Hi...long time reader-first time poster. I'm so trying to step up my look...I'm 47, a pear and a fashion klutz.

Anyway, I just splurged and bought my first pair of high end denim. Paige Skyline, bootcut. Two questions for you....

1. I love them but am wondering how much they'll stretch. One size fits like a glove, one size smaller I can barely squeeze into. But every pair of jean I buy ends up STRETCHING so I want to make sure.

2. I can't fit boots (Frye's -- another splurge) under them because the boots are too wide in the calf and bulge out. Do I wear flats? Or go with straight legs?

College reunion in a week -- must look good!