A navy vertical striped blazer and charcoal dress pants are absolute mainstays if you're figuring out a stylish wardrobe that holds to the highest menswear standards. Clueless about how to finish? Add silver leather slip-on sneakers to the mix to mix things up a bit. This one is a wonderful idea when it comes to a killer look that transitions easily into fall. If you're frequently worried about dressing appropriately for your age, this outfit is a surefire option.