An olive sweatshirt and black jeans are amazing menswear must-haves that will integrate well within your daily casual collection. If you feel like dialing it up a bit, add a pair of derby shoes to the mix. As you can see, it's very easy to look dapper and stay toasty come cooler weather, all thanks to getups like this. This outfit should clear any doubts you had about wearing dressier clothes in your mid-20s.