Derry’s Big Pennywise Twist Is an Absolute Headache

Derry’s Big Pennywise Twist Is an Absolute Headache

December 16, 2025

What’s the Deal with Pennywise?

Hey horror fans! Buckle up as we dive into the wild world of Derry’s notorious clown, Pennywise. You remember that creepy dance? Yeah, he’s back, and it’s giving us some serious headaches!

Bye Bye, Good Guys?

The season finale of It: Welcome to Derry had us all thinking the good guys finally did the smart thing. They teamed up to send old Pennywise back into hiding for another sleepy 27 years. While the sweet little kiddos were trying to dodge his killer clown antics, our heroes were ready for the big showdown.

Uh Oh, Marge!

But then, a plot twist! Our girl Marge (played by the talented Matilda Lawler) accidentally stumbles into Pennywise’s bloody dance floor – talk about bad luck! Solo and vulnerable, she now has to face off with the manic joker who’s absolutely bursting with chatty energy.

Pennywise Knows Best

Get this – Pennywise calls her “Margaret Tozier.” Wait, what? That name threw Marge for a loop because, spoiler alert, it’s not even her name! The clown starts chitchatting about her future, throwing around lines like “First comes love, then comes marriage, then comes Richie in a baby carriage.”

Marge’s Secret

It turns out, Marge is set to become the mother of Richie Tozier, one of the Losers Club who’s destined to end Pennywise’s reign of terror. Yep, that narrows down a few things: Pennywise seems to be more than just a run-of-the-mill clown; he literally knows her entire future and how it all leads to him being kicked to the curb.

Pennywise and Time Travel?

So, does Pennywise hop through time? Nah, it’s less like a sci-fi flick and more about his twisted perception of time. He tells Marge, “Tomorrow, yesterday — it’s all the same for little Pennywise,” which kinda makes you wonder if he’s living in a perpetual time loop where everything is taking place at once.

The Book Says What?!

Stephen King’s original material gave us a teeny peek into Pennywise’s tricky time perceptions, but he never really fleshed it out. The showrunners took that tiny breadcrumb and made a whole feast out of it, deliberately giving the clown a glorious non-linear time perception that totally flips the script on his story.

Going Back in Time

We’re getting more clown antics in the upcoming seasons as Welcome to Derry plans to unfold Pennywise’s backstory in reverse!”I’m gonna go back in time and off the ancestors of the Losers Club so they can’t show up. Sounds like a solid plan, right?”

Grandfather Paradox Madness

This brings us straight into time-travel shenanigans and the classic Grandfather Paradox! If he manages to take Marge out, he would erase Richie’s birth and potentially secure his survival. But wait! If the Losers Club never meets Pennywise, what’s stopping him from getting offed in the first place? It’s like a paradox wrapped in a riddle!

More Pennywise Awesomeness?

We could theorize about alternate timelines or multiverses forever. If Pennywise manages to rewrite history and save his clowny hide, we might just end up with an endless string of flicks and spinoffs starring him! So what do you think? Do we want more Pennywise, or should Welcome to Derry tie off this circus for good? Like our dancing friend, time will tell!