How to wear a Wig For Beginners - A Beginners Guide to Wigs The first step of wearing an wig is cutting the hair across the middle. Then, place the wig cap over the head. If the hair is long you can pin the hair down so that it appears natural. Once you have the hair pinned back, you can use your fingers to slide it under the cap's edges to hold the hair back into position. When you've got the wig cap on, tilt your head forward.