For a laid-back and cool ensemble, pair a multi colored short sleeve shirt with skinny jeans — these two items go really cool together. You could perhaps get a little creative when it comes to footwear and add a pair of black leather brogue boots to the mix. When leaves are falling down and temps are falling, you'll appreciate how great this getup is for transeasonal weather. Guys who wonder how to wear modern off-duty style as you step into your 30s, this combination should answer your question.