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Kate Upton
From 2013 to 2013 (Rumored Encounter)
Diana Bianchi
From 2008 to 2008 (Relationship)
Cameron Diaz
From 2008 to 2008 (Encounter)
Aubrey O'Day
From 2007 to 2007 (Rumored Relationship)
Sienna Miller
From 2007 to 2007 (Encounter)
Penélope Cruz
From 2007 to 2007 ()
Noémie Lenoir
From 2007 to 2007 (Encounter)
Cassie Ventura
From 2006 to 2006 (Relationship)
Claudia Jordan
From 2006 to 2006 (Encounter)
Naomi Campbell
From 2002 to 2002 (Relationship)
Alicia Douvall
From 2002 to 2002 (Encounter)
Sky Nellor
From 2002 to 2002 (Rumored Relationship)
Emma Heming
From 2001 to 2001 (Relationship)
Jennifer Lopez
From 1999 to 1901 (Relationship)
Kim Porter
From 1994 to 1907 (Relationship)
Sarah Chapman
From 1993 to 1909 (Relationship)
Misa Hylton-Brim
From 1992 to 1995 (Relationship)
Salli Richardson-Whitfield
From 1990 to 1991 (Relationship)
Karrine Steffans
(Encounter)
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