Consider teaming a navy crew-neck sweater with a white dress shirt if you seek to look seriously stylish without much work. If you don't want to go all out formal, complete this outfit with a pair of grey canvas low top sneakers. So as you can see here, it's a seriously stylish, not to mention season-appropriate, outfit to keep in your transitional wardrobe. Just because you've passed the big six-oh, doesn't mean you can't look trendy, and this combination demonstrates just that.