Two years ago I discovered Not Your Daughter's Jeans (NYDJ). They are really comfortable, well-made, and fit middle-age women. I bought two pair of the boot cut jeans (wide-leg, but not bell-bottoms), even though they are about $100 a pop--that's how good they are!
And I was happy with them, except that they look best with a couple-inch heel shoe--pointy-toe. You know that style. In my area a lot of women over-30 (myself included) wear clogs with the boot-cut jeans--less flattering, but we're moms!
Then I went to Europe a few weeks ago. European women (at least in the country of my visit) have fully embraced the jeans tucked in boot style. You know what I mean. On my campus, nearly every single female student is wearing jeans (or black leggings) tucked in Ugg boots or riding boots or rain boots (Hunter brand).
I felt like such a fashion fuddy-duddy. In Europe, I was the only one around (under, say, 65) who hadn’t made the transition. I was bummed, since my boot cut jeans still look almost new. Plus, I thought you had to be skinny to wear this style. But then I saw a lot of average weight women wearing the style.
Long-story short, I went to Nordstrom’s and splurged on a sweater ($68), two pairs of KUT from the Kloth Skinny Stretch Jeans ($69 ea) plus these:
Cole Haan. They were $189. Definitely my most expensive shoe ever (except for ski boots). But I LOOOOOVE them. I wore them 6 days in the first week. They are so comfy. And notice--they are flat. That's the best thing of all--flat shoes are fully back in style. The jeans are great too: less expensive than NYDJ, well-made, and very comfy. And my 5-yr old says they don't make my butt look big.
Until recently, I tended to buy less expensive shoes, say $30 - $50 on sale. But I'd buy several each season. I've started buying one really good, expensive pair of shoes each season. They last several years and they are so much more comfortable.
So, that's how I've rationalized my big Nordstrom shopping extravaganza.