Waking Up In My Brother’s Best Friend’s Bed

Waking Up In My Brother’s Best Friend’s Bed

Author: Anna Miller


Chapter 3: Miles and Mayhem

After hanging up FaceTime, Derek Venmoed me $1,500 as hush money, pleading, “Don’t tell Mom and Dad!”

I accepted the money in silence and shot him a thumbs-up sticker, rolling my eyes. He told me to add Miles Carter’s contact and send my location, so I did.

Miles replied almost instantly, just one word: [Okay.]

His answer was so brief—a tiny blue bubble on my screen. The kind of guy who probably replied to emails in single sentences, too.

I stared into the night, not really wanting Miles to pick me up, but there was no way out now. Bored from waiting, I squatted on the curb playing Candy Crush, glancing up as cars rolled by—tired parents collecting college kids, an occasional driver holding a hand-lettered sign. I hugged my backpack to my chest, shivering between game rounds.

After more than half an hour—

"Natalie Sullivan."

A white Porsche pulled up. Miles looked down at me from the window, a small smile tugging at his lips.

The last time I saw him was in high school. Now, I’d already graduated college. Watching him on FaceTime hadn’t felt real—up close, he was even more intimidating. For some reason, I remembered that post from the Maple Heights High forum: [Maple Heights High’s heartthrob Miles Carter—so handsome it hurts!]

Years later, he’d only gotten more intense.

Seeing me in a daze, Miles asked, "Are your legs asleep?"

I jumped up, opened my mouth, and hesitated. Call his name? Too direct. Call him ‘bro’? Way too weird. My cheeks flushed as I struggled for words.

Miles’s eyes danced with amusement. He probably thought I was hilarious. He chuckled softly and got out of the car. He was tall, all lean muscle and way too much raw morning energy for my fragile nerves. Even his cologne was subtle, not overwhelming.

I instinctively took two steps back. He raised an eyebrow. "Don’t recognize me?"

I stammered, "I—I do!"

Miles smiled and took my suitcase, then opened the passenger door for me. "Hop in. Let me—wouldn’t want you to break a nail on my watch."

In the car, I sat ramrod straight, nerves jangling. Noticing my embarrassment, Miles put on some soft music and started chatting, breaking the tension.

His phone rang—a girl’s name popped up. He didn’t answer. She called again; he put his phone on silent. The air turned a little awkward.

Just then, my best friend sent a flurry of voice messages. At this hour, it had to be big. I tried to transcribe them, but hit the wrong button, and her shrill voice blared through the car:

[Oh my god, how can there be guys who can’t even get it up!]

My cheeks burned, my hands fumbled, and I wished the seat would swallow me whole. The phone dropped at my feet. As soon as one message finished, another began:

"That cold, aloof guy I chased for so long turned out to be useless! Who can understand the pain of getting undressed halfway!"

"What’s the use of being tall and handsome—nice to look at but useless."

"Girl, you gotta try with your hand first when you get a boyfriend, or you’ll end up like me!"

"I’m seriously about to cry, he’s just a pretty face! Three months of attitude, where does he get his confidence from!"

I scrambled, nearly dropping my phone again, frantically trying to silence it. My cheeks burned, my hands shook, and I wished the seat would swallow me whole.

I snuck a glance at Miles, who was quietly driving. His profile was calm, giving me all the dignity an adult could hope for—except for that faint, almost invisible smile at the corner of his lips.

I curled up against the window, not daring to make a sound. Inside, I was screaming: Save me!

At a red light, Miles suddenly asked, "Is your boyfriend still that guy from high school?"

I froze, then shook my head. "No! I don’t have a boyfriend!"

Back in high school, there was a guy who chased me relentlessly. Once, he was dragging me across campus when Derek saw us. Derek sprinted over, yanked the guy away, and demanded, "Who are you?"

"I’m her boyfriend. Who are you? I’m telling you, Natalie Sullivan is mine—don’t even think about hitting on her!"

That line, that attitude, instantly set Derek off. They started fighting. I tried to break them up, tugging at Derek, but he got even angrier—thinking I was siding with the other guy, he flung me away in frustration.

Miles arrived a step late. Seeing I was about to fall, he caught me, holding me in his arms. Derek and the other guy immediately stopped fighting and yelled at Miles together: "Let her go!"

Those embarrassing memories flooded back. I pressed my forehead to the window, willing myself not to blush any harder. The silence in the car now was different—not awkward, just a little heavy with all those memories.

For the rest of the ride, Miles kept the conversation light, never bringing up anything that would embarrass me. When we got home, I nearly bolted from the car, heart pounding, barely remembering to grab my suitcase. I muttered a quick thanks and darted inside, feeling like I was fourteen all over again.

This chapter is VIP-only. Activate membership to continue.

You may also like

Woke Up in My Sister’s Best Friend’s Bed
Woke Up in My Sister’s Best Friend’s Bed
4.5
Zach’s midnight return home turns into disaster when he accidentally barges in on Lauren—the untouchable queen of his high school—sleeping in his sister’s bed. Now trapped in a whirlwind of family drama, awkward crushes, and Southern secrets, he can’t escape the magnetic pull between them. But when his sister warns him to keep his distance, Zach must choose: risk everything for the girl he was never meant to want, or play it safe and lose her forever.
Kissed by My Best Friend’s Brother
Kissed by My Best Friend’s Brother
4.9
Morgan’s life is turned upside down when a mysterious hospital encounter brings her face-to-face with Lucas, the younger brother of her best friend—and the man behind her most forbidden memory. As old secrets and electric chemistry resurface, she must confront a past that refuses to stay buried. One stolen kiss could change everything, but what happens when the truth comes out?
My Boyfriend’s Brother Took My First Night
My Boyfriend’s Brother Took My First Night
4.9
Natalie’s first night at her boyfriend Derek’s house spins out of control when she slips into the wrong bed—and finds herself tangled up with his enigmatic older brother, Caleb. As secrets, guilt, and forbidden desires build, Natalie faces an impossible choice between loyalty and the allure of the forbidden. One reckless night could destroy everything she thought she wanted.
Fake Dating My Best Friend’s Brother
Fake Dating My Best Friend’s Brother
4.6
One drunken night with my best friend’s perfect, untouchable brother ruined every boundary I swore I’d keep. Now Nathan wants me to fake date him to dodge his family’s matchmaking—while I’m hiding the truth from his sister, my only real friend. If Tanya finds out what really happened between us, I’ll lose everything… and Nathan might just break my heart for good.
Forbidden With My Stepbrother
Forbidden With My Stepbrother
4.9
Rachel’s world unravels when she discovers her quiet, obedient stepbrother harbors a love for her that’s anything but brotherly. As past guilt and simmering attraction collide, she’s forced to choose between the dangerous thrill of taboo desire and the safety of playing by the rules. But with the eyes of fate—and a relentless stream of live comments—watching her every move, will she surrender to a love she’s always denied?
My Brother’s Best Friend, My Secret Crush
My Brother’s Best Friend, My Secret Crush
4.6
Emily’s always been the sweet, invisible girl—until her summer alone in Chicago means sharing an apartment with Ryan, her brother’s infuriatingly hot best friend. She hides her crush behind pink skirts and polite smiles, but every meal, every stolen glance, brings her dangerously close to being exposed. When jealousy flares and their secrets collide, will Ryan finally see the real girl who’s been right under his nose?
Sleeping with Her Best Friend
Sleeping with Her Best Friend
4.9
Ryan’s life is a tightrope: one woman’s trust, another’s obsession, and a million-dollar crime hanging over his head. When his girlfriend’s best friend threatens to expose their affair, desperation turns deadly. How far will he go to keep his secrets—and who will survive the fallout?
My Wife Chose Her 'Brother' Over Me
My Wife Chose Her 'Brother' Over Me
4.7
Sam gave up his dreams and moved to Rachel’s hometown, only to become the outsider in his own marriage—her childhood ‘brother’ Jake always comes first. Every boundary Sam sets is laughed off, but when he brings his own female friend to dinner, Rachel’s jealousy explodes. As their marriage unravels, Sam realizes he’s just a guest in Rachel’s perfect family sitcom—and he’s finally done playing the fool.
Betrayed by My Sister’s Best Friend
Betrayed by My Sister’s Best Friend
4.7
I watched helplessly as my little sister was lured into a nightmare by the girl she trusted most, only to be betrayed and trapped in a cruel small-town ritual. When I tried to save her, they killed me—now I’ve woken in the past, desperate to rewrite fate and stop the wedding night horror before it begins. But the whole town is in on the secret, and one wrong move means losing her forever.
I Woke Up as His Wife—and Mom
I Woke Up as His Wife—and Mom
4.9
Waking up ten years in the future, I found a little boy calling me 'Mom'—and a wedding photo with a man I never loved. My memories stop at college, but in this world, I’m married to the golden boy next door, and everyone says I’m not the mother my son deserves. My best friend barely speaks to me, my husband is a stranger, and my life is a puzzle I can’t solve. Each answer only raises more questions: whose child is Louie, and why did Julian Carter, the boy I once envied, marry me? I’m trapped in a life that feels both perfect and painfully wrong, desperate to uncover the truth. Can I rewrite my future—or am I doomed to repeat the mistakes of a woman I barely recognize?
Rooming With the Horror Boss I Seduced
Rooming With the Horror Boss I Seduced
4.8
I thought I was gaming my way home—until I realized I’d seduced the wrong man: Chase Milton, the infamous horror boss who hates men like me. Now I’m trapped as his college roommate, desperate to hide my secret and survive a year without losing my head… or my heart. But when the truth comes out, will he destroy me, or is the real danger falling for the monster I unleashed?
Claimed by My Brother’s Roommate
Claimed by My Brother’s Roommate
4.7
On the heels of her 28th birthday, Natalie is kicked out by her mom and rescued by Derek—her brother’s quiet, hyper-competent roommate. What starts as shared dinners and one shocking mall misunderstanding spirals into a forbidden slow-burn where Natalie must choose between secrecy and the love she’s yearned for. If she gambles her heart, she could lose her family—or finally claim the man who’s been hers all along.