Okay here's the deal, I think what determines which red works on your face is the type of features you have, skin tone, and age (which will affect your skin tone) The best face for red, is one with a beautiful nose and delicate jaw. Strong lips work wonders on faces where the best features are not necessarily your eyes, but make sure your eyebrows are in good shape. Perfect brows and perfect red lips are a killer combination.
Because strong lips bring focus to the centre of your face, everything close to the mouth will also be looked at. If you are older (like 40+) its advisable to stay away from darker reds as in my experience this seems to accentuate the highlights and shadows of slack skin around the mouth, better to go for a bright colour like coral or pink that will lift the sallowness of the face. I know that sounds scary, and if its too much, put a layer on carefully taking your time to get the shape even from right to left, and then blot, so that it is more like a stain.
It is really important to take your time to make the shape of your red lips as perfect as possible, there is something a bit tragic about seeing someone's red lips that are wonky! Whether you are using the actual lipstick or a lip brush drag the edge of the lipstick slowly (like 5 seconds to do each side of the top lip), this allows the lipstick colour to seep into the skin to create a sharp line rather than dragging it quickly making it sort of skim the surface, sticking mostly to the tiny hairs giving a more jagged edge!
I could go on and on but, I have probably bored you all enough, my name facefan is short for face fanatic because I am fanatical about researching how makeup works on the face, I've read about 30 books on visual and facial perception, geeky stuff but absolutely fascinating!