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One Night Stand with My Brother's Best Friend
One Night Stand with My Brother's Best Friend
Author: Cacabayu127

1

Author: Cacabayu127
last update Last Updated: 2025-06-18 07:03:00

Carissa's POV

"Uhh..." I groaned while holding my head, which felt heavy. "My head hurts so much..."

As I grumbled with my eyes closed, I tried to remember what had happened the night before.

Last night, I was invited to a reunion by some friends at a five-star hotel. At first, I thought the gathering was just a dinner at a restaurant to catch up, especially since I had just returned from studying abroad after graduating.

Unfortunately, I was too foolish to think it through, and I completely forgot that this group of friends preferred to spend our time drinking at the bar.

As a result, here I am now, cursing my foolishness for joining that event, getting caught up in a silly game of "Truth or Dare," and ending up drunk after being forced to drink when I lost.

As if that wasn't ridiculous enough, I suddenly remembered the worst punishment I received last night, which was... kissing a stranger.

‘Ah! A stranger!’

That thought hit me out of nowhere. When I faced that punishment, I was too drunk to think clearly. The only thing I remember is that after losing the game and accepting the punishment, I walked up to a man who was sitting alone with his back to us, and without hesitation, I kissed him!

“Fool!” I exclaimed as I recalled that moment, smacking my head in frustration, my heart racing at the crazy memory of what I did last night!

After I kissed that man, I intended to back away. However, he pulled me closer and kissed me even deeper!

My memories of the moments that followed are hazy and jumbled, swirling in my head.  

I remember moaning and enjoying what I was doing with that man. I don’t know when we moved, but I felt my body thrown onto a bed, even groaning as he explored every inch of me!  

Though it's only fragmented memories, I’m sure I acted out a wild scene like in a steamy movie with that stranger!  

“It’s a dream; it must be a dream,” I said as I tried to dismiss those memories.  

I opened my eyes, and … I was shocked.  

“What … what is this?” I murmured, my body trembling.  

The ceiling I was looking at … it wasn’t my bedroom ceiling!  

I sat up straight and looked around.  

‘Hotel, this is a hotel room!’ I gasped internally as I realized where I was.  

My gaze slowly swept across the surroundings. My clothes were scattered on the floor, and the room looked messy, indicating the heated struggle that occurred last night until, finally, I saw a solid back lying next to me!  

I gasped, immediately covering my mouth to stifle a scream.  

“No… no!” Tears began to flow down my face.  

The purity I had preserved for 24 years vanished in the hands of this stranger?!  

With a surge of emotions—sadness, disappointment, and anger—I glared at the man who was turned away from me.  

The man who had taken the most precious thing from my life.  

I had just raised my hand with the intention of hitting that jerk when the man, still asleep, turned toward me.  

And… the face of the man I had slept with last night was revealed!  

Thick, sharp eyebrows, a prominent nose, tempting thin lips, and a strong, authoritative jawline. With thick, dark brown hair, he could be called the most handsome man I had ever seen.  

But there was one problem. I recognized that face. I knew it very well. 

“Dy—Dylan?!” I gasped in shock as I mentioned his name. How could I not? That angelic face, sleeping soundly, truly belonged to Emperor Dylan Drake, commonly known as Dylan—the man I hated the most in this world and… my brother’s best friend!

Memories flooded my mind, each one sharper than the last. I recalled the countless times he had teased me, his smug smile always getting under my skin. How could he be here, in my home, in this vulnerable state? My heart raced as confusion and anger battled within me. What was he doing here, and how would I handle this unexpected encounter?

***

I had arrived home. After fully regaining my senses, I left without thinking much, abandoning my brother’s friend, who was still sleeping soundly.

“What am I going to do? What am I going to do? What am I going to do?!” I kept repeating that phrase like a mantra, covering my face in frustration. My mind raced, overwhelmed by the absurdity of the situation.

In my whole life, I had never imagined I would be burdened with such a huge and crazy problem! The thought of having Dylan, my brother’s best friend and the person I despised, in my house felt surreal. How could I face him? What would I even say? I paced back and forth, each footstep echoing my anxiety as I tried to think of a solution.

Fortunately, my parents were out of town with my brother, taking care of their family business. So, besides the servants—who wouldn’t dare ask—no one really knew why I didn’t come home last night!

However, the fact that I not only kissed my brother’s friend but also slept with him and lost my purity was a disaster!  

“Ahhh!” I covered my face with both hands in frustration.  

How could I have spent the night with my brother’s friend? As if that wasn’t bad enough, why did it have to be Dylan? My first love, who had cruelly rejected me in the past!?  

“I’m not interested in elementary school kids.”  

Recalling Dylan’s reply after I confessed my sincere feelings back then made me even more heartbroken and angry.  

The man who once rejected me ended up being the one who took my purity? What kind of bad luck is this?!  

I curled up in a ball, burying my face in my knees.  

“A nightmare… yes, I’ll just consider it a nightmare and forget everything…” I repeated over and over like a prayer, hoping it would somehow come true.

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  • One Night Stand with My Brother's Best Friend   12

    Back then, our relationship was simple. Raihan was always my protector, and Dylan… he was the troublemaker who never ran out of ridiculous ideas. They’d laugh when I got mad, then make it up to me with ice cream or comic books. I never imagined that one day, those two names would become the core of my emotional chaos.And now, somehow… their roles have shifted. Raihan has started to open his heart, while Dylan… is slowly healing the wounds he once caused.I walked to the kitchen, brewed some coffee, then sat by the window hugging the warm cup. The rain hadn’t started yet, but the sky looked heavy. Just like my heart—full, not yet overflowing, but ready to spill at any moment.That afternoon, I went about work as usual. But during lunch break, my phone rang. The name on the screen made me hesitate: Raihan.I answered anyway.“Hello?”“Can you come to dinner at home tomorro

  • One Night Stand with My Brother's Best Friend   11

    Carissa's POV I thought sibling ties were easy: playing together, making childhood stories, helping each other when mom and dad got angry. But the real thing is my tie with Raihan has been more tricky than that. We was never really near, even after many years in the same house. He were too silent, too smart. And I... I felt too much.But this morning when I opened a apartment door and saw Raihan stood there in his coat and tired face I knew something had change.“Can I come in?” he asked without preamble.I bobbed my head and waved for him to plop down on the sofa. He looked around my flat, like looking for something known.“Dad’s worried,” he said eventually.I leaned back on the eating chair, looking at my brother who now seemed older than the last time I really saw. There were dark rings under his eyes. “I am fine tell Dad that”“He wants you to go home,” Raihan went on, voice plain. “At least for the dinner this weekend. Mom, also.”I held my breath. “I’m not ready.”“Because of

  • One Night Stand with My Brother's Best Friend   10

    Carissa's POV It was almost a week since Dylan started to keep his word: to be here with no stress, to care for me without pushing. And for reasons I can’t fully say, I began to feel... calm. Not totally well, but at least I could breathe without the dark marks of past hurts holding me.But that day, a message startled me.From Raihan.[I’m in town. Can we meet for a bit?]I looked at the screen for a bit then I said something.[Where?][Magnolia Park. Five o'clock.]That park, the spot we sat at together, talking about family. Raihan was my sibling, but it often seemed like more than that—he was a close friend. He knew much about my life; especially about Dylan even before things become tricky.I knew, if he wanted to see me now, it must be something big. Just before five, I walked to the park with careful steps. The afternoon wind brought a smell of grass and wet dirt. On the usual bench, I saw him already sitting - tall body, black coat, same known face: calm calculating.“Cariss

  • One Night Stand with My Brother's Best Friend   9

    Carissa's POV My heart got tight. There was something in the way he talked, not hurried, not pushy, just sincere.I stared at him for a bit before asking, “Do you want to come up? Just to dry off the clothes.” He seemed shocked but shook his head slowly. “If you don’t care.”We sat on the sofa quietly. He had a used coat of mine still a bit wet but heated by the tea he made for himself in my small kitchen.“I know I hurt you,” he said at last.I didn’t answer."But I've been getting better. Little by little. That love isn't about keeping someone close... it’s about letting them pick you again."I turned to him. “Do you regret it?”"Not liking you," he said. "But I wish I didn’t hide my feelings for a long time."I gulped down hard. The time felt too real, too still and low.“I can’t say I’ll love you like I did before,” I said softly. “But I want to try once more if you’re okay.”He looked at me with eyes not cold, not wanting—just full of thanks."I'll wait," he said softly "Even i

  • One Night Stand with My Brother's Best Friend   8

    Carissa's POVI didn't know how I was still keeping myself together these days. Every step I took in this home felt like walking on pieces of glass, old wounds reopening while new ones formed before the old ones even had a chance to heal.After all the stuff Dylan had done—the threats, the push, the cold looks—and then quickly changing, telling me he’d wait without pushing anything… I felt tired. Mixed up. Shattered.How could I possibly trust his words?I wasn’t any silly girl who would fade at a plain, “I love you.” Not after he made me feel bad. Not after he trapped me and tried to keep me with a gift.But still, as I rested in bed that night, eyes wide and looking at the dark roof above me his words kept running in my mind.“I’ll wait… no pressure. No threats. And no will.”A little bit of me was wishing he really meant it.That morning, I chose to step out of the home. Maybe a little fresh air would help clean my mind. I put on a light coat and took the old notebook that I used f

  • One Night Stand with My Brother's Best Friend   7

    Dylan’s POV I stood up from my seat. “Do you want me to come with you?”She turned sharply. “Don’t act like you care. I’m not your wife.”The words were sharp, but for some reason, they cut deeper than they should have. Maybe because… secretly, I wanted to hear her call me her husband someday. Not because of the inheritance. Not because of Grandma’s will. But because she wanted me.And that’s what made everything so complicated. I was starting to want things I shouldn’t be hoping for.After Carissa left, I sat in her father’s private study and stared at the glowing laptop screen. I opened the file of my grandmother’s will—the very thing that started all this chaos.“As a form of respect for the blood that binds our two families, and in hope that true love may grow from such union, I hereby leave the entire Drake family shares to my grandson, Dylan Drake, on the condition that he marries Carissa Andrean within two months of this letter being read…”I closed the laptop slowly. Grandma’

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