Effortlessly blurring the line between cool and laid-back, this combination of a bomber jacket and black and white vertical striped sweatpants will likely become your go-to. And if you wish to instantly up your outfit with shoes, complement this look with black brogues. A perfect example of transeasonal style, this look is perfect this spring. If you often wonder how to dress in your late 20s, this getup is a practical illustration.