This casual pairing of a tobacco crew-neck sweater and dark brown chinos is very easy to pull together without a second thought, helping you look dapper and prepared for anything without spending a ton of time rummaging through your closet. Infuse some extra elegance into this ensemble by slipping into casual boots. Embracing the colder months is very easy with such combinations as your style inspiration. When it comes to outfit ideas for 50-year-old gentlemen, this getup looks nice on almost any gent.