Skinny, Flared, Bootcut, Straight, Cropped, Long, Colored. Sometimes it can be difficult to know which jeans to wear when. Here are my personal opinions...
With flats, I really think a skinny jean looks best. A bootcut jean makes the legs look bigger and more planted into the ground.
Flared jeans are great to wear with tops that are tucked in and slim.
Let the jeans be the focal point of the outfit.
Wear a skinny jean with a flowy top, and shoes that you want to show off.