You'll be amazed at how super easy it is for any gentleman to get dressed like this. Just a navy and white horizontal striped crew-neck t-shirt worn with blue jeans. You could perhaps get a bit experimental on the shoe front and complete this outfit with a pair of beige suede desert boots. Nothing like a knockout look to spice up a gloomy fall afternoon. This getup demonstrates that even after 50 your sartorial options are still looking great.