I’m also a single girl and can’t suggest too much about makeup cuz my “philosophy” is “less is more”. But on the three day thing, doesn’t everyone realize that on the third day of a three day Yom Tov, most people, unless someone was given supernatural hair and skin, will not look their best?! Someone once told me when a person stains an outfit on Shabbos, they should not think of it as a stain but rather like a badge of honor. They spilled something on themselves, has a yetzer hara to clean it, but they overcame it! Same thing with this, do what you can in advance to make the makeup last, but bottom line, it probably wont. And assuming that it wont, go out with a big smile on your face because even though your face might not look perfect, you are doing just what you’re supposed to be.
(again, I am not from the biggest make up users, but I definitely understand the want to look good.)