Women Who Sylvester Stallone Has Dated

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 had been married to wife Jennifer Flavin, but Flavin filed for divorce in 2022. 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
    Photo: Shutterstock.com

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

    Flavin filed for divorce in Palm Beach County, Florida on August 19, 2022, with documents that said the marriage is “irretrievably broken.” Flavin is requesting that whatever they accumulated during their marriage be “equitably distributed” between them, per court documents obtained by Page Six. However, she also alleged that Stallone has “engaged in the intentional dissipation, deplete and/or waste of marital assets,” which has negatively affected the “marital estate.” So she is asking to be “compensated and made whole” by receiving more money than he does from the estate. She also wants exclusive use of their marital home in Palm Beach, Florida, as Stallone is living in their California property. 

    Stallone released a comment on August 24, 2022, saying, “I love my family. We are amicably and privately addressing these personal issues.”

    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.
    • Age: 54
    • Birthplace: Los Angeles, USA, California
  • Angie Everhart
    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.
    • Age: 53
    • Birthplace: Akron, Ohio, USA
  • Andrea Wieser
    Photo: Towpilot / Wikimedia Commons

    Andrea Wieser

    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).
    • Age: 68
    • Birthplace: New York City, New York, United States of America
  • Janine Turner
    Photo: flickr / CC0
    In 1993, Sylvester Stallone dated Janine Turner.
    Janine Turner (born Janine Loraine Gauntt; December 6, 1962) is an American actress best known for her roles as Maggie O'Connell in the television series Northern Exposure, as Jessie Deighan in the feature film Cliffhanger, and as Katie McCoy in Friday Night Lights. She is an author, public speaker and founder and co-chair of Constituting America 2010.
    • Age: 60
    • Birthplace: Lincoln, Nebraska, USA
  • Pamela Behan
    Photo: Wikimedia Commons / CC-BY

    Pamela Behan

    Sylvester Stallone dated Pamela Behan in 1992.