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This collection of Pennywise coloring pages is here to provide you with spooky creative fun! Get ready to bring this iconic horror monster to life.
Pennywise the Clown was first introduced in Stephen King’s classic 1986 novel “It”.
He is a shapeshifting monster that takes the form of his victim’s greatest fears, but often appears as a clown.
He was portrayed by Tim Curry in a 1990 miniseries but was more recently played by Bill Skarsgard in 2 films and an upcoming TV series.
It’s this incarnation you will meet in this scary collection, so let’s begin!
If you wish to color more villains, you may like our collection of Thanos coloring pages on this link.
Meet A Horror Icon On These Pennywise Coloring Pages
1. Pennywise Lurks
Watch out for the shadows, for a monster lurks within them. This creepy Pennywise hiding in the shadows detailed coloring sheet shows how this villain lingers in the periphery, ready to strike.
You could add a lot of grimy details and colors to the sewer pipe he is in.
2. The Eyes Of Pennywise
In the It films, the eyes of Pennywise are a defining feature of the character. They shine with a bright yellow when he is in a more monstrous form.
You could use a yellow pen or marker to make that detail on this creepy Pennywise with haunting eyes coloring PDF more apparent.
3. What Sharp Teeth You Have
A lot of the time, Pennywise looks relatively normal as he seeks to lure in his victims.
This creepy Pennywise with sharp teeth detailed coloring page shows him with that innocent persona slipping, revealing his more monstrous form.
4. Mini Pennywise
This smaller version of Pennywise is almost cute!
The creepy smile on this Pennywise and a floating balloon free coloring sheet prevents it from actually being cute, though.
You could draw a background to show a new interpretation for your favorite scene from the films.
5. Watch Out For The Balloon
A red balloon wouldn’t normally be particularly sinister, but it’s different in the It movies.
This Pennywise and a red balloon printable page to color shows him with one of these signs that danger is present.
In the world of the It movies, you don’t want to hang around when you see one of these balloons!
6. Pennywise Breaks Through
I think it’s safe to say that our favorite demon clown is making a breakthrough on this Pennywise coloring PDG! The sinister expression on his face is certainly not very reassuring.
How will you color this creative scene?
7. Leaving The Sewers
Pennywise uses the sewers to get around town, and this Pennywise creeping out of the sewer printable coloring page shows him emerging to stalk some new prey.
His eyes are blank on this page, and it somehow makes him even scarier. You could color them with some bright yellow to highlight this spooky effect.
8. Hiya Georgie
The scene presented on this Pennywise hiding in the shadows printable coloring sheet recreates one of the opening scenes of the film.
This was our first glimpse of Bill Skarsgard as Pennywise, and it’s a very creepy scene that doesn’t end well for poor Georgie, the brother of one of the main characters of the story.
9. Emerging From The Dark
Can you imagine seeing Pennywise emerging from the shadows as he is in this Pennywise holding a balloon in the dark detailed coloring PDF?
You could make the background really dark on this page to emphasize the darkness that he is emerging from.
10. Stylized Pennywise
The depiction on this Pennywise holding a red balloon in the dark free coloring page makes him look quite cartoony, but his scariness is maintained even in this style.
It’s another one that I think would benefit from a very dark background.
11. Georgie Meets Pennywise
This Pennywise in a spooky drain scene fun coloring sheet gives us another view of the iconic Georgie scene. You can even see the poor lad on the left side of the page in his yellow raincoat.
There are so many incredible details to color on this one!
12. Scary Smile From Pennywise
Normally, a smile is very reassuring, but that’s not the case on this Pennywise in a spooky pose free coloring PDF.
He looks quite menacing and insane on this one, and it will be highlighted once you have added some of your color choices.
13. Pennywise Peeks Up From The Drain
It’s fair to say that the drain scene from It may be the most iconic scene in the whole story. That’s why it’s been represented again on this Pennywise peeking from a drain coloring page for kids.
Pennywise is one of the horror icons that dominate our nightmares, so if you liked coloring it, i bet you will love this collection of Ghostface from Scream free coloring pages.
14. The True Face Of Pennywise
This next Pennywise smiling with glowing eyes free coloring sheet is one of the most detailed depictions of him yet.
There are so many incredible textures on his face, and his eyes look positively terrifying as well.
15. Shark Smile From Pennywise
The expression on this Pennywise standing with a creepy grin free coloring printable makes me think of a shark with all of those teeth.
I can’t decide whether it would be scarier to encounter Pennywise or a vicious shark!
16. A Menacing Look
Nothing good is being planned on this Pennywise staring menacingly detailed coloring PDF. It looks like he has something horrible in store for whoever he is looking at!
17. Super Detailed Pennywise
It’s time for another incredibly detailed depiction on this Pennywise the Clown holding a red balloon coloring page.
Using colored pens and pencils would help you to color all of those small details.
18. Pennywise Contemplates His Next Move
Even demon clowns need to contemplate their next moves, and that’s happening on this Pennywise with his evil grin detailed coloring sheet.
I wouldn’t want to be present for whatever he is planning!
19. Scary Pennywise
When Pennywise gets really vicious, you will be likely to see the expression on this Pennywise with sharp teeth and scary face coloring PDF.
It really is a horrifying sight to see!
20. A Terrifying Side Profile
A side profile is often the best angle for a portrait, but the one on this scary clown Pennywise with a sinister smile fun coloring page just makes him look even scarier!
21. Demon Form Of Pennywise
He looks relatively human sometimes, but this scary Pennywise face with sharp teeth fun coloring sheet shows what happens when the illusion fails and we see his true face.
22. Scary Pennywise In The Sewer Fun PDF To Color
23. A Balloon For You
You should never accept a balloon from Pennywise, as nothing good can come from that!
If you saw the sight on this scary Pennywise with a balloon free printable coloring page then you should probably run in the opposite direction.
24. The Gaping Maw Of Pennywise
You can’t help but feel terror and revulsion when you see the face on this terrifying Pennywise with a sinister grin fun printable coloring sheet.
Adding some colors will help to make this portrayal even more intense!
25. Pennywise Ready For A Close-Up
It’s time for an extreme close-up on this terrifying Pennywise with glowing eyes fun coloring PDF!
Remember that if you want to make his shine brightly then colored pens or markers can help to make the colors much brighter.
The effect will be highlighted if you use lighter mediums for the rest of the page.
The scares don’t have to end here, as you can check out these horror designs if you want more terrifying fun!
After You Color Your Pennywise Pages
Extend Winter With These Ideas To Try
- Write some Pennywise quotes from the films in some speech bubbles.
- Draw some of the characters that Pennywise goes up against in the films.
- Add some other horror villains to join Pennywise.
- Create some spooky background settings to make these scenes even more distinct.
Hopefully this collection of free Pennywise coloring pages wasn’t too scary to get through! Pennywise is such a recognizable character, and your color choices will really bring him to life.
When you work on these pages, feel free to deviate from the movies if you want to try out a new look for him. These pages are yours to enjoy as you please!
It would be amazing to see how your pages turned out, so please go ahead and share some of your art on our social media pages for us to see.
