Jingleboots & Bad Decisions in the Snow

Jingleboots & Bad Decisions in the Snow

When the Naughty List grows antlers, boots, and an attitude, Christmas stops being about punishment and starts being about recognition. “Jingleboots & Bad Decisions in the Snow” is a mischievous holiday tale where guilt learns to wink, bells jingle with consequences, and everyone is just a little more seen than they’re comfortable with.

When the List Blinked First

The Naughty List had always been a quiet thing.

It lived in a long, narrow drawer beneath Santa’s desk, wrapped in red twine and older than most consequences. It didn’t glow. It didn’t whisper. It didn’t need to. The list had gravity. It pulled guilt toward it the way the moon pulls tides and toddlers pull Sharpies.

Every year, names appeared. Some faded. Some were crossed out with relief. Others stayed stubbornly dark, etched in ink that smelled faintly of pine sap, scorched cookies, and that exact moment when someone thinks, “No one will ever know.”

The elves treated it like a sleeping bear. Respectful distance. No sudden movements. Absolutely no eye contact.

So when the list twitched, it was immediately clear that something had gone catastrophically wrong.

Santa noticed first because Santa noticed everything that could become a liability. He noticed when the ink quivered like it had cold feet. When the parchment curled in on itself as if embarrassed. When one entire column of names smudged together and then… reorganized.

“That’s new,” Santa muttered.

The drawer rattled.

Mrs. Claus looked up from her clipboard. “If that’s another audit thing, I swear—”

The twine snapped.

The Naughty List did not explode. It did not catch fire. It did something far worse.

It stood up.

Ink slid off parchment like melting snow. Letters folded inward, compressing, condensing, becoming mass. Judgment became muscle. Regret grew teeth. Thousands of tiny bad decisions—white lies, skipped taxes, drunk texts, ‘accidental’ office donuts—collapsed into a single, compact shape.

And then it blinked.

One slow, deliberate blink.

The creature landed on the workshop floor with a soft fwump, red boots jingling merrily. Gold bells chimed as if this were a parade and not a complete collapse of the moral accounting system.

It was small. Fox-like. Dog-adjacent. Built like something that could sprint away from responsibility and feel great about it. Antlers sprouted from its head—not regal, but decorative—wrapped in evergreen, berries, and just enough snow to look curated.

Its tongue hung out. One eye squinted shut in a wink.

Santa stared.

The elves screamed internally. Some externally.

A reindeer fainted again. This one hit the floor hard enough to be annoying.

“No,” Santa said calmly, because panic had never helped anyone. “Nope. Absolutely not. We talked about this.”

The creature tilted its head. Bells jingled. It wagged its tail with the confidence of something that knew everyone’s browser history.

Mrs. Claus adjusted her glasses and leaned in. “Is that… wearing boots?”

The creature lifted one paw and licked it.

“Please tell me,” Santa said slowly, “that is not the physical manifestation of the Naughty List.”

Mrs. Claus sighed. “Technically, it is.”

The creature hopped onto the Nice List desk without asking, leaving tiny wet paw prints shaped suspiciously like question marks. It sat. Right on top of the pristine parchment reserved for good behavior, and immediately began shedding snow.

One wink. Tongue out. Bells jingling like punctuation.

Santa pinched the bridge of his nose. “So… it knows.”

“Everything,” Mrs. Claus confirmed.

The creature leaned forward, locking eyes with Santa. The air shifted. Somewhere in the world, a grown man suddenly remembered stealing a stapler in 1997 and felt shame for no reason he could explain.

The creature sniffed.

Then sneezed.

Coal dust puffed out of its nose.

“Oh no,” Santa whispered.

The creature grinned.

The Naughty List had a face now.

And it was absolutely thrilled to finally be seen.

The Problem With Letting It Roam

The first mistake was assuming the Naughty List would stay put.

Santa made the call in under six seconds—an impressive decision time, historically speaking—and immediately regretted it. “We’ll… contain it,” he said, gesturing vaguely toward a velvet rope left over from the North Pole Visitor Experience.

The creature stepped over it.

Not jumped. Not knocked it aside. Stepped. Deliberately. Like it had just passed a background check it wrote itself.

“Right,” Santa sighed. “Plan B.”

Plan B involved a reinforced candy-cane barrier, three elves trained in conflict resolution, and one laminated rulebook titled Magical Manifestations: What Not to Do. The creature read the cover upside down, licked it, and immediately learned every loophole.

It wandered the workshop with the casual entitlement of something that knew where the bodies—and the missing cookies—were buried. Bells chimed with every step, a merry little soundtrack to existential dread.

Where it passed, things happened.

Elves suddenly remembered “borrowing” tools in 1983. Conveyor belts jammed out of spite. Toys labeled “educational” quietly reclassified themselves as “aspirational.” One elf burst into tears after realizing he’d been pretending to like peppermint for centuries.

“Is it… judging us?” one whispered.

The creature stopped. Turned. Locked eyes.

Wink.

“Yes,” Mrs. Claus said. “And it’s enjoying itself.”

The second mistake was assuming it understood punishment.

Santa tried time-out. The creature turned the corner into a snowbank and came back with a hot cocoa it hadn’t ordered.

Santa tried scolding. The creature yawned and produced a list. A smaller list. Santa’s handwriting was on it. Santa did not like that.

“That’s confidential,” Santa snapped.

The creature sniffed and shook its antlers. Snow fell. Bells jingled. Somewhere, a child reconsidered lying about brushing their teeth.

By midday, the North Pole’s moral infrastructure was buckling.

The creature discovered the reindeer stables and immediately reorganized the hierarchy. Rudolph was demoted for “performative wholesomeness.” Dasher was promoted for “vibes.” One reindeer quit on principle.

When the creature trotted outside, the weather followed.

Snow fell thicker. Sharper. Not colder—just more… pointed. Like it was making a note of things.

Santa watched from the window, dread settling in his chest like a bad fruitcake. “It’s spreading.”

Mrs. Claus nodded. “Guilt always does.”

The third mistake was realizing—too late—that the world could feel it too.

Phones buzzed. People paused mid-scroll. Adults felt the sudden urge to apologize for things they weren’t sure had happened but probably had. A woman in Ohio returned a library book she’d kept since 2004. A politician broke into a cold sweat and had no idea why.

The creature sat in the snow, tongue out, tail wagging, watching the ripple effect with deep satisfaction.

“It’s not punishing them,” Santa said slowly. “It’s… reminding them.”

The creature looked up.

Locked eyes with Santa across the frozen yard.

No wink this time.

Just a grin.

And that’s when Santa understood the real problem.

The Naughty List didn’t want to be hidden anymore.

It wanted to be experienced.

What the World Did With the Wink

The world did not end.

Which, frankly, surprised everyone.

It wobbled instead.

Across continents, people felt it—not as fear, not as punishment, but as a low-grade, persistent itch. The kind that settles behind the ribs. The kind that asks inconvenient questions at 2:47 a.m. when sleep should have already happened.

It wasn’t judgment.

It was recognition.

People remembered things. Small things. Forgotten things. The lie that saved time. The promise that expired quietly. The apology drafted and never sent. None of it catastrophic. All of it human.

And somewhere beneath falling snow, a creature in red boots wagged its tail.

At the North Pole, Santa stood in the cold longer than he meant to. The creature sat across from him in the snow, antlers dusted white, bells still, eyes bright with the sort of attention that usually meant trouble.

“You can’t stay like this,” Santa said.

The creature tilted its head.

“You’re not a punishment,” Santa continued. “And you’re not forgiveness either.”

The creature sneezed. Coal puffed out again. Smaller this time. Almost decorative.

Mrs. Claus stepped forward. “You’re a reminder.”

The creature blinked.

Then—slowly—winked.

The decision came together the way hard ones always did: quietly, reluctantly, and far too late to feel clever. Santa knelt in the snow, ignoring the way his knees protested. He placed a gloved hand on the creature’s head.

“You don’t belong in a drawer,” he said. “And you don’t belong unleashed.”

The creature leaned into the touch, bells chiming once, softly.

“You belong in between.”

The next morning, the world changed just enough to notice.

Children still received gifts. Adults still pretended they didn’t care. But something new traveled with the season—not coal, not candy, not consequences.

Awareness.

People caught themselves mid-choice. Mid-rationalization. Mid-‘it’s fine.’ And sometimes—just sometimes—they did better. Not because they were scared. But because they remembered being seen.

At the North Pole, the creature became a fixture.

Not a guard. Not a judge.

A mascot.

It rode on the sleigh sometimes, boots dangling, bells chiming in rhythm with the runners. It visited workshops and villages, sat in snowbanks and parks, wagged its tail at passersby who felt suddenly compelled to be honest with themselves.

It never spoke.

It didn’t have to.

It winked.

And people understood.

On Christmas Eve, as the sleigh lifted into the sky, Santa glanced back. The creature met his eyes, tongue out, one eye closed in that familiar, impossible expression.

Not accusing.

Not forgiving.

Just present.

The Naughty List still existed.

But now it walked beside us.

Jingling softly.

Waiting.

 


 

“Jingleboots & Bad Decisions in the Snow” isn’t just a tale — it’s a whole holiday warning label with bells on. If you want this winking little menace living on your wall (judging your life choices with love), grab it as a framed print or go full gleaming chaos with a metal print. Prefer your mischief mobile? Carry the legend with you on a tote bag, send someone a seasonal side-eye via a greeting card, plot your next questionable decision in a spiral notebook, or slap the vibe on everything you own with a sticker.

Jingleboots Art

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