Chapter 1: The Dare

Chapter 1: The Dare

The flickering glow of the monitor was the only light in my room, casting long, dancing shadows across the posters on my walls. It painted my best friend Jacob’s face in shifting shades of blue and grey, his eyes wide with a manic excitement that I knew all too well. He was leaning so close to the screen I was surprised his nose wasn’t leaving a smudge on the glass.

“Dude, look at this!” Jacob hissed, pointing a finger at the grainy footage. “He’s going in. Right into the West Wing. You can totally see the orbs.”

On the screen, a self-proclaimed paranormal investigator, a man with a cheap camera and an even cheaper haircut, was hyperventilating his way down a dark hallway. Dust motes, illuminated by his flashlight beam, swirled in the air. Jacob called them orbs. I called them dust.

“I don’t know, Jake,” I mumbled, adjusting my glasses. “It just looks like an old, dirty building.”

“An old, dirty building where three kids disappeared,” Jacob shot back, not taking his eyes off the video. “They never found them, Leo. Not a trace. People say the old janitor snatched them. The Caretaker.”

The name hung in the air between us, heavy and smelling of rust and old leaves. The Caretaker was Blackwood’s boogeyman, the story parents told their kids to keep them from wandering too far into the woods. He was the reason the abandoned Blackwood Elementary School, sitting on the edge of town like a forgotten tombstone, remained untouched by vandals or explorers. No one was that brave, or that stupid.

No one except Jacob Vance.

He finally turned to me, his bright, curious smile a stark contrast to the grim video. “We should go.”

My stomach did a slow, cold roll. “Go where?” I asked, though I already knew the answer.

“To the school, man! Think about it. It’s the last week of summer. We have to do something epic. Something no one else would dare to do.”

This was Jacob in his purest form. I was the quiet one, the kid who preferred the company of books to people. Jacob was my only real friend, a whirlwind of boundless energy and reckless ideas that somehow always managed to drag me out of my shell. He was the gravity that kept my lonely little world from spinning off into nothingness. And because of that, I found it nearly impossible to say no to him.

“My mom would kill me,” I said, the excuse sounding weak even to my own ears.

“She won’t know,” he countered instantly, his logic as swift and unyielding as a steamroller. “We’ll go tomorrow afternoon. Just a quick look. In and out before dinner. C’mon, Leo. Don’t you want to see it for real? Not through some shaky camera.”

The desire was there, a tiny, flickering candle of morbid curiosity deep inside me. Blackwood was a town where nothing ever happened. We were a forgotten dot on the map, a place people drove through on their way to somewhere more important. The abandoned school was our one great mystery, our own local horror story. And the thought of being the ones to finally walk its halls, to face the legend… it was terrifying, but it was also intoxicating.

The obstacle, of course, was my own crippling cowardice. Every instinct I had screamed at me to stay home, to re-read my favorite fantasy novel for the tenth time. But then I looked at Jacob’s expectant face, and the fear of losing his respect, of being left behind in my safe, boring world, was somehow even greater.

“Okay,” I heard myself say, the word feeling alien in my mouth. “Okay, Jake. We’ll go.”

His grin was blinding. The dare was made.


The next day, the sun beat down on the playground behind our current middle school, the air thick with the smell of hot asphalt and cut grass. This was our starting point. Beyond the baseball field and the chain-link fence lay the woods, a dense tangle of oak and pine that acted as a buffer between the mundane world of the living and the decaying relic of Blackwood Elementary.

“Ready?” Jacob asked, adjusting the backpack slung over his shoulder. It held the essentials for our expedition: two flashlights, a bottle of water, and a chocolate bar to split for courage.

“As I’ll ever be,” I muttered, my own backpack feeling unnaturally heavy.

We slipped through a familiar gap in the fence and were immediately swallowed by the trees. The temperature dropped, and the cheerful sounds of the town were muffled, replaced by the whisper of leaves and the snap of twigs under our sneakers. The woods were a place of transition, a purgatory between the safety of our neighborhood and the dread of our destination. I felt like we were crossing a line we could never uncross.

We walked for fifteen minutes, following a barely-there trail Jacob knew from years of exploring. He was fearless, pushing aside low-hanging branches and calling out landmarks. I followed a few paces behind, my eyes darting into the deep shadows between the trees, my imagination populating them with unseen things. I kept thinking about the stories of the Caretaker, how they said he never left these woods, how he just… waited.

Then, through a break in the canopy, I saw it.

Blackwood Elementary rose from a clearing choked with weeds and thorns. It was a two-story brick monstrosity, a rotting carcass of a building. Most of the windows were shattered, like vacant, staring eyes. A section of the roof had collapsed, creating a jagged black wound against the sky. A rusted, broken swing set sat in what was once a playground, one swing moving ever so slightly in the breeze, creaking a lonely, rhythmic complaint. The place didn't just feel empty; it felt actively hostile.

“Whoa,” Jacob breathed, his bravado momentarily silenced by the sight. “It’s… bigger than I thought.”

We circled the building, our sneakers crunching on broken glass and debris. The main entrance was boarded up tight, thick planks of wood nailed over the double doors. A faded, peeling sign above them read: BLACKWOOD ELEMENTARY - HOME OF THE RAVENS. A crude drawing of a bird had been mostly worn away by years of harsh weather.

“How are we supposed to get in?” I asked, a wave of relief washing over me. Maybe we couldn’t. Maybe we could just say we came, that we tried, and go home.

Jacob didn’t answer. He was scanning the perimeter, his gaze methodical and determined. He was a treasure hunter, and this was his forgotten temple. He wouldn't be deterred by a few planks of wood. He tugged on the bars of a ground-floor window, but they were solid. He tested a boarded-up fire escape door, but it didn't budge.

My relief began to solidify into a fragile hope. We would fail. We would get to go home.

But then Jacob stopped. He was standing near the back of the school, by the old service entrance used for kitchen deliveries. He was staring at the heavy steel door, a confused frown on his face.

“Leo,” he said, his voice quiet. “Get over here.”

I walked over, my heart beginning to hammer against my ribs again. I saw what he was looking at. The door, which should have been locked and sealed by a decade of rust, was ajar. A single, filthy red brick had been wedged into the gap, propping it open just enough for a twelve-year-old boy to slip through.

It wasn't an accident. It wasn't decay. It was an invitation.

Jacob looked at me, his earlier excitement replaced by a look I couldn’t quite decipher—a mixture of awe and apprehension. The dare had suddenly become very real. The ghost story had opened its door for us.

From the dark gap came a faint, cool draft that smelled of dust, mold, and something else. Something sweet and sickly, like old meat.

“See?” Jacob whispered, a triumphant grin finally breaking through his unease. “I told you it was waiting for us.”

I stared into that sliver of absolute, breathing darkness. My hope of going home died, replaced by a cold, sharp certainty. Something was waiting inside. And we were about to go in.

Characters

Detective Harding

Detective Harding

Jacob Vance

Jacob Vance

Leo Miller

Leo Miller

The Caretaker (Silas)

The Caretaker (Silas)