This combination of a white and navy horizontal striped crew-neck t-shirt and navy chinos makes for the perfect foundation for a casually cool look. A pair of black and white canvas low top sneakers is a wonderful idea to complement this ensemble. This one is a viable choice if you're picking out a well-coordinated ensemble for transeasonal weather. This pairing demonstrates that as a 50-year-old man, you still have a wide array of outfit options.