If you think your friend is a bad dresser would you tell them?

TLC's "What Not to Wear" is seeking The Worst Dressed American woman to make over for their 250th episode. Not her? The ad suggests you secretly nominate a friend! In order to make a submission, you'd need to "present evidence that your nominee truly is the Worst Dressed American" by shooting secret footage of them and taking pictures of their closet and worst fashion items, all of which may be shown on air. Yikes! Some people admittedly have zero fashion sense and are open to suggestion, but how many women would die if their friend went behind their back and did this to them?

We all have a woman in our lives who could use a little help getting dressed. Do you take it upon yourself to weigh in on their style? I know a few ladies who are doing themselves zero justice by how they dress, so if I see them wear something I actually like or putting in some extra effort I tend to go overboard with the compliments. I'll even spell it out by saying, "You look great! You should wear tailored dresses like this more often." When a woman wears a cringe-worthy piece a voice in my head says, "Ugh, that is so awful, why would she wear that? Why would she PAY MONEY for that?!" Sure, everyone is welcome to their own taste, but some items are downright frumpy and unflattering. Another tactic I've tried to help out was to go shopping together. That way I can take them to stores they might not have considered or to suggest they try on pieces that are just outside their typical comfort zone. I've written for several big fashion magazines and would like to think my opinions are helpful. Besides, everyone gets stuck in a fashion rut sometimes--another opinion from a shopping buddy can be great!

Would you ever tell a friend you didn't like her outfit or how she dressed? What subtle things have you tried to help?