If you feel more confident in practical clothes, you'll like this laid-back pairing of a tan fleece zip sweater and a white and black horizontal striped crew-neck t-shirt. You can take a dressier approach with shoes and complete this getup with a pair of brown suede loafers. When it comes to dressing for autumn, nothing beats a cool combination that transitions easily between seasons. That's the style for a gent over 30 to convey you've got what it takes to go places.