Advertisement
Slideshow will continue in seconds. Click to skip
Skinny Leg
Under $300
Because this super slim cut tucks right into boots, it was the first shape I used to transition my winter wardrobe to spring. Come warmer weather, I suggest rolling the cuffs over beat up sneakers. Click through to shop this style for every budget.
Skinny Leg
Under $200
Skinny Leg
Under $100
Straight Leg
Under $300
This works with everything my skinnier style does, but has a little more breathing room in the legs. Since it's such a classic style, I like to pair it with equally timeless shoes, like ballet flats or ankle boots. Click through to shop this style for every budget.
Straight Leg
Under $200
Straight Leg
Under $100
Flares
Under $300
Always make sure the shoe is chunky—pointy-toes and stilettos will read Hollywood circa 2003 in a very bad way. I like to wear something a little preppy up top, like a striped tee or cable knit sweater, to avoid any sort of boho cliché. Click through to shop this style for every budget now.
Flares
Under $200
Flares
Under $100
Boyfriend Fit
Under $300
A slouchy cut in faded material can read sloppy if you don't take care with the rest of your outfit. Pair it with tailored boyfriend-y pieces, like a fitted blazer and brogues. Click through to shop this style for every budget.
Boyfriend Fit
Under $200
Boyfriend Fit
Under $100