What to wear as Pennywise: Paint your face all white, and then put on a clown nose and bright-red lipstick and draw on thin eyebrows with black eyeliner. Next, put on a red wig, white gloves, and a colourful clown suit. Don't forget to give yourself gnarly-looking yellow teeth (you can always wear fangs, too), and carry around some balloons to lure children in.