Loving the way this classic and casual pairing of a pink dress shirt and navy jeans immediately makes men look dapper. Not sure how to finish your ensemble? Finish off with a pair of black leather loafers to bump up the classy factor. So as you can see here, it's a stylish, not to mention spring-appropriate, outfit to have in your seasonal rotation. Overall, a winning option when it comes to dressing ideas for over-50 gentlemen.