My Brother’s Best Friend, My Secret Crush / Chapter 2: Welcome to the Windy City
My Brother’s Best Friend, My Secret Crush

My Brother’s Best Friend, My Secret Crush

Author: Jacqueline Brooks


Chapter 2: Welcome to the Windy City

The summer after my sophomore year of college, my parents set off on a bucket-list road trip, so I ended up staying at my brother’s place in Chicago. Their minivan was already halfway to the Grand Canyon before I’d even finished packing.

My brother was at work, but I knew the door code. His apartment complex always smelled like takeout—deep dish pizza, maybe—and laundry detergent. The elevator creaked and rattled the whole way up, like every old building in the city.

Dragging my suitcase, I opened the door and immediately heard someone inside snarking:

“Why not let your imaginary little brother take the controller for once?”

“I mean, you could just respawn and try again.”

A familiar voice—a mix of sarcasm and challenge, sharp enough to cut through the AC’s low hum.

I froze, suitcase half-inside the door. I recognized it instantly.

It was him.

Ryan Carter—my brother’s close friend. They’ve been tight since middle school, practically inseparable through all the awkward phases. I always knew they were close, but I never expected him to actually be living in my brother’s apartment. My heart did a somersault. Living under the same roof as my secret crush? That wasn’t in the summer plan.

Ryan went pro in esports back in high school, and now that he’s retired, he’s a Twitch streamer. Sometimes I still can’t wrap my head around seeing him on ESPN highlight reels and now, streaming in sweats from the upstairs bedroom.

That voice—he must have been streaming and roasting his teammates. The whole world could be listening, and he still wouldn’t hold back.

I understood immediately, because I watch his streams every day. Even when I say I’m studying, sometimes his voice is playing quietly in my headphones. Like white noise, but way more chaotic.

I’m his number one fan.

No one knows. I’d never admit it, not even under threat of TikTok exposure.

I quietly moved into the room my brother had set up for me. It was still decorated in pink and white, cozy and full of stuffed animals. There was even a throw pillow shaped like a donut on the bed—he really tried to make it feel like home.

I didn’t plan to disturb him, but before I finished unpacking, someone knocked on my door. The knock was casual—almost impatient, like he expected me to answer faster.

I turned and saw Ryan leaning lazily against the open door, his long eyes sweeping over me. “Didn’t you say you’d get here tonight?”

Apparently, my brother had told him in advance, but didn’t tell me. Classic older brother move—keep everyone else in the loop except his actual sister.

For some reason, I always feel a little guilty around him.

Maybe it’s because I like him. Or maybe it’s the way he always looks at me—like he’s trying to solve a puzzle I can’t see.

“All my roommates left, so I changed my ticket.”

I’m a little socially anxious, but I like being around people I know. The idea of rattling around a half-empty dorm all summer made my stomach twist.

Ryan glanced at his phone. It was three o’clock—prime time for his afternoon caffeine fix or a power nap, but here he was.

He raised his eyebrows. “Hungry?”

He’s always treated me like a little sister, just like my real brother does—always looking out for me. Sometimes I wish he’d see me differently, but I’ll take what I can get.

I nodded. “I’ll just order DoorDash later.”

He scoffed, “Your big brother Ryan is right here, and you still want takeout?”

“You can cook?” My eyes lit up in surprise, half-skeptical. The only thing I’d ever seen him make was a mess of Cheetos dust and soda cans.

Ryan lifted his chin. “Hang tight.”

He disappeared into the kitchen, and soon the sizzle of garlic hitting butter filled the air. The smell reminded me of late-night diners after finals week, and I stood in the doorway with my mouth hanging open. I guess I had a lot to learn about Ryan Carter.

You may also like

Waking Up In My Brother’s Best Friend’s Bed
Waking Up In My Brother’s Best Friend’s Bed
4.7
I thought coming home would mean awkward family dinners, not waking up my brother’s dangerously hot best friend—bare, flustered, and inches away from disaster. Now, every secret crush and forbidden memory is crashing back, but Miles Carter is strictly off-limits. If my brother finds out what happened that morning, it won’t just be my heart on the line—it’ll be our whole family’s peace.
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?
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.
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.
Exposed by My Roommate’s Betrayal
Exposed by My Roommate’s Betrayal
4.9
Eli’s secret crush on his roommate Derek explodes into a campus scandal when Derek outs him in front of everyone. Forced from his dorm and shunned by friends, Eli’s pain deepens as Derek can’t let go—or let Eli move on. But when Eli finds an unexpected ally in the fearless Noah, lines blur between heartbreak, obsession, and something dangerously new.
Back to Him, Before the Heartbreak
Back to Him, Before the Heartbreak
4.9
He was my childhood friend, my secret crush—and, eventually, my husband in a marriage built on regret. They called us the punchline couple, a running joke among the rich, but no one saw the scars beneath our bickering. When fate throws me back to high school, I swear this time I’ll confess my feelings before tragedy can claim his future. But as old crushes return and Lucas’s secrets unravel, I’m caught between the boy I lost and the man I married. If the past and present collide, will I finally get my happy ending—or break both our hearts all over again?
My Secret Crush Is My Biggest Fan
My Secret Crush Is My Biggest Fan
4.8
Everyone at Maple Heights thinks Maddie is just the awkward girl who’s always second-best—if they only knew she’s also ROY, the superstar singer with millions of fans (including her arrogant classmate Derek). When her secret identity collides with high school drama, Maddie must decide if she’s ready to step out of the shadows and claim her power—or lose everything she’s built. Secrets, betrayal, and a chance at revenge all hang in the balance as her two worlds threaten to collide.
My Classmate’s Mom, My Secret Lover
My Classmate’s Mom, My Secret Lover
5.0
When an aimless teen falls for his best friend's stunning, troubled mom, their secret affair explodes into scandal—and an unexpected pregnancy shatters everything. With families tearing apart and his own future on the line, he must choose between love and survival in a world that will never forgive them.
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?
Forbidden Love, Broken Brother
Forbidden Love, Broken Brother
4.9
After Maddie’s brother nearly takes his life, she desperately tries to pull him back from the edge—only to discover his secret, all-consuming love and the lies that have torn their family apart. Every moment together could be their last, and as betrayals unravel, Maddie must decide: will she risk everything to save the only person who’s ever protected her?
Chasing My Crush’s Cold Heart
Chasing My Crush’s Cold Heart
4.7
Aubrey’s relentless, cringe-worthy pursuit of her high school crush Carter goes viral when their chat logs leak on campus. Humiliated but undeterred, she fights for his affection—only to be haunted by his secrets, his silence, and a rival girl from his past. Will she ever break through his icy walls, or is she setting herself up for heartbreak?
My Best Friend Made Me Break Up With My Duo
My Best Friend Made Me Break Up With My Duo
4.8
When my bestie and I duo queue with two top-ranked brothers to escape Diamond IV, the lines between friendship, love, and rivalry blur fast. Betrayal, petty breakups, and online drama explode into real life when our exes show up at the local rec center—and suddenly, my best friend’s loyalty is the only thing standing between me and a gamer-boy disaster. But when my ex threatens to deliver a 'birthday present' in person, I realize the game isn’t over—and this time, there’s no way to log off.