Reach for a charcoal houndstooth wool blazer and blue jeans for a hassle-free ensemble that's also put together. Finishing with a pair of dark brown leather loafers is the simplest way to bring a bit of depth to this look. On not-so-bone-chilling days, you can rock this summer-to-fall look and look absolutely awesome. Getups like this help accept this next milestone that is your 40s with class and excitement.