A red and black gingham long sleeve shirt and black skinny jeans are a modern casual pairing that every modern man should have in his casual rotation. Want to go all out when it comes to footwear? Complete this getup with black suede chelsea boots. As the weather starts getting warmer, it's time to get rid of those heavy winter gear and choose a look that's lighter, like this one here. This pairing illustrates how to dress well and look good as you work your way through your 20s.