I use bare minerals, it's a powder foundation and it's mineral so no breakouts. It gives moderate coverage, even things out and doesn't look like makeup.
Then I fill in the eyebrows (changes everything), good quality mascara (recommending lancome) add a little dewy gloss and voila!
Most men like to think you aren't wearing any makeup even if you actually are. They think of makeup as pink cheeks and purple eye shadow, they are kinda stupid.
Don't sleep with it on cause you'll wake up looking like crap anyhow, it all wipes off on his pillows. Just go to the bathroom early in the morning and re-do.
Wash the makeup off after the sun goes down and watch a movie together.