How-two: 2 easy steps to doing something just a little bit better… A lot of people struggle with how to wear makeup with glasses. There are plenty of videos on youtube that will break down exactly what (and what not) to do, but as a long time glasses and contact lens wearer, this is what has worked for me. Really go for it with your lipstick. You’ve got frames adding weight and drawing attention to the top of your face, so a bright lipstick can balance that out and make your face look more like a face and less like just a pair of lenses.