Kind of depends on the guy. In the past couple years I've switched to not really wearing much makeup - a little brow gel, a coat of mascara, a thin swipe of liquid liner - I can do it in 90 seconds. A few months ago I got together with a guy I was seeing and I'd skipped the liner and put on some tinted lip balm instead; showed up at his house and he said "Oh, you did something different with your makeup, it looks nice." I've dated other guys back when I did a full face daily who were like "You don't really wear makeup, so why do you look so different now than you did when you woke up this morning?" when I had concealer, foundation, pressed powder, bronzer, blush, etc.

(In my experience it's men who have sister vs men who don't)