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Could I, Should I?

Summary:

Dean’s always kept his defenses high, but Cas, now human, asks him to share something he’s never told anyone, and the walls Dean’s built start to crumble.

In the quiet of the Impala, driving through dark and empty roads, Dean is forced to confront a moment from his past that’s haunted him—one that he’s never been able to shake.

As he grapples with the weight of his confession, Dean realizes that the burden of his shame may be heavier than the burden of his secrets.

Notes:

I wanted this one to feel raw - that tension between trust and fear, between longing to be understood and the weight of the things we can never say.

 

This story is about the moments we drag around quietly, the ones that keep us small, the ones we’re too scared to face out loud.

 

Dean's always kept his distance—but here, with Cas, it’s different. He has just enough space to let something slip, something that he’s carried too long.

(See the end of the work for more notes.)

Work Text:

“Tell me something,” Cas said, his voice low, almost tentative.

Dean blinked, glancing at him in the dim light of the Impala. The sky stretched wide above them, an endless black studded with stars. The car felt like a bubble, cut off from the world outside, the quiet around them pressing in like a blanket.

“What kind of something?” Dean asked, his voice rougher than he intended. His hands rested on the steering wheel, his grip just shy of too tight.

“Something you’ve never shared with anyone else before.” Cas tilted his head, his expression open, curious. “Something that’s just yours.”

Dean huffed out a laugh, but it sounded hollow in the confined space. “You’re kidding, right? You’ve been in my head, Cas. Seen every damn thing there is to see.”

Cas shook his head, the faintest shadow of frustration crossing his face. “Not like this.” His gaze dropped, settling somewhere near the edge of Dean’s sleeve. “I didn’t understand it then. Not the way I should have. I took things—” He stopped, his jaw tightening. “No, that’s not right. I didn’t take them. But I didn’t give you the choice either.”

Dean frowned, turning his head fully to look at Cas. There was something in his voice, something fragile and regretful. Cas never talked about what it was like being human now—not much, anyway. And he sure as hell never talked about being an angel before.

Cas exhaled slowly, the breath almost a shiver. “I didn’t understand what it meant to... know you like that. Not until now. It wasn’t fair, Dean. To you or to me.”

The confession hit like a sucker punch. Dean had never thought about it like that before. He shifted in his seat, his hands dropping to his lap, where he rubbed his thumb against the side of his palm. “Yeah, well. I ain’t exactly good at sharing, so…”

Cas’s gaze flicked up to meet his. “I want to understand you. On your terms.”

The words hung there, heavy in the air between them. Dean felt his throat tighten, the weight of it hitting somewhere deep and bruised inside him.

The Impala’s headlights carved a narrow path through the endless dark, the hum of the engine steady beneath them. Dean’s fingers flexed on the steering wheel, his knuckles pale in the dim light spilling from the dashboard. The rhythmic bump of tires on asphalt offered a fragile sense of normalcy as he wrestled with the floodgates Cas had pried open.

“I was, uh—” Dean cleared his throat, the words stubbornly refusing to come. He kept his eyes on the road, not trusting himself to look at Cas just yet. “I was, like, fifteen. Dad had dumped us in this crap motel off Route 40. Middle of nowhere, as usual. Sam got sick—flu or something—and I was stuck playing nurse. He was burning up, couldn’t keep anything down. You know how it was.”

Cas murmured something soft, encouraging, and it was enough to pull Dean forward.

“I... I left him,” Dean said, voice low, like the night might hear and judge him. The admission clung to the air, heavy and sour. “Sam was asleep. I’d been up with him for days, and I—I just... I needed to get out. So I took off.”

He tightened his grip on the wheel, knuckles whitening further. “Didn’t have a plan or anything. Just walked. Got as far as this field on the edge of town before I stopped. Sat there for hours. It was quiet, you know? No coughing, no whining, no responsibility. Just me, the stars, and the sound of my own breathing.”

Cas didn’t interrupt, didn’t move. Dean wasn’t sure if that made it easier or harder to keep going.

“But I couldn’t stay gone,” he continued, his voice rougher now. “Something pulled me back. Guilt, I guess. I went to this crappy little gas station, picked up a can of soup, and walked back to the motel. Told Sam I’d gone out to grab something for him, like it was no big deal.”

Dean’s laugh was bitter, a sharp contrast to the even hum of the engine. “And you know what? He didn’t even ask why I was gone so long. Didn’t question it for a second. He just... trusted me.”

His hands started to shake, just slightly, but enough for Cas to notice. The angel-turned-man shifted in his seat, the leather creaking, but he stayed silent. Waiting.

“I don’t know if he was too sick to care or if he just... thought I’d never leave him for real. Either way, it killed me. Still does.” Dean’s voice cracked, and he hated himself for it. “I left him when he needed me. Just like Dad. And I can’t take it back.”

The stars outside the windshield blurred as moisture pooled in his eyes, but he blinked it away. Cas remained quiet, the weight of his presence steady and grounding. For once, Dean didn’t feel judged, just seen.

“I think about it sometimes,” Dean admitted, quieter now, almost to himself. “Could I have stayed gone? Should I have? If I had, maybe Sam would’ve learned to fend for himself sooner. Maybe he’d have been better off.”

The silence that followed was deafening, broken only by the soft murmur of tires on the road. Finally, Cas spoke, his voice steady and deliberate.

“You were a child, Dean. A child trying to survive in circumstances no one should endure. That you felt guilt for even a moment of escape is a testament to how deeply you cared for Sam. But you are not your father. You came back.”

Dean swallowed hard, the knot in his throat stubbornly refusing to dissolve. Cas turned slightly, his gaze soft but unyielding.

“And you’re here now. Still carrying that guilt, but still fighting to be better.” Cas paused, his next words almost a whisper. “Dean, you didn’t break Sam’s trust. You broke your own faith in yourself. That’s what you can’t forgive.”

The words hit like a punch to the gut, but Dean didn’t argue. Couldn’t. Cas was right, damn him.

The road stretched endlessly before them, but for the first time in a long time, Dean didn’t feel lost.

 

Notes:

What was on repeat while I wrote this, you ask?

 

Ghost of You

 

(Yes, this song is over 20 years old and STILL subjects me to the Big Sad each time I listen to it.)

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