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.
While grabbing lunch with a friend in Beverly Hills on a hot day, Ali Larter sported a preppy ensemble — blue-and-white striped blouse with white cuffed shorts — that she turned cool via knockout accessories. On her neck she wore a colorful bib necklace, on her eyes round tortoise sunglasses, and on her feet tan ankle-strap sandals. Then she threw all her essentials in a tan suede tote bag. Ali's warm-weather getup proves that mixing preppy pieces with nonpreppy accessories is smart. Just pair your striped work blouse with shorts on the weekend, then throw on a statement necklace, chic sandals, and quirky shades to achieve Ali's daytime cool.