Marry a crew-neck sweater with a crew-neck t-shirt to achieve a laid-back and cool getup. When not sure about what to wear when it comes to footwear, stick to white and navy low top sneakers. As you can imagine, this is a kick-ass option come warmer weather. Those who are dubious whether you can still wear edgy casual outfits as you step into your 50s, this combo should answer your question.