This laid-back pairing of a bomber jacket and black skinny jeans is extremely easy to put together without a second thought, helping you look on-trend and ready for anything without spending too much time digging through your closet. Complement this ensemble with a pair of black derby shoes to instantly switch up the outfit. Rest assured, this getup will keep you cozy as well as looking dapper in this unpredictable fall weather. Wondering how to nail casual looks as you cruise through your 20s? This combo is a practical example.