porn scenes that I can recall, and anything else a teenage boy jerking off might desire to imagine.

Just as I'm really getting into it, I hear the interrupting sound of my doorbell. Someone's here! I quickly throw on some loose fitting pants and a larger T-shirt to hide my deflating boner as I head towards the door and see who's arrived at such an inconvenient time. It's Sam, up and out much earlier than usual on his free days.

"Bro, you gotta come over, I found something!" he says, excitedly. He won't tell me what it is that has him dragging me out of the house, so I grab a quick shower and change of clothes before heading over to the Wilson residence.

Ever curious about what Sam could've possibly found in his own home that would have him so excited, we head into the living room. Sitting right there on the table is a small collection of porn magazines, DVDs, VHS tapes, and loose photos/cutouts. Sam must've found his dad's old porn stash! We both excitedly start digging through the material, laughing a bit at the stupid names and general age of a lot of the titles, "Backdoor Sluts 9" and "Teenies Riding Weenies" especially got a giggle from the two of us.

"So can I borrow some of this, or what? I haven't jerked off in like three days, man, this no-internet shit is killing me" I tell my buddy, acting a bit less restrained with the pent-up frustration I've been having lately.

"I don't know, man, do you even have a DVD player any more? And I don't want this shit to go missing. You can watch it here, though, for sure." he says while eye-balling an ebony-themed magazine in his hands.

"What, like, jerk off in the same room?!" I say, surprised by what I thought was suggested.

"No, dude, not what I meant. I mean, I've seen your dick before, but I don't want to see it again." he laughs.

"I would hope you'd be watching the TV and not my dick. Come on, man, why not? You've got the big entertainment center and surround sound. There's like two couches and a recliner in here. I'll sit over there, you sit over here." I say, pointing out some distant spots on the couches.

He contemplates for a second. In reality, there's no reason why we can't take turns or something, but we pretty much do everything together anyways. Finally, he comes to a conclusion, "Okay, sure, why not. But, we're going to make it into a game of sorts. Last one to cum has to buy pizza later. You in?".

Of course I was in, it didn't seem like I was going to get any access to smut otherwise. After some awkwardness, we eventually settle on the "Teenies Riding Weenies" video. One of the girls on the cover is now a pretty popular MILF actress, and neither of us had seen her older stuff. Plus, there was a lot of anal, something I have to admit we both seem to be a fan of. Sam gets the DVD in, turns on the surround sound, and locks the doors to the house.

We both settle across the room, and I put up a pillow on my left leg to hide any view of my cock there might be. With the lights dimmed, the movie begins, and Sam skips through the scenes until we find the girl we were wanting to see. The scene starts out like any early 90's porno would naturally have: A lame excuse for two people to start fucking. The girl was dressed like a cheerleader, and she's sucking the cock of the "coach" in a fake locker room. She's really getting into it, too! It's nice to see actual enthusiasm from a porn-star.

While the girl's deep throating the big cock on screen, I glance over at Sam. He's already started jerking, staring intently at the screen while doing so. I can't help but notice that Sam has a pretty sizeable dick. It's a little longer and a little thicker than my own, and seems to be cut. He's actually jerking with both hands, really getting into it.

Suddenly, I recall the bet from earlier. Sam is wearing out his tool, and that means he might cum soon. I'm not paying for pizza! I pull my cock out, unceremoniously spit on my palm, and start jerking harder and faster than usual. The girl on screen is getting fucked from behind while on her knees on the bench, tits popping out of her top and skirt over her ass a bit. I look back over at my mate across the room, and he's still going strong. His arms are flexing as he runs his spit-covered hands along his shaft. His eyes are even closed at this point, he must be really getting into it. I come to find that I'm jerking off while watching Sam do the same, and have all but abandoned the porno on screen. I'm cumming very soon, it seems I'm going to win! I start cumming, closing my eyes tight. Apparently, Sam noticed this, as I hear him yell "damnit!" from across the way. By the time I'm done, Sam has also apparently came, too. He's panting hard, lightly stroking his cum-covered cock. We both calm down, and go get cleaned up in the two bathrooms in the house.

Looking at myself in the mirror begs several questions. What the fuck is wrong with me? I just came watching my best friend's cock while a girl was right in front of me, getting butt-fucked by a big dick. I'm not gay, but seeing Sam's cock really turned me on for some reason. Why? I spent more time watching Sam stroke his big cock than I did the actual porno we had on.

Sam orders the pizza, and after some awkward laughs about our jerk session earlier, it finally arrives. While eating a slice, Sam asks me a strange question, "Well, that was pretty fun. What do you say we make this a regular thing over the summer? Make bets over who can cum first. I was right behind you, dude, so I'm sure to win next time. What do you say? New bet tomorrow?".

After pretending to actually think about the question, or have concerns, I finally reply in the affirmative, "Sure, but I get to pick the bet because I won last time."

"Okay, fine, what's the bet, then?" he replies.

"I'll tell you tomorrow, gotta' think about it." I say, disappointing Sam. We finish eating the cheap pizza, and I head home for the evening.

How does the next day play out?

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