Teaming a grey wool suit with a black turtleneck is an on-point option for a smart and elegant look. A pair of black leather oxford shoes immediately amps up the classy factor of any look. There's no better way to spice up a dull fall day than a knockout outfit like this one. As you're transitioning from your 20s to your 30s, you probably want to start dressing like a grown man. If that's the case, ensembles like this are perfect as inspiration.