After reading this blog, perhaps I will try a little harder to find more dresses
What does one wear to church if he needs to protect himself from drafts since he is bald? Unless he wears a wig or perhaps the hood of the pleurants, any head covering on a man will elicit corrections from ushers and many well-meaning parishioners. Then he must patiently, or not so patiently, explain during Mass that the pastor has given him permission to wear a hat or reveal that his health requires it.
Personally, I usually wear a skirt and a top with sleeves to Mass. I have a few dresses that I wear for special occasions such as Christmas, Confirmations, etc., but it is hard to find a dress that fits.
God doesn't see me at my best all the time
THere was an older man in my parish some years back with the problem you describe and he wore a very subtle and close fitting skull cap, kind of a yalmulke but one that covered more of his dead than a yarmulke usually does. I think a skit and blouse are just fine by the way. I suppose a dress is a bit more elegant in most circumstances but a skirt and blouse are also very nice.
I grew up going to church with my very classy Italian grandmother.