I do believe not dressing old. I don't mean to offend people, but I won't step into Chico, or any place that sells elastic pants (especially jeans). I'll buy jeans with stretchy material, but not elastic waist.
The important thing with leggings is that, under all circumstances, your butt must be totally covered.
Also decades ago, my friend went to interview for a job in LA. She wore a suit that was fine for a law firm in Atlanta (which is where we were in school) or NY (which is what I was familiar with). She was waiting for an elevator, and an associate of the law firm looked at her and said "who died?" Yes, I always forget that California is so much more casual than NY or NJ.
What's the vote on Coldwater Creek? I sometimes wander through when passing it in the mall but have never bought anything.
I am not into dressing like my kids, been there done that. I have nicer things now, even for leisure. Instead of sweat suit, I have cashmere top/bottoms for at home. I may wear jeans out, but I wear a jacket or nice shirt on top. I am not a casual type of person, so when I go out I like to be put together. Even pool wear, it's not a T shirt over bathing suit. Cut off jeans, casual T-shirt or wife beater shirt would look strange on me.
What's the vote on Coldwater Creek? I sometimes wander through when passing it in the mall but have never bought anything. It all seems sort of too "matched up" if that makes sense.
Dress young - if you can pull it off.