Okay, I’m sure you’ll agree that a toupee for a partially bald guy is the same as a girl wearing hair extensions. They would make a perfect shidduch for each other. 1) it makes his hair fuller, and 2) it make his hair longer. It’s not to cover up what the guy really looks like.
Also, if a guy is gonna get married and wear a toupee that’s the same toupee he’s wearing on his dates, who cares? He’s not deceiving you. First of all he wears the toupee not only on dates, but on Shabbos, and to friends weddings… and every day. And also that’s obviously what he wants to look like all the time, so where’s the deceit?