To pull together an off-duty menswear style with a modernized spin, wear a dark brown parka and grey skinny jeans. Hesitant about how to complement this outfit? Finish with a pair of dark brown leather casual boots to polish it off. On not-so-chilly afternoons, wear a variation of this transitional getup and look absolutely amazing. If you frequently wonder how to dress appropriately for your age, this getup is a goofproof option.