For an ensemble that's city-style-worthy and casually classic, consider wearing a navy polo neck sweater and navy jeans. For something more on the casual and cool end to round off this look, add a pair of navy and white canvas low top sneakers to your look. A practical illustration of transitional style, this outfit is a staple this spring. Good-looking but also age-appropriate, an ensemble like this will help outshine any of your younger pals.