A grey plaid double breasted blazer and black dress pants are absolute must-haves if you're planning a dapper wardrobe that matches up to the highest menswear standards. Black leather chelsea boots are an effortless way to add a sense of stylish effortlessness to this ensemble. Well into your 30s, you probably want to start dressing like an adult. If that's the case, outfits like this prove useful as a source of inspiration.