All The Women You Forgot Leonardo DiCaprio Dated3 of 13TweetView All3 of 13Moving on up: Helena Christensen After dating Bridget, Leo continued on his mission by dating VS superstar Helena Christensen. The Danish model was the biggest star at the time with the world's cutest boy on her arm. [Photo via @voguedicaprio]3 of 13The Guest ListIs Montauk Part Of The Hamptons? Captain Skip Rudolph Chats Fishing, City People, & Where Locals Really HangHow Comms Guru & Founder Of The PR Net Lisa Smith Put Her Stylish Stamp On The IndustryWho Are The Assoulines? Meet The Chic First Family Of Luxury PublishingWho Is Sarah Hoover? Meet The Fabulous First Lady Of New York's Art SceneOlympia Of Greece On Fashion, Entertaining & More At Home In London
Is Montauk Part Of The Hamptons? Captain Skip Rudolph Chats Fishing, City People, & Where Locals Really Hang