For a foolproof relaxed option, you can never go wrong with this pairing of a black hoodie and red sweatpants. Let your styling chops really shine by finishing off your getup with high top sneakers. As the weather improves, it's time to shed those bulky winter layers and choose a look that's lighter, like this one here. Gentlemen who wonder how to sport modern off-duty outfits in your 30s, this combination should answer your question.