The list of the Leo’s girlfriends over the last 20 years.
1
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- 1994 – Brittany Daniel
2
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- 1994 – Bridget Hall
3
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- 1995 – Naomi Campbell
4
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- 1995 – Claire Danes
5
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- 1996 – Kristen Zang
6
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- 1997 – Linnea Dietrichson
7
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- 1997 – Helena Christensen
8
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- 1998 – Bijou Philllips
9
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- 1998 – Amber Valletta
10
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- 1998 – Liv Tyler
11
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- 1998 – Eva Herzigova
12
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- 2000 – Gisele Bundchen
13
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- 2005 – Trishelle Cannatella
14
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- 2005 – Sienna Miller
15
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- 2006 – Bar Refaeli
16
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- 2009 – Ashley Roberts
17
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- 2009 – Emma Miller
18
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- 2009 – Anne Vyalitsyna
19
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- 2011 – Blake Lively
20
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- 2011 – Alyce Crawford
21
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- 2011 – Kendal Schuler
22
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- 2011 – Madalina Ghenea
23
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- 2012 – Erin Heatherton