The cool off-duty menswear style translates here to a crew-neck t-shirt and navy ripped skinny jeans. If you wish to effortlessly up the ante of this outfit with one piece, add a pair of casual boots to the equation. When you're having one of those gloomy autumn days, sometimes only a killer look like this one can brighten things up. Now that's a fun outfit that's guaranteed to make you stand out among other 50-something gents.