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Women Who Sylvester Stallone Has Dated

Updated January 10, 2020 71.6k views20 items

Famous women who have dated Sylvester Stallone, by most recent with photos when available. If you're wondering "Who has Sylvester Stallone dated?" then you've come to the right place. This list features Sylvester Stallone's ex-girlfriends along with additional information about them, such as when they were born and what their profession is. These women come in all shapes and sizes, but what they all have in common is that they're all women that Sylvester Stallone has either dated or canoodled with. It's not hard to get jealous of these women that Sylvester Stallone has gone out with, so try your hardest to contain your envy.

Since 1997, Sylvester Stallone has been married to wife Jennifer Flavin. Together, they have three daughters: Sophia, Sistene, and Scarlet. His previous wives are Sasha Czack and Brigitte Nielsen. 

List features Sylvester Stallone's exes like Pamela Anderson and Angie Everhart.

This list answers the questions, "What are the names of Sylvester Stallone's ex-girlfriends?" and "Who has Sylvester Stallone linked up with?"

It's not certain whether the people on this list are women that Sylvester Stallone has been intimate with but it's safe to assume that when two adults are going out that some action will inevitably occur. Who has Sylvester Stallone romanced? We can't say for sure but it's most likely all the women on this list.

  • Jennifer Flavin is listed (or ranked) 1 on the list Women Who Sylvester Stallone Has Dated

    Sylvester Stallone has been married to Jennifer Flavin since 1997. Together, they have three daughters: Sophia, Sistene, and Scarlet. 

    Jennifer Flavin Stallone (born August 14, 1968) is a former American model and current entrepreneur and business owner. She is married to actor Sylvester Stallone.... more on Wikipedia
    • Age: 52
    • Birthplace: Los Angeles, California, USA

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  • Angie Everhart is listed (or ranked) 2 on the list Women Who Sylvester Stallone Has Dated
    Photo: Mingle Media / Wikimedia Commons
    In 1995, Sylvester Stallone was in a relationship with Angie Everhart.
    Angela Kay "Angie" Everhart (born September 7, 1969) is an American actress and former model who appeared in several Sports Illustrated Swimsuit Issues in the 1990s and posed nude for Playboy in 2000.... more on Wikipedia
    • Age: 51
    • Birthplace: Akron, Ohio, USA

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  • Andrea Wieser

    Andrea Wieser is listed (or ranked) 3 on the list Women Who Sylvester Stallone Has Dated
    Photo: Towpilot / Wikimedia Commons
    Sylvester Stallone was romantically linked to Andrea Wieser in 1994.
    • Sylvester Stallone and Janice Dickinson were engaged from 1993 - 1994.
      Janice Doreen Dickinson (born February 16, 1955) is an American model, author, actress, television personality, and talent agent. Initially notable as a model, she has been disputably described by herself and others as the first supermodel. One of the most successful models of the 1970s and 1980s, she also served as a judge on four cycles on America's Next Top Model beginning in 2003. She opened a modeling agency in 2005, which was documented in the reality television series The Janice Dickinson Modeling Agency (2006–2008).... more on Wikipedia
      • Age: 65
      • Birthplace: New York City, New York, United States of America

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    PeopleSylvester Stallone