A red puffer jacket and a black and white print sweatshirt are among those versatile items that have become the absolute essentials in any modern gentleman's arsenal. For something more on the daring side to finish this outfit, introduce a pair of black canvas low top sneakers to the equation. This getup is a pretty great choice, especially for fall, when the mercury is dropping. This combo proves that as a 30-something gent, you have a vast array of outfit options.