Tweed suit with ribbon belt detail ($12,500) by Moschino. Opaque leggings ($210) by Fogal and white pumps ($4,500) by Tom Ford for Gucci. Sunglasses ($1,350) and saddlebag ($7,620), both by Christian Dior. Tie ($180), binoculars ($140) and charm bangle with horses ($340), all from the Jockey Club. Watch (price unavailable) by Rolex.