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Pennywise Origin Story Revealed in Second-to-Last Episode Trailer of “IT: Welcome to Derry”

Pennywise from IT: Welcome to Derry, giving an evil smile.
Image from "IT: Welcome to Derry", courtesy of HBO/Warner Bros. Television

Brace yourselves, because the penultimate episode of “IT: Welcome to Derry” is upon us, and it looks like things are about to get even more bizarre, which is saying something for a show about a shape-shifting, child-eating clown. This week’s episode, “In the Name of the Father,” dropped a doozy of a bombshell that has left fans reeling and scrambling to piece together the twisted puzzle of Pennywise’s origin. 

So, if you haven’t watched it, consider this your one and only spoiler warning. Turn back now or forever float in the… uhh, Deadlights.

The History of Derry 

The sixth episode of “IT: Welcome to Derry” ripped the creepy clown mask off a major mystery, revealing that Madeleine Stowe‘s character, Ingrid Kersh, is not just some random resident of Derry. She’s the daughter of Bob Gray, the actual human performer who originated the role of Pennywise the Clown way back in the early 1900s. 

Just like in Stephen King’s terrifying novel, Pennywise wasn’t some random IT-form plucked from the sewage ether; he actually was a real person. The frightening new revelation adds a very chilling layer of lore to the series. It suggests that the connection between IT and the Gray family is way deeper and far more sinister than we had previously thought.

The Chilling Connection Between Pennywise and the Kersh Family

Bill Skarsgård in IT: Welcome to Derry (2025)
Image from “IT: Welcome to Derry”, courtesy of HBO/Warner Bros. Television

This is where it gets really crazy. Ingrid, bless her manipulated heart, seems to believe that the interdimensional entity terrorizing Derry is her long-lost father. It’s this misguided loyalty that has driven her to aid IT in its horrifying agenda. But the twists don’t stop there. In a development that no one saw coming, Ingrid has donned her own greasepaint. She is Periwinkle the clown, a side act to her father’s main attraction, and the creepy figure who has been lurking in the shadows and photobombing the kids in the graveyard. This wasn’t just Pennywise playing dress-up; it was a whole new clown in town.

This Periwinkle plot point masterfully connects to Andy Muschietti’s “IT: Chapter Two,” where an elderly Mrs. Kersh was one of the terrifying forms IT took to torment the adult Losers’ Club. Now, with “IT: Welcome to Derry,” that story has been retroactively given a highly disturbing and tragic background. It wasn’t just a random disguise – it was actually a ghost from Pennywise’s past, an eerie part of the dark Derry history.

So What’s Next in Episode 7 of “IT: Welcome to Derry?”

With just two episodes left of “IT: Welcome to Derry,”, the stakes have never been higher. The official trailer for Episode 7, “The Story of the Real Pennywise the Dancing Clown,” is promising to plunge us deep into the origin story which we’ve definitely been dying to learn. We can see glimpses of Bob Gray on stage, and a younger clown being taken under his wing. Is this IT, learning the ropes of being a children’s entertainer to better lure his prey? Or is it something even more twisted?

“IT: Welcome to Derry” co-showrunner Jason Fuchs has been dropping hints, telling Entertainment Weekly that Bill Skarsgård’s upcoming performance as Pennywise “goes to some unexpected places.” He elaborated, stating Skarsgård “has opportunities with this character that the story of the films did not present.” 

This isn’t just a rehash; we’re about to see a whole new side to the dancing clown. The young cast members have also been stoking the fires of anticipation, promising “shock after shock after shock” in the final episodes. They have hinted that the show will dive further into the origins of the evil entity and connect more directly to both the IT books and the movies.

After a slow-burn season that some “IT: Welcome to Derry” viewers have found frustratingly light on the scary Pennywise action, it seems the show is finally ready to unleash absolute horror. As we head into the final two episodes, prepare for a bloodbath, a deep dive into the lore, and a terrifying exploration of what made Pennywise the icon of fear he is today.

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