If the setting permits off-duty dressing, you can easily rock a red gingham long sleeve shirt and a white crew-neck t-shirt. Why not add a pair of black suede chelsea boots to this ensemble for an added touch of style? So as you can see here, it's a seriously stylish, not to mention season-appropriate, combination to keep in your transitional rotation. This ensemble illustrates how 20-year-old men kill in the fashion department.