Taylor Swift may be soaking up the sunshine in the Caribbean with One Direction’s Harry Styles, but when the songstress isn’t relaxing oceanside in her beachwear, she can be seen pounding the pavement in her burgundy Ralph Lauren Quintessa Velvet Loafers (a leftover from dating a Kennedy, perhaps?). Check out the way the singer-songwriter styles (ha!) the menswear-inspired preppy footwear.