No, it's never come up. Usually he just says, "Good haircut," and I keep my feelings about unpleasantly-casual dress muted.
I could see an incremental arrangement ... I'll grow my hair 3" longer if he'll wear a suit to church every Sunday. Another 3" if he'll wear a suit any time we're out together and I have a dress on. Yes, even to Target. Etc.
Of course, then he would look great, and I would look unattractively scruffy, like a poodle who really needs to go to the groomer.
Hmmm, he doesn’t wear a suit to Mass? At least, does he not wear jeans? I notice people come to Mass as slobs, but I figure you should make an effort to look nice. I wouldn’t wear jeans to Mass, unless I got stuck and had to go as is, or not go.