Taylor Swift arrived at the airport in Sydney to catch a flight back to LA looking preppy-slash-cool in a striped button-down blouse and cognac cropped skinny jeans. The singer finished off her travel ensemble via two-toned oxfords, black Ray-Ban Wayfarers ($150), and her go-to brown Beara Beara messenger bag. Taylor's outfit is the perfect way to dabble with the preppy look without going overboard. Just pair a striped blouse with cropped jeans, oxfords, and a leather messenger bag. Shop similar pieces below, including these 7 For All Mankind jeans ($118, originally $169), to get started.