Pennywise Face Paint Tutorial - Pennywise's Destruction Halloween Makeup

Hello everyone! This is my first blog post and I am super excited! This is my version of Pennywise's makeup from 'It 2'. This Pennywise face paint tutorial is easy to follow along to, or you can create your own unique Pennywise!

I wanted to do something different and creative about Pennywise's classic makeup, and also do some reference to the movie. And this is what came out! I know it is very detailed, but I will explain it little by little at each step. If you dare to recreate it, tag me! 

Step 1

Cover your eyebrows if necessary with watersoluble spirit gum and Mehron SynWax. Set the wax with translucent powders and a powder puffThen, cover the entire face and part of the neck with white cream makeup and a sponge. Do not forget to set it all with translucent powders and the powder puff.

Step 2

Pennywise's eyes look is a bit messy and dark. Shade the eyes with a black eyeshadow on top and bottom lids and in the corner of the eyes. Apply it with an eyeshadow brush and smudge the edges with a blending brush.

Step 3

Use a transition color like purple to blend the black eyeshadow to give different shades to the look. 

Step 4:

Use a small angled brush and the black eyeshadow to mark the facial expression lines. Pennywise is evil, so we will give that expression in his eyes marking the frown lines. I have taken the photo of the actor as a reference to make all the lines of expression.

Step 5:

Paint Pennywise's eyebrows over your eyebrows with a light gray paint and a #1 round brush. They have to be very thin and angular to make it look evil. Give more emphasis to the frown and crease lines with the black eyeshadow. 

Step 6

Paint your lips and a clown nose with a dark red color and a filbert brush.

Step 7

With the same red, paint two lines from the corner of the lips to the bottom lids with a #3 round brush. Then, paint two shorter lines from the top lids to the top of the painted eyebrows. One has to look sharper. Blend the end of the other with a short blending brush

Step 8

Sketch some irregular cracked holes with a #1 round brush and black paint. Fill some of them. Then, paint the bigger balloons with the dark red paint and a #3 round brush. 

Step 9

Paint more cracked lines with the same black and a #1 round brush. Add more cracked holes and fill it all with the black paint and a #3 and #1 round brush. Then, paint the smaller balloons with the dark red and the #3 round brush. 

Step 10 

Add shadows to the bottom part of the balloons with the black paint and the shorther blending brush. Then, add the lights at the top of them with white paint. This will give them a 3D effect.

Step 11

Time to add the fine detals!

Paint some edges on the limits of the cracked holes with the light gray paint and a #1 round brush. With the same brush, paint the strings of the balloons with white paint. With the blender brush and the black eyeshadow, add some shadows between the cracked lines to give them a 3D look. Then, with the black paint and the #1 round brush, paint a fine line inside the eyebrows to give them more depth. Finally, wet a bit the short blending brush and smudge the edges of the clown nose. 

Almost done!


If you want to paint the clown ruffles too, follow the next steps!

Step 12

Sketch the frills of the ruffles with the light gray paint and the #1 round brush. Mix white and yellow paint and fill in the ruffles with a big filbert brush. 

Step 13

Shadow the bottom of the frills with the the short blending brush and black paint.  With the short blending brush, add shadows on both sides of some frills to give them a 3D effect. Use the angled brush to make some shadows more defined than others.

Step 14

With the #1 round brush and the white paint, paint some lines between the bottom and the shadows of the frills to make them pop up. 

Final Step

Add shadows to your skin to simulate ruffle shadow with the light gray paint and the black eyeshadow. Paint it first with the #3 round brush, and then smudge the edges with a wet short blending brush. 


EXTRA: You can wear contact lenses to have creepy eyes!


Products Used:

FX Products:

Watersoluble Spirit Gum
Mehron SynWax

Face Paints:

Light Gray 
Dark Red


Translucent Powders
White Cream Makeup.
Black Eyeshadow
Purple Eyeshadow

Tools & Brushes:

Powder Puff
Eyeshadow Brush
Blending Brush
Small Angled Brush
#1 Round Brush
Filbert Brush
#3 Round Brush
Short Blending Brush
Big Filbert Brush  

Pennywise Face Paint Tutorial


Marta Ortega is a makeup artist, face painting instructor, theatre makeup instructor and a profesional face painter located in Seville (Spain). She is the owner of Purpurina (@maquillajespurpurina) as a face painter, and she is also known as Marta O Makeup (@martaomakeup) as a makeup artist. She has won several face painting contests since she started to learn face paint in 2016, and you can almost always find her creating and designing at her studio, and learning new artistic techniques of all kind (photography, draw, fx makeup, and whatever she likes).