BPT, of course you’re right, and in reality, I DO spend most of my time in a sheitel, which for me is for Shabbos/YT and simchos, but my husband is someone who doesn’t really comment about how I look (unless there’s a problem of course) and knows that it’s a matter of comfort. Sure my tichel is more comfortable and I’m sure there are tons of styles out there that don’t look anything like a “sock” as mom22 called them, but it takes a lot of persistence and desire to try out different styles and see what looks good on. Maybe your wife should have a tichel party, where women come and try on new things, like a tupperware party, haha.
Also, given that a woman’s weight can change a lot over the course of her life (pregnancy, etc), the shape of her face changes and what looked good before doesn’t always look good later on, but a sheitel always looks good, maybe a short cut won’t look so good if she’s puffy at the end of a pregnancy, but mid-length styles are almost always complimentary to the way a woman looks.
I guess the bottom line comes a lot from our husbands in how we feel about ourselves. Like mom22 said, if you guys out there would compliment us the same with our tichels on as with our sheitels, then we won’t feel the need to spend crazy amounts on these things.