This pairing of a sweatshirt and blue ripped jeans is a safe and very fashionable bet. And if you need to effortlessly dial up your outfit with a pair of shoes, why not rock a pair of desert boots? So as you can see, it's very easy to look dapper and stay cozy when chillier weather arrives, thanks to this ensemble. Outfit inspo like this will help you remain enviously fashionable as you navigate your 20s.