Such essentials as a tan trenchcoat and a windbreaker are the ideal way to introduce a dash of rugged elegance into your off-duty lineup. To give your overall outfit a more laid-back feel, why not add a pair of black athletic shoes to the mix? A good illustration of transitional fashion, this ensemble is ideal come warmer weather. If you're often not sure how to dress maturely but also look fashionable, this outfit is a surefire option.