Consider wearing a white and black horizontal striped crew-neck t-shirt and charcoal chinos to achieve an incredibly dapper and modern-looking relaxed casual ensemble. Finishing off with a pair of black leather desert boots is the most effective way to bring a bit of depth to this outfit. Rest assured, this ensemble will keep you comfortable as well as looking stylish in this in-between weather. Gentlemen wondering how to sport modern off-duty outfits as you make your way through your teen years, this ensemble should answer your question.