Girlfriend's Little Brother Pt. 01

A gay story: Girlfriend's Little Brother Pt. 01 I started dating my girlfriend Cara this past winter, right after turning 23. We’d known each other in high school, our respective circle of friends overlapping frequently, but we lost touch after graduation.

We began texting after running into each other at a mutual friend’s New Year’s Eve party, and quickly started dating.

Our work schedules were different enough that we weren’t spending every spare minute around one another, something that I felt had extended the honeymoon phase of our relationship just a tad. And even though I realized early on that Cara wasn’t someone I’d end up falling madly in love with, we still had a lot of fun during the time we made for one another.

Both of us were gym rats, so we would frequently work out together, and since we still shared a lot of the same friends that we had since high school, our nights out bar hopping and clubbing as a group became a ritual almost every weekend.

To top it off, Cara was a bombshell. Tall and leggy, her pale skin and soft, voluptuous body contrasted my tanned, muscular one. The hours she had spent in the gym had gifted her with a nice, shapely ass, which was the sexiest part of her body in my opinion. I loved watching it bounce while she rode me reverse cowgirl style, a favorite position of mine that wasn’t used nearly as often as I’d like.

Cara was quite tame in the bedroom, another way in which we contrasted each other, and while I definitely enjoyed the sex, there were times when I wished she’d be more adventurous.

That was easier said than done, however. She still lived at home, and while I shared an apartment with a buddy I went to college with, we spent the night at her place about half the time, meaning we needed to keep the bedroom noises minimal. Not exactly the best conditions to explore her freakier side, that’s for sure.

Given that we spent a decent amount of time at her place, and ever the pleasing and dutiful boyfriend I was attempting to be, I made the effort to get to know her family early on. Her folks were in their mid-fifties and pleasant enough people who had the good graces to stay out of our hair when they were home.

Then there was her younger brother, Evan. I didn’t quite know what to make of Evan at first. Even though he was two years younger than us, I only vaguely remembered him from high school as a short and quiet kid.

In the years since, however, he’d grown a lot taller, and was only a few inches shorter than my height of 6’1. Although he appeared thin, his body was often obscured by the dark, oversized clothing he usually wore, which matched the black polish on his nails and, along with the soft, blonde curls that framed his face, gave him an androgynous, almost feminine, look.

Despite the changes in appearance that comes with passing through your teenage years and entering early adulthood, Evan still remained quiet and shy, appearing standoffish in response to my attempts to get to know him.

But Cara and I were still in that early stage of our relationship where I felt like I had to show how committed I was by proving how much she mattered to me, so I tried a bit harder to make some kind of connection with her brother, mostly just to show I cared enough about her to try.

An art student at the local college, he was almost always sketching when I was over at their house, and I asked him about it one afternoon while the three of us were in the living room together.

Cara and I were watching TV on the love seat while Evan sat on the couch adjacent to us. He had a look of intense concentration on his face, his long sleeves pushed back to reveal the pale white of his skin underneath as he gracefully dragged the pencil tip across the paper of his sketchbook with long, nimble fingers. He’d pause occasionally to sweep his soft, blonde curls out of his eyes and off to the side, something that always made me grateful for deciding to keep my brown hair in a short crew cut.

“Hey Evan, what’re you always drawing?”

His blue eyes peered at me over the top of his sketchbook for several seconds before he offered a casual shrug.

“Usually people. Sometimes, I’ll draw an animal or a character from something, but I usually stick with people.”

“Any particular reason why?”

He shrugged again, “I dunno, people are more challenging to draw I guess.”

“How so?”

“Well,” he began, “for starters, you have to make sure to include the finer details. Beauty marks, scars, those sorts of things. But the real trick is capturing emotions and body language. Everyone expresses emotions and body language in their own unique way, which can be tricky to put to paper.”

The more he talked, the more animated he became. I could tell he really had a passion for art from the way he spoke of it, low key excitement filling his voice and a tiny spark flashing behind his eyes.

I smiled at him encouragingly. Looks like I finally found a way to get him to open up.

“That’s awesome, man. Can I see some of your stuff?”

His eyebrows slowly rose, “Seriously?”

“Yeah, come show me,” I patted the seat next to me and he shuffled over.

“I just started sketching in this book so I don’t have much of it filled out yet,” he explained, flipping to the first page.

I leaned in closer to him, getting a whiff of his lavender shampoo in the process, and gazed at a pencil drawn image of his and Cara’s mom laughing.

“Holy shit,” I exclaimed. “It’s like she’s looking right at me.”

“You think so?” His eyes shifted to the side, watching me as I took in the sketch.

“Fuck yeah, dude. I can almost hear her laughter in my head. You drew her perfectly; the laugh lines around her mouth, the way her eyes crinkle. This is incredible.”

I shook my head, genuinely impressed. I didn’t know much about art, but I knew when it was good and Evan’s was great.

“Thank you,” he demurred, shyly glancing away with a small smile while a blush crept into his cheeks.

“Show me some more.”

He flipped to the next page.

“This is my friend Drea,” he tapped the left page with his thumb, on which was a drawing of a black girl with dreads staring down at her phone, an inquisitive look on her face.

“And this is her dog, Otto.”

Glancing to the right, I stared at a border collie who seemed to be looking up at me, happy and desperate to please.

“Beautiful dog.”

“I have another drawing of him in here somewhere,” Evan mumbled.

He began flipping through the book until I held up a hand to stop him, recognizing a character from one of my favorite anime.

“Whoa, great job with Gendo,” I said.

“You watch Evangelion?”

I nodded my head and met his eyes, the surprise evident in them.

“It’s one of my favorites,” he said.

“Mine too.”

“You watch a lot of anime?”

“A decent amount.”

“I’m watching this one right now that’s pretty good–”

“Nerds,” Cara coughed beside me, holding a fist up to her mouth in exaggeration.

Evan rolled his eyes and I smiled at him.

“So what were you drawing just now?” I nodded down to the sketchbook in his lap.

“Oh, well… um, I guess I can show you,” he reluctantly flipped a few more pages before tentatively tipping the drawing towards us. “It’s not…um finished yet.”

I could feel Cara peeping over my shoulder, joining me in looking at a half finished sketch of the two of us sitting on the couch, Cara’s head resting on my shoulder and our hands intertwined as we watched TV.

I glanced up at Evan and could see the hopeful apprehension in his eyes.

“Wow, that’s–”

“Um, I do not look like that,” Cara interrupted.

I turned toward her as she scowled at the drawing.

“Oh,” Evan startled, “it’s not really finished ye–”

“Even if it was,” she cut him off, “it still wouldn’t look like me. I’m definitely not that wide around the shoulders and my neck isn’t that thick.”

“Babe, you’re crazy. It looks just like you.”

“So you think I actually look that heavy then?” She raised her eyebrows at me, an accusatory tone in her voice.

There was a beat of silence as I chose my next words carefully.

“No, of course not. I just meant that you’re seeing something that isn’t there.”

She frowned, unsatisfied with my answer.

“Cara, I can change it–” Evan began.

“Well, you wouldn’t have to if you’d done it right the first time, like a real artist would have.”

Evan’s face fell as Cara got up and stormed out of the room.

“Cara,” I called after her. “Cara!”

I heard her bedroom door slam upstairs and sighed, rolling my eyes.

“I’m sorry about her,” I turned toward Evan who’d managed to hide the hurt look on his face. “She can be…”

“A raging bitch?” He finished with a wry smile that made me chuckle.

“Something like that.”

“It’s fine, nothing I’m not used to after growing up with that drama queen.”

“Yeah well, I better go and check up on that drama queen lest she bite my head off even more.”

I stood up and took a few steps before turning around.

“I thought your drawing of us was great, by the way.”

Evan offered me a small smile, “Thanks, Seth.”

——

Now that the ice had broken between Evan and I, the two of us got along fairly well after that. Whenever I was over, I’d ask about his art and he’d show me the sketches he was working on or we’d talk about what anime we were both watching at the time.

One night, I came over to pick up Cara for our date. Her mom answered the door and let me in.

“I think she’s still getting ready,” she told me gently, and I heard the shower running upstairs.

I hung my head in mock anguish, drawing a laugh from her.

“Evan’s downstairs if you want to say hello and maybe kill some time,” she smiled at me and I could tell she was pleased I’d made the effort to befriend him.

“Thanks, that sounds a lot better than watching Cara put on makeup for an hour.”

She chuckled and patted me on the back as I opened the door to the basement and went down the stairs. The basement had been turned into a rec room some years ago, with hardwood floors and a neutral beige paint on the walls. Evan was splayed out lazily across the couch with an Xbox controller in his hand, focusing on the TV mounted to the wall opposite him. He perked up as soon as he saw me reach the bottom of the stairs.

“Hey, Seth,” he smiled, quickly sitting up.

“What’s up, Evan?” I glanced at the TV and saw that he was playing Call of Duty. “Merking some noobs on COD?”

Just then his character died on screen. “More like getting merked,” he said dryly.

I laughed, “My bad, didn’t mean to screw up your game.”

“It’s fine,” he dismissed with a casual wave of his hand. “It was bound to happen eventually. So what’re you up to?”

“Not much, came to snag Cara for our date but she’s still getting ready.”

“Ah,” he replied knowingly. “So you’re stuck waiting on her for the next hour.”

“Yeah, pretty much,” I smiled at him again.

“Well, you can help me merk these noobs if you want.”

“I’m down. Looks like you could use the help,” I teased, taking the seat next to him.

“Well I’d still be alive if someone hadn’t interrupted me,” he teased back, handing over a controller.

“Sure, sure. You know it’s ok to be the noob getting merked. We all were at some point.”

“So it’s like that, is it? Alright, how about a little one on one then? See who the real noob is.”

“Oooo you don’t know what you’re getting yourself into my man.”

“Oh I definitely do, your ego just can’t handle it.”

“Alright,” I chuckled, nodding my head. “It’s on then.”

We got a round going and began, continuing to talk shit while laughing and jostling each other the entire time. I’ll admit, Evan was a lot better than I initially thought, but he still wasn’t quite at my level.

“Let’s gooo,” I bellowed as I made the winning kill.

“Damn it! I was so close too!”

“Close ain’t gonna cut it when you’re going head to head with me,” I gave him my best shit eating grin.

“Best two out of three,” he countered.

“Once wasn’t enough? You want to get shit on twice?”

“I was just getting a feel for how you play,” he reasoned. “Now that I know what I’m up against, I’m prepared to own you.”

I smiled, shaking my head. “So much confidence for someone who just got their ass kicked.”

“Oh, I’ll show you an ass kicking,” he smiled back, a challenge in his eyes.

“Give it your best shot.”

True to his word, he did in fact kick my ass.

“Hot shit,” I said, impressed.

I looked over to see him returning a shit eating grin of his own.

“All right, let’s not get too egotistical now,” I smiled. “We’re only tied after all.”

“I know, I’m just anticipating how righteous I’ll feel when I break it,” he mockingly scoffed.

“You little shit,” I laughed. “Prepare to get owned.”

“Bring. It. On.”

Just then the door at the top of the stairs opened and I turned my head as Cara called down, “Seth, I’m ready, let’s get going!”

“Looks like we’re gonna have to settle this at a later time,” I turned back toward Evan and saw a flash of disappointment cross his face, mirroring how I surprisingly felt as well.

“It’s cool, I can finish kicking your ass whenever you’re ready,” he shrugged casually..

“That cockiness will be your downfall one day.”

“Or yours.”

“SETH! LET’S GO!” Cara called again. “Amber and Brad are already on their way to the restaurant!”

“Don’t you just love how she takes forever, then yells like you’re the one making her late.”

“I heard that, asshole!”

I laughed and gave him a friendly thump on the back before leaning in closer.

“She’d be late to her own burial just to get her makeup right, never mind that she’d be spending eternity in a box,” I whispered so she didn’t hear.

That drew a laugh from him as I rose from the couch, a grin on my face. I headed toward the staircase, stopping at the bottom as he spoke.

“See you later, Seth. Make sure to get some practice in before next time, you need it.”

I turned, flipped him the bird and winked as he smiled back at me from the couch, then headed upstairs towards my girlfriend waiting at the top with her arms crossed and a frown on her face while she impatiently tapped one foot.

——

After that, I’d join Evan in playing video games down in the basement whenever I was at Cara’s house and had some free time, usually if I was waiting for her to get ready or I was spending the night and couldn’t fall asleep after she already had. I’d even play online with him while I was home at my apartment on occasion, something Cara noticed one day.

“You ready?” She walked in from the bathroom, pulling her hair back into a ponytail.

I was on the bed, my fingers moving rapidly over my Xbox controller, eyes trained on the TV across from me.

“Yeah, almost finished,” I mumbled to her.

The game ended a few seconds later and I spoke into my headset.

“Alright, dude, I gotta go, your sisters waiting on me.”

“Ok, I’ll see later, man,” Evan spoke into my ear.

“See ya.”

I tossed the controller aside and took my headset off.

“Was that Evan?” Cara asked.

“Uh-huh.”

I switched the TV and console off then stood to grab my shoes.

“Since when do you guys play online?”

I shrugged. “I dunno, we started a little while back. It’s only every once in a while.”

“Yeah, on top of when you guys play together at the house.”

I shrugged again, slipping into my sneakers.

Cara crossed her arms, “Look, I appreciate that you made the effort to get to know him and all, I really do. But you don’t have to keep hanging out with him for my sake. We aren’t really that close.”

“What makes you think I’m hanging out with him for your sake?”

She raised an eyebrow at me.

“Seth, come on. You sweet talked my parents when you first met them, and tried to do the same with Evan but he kept shutting you down until that day you asked to see his sketches. Are you honestly saying you didn’t do all that to try and impress me?”

“….Ok, you’re right, that is why I was nice to him at first,” I admitted. “But once I got to know him and we hung out a little, I realized he’s actually a pretty cool guy.”

“He’s a little shit is what he is,” she said dryly.

“Aw, come on Cara, don’t you think you’re being just a little hard on the guy?”

She waved her hand dismissively, turning to grab her purse. “Oh I’m sure he’s said much worse about me, I can guarantee you that.”

I didn’t say anything, the memory of him calling her a raging bitch flashing through my mind.

“Look,” she continued, “it’s fine that you like hanging out with him or whatever. I just don’t want you to feel like you have to ’cause of me.”

“I’m not, trust me. I just have fun playing video games with him, that’s all.”

“If you say so,” she shrugged, but I couldn’t help the nagging feeling that she wasn’t super keen with the whole thing. I opted to drop it, not wanting to open that can of worms.

“Let’s go,” I said, “we’re gonna be late.”

——

My feet were heavy on the stairs as I angrily stomped down them. I heard the loud slam of Cara’s door upstairs, echoing throughout the silent, empty house. I made sure to return the gesture by slamming the front door behind me as I stepped out into the cool March night.

I stood on the doorstep, breathing heavily. “Fucking bitch,” I muttered.

“Well hello to you too.”

I turned my head and saw Evan walking up the path from the driveway, his lips quirked up in a small, teasing smile that I couldn’t help but return.

He stopped in front of me and brushed the curls out of his eyes. “What’s up, man?”

“Not much, just…,” I sighed.

“Fighting with my sister?”

“How’d you know?”

“Clenched fists, set jaw,” he counted on each finger, “the look of inexplicable frustration as if you were trying to move a boulder with a fork.”

I snorted, “You know the signs well.”

He shrugged, “Hearing you grumble ‘fucking bitch’ under your breath was a pretty dead giveaway too.”

I laughed this time, suddenly grateful for his presence.

“Yeah, I guess I let my anger get the better of me, huh?”

“Oh please, Cara could make a monk swear,” he dismissed.

“I’m starting to see that,” I rubbed my temples.

“I get it, Seth. I really do.”

He gave me a look of sympathy, which I greatly appreciated, and offered a small smile.

“Enough of my shit. What’ve you been up to?”

He shrugged. “Nothing really. Just finished seeing a movie with some friends.”

He suddenly perked up, struck by an idea.

“Actually, I was about to smoke a bit, if you maybe wanted to join?”

“Yeah?” I raised my eyebrows inquiringly. After the last few hours, getting stoned and chilling out sounded great.

“Mhm,” he nodded his head. “I gotta grab shit from my room, but we can smoke out in my car.”

“Honestly, dude, that’d be perfect.”

“Awesome, I’ll be back in a few minutes.” He smiled again before heading inside.

Fuck, he’s really coming in clutch right now. I stood outside the front door for a few minutes before Evan came back out.

He held up a bowl and a plastic baggy of weed, “Alright, let’s rock and roll.”

We walked over to his car and got inside. He started it and cranked up the heat before packing a bowl. I looked out the window as he took the first hit.

“You usually smoke out here like this?”

“Yeah,” he exhaled. “When it’s warmer, I usually smoke on the deck out back, but I’ve never been bothered out here before.”

He passed me his bowl and the lighter. I took a big drag, holding the smoke tight in my lungs before slowly exhaling it.

“Fuck yeah,” I murmured, the weed’s relaxing haze settling over my brain.

“Feel better?”

I hand the bowl and lighter back over to him. “You have no idea.”

He giggled before taking a hit. We passed the bowl back and forth over the next few minutes, getting high together.

“Shit, your sister would be a helluva lot easier to deal with if I got stoned with you beforehand.”

He grinned at me, eyes bloodshot and glazed over.

“Did she make that face like she’s constipated and upset about it?”

I watched his features become pinched in mock anger and we both broke out in laughter at his impression.

“What were you two even fighting about?”

I shook my head and took another hit. “My fucking roommate.”

“Your roommate?”

“Yeah. Well that’s what it started as anyway. She doesn’t really like him, or rather his girlfriend, I should say.”

“Color me surprised,” his voice dripped with sarcasm. “So what about your roommate and his girlfriend set her off?”

I sighed, “Your sister and I are throwing a party at my place this weekend, and out of politeness, I invited both of them.”

He looked at me, waiting for more.

“That’s it,” I told him.

His eyebrows shot up. “That’s why she’s pissed?”

“Yup.”

“Oh God,” he rolled his eyes. “It’s his apartment too. What, did she think you were supposed to just tell him about it and then not invite him at the very least?”

“That’s what I said.”

“Jesus,” he muttered.

“And the worst part is, they aren’t even coming.”

“So why is she all pissed off then?”

“It’s the principle of it according to her. I invited them knowing she doesn’t get along with Justine, my roommate Matt’s girlfriend.”

He blinked rapidly, a look of incredulity on his face. “She needs to get over herself.”

“From your mouth to God’s ears,” I muttered.

“So, is that why you’ve been spending more time here lately? Because she doesn’t get along with Matt’s girlfriend?”

“Partly. She doesn’t like hanging around my place when they’re there. But it’s also because she’s just gotten more clingy lately, almost like she wants all of my time and attention. And that’s what the fight was really about, that and how I’m a shitty boyfriend for not giving it to her.”

Evan winced and I shook my head in frustration before taking another hit.

“Well I think you’re a good boyfriend, although if I’m being honest, I’d say that about anyone who manages to put up with Cara’s bullshit.”

I chuckled and he smiled at me.

“You know, you’re real easy to talk to,” I told him.

He gave me the side eye, “Why do you sound so surprised?”

I held up my hands, “Oh, no, I didn’t mean–”

He broke out in a grin and thumped me on the shoulder, “I’m just fucking with you, dude.”

I laughed, “You little shit.”

“Sorry, couldn’t resist.”

“And after I’ve been so nice to you,” I said in mock offense.

He laughed. “I know, I know. I was a bit standoffish when we first met.”

“Bro,” I deadpanned, “You acted like I had the plague or something.”

His grin reached all the way up to his glassy, bloodshot eyes. “Alright, I guess I was kind of a prick.”

“Uh-huh.”

“You just intimidated me a little bit.”

“How?”

“Well, I remembered you from high school, all tall and full of swagger. Made me nervous. Plus you used to hang out with those loud mouthed dipshits that were on the baseball team with you.”

I felt a little embarrassed, mostly since I still hung out with some of those guys.

“They weren’t all bad,” I reasoned.

“True. You’re not the asshole I initially took you for.”

“Gee, thanks.”

He smiled at me and I smiled back. We lapsed into silence for a few seconds, the bowl now full of ashes, some smoke still lingering lazily around us.

“Man, you keep it steamy in here,” I eventually said, noticing how warm I’d become.

“Sorry, I get really cold,” he reached to turn off the heater.

“Yeah, ’cause your a fucking toothpick.”

“I’m actually a broomstick, thank you very much.”

I laughed as I grabbed the bottom of my hoodie and began pulling it over my head. As I did, I felt the shirt underneath ride up along with it, exposing my stomach.

Cursing, I struggled in my seat until I managed finally to wriggle out of it. As I did, I noticed Evan’s eyes trained down, his gaze focused intently on my taut, defined abs and the line of fine brown hair that ran down the center of my abdomen. He immediately looked away, but not quickly enough to avoid being detected, the weed having apparently dulled his response time.

His pale cheeks burned bright red with embarrassment as he avoided my gaze, and I smiled to myself, amused. I knew Evan was gay, Cara had told me before she’d introduced us, I just had never caught him checking me out before.

It didn’t bother me the way I knew it would bother some other guys. Truth be told, I actually took it as a compliment, and Evan’s reaction to being caught, how he’d blushed so intensely and shyly looked away, was kind of endearing, adorable in a way.

Seeing how flustered he was, I opted not to follow my initial instincts and poke fun of him, choosing instead to make a suggestion.

“Damn, I got the munchies real bad. You up for grabbing something to eat?”

He smiled at me, and I knew I’d made the right decision to not tease him by the grateful look on his face.

“Yeah, I’m starving. Mel’s?”

“Mel’s sounds fucking great right now.”

“Sweet.”

We put our seatbelts on and he grabbed his phone, his thumb flicking over the screen for a few seconds before music began to fill the car. I tilted my head in recognition at the song’s opening bars before singing along with the first verse.

“No way you listen to Mac de Marco,” Evan said.

I kept going, looking at him expectantly until he finally opened his mouth and joined in. Soon we were belting out the chorus before breaking off in a fit of laughter.

He threw the car in reverse and backed out the driveway. We continued badly singing along to each song the entire way to the diner.

—–

Cara and I made up the next day, although without really addressing the issues that had led to us fighting in the first place.

In an effort to appease her, I started spending even more time at Cara’s place, which helped a bit as she seemed to ease up on the clinginess.

The silver lining was that I got to spend more time with Evan. If Cara was getting ready or had fallen asleep before me, I’d slip down to the basement to hang out with him. We’d play video games or watch anime, sometimes sneaking out to smoke in his car and out on the deck when it warmed up enough.

He even began hanging out with the two of us more, something that I think irked Cara, but I hesitated bringing it up. They had a very complicated relationship, something that I’d picked up on over the last few months, and I decided it would be best not to prod either of them over it.

After that night in his car, I never caught Evan checking me out again. I figured it was just an in the moment thing, that when my shirt rode up in such a close space his eyes naturally wandered. It was several weeks later when I found out he was much more discreet than I had realized.

It was early in the evening on a Friday. Cara and I were the only ones at her house. She had just gotten out of the shower and was getting ready for our date in the bathroom.

“Hey Cara,” I called out from her bedroom.

“Yeah?”

“Where’s your charger?”

“Is it not beside my bed?”

“No,” I answered, shifting through the items on her nightstand in case I missed it.

“Check Evan’s room. He might’ve taken it.”

I headed into Evan’s bedroom next door. The curtains were partially drawn, obscuring some of the light from the setting sun. The dark blue walls were covered in various prints and drawings. I looked them over briefly, wondering if any of the illustrations were his.

An unmade bed was pushed into a corner and on the desk next to it, I spied Cara’s phone charger. I took several steps forward and reached out to grab the white block and cord when I noticed Evan’s sketchbook next to it.

Trying and failing to remember the last time he showed me what he was working on, I gingerly lifted the sketchbook up, my curiosity piqued.

Flipping a few pages, I came across the sketch of Cara and I that he showed us that day in the living room. Seeing that he had left it unfinished reminded me of the hurt look on his face after she had insulted the drawing as well as his artistic ability, and I felt a pang of sadness in my chest.

I continued flipping through his sketches, once again amazed at the detail of each drawing, until I came to one that made me pause. It was of me, a side profile from the night we first smoked in his car. It wasn’t as detailed as the other sketches, which made me think he drew it from memory, but it was definitely me; smiling down at the bowl clasped in my hands.

I stared at the drawing a few more moments before flipping the page, stumbling on several more sketches. They were smaller, and again, less detailed, but all of them were of me; laughing, smiling, deep in thought.

I marveled at his ability to draw such a likeness just from memory, even if these sketches lacked the fine detail that the others had, while at the same time feeling flattered to have been the subject of several of his drawings.

“Did you find it?” I heard Cara’s footsteps as she padded up beside me.

Quietly looking down at the sketches for several seconds, she then snorted and said, “Looks like someone has a little crush.”

I swore I detected just a hint of jealousy beneath her sarcastic tone, but opted to say nothing, flipping the page instead and coming to the last sketch in the book, one much more striking than the previous few.

Like the others, it was also of me, but instead of being drawn from memory, this appeared to have been drawn in person. I recognized the image from a night last week when Evan and I were watching anime down in the basement. I remembered him having his sketchbook out, but I assumed he was drawing one of the characters from the show that was playing.

In the drawing, I was splayed out lazily on the couch in joggers and a tank top, one leg hanging off with my foot planted on the ground and the other stretched out in front of me. My hands were clasped together behind my head as I rested it against a pillow while staring at the screen through heavy eyelids.

What was so striking about this sketch wasn’t just the level of detail. Sure, he had managed to capture more by drawing in person: the stubble along my jaw, the bit of happy trail that poked out from beneath the hem of my tank top, the drowsiness on my face.

No, what was so striking about this image in particular was the emphasis he’d put on certain parts of my body; the muscle of my biceps as they curved outward, the broad, firm surface of my chest straining against the tank top containing it, and, most notably, the bulge from my cock along the inseam of my joggers.

The lines of each of these areas were drawn darker and more carefully than others, making them stand out, especially my bulge, which seemed to be the focal point of the sketch and gave the entire drawing a sensual, almost erotic, quality.

I was absolutely blown away by the entire thing. It really showed just how talented Evan was as an artist. But it also made his feelings quite obvious, something that was not lost on me or Cara, who inhaled sharply beside me.

“Horny little pervert,” she muttered, a touch of venom in her voice.

“We shouldn’t be snooping,” I replied, shutting the book quickly and setting it down.

“You were the one that was looking through it when I came in,” she accused.

“I know,” I said, grabbing the charger, “but it was the wrong thing to do, looking at something so private.”

She snorted. “It’s only private ’cause he sketched his dirty little fantasy inside.”

“Still though, we need to leave it be.”

But she wasn’t listening, instead staring off in thought. I could see her mind turning over, and she crossed her arms, a small, fiendish smirk appearing on her face.

“I’m gonna give him so much shit for this,” Cara said, mostly to herself.

I suddenly pictured Evan’s face, clouded with shame, embarrassment, and anger as she ridiculed him for his drawing, and barked out, “Cara!”

“What?” She snapped out of whatever she was imagining and looked up.

“Don’t,” I told her.

“Why not?”

“Because he’s your brother.”

“…And?” She said it like the fact that they were related didn’t matter at all.

I sighed, “Fine, then because I’m asking you not to.”

She held eye contact with me, her gaze intense and searching. “Please,” I added.

Finally, after several long moments, she said, “Alright, I won’t say anything.”

I let out a small breath of relief I didn’t know I was holding.

“If,” she continued, “you agree to go to the lake with Emily and Jordan.”

I groaned internally. Emily was Cara’s cousin and a self absorbed bitch. I couldn’t stand her, or her dumbass boyfriend, Jordan, which is why I had refused their offer when they invited us to go down to Emily’s parent’s lake house for Jordan’s birthday. But for whatever reason, her and Cara were close, and she had been looking for a way to try and get me to agree to go, which had evidently just presented itself.

I didn’t know why I felt so protective of Evan. I genuinely liked him, I really did. We got along well and he was really fun to be around. Hell, I’m happy to call that little shit my friend. I often found myself sticking up for him if Cara was being too harsh or offering words of comfort when I saw he’d had his feelings hurt by one of her off handed barbs. But it was right then that I realized just how much I actually liked the guy, and how badly I didn’t want to see him hurt or embarrassed.

“Ok,” I said, evenly.

Her face broke out in a grin, “Excellent! I’ll let Emily know.”

She turned and strode triumphantly from the room. I let out a long sigh and followed her, stopping to close the door. As I did, my eye caught the sketchbook on Evan’s desk once more, and the knowledge of its contents made me smile softly to myself for just a second. Then I quietly tugged the door shut behind me

——

True to her word, Cara said nothing to Evan about the discovery made in his sketchbook, although she did act a bit more frosty towards him than she usually did, which he always dismissed with a dramatic roll of his eyes. But her behavior wasn’t anything so unusual as to set off alarm bells that something was wrong.

So, I begrudgingly endured an entire weekend spent with her, Emily, and Jordan. In truth, it wasn’t as bad as I had anticipated, mostly due to the excessive amount of alcohol I drank to make dealing with being there easier.

Ever since I found those drawings, I searched for any indication of the feelings carved so ardently in Evan’s sketchbook, finding none. The kid had a great poker face, giving absolutely nothing away while we hung out together. If it hadn’t been for those drawings, I wouldn’t have guessed at all how he felt.

So, our friendship continued on as normal, hanging out and playing video games or watching anime while occasionally sneaking out to smoke weed, until one night in mid April.

Cara and I got back to her place after a late dinner. Both of us had a decent amount to drink at the restaurant, and we went right to sleep as soon as we got up to her room.

I woke up several hours later, severely parched. Turning over, I realized that Cara was not in bed beside me. I tapped my phone on the nightstand and saw that it was a quarter to three in the morning.

Climbing bleary eyed out of bed, I stumbled my way down to the kitchen for some water. The house was dead quiet as I padded silently through the living room, half asleep. Rounding the corner, I stopped dead in the entryway to the kitchen.

Diagonally across from me, the bottom half of a person emerged from a narrow gap between the open pantry door and its frame. They were bent over at the waist as they rooted around deep inside, their top half obscured, and I was greeted by a pair of long, smooth legs atop of which sat a round, voluptuous ass, emerging from the bottom of an oversized t-shirt and clad in a pair of red, lace panties.

I felt my dick twitch in my shorts staring at the two pale globes, barely contained by the panties that encased them and practically glowing from the light of the full moon that flooded the room, as they jiggled slightly from movement.

Striding forward, I was completely focused on the perky, shapely ass in front of me, which slowly took up my entire field of vision as I approached. Stopping only a few inches away, my eyes traced the sloping curves of soft, pale flesh scantily clad in thin, red fabric. Unable to help myself, I wound my hand back and brought it forward, delivering a harsh smack to the bottom of the ass cheeks that appeared to be almost hovering before me.

I was rewarded with the ripple of alabaster skin and a startled yelp from inside the pantry. My fingers gently grazed the smooth, ivory surface of the twin orbs I had just violated as I took ahold of one.

“You know, baby, if you’re still hungry, I’ve got some dick I could feed you,” I roughly squeezed the creamy asscheek in my hand and felt my dick twitch once more.

Several long, still seconds passed before the pantry door was pushed open from the inside, and I looked down at the shocked face of Evan, his head swiveled around to face me while the soft glimmer from his phone’s flashlight illuminated the blond curls around his face.

I stared in confusion and felt my brain whirling as it attempted to connect the feeling of the silky, round asscheek in my hand and the surprised face of my girlfriend’s little brother staring back at me.

The pieces finally came together in a quick, harsh snap of realization, and my mouth fell open.

“Holy shit,” I said in bewilderment. “Evan, I… I’m–”

It was then that I realized I still had his ass gripped tightly in my hand and let go, taking several steps back as he straightened up in a slow, stiff manner.

“Evan,” I repeated, “I am so, so sorry. I thought– It was dark. I-I just saw the panties and your– I mean, I saw… you and thought it was Cara. She usually sleeps in one of my t-shirts and…”

My rambling trailed off as I noticed Evan, eyes cast down and cheeks aflame, fidgeting in front of me as he stood hunched over a bit, his body partially turned away. I looked at him more closely for a moment, confused, before it eventually dawned on me, and then I understood; Evan had an erection.

He had an erection and was trying to hide it. That’s why he was so embarrassed, not because I’d slapped and groped his ass by mistake, but because it had turned him on.

My wide eyes sought his but he seemed to almost recoil from my gaze, clearly ashamed at my discovery. I opened my mouth to speak, unsure of exactly what I would say, but instead, he blurted out, “Please don’t tell Cara.”

Then he made a quick exit, brushing past me and leaving the scent of lavender to linger behind as I stood alone in the kitchen, stunned. My mind struggled to process everything that had transpired while I slowly shuffled back up to Cara’s room in a daze, no longer thirsty. She was lying under the covers in the bed as I mechanically climbed in next to her, settling on my back. I felt her stir as I stared up at the ceiling, now wide awake.

“Where were you,” she mumbled, her voice heavy with sleep, “I came back from the bathroom and you were gone.”

It took me a second to process her words before I answered absentmindedly, “I went to get water.”

She uttered a grunt of acknowledgement and turned over, her back now to me. Laying there in the dark, it felt as if my brain were in a fog, the minutes slowly ticking by as I replayed what had just happened over and over, contemplating how I had wound up mistaking Evan’s ass for Cara’s, the way it had felt clutched tightly in my hand, and above all, the throbbing hardon I’d had since.

My dick ached as it strained against the front of my boxer briefs, begging for relief which I had been resisting to provide. I kept my hands at my sides, trying to ignore the strong pulsing in my groin, my cock so swollen it practically hurt.

Finally, I couldn’t take it any longer. Desperate to alleviate the tension between my legs, I glanced at Cara to check on her still form and slow, heavy breathes before slowly climbing to my feet.

I eased my way out into the hall and headed towards the bathroom, my hard cock bouncing in my mesh shorts. Once inside, I shut the door and flicked on the light. Yanking my shorts and underwear to the ground, I freed my hardon and grasped it in my hand, sighing as I stroked it several times.

I plopped down on the toilet and got to work, wasting no time in furiously pumping the hard, heavy cock in my hand. Leaning back to get comfortable, I stretched my long legs out in front of me before yanking my tank top up and over my head to rest the hem along the back of my neck.

My eyes closed and the image of Evan’s panty covered ass swam up. I jerked faster, remembering how pale and round it looked in the moonlight, the way it felt silky to the touch against my fingers yet meaty and thick in my hand. I could almost hear the sound of my palm making contact with the underside of those perfect globes and felt a shiver run down my body as I recalled the resulting ripple across his cheeks.

I was getting close, but it hadn’t taken very much to get me to this point given how horny I was as well as the vivid memories I was using to get myself off. But what finally pushed me over the edge was the sharpest of them all; how slutty Evan had looked standing in front of me with my handprint on his fat ass while his hard cock tented out of the little red panties he was wearing, betraying just how much he enjoyed my rough handling of him.

“Fuck,” I muttered, cum bursting from the tip of my cock.

My body spasmed as thick ropes of jizz splattered all over my chest and stomach, coating my abs and becoming matted in the hair that crowned my pecs. I lost track of how many shots of cum I’d fired before they’d finally subsided, but when I opened my eyes and looked down, I saw just how much I’d released. The amount of sperm that I was covered in made me look like a goddamn glazed donut.

I felt my head knock back against the wall as fatigue took over. Slowly, my breathing got back down to normal and I gingerly stood up, trying to avoid dripping cum everything. Snagging a washcloth from the towel closet, I ran it under the faucet and cleaned myself up, mopping up all the semen before it had a chance to dry too much.

Afterward, I crept back into Cara’s room and found her still fast asleep. Sliding under the covers, sleep quickly found me, but before I went under, I came to the conclusion that I had just had the best jerk off session in years.

——

After our late night encounter in the kitchen, Evan avoided me for the next couple of weeks. If I’m being completely honest, I was a bit relieved. I needed some time to wrap my head around what had happened and my response to it all. Then there was Evan himself. I had no idea how this would affect our friendship, especially since I couldn’t stop thinking about his ass.

I was constantly fixated on it, how it looked and felt. It astonished me that such a hot little rump could exist on his body. One day, not long after the incident, I caught sight of Evan as I came through the front door. He was going up the stairs and my eyes scanned his backside for any sign of the beautiful ass I had encountered just a few nights earlier. Finding none, I marveled at how hidden it was beneath layers of heavy, oversized clothing, like buried treasure waiting to be unearthed.

I jerked off many times thinking about those twin mounds of pale flesh, replaying the memories of that night so often they felt burned into my brain. A few times I even conjured up those images while having sex with Cara. It turned me on, thinking about her little brother’s ass while I was inside her, using the memories of when I groped him to help me fill her pussy with cum.

But the more I jerked off while thinking about Evan’s ass, the more curious I became about it, and soon I wasn’t just thinking about how it had felt in my hand, but also about how it would feel if my cock was buried inside it.

The idea of fucking Evan slowly began to creep its way into my jerkoff sessions. The first time it happened, I was lying back with my eyes closed and my hard cock fisted in my hand, yanking away while picturing his ass, all round and pale, when my cock suddenly appeared behind it, poised to enter.

I came immediately, surprised by how much the idea of it turned me on. So the next time I jerked off, I went a little further with the fantasy and imagined inserting just the tip. Like before, it turned me on immensely, and I kept taking it further and further each time until all I thought about while jerking off was my rock hard cock pounding Evan’s luscious ass over and over.

Despite how much I enjoyed the fantasies though, I still felt out of my depth with all of it. I like to consider myself a very sexual and adventurous person, but I’d never done anything gay before. Not because I was opposed, I just never had any inkling, until now that is.

So one night, I found myself navigating over to the gay side of PornHub. I know that porn isn’t a great measurement for how sex with another person would be, but I had been thinking so much about fucking Evan that I was curious as to what that might entail.

After some time carefully filtering out what I wasn’t looking for, I was left with dozens of amateur videos, all featuring young, thin guys taking dicks up their fat asses. I watched about half a dozen or so, fascinated and aroused by the content.

I had watched plenty of videos of girls getting plowed from behind over the years, and was surprised by how little a difference there was between those videos and the ones I was currently watching. At least in regards to the asses of who was getting fucked, anyway.

So many of these guys had round, feminine looking asses, just like Evan did. It was mind boggling but also hot as hell; watching big cocks pound them, the noise of slapping skin, the dirty talk.

That was something else that had surprised me; the dirty talk. Not really that it occurred so much as the content itself. I was introduced to a slew of new words and phrases in addition to hearing familiar ones applied in very different ways; twink, boy pussy, breeding. I’d never heard men, or their asses, being referred to in so many lewd and feminine ways before. All of it made my head spin, but also made my cock throb.

Yet, despite my growing interest, I was still unsure if any of this would progress beyond just masturbatory fantasies, or even if it should.

The month eventually changed over to May, and I continued to turn it all over in my mind. My relationship with Cara had begun to encounter the same problems we experienced before but had never addressed.

She noticed how distracted I became over all this. Although I assured her that nothing was wrong, I could tell she didn’t believe me, and as a result, she began acting clingy again, although this time she was more demanding of my time and attention, which began to grate on my nerves.

On top of it all, our sex life began to dwindle because of how frequently I was jerking off to this new, inexplicable erotic desire that had piqued my sexual interest, something that created even more tension between us.

It almost spilled over one night while we were out with a group of friends. We had been bar hopping and Cara had drunk quite a bit, more than she normally did. She was already in a bad mood when we left her house earlier after I’d snapped at her for blowing my phone up all afternoon. So as the night slowly wore on, the more alcohol she consumed, and the nastier she became.

She called me a shitty boyfriend several times and accused me of being neglectful. It felt like she was trying to goad me into a fight, but I had refused to take the bait, swallowing my anger after every piercing passive aggressive insult.

I tried once or twice to get her to chill out on the liquor, but she brusquely waved me away.

“So now you care about what I’m doing?” She slurred at one point. “Or is it just so I won’t embarrass you?”

I let it be after that and eventually she crossed over from drunk and angry to sloshed and sloppy, forcing me to prop her up as I dragged out of the bar while she berated me for ruining her night.

After a tough wrangling, I finally got her into my car and she passed out on the ride home much to my relief. Despite the fact that I had to pretty much carry her up to her room, I was glad she wasn’t awake to start anymore shit.

I sighed loudly and rubbed my temples after depositing Cara onto the bed. This had been the absolute shittiest night and the buzz from what little I had to drink wore off long ago, leaving me with a dull headache. I stared at her slumped body and for the first time wondered if our relationship was worth all the shit I had to put up with.

Stripping off my jeans and button down shirt, I pulled on a black tank top and mesh shorts, then dug through Cara’s purse for the joint I’d rolled earlier and stashed inside, desperately needing something to help relax me.

Pulling it out along with a lighter, I slipped my feet through my slides and quietly padded downstairs. It was well past midnight and I didn’t want to wake Cara’s parents. I stepped out onto the back deck and shut the sliding glass door behind me.

It was cool for early May, and the night air felt good on my skin. I leaned against the wooden railing and put the joint between my lips. The moon was my only source of light and it shone down on me as I flicked the lighter several times, the flame finally catching. I lifted it and lit the end of the joint, inhaling a large puff of smoke.

I held it in my lungs and counted to thirty before exhaling with a sigh, the tingling fog already settling over my brain. I raised the joint to my lips, ready to take another hit, when I saw movement out of the corner of my eye and paused.

Turning my head, I saw Evan on the other side of the door, looking tentatively out at me. We stared at each other for several seconds before he held his hand up in greeting. I responded in kind and he pushed open the door a crack.

“I thought I heard someone out here.”

“Yeah, well, I think I’m the only person usually up as late as you.”

“Right, right…” he trailed off, looking away.

This was the first we’d spoken in weeks and it was still a little awkward.

“Well,” he muttered, “I should probably…” he gestured his head in the opposite direction and moved to close the door.

“Wait.”

He paused, looking back.

“I just lit this,” I held up the joint, which trailed smoke. “Why don’t you help me polish it off?”

Evan bit his lip, unsure. “Really?”

“Yeah man, you’re still my smoke bud.”

A small smile broke out across his face and I thought I saw some relief there as well. He stepped outside, and as he turned to shut the door behind him, my eyes scanned the loose joggers and oversized t-shirt he was wearing, and I wondered if he had on another sexy pair of panties underneath.

He slowly walked up to me until we stood facing each other. I offered him a hit of the joint and he took it. Evan still looked a bit nervous to be around me, and I smiled to let him know all was well.

“So how are you feeling about finals, man?”

“Well,” he said, coughing slightly. “I’m a bit worried about my experimental drawing class but I think it’ll be ok.”

“I don’t think you have anything to worry about. You’re a great artist.”

He blushed and looked away, a small smile on his face, “Thanks, Seth.” He took another quick hit before passing it the joint back over.

“So, experimental drawing, huh?” I took a long drag.

“Yup.”

“What makes it experimental exactly?”

“We use techniques and materials that aren’t commonly used for drawings.”

“That sounds really cool, actually.”

“It is, I think it’s my favorite class I’ve taken so far. It really pushed me to be more creative and think outside the box regarding my work.”

Little by little, as we stood out there talking and getting high, the awkwardness slowly melted away until we were joking around like nothing had ever happened.

The joint was nearing its end as I passed it off, both of us giggling at some stupid joke I’d made. It petered off as Evan took a hit while glancing up at the sky, both of us now silent.

“You know, I’m glad I decided to come out here,” he said suddenly. “I almost didn’t.”

I looked at him. “How come?”

He hesitated, dropping the finished joint into the ashtray on the railing, before slowly proceeding, “I thought it would be really weird between us.”

“Because of what happened,” I said in a low voice, and he turned away from the night sky toward me, making eye contact. “That night in the kitchen.”

“Y-yeah,” he whispered. “I thought you’d be freaked out.”

“I wasn’t. You didn’t need to worry.”

He chuckled a bit nervously, “Well can you blame me? Guys really don’t enjoy finding out they were groping another dude instead of a girl.”

I paused, contemplating my next words carefully before saying, “What makes you think I didn’t enjoy it?”

His eyebrows raised dubiously, “You enjoyed groping my ass?”

I shrugged. “It’s a nice ass.”

He smiled like he thought I was joking.

“Alright, what makes it so nice then?” I watched his smile turn smug as he called me out on my perceived bluff, and I could tell he wasn’t expecting a genuine response.

His challenging tone and the glint in his eye triggered something. Feeling suddenly bold, I looked him dead in the eye, holding his gaze intently, and in as serious of a tone as I could muster, I began telling him everything I had surreptitiously been thinking the last several weeks.

“How big it is,” my voice came out clear and certain. “Not in an unhealthy way, but supple. It’s so thick and round.”

I emphasized each adjective and watched his smile falter a bit, the first signs of doubt starting to trickle through as he began to question if I was actually joking or not. My heart leapt in my chest and I took a half step towards him, still holding eye contact, a subtle thrum of excitement suddenly running through me.

“And that silky, smooth skin; so pale and sensitive. Even in just the moonlight, I could clearly see my handprint practically burnt onto the surface after I spanked you.”

His smile slowly disappeared the more I talked, the gravity of my words finally sinking in. I felt my cock stir slightly inside my shorts, bristling at the hint of sexual tension beginning to permeate the air, and I leaned in just a bit closer to Evan.

“Then there are those cheeks, those two shapely mounds. I couldn’t believe how your little lace panties made them look,” I prompted.

“How… how did they make them look?” He spoke in quiet disbelief, his smile completely gone now.

A sultry grin slowly spread across my face as he appeared enticed into whatever this was.

“Slutty,” I proclaimed emphatically.

I heard his breath hitch slightly, a light shiver running across his body.

“They looked ripe and slutty,” I continued, “practically bursting out of those snug, red panties that barely seemed to contain them.”

My cock was now half hard from our conversation and the knowledge that I had enticed Evan into this provocative back and forth. He was taking heavy breaths, staring up at me with those big blue eyes full of excitement and terror; his face that of prey willing and allowing itself to be lured in. It fueled a sexual adrenaline that urged me forward, the corners of my mouth turned up in a sly, inviting grin as I spoke.

“But you want to know what I liked best about your ass, Evan?”

“What?” He breathed. “What did you like the best?”

“How it felt in my hand when I squeezed it; soft, but incredibly firm at the same time. I’ve never felt an ass that magnificent before.”

He swallowed loudly. “Really?”

I nodded my head, “Uh-uh, and you wanna know something else?”

Evan nodded his head, slow but deliberate.

Leaning in closer still, I said in a husky voice, “I haven’t been able to stop thinking about how good it felt ever since.”

His eyes grew wide, searching mine for confirmation; he was still checking to see whether this was all real or if I was messing with him. So I pushed even further, unsure of what would happen but eager to find out.

“I’ve been playing the memory of that night over and over in my head for weeks; just constantly thinking about your ass, how it looked, and remembering the feeling of it clutched tightly in my hand while I jerk off.”

My words hung heavily in the air as we stared at one another in sexually charged silence, both of us waiting, anxious and almost giddy, for whatever would happen next. Finally, Evan took a deep breath, steeling himself to speak, and I felt my cock twitch in anticipation for what he would say.

“Do you want to feel it again?” His voice was low, but clear and full of determination.

I felt my heart skip a beat in excitement, and I nodded before stepping close to him, still holding eye contact. His lavender shampoo was all I could smell, and I breathed it in as I reached under his t-shirt with my right hand and cupped his side. Another shiver ran through him when my coarse fingers made contact with his soft skin.

The erotic tension pulsed between us, and I just stood there holding his side, letting it wash over me. Slowly, I slid my hand to the small of Evan’s back, pausing before the tips of my fingers pushed under the waist of his joggers.

Almost immediately, I encountered thin, frilly fabric, confirming my earlier question of whether or not he was wearing panties again. Evan blushed slightly at my discovery, and offered me a small smile. I smiled back, conveying that I enjoyed what I had found.

I continued on, my hand slowly glided down the slope of his ass, marveling at the way it flared out and taking great pleasure in the feel of his smooth, delicate skin. My fingers splayed out as I centered my palm along his left cheek. Pausing briefly, I let the tension and anticipation simmer before my large hand finally enclosed around the puffy mound of milky flesh, squeezing it with all the strength I had.

Evan inhaled sharply, rising up on his toes as my fingers dug harshly into his skin. Our faces were only a few inches apart now, and we held intense eye contact while I mercilessly crushed his spongy, circular ass cheek in my relentless grip. I exhaled slowly in relieved satisfaction, my breath coming out ragged and heavy. Evan’s lips, parted slightly from excited wonder, quivered from the pressures on his ass.

We stood like this, our bodies nearly pressed together, for almost a minute; two men reveling in searing sexual pleasure derived from finally fulfilling illicit and long held fantasies.

Eventually, I slowly began to relax my grip, watching as Evan rolled back onto the flats of his feet, until I was gently cupping his ass.

Both of us were breathing heavily, and he peered at me curiously from under his eyelashes, suddenly shy.

“Did… did you enjoy it?” He asked, watchful eyes questioning.

“You tell me.”

I took his wrist with my free hand and brought his open palm up to my crotch, pressing it against the bulge of my now fully hard cock.

Evan’s eyes went wide as my clothed cock writhed against his touch. I held his hand there, watching his stunned reaction while I flexed my dick against his palm and fingers. It took a few thrusts before he snapped out of his shock and finally picked up on what I was trying to get him to do.

I let go of his wrist once he started rubbing my bulge on his own. Sighing, I closed my eyes and began running my hand across the bottom of Evan’s ass.

We spent the next few minutes just touching each other; I stroked Evan’s asscheeks in between tight gropes, enjoying the squishy feeling of his plump globes molding around my clasped hand, while he palmed and gripped my stiff cock through the material of the mesh shorts I was wearing, forcing small grunts of pleasure from between my lips.

Opening my eyes once more, I saw Evan’s gaze was trained down at my crotch, keenly watching my bulge as it throbbed under his touch. I smirked, watching him take such clear enjoyment in feeling up my cock.

“Yeah, you’ve been dreaming about this for a while now, huh?”

He looked back up at me, eyes wide with surprise. Biting his lip, he nodded his head in bashful admittance.

“Say it,” I demanded.

“I’ve been dreaming of this for a long time,” he said after a brief, contemplative pause.

“Dreaming of what?” I insisted further.

“Your cock,” he breathed, and I felt it surge under his still moving palm, as if being summoned. “I dream about your cock all the time. It’s all I’ve imagined for months.”

I knew all of this already, from his secret drawings as well as the night I caught him checking me out, but something about hearing him admit to it, to finally vocalizing his desire for the large pulsing member between my legs, turned me on immensely, and I had a strong urge to hear more.

“Do you touch yourself while picturing it?”

He started nodding his head before stopping himself, remembering my earlier command. “I jerk off to you. It’s been my favorite fantasy, imagining you naked, your big cock as hard as it is now.”

I start excitedly humping his hand a bit while giving his ass quick, hard squeezes.

“What else do you imagine while jerking off?” I pressed, determined to get him to elaborate further.

“Holding your cock in my hand. Slowly pumping it while you groan,” he had picked up on how eager I was to hear about his fantasies, and spoke with less trepidation about them.

“I wonder about the size of it, how long and girthy it would be,” he paused briefly in consideration before continuing, a bold new spark in his voice, “how it would feel to sit on.”

My cock jumped upon hearing that, heart leaping from the knowledge that we shared the same fantasy. Driven by the aching cock he so desperately wanted to feel inside him, I leveled a lustful gaze at him and asked, “Do you want to find out?”

I wasn’t exactly sure when I had decided I was going to fuck Evan, whether it was that night several weeks ago, in the last few seconds, or during one of the dozens of masturbation sessions in between. But what I was sure of was, right at that moment, I wanted nothing more than to feel my twitching cock sandwiched between those two luscious asscheeks.

He nodded earnestly, almost trembling with anticipation.

“Where can we–”

“In the basement,” he interrupted. “It was soundproofed when they turned it into a rec room.”

I smiled at his eagerness and foresight. He clearly had thought a lot about this before. I let go of his ass and pulled my hand back out from his sweatpants.

“Alright, let’s go.”

He removed his hand from my bulge, his face full of anxious excitement.

“I need to get some stuff from my room first.”

I nodded, “I’ll meet you down there then.”

We both went back inside, temporarily parting to go our respective ways. Once in the basement, I dimmed the lights a bit then stripped down to just my gray boxer briefs. Tossing the rest of my clothes to the side, I plopped down in the center of the couch, sinking into the soft cushioned surface as I leaned back.

I waited for Evan to return, horny and anxious to get started. My cock was so hard it ached and I rubbed it through my underwear to relieve some tension.

Soon I heard the door at the top of the stairs open and close quietly, followed by soft but quick padding on the steps. I straightened up excitedly as Evan appeared holding several items.

“Ok, I brought–”

He stopped dead in his tracks, eyes practically bulging out of his head as he drank in the sight of me on the couch, more exposed than he’d ever seen before.

I smirked, watching his eyes trace my muscular body, “Like what you see?”

He nodded, slowly walking over, and I noticed that he had a towel slung over one shoulder while holding a bottle of lube and a condom. My cock twitched seeing him with supplies for the sex we were about to have.

“Your turn now,” I motioned to his clothes once he’d approached me.

Dumping the supplies next to me, he quickly shucked his shirt and hooked his thumbs into the waistband of his sweatpants.

“Whoa, whoa, whoa,” I held up my hands, stopping him.

He looked at me questioningly, and I made a circular motion with my finger. Turning around so his back was to me, he looked over his shoulder for confirmation and I nodded at him.

“Now slowly,” I emphasized.

Once again, he hooked his thumbs into the waistband of his sweatpants before bending forward slightly. Ever so slowly, he began pulling his loose joggers down, first exposing a thin, black lace thong, and then, the voluptuous ass it contained.

My hand went to my cock, squeezing it as I leaned forward to get a close up view of the two thick, creamy cheeks I not so long ago was feeling up.

Evan stood back up as his sweatpants fell to his ankles, then gingerly stepped out of them. I automatically moved to grasp his ass, taking one of his cheeks in each hand. They ballooned around my hand as I squeezed them, and I had to resist the urge to lean forward and bite down on the milky white flesh that swelled outward from his narrow waist and hips.

I looked up and down Evan’s body, surprised at not finding it as skinny as I had imagined it to be. He was slender for sure, but he had enough muscle on his frame to indicate some time spent in the gym, which gave him a nice trim figure. His broad shoulders and back had some definition, while his biceps and thighs, although not large, appeared toned and firm.

Overall, his body wasn’t the stick figure I thought I’d find buried under all that oversized clothing, but a pleasant, almost hourglass-like physique instead; a wide set upper torso arcing inward toward a slim waist before flaring out once more as it ended at the shapely, bulbous ass gripped between my hands.

My fingers nimbly tugged down his panties, catching a glimpse of his hard cocking bouncing in front of him when freed. Now completely naked, I once again gripped his ass cheeks, admiring how they looked and felt as I squeezed and mashed them together. I finally noticed that his crack was completely hairless, and I gently pried his cheeks apart in curiosity, exposing his little pink, equally hairless hole to me.

Evan whimpered as my hot breath hit his most sensitive spot, and I watched his puckered hole quiver in fascination.

I was suddenly ready to get started, done with all the foreplay that we’d been leading with, and I let him know as much.

His head swiveled to address me, “I brought a condom, I didn’t know if you wanted to use one or not.”

I briefly considered his offer. “We can if you want to, but I’d prefer to go without.”

He shook his head, having already made up his mind beforehand, “No, I want to know what your bare cock feels like.”

My dick jumped at hearing him say that. Evan was turning out to be a little sluttier than I thought. I liked it.

“Make sure to put on a lot of lube,” he informed me.

I grabbed the bottle and was about to open it before reconsidering.

“You do it,” I told him.

His eyes widened and he turned around to face me. My gaze darted briefly to his cock sticking straight up, almost touching his flat stomach, and I saw that it too was hairless. I handed Evan the bottle before removing my boxer briefs.

Evan carefully watched my cock come into view when I lifted my hips to drag my underwear down, desire clear in his eyes. All seven inches of me protruded stiffly from neatly trimmed brown pubes, and Evan bit his lip while studying my dick intently.

He reached out for the lube, refusing to look away from my large cock while I handed it to him and as he subsequently squeezed a large dollop into his hand.

Squatting down, he gingerly reached out to take a hold of my cock. I watched as his fingers, nails black with polish, closed tightly around my shaft before he began gently pumping up and down. The lube felt cool as he spread it along my dick, and I could tell he enjoyed getting to do so, taking his time slicking it up just to be able to cop a nice feel.

Once my tool was nice and shiny, Evan stood back up and began applying some to his ass. Turning around so his back was to me, he tossed the bottle on to the couch.

“Sit a bit lower, and spread your legs out.”

I complied, and once in position, he carefully climbed backwards onto the couch, placing both of his knees along the outside of each of my thighs, until he was kneeling with his legs spread, ass hanging just above my throbbing cock.

Evan gripped my knees for support so he didn’t topple forward, and I automatically grabbed his calves in response. Surprised at the smoothness, I ran my hands up and down them before realizing they were shaved. It was a strange feeling, but not unpleasantly so.

“Grab your cock by the base,” Evan instructed, “and make sure it’s pointed up.”

I did as I was told and he took his asscheeks in each hand, spreading them to reveal his hole. Slowly, Evan began to lower himself until the tip of my twitching cock was pressed against his taut opening, smearing it with precum.

Evan and I were frozen, standing precariously on the edge of our first carnal encounter as we indulged in the titillating electricity flowing between us, generated from pent up anticipation and a strong sexual attraction.

Eager to finally continue, Evan began pushing firmly down on my cock. The rubbery tip strained against his tight sphincter, stubbornly resisting the pressure to push inside, and I held my breath until it finally broke through.

Evan and I both let out astonished gasps as I entered him, and I couldn’t believe I was finally inside the ass I had been fantasizing about for weeks, even if it was only the head of my cock.

After a brief moment, and when the shock of penetration wore off, Evan continued his descent, slowly sliding inch by inch down my thick pole.

My mouth fell open, breaths coming out in short gasps, as I watched his luscious, pale ass sink lower and lower, engulfing my shaft and enveloping it in a snug, warm embrace, almost unable to process the mix of gratification and lust that was reverberating through me.

After what felt like an eternity, my scratchy pubes pressed up against the smooth surface of his cheeks as I bottomed out inside him.

“Holy shit,” I murmured in a strained voice. “I can’t believe you did it, you fucking took it all.”

Evan only moaned in response as he sat impaled on my big dick, squeezing it in an effort to accommodate me inside him.

I gasped as I felt his ass muscles take ahold of my shaft in a tight visceral grip, and my hands automatically shot out to grab his hips. A sudden urge to wreck his hot little hole filled me, almost overflowing, and I had to resist the impulse to start violently bucking upwards. Instead, I ground my teeth together and pulled him against my crotch, enjoying the feel of his bubbly, round ass cheeks pressing firmly into my groin.

Evan let out a small whimper, making my hard dick pulse.

“Yeah, how’s that cock feel?”

“Fucking incredible,” he gasped. “You’re so big.”

He leaned forward slightly, arching his back to afford my cock a more snug fit within his tunnel. My eyes traveled up his body and I clasped the top of his shoulder with my right hand, slowly dragging my palm and fingers lower as I followed the natural flow of satin skin down his back and over the rolling slopes of his snow white ass.

Evan shuddered and began making small, circular motions with his hips. I felt my rigid shaft being shifted around deep inside him, stretching the compact walls constricting my member.

I removed my hands and watched him softly gyrate against me, manipulating the meat he was crammed full of. My eyes tracked the movements of his ass, watching both cheeks swell outward as they writhed tenderly against my groin.

My breath came out ragged, and I felt myself flexing my hands, unsure of what to do with them. Vivid pleasure was radiating from deep within my loins, traveling sharply up my tingling shaft to the very tip, which felt lodged deep in Evan’s guts.

I burned with lust and desire, the sexual gratification I received from having my dick inside the tightest hole I’d ever felt was incomparable.

Carefully, I reached out with both hands and took a hold of Evan’s ass, clutching it. Upon feeling me grab him, he stopped rotating his hips and began pushing back against my touch.

I squeezed and mashed his cheeks together, watching both plump melons squish against each other and bulge toward me.

As I groped his ass, Evan began moving it slowly back and forth, slightly lifting up before coming back down. He did it so lightly the first few times that I hardly noticed. But then he boldly rose up, releasing a quarter of my shaft before pushed back down, enveloping me once more.

I grunted from the first real stimulation my cock had experienced thus far, and I squeezed Evan’s ass hard in response. His resulting moan came out low from excitement.

“Fuck, keep going,” I told him, giving him a gentle push.

Evan needed no further encouragement. He gracefully lifted himself up, freeing more of my cock, before his ass descended once again, repeating these movements over and over with just a bit more speed each time until he was riding me at a moderate pace.

This was it, we were finally fucking. There was no mistaking it for anything else. Evan and I were engaged in elicit, torrid sex on the couch in his basement while his entire family, which included my girlfriend, were asleep two floors above us.

And it was fucking incredible. I watched in quiet disbelief, mouth slightly ajar, as he bounced on my rock hard dick with a delicate agility I’d never experienced before; his fat ass smacked against the scruffy pubes and coarse skin of my crotch in a consistent rhythm that created soft, fleshy plopping noises which, in turn, heightened the raw, wanton pleasure brilliantly surging through me every time he tactfully clenched my pole as it slid inside him.

Evan moaned, low and guttural, between deep breathes, his fingers digging into my knees for leverage to keep his position atop my cock steady. I was vaguely aware of his own cock, just as hard as mine, bouncing up and down in front of him.

But my eyes were glued to his ass, watching the velvet, alabaster skin ripple in succulent waves across plump, circular cheeks each time our bodies collided. I couldn’t help myself, I smacked his perfect round rump, my open hand a blur as I brought it down harshly on top of one of his orbs.

“Ugh,” Evan’s cry of pleasurable pain mingled with the sound my palm created when it made contact with his ass.

“Yes, again,” he told me with barely contained excitement.

I bit my lip and delivered another sharp crack to his rear, just a tad harder this time.

“UGH!” His cry was louder, head thrown back, and I felt my cock surge inside him.

“Like that, don’t you?”

I smacked him again, not bothering to wait for an answer, and was rewarded with a third cry forced from his lips.

“God, yes,” he whispered.

“I fucking knew it. That night in the kitchen, standing there with your stiff cock tenting out the front of those red panties,” he was pushing back against my pole with more tenacity now, breaths come out hitched, “shame burning in your cheeks for taking pleasure in that spanking I gave you. Just like the little slut that you are.”

This time when his ass descended, I lifted my hips up, spearing him with my dick as it slid swiftly into the warm casing that was his hole.

“Oh fuck,” his voice quivered.

“This is what you fucking wanted, isn’t it?”

I smacked his ass again.

“Tell me, I want to hear you say it.” I began steadily pumping his ass, driving my cock deep inside him every time he dropped it against me.

“Ugh, yes, I want your big cock inside me. I’ve wanted to feel you stretch my hole for months!”

He was pushing down on my cock faster now, eager to meet my upward thrusts, and his right hand went to his dick waging in front of him, quickly jerking it. Our now mutual fucking descended into a whole new level of intensity, both of us lost in the lustful haze of gratifying sexual indulgence.

Our bodies moved together in a decadent cadence; the gentle beginnings of perspiration dotted his skin and mine, and the room echoed with the groans and heavy breathing of two animals deep in heat.

Half thought words poured from our mouths in between punishing smacks, fueling the rapidly approaching crescendo.

“Fuck me,” Evan begged. “Fuck me, Seth. Fuck me with your big cock.”

“Is this what you want,” I yelled, pounding him. “You want this big dick?”

*SMACK*

“Ugh, yes, yes. Give it to me. I want it, ugh, fuck me, fuck me, Seth!”

Another smack followed by another cry of pain and pleasure, yet Evan continued moving his ass up and down, stroking my meat with his hole while he took care of his

“Take it, take my fucking dick!”

I delivered another power clap to his ass, reddening it further.

“Fuck me, fuck my slutty ass, Seth,” he whispered.

I groaned, my dick throbbing from his words.

“You’re a slut for my dick, aren’t you?”

“Yes, and I want you to fuck me like one,” he begged. “Fuck me like you’d fuck a horny slut.”

I immediately grabbed a hold of his hips, taking control as a mix of power and lust surged through me. I felt my fingers digging sharply into his soft flesh, and I knew I’d leave marks there, adding to the excitement I already felt.

Bringing his own movements to a halt, I started bucking upwards, fucking his glorious hole with urgency and desire while simultaneously mashing his ass roughly against me, which had the dual effect of shoving my dick deep into his snug chute and creating a rapid, perverse slapping noise that I took great pleasure in.

My movements were uncaring and forceful as I gave in to my earlier desire to ruin his hole, and I took Evan exactly like he’d asked me to, fucking him with the cold and distant efficiency of a man using another human’s body solely for their own carnal enjoyment. And he fucking loved it.

The small cries of joy he emitted grew quite loud, and I was suddenly grateful that the basement was soundproof, as we surely would have woken up the entire household by now. I was aware of his closed fist moving rapidly along his shaft while my own continued to plow his ass without mercy.

We said nothing, just fiercely boned away on the couch in his basement, surrendering to the primal instincts that seemed to pour naturally out of us. His ass crashed against my pelvis in a rapid succession of thrusts and plunges.

The grunts that emerged from between my clenched teeth were deep and primitive. All I could focus on was the feeling of release growing steadily within my groin, so strong it felt like my dick was numb.

“Oh fuck, I’m gonna cum soon,” I barely managed to utter.

“Do it,” Evan demanded in a strained voice. “Cum inside me, breed my ass.”

Hearing him beg for my load made the cum boil in my heavy nutsack, drawing it out quicker than I had anticipated.

“God damn, it’s coming. You’re gonna get it, you’re gonna fucking get it,” I growled. “Get ready!”

“Fuck, fuck, fuck,” he cried out desperately, and I saw large ropes of cum start to shoot out the tip of his dick, blasting forward in long arcs that splattered across the hardwood floor.

As he came, his ass automatically contracted, the muscles within clenching and releasing my cock in a swift pattern that brought forth my own long awaited orgasm.

I gasped in surprise. Pulling him down onto my dick one last time, I gave him a few shallow pumps before my sperm rushed out to claim his ass as mine.

“Oh shhhhit,” I groaned.

I felt my cock spasming inside him as I flooded his guts with heavy amounts of thick semen. Evan moaned, low and long, still stroking himself, though gently now, his forceful spurts having dwindled down to just a dribble.

Holding my breath, I let the pleasure of unloading inside Evan’s ass wash over me, and I began to feel dizzy by the time the throbbing in my cock finally started to cease, depositing less and less cum.

Evan must’ve felt it dissipate also, gently squeezing my shaft in an effort to extract as much of my seed as he could, whimpering with desperate need.

I fell forward, my forehead pressing into Evan’s back. His skin, like mine, was covered in a light sheen of sweat, and I suddenly had the bizarre urge to stick my tongue out and taste it.

Both of us were breathing hard, and we stayed like this for several minutes trying to catch our breath. The air was rank with the smell of fresh semen. Evan’s heaving chest began to grow steadier as his heart rate returned to normal along with mine.

“That was incredible,” he said quietly.

“It really was,” I murmured into his back, feeling dazed.

I sat back against the couch and we began the process of untangling ourselves. My cock had grown soft inside him and it slid out with ease when he moved to stand up. Small drops of my cum dripped onto the floor from his hole, joining the volley of sperm already splattered there.

“Jesus,” he muttered, looking down.

I chortled as he gingerly stood in front of his mess. Grabbing the towel, he squatted down to begin mopping it up, exposing his cum filled hole to me. I watched my seed seep out of his ass, surprised at how sexy I found it.

I knew there was a chance that post-nut clarity could kick in, but I felt no regret or shame from what we had done. Instead, I found myself perfectly at ease, content even, in the aftermath of such an intense, first time sexual occurrence. My thirst for Evan had been quenched, and I imagine he felt the same regarding me, given he was cleaning the end result off the floor.

I stood up once he was finished and stretched, noticing him eyeing my still naked body.

“You should probably wash up a bit before going to bed.” He nodded down to my flaccid cock.

“Yeah,” I sighed, grabbing my clothes. “I’m all sticky from the lube.”

“If you want to use the bathroom on the second floor, I’ll use the one off the living room.”

“You sure?”

“Well, it’s gonna take me a bit longer to clean up than you,” he said matter of factly.

“True,” I nodded.

We dressed in silence, facing slightly away from each other. Neither of us knew what to say next or how to address what had just transpired, and I felt the first trickle of awkwardness from our encounter begin to seep through the calm veneer that had initially settled over me.

When we were dressed, I helped Evan collect what little he’d brought down with him, and finally, with no other way of delaying the inevitable, we stood in front of one another, waiting to see who would take the initiative and speak first.

“Sooo…”

“Yeah,” I chuckled awkwardly, looking away.

It was silent again for another few moments.

“Are you, like, good or…?”

“No, no, I’m fine,” I assured him. “Really.”

“Cool,” he sounded relieved. “I was a bit worried you’d be freaked out.”

“I’m not. It’s just…” I gestured uncertainly in front of us.

He laughed. “I know, it’s not something I’m exactly used to dealing with either.”

I smiled, taking some comfort in knowing he was just as in the dark as I was.

“Not exactly an everyday occurrence.”

“It definitely is not,” he smiled back. “How about we just call it a night then?”

“Yeah?”

“I mean, it is pretty late, and I think we both could use some sleep.”

“Agreed.”

I’m glad this didn’t end up being as awkward as I imagined it would be, but I knew we’d have to talk about what happened at some point, and I was grateful to have some time to process how I felt about it all.

We both went up the stairs, shutting the basement lights off behind us, and parted to go our separate ways.

After washing all residual fluids off in the bathroom, I crept into Cara’s room, careful not to disturb her. I peered at the still figure under the covers, my eyes adjusting to the dark before I could finally see the steady rise and fall of her chest to confirm she was still unconscious.

I felt a splash of guilt while I watched her sleep, and the truth of what had just occurred finally began to sink in as I climbed into bed. Despite the fight we had earlier and the recent strain in our relationship, there was no denying that I had cheated on her, and with her little brother no less.

My mind hummed as it turned over everything that had happened, keeping me awake to process the various emotions cropping up.

Eventually I slipped into unconsciousness, weary from too much thinking and the overexertion of tonight’s activities.

I awoke the next morning to an empty bed, and I just laid there for a few minutes, still half asleep, before getting up. Walking into the kitchen, I found Cara propped lazily against the countertop, watching coffee slowly being brewed, looking like she had just crawled out of a grave.

“Morning,” I greeted her softly, receiving only a grunt in response.

I was in the process of pouring a bowl of cereal when Evan walked in. He paused briefly, his eyes sliding to Cara then me, before trudging towards the refrigerator.

“Hey,” he tossed casually over his shoulder, wrenching the door open.

“Sup,” I nodded toward him.

We maneuvered carefully around the kitchen, assembling breakfast, before the three of us sat down at the table. It was silent as we ate, Evan and I occasionally stealing glances toward one each other which Cara was too hungover to notice. She took small bites of dry toast in between sips of coffee, although neither seemed to be helping.

Some time later, she rose to go take a shower, leaving Evan and I to clean up the table, which we did with few words uttered between us. It was neither awkward nor comfortable as we finished loading the dishwasher, and I took the opportunity to address what had been lurking in my mind since I woke up this morning.

“Listen, Evan, about last night…”

I cringed inwardly at how cliche that had sounded.

“Yeah?”

“Look, I really enjoyed everything we did. Seriously, it was some of the best sex I’ve ever had before.”

“…but?”

“But,” I continued gently, “I don’t know if it’s a good idea to do it again.”

I glanced over at him and could see the disappointment evident in his face even though he wasn’t looking directly at me.

“Yeah,” he sighed, “I figured you might say something like that.”

“It’s just, I’m dating your sister, you know? Plus, she’s already up my ass as it is, so I don’t think it’d be very smart if we were doing this repeatedly behind her back.”

“No, I get it, I really do. It’d be really bad if she found out.”

“Yeah, and I wouldn’t want to put you through something like that. You guys already don’t get along well as it is, I can’t imagine what it would be like if she caught us screwing.”

He nodded his head, and I turned to face him.

“Hey.”

He looked up at me and I clasped his shoulder with my right hand, making eye contact.

“You’re a great guy, and a great fuck, and I’m glad I had my first experience with you.”

He smiled at me and I smiled back.

“Still friends?”

“Yeah,” he said. “Still friends.”

I pulled him into a one armed hug, thumping his back a couple of times. He hesitated briefly before I felt both his arms encircle my waist, then slide up my back as he rested his head in the crook of my neck.

I found myself holding him a bit tighter, my body relaxing into his, and we stayed like that for longer than I had intended, the casual hug I initiated morphing into a tender embrace.

Finally, we both let go, chuckling and avoiding eye contact.

“I better go get dressed,” he told me, “I’m supposed to meet some friends in an hour for a study session.”

“Alright, I’ll see you later, man.”

I leaned back against the counter and watched him go, thinking about how well our conversation had gone. He’d reacted so reasonably when I told him it wasn’t a good idea to have sex again, and while I wasn’t really surprised that he had agreed with me, I was by how disappointed it made me feel.

I stood there, lost in conflicting emotions, before the sound of Cara calling my name pulled me out of my thoughts, and I pushed the lingering feelings of doubt and regret down to deal with later.