Settling In With Stephen

Disclaimer: This story is fictional and contains sex between two men over the age of 18 that are related. If these themes make you uncomfortable, I don't recommend you reading this story.

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Stephen: You know, you can stay with me if you want.

My heart leapt in excitement as I saw the text message from my brother. I had just graduated from college and got a job offer in New York, where he was living. After enjoying a much needed vacation in Florida, I had been looking for a place to rent once the job began. I had reached out to my brother, hoping he could give me some advice.

Stephen was my idol. He was 7 years older than me and definitely got the good genes from my father's side. He was athletic, charming and probably the kindest person I had ever known. When I first came out to my family 4 years ago, he was the first one to give me a hug and tell me that everything was going to be okay.

Me: Are you sure?

Stephen: Yeah. Since Lindsay isn't here, I can turn the office into a second bedroom if you're okay with it.

I was nervous. It had been a while since I had seen my brother, as I was busy in school on the other side of the country. However, this was a pretty good offer that I couldn't refuse.

Me: Sure. Let's do it.

...

I stood nervously in the baggage claim area of JFK airport, scanning the busy crowd as I tried to corral all my luggage together. Out of the corner of my eye, I saw him.

He was taller than I had remembered, and bigger too. As he noticed me waving and made his way over, his smile made my heart pound.

The truth was, I had a giant crush on my older brother.

"What's up bro?" Stephen said as he embraced me in a hug. He was a little taller than me and I could feel the strength of his muscles as he held me in a warm embrace. It was really nice to see him again. He was chatty as normal, asking me what my impressions were of the city even though I hadn't even gone outside yet.

As he effortlessly grabbed a couple of my suitcases and started leading the way out, I couldn't help but feel comforted. They said New York was a lonely place, but I already felt better knowing that I had someone close to help me around. It also helped that as I walked behind him, I got a front row view of Stephen's ass in his pants. For someone who was approaching his thirties, he was still in excellent shape, as he had definitely been working out more since the last time I saw him.

As we took a cab to his apartment, he asked me if I was excited about my banking job and if there was anything else I needed to do before I stared the following week. I told him that everything was fine and shifted the conversation away from my life to his. What had he been up to? He was a real estate agent in the city, but business had been kinda rough in his firm the last year or so. They had a new leadership team and some favoritism in the firm meant that he was getting stuck with some of the harder-to-move properties. Even so, he still had a positive outlook for the quarter.

It felt good to listen to him talk. He was confident and bold, something that I had always admired about him. As he talked, I looked at his warm brown eyes, one of the few features we seemed to share. They seemed to sparkle as he chatted about his favorite restaurants in the city and the other cool places he wanted to show me.

I tried to listen, but was mesmerized by the face I hadn't seen up close in a while. Where my face struggled to even grow a few hairs, his short beard was both wild and styled at the same time, framing his handsome face. The blend of control and chaos matched his perfectly personality.

As we got to the apartment, I was surprised at how convenient a location it was. As we made our way inside, I already felt at home. There was a sizable living/dining area that merged into the kitchen at one end. I set my luggage down as Stephen gave me a tour.

"So, this is my room," He said, guiding me to one of the rooms off to the side. "And that will be yours."

I opened up the other door to reveal a smaller room. There was a small desk, a chest of drawers and a small bed.

"Sorry about the size," Stephen said as he brought my bags in. "It was originally only meant to be an office, so I could only fit a extended twin in here."

"Its fine," I reassured him. After all, I had just come from the cramped lifestyle of dorm living and even a whole room to myself was considered an upgrade. Also, as we had come up with an arrangement to split the rent, I found out that Stephen had gotten an amazing deal on an apartment like this, considering the size and location. One of the perks of being in the real estate game I guess.

"You should be okay you little twerp," Stephen said, giving my head a small push. "When I first moved into the city, I had to share a 2 bedroom with 5 people."

"Thanks," I said, giving him a smile of appreciation.

"Just remember," he added, sticking his tongue out playfully. "The walls are thin, so I'll hear you and anyone you bring over."

I rolled my eyes, "That goes both ways."

For a brief second, I saw an uncharacteristic flash of pain on Stephen's face.

"Fuck," I thought to myself. The whole reason that I had gotten this room in the first place was that my brother had broken up with his long-term girlfriend.

Broken up was putting it nicely. Lindsay had actually dumped him and as much as my brother wanted to move past the topic, I knew he was still hurt inside.

Either way, I was extremely grateful for the place to stay and was determined to be as amiable a roommate as possible.

Over the next few weeks, I started working and things got much busier. His job was more steady and he was always back at the apartment by the time I arrived, haggard from the hectic days of training. We had settled into a rhythm. I would get up earlier than him and make breakfast and coffee for us both, while he would cook or order an extra portion of food for me to eat whenever I arrived home. Even our weekends were busy as I had been consistently called into the office on Saturdays.

Despite living in such close proximity to each other, we didn't see each other often. By the time I got home late at night, he was already in his room and in bed.

However, there was one place I saw Stephen consistently.

Every night, tired from a hard day's work, I would lay in bed and close my eyes. In the darkness, I would picture Stephen. His clothes off, his muscles flexed and his cock hard and ready to fuck me. Every night I would imagine a new scenario, whether it be on the kitchen table, in a park, or even in a cab. The fact that a single wall separated me and my brother only served to turn me on even more. With no time in my busy schedule for a hookup, much less a relationship, the tantalizing fantasies of my older brother carried me to sleep nightly.

After a particularly difficult week, the project I had been working on was finishing up and the team leader called us in for a meeting. He thanked us for our hard work and told us that we were getting rewarded with an early night off and time off the following day. As ecstatic as I was, it was still 7pm and I was tired. A few of the people wanted to go out for drinks, but most of us opted out and decided to catch up on the sleep we had been missing the last few weeks.

As I headed to the apartment, I was excited for the opportunity to get a break. I couldn't wait to tell Stephen so that maybe he could show me around the city the following day as he had promised.

"I'm back," I shouted, as I walked into the apartment. I looked around the room and saw a truly unexpected sight.

Stephen was sitting on the couch, wearing nothing but his underwear and a tee shirt. He was scrambling around the couch, and after a second of stunned silence, I saw that he had found the remote for the TV and paused what he was watching.

On the big screen was a porno. In glaring HD, the naked figures took up the whole screen. Sandwiched between two men, a woman was getting fucked from both sides. From the sound of the audio before Stephen had paused the video, they were really getting into it.

After a few seconds of stunned silence, I slowly set my stuff down at the entrance to the door, taking my suit jacket and shoes off as if everything was normal. While my brother and I had always joked about each other's sex lives and such, we had never confronted one another in a situation like this. By the time I had hit puberty, Stephen was already in college so my sexual curiosity was usually with people my age.

As I walked over behind the couch, I could feel Stephen's eyes on me.

"You're never home this early," I heard him say as I looked at his setup. There was a small towel, lotion and a couple empty beers on the coffee table, crystal clear evidence of what had been happening.

"So is this what you're up to when I'm not here?" I asked playfully.

I could see his face flush red as I walked around to the front of the couch. It was strange to see someone as bold and confident as Stephen look so nervous. When I gave a quick glance at his crotch, I saw that there was quite a bulge in his underwear, which was put on backwards.

"So, catch me up on the story." I said, sitting down and pointing at the image on the TV.

"Um... well," he said nervously. I could see him shuffle around on the couch and hastily grab a pillow to cover himself.

"It's not really your thing," He added, turning the TV off.

I grinned and looked at him, careful to only maintain eye-contact as to avoid making him more uncomfortable. "I saw two guys in the scene, sounds just like my type."

My humor didn't seem to lighten the mood. Sensing the awkwardness, I got off the couch and went to my room to change into some more comfortable clothes. A million thoughts were racing through my head.

The whole thing was insane.

The outline of my brother's cock in his boxers was the closest thing I had come to seeing his cock in years. The last time had been when I accidentally walked into our shared bathroom, but that was way before my infatuation with my brother started.

However, that brief glance was almost enough to push me over the edge. The image of his bare thighs, thick and covered in dark hair was more than I had seen of his body.

I managed to calm myself down and when I came back out to the living room, Stephen was wearing a pair of lounge pants and the TV was shut off. He was taking pretty big gulps from his bottle of beer as he scrolled through stuff on his phone.

"So," I began, plopping myself next to him in my own pair of lounge pants and a tee shirt. "How was your day?"

He gave me a weary look at my obvious attempt to shift the mood.

"Long and hard," He said absentmindedly, taking another swig of the beer.

"I didn't mean the porn."

He almost spat out the beer as he thought over what I said.

"Don't be an asshole, you know what I meant."

I chuckled as he gave me a playful push.

"Well," I said, "What are you doing now?"

"Nothing."

We sat there in awkward silence.

I reached for the remote, "I'm going to find something to watch."

Stephen's hand grabbed the remote before I even got close.

I looked at him.

"What?"

"I didn't mean to have that video on the big screen," He began, "I'll change it out and you can watch something else later."

"What if I wanted to watch what you were watching?"

He gave me a look that told me not to push the issue.

"Fine," I huffed, pulling out my phone. I was really curious as to what he was watching though. What kind of things turned my big brother on? I wanted to know. However, it didn't look like now was the time.

"So you been seeing anyone?" I asked.

He raised an eyebrow at me.

"Guess not. I guess we're both in a dry spell."

More silence.

"You miss Lindsay?"

He stopped doing whatever he was messing with on his phone and turned to face me. For the first time, he let his guard down a little. He was usually so chipper that it was weird to see a genuine frown on his face. His shoulders sagged as if he had given up.

"Yes...No...Kinda," He looked up at the ceiling in contemplation after taking another swig of beer.

I waited as the silence ensued, not wanting to push him and waiting to see if he would continue.

"Its weird," He went on, "At times I miss her, but then I just miss the moments. I miss having someone to hug, kiss, to have sex with. I haven't even had a blowjob in weeks."

There was a long and silent pause.

He glanced over at me, "Sorry. I don't mean to dump all that on you. It's not like there's anything you can do."

"Well..." I mumbled, as I looked back at him. As the smell of beer from his breath filled my nostrils, I looked into his eyes and I didn't see longing, just loneliness. As I looked at his soft lips, I felt an overwhelming urge come over me.

I leaned in and gave him a kiss.

He didn't pull away or shove me off.

"What are you doing?" He said as I pulled myself away.

"I'm not sure." I said, my face still mere inches from his. "But I think I can help with one problem."

I moved a hand to his stomach, briefly running my fingers across his firm abs before moving lower. I could feel the outline of his cock between the fabric of his pants. It was quite thick and began to move as a response to my movements.

"I'm not sure this is a good idea," he began as I put my fingers onto his lips.

"Let's find out."

As he sat, stone still, I pulled down the elastic of his lounge pants and underwear, revealing his cock as it rested against his thick quads. His dick was beautiful. Perfectly shaped and thick, the skin on his shaft was smooth despite being surrounded by a coarse nest of hair. His large balls also sat in between his legs, nestled in a loose sack that would have hung low had he been standing.

I pulled his cock out over the elastic of his pants as I slid off the couch. Kneeling down on the floor beside where his legs were planted on the ground, I pulled the head of his cock towards me.

"What are you about to...oooh," Stephen's question was cut off as I ran my tongue around the head of his cock, tasting the sweet remnants from his earlier session.

I put the head of his cock in my mouth hungrily, something I had pictured doing a countless number of times. I watched as his head flew back and I engulfed his member, slowly bobbing up and down as if my life depended on it. All I could see of his face from my position was the hair on his chin, but I could hear his breath quicken as I continued my motions. His chest heaved up and down as his breathing grew more ragged.

As his cock expanded into a long, hard shaft, it was harder and harder to fit the whole thing in my mouth. It wasn't for a lack of trying, as I continued to push my head to the base of his crotch with every stroke. I could feel his hairs tickle my nose as I breathed in the musky scent of my older brother.

When I finally needed a breather, I sat back on my feet and admired my work. My brother was definitely bigger than me in all ways. That was for sure as his cock stood fully erect, glistening with a combination of precum and saliva. I gazed at it lustfully, admiring the soft, smooth skin and the veins that ran along the shaft to his large throbbing mushroom head. I could feel my own cock grow harder every second I looked at his. I needed it inside me.

I looked up and saw that my brother had his arms over his head, his breathing still ragged from being on edge. I quickly pulled off my shirt and kicked my pants and underwear off as I stood up in front of him, fully naked.

"Why are you?" he began between breaths as I reached for the bottom hem of his tee shirt. I pulled the fabric up until it covered his face, revealing a well sculpted physique underneath. As I continued to try to pull the shirt over his head, I also stepped one leg over his body so that his legs were now between my own.

As he finally gave in and let me pull off his shirt, I was now sitting on his lap, face to face with my older brother. My cock had stiffened and was now touching his in a sword battle of sorts. As I tossed his shirt to the side, I held his bearded chin in one hand, caressing the coarse hair before leaning in for another kiss.

Like the first time, he didn't push me away. He was still as my lips caressed his, at least for a few moments. He then loosened his jaw, granting my tongue access to his mouth and beckoning me to explore deeper. So I did, savoring every second, every breath, every taste, every slight movement.

As we broke away, my hands moved to explore his chest. I leaned back to admire his body, as if it was a work of art on display. His pecs were expansive and the hair that covered it was thick but soft. They tickled my palms as I ran my hands across, needing to touch every inch of his body. My hands followed the trail of hair, across the ripples of his abs until they reached the base of his cock.

Our cocks stood next to each other, the shafts lining up. My cock was of average size, but it looked small when under the shadow of Stephen's. We had the same shape, the same slight upward curve, it was obvious we were related.

I took both our cocks in my hand, squeezing them together so that the underside of mine ran along the underside of his. As I began to stroke them both as if they were one, I could feel the precum begin to leak out of the head of my cock. Looking down, I saw that I wasn't the only one. There was a clear liquid running down the head of Stephen's cock as well, dripping down the shaft and mixing with my own.

The sight of our cocks together made me shudder in anticipation. Quickly spitting on my free hand, I began to play with my asshole, My hand was nestled between my own cheeks and my brother's lap, which I was sitting on. Almost out of sheer lust and anticipation, my hole began to loosen, the anticipation of it being stuffed making me stretch my hole faster than I normally would.

Not wanting to wait any longer, I stopped stroking our cocks together, grabbing only Stephen's in my hand. A small squeeze and Stephen's subsequent moan showed me that his cock was stiff and ready for more. I put my knees on the edge of the couch and propped myself up on them, my rock hard and excited cock was now in contact with his chest.

I smiled as I saw that Stephen's head was still thrown back, his eyes closed and mouth open, moaning. Reaching around, I pulled his cock between my legs so that it was behind my body, pointed and ready for my hungry ass.

I began to lower myself down on his cock, feeling the slick and thick head pressed up against my hole. Urging my ass to relax and with a little help from gravity, I could feel the tip of his cock attempt to break through. A couple deep breaths and a forceful push later, I felt his head enter my ass.

"Ohh...god," Stephen writhed underneath me and moaned as my ass swallowed the tip of his cock.

My brother continued to groan uncontrollably as I worked my way down onto his cock. Desperate to not lose any momentum, I pushed forward. Little by little, I would pull up slightly only to let gravity assist my descent. As I impaled myself onto his stiff rod, I could hear his gasps grow out of control. After a few minutes, I made one last push and was able to plant my ass onto his hips, the movement knocking the breath out of me.

I was now sitting on my brother's cock, facing him as I rested in his lap.

As my first mission was accomplished, I fell forward onto Stephen's chest. I nestled my face into the crook of Stephen's neck, an arm wrapped around the other side.

We sat there as we both sought to recover some composure. The whole time, I could feel Stephen's cock pulsating within me. Even though I hadn't eaten dinner yet, I felt full. His whole length was inside me and I began to massage it with the muscles in my ass, tightening and loosening my muscles around his stiff rod.