The Supernatural Halloween Challenge

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Challenge
Name: The Supernatural Halloween Challenge
Date(s): 2006 - 2009
Moderator(s): one_2_3_4
Founder: one_2_3_4
Type: Fest - Fanfiction, Fanart, Vids
Fandom: Supernatural
URL: https://spn-halloween.livejournal.com/; archive link
Click here for related articles on Fanlore.

The Supernatural Halloween Challenge was prompt fest challenge in Supernatural fandom, that had a focus on Halloween stories. Prompts would be given in a prompting post, then claimed by fanwork creators.

Masterlists

2006

An Apple a Day…, by medicinal_mirth (Sam/Dean, R)
It's said that if you peel an apple on Halloween, the length of the continuous peel will tell you how long you have to live. Sam decides to try.

And the World Spins Madly, by amchara (PG-13)
It's Hallowe'en 2007: Jess has returned for the night and the Winchester she meets isn't the one she's looking for.

Beautiful Boys, by amara_m (PG)
Dean and Sammy read in some of John's research that on Halloween the dead can revisit the living. They spend the entire night waiting for their mom.

A Boy and His Hand, by kellifer_fic (PG)

A Boy and His Pumpkimpala, by impertinence (Sam/Dean, Adult)
Cinderella's godmother comes and turns a pumpkin into the Metallicar.

Brat, by _bellicosity (Gen, G)
The boys' Halloween costumes through the years.

The Burying Point, by obeetaybee (R)
"Give me back my brother, bitch."

Butter Loaded Salty Goodness, by charli_macboyd (PG)
Dean and Sam kill time one jobless Halloween mocking horror movies for their inaccuracies.

Canberra, by evenindeath (Sam/Dean, NC-17)
Costume porn.

Candy Apples and Vampire Teeth, by halfshellvenus (PG)
Five Halloween Trick-or-treat monsters Dean didn't face as a child.

A Candy Hunting We Will Go, by pheebs1 (PG-13)
John uses trick-or-treating as a training session.

Chimera, by innie_darling (R)
A mad scientist decides he wants to create the perfect hunter...and he thinks he's found the perfect brain...Dean's.

The Cider House, by ignipes (PG-13)
Sam wakes up to find himself and a bunch of little kids trapped by a very strange, rather unpleasant old woman.

Deals Made, by medicinal_mirth (PG)
Halloween costumes don't change much over the years, but maybe the way you look at them does.

Ear Be Monsters, by jainadurron (PG)
Sam and Dean attend a Halloween party, but something's amiss.

Earth Angel, by luvjlb (G)
Sam goes back to Stanford one Halloween and encounters Jess’ ghost.

Eating After Midnight or How To Survive When You Find Yourself In A Horror Movie, by kellifer_fic (PG)
Dean and Sam face off against a horde of angry Gremlins.

The Elsa Lanchester Tradition, by siberian_skys (PG)
Wee!Sammy gets freaked out by trick-or-treaters turning up at the door. (Shoot them Daddy!)

Evil Comes Knocking, by wilwarin1 (Gen, R)
If you leave a door open, evil will come knocking on Halloween.

Extinguished Fears, by mellaithwen (G)
Wee!Dean goes trick-or-treating as a fireman (or fireboy).

Exeunt the Flesh Mob, by misshallelujah (PG-13)
At a Halloween Zombie Lurch, Sam and Dean have to sort through a parade of zombie-acting humans to destroy some actual zombies.

The Face of Fear, by ignipes (PG-13)
Every man must learn to admit his fears.

Five Reasons Sam Hates Halloween, by alchemyonfire (PG)
Sam's "Five Reasons for Hating Halloween."

Good-bye to Midnight Flowers, by pixel_0 (PG-13)
Demons in Jess and Mary's forms taunt and haunt the boys one Halloween. Much angst and sadness ensue when they are forced to end the women they love.

The Great Pumpkin Respect Sincerity, by dotfic (PG)
Sam and Dean go on the search for the Great Pumpkin.

A Handful of Earth, by seerargent (PG)
Missouri learns to listen to her Momma. It takes a while. Meanwhile Dean and Sam celebrate their first (and last) “normal” Halloween together.

Halloween Dreams In A Motor-Inn World, by halfshellvenus (PG)
The year after Mary's death, John's not up to it, but Dean decides little Sammy needs a Halloween and dresses the both of them up using stuff he finds around the motel.

Here There Be Monsters, by gekizetsu (PG)
Dean takes Sam's kids trick or treating. Chaos ensues.

Heroes, by crazywritinfool (Gen, PG)
Someone tells Sammy that on Halloween you dress up as your hero or someone you want to be, so he tries to dress up as Dean.

Il Giorno Dei Fantasmi, by thinkofaname (Sam/Dean, PG-13)
Sam is moody and dislikes Halloween. Dean is moody and hard to understand. Schmoopiness ensues.

Immortals, by amethyste5 (R)
Dean loses his virginity on Halloween, and not to a human girl.

Incantatem, by thinkofaname (Sam/Dean, PG)
Sam taking some trick or treaters out because of some big nasty, and being hurt, while Dean has to comfort him afterwards.

In God's Eye, by msscullyred (PG)
That night in 1983. Pastor Jim’s Halloween holiday ends in an extraordinary evening that brings many memories together into one shattering decision that challenges the foundations of his faith. Now he is tied to the Winchesters forever.

Jack's Lament, by clex_monkie89 (PG-13)
Sammy doesn't care what he dresses up as Halloween when he's growing up, so Dean gets really creative picking out his costumes.

A Justifiable Dislike of Halloween, by kellifer_fic (PG)
People becoming their costumes.

Like Any Other Day, by aerynvala (Gen, PG-13)
Every Halloween, Sam gets pranked by Dean. He doesn't expect to when he goes to college, but the tradition continues.

love in disguise, by technosage (Sam/Dean, NC-17)
Over Halloween weekend, Dean and Sam are working a case in San Francisco, pretending to be a couple. It's everything Sam ever wanted for them, and Dean hates every second of it.

Make a Scene, by beanside (Sam/Dean, NC-17)
Dean steals candy from a trick or treater, but it winds up being drugged and he gets horny for Sam.

Mercy, by emiliglia (PG-13)
There is a supernatural serial killer on the loose, but due to previous pranks, the police don't believe the boys and John is MIA.

Mimeo, by mikhale (PG-13)
A ghost/witch/demon POV of a Halloween meeting with the Winchesters.

M&Ms and Pink Bananas, by luvjlb (PG-13)
Dean and Sammy eat all the candy before the trick-or-treaters arrive. When they do, they start passing out various household items—kitchen utensils, packets of salt, magical charms, etc.

The most wonderful time of the year, by lyra_wing (PG-13)
Sam and Dean take Halloween off, due to lack of paranormal activity.

One Cloud Scattered Night, by audrarose (Sam/Dean, R)
Sam gets trapped in a nightmare and Dean has to go in and lead him back to consciousness.

The Only Light Anywhere, by gekizetsu (PG)
Dean and Sam try to catch Jack Of The Lantern and Dean finds himself walking a longer road than he expected.

Our Lady Of, by mcee (PG)

Payback, by lady_octavia (PG)
Dean finds out Sammy's new classmates didn't give him any Halloween cards, so he makes a bunch and sneaks them into Sammy's desk at school. Sam doesn't find out he did it until after Stanford.

Peeps Are Evil, by way2busymom (PG)
Marshmallow Peeps. Peeps are Evil.

Pumpkin Head, by embroiderama (Gen, PG-13)
Dean turns into a pumpkin. That makes him a little cranky.

A Pumpkin is a Fruit, Not A Date (Except When It Is), by way2busymom (PG-13)
A rash of pumpkin fucking incidents plague a small town.

Puppies, by amanofmydreams (R)
A puppy is something the Winchesters never had.

Reason #39 Why Dean Hates Halloween, by crazywritinfool (PG-13)
Dean loses a bet and dresses as Tinker Bell. Fairy jokes abound.

Sam Hates Halloween, by kashmir1 (PG-13)
Sam really doesn't care for Halloween. Dean, on the other hand, lives for it.

Silver Bullets, by embroiderama (PG-13)
Sam’s Halloween costume is too realistic for his own good, and Halloween almost ends in tragedy for the Winchesters.

There are children here somewhere. I can smell them., by wenchpixie (PG)
The childcatcher from Chitty Chitty Bang Bang is handing out Halloween candy to unsuspecting kids.

this way comes, by estrella30 (Sam/Dean, NC-17)
Sam goes to a Halloween party his first year at Stanford and gets dragged off by a guy in a mask who makes out with him. He discovers it's Dean, and the making-out continues with a vengeance.

'Til I Feel All Your Pieces, by technosage (Sam/Dean, NC-17)
After solving a case over the Day of the Dead holiday, their host 'suggests' Sam and Dean ought to stay to deal with their own dead. Sam plans a celebration…of Dean. It's not quite the joyful reminiscence he had planned, but Dean is alive and Sam gets a little closure.

Three Point Landing, by gekizetsu (Sam/Dean, R)
Thanks to a mistake on a hunt, Dean spends the entirety of one Halloween with wings. Thanks to the holiday, he's free to walk the streets.

Tonight I Run, by estei (R)
The Winchesters in Detroit for Devil's Night, trying to finish a hunt among the chaos.

Toy Soldiers, by lady_octavia (G)
All the kids have to come in costume for the kindergarten costume parade, and wee!Sammy doesn't want to be the only one not dressed up. John, too busy with a hunt, doesn't want to make him one, so Dean steps up to the plate.

Trick and Treat, by jassy3399 (Sam/Dean, PG)
Sam gets de-aged, and Dean has to take him trick or treating.

Two for Flinching and One for the Road, by kimonkey7 (PG-13)
Dean and Sam mark the Autumnal holiday with some booze and a bonfire.

Vigil, by ishafel (PG-13)
John disappears two days before Halloween.

Waiting for the Dead, by mellaithwen (R)
Sam and Dean spend Halloween night at a graveyard, waiting to see if a recently buried vamp victim wakes up as a vampire.

Where's Campbell When You Need Him?, by medie (R)
Nevermind the damn cops, where the fuck is Bruce when you need him?

With roses they will strew the way, by thearchpoet (PG)
Teenaged Sam and Dean scarring the neighborhood kids with a haunted house and then the kids parents calling in John.

Yo, Ho, Ho and a Bottle of Carrot Juice, by evenindeath (PG)
John in a totally embarrassing costume.

2007

101 Woodgrove St. by gottalovev.
The creepiest house on the block is handing out more than just candy on Halloween night. Rated PG-13.

Art Imitating by vorpalblades.
Sammy has to tell his class a scary story, so he tells them about one of John's jobs. Rated PG-13.

The Ashen Apple of These Days by embroiderama.
In the years after Dean's death, everything goes to Hell for Sam and the other hunters. Rated R.

Breathe Easy by inksheddings.
A black cat unwittingly reminds Sam of long-forgotten events and of what he will never lose. Rated PG.

Candy Crazy, I want to eat your brain by wenchpixie.
A bunch of frat boys have been murdered, and Dean thinks Zombies are to blame… Sam’s not so sure, but either way the eviscerated guts are disgusting. Rated PG-13.

A Crush of Ghostly Nature by savepureness.
When Sam gets a phone call from a former schoolmate, nothing happens as it should. Rated PG.

Coming Up Short by kellifer_fic.
Grown-up Sam and Dean are physically (not mentally) age-regressed for the day and take the opportunity to go trick-or-treating. Rated PG.

Don't Go Out Tonight by pen37.
The group makes a sudden U turn and goes back to the Appalachians to hunt something that might be a headless horseman. Sam covertly tries to keep Chloe from shutting them out. Dean/Chloe, Smallville crossover. Rated PG.

Fight the Future by innie_darling.
A curse, an alien baby, or is there a more mundane explanation? Rated PG-13.

The First and Last Halloween by lostandalone22.
Dean's trick or treating with Mary while baby Sammy stays home with John to pass out candy. Rated PG.

ghostings, fake zombies, and pranks, oh my by regala_electra.
Dean's heavily medicated, wounded, bearded, and gunning for revenge. Sam is just along for the ride, 'cause he's pretty sure he'll be in trouble if he lets his brother get arrested (or worse) because of a stupid prank. Man, he hates Halloween. Rated PG-13.

Hessian of the Hollow by saklani2.
The Brothers Winchester decide to hunt the legendary Headless Horseman. Not the brightest idea they ever had. Sam/Dean. Rated R.

It's All About the Wealth Re-Distribution by pen37.
Dean and Chloe's first major holiday with a new baby. It would be Halloween. Dean/Chloe, Smallville crossover, rated G.

It's the Great Pumpkin, Jo Harvelle by amethyste5.
On Halloween, Jo finds herself in over her head tackling a field of evil pumpkins. Rated G.

Junkyard Halloween by weesta.
Bobby thinks it's a shame the boys don't get to trick-or-treat. So he hides candy all over his place but makes it an obstacle course too (to appease John). Rated PG.

Let's Do the Time Warp Again by fleshflutter.
The scariest thing Sam and Dean ever did on Halloween was baby-sit a small boy. Rated PG-13.

Liar by ianthe_aveira.
Dean's deep in thought outside Sam and Jess' apartment. Sam/Dean. Rated R.

More Than I Deserve by whiskyinmind.
Fourteen-year-old Dean has woken up tied up in a basement… but where’s Sammy? Rated PG-13.

Miniature Disasters (And Minor Catastophes) by stellajune.
A casefic dealing with the superstition that a black cat crossing your path is unlucky. Rated PG-13.

The Night of All Souls by randomstasis.
A curse or something evil raises all the ghosts in a cemetery where Dean and Sam are doing a salt and burn. Rated PG-13.

Once Upon a Time by simarillion.
A Halloween pageant at an elementary school is cursed and the kids are forced to start acting out fairy tales. Rated R.

Plastic Pumpkins by star_x_faery.
Sammy—beg pardon, Sam—Winchester has never spent a Halloween in the company of non-hunters, so the sheer normality of this experience was bound to surprise him. Sam/Jess. Rated G.

Pumpkins Should Not Be Heads by kerri_is_dead.
Dean's head turns into a jack-o-lantern. Rated PG-13.

rock, paper, scissors by caitn.
Dean tells a story about a Halloween past. Rated PG.

Sam I Am by frostian.
Sam eats a cursed candy bar while watching Fellowship of the Ring. Massive confusion as to the name Sam ensues. Dean also has to deal with an entire town gone homicidal. Rated PG-13.

Scary Monsters (and Super Creeps) by ignited.
It’s Halloween, and the locals aren’t clued in to the fact that those things going bump in the night are much more than fabric and latex. Sam and Dean learn this fact the hard way as the clock winds down and a town’s about to be overrun by monsters. Sam/Dean. Rated R.

Secrets, Herb, and Spice Channel by kimonkey7.
On an All Hallow’s Eve stop-over in Corbin, Kentucky, the ghost finds the boys instead of the boys finding the ghost. Rated R.

The Sincerest Form by gekizetsu.
Dean and Sam discover that in the demon world's version of Halloween, demons dress up as Winchesters to scare the crap out of each other. Rated PG.

Shop Smart! Shop S-Mart! by yo_gert.
SPN meets Evil Dead. Rated PG.

Slippery People by gekizetsu.
Sam and Dean and Halloween. Can they save a town from a terrible scourge? Will the smell ever come out of their clothes? And will Brian Dunkleman ever regain his good name? Rated PG-13.

Slipping Through Cinders by pixel_0.
When Sam wants to save his brother and a demon wants its freedom, Dean becomes the one caught in the middle. Rated PG-13.

Take This Waltz by elohvee.
Around them, people are dancing, a swirl of fading formalwear and hope. Rated R.

Tithe by kdsch123.
Tam Lin remix, where Dean is kidnapped by the fairies and Sam has to save him on Hallowe’en night. Dean/OFC. Rated PG-13.

Trading Faces by pheebs1.
Wee Sam and Dean spend the day as each other for Halloween. In other words: Wee Winchesters Body Swap. Rated PG-13.

Trick or Treat by halfshellvenus.
Sam and Dean engage in their own version of Trick or Treat… Sam/Dean. Rated NC-17.

Turntables by thehighwaywoman.
Vengeful spirits, driver does not get to pick the music, dashing heroics, angst, angst, some more angst, heavy Wincest, clueless!Dean & toppy!Sam. Sam/Dean. Rated NC-17.

Walk Like a Man by hkath.
Dean gets his ass cursed at a truck stop, and it all kind of snowballs from there: the virgins, the breading, the space ninjas. Rated PG.

Where the Truth Lies by that_september.
One of the boys gets cursed so he can only tell the truth and the other is cursed so he is only able to lie. Rated PG-13.

Why Winchesters Don't Do "Take Your Kid to Work Day" by pen37.
Dean's job? Not so glamorous. Dean/Chloe, Smallville/DCU crossover. Rated PG.

2008

My Only Purpose Here Is For You To Feed by boogirl13
A haunted house, a weird smell, Dean alone - trouble ensues.

Who Would've Thought by dayaftertexas
Sam's first Halloween at Stanford.

Part Girl by innie_darling
Jess picking out/getting dressed in that naughty nurse outfit. Possibly Sam hinders the process?

Bye Bye Beautiful by almightyspaz
AU from season three and four. Every Halloween Dean shows up, looking worse for wear.

For Us I See Immortality (In Philadelphia City) by elhovee
George Washington does not look pleased.

Five Very Winchester Halloweens by seleneheart
Five various Halloween adventures over the years.

Ain't No Grave Gonna Hold My Body Down by myficjournal & saklani2
It’s almost Halloween, and Sam’s getting visions of his Stanford friends dying at the hands of a vengeful spirit. Worse yet, the spirit is Jess. Sam needs his brother’s support to fight and survive old ghosts, but Dean’s got troubles of his own.

Turn At Last To Death's Ordinary Door (Remix) by halfshellvenus
In the years after Dean's death, everything goes to Hell for Sam and the other hunters.

Blue Bear vs. The Vampire Bunny by amy_star_
Wee!Sam is sure there's something out there in the garden....

Talk To Me by seerargent
Dean has always hated witches, so how the Hell had his brother talked him into a hunt in Salem? On All Hallow’s Eve? Everything after that was Sam’s fault. Totally.

Cardboard Crown of Futility by halfshellvenus
The one thing the boys DO like about the holiday.

Black Cat, Black Cat's Gone by gottalovev
Sam really doesn't like Halloween. His life gets even more fucked up than usual.

Pretty Little Girls, Pretty and Bloody by almightyspaz
“Lillth wants to go trick or treating too, she’s the trick, and it’s a treat for her entourage.”

Fire and Knives by almightyspaz
“For Halloween at school, Dean and Sam are assigned to paint/carve something into a pumpkin that scares them. (gen Wee!Chesters)

Landlord To a Ghost by rinkle
One way or another, most of the cars at Singer Salvage have been the site of violent death. That's not a problem most nights, but on Halloween? And then there's all Bobby's dogs and all the rats they've killed...

Curcurbita Maxima by gekizetsu
The Great Pumpkin is real...and evil.

The Winchester's Ten Steps For Surviving Halloween by saavikam77
No matter how hard the boys try to stick to the plan for the holiday, the rules still get broken as Murphy's Law takes over.

The Ominous Bird of Yore by emiliglia
Sam and Dean find themselves in Reynolds, Maine, a town that is the victim of what seems to be a 160 year old curse with famous roots.

2009

Nothing Can Scare Me by katharwen Gen.
Prompt 48. Sam and Dean kill time Halloween night by trying to out-do each other with Halloween 'horror' stories.

Don't Come Knockin' by halfshellvenus Gen, humor.
Everyone has a different idea of what constitutes Halloween fun.

Days Are Where We Live by innie_darling Gen, pre-series.
John has a mirror named Sammy.

Ignus Fatuus by kimonkey7 Gen.
There’s a man beneath the costume Bobby Singer wears.

Dirty Jobs, the Winchester Edition by fostian Gen, casefic, crossover.
Mike Rowe and his crew drop by the picturesque New England town of Derry to film an episode of Dirty Jobs only to find they've become human sacrifices. Then, they're rescued by two psychos armed and ready to rock-n-roll with monsters thought to be the creations of drunken men who had nothing better to do than tell tall tales. And people think reality show industry is scripted.

The Fine Art of Poisoning by katowisp Gen, angst.
Candy used to be one of Dean's favorite foods. (He considered it a staple to any healthy man's diet.)

Orange Roughy by seerargent Gen.
Wherein Sam Winchester is emo, prone to listmaking, confused, and alone. Unfortunately, neither the leather outfit nor the prison cell he’s presently stuck in is helping him solve the real problem. Oh yeah, and did he forget to mention that it’s October 31? Sam really hates Halloween.