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Against His Better Judgement

Summary:

Sonic discovers Shadow has somehow gone his entire life without ever eating a chili dog and immediately takes it as a personal challenge. Shadow insists he has no interest in Sonic’s “grease-covered nonsense,” but Sonic refuses to let it go. Between relentless teasing, surprise food stand ambushes, and increasingly dramatic arguments, Shadow slowly finds himself dragged into one ridiculous, oddly comforting moment of normalcy with his loudest friend.

Notes:

I've been a Sonic fan since he was first introduced in 1991. I was 5 years old and 35 years later, I'm still a fan. So naturally, after watching Sonic Prime and playing games on my console and PC for decades, fanfiction was the next step.

Just a fair warning, I don't ship Sonic and Shadow. Lots of you do, and that's fine. Do you. I just prefer them as besties.

Chapter 1: Shadow at Sunset

Chapter Text

The sky bled tangerine behind the black skeleton of the Sunset Rail Line, the dying sun slicing rusted iron into long, jagged shadows. Thirty stories above Central City, the air cut cold and sharp, thick with the salt of ocean wind. The tracks stretched forever in both directions, elevated on concrete pylons webbed with graffiti and city grime. Here, high above the simmer and pulse of downtown, the world was stripped to metal, wind, and the faint smell of ozone and rotting paint.

Shadow preferred it that way: noise pressed flat by altitude, sunset glinting off the rails, silence broken only by the hiss of the breeze and the hollow thump of his own heartbeat. Even the city looked different from up here; distant, domed in neon, entirely unconcerned with his existence.

Sonic, naturally, ruined that in a heartbeat.

He came vaulting over the chain-link fencing at the far end of the old rail yard, shoes sparking blue, arms windmilling for balance as if gravity had personally offended him and he intended to make it apologize. “Oh, there he is!” Sonic called, voice full throttle even at a hundred meters out. “I thought maybe you’d finally gotten tired of losing!”

Shadow didn’t flinch. “Only thing tired here is your routine,” he called back, not bothering to raise his voice. He let the words hang in the open air, cold and flat. Sonic’s reply was to slide the last thirty meters in a single, show-off skid, scattering gravel and rust flakes with a shivering whine. He landed facing Shadow, both feet planted at the edge of the line, hands cocked at his hips.

“C’mon, it’s a classic! Sunset. Rooftop. Two very handsome, extremely fast hedgehogs.” Sonic was already grinning, blue quills haloed by the last light. “All we need is a race and a chili dog stand and we could sell this as a postcard.”

Shadow eyed the tracks. “There’s a missing span at the half-kilometer mark. And the supports are barely holding together. Unless you plan on tripping and calling it a ‘technicality’ when you lose again.”

Sonic’s grin only widened. “Oh, you checked the course. Cute.” He stepped closer, narrowing the gap until their noses were nearly aligned, blue and black and red, like two shards of night about to collide.

“Just keeping you honest,” Shadow said, voice a notch softer. He took a slow, deliberate breath and stretched each leg, rolling his shoulders in tiny, controlled circles. Sonic matched the movements with the kind of theatricality that made Shadow want to hurl him off the nearest ledge.

“You ready?” Sonic’s eyes glimmered, the kind of look that only meant trouble.

“I was born ready,” Shadow said.

Sonic planted his heels on the starting tie, lined up next to Shadow. “All right. Classic countdown?”

Shadow closed his eyes, tuning out everything but the stretch of iron and wind ahead.

Sonic’s voice was electric in the dying light: “Three… Two… One—GO!”

Sonic’s afterimage barely faded before Shadow launched, air shoes hammering against the pitted ties, propelling him into the slipstream Sonic left behind. The first hundred meters vanished in a blur of scorched metal and the rhythmic thunder of their steps. Sonic led by half a body, arms slicing wind, every movement an infuriating exhibition of impossible speed. The track curved, cantilevered above the city, and Shadow leaned into it, skates angled so low his quills skimmed the battered safety rail.

At the first obstacle, which was a torn section of fencing arcing across the rails, Sonic grinned over his shoulder and vaulted cleanly, tucking into a somersault that turned the sunset into spinning orange streaks. Shadow refused the showboating; he slid beneath the wire in a coiled spring, barely lowering his center of gravity, then snapped back upright in perfect balance.

“Not bad, not bad!” Sonic called, twisting midair and landing with a cheeky little flourish. “But check this—”

The next hazard was a break in the rail, nearly three meters wide, with a yawning drop into the traffic-stained alley below. Sonic leapt, body flat and parallel to the rails, and landed with a two-footed skid that sent sparks flying. Shadow matched it without hesitation, muscles tuned to the trajectory, every calculation precise. He touched down with barely a whisper, momentum unbroken, drawing even with Sonic on the next straight.

Sonic leaned in, voice all adrenaline: “You’re just keeping pace! Thought you said you’d win this time?”

“I will,” Shadow said, and pushed harder.

They hit the switchbacks with short, violent zigzags where the rail bent around abandoned service pylons. Shadow’s skates bit into the metal, sending vibrations up through his ankles and into his teeth. Here, precision beat out raw speed: Sonic’s first turn was too shallow, and his knee clipped the rail. He winced but never slowed, using the momentum to sling himself back to center. Shadow took the inside track, shaving centimeters off every angle, letting the wind tunnel past his ears and the city smear beneath them.

“You gotta pick it up!” Sonic shouted, already laughing, but the words were ragged now, trimmed with effort.

Shadow smiled, just a little. “You talk too much,” he said, but the wind carried it away.

Past the last pylon, the track grew wild. Somebody—probably Knuckles—had sabotaged the ties with cactus and razor grass, leftover from some half-hearted city beautification project. The rails glittered with broken glass and beads of cold sweat from the earlier storm.

Sonic barreled ahead, clearly planning to leap the overgrown patch in a single bound. Shadow anticipated it, watched Sonic’s shoulders tense, the way his feet planted for maximum launch. He mirrored the motion, but at the last second, Sonic twisted his body in a corkscrew, turning a leap into a spiraling arc that would have been impossible for anyone but him.

Shadow landed in the cactus patch with both feet, absorbed the sting without flinching, and powered through. Sonic’s spiral over the thorns lost just a fraction of speed, but it was enough. Shadow’s boots found traction on the far side, and for the first time in the race, he pulled ahead by a nose.

“Oh, that’s how you wanna play it?” Sonic called, tone somewhere between disbelief and delight.

“Adapt or lose,” Shadow replied.

Then, as if the city itself decided to interfere, a low, sonorous blast split the air, the warning horn of a freight train, coming up fast on the parallel track. Sonic didn’t slow, eyes flicking to the side, judging angles in microseconds. Shadow saw the same: the only way forward was to cut inside, hugging the inner rail while the train howled past, mere inches of air between fur and steel.

Sonic dove for the space, shoe stripes lighting up as he tucked his limbs in tight. Shadow followed, matching velocity, letting the slipstream of the engine yank him forward, faster, faster, the thrum of the track turning his bones into tuning forks. For a full three seconds, both hedgehogs were a blur of blue and black pressed between the shriek of the train and the scream of the wind.

They burst out the far side in perfect sync, shoes gouging into the concrete platform that marked the finish. Shadow forced himself to keep running, not to look back, not to break his form until he’d crossed the spray-painted line at the end of the platform.

He stopped with a single, clipped motion, chest rising and falling with quiet, measured intensity.

Sonic skidded in two meters behind, arms pinwheeling, and then collapsed dramatically onto the concrete, laughing and panting. “Okay, okay, you got me,” he said, rolling over and blinking up at the purpled sky. “That was actually kind of impressive.”

Shadow didn’t smile. He just shrugged, a movement so slight it might have been a trick of the light. “Obviously,” he said.

For a few seconds, neither spoke. The world spun gently, wind snapping against the hollow bones of the old station, the smell of burnt ozone and hot metal drifting off the rails. Central City glittered in the distance; a field of colored lights stretched to the horizon.

Sonic sat up, wiped his brow with the back of his hand, and flashed another of his infuriating, easy grins. “So, same time tomorrow?”

Shadow pretended to consider it, staring at the city below as if weighing the total sum of existence. He didn’t answer, but he didn’t walk away, either.

Sonic took that as a victory.

He always did.

The city hadn’t changed. The wind hadn’t softened. But the world felt a fraction quieter now, just the faint tremor of the recently finished race echoing down Shadow’s limbs. They stood at the edge of the battered platform—no trains scheduled, no witnesses, just the distant shimmer of neon and the low, industrial drone of traffic bleeding up from the streets below.

Sonic, unsurprisingly, hadn’t stopped talking.

He flopped onto the cracked concrete bench like he owned it, knees akimbo and head thrown back. He took in air with the gusto of someone expecting applause. “Whew! Man, that was good. You really went for it. Not bad, Shadow! Not bad at all.”

Shadow didn’t reply. He crossed his arms and let his gaze wander the cityscape. Central City’s lights came on one by one, a checkerboard of color and strobing ads stretching to the horizon.

Sonic, of course, found new reserves of energy: “You want one?” There was a snap of foil, a flourish, and suddenly Sonic held a steaming, chili-drenched hot dog in one hand. The food itself seemed physically impossible—a chunk of culinary chaos, smothered in peppers and cheese, balanced neatly atop a bun with barely a structural prayer.

Shadow regarded it with something close to suspicion. “Did you bring that up here, or did you just pull it out of your spine?”

Sonic bit in, ketchup and cheese streaking the corners of his mouth. “I have pockets,” he said, chewing with the speed of someone who’d spent their life training for this exact scenario. “And a high metabolism.” He devoured half the thing in three bites. Shadow’s nose wrinkled, involuntary, at the smell.

“Come on,” Sonic said, after swallowing. “You gotta try one.” He held out the foil-wrapped twin, dangling it like a baited hook.

Shadow straightened, not breaking eye contact, and said, “Hell no.”

Sonic looked wounded. “Seriously? You don’t like chili dogs?”

“I don’t eat that garbage.”

“You...” Sonic sat up straighter, eyebrow cocked, the last bite of chili dog momentarily forgotten. “When’s the last time you even had one?”

Shadow hesitated, shifting his weight. “Never,” he said, almost too soft for the wind to carry.

Sonic’s expression froze, green eyes wide. “Wait. You’ve never had a chili dog?” He said it like discovering someone had never tasted water.

Shadow refused to flinch. “Why would I?”

Sonic stood up so fast the bench nearly toppled. “You are telling me you’ve lived in Central City for how many years, and you have never once— not even at a birthday party, or a tailgate, or—” he waved the chili dog for emphasis, bits of cheese flinging off the end “—the street festival in June?”

Shadow glared at the chili dog, then at Sonic. “They look like a violation of basic nutrition. And physics.”

Sonic put his hands on his hips. “Buddy, you’re missing out. You think all this—” He gestured at the city, the sky, the entire world. “—is about chili dogs? It’s not. It’s about, like, community. Vibes. The shared joy of stuffing your face with something delicious and not giving a damn.”

“Sounds like a waste of time,” Shadow said.

Sonic barked out a laugh. “You say that, but you ran three kilometers over broken glass for bragging rights five minutes ago.”

Shadow didn’t dignify that with a response. He watched as Sonic unwrapped the spare chili dog and offered it again, this time with less of a challenge and more of a shrug. “Look. You don’t have to like it. Just try one bite. For science.”

Shadow eyed the food, the city, the streaks of red and gold melting into the dusk. He shook his head. “Not happening.”

Sonic dropped onto the ledge next to him, swinging his legs over empty space. “You know, I didn’t believe Tails when he said you were basically a robot. But now I’m starting to get it.” He smiled, lips streaked with chili. “Bet you don’t even eat pizza.”

“Pizza is fine,” Shadow said, a little too quickly.

Sonic beamed, like he’d just found a new planet. “We’re making progress! Okay, what about fries? Nachos? Anything that’s ever been near melted cheese?”

Shadow considered it. “Not if I can help it.”

“You’re hopeless,” Sonic declared, then polished off the second chili dog in a single bite, like a magician making it disappear.

Shadow ignored him and studied the platform. The concrete was stained and pitted, littered with bottle caps and scorch marks from illegal fireworks. Spray-painted ghosts of last year’s protests still clung to the support beams, even after months of city cleanup. From here, the world looked the same as ever. Shadow could almost pretend the city was silent, at least until Sonic spoke again.

“You know I’m not letting this go, right?” he said, mouth full. “I mean, it’s basically a matter of public health at this point. We can’t have you walking around with a chili dog deficiency. It’s not safe.”

Shadow rolled his eyes. “You’re obsessed.”

Sonic chewed thoughtfully. “Yeah. But you knew that already.”

The wind picked up, whipping the wrappers into the air. They fluttered, tumbled, vanished off the edge. For a while, neither said anything. They just sat, legs dangling, watching the city wake up for the night.

Eventually Sonic leaned back, hands behind his head. “You did great today, y’know. Seriously. That last bit, with the train? I thought you were gonna chicken out."

Shadow snorted. “You’re the one who hesitated.”

Sonic looked at him sideways, green eyes half-lidded. “Sure. Whatever helps you sleep, pal.”

They sat like that for another minute, maybe two. The silence wasn’t comfortable, exactly, but it wasn’t the worst Shadow had ever known.

Then Sonic hopped off the ledge, stretched, and said, “All right! I’ll see you tomorrow. And next time, maybe bring your taste buds?”

He flashed a thumbs-up, and before Shadow could respond, he was gone with nothing left but the echo of his laughter and the faintest trace of chili oil on the wind.

Shadow waited until the last light drained from the sky, then followed, bootsteps quiet as he left the empty platform behind.


Tails’ Workshop wasn’t really a workshop so much as an organized explosion held together by sheer force of will and a truly impressive number of extension cords. Every surface was occupied: circuit boards, blueprints, discarded coffee cups, grease-stained rags, and in the center of it all, Tails himself, hunched over a soldering iron like a doctor mid-surgery.

Shadow had claimed his usual corner; a rolling stool by the hover-engine test bench. He preferred it here, out of the way, surrounded by metal and silence and the high whine of microprocessors. No one bothered him, unless they wanted something welded or a particularly stubborn lock forced open.

He had just begun tracing the power relay on a busted drive module when the door exploded open and Sonic was inside, trailing daylight and bravado in equal measure.

“Emergency!” Sonic announced, skidding to a halt in the middle of the room. “Shadow has never had a chili dog.”

Tails didn’t even look up from his project. “And… this is relevant why?” he asked, voice monotone but not entirely unamused.

“Because,” Sonic said, gesturing grandly, “we’re dealing with a serious, possibly fatal, case of under-exposure to joy.” He snapped his fingers, and as if performing a magic trick, produced two foil-wrapped chili dogs from behind his back.

Tails raised an eyebrow, then returned to his circuit board. “You know he’s got no interest,” he said.

Sonic ignored him. He advanced on Shadow, brandishing the chili dogs like sacred relics. “Lunch break!” he announced. “Your move, Shadow.”

Shadow regarded Sonic with the flat, steady look usually reserved for malfunctioning machinery. He made no move to take the offered food.

Sonic leaned in, waving the chili dog closer. “Come on, man. You’ve run headfirst into burning buildings, and you’re scared of a little protein and spice?”

Shadow continued to stare. Eventually, he reached past Sonic and set a small torque wrench onto the test bench, then folded his arms.

Sonic’s smile grew wider, as if he’d anticipated resistance and found it adorable. He unwrapped the top of one chili dog and took an exaggerated, slobbery bite. “Mmm,” he said, cheeks bulging. “Classic. You sure you don’t want in on this?”

Shadow shook his head.

“Not even a taste?”

Shadow fixed Sonic with a cold, unblinking glare. “I don’t need to try it. I can smell it.”

Sonic took another bite. “Yeah, that’s what makes it good.”

Across the room, Tails snickered under his breath. He swapped out a microchip and, without looking up, added, “You know there’s, like, actual nutritional value in chili, right? Protein, vitamins, all that.”

Shadow didn’t answer. He had learned long ago that silence was sometimes the only effective countermeasure against Sonic’s brand of relentless optimism.

But Sonic wasn’t done. He bounced onto the stool next to Shadow, holding the second chili dog aloft with a challenging tilt. “Seriously. I won’t stop until you try one.”

“You’re persistent,” Shadow said, deadpan.

Sonic nodded, swallowing. “It’s one of my many, many charms.”

For a moment, the room was nothing but the hum of electronics, the faint sizzle from Tails’ soldering iron, and the soft crunch as Sonic demolished the last of his chili dog. Then he set the second one on the bench, right at Shadow’s elbow.

“You can eat it, or you can ignore it,” Sonic said, more gently this time. “But I’m not going to let you be miserable for no reason.”

Tails piped up, “He’s not miserable. That’s just his face.”

Shadow shot him a look.

Tails grinned, wiped his hands, and spun around on his own chair. “You want help with the drive module or not?” he asked Shadow, ignoring the mounting tension over the chili dog entirely.

Shadow refocused on the module, carefully prying out a stubborn capacitor. “I have it handled.”

Sonic watched him for a beat, then shrugged and popped the second chili dog in his own mouth. “Your loss,” he said, mouth full.

Shadow turned the hover-engine over, mentally blocking out the squabble, the food, and everything else unrelated to the task at hand. But he couldn’t quite block out the afterimage: Sonic’s ridiculous, unwavering smile; the glint of tinfoil; the faint, lingering aroma of chili on the air.

He didn’t touch the chili dog. He didn’t need to. But for some reason, he couldn’t stop thinking about it.


Emerald Plaza looked nothing like its name at night. The only real green came from LED wraps looped around the trunks of imported palm trees, casting radioactive halos onto the pavement and anybody unlucky enough to pass beneath them. Everything else was color and noise: digital billboards blinking out specials and music venue ads; carts sizzling with meat and peppers and sugar, each competing to shout their smells the loudest; vendors in neon vests shoving flyers into any available hand.

Shadow didn’t hate crowds, not in the usual sense. He just didn’t see the point. In all the chaos, you could barely hear yourself think, much less have a real conversation. Still, he drifted through the plaza, hands in his jacket pockets, boots steady as gravity. If he got jostled, he simply stared back, and people parted.

That was how he liked it, until Sonic materialized at his side with a chili dog and a peace sign, like some hyperactive street magician.

“Look what I found!” he said, holding up the chili dog so the bun steamed in the humid night air. “It’s from Rico’s cart. Best in the plaza. And I got you one, too.”

Shadow stopped, arms folded. “How many times do I have to say it?”

Sonic sidled in front of him, grinning. “At least once more,” he said, waggling the chili dog enticingly. “Seriously, dude. Live a little.”

Shadow’s glare could have stripped paint. “No.”

He turned to go, but Sonic slipped in beside him, matching stride for stride. “You’re going to break Rico’s heart,” he said, stuffing a bite into his mouth. “He sees you say no, he’s gonna close up shop and move to Angel Island. You want that on your conscience?”

“Pretty sure that’s not how it works,” Shadow said.

“Hey, it could,” Sonic countered around a mouthful, but even he looked unconvinced.

They turned a corner into the denser part of the plaza, where the walkway narrowed and noise from a pop-up stage bled into the arcade music and every other sound within five blocks. Knuckles was waiting there, arms crossed over his chest, back against the glass of an ancient coin-operated photo booth.

Sonic hailed him, waving the chili dog. “Yo, Knux! You ever hear of anyone living in this city and not eating a chili dog?”

Knuckles squinted, then shrugged. “I dunno. Maybe people who are allergic to flavor?”

Shadow didn’t even slow down, just kept his pace as the two fell in around him.

But Sonic, ever the instigator, nudged Knuckles and said, “Shadow here says he’s never had one. Not once. In his whole life.”

Knuckles stopped short. “What do you mean never? That’s not—how?”

Shadow didn’t answer, because there was no answer that would make sense to these lunatics.

Knuckles looked offended on behalf of the chili dog. “It’s tradition,” he said. “You eat them after a win, after a loss, during half-time—”

“Some of us win often enough not to need consolation food,” Shadow said, deadpan.

Sonic burst out laughing, almost losing his grip on the chili dog. “You walked right into that one, big guy.”

Knuckles tried to look mad, but his mouth twitched at the corners. “You know what, fine. But I’m telling you, it’s a thing. You’re supposed to at least try one. It’s like a rule.”

Shadow crossed his arms and watched Sonic chew thoughtfully, bits of chili smeared on his gloves.

“Rules are for people who care,” Shadow said.

Sonic’s eyes narrowed in mock seriousness. “So what’s the worst that happens? You hate it? Spit it out, say ‘I told you so,’ and we never mention it again.”

“Except you’ll mention it every day,” Shadow said.

“Probably,” Sonic agreed. “But that’s friendship, right?”

Knuckles grunted, “That’s Sonic,” then gave Shadow a look that was as close to an olive branch as Knuckles ever got. “You can just say no, dude. He’ll get bored eventually.”

Sonic shrugged, unconcerned. “I will not,” he said, with the conviction of someone who’d made a career of being annoying.

They hit the edge of the food stall cluster, where music faded and the crowd thinned. Sonic slowed, then stopped, holding the chili dog out for a final offer.

Shadow looked at it, then at Sonic, then at the lights reflected off the plaza’s rain-slick pavement. He didn’t reach for the food. He didn’t say thank you.

But he didn’t walk away, either.

Knuckles shook his head and pushed off the photo booth, muttering something about “lost causes.” He disappeared into the arcade, leaving the plaza’s afterglow and the two hedgehogs in a thin patch of silence.

Sonic took a thoughtful bite, then tossed the wrapper in a recycling bin with perfect aim.

They stood there, not quite talking, not quite leaving, as the city buzzed around them and the lights from the palm trees flickered like lazy fireflies.

They ended up on a side street off the main drag, where the noise of the night markets faded and only the sound of passing cars and dripping rain remained. The sidewalk glistened in the spill from a sushi bar’s pink sign, and blue light from a karaoke parlor next door lit everything in watery stripes. Somewhere a streetcar rattled by, loud and sudden, but it didn’t interrupt the weird quiet between the two of them.

Shadow leaned against the wall, arms folded, hood drawn up to cut the glare. Sonic didn’t seem to notice the weather, or the late hour, or the fact that normal people were probably asleep by now. He paced the curb, shoes flicking up little fountains from the puddles, every step twitchy with energy.

He had another chili dog. Shadow honestly had no idea where they kept coming from.

“So,” Sonic said, holding out the food as if it might solve world hunger, “last chance. It’s still warm. One bite and I swear I’ll never mention it again.”

Shadow didn’t move. “You’re lying,” he said.

Sonic grinned. “Maybe a little. But seriously. What’s the worst that happens?”

“I waste five seconds of my life,” Shadow said, flat.

Sonic considered. “You’d recover. You’re resilient.”

They stood in silence, rain pinging on the awning above them, the smell of fried onions and soy sauce floating on the air. Shadow watched the city beyond: the blur of neon, the way the colors ran down the wet glass, the way people kept moving even when there was nothing left to do.

Sonic waited a beat, then shrugged and chomped down, chili and onions and all. He chewed, swallowed, and wiped his mouth on the back of his glove.

“You know,” he said, voice a little softer, “most people don’t get it. The running, the food, any of it. But you?” he jerked his chin at Shadow. “You’re stubborn enough that maybe you do.”

Shadow tilted his head, interested despite himself. “Get what?”

“That sometimes,” Sonic said, gesturing to the world, “you just need to do something because it’s fun. Not because you’re supposed to, or because it matters. Just...because.”

Shadow stared at him. “You risk your life for chili dogs and vibes.”

Sonic barked a laugh. “Better than not living at all, right?”

Shadow considered that, really considered it, as Sonic finished the last bite and threw the wrapper in the trash with a perfect arc.

For a moment, neither spoke. The city pressed in, blinking and buzzing, but it felt further away than ever. Sonic stuffed his hands in his pockets and rocked back on his heels. “You coming tomorrow?”

Shadow looked out at the wet street, the smeared light, the empty stretch of rails visible even from here.

He nodded, once.

Sonic’s smile was blinding. “Cool. Don’t be late.”

He jogged off, vanishing in a spray of water and the faintest echo of his own laughter.

Shadow stayed put for a while, not moving, not thinking. He let the rain soak in and the city shift around him. Eventually he turned toward the street, hands deep in his pockets, and started walking. Behind him, the empty chili dog wrapper fluttered on the curb, caught for a second in the blue and pink of the neon, then whisked away by the wind.