This is irrefutable proof that a grey waistcoat and black dress pants look amazing if you wear them together in a sophisticated getup for a modern guy. A pair of black leather tassel loafers easily bumps up the style factor of your getup. So when summer is fading away and fall is here, you may find this look your favorite. As you head into your 30s, you want to start dressing in a more elegant manner. That's when ensembles like this become very relevant.