Let me try to give my points to you. Wearing beanie with glasses, some people will say, if the assorted paparazzi will run after you? Why you hide yourself so tight? If they are not suitable well together or matching you well, it will be very strange for the look. However, as for the beanie, you would choose a tiny and light colored one with some fashion pattern on it. As for the glasses, choose an exquisite and stylish one which is the same style with the beanie, no matter the color and the pattern. The glasses with dark colors will give the expression of seriousness to the people around you. If you are a lady, some makeup of blusher and lipstick will increase the outstanding beauty with mysterious and cool feeling when you wearing the beanie with glasses.