You'll be amazed at how easy it is for any guy to get dressed this way. Just a white sweatshirt teamed with skinny jeans. On the shoe front, go for something on the laid-back end of the spectrum and round off your look with a pair of black athletic shoes. As you can see here, this ensemble is a really nice pick, especially for unpredictable fall weather, when the temperatures are dipping. If you're often not sure how to dress in your twenties, this pairing is a vivid example.