A very large proportion of people over 50 wear glasses every day, and almost nothing written about makeup accounts for what a lens does to the face behind it. It does three distinct things, and the first one runs in opposite directions depending on your prescription.
Your lens changes the apparent size of everything behind it. A plus prescription — reading glasses, bifocals, varifocals, or correction for long-sightedness — magnifies. Everything behind the lens appears larger: the under-eye area, any crease, any line of pigment in it, any patch of powder. A minus prescription for short-sightedness shrinks the eye area slightly, which is why so many short-sighted people feel their eye makeup disappears behind their glasses.
Frames cast a shadow. A thick or dark frame throws a real shadow beneath it, landing on exactly the area you were trying to brighten. Some of what people treat as a stubborn dark circle is their frame's shadow, and no amount of concealer fixes a shadow.
Frames touch your face. Nose pads rub, which is where concealer transfers onto the lenses and wears off your face. The lower rim of a heavy frame can press on the top of the cheek. And lashes brush the back of the lens, leaving marks and flattening the lashes.
The fourth problem is practical rather than optical: you have to take your glasses off to apply eye makeup, and then you cannot see it. That is addressed at the end, and it is mostly solved by magnification rather than by technique.