Cover of The Awkwardness of First Love

The Awkwardness of First Love

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Aron, a shy nineteen year old guy, considers to ask his eighteen year old stepsister for some advise. He has never kissed a woman and is getting desperate.

Chapter 1: The Basement Confession

The last of the drunken laughter faded upstairs, swallowed by the heavy thud of the front door. A car engine coughed, sputtered, and then roared away into the night. Silence, thick and sudden, descended on the house.

Down in the basement, Aron released a breath he felt like he’d been holding for hours. The blue glow of his monitor was the only light now, etching the sharp angles of his keyboard and the empty chip bags on his desk. He listened to the quiet, to the hum of the old freezer in the corner and the frantic drumbeat of his own heart. His palms were slick.

He pushed back from his gaming chair, the wheels rumbling over the concrete floor. The single bulb hanging from the ceiling flickered once, casting long, jumpy shadows across the labyrinth of stacked boxes and old furniture. It smelled like damp concrete and the ghost of his stepdad’s oil paint.

Upstairs, a floorboard creaked.

Aron froze, his blood turning to ice water. Then he heard the familiar, light-footed tread—Chloe, moving through the kitchen. The fridge door opened and shut. The clink of a glass.

This was it. His window. If he waited any longer, she’d go to her room, put in her earbuds, and he’d lose his nerve for another week. Another month. Forever.

He stood, his limbs feeling like they were made of mismatched parts. He wiped his hands on his jeans. The speech he’d rehearsed while headshotting alien zombies—a calm, casual, theoretically possible version—dissolved into gibberish in his head. All that remained was the desperate, humiliating core of it: Help me.

He found her leaning against the kitchen island, scrolling her phone with one hand, drinking water from a huge mason jar with the other. She’d changed into loose sweatpants and an old sports jersey, her blonde hair piled in a messy bun. She still had the glittery shadow on her eyelids from the party.

“Hey,” he said. His voice came out as a dry croak.

Chloe looked up, blinked. “Aron. Jesus, you scared me. I thought everyone was gone.” She took him in, his hunched posture in the doorway. “What’s up? You need food? There’s some gross pizza left.”

“No. I’m good.” He took a step into the light. The linoleum was cool under his socks. “Party get okay?”

“It was fine. Mark got wasted and tried to do a backflip off the deck. Pretty standard.” She smiled, but it was tired. “Why’d you hide down there all night? Sarah was asking about you.”

Aron felt a flush creep up his neck. Sarah. He didn’t know which Sarah. It didn’t matter. The idea of any Sarah asking about him was inherently improbable.

“Just… had stuff,” he mumbled. He gripped the back of a stool, the metal cold and solid under his fingers. “Can I… ask you something?”

“Sure.” She put her phone down, giving him her full attention. It was somehow worse.

He looked at the clock over the stove. Looked at the smear of pizza grease on the countertop. Anywhere but at her. “It’s kind of… it’s going to sound stupid.”

“Most things are.” She took another sip of water, waiting.

The words piled up in his throat, a tangled, choking knot. He forced them out in a rushed, low jumble. “How do you know? How do you know what you’re doing? When you’re… with someone. Like, physically.”

Chloe’s eyebrows lifted a fraction. She didn’t laugh. She just studied him, her head tilting. “What do you mean?”

“I mean…” He took a shuddering breath. “Kissing. How do you know how to kiss someone?”

The silence that followed was absolute. The hum of the refrigerator rose to a deafening roar. Aron wished, with a violence that stunned him, that the floor would crack open and pull him down into the cool, dark dirt.

Chloe slowly set her jar down. “You’ve never kissed anyone.”

It wasn’t a question. He managed a microscopic shake of his head, his eyes burning holes in the floor.

“Huh,” she said. The sound was neutral. Curious.

He risked a glance. She wasn’t smirking. She looked… thoughtful. Like he’d presented her with a moderately interesting puzzle.

“It’s not… it’s not a manual thing,” she said finally, her tone shifting into something practical. “It’s more about reading the other person. You go slow. You pay attention. You match their… energy. You don’t just mash your face at them.”

“Right. Okay. Energy.” He repeated the words as if they were instructions for defusing a bomb. Match the energy. Don’t mash.

“Yeah. And it’s… softer than people think. Less teeth, more…” She seemed to search for the word. “More lips. And you don’t have to use, like, a ton of tongue. That’s a rookie move.”

Aron nodded, a frantic student memorizing notes for a final exam he was already failing. His face felt like it was on fire. This was worse than he’d imagined. The clinical breakdown was a unique form of torture.

Chloe was quiet again, watching him wrestle with his own humiliation. He could see the cogs turning behind her eyes. He braced for the pity, the gentle let-down, the you’ll find someone.

Instead, she pushed off from the island. “Here.”

“What?”

“Come here.”

She walked around the counter until she was standing in front of him, in the middle of the dim kitchen. She looked up at him. He was a good six inches taller, but he felt like a child. “You can’t learn it from a description. It’s a thing you have to… feel.”

Aron’s brain short-circuited. The world narrowed to the faint freckles across her nose, the smudged glitter on her eyelid, the calm, almost analytical expression on her face. “What are you doing?”

“Giving you a lesson.” She said it plainly, as if offering to show him a new phone app. “It’s just mechanics. No big deal.”

His heart was trying to batter its way out of his ribcage. “Chloe, no. That’s… we can’t.”

“Why not?”

“Because!” he sputtered, taking a step back and hitting the stool. “You’re my… stepsister. It’s weird.”

“It’s only weird if we make it weird,” she said, but a faint pink touched her own cheeks. She wasn’t as detached as she was pretending. He saw a flicker of uncertainty in her eyes, quickly masked. “Look, do you want to figure this out or not? I’m offering. One time. So you don’t have to be terrified anymore.”

The truth of it hung between them, raw and ugly. He was terrified. He was terrified of the next party, the next possible conversation with a Sarah, the next decade of his life spent in this basement. The humiliation of tonight was a down payment on a lifetime of silence.

He didn’t move forward, but he didn’t retreat.

She took that as enough. “Okay. Relax your shoulders. You’re all tension.” She moved closer, slowly, giving him every chance to bolt. He didn’t. The scent of her perfume and party sweat filled the space between them. “Close your eyes if it helps.”

He squeezed his eyes shut. The darkness was a mercy.

Her hands came up, not to his face, but to his upper arms, just a light, steadying touch. Her skin was warm. “Breathe, Aron.”

He sucked in a shaky breath.

The first touch was just that—a touch. The soft, barely-there press of her lips against his. It was dry, and static, and over in a millisecond. His eyes flew open.

She was watching him, her face unreadably close. “See? Not catastrophic.”

He nodded, mute.

“Now, try it back. Just… gentle. Don’t think.”

He bent his head, his movements jerky. He aimed for her mouth, missed slightly, connected. He held his lips there, stiff and unmoving, a statue of a boy kissing.

She didn’t pull away. “Softer,” she murmured, her breath a whisper against his skin. “Let your lips actually… give a little.”

He tried. He unclenched his jaw, let the rigid pressure melt into something pliant. The second kiss was different. It was a sensation, not just an action. The warmth, the slight give, the shocking intimacy of it.

He pulled back, blinking, his world subtly rearranged.

“Better,” she said. Her voice was lower. The analytical tone was fraying at the edges. “Now, follow my lead. Don’t force anything. Just… see what happens.”

This time, when she leaned in, it wasn’t a demo. It was a real kiss. Her lips moved, slow and sure, and after a stunned second, his followed. It was clumsy, syncing the rhythm, the tilt of his head all wrong until he adjusted. There was a moment of pure, startling instinct where it clicked—the match the energy—and his mouth moved with hers, a slow, exploratory dance. It was warm, and damp, and for a few dizzying seconds, there was no basement, no humiliation, no stepsister—just the shocking, beautiful physics of connection.

His hand, acting on its own volition, came up and tentatively touched her waist, the fabric of her jersey soft under his fingers.

She made a small sound in the back of her throat, and the kiss deepened. Her tongue touched his lower lip, a fleeting question. He answered, and the world dissolved into sensation.

Then, as suddenly as it had begun, it ended.

Chloe broke the kiss, stepping back. Her breath was uneven. The careful, tutorial expression was gone, replaced by something wide-open and startled. She looked at him like she’d never seen him before. The glitter on her eyelids caught the light.

Aron stood there, his lips tingling, the phantom pressure of her mouth imprinted on his. The silence rushed back in, but it was a different silence now. Charged. Crackling.

He had his answer. He knew, now, how to kiss.

The knowledge sat in his stomach like a stone.

Chloe cleared her throat, the sound unnaturally loud. She wiped her mouth with the back of her hand, a quick, nervous gesture. “So. That’s… that’s basically it.” She tried to slot the old casual tone back in, but it didn’t fit anymore. “Just… read the situation. Go slow.”

He couldn’t speak. He just nodded.

She turned, picked up her mason jar, her movements just a shade too brisk. “I’m… gonna head up. I’m wiped.”

“Yeah,” he managed.

She didn’t look at him as she walked out of the kitchen. He listened to her footsteps on the stairs, heard her door click shut.

Aron stood alone in the quiet, dark kitchen. He lifted his fingers to his own lips. They felt foreign. The lesson was over. He had gotten exactly what he’d asked for.

And he had never, in his entire life, felt more terrified of what came next.

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