I wasn’t going to be the first to comment because I know girls/women get very defensive about makeup, but now that frummy in the tummy broke the ice, I’m going to be very blunt. First of all, to answer the question, frummy in the tummy is right: It’s definitely a preference thing. To me, the caked-on foundation look might look nice from far away, and in pictures, but not up close. If Hashem made you even mildly naturally appealing then what are you trying to accomplish by looking even better? Hashem made the world in a way that men are naturally attracted to women, and doing things to enhance that attraction where it shouldn’t exist in the first place is inappropriate.
Also, some women who don’t need makeup wear it all the time, and I don’t understand why. Especially if you are married and you don’t have a problem with your natural looks that would make you feel uncomfortable going out in public, then you shouldn’t try so hard to look attractive (unless it’s for your husband.) It causes people to be nichshal.
If you are doing it on a shidduch date then I understand, but you should definitely eventually allow your prospective shidduch to see what you look like without makeup before you get married. It’s good to know what how he responds to your looks (your real looks) when you didn’t put hours of preparation into it. When you are married and living together you won’t always have gallons of make-up on and your hair perfect, so he should know what he’s getting himself into 😉