This look with a varsity jacket and sweatpants isn't super hard to pull off and is open to more experimentation. For something more on the classy end to finish off this outfit, add white and green leather low top sneakers to the equation. So if you're in search of an ensemble that's dapper but also feels entirely season-appropriate, you found it. Perfect to portray that even as a 20-something gentleman you're confident enough to make your own style choices.