Here's my daily cheek routine (including contouring)
1. Contour shade - I would recommend blunt blush for you
Using an angled blush brush (168), pick up a little bit of the color. Do the fish! (suck in your cheeks and the hollows/indents of your cheeks will be visible) - this area is a angled line (usually from the top of your ear) diagonally down towards your mouth. Starting from your hairline, gently sweep the contour shade and follow the natural line of your hollows. Then, without picking up more color, blend the line you just created.
2. Blush - Gingerely
Use a blush brush (129) or skunk brush (187/188) and apply gingerely to the apples of your cheeks and blend up diagonally towards your temples.
This is important: using your blush brush, blend any harsh lines/distinction between your blush and contour color to get a smooth and realistic gradient.
3. Hightlight - if you wish to hightlight, you can use a ton of different products: i.e. MSFs, pigments (like vanilla), beauty powders, shimmerbricks...etc
I love using the 188 for hightlighting (or a small buffer brush) - sweep the hightlight shade at the top of the cheekbones and blend towards the temples.
It sounds like a lot of steps but once you try it a few times, this whole process will take less than a minute - it's great because it'll give you face a slimming/lifting effect and give you killer cheekbones!
HTH!