This pairing of a black crew-neck t-shirt and grey ripped jeans is on the casual side yet it's also stylish and really dapper. Now all you need is a pair of dark brown suede cowboy boots to complement this outfit. As you can see here, this getup is a really smart choice, especially for awkward fall weather, when the mercury is getting lower. Gents wondering how to sport modern casual outfits in your 30s, you have your answer.