Leonardo DiCaprioHookup (1997) REF
Lindsay Lohan
Paris Hilton
Naomi Campbell
Kate Moss
Kendra Jade
Rihanna
Demi Moore
Heather Graham
Helena Christensen
Rachel Hunter
Carmen Electra
Sienna Miller
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Emma Bunton
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Anne Vyalitsyna
Claire Danes
Sara Foster
Miranda Kerr
Barbara Palvin
Katie Cleary
Tobey Maguire
Monica Hansen
Virginie LeDoyen
Blake Lively
Laura Whitmore
Vanessa
Kristen Zang
Amber Valletta
Carmen Kass
Kidada Jones
Natalie Denning
Ashley Roberts
Margarita Gauchet
Nina Agdal
Linnea Dietrichson
Erin Heatherton
Alesia Riabenkova
Toni Garrn
Tawney Sablan
Vanessa Hayden
Eva Herzigova
Kelly Rohrbach
Cassie Amato
Roxy Horner
Georgia Fowler
Ela Kawalec
Kendal Lee Schuler
Cecilia Garcia
Carla Paneka
Karen Butler
Alyce Crawford
Kendal Schuler
Simone Holtznagel
Chelsey Weimar
Paige Watkins
Lorena Rae
Stephen DorffDated (1994-1995) REF
Pamela Anderson
Jennifer Love Hewitt
Sarah Nicole Harding
May Andersen
Milla Jovovich
Reese Witherspoon
Rachel Stevens
Katharina Damm
Marimar Vega
Courtney Wagner
Tami Donaldson
Nicolle Radzivil
Lela Star
Georgina Grenville
Benicio Del ToroDated () REF
Kimberly Stewart
Scarlett Johansson
Sophie Dahl
Valeria Golino
Chiara Mastroianni
Claire Forlani
Catherine Keener
Kenneth BranaghHookup (1998-1999) REF
Joely Richardson
Helena Bonham Carter
Emma Thompson
Lindsay Brunnock
Adam SandlerDated (1996) REF
Alycen Rowse
Margaret Ruden
Jacqueline Titone
Christopher JareckiMarried (1997) REF
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