I don't have many rules for what I wear... but two things I consistently ask myself when I am out shopping or getting ready in the morning are: Do I like this? and Am I comfortable in this? (And I don't wear white pants/shoes, madras, or seersucker after Labor Day...)
Other than that, everything is pretty much fair game as long as it fits the "I like this" and "I'm comfortable in this" criterion.
I know that a lot of people don't consider leggings as pants, but I'm completely okay with it. In fact, I generally wear a pair of leggings at least once a week. I think they look cute with riding boots and even cute little flats (if it's not freezing out).
My go-to is to pair the leggings with an oversized sweater that is loose and gives a little bit more coverage (if you know what I mean!). I also really like wearing leggings with longer tunic-like button ups! On the weekends, I've even been known to wear my little Audrey-inspired outfit. (Actually, I call it my ninja outfit, but Audrey sounds way better!) Whenever I'm running errands, I always have on a long coat and scarf so no one even sees what sweater I'm wearing. It's a chic little outfit that takes absolutely zero effort. Hello, major win-win.
Don't be surprised if you see me walking around the Upper East Side wearing this exact same outfit!
Similar coat from J. Crew | LOFT Leggings | Similar Stubbs & Wootton
I'm not kidding when I say that this is my go-to weekend outfit!!! Perfect for fighting the crowds at the grocery store, doing laundry, and catching up on to-do lists.
If leggings aren't really your thing, but you want the same look, try these ponte pants. They're same shape and style (i.e. very slimming!) as leggings, but they're made of a much thicker material. You may feel more comfortable in them.
Shop my favorite leggings using the widget below!!
Where do you fall on the leggings as pants debate?