For a look that's street-style-worthy and effortlessly classy, try pairing a trenchcoat with blue jeans. A trendy pair of loafers is an effortless way to punch up this ensemble. When you're having one of those gloomy fall days, sometimes only a cool look like this one can spice it up. This combination illustrates that figuring out how to dress stylishly as you get into your 60s is not that hard.