For comfort dressing with a contemporary spin, reach for a gilet and dark brown chinos. Feeling bold today? Change up this outfit by wearing white and navy high top sneakers. Keep this ensemble in your front hall wardrobe when spring arrives, and we guarantee you'll save a ton of time brainstorming for what to wear on more than one occasion. Those who are curious how to wear edgy casual outfits as a teen, this outfit should answer your question.