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CHAPTER 4

Masturbation Lesson from Big Bro

MASON | FALL 2021:

    For years now, I'd been jealous of my brothers and all of their girlfriends. As much as I tried "dating" in middle school and high school, it simply didn't work for me as a gay teen.

    "My big brother's gay and he says dating's a LOT easier in college," one of my friends assured me. But what if I didn't feel like waiting until college?! To make matters worse, I was uprooted when my family moved to Stag Meadow Lane, having to make all new friends at an all new school. I liked the new environment, but it didn't seem to come with any more romantic prospects either. 

    So even though I knew I shouldn't, I created a Grindr profile. I figured it was a way to meet some people in my new area, even if only to chat with. I set my profile to say I was 18, and I only looked at other 18- or 19-year-olds. Like many of them, I only used a shirtless torso pic that didn't reveal my face.

    "i'm new here. are there any cool places to go?" I asked one of my new chat buddies.

    "nothing 😩😩😩," was his discouraging response. "only place i can think of is the hungry stag."

    That rang a bell. It was the name of a diner not too far from me. As a matter of fact, it was owned by one of our new neighbors on Stag Meadow Lane, Reggie.

    "is it a gay diner??" I asked the Grindr guy.

    "no. but the woods behind it is a cruising ground. it's not super well known but sometimes you can meet someone there."

    After talking for a while longer, the guy seemed to lose interest in me and stopped texting me back. A few days later, I found myself having dinner at The Hungry Stag with my brothers. When we were done eating, Wyatt and Finn wanted to head home, but I told them,

    "I need to do some homework and I think I'm gonna do it here." 

    "Okay. I'm gonna text call mom to pick us up," said Wyatt, adding, "God, I can't wait until we get our driver's license."

    "Me neither!" Finn chimed in. "Only a few more months.

    Soon, Mom showed up to pick up my brothers, and she agreed to allow me to stay and study at the diner. She was surprised I preferred to do homework here rather than at home, but I was never a troublemaker, so if Mom had trust in any of her sons, it was me. (Which is why I feel so bad for later betraying that trust.)

    After my family left The Stag, I waited for a safe amount of time before packing my things and heading to the woods behind the diner. Even though it wasn't that late yet, the forest was unexpectedly dark and eerie. This wasn't sexy at all; it was creepy! Besides, there was nobody there. I wasn't sure what I was expecting to see, but this wasn't it. However, I was determined to walk around and make sure I wasn't missing anything. I ventured further into the woods, confident that my phone would show me the way back if I got lost.

    After about ten minutes of aimless roaming, I finally saw another man in the distance. He must be here for the same reason as me, there was no other reason to be here! Before I had a chance to decide whether I wanted to follow the man or not, he turned around and spotted me. That's when I realized… I knew him!

    "Hey! What're you doing here?" he said loudly. His name was Vince and he was a police officer, even though he was currently wearing plain clothes. We lived on the same street and he knew my mom, so he was one of the last people I wanted to bump into at a place like this!

    "I– I was just out for a walk," I fibbed. "Exploring."

    "Yeah, well, there's nothing for you to explore here," he said, stepping closer to me. "What's your name, which one are you?"

    "Mason," I said. I was tempted to lie, but obviously I didn't want to get either of my brothers in trouble.

    "This isn't a good place for a walk," the cop said. "There's been some… indecent activity goin' around. That's why I'm patrolling the area."

    "Um, okay," I said, looking down at the leafy ground.

    "I'll walk you to the diner, you'll be safe there," Vince said and escorted me to The Stag. Once in the parking lot, he told me, "Don't come wandering around here again!" and headed back to the woods.

    How I wish I would've listened…

 

SPRING 2022:

 

    "Mason! Mason!" 

    "Mmm, what?" I said, rubbing my eyes. One of my brothers was sitting on the edge of my bed, shaking me awake.

    "Wake up, man. It's almost noon," he said, and as I got more awake I realized it was Finn. "You're gonna sleep through your entire Saturday."

    "Leave me alone," I moaned, making sure that the duvet was covering my morning wood. Under the cover, I gave my boner a few tugs, figuring my brother wouldn't notice.

    "C'mon, let's do something!" Finn insisted. "What are you in the mood for?"

    "Sleeping," I replied with a yawn.

    "You'll do that tonight. Let's hang out first."

    "What about Mom and Wyatt?" I asked.

    "They're out. Come to think of it, Wyatt has the car, so we can't go anywhere. But we can play something on the Xbox. C'mon, I'll let you pick the game. I'll kick your ass regardless," Finn said, tugging on my left arm while my right arm tugged on my dick.

    "Okay, okay, lemme wash up and have breakfast first," I said. After Finn left my room, I pondered whether to jerk off first or not, but I decided to save it for later in the day. Instead, I headed to the bathroom and brushed my teeth before going downstairs. 

    Finn's idea to play games together was something I sorely needed. We had a fun few hours (and he did NOT kick my ass!) After we got bored of the game, we just hung out on the sofa watching TV. Before too long, there was a gay male couple kissing on whatever show was playing on TV. Finn turned to me and asked me,

    "So… any luck meeting any guys lately?"

    "No," I replied grumpily. "And you know it. There's like no gay guys our age around."

    "That's not true. Remember Malik, who was here for our birthday? He's gay," my brother said.

    "Yeah, but he doesn't live here full time," I continued to complain.

    "Besides, the guy doesn't need to be gay. I mean… you'd date someone who's bi, right?"

    "Of course," I said. "I guess I'm using 'gay' as an umbrella term, of course I'd date someone who's bi. Not like I get to act picky, either way."

    "Mason… I've got something to tell you. For the past few days I've been wondering… I've been wondering if I might be bi."

    Coming from my brother, this revelation was shocking to me. Although not as popular as Wyatt, I'd seen Finn hook up with his fair share of girls, and he genuinely seemed to be into them. 

    "What makes you say that?" I asked.

    "Well… This is obviously between us, right?" Finn asked.

    "Of course!" I assured him.

    "Well… A while back when you were driving us home from school… Did you notice Wyatt jerking off in the backseat?"

    "What?! NO!" I said. My jaw dropped and I couldn't help but let out a little laugh. That sounded brazen, even for Wyatt.

    "Well, I did see him," Finn said.

    "Okay," I nodded. I was confused what this had to do with Finn being bi. 

    "And, well… It wasn't the first time we'd caught each other jacking off. I mean, I caught you in the bathroom a few weeks back," Finn laughed.

    "Ah, so you noticed," I blushed.

    "Yeah. And in the past, if I ever saw a guy's dick I wasn't all that interested. But lately… Well, I've been more and more curious about things."

    "I see. And seeing us… jerking off, it makes you curious?" I dared to ask.

    "Well, you're the only guys I've seen do it in person. Not like I have any buddies that I do circle jerks with," Finn laughed, always the jokester.

    "Yeah," I nodded wistfully. "You know there's people who actually do that?"

    "I know. That's crazy! Like, how does it even get to that point? I have a good amount of guy friends but I can't imagine asking any of them to do it," Finn added.

    "Yeah, I know," I said, shifting in my seat to adjust my bulge. All this talking about jerking off was making me just as hard as I was when I woke up.

    "Did you have a wank this morning?" Finn asked me out of the blue.

    "No," I admitted.

    "Me neither," he said, adjusting his own bulge, which looked hefty and full.

    "How about… We have a jack-off sesh," I suggested. It was uncharacteristically brave of me, but I knew it was now or never. "Just as buddies," I quickly added.

    "Just as buddies," Finn smiled, now no longer trying to hide the fact he was rubbing his bulge. "What do you say we play some porn? I think we still have some time."

    "S– Sure thing," I said. The words were barely out my mouth when Finn was already reaching for his phone and connecting it to the TV. "You can play some bi porn, if you want," I suggested.

    "You know what? Why don't we play a video of a bunch of guys jacking off?" he offered in return.

    "Okay if– if that works for you," I said, my cock now fully hard and tenting my sweats. I looked over at my nearly identical brother, who was donning an equally large tent in his own sweatpants.

    "Will you go get us some lube?" Finn asked casually, as if asking me for a glass of water. He either felt much calmer than I did, or he did a hell of a job pretending.

    "Sure," I mumbled, standing up with my hard cock pointing forward. I walked to my room and got some lube, and when I returned to the living room I sat right next to my brother, who already had his hard cock out, and was absentmindedly stroking it while watching the porn vid playing on the TV. In it, a bunch of young guys were sitting around in a circle and jerking off – they actually looked like amateurs rather than professional porn actors.

    "Thanks," my brother said, helping himself to some lube right out of my hand.

    I sat down next to Finn on his left side. Then, I pulled down the waistband of my sweats and tucked it under my ball sack. With one eye on the TV and one eye on my brother's cock, I lubed myself up and began stroking. Honestly, as cute as some of the guys on screen were, I was more interested in Finn's cock. I'd seen it before – including when it was hard – but never from quite so close. The fact that we were now doing this, acting like jack-off buds, was not what I expected when I first woke up this morning.

    "Mmm," my brother moaned while he enjoyed himself, spreading his legs wider and bumping his knee into mine. 

    "What do you think? Who's your type?" I asked Finn, nodding my head toward the TV.

    "Umm. Second guy from the right," my brother said, pointing out a Latin guy that was built like a football player. "Not that that's the only type I would go for. But he's hot. What about you?"

    "Oh I don't know. I'd take any of them," I admitted, working my dick while still largely focusing on my triplet's tool.

    "Haha, I know what you mean. You know what, bro?" Finn said, and he suddenly put his left arm around me. "I think it's safe to say I'm definitely bi."

    While saying this, Finn's right hand continued to pump up-and-down his erection sans break.

    "Uhhh– I'm happy for you, man," I smiled, giving my brother an awkward half-hug while we still jerked off. Then, we redirected our attention to the TV, watching the boys stroking for about 20 minutes and imitating some of their movements. One of the guys that the camera kept zooming in on actually looked like us, so much so that I told Finn, "He looks like he could be our older brother. It's like we're getting a masturbation lesson from our big bro."

    "You know, you're technically MY big bro," my six-minute younger brother winked at me.

    "Watch and learn, then," I smiled as I added more lube to my hand and continued stroking up and down, thrusting my hips and fucking my own fist. I squeezed my cock tighter and tighter, getting dangerously close to the edge.

    "Don't cum just yet," my brother said, noticing all of my panting. "Let's time it."

    There were five more minutes of video left, so we knew the guys in it would start cumming soon as well. Before that happened, however, several of them went down to their knees and started sucking cock. It wasn't what I expected to see, but it was a major turn on, especially considering this was my first time watching porn with Finn. 

    "Fuck. Fuck, I'm getting close," he said, his breathing getting heavier. He kept his left arm around my shoulders, making for an intensely intimate sensation as we shared this moment.

    "Me too," I panted, leaking so much precum that there was now more of it on my cock than there was lube. Neither Finn nor I had showered yet today, and I felt our fraternal musk filling my nostrils. It was intoxicating, especially considering a lot of it was coming straight from our dicks and balls.

    "Fuck, bro," Finn said, now no longer looking at the TV and eyeing my cock instead, just as intently as I eyed his. Going faster and faster, we stroked in sync until a bunch of the guys on the TV started loudly blowing their loads for the camera. 

    "Ahhhhh, here it comes," my brother warned me before shooting his load all over my crotch. He probably didn't intend for it to land there, but his entire jizz shot right on my erection. The warm wad pushed me over the edge and I blew as well, cumming all over myself as well as getting some sperm on Finn's arm. 

    For the next two minutes, we cussed and enjoyed the effect of our brotherly orgasm. Just as I was about to offer to get up and get us some paper towels, I was started by an unexpected voice that said,

    "I see y'all are having fun."

    Finn and I turned simultaneously, to see our brother standing behind us with a big goofy grin on his face. 

    "Lemme get you some towels," Wyatt offered, and headed to the kitchen.

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