Sometimes Christmas miracles go way off script — and Dear Santa 2: Helliday Cheer is the hilariously unholy proof. The sequel no one expected but everyone secretly needed, it takes everything warm and twinkly about the holidays and douses it in rock ‘n’ roll fire. With Jack Black as a gleefully chaotic Satan and Keegan-Michael Key as the priest barely holding onto his sanity, this infernal comedy might just be the most joyously blasphemous Christmas movie ever made.

The film kicks off with a classic mix-up worthy of the season. When twelve-year-old Max (Robert Timothy Smith) writes his annual letter to Santa, his keyboard betrays him — one missing “n” later, and the message doesn’t go to the North Pole… it goes straight to the Netherworld. Instead of jolly old St. Nick, the gates of hell open to reveal Jack Black’s Lucifer — decked out in a red leather jacket, gold shades, and an ego big enough to make the Grinch blush. He’s here not to punish, but to party.
What follows is a blizzard of comic mayhem. Satan crashes into the small, snow-covered town of Pine Bluff with a bang (and a guitar riff), declaring he’s come to deliver “Helliday cheer.” The locals, thinking he’s part of an elaborate Christmas parade, embrace him — until ornaments start bursting into flames and eggnog starts boiling in the punch bowl. Keegan-Michael Key plays Father Murphy, the town’s overworked priest, whose holiday sermon turns into a desperate exorcism wrapped in slapstick.

Jack Black owns every frame. His Satan isn’t malevolent — he’s just misunderstood, a fallen angel trying to find purpose after millennia of mischief. Between his heavy-metal singalongs and attempts to “rebrand Hell’s image,” he somehow becomes the town’s accidental holiday mascot. One highlight sees him attempting to lead the choir in “Silent Night” — only for it to morph into a fire-breathing power ballad that scorches the stained glass.
Keegan-Michael Key, as always, is a comedic force of nature. His chemistry with Black is chaotic perfection — part Abbott and Costello, part holy-versus-unholy banter. His frantic prayers, physical comedy, and perfectly timed breakdowns turn every scene into a sermon of laughter. When he yells, “Not today, Satan — it’s Christmas Eve!” while wielding a peppermint-scented cross, the audience erupts.
Director David Dobkin (Fred Claus, Eurovision Song Contest) nails the balance between chaos and charm. The visuals are vibrant and mischievous — a mash-up of snowflakes, sparkles, and brimstone. The script, penned by Jon Lucas and Scott Moore (The Hangover), zings with one-liners, sight gags, and a surprising amount of heart. Beneath the anarchy lies a story about second chances — and how even the darkest souls can find light when shown kindness (and cookies).

Robert Timothy Smith shines as Max, whose innocent mistake drives the story’s emotional arc. His bond with Satan — part mentorship, part mayhem — brings genuine warmth to the infernal antics. A scene where Satan helps Max stand up to bullies by teaching him “confidence through chaos” is both hilarious and oddly touching.
The third act finds Father Murphy and the townspeople staging a Christmas Eve showdown at the local church, now half-frozen, half-on-fire. The battle of faith versus flames becomes a spectacle of color, sound, and absurdity — complete with flying tinsel, demonic carolers, and Satan himself learning the true meaning of Christmas: forgiveness. When Jack Black’s Lucifer tearfully admits, “Maybe I just needed a hug… and a gingerbread man,” it lands with comedic sincerity.
The film closes on a perfectly sweet (and slightly smoky) note. The devil returns to Hell — but not before leaving the town a gift: eternal warmth… literally. Snow melts into spring overnight, Father Murphy finally relaxes, and Max gets a handwritten apology from his infernal pen pal: “Dear Max — thanks for the cookies. Sorry about the goat thing. — L.”
💬 Film Verdict:
⭐ 4/5 (8.8/10) — Wildly inventive, wickedly funny, and full of unexpected heart. “Dear Santa 2: Helliday Cheer” turns Christmas upside-down, reminding us that redemption sometimes comes with horns, laughter, and a face-melting guitar solo. 🎅🔥🎸