A harrington jacket and grey wool dress pants are absolute wardrobe heroes if you're figuring out a classy closet that matches up to the highest menswear standards. Put a more casual spin on your ensemble by wearing a pair of beige low top sneakers. Seeing as the weather is getting chillier every day, this getup appears a viable pick for the transitional season. This ensemble demonstrates that as a 30-something guy, you have a wide range of outfit options.