Chapter 18: Aly and Brandon

At the end of the summer, I went through the stressful process of registering for university classes over the phone. It was a horrible system.

Students were assigned a registration date and time at random, and on that day you had to call in, hopefully verify your identity correctly, and then enter the course codes from the catalog in an agonizingly slow process.

Each degree program has prerequisites that you must fill in order to get your degree, and of course there were never enough classes to meet demand. And, the university gave no consideration to overlapping classes.

The result was that there was typically only a single timetable that worked for all the classes a student needed, and if one was full, they were fucked. You could get on a waitlist of course, and when that failed your last chance was to beg the professor to let you in.

Regardless, I cobbled together my class schedule and started classes in September. Classes at university were vastly different from those in the north. The class sizes were huge, and the lectures were given in auditoriums.

Up north I had known most of my classmates, and it had been easy to make friends. Now, it was a huge anonymous crowd. I sat next to someone different each week. It became apparent that I was not going to meet anyone or make any friends simply by attending class.

Kyle was now the only person I hung around with by virtue of being roommates. While living in the tent behind the house had really sucked, there was always a steady rotating cast of new people dropping in so there was at least the opportunity to meet new people. But Kyle and I didn’t really have much connection to the house occupants and the house was a few miles away so we never went back.

So, life became very lonely for me. My one romp with Megan at the end of the summer had not yet resulted in a repeat visit, but I was hopeful she’d magically appear again.

As an athletic person, I started looking into sports. I obviously wasn’t going to participate in any university teams, but there were plenty of clubs. As a tall person, everyone always asked me if I played basketball, but the truth was I hated basketball.

I was reasonably good at volleyball, so I settled on that. The club was very casual, and there were a few teams that got together regularly to practice and play.

An added bonus was that the men’s and women’s teams practiced at the same time, so there was mingling time afterwards.

I was particularly attracted to a tall, fit girl with short blonde hair. Over time, I was able to slide into the group of people she’d chat with afterwards. And after a few weeks, I was part of the group and feeling more comfortable with everything so I found an opportunity to get her alone and asked her out. To my absolute amazement, she agreed.

Her name was Aly. Her twin brother Brandon was part of the men’s league with me. They were fraternal twins and actually didn’t look very much alike at all. He was shorter, very slim and fit, and a really outgoing friendly guy.

Aly was slim as well, but easily six feet tall. Brandon was five foot nine if he was lucky. She seemed much quieter and reserved.

And if I’m being honest, Brandon was the more physically attractive of the two. He had what I’d call a “classically” good looking face. Sparkling blue eyes, a perfect nose, a striking jaw line.

But Aly and I were similar in that we both had good physiques and just “okay” looking faces. She had the same underlying bone structure as Brandon, but since she was taller her features were a little longer. And Brandon’s strong jaw line had been replaced with a softer one with no real distinction from her neck.

And yes, it was incredibly shallow of me to think that because I viewed Aly and I to be the same on the “attractiveness scale” that she was “gettable”. But such is reality.

For our first date, I took Aly to see a foreign movie at the theater in the student union building. Afterwards we had coffee and chatted for a long time. I walked her back to her dorm and we shared a sweet little kiss before she went inside.

Our town has a small harbor downtown with a small causeway around the perimeter. On our second date, we met there and walked around the causeway, then sat and watched buskers. We walked up the cobblestoned main street and had gelato. We made our way to the bus stop and when her bus arrived, we shared another kiss - this one longer, and deeper.

After her bus departed, I sat by myself for a while. I had a good think about things. This was most certainly a pivotal point in my life. I really felt like a real, normal relationship was developing between Aly and me. If I wanted to work on it.

But, in the back of my mind I was thinking about Nick up north and the possibility of convincing him to come down to visit. And if he did, I knew that I’d try to convince him further to stay down here and possibly even live with me.

My mental conclusion that anything with Nick was a longshot and I should not count on anything happening. This small kernel of a relationship that I had with Aly was certainly real, and I decided that I was going to do my best to nurture it.

Over the next few weeks, my relationship with Aly progressed at a normal pace. Things were a little awkward because I wasn’t allowed in her dorm, and Kyle was always home at my place. So, even if I invited her over to hang out and watch television, Kyle was always there.

So, even though we sat on the couch together cuddled up, there was no chance for any physical activity because Kyle was always sat in his armchair off to the side. And Kyle, good old Kyle, was sadly not the most self-aware person and was completely clueless that he was cock-blocking me.

Yes, I could have suggested to Aly that we go to my room, but at that point the most we had ever done is have one or two serious makeout sessions that occurred when she had come over during the rare times when our free time lined up during the day. I really felt that asking her to go my room was presumptuous because my unstated intention was that I wanted to skip all the intermediate relationship steps and go straight to fucking.

Which I did of course, if I were being honest with myself. But on a conscious level I was more motivated to go through all those intermediate relationship steps to hopefully build a long-lasting relationship. But fucking was definitely one of those steps and I was never going to get there with things the way they were.

So, one evening I decided that enough was enough and had a conversation with Kyle. He was apologetic and embarrassed that he had unintentionally been impeding my progress with Aly, and we both agreed that we should just tell each other when we wanted the other to not be around.

The result of that conversation was that I told Kyle I wanted him to “not be around” on the next Friday night. And on that Friday night, I set up the living room as close to something romantic as I could. I turned off the main lights and had just the single lamp in the corner on, casting a dimly-lit hue over the room. I turned the heat up a bit so it was just this side of warm. The living room was usually in disarray, so I cleaned and tidied.

When Aly arrived, she looked surprised as I invited her in.

“Oh, your roommate isn’t here?”

“Nah, he’s out ... doing something.”

Her eyes brightened and a little smile appeared on her lips.

“Really. Okay.”

Aly wasn’t a flashy dresser, but she always looked very nice. This night she was wearing a little brown blazer cut just over the hip, a simple cotton teeshirt, and some khaki colored capri pants. I asked to have a seat whileI went to the kitchen to get some drinks.

This was Canada in the early 1990’s, and this meant the drink of choice was an alcoholic fruit cider. I wasn’t a huge drinker, and I normally drank beer. But Canadian beer of this era was terrible. It was quite frankly undrinkable so I didn’t usually have any in the fridge. I had, however, purchased the cider for this specific occasion so I opened two and poured them into glasses with ice.

Back on the couch, Aly and I watched television for a while, sipping our ciders. After a while Aly cuddled up to me and soon our arms were wrapped around each other as we made out.

I decided it was time to move things along, so I pulled back and put my hands on the lapel of her little blazer. She pushed her shoulders back as I slipped my fingers into her sleeves and slid her collar back. She reached down her sleeves and pulled it all the way off before tossing it back on the couch.

Then, she was back in my arms, kissing passionately. I put a hand on her waist, feeling her tight obliques through the cotton of her shirt. I slipped my hand underneath, and slowly made my way up. A little exhaled moan drifted to my ears as I crossed the fabric of her bra and cupped her firm, warm, wonderful breast.

We were sitting side-by-side on the couch and our only real point of contact was our sides. But my cock was straining and rigid despite not having been touched at all.

I reached around behind Aly, desperately hoping the clasp was in the back. And, to my delight, there it was. A little bit of fumbling and the two sides parted, pulled by the magic of elastic. I pulled my hand back and slipped it underneath the delicate fabric to wrap my hand around the soft, delicate flesh as I teased her hardening nipple with my thumb and forefinger.

“Do you want to go to your bedroom?” she whispered in my ear.

“Sure.”

I opened the door to my bedroom and sat on the edge of the bed as she approached. She pulled off her teeshirt, and let her bra fall forward so the loops dropped down her arms.

Her torso was very taut, defined, and long. Her boobs were round, very well defined. Maybe a b-cup. But very, very nice. She reached down and I put my hands over my head as she pulled off my shirt.

I leaned in and kissed her just above her belly button as she dropped her hands to the back of my neck. I popped the button on her pants and slipped my fingers under the waistband of her panties and she wiggled her hips as I slid everything down.

“Oh boy,” I thought. “She shaves.”

And at first glance she did appear to be completely bare, but as I slipped a hand down, I felt super fine, super delicate pubes.

She put her hands on my shoulders, giving a little tug to get me to stand. As I did, she turned and sat on the bed. She reached forward, undid the button on my pants and unbuttoned my fly. I put a hand on her shoulder as she worked my underwear over my hips and raging hard cock, and I stepped out of them as they dropped to the floor.

I felt flushed as she wrapped her fingers around my shaft and moved her face close. She looked up at me.

“Do you have condoms?”

“Huh?” I thought. She wanted me to wear a condom to blow me?

“Uh, yeah,” I replied.

She put her hands on the bed and moved back, resting her head on my pillow. I climbed on and followed her, putting a hand on each calf to spread her legs so I could get into position between her legs.

As I dropped to the bed in front of her, she put a hand on my shoulder.

“Um, I’m not into that, is that okay?”

My heart dropped. Of course it was okay, but man what a disappointment.

“Yeah, of course it is.”

I mentally regrouped as quickly as I could and grabbed my recently acquired condoms from the side table.

After my experience with Nancy, and the surprise from Megan I decided that it was probably best to be prepared for every eventuality and made a visit to the drug store.

Aly watched me, smiling slightly, as I opened the package and rolled the condom on. Then, she spread her legs slightly as I moved in front of her. She arched her hips a little and I slipped inside.

We kissed as I gently thrusted her, and after a few minutes I decided to change things up. I pulled out and leaned back.

“Why’d you stop?”

“Uh, I...” I stammered, giving her a half-hearted “flip over” motion.

She ignored it, and held her arms open for me to come back in. So, I did, and resumed thrusting as she moaned gently.

The dawning realization that this was as good as it was going to get was now a full blown eventuality. I quickened my thrusting, and got myself into a position where the glans of my cock was sufficiently stimulated. After a minute or two, I blew a distinctly unsatisfying load as she clasped the back of my neck.

I lay on top of her, disappointed, for a minute or two before pulling out and rolling over with the condom reflecting my deflated and sagging mood as it dangled from the tip of my rapidly deflating cock.

“That was wonderful,” Aly purred into my ear as she cuddled up to me.

“Yeah,” I whispered, “really wonderful.”

I reached down and slipped the condom off before tying a knot in the end and dropping it in the wastebasket. I lay back down, dejected, and Aly curled up against me again, running a finger between my pectorals.

I was trying desperately to not let my true feelings show, but I was struggling. I had to not only keep everything inside, but pretend that I had enjoyed it.

After a few minutes, Aly sat up on her elbow and kissed me gently.

“I have to go.”

She got dressed quickly, and I pulled on my underwear and pants before escorting her to the door. We embraced and kissed as she leaned into me.

“Thank you for a wonderful evening,” she whispered, tilting her head to look up as she made eye contact.

“No, thank you,” I whispered back. “That was amazing.”

“I’m glad.”

I slumped on the couch once she was gone, trying to make sense of what had just transpired. Up until that exact moment, I had never really paused to consider that different people had different expectations when it came to sex.

To Aly, apparently, sex was just that. Penis in vagina. Pumping until the guy cums. The end. Was it?

Most of my sexual experience was on the other end of the spectrum. But was that normal? I had never given any thought at all that what I wanted wasn’t “normal”.

And had it been that bad? Was I being a jerk? Probably. I had really wanted to explore her body, experience every part of her, find out what made her gasp and what made her squeal. But even though we had fucked, I barely felt like I had seen her naked at all. Just brief glimpses.

In bed, I lay awake for a long while, my chest constricted with these confused feelings. Sleep was no help, and for days I wandered around in a funk.

I was still interested in this developing relationship with Aly, and I was trying to get comfortable with the idea that my sex life was about to become very boring. So, I tried to keep things as normal with Aly as I could.

Thankfully, I now had the distraction of sports, and I threw myself into the club teams that I was on. The volleyball team was the most active and we played a few times a week.

Aly was coming over to my place more regularly, and to my great dismay each time we had sex it was an exact replay of our first night together. Every move was the same, down to the minute.

As I was getting closer to Aly, I really got to know brother Brandon. He and I were rapidly becoming friends, and as time went on we’d get together to work out in the gym or go running. He had been over to my place a few times to hang out.

One morning we got together to go for a run, and Brandon suggested that we go for a really long run. I really loved running so I readily agreed and we set off on a long trail.

We ran along the wooded path for about 45 minutes.

“Hey,” said Brandon. “This is near your house right? Is it okay to stop by and get some water? I’m feeling dehydrated.”

“Ah, sure.”

We took a side path and ran along until we got to the street above my place. We walked down the little path beside my house, and I unlocked the door and held it open for Brandon. He went inside and walked down the hallway to the kitchen.

I followed, and in the kitchen I opened the curtains to let the morning light in. I poured a glass of water for Brandon, and one for myself. I handed it to him, and I noticed his demeanor had suddenly changed.

He was leaning against the kitchen counter, nervously staring down at his glass.

“You okay?” I asked.

Brandon sipped from his glass, looking like he really had something to say.

“I asked if you’re okay?”

“Um, yes,” he nodded.

His face grew a deeper shade of pink. He continued to stare at me, his lips moving but no words coming out.

I nodded at him, and raised my eyebrows expectantly. I made a rolling motion with my hands to coax the words out of him.

“Are you, um...” he started.

“Am I...”

He laughed nervously.

“It’s not easy for me to ask, I don’t want you to think of me differently.”

I raised an eyebrow. What the hell was going on here?

“Brandon,” I said, putting a hand on his shoulder. “I’m a really open-minded person. Nothing you say is going to shock me, I promise.”

He grinned sheepishly. “Um, okay.”

His color continued to deepen and I gave him time to build up his courage.

“Are you into,” he looked out the long kitchen window nervously, apparently making sure no one across the street was lipreading.

“Okay, you got one more word out...”

He was almost beet red by this point.

“Are you into ... guys?”

His face froze with a nervous smile.

“That’s it?”

“Um, yes?”

“Okay, first off, you didn’t need to be so nervous about asking me that.”

“Oh.”

“And, second, there is so much wrapped up in that question.”

“Sorry?”

His face fell, and he just stood, blinking.

“You just asked if I’m into guys.”

“Um, yes.”

“Okay. Is it because you’re into guys?”

His eyebrows popped up in surprise.

“Oh, ah...”

He laughed nervously.

“Brandon,” I said. “Just talk. I won’t judge you.”

He looked at me for a bit, and thankfully relaxed a little.

“Yeah, I’m into guys.”

“Okay. Just guys?”

“Yes?”

“And you have a feeling I’m into guys as well?”

He paused for a moment and laughed nervously again.

“Mmmm hmmmm.”

“And what gives you that feeling?”

“I don’t know, you just give off this ... I guess I just had a feeling.”

All right. Apparently I was setting off his gaydar.

“I see,” I said. “And so you decided to find out if your feeling was correct?”

“Yeah,” he nodded. “But also...”

I gave him a minute to build up the courage.

“ ... I wanted to know if you were into guys because I’m interested in you.”

“Uh, what?” I stammered.

He grimaced.

“Brandon,” I said bluntly. “I’m dating your sister.”

“Oh,” he said, “right.”

I could only shake my head at him. What in the actual fuck was this.

“So clearly I like women.”

His face fell.

“Well, I was just wondering, you know ... maybe...” he trailed off.

“Maybe?”

He grimaced a little. “I’m sorry, I just had a feeling, I thought you might be...”

I could barely believe we were having this conversation. But now that I was past the initial shock, I have to admit that I was very curious where this was going.

“You thought I might be ... bisexual?”

He grinned and nodded slightly.

“I see. And what if I were bisexual? What then?”

He turned to me, eyebrows raised in surprise.

“What then?”

“Yes, let’s assume for a second that I am bisexual. What did you want to happen next?”

He grimaced a little.

“Would you want me to stop dating your sister and date you instead? Is that it?”

“No!” he said suddenly. “Sorry, no, not at all.”

What a weird fucking conversation. Holy shit.

“So ... you would just want us to fuck? Is that it?”

His face fell, and a pained expression appeared.

“I don’t know, I guess I didn’t really think this through. I’m so sorry. I mean, I just...” he started waving his hands over my body. “ ... you, just ... sorry. I’m so sorry. I’ll leave.”

He started for the hallway, but I grabbed his wrist and gave it a tug.

“What the fuck, you don’t have to leave. I’m just trying to figure out what’s going on here.”

He looked so dejected, and sad.

“Brandon, you’re right.”

“What?”

“Your feeling. It’s right.”

He looked at me, confused, then his face rose in realization.

“So now that you’re in possession of this information, what do you plan to do with it?”

He looked like the proverbial dog that had caught the car. He had no idea what to do next. I decided to put him out of his misery.

“So now I’m curious. Have you had a boyfriend before?”

He relaxed slightly.

“Yes. Well, no. I’ve had a friend who was a boy before.”

“A friend with benefits I assume?”

He nodded with a little grin.

“And that’s it? Really?”

“Well, it’s a small town, it wasn’t like there was a lot of opportunity. It would have been bad if anyone found out.”

“Yeah,” I nodded. “I too come from such a place.”

He relaxed more, and was smiling now. His face was still very flushed, but his demeanor had definitely changed.

“So,”I continued. “Don’t tell me - the two of you just happened to end up naked together and things just sort of went from there?”

“Ah, yeah, pretty much. You too?”

I nodded with a little smile. “Yep.”

“Wow. I had no idea. I mean, I had a feeling, but...”

“So where is your friend now?”

“Oh,” he replied, the dejected look returning. “It just kind of fizzled out a while ago, before I left. He’s still there, I think.”

He looked up at me.

“What about you?”

“Oh man,” I laughed. “Long, long story.”

“I want to hear it!”

“Ugh. Not today.”

“Aw.”

I could only shake my head.

“I’ve got to tell you, Brandon, this is the last conversation I was expecting to have this morning.”

Finally, he beamed at me. I think he realized that he had at the very least found a comrade.

“So,” I continued. “You still haven’t told me what you want.”

He just continued grinning at me, the color returning to his face.

“Just tell me. You got me here alone, you asked, I answered. You were hoping that we’d fuck today, no?”

“I guess...”

I could only stare at him. I was conflicted. I don’t know how often sex just drops out of the sky for you, but this was a shock. I mean, putting aside the obvious fact that I was dating and fucking his twin sister, even if I were to entertain this ridiculous idea, she was terrible in bed. In my mind, the overwhelming likelihood was that he was as well. So, if I were to begin to pay attention to that little surreptitious voice in the back of my head that was now actively considering this proposition, was it worth the risk and guilt?

“Well,” I said. “What do you want to do?”

“What do I want to do?”

“In bed. What do you want to do in bed.”

“Oh, right,” said, a look of realization crossing his face. “Um, I’m just usually on the bottom.”

“Oh,” I said. “You just want me to literally fuck you?”

“No,” he laughed. “I mean, yes, but other stuff too.”

“Really. Other stuff, huh. Interesting.”

He grinned. I shook my head. This was not reassuring.

“Okay,” I said.

“Okay?”

I don’t know why I said that. I knew that no good would follow from this. All I know is, at some point during this bizarre conversation my cock sprang to life and was now rock hard. I pulled his hand towards my shorts and put his hand on the fabric.

“Oh my gosh,” he said, eyes wide.

Great, I thought. He just said ‘gosh’.

“Look, we’re all sweaty,” I said. “Want to have a shower with me?”

I led him to the bathroom, and he pulled off his shirt as I got the water running.

I’m not going to lie, Brandon was way out of my league. He was hot - there was no other way to describe him. With his shirt off, he was very, very lean and toned. He wasn’t overly muscular, but his upper body was perfectly proportioned. Pronounced shoulders. Defined obliques. A very definite ‘Apollo’s Belt’ leading the way below his belt line. And much like Aly, no body hair in sight.

I was amused to see that he had a ‘farmer tan’ with very tanned arms from the biceps down, and a distinct line around his arm delineating his much paler upper arms and torso.

“Farmer tan, huh,” I laughed.

“Oh, I worked outside over the summer, and...”

He looked a little embarrassed, so I pulled off my shirt, revealing the same thing. I had been working construction outdoors all summer and my arms and neck had tanned a dark brown. The rest of me was pale as can be.

“Same,” I smiled.

Suddenly, he smiled, and seemed to relax. He pressed his warm body against me and looked up at me with a cute little grin.

Compared to me, Brandon was tiny. He was probably five foot nine or so, and if I had to guess he was a hundred and thirty pounds. I am six-foot-six, and at this time I weighed around a hundred and eighty five pounds.

I had to turn around and lean against the bathroom counter to get low enough that our faces were the same height. He saw what I was doing, and got up on his tippy-toes to press his soft, warm lips against mine.

I slid my tongue over his lips and they parted, sucking it in. He very sensually slithered his tongue against mine, then wrapped his lips around and sucked, sliding it in and out of his mouth. Things were definitely getting interesting.

I slid my hands down his back, under his waistband, and over his firm, tiny ass, squeezing and spreading his cheeks, eliciting a cute little moan. Even more interesting.

His hand slipped down and grasped my shaft through the soft fabric of my shorts.

“It’s so big,” he whispered.

Now, we have come this far and I have never commented on penis size. In my opinion, I am just slightly above average in length and I have been told by more than one partner that I am “girthy”.

Brandon tugged at the waistband of my shorts, and I pushed my hips forward. He quickly pulled them down, my cock bending with the fabric and slapping up against my stomach as they dropped to the floor.

He gingerly wrapped his fingers around my shaft, mouth open slightly. I noticed that he was shaking slightly.

I put a hand on his chin, and guided his eyes up to mine.

“Are you okay,” I asked. “You’re shaking a little.”

“Oh,” he grinned. “Sorry. I’m excited. I’ve never been with anyone like you. But I’ve always wanted to.”

“Really. I’m that different from your friend? What is he like?”

“Um, like me.”

I know I can seem clueless sometimes, and yes, this is one of those times. It took this long for everything to click for me. Brandon’s “friend” was probably a cute little twink like him, and they did cute little twink things together.

But I had never been with a guy that wasn’t named Nick or Mark, and they were like me as well. And Brandon was very, very different from either of them.

“I see,” I said. “Well, I’ve never been with anyone like you either.”

“What were they like?”

“Like me.”

“Oh,” he gasped, eyes wide.

I slid my hands down his sides and looped my thumbs into the waistband of his shorts. With a little push, I slid them past his hips and they tumbled to the floor with a flutter.

I looked down, and much like Aly, he appeared to be clean shaven, cock and balls. Uncut, and if I had to guess, four inches completely erect. Not that it was important, but it was certainly a surprise.

He smiled and he pressed against me again, and as I reached and wrapped my fingers around it, I was amazed at how fucking rock hard his cock was. It felt like it was completely solid. And hot. Heat was radiating off it in waves.

I slid my hand down his shaft, and sure enough it was absolutely stiff. It was so rigid that it snapped back with force when I pulled it a little forward.

I pushed him back a little so I could wrap my fingers around his shaft, encompassing it. He gasped as I stroked him, while I marvelled at how fucking hard it was.

“Wow, your cock gets really hard, huh.”

“Oh,” he said. “I guess I never noticed.”

“Look at this,” I said, “it’s like pulling the arm on a slot machine.”

I pulled gently on his cock and let go, and it instantly whipped back. There was a little fleshy “thwack” as it hit his abdomen. Then, it stood perfectly upright, motionless. I looked up to make eye contact as I did it again.

“How could you not notice that?”

“Well, what does yours do?” he asked with a shrug.

He watched as I pulled mine down, and it lazily sprang back up and bobbed around.

“Huh,” he said and tried it himself.

“Are you flexing your kegels?” I asked.

“My whats?”

“Your kegel muscles, watch,” I said. Then I flexed my kegels to make my cock rise. Then I relaxed them to let it fall. I repeated it a few times. I mean, I have no idea if those were kegel muscles. But that was the only way I knew how to describe them.