I have a guy friend who is a lot like “Bob” in the other thread - he doesn’t really care what he wears. It’s all about “function” instead of “form”. He wears nothing but jeans and t-shirts (not always with Star Trek stuff on them :)) and Converse sneakers. I think he might own a polo shirt… He’s going into the medical field, and says the only time he will need “real clothes”, as he calls them, is for job interviews (which is still two years away) or funerals.
Lately he’s been rethinking his ideas about God, and he wants to go to Mass with me. We’ve talked about clothes for church, but he doesn’t understand why he can’t wear what he normally does (he doesn’t buy the whole “King of Kings”, etc. argument yet), so he will be wearing is normal jeans and t-shirt, unless I can convince him to at least wear a polo shirt. I’m not the best example of what to wear to church as I rarely “dress up” and wear dresses, and pantyhose are out of the question! It’s strictly business casual for me because I hate dressing up for only a couple of hours then having to change into what I’m going to wear the rest of the day.
Which would be more charitable? Take him shopping and find him an inexpensive pair of khakis, nicer shoes, and a shirt with a collar (which would probably run at least $100, which I don’t know that he has to spend)? Or accept that he will wear jeans and a t-shirt - without logo - but encourage him to wear the polo shirt, and wear jeans and a nice top myself so that he will feel less self-conscious about his own clothes?