Do you tell your friends if they could look better?

This kind of plays off of my previous question of When do you help?

We have a friend who wears a sheitel, a wig worn by Orthodox Jewish women as a sign of modesty. Some women think of it as burdensome, others think of it as a privilege/honor. Obtaining one is not an easy or inexpensive proposition.

We saw a friend the other day who we hadn't seen in a while. In the interval, she had decided to wear a sheitel, instead of a hat to cover her hair in synagogue.

Both of us think this woman is VERY attractive and both of us felt that the sheitel did nothing for her appearance-in fact, it detracted it from her. There may be an economic issue here and it's probably none of our business, but we really wanted to somehow broach the topic. I know, it's probably best to shut up...which is what we did, but I would want someone to tell me. Thus, following "Do Unto Others..." Anyway, I'm not going to say anything.

It reminded me of an episode of What Not to Wear that we saw. The subjects of the program are nominated by their friends. Maybe a Jewish version called: "What Not to Wear...to Cover Your Hair"