Make a grey horizontal striped crew-neck t-shirt and black jeans your outfit choice for relaxed dressing with an edgy twist. For extra style points, add a pair of black leather low top sneakers to the mix. Seeing as it is getting colder with each day, this ensemble is a smart option for the time in between seasons. Men wondering how to pull off edgy off-duty outfits as you mature into your 30s, this combination should answer your question.