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CHAPTER 24

New Year's Eve Bro-Date

Category:  BROTHERS 

BROCK:

    On New Year's Eve, I was woken up by the sound of my boyfriend bustling around the room, getting dressed. Sawyer almost never got up before me if he could help it, so I knew something must be up.

    "Everything okay, hon?" I asked in between two long yawns.

    "Yeah. Kurt and I are just going to record a video with this girl," Sawyer said, packing the ring light and tripod in his bag.

    "On New Year's Eve?" I asked. "I thought you had the day off?"

    "I did, but this chick just got in touch. She's only in New York for the day. She's got almost two million followers, so I really don't wanna miss out on this."

    Although Kurt focused on his VIP group lately – where he created content with his brother and charged a higher fee – he also still published videos on FansOnly, most of which featured him fucking girls. Some of those videos were more vanilla than others; and as I lay in bed this morning I wondered what today's shoot might be like. 

    By the time I managed to stretch and wake up, Sawyer and Kurt were already out the door. Although I didn't want to admit it, I felt sorta left behind. I would've appreciated an invitation to join them. After all, it was the last day of the year and they would probably be gone for at least a few hours. Sawyer and I had plans to go to a big party tonight but Kurt was spending the night with his kids, meaning I might not even see him until 2022. I knew I was being dramatic, but I just felt jealous of their relationship – both brotherly and professional. As much as they tried to include me in everything, at times like this I felt like the third wheel.

    I spent the rest of the morning putzing around the apartment. It was already late; by the time I prepared breakfast it was actually lunchtime. I heard my phone chime and I thought it might be Sawyer, texting to say they were done early for some reason, but I was surprised to see it was a text from my brother.

    "Hey, you free this afternoon?" I read right under Colin's name.

    "Yeah, what's up?" I replied.

    "Wanna grab a bite to eat or something?" my brother asked, adding "Just the two of us" in a separate text.

    "Sure," I wrote. I wasn't hungry, but I wasn't going to miss out on a chance to see Colin. This might be just what I needed to turn my morose mood around.

    I met my brother close to the hotel where he and his wife Stella were staying. When I asked about my sister-in-law, Colin told me that she was off getting her hair and makeup done for New Year's Eve. He sounded unhappy about it; just like me, he didn't appreciate being left to spend the day on his own. ("Not to mention it's costing her a fortune!" Colin added.)

    My brother and his missus were gonna spend midnight in Times Square – something I wouldn't do if you paid me! – so getting your hair and makeup done for that seemed silly to me, but I guess for someone like my sister-in-law, who watched the ball drop on TV every year and dreamed about "New Year's in New York," this was a big deal. Anyhow, the upside was that it gave Colin and me a chance to hang out one last time before the year was over.

    After a lunch that I barely touched since I wasn't hungry, my brother suggested we go up to his hotel room and raid the minibar. 

    "I got a better idea," I said, walking into the nearest liquor store and buying a bottle of vodka and some chaser, plus a bottle of champagne. "Cheaper than the minibar," I winked at Colin and we headed back to the hotel.

    Up in his room, my brother reached straight for the bottle and fixed himself a drink than was 80% vodka and 20% juice. 

    "You sure you okay?" I asked. Colin had been quite somber over lunch. So far, this bro-date wasn't doing a very good job at lifting my spirits.

    "Stella cheated on me," he suddenly said. I was taken aback. I waited with bated breath as my brother took a large gulp of his drink before continuing with his story. "It happened a couple of times, with the same guy. Early in the year. I've known about it for a few months now."

    "I… I had no idea," I said. "When we were at your place for Thanksgiving, I couldn't tell anything."

    Like many parents, Colin and Stella's attention usually revolved around their kids more than each other, so as far as I could tell as an outsider, everything seemed normal. Just goes to prove you never know what goes on behind closed doors.

    "We're working it out, for the kids and shit," my brother said. "It's partly my fault, for working so much and ignoring her. Plus, I've done some shit in the past as well."

    "You've cheated on Stella?" I asked.

    "I haven't had sex with anyone else," my brother answered, "but I've kissed a few girls when I was drunk. And there was this massage a couple of years ago…" he trailed off.

    "You went to a happy-ending massage?" I asked, trying to sound as nonjudgmental as I felt. To me, being or visiting a sex worker was obviously as valid as anything else; but in my brother's conservative world that wasn't quite the case.

    "No, it was just a regular massage," Colin assured me, finishing off his drink."At least it was supposed to be. I… In the middle of it, I…"

    "Got hard?" I said, pouring my brother a second drink and going to sit on the bed next to him.

    "Yeah," he chucked, looking down. "And the masseuse, she… reached down for it and I didn't stop her. So…"

    "So you let her jerk you off," I laughed.

    "I couldn't help it!"

    "Hey, no need to defend yourself in front of me!" I told Colin. I looked at him, and suddenly I was overcome by the visual of my brother naked on a massage table, hard as a rock and getting jerked off by the massage therapist until he shoots his cum all over his hairy body, slick and glistening with massage oil…

    "Whoa!" Colin suddenly said, almost jumping off the bed. I was stirred awake from my erotic daydreaming and when I looked down… I realized I was popping a boner in my very indiscreet sweatpants, which left nothing to the imagination.

    "Shit. Well, like you said: I couldn't help it," I tried to laugh it off in front of my brother. I reached down and tried to adjust and hide it a little bit, but I ended up doing nothing but giving myself a few strokes through the fabric of my sweats. 

    "Maybe you need some time alone in the bathroom," Colin said, pointing me to the door.

    "I'm cool, it'll go away in a few moments," I replied. Even though I found this all very hot, I also felt embarrassed. After all, my brother and I didn't have the same kind of relationship as Sawyer and Kurt. Talking about boners and happy-ending massages was VERY far out of our comfort zone. Plus, Colin was here spilling his guts out to me, revealing intimate details about his marriage; I knew it was wildly inappropriate for me to be turned on right now but… I couldn't help it.

    "Or if you want… I can leave and give you some privacy here?" my brother offered, pointing down at my rock-hard cock again. I wished he would stop staring at it – it was only making me harder!

    "Bro, seriously, it's fine, I'm fine," I insisted, feeling my cock throbbing but trying to ignore it.

    "You're clearly not fine and you need to take care of it," my big brother continued. His insistence only made me go bolder. Suddenly, I heard myself say,

    "Okay, maybe I will take care of it. If you insist. But you don't have to leave."

    "What– What do you mean?" Colin asked, eyeing me skeptically.

    "I mean… if you happen to need some release as well, we can… do it at the same time or whatever," I said. Inspired by Sawyer's relationship with Kurt, I decided to take the plunge and see how Colin reacts. After all, this was the most sexual conversation he and I had ever had. It was now or never!

    "Well, truth be told… Stella and I haven't done it at all since we came to New York," my brother confessed, strategically placing his right hand on his bulge. Was he… getting hard as well?! This was going so much further than I'd ever thought possible, but maybe the liquor had something to do with my brother admitting, "So I… I could use a release."

    Now that this was going in the direction I'd hoped, I realized I had no idea what to say next. Sawyer was always quick on the draw in these moments, so I tried to imagine what he would do. Smiling a little as I thought about my boyfriend, I slid my hand into my sweatpants and grabbed my cock.

    "Well, let's... give ourselves some release," I said, and I started to stroke myself slowly. Colin could obviously see what I was doing, and I felt my dick pulse as his eyes focused on my crotch. At the same time, he was tightening his fingers around his own shaft beneath the fabric of his pants, shifting from rubbing to gripping. He had much less access than I did in my sweats, so I figured I should encourage him a little more.

    "I bet that masseuse's hand felt amazing," I said in a playful and low voice. "All slick with massage oil, sliding up and down your... cock." I paused after that, slightly shocked to see Colin undoing his pants and beginning to slide them down his legs. He was wearing the same style of boxers as the ones I'd swiped from his room at Thanksgiving. A different pattern but probably from the same package. I could see that he was hard by the way the fabric was tented.

    "Oh my god Brock, you have no idea," my brother said. "She really knew what she was doing. For the whole massage, but I mean the way she handled my dick, it was like..."

    "Like she did it for a living," I wanted to finish, but I let Colin trail off as he reached into his boxers and started to play with his hard-on. I looked down at mine and saw a quarter-sized wet spot on the front of my sweats, left by my oozing dickhead pressing against the inside of the fabric. 

    "Some people just have a natural talent for it," I said, wanting to add "I am one of them." I didn't say those last words out loud, but my tone definitely became more flirtatious. Judging by Colin's smile as he began stroking himself in earnest, he either hadn't noticed my tone or wasn't bothered by it.

    "Nothing quite like your own hand though," he finally responded, giving me a knowing nod. I silently indicated my agreement and let it be a quiet moment. Without much other noise, I found that I could hear the faint wet sounds of my brother's stroking, coming from inside his boxers. I knew I needed to see his cock tonight and I figured I would need to take the lead on that.

    "Hope you don't mind if I... get more comfortable," I stated, trying not to have it sound like a question. I bravely slid my sweats all the way down past my ankles, kicking them to the side away from Colin. After spreading my legs a little and grabbing hold of my now-exposed erection, I looked up to see my brother with a goofy grin on his face, staring at me.

    He laughed a little to himself, then shook his head and raised his hips off the bed. Colin slid his boxers off quickly and assumed a similar position to mine, with his cock now hard as fuck and fully exposed to me. On some level he had to know that I was checking out his dick. I was a gay man, after all. But in this moment, I had a feeling that even if I were straight, we might be doing this same thing. It definitely felt like we were closer than ever, and the sexual energy in the room was intoxicating. My brother was here, away from his home and his family, finally free – at least for a moment. 

    "Let's really go for it, huh?" Colin said, sounding excited but a little nervous.

    "You bet, big brother," I said, not even trying to keep the seductive tone at bay. When Colin leaned his head back and sighed, continuing to jerk off, I took the opportunity I'd been hoping for and I took a long look at his cock. It was magnificent, every detail I'd memorized at the restaurant bathroom that night plus more, now that it was hard. The thick vein I'd seen across the top snaked around and continued down one of the sides. The way my brother's cockhead flared out wide was similar to my own. I secretly hoped Colin would check out my dick just to compare it to his own. He probably would. That's what guys did with their friends, right? Or with their brothers? I had no idea what regular limits were anymore, I realized. I might have to let Colin direct things from here, just to be safe. But so far this was all running smoothly; so much so that I just had to ask a question.

    "Have you ever done this before?" I inquired, genuinely curious. He had his secret about the massage therapist– were there any others?

    "I mean..." he began, both hesitating and smiling. "My first college roommate and I... we'd jerk off at the same time, now and then. We were both horny and there wasn't a ton of privacy anywhere else in the dorms. We each kept saying 'I'm not gay,' but if we both happened to need some release, we wouldn't pay any mind to the other person in the room. It wasn't a big deal after a while."

    "Oh wow," was all I managed to say in response, even as the images running through my mind were getting me more worked up. I remembered meeting Colin's freshman-year roommate several times, and he'd made quite an impression on my teenage self. He'd been a water polo player, lean and muscular and fond of walking around shirtless. Imagining him beating his meat on his bed, across from my brother doing the same thing... Even though they'd kept on insisting they weren't gay, I wondered if they ever checked out each other's endowment. Or even…

    "Would you guys cum in front of each other?" I asked. I was getting hornier just by asking my own brother that.

    "Yeah, usually," Colin said, picking up the pace of his strokes.

    "Do you wanna cum for me now, bro?" I asked, amazed at how bold I was getting. I'd told myself that this couldn't possibly turn out like one of Sawyer and Kurt's videos, yet here we were. Colin looked me in the eye as he kept sliding his oily hand up and down his rock-hard cock.

    "Let's cum together," was all he said. He looked excited at the idea. I started to use one hand to tug at my balls while the other continued to work my cock. Colin had his own little moves and technique, which I could appreciate. He'd stop and use his hand to work his cockhead for about a second, and then resume his stroking.

    "You gonna show me that big load you blew for the masseuse?" I said softly, a slight competitive tone to my voice. "Gonna show me how much that thick cock blasts when you're all pent up, bro?" I hoped that complimenting his cock wasn't going too far, but he hadn't seemed to mind.

    "Yeah man, I'll show you how I should have filled her up!" Colin replied back,  rapidly, taking me somewhat by surprise. Then, he met my eyes and he started to really go for it, bringing himself to what I knew was the home stretch. I worked my cock hard and got myself to a similar place.

    "You gonna show me what you give to Sawyer every night?" Colin said softly but firmly, and he had a dirty grin on his face afterward. The picture of myself jerking off with Colin while he imagined me fucking Sawyer was what ended up pushing me over the edge.

    "Oh shit!" I exclaimed, both because my climax was beginning and because I didn't have anything to grab, so I just caught the load in my hand rather than cum all over the shirt I would have to wear back home. I knew Colin was watching me shoot, and I loved seeing him looking as I pumped a big load of jizz into my palm.

    Whatever it was that triggered Colin to blow, it happened right then, and I stared openly as my brother led his cum spray out across his T-shirt. His eyes were squeezed tightly shut as he gasped for air and moaned quietly. I enjoyed being able to witness Colin's big moment without worrying if he saw me staring too much.

    We both let out deep breaths at the same time, and Colin was smiling at me as we both sank back into our pillows and cushions. My bad mood from this morning was definitely over. 2021 was ending on a high note.

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