To don an off-duty menswear style with a modern spin, consider pairing a teal cable sweater with a crew-neck t-shirt. Finishing with a pair of black leather chelsea boots is the simplest way to add some extra classiness to this look. So when summer is done and fall is taking its place, you'll find this ensemble to be your everything. So if you're looking for outfit ideas on what to wear well into your 30s, this pairing is a great example.