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Who is Sylvester Stallone dating right now?

Sylvester Stallone is married to Jennifer Flavin.
Jennifer Flavin
  • Commenced Dating: August 1988
  • Date Engaged: January 1996
  • Date Married: 17 May 1997
View Relationship
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Sylvester Stallone dating history powered by Who's Dated Who

Sylvester Stallone Dating History

Relationship info powered by: WhosDatedWho.com
  •  Married
  •  Relationship
  •  "Encounter"
  • 26
    Angie Everhart and Sylvester Stallone
     28      16

    Angie Everhart

     Virgo Virgo
    Angie Everhart and Sylvester Stallone 1995
    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]
  • 25
    Andrea Wieser and Sylvester Stallone
     11      22
    Andrea Wieser and Sylvester Stallone September 1994
    Improbable, because Stallone was then dating Austrian model Andrea Wieser, 22, while Everhart was still getting over her recently broken engagement to a Lebanese businessman. [more]
  • 24
    Sylvester Stallone and Caroline Stanbury
     8      13

    Caroline Stanbury

     Sagittarius Sagittarius
    Sylvester Stallone and Caroline Stanbury 1994 RUMOR
    "Caroline was one of the most sought after girls on the London scene. At 18 she briefly dated Hollywood star Stallone when he was in London for an extended stay in 1994. But the relationship never lasted." [more]
  • 23
    Janice Dickinson and Sylvester Stallone
     42      17

    Janice Dickinson

     Aquarius Aquarius
    Janice Dickinson and Sylvester Stallone December 1993 - July 1994
    She was the fiancée of Sylvester Stallone from December 1993 to July 1994. Sly thought that he was the father of her daughter Savannah, but when he discovered the truth, that the real father of girl was Michael Birnbaum, he left her. [more]
  • 22
    Sylvester Stallone and Janine Turner
     36      17

    Janine Turner

     Sagittarius Sagittarius
    Sylvester Stallone and Janine Turner 1993
    People Magazine interview 2004 "A devout Christian and staunch Republican, Turner performs in church Christmas plays, doesn't keep alcohol in the house and avoids the dating scene, even though she was once engaged to Alec Baldwin and dated Mikhail Baryshnikov and Sylvester Stallone. "Fame ... [more]
  • 21
    Sylvester Stallone and Pamela Behan
     11      12

    Pamela Behan

     Scorpio Scorpio
    Sylvester Stallone and Pamela Behan 1992
    Behan dated friend of the Kardashian clan, Sylvester Stallone. The “Rocky” star was as sexy in real life as on the big screen. “I watched him arrive from behind a curtain,” Behan said. “He was sporting a Hawaiian shirt and some very tight jeans. With his bronzed skin, ... [more]
  • 20
    Peggy Trentini and Sylvester Stallone
     8      13

    Peggy Trentini

     Cancer Cancer
    Peggy Trentini and Sylvester Stallone 1991 - 1992
    Template:IMDb only [more]
  • 19
    Pamela Anderson and Sylvester Stallone
     26      6

    Pamela Anderson

     Cancer Cancer
    Pamela Anderson and Sylvester Stallone 1989
    Pamela Denise Anderson (born July 1, 1967) is a Canadian American actress and model. Anderson is best known for her roles on the television series Home Improvement, Baywatch and V.I.P. after rising to fame as Playmate of the Month for Playboy magazine in February 1990. Anderson had also appeared in films such as Raw Justice (1994), Barb Wire (1996) and Blonde and Blonder (2008) and was inducted into Canada's Walk of Fame in 2006. [more]
  • 18
    Sylvester Stallone and Kim Andrea
     6      12
    Sylvester Stallone and Kim Andrea October 1988
    One of the many women Sly dated after his split from Brigitte Nielsen. Model Kim was his date to the 1988 Gourmet Gala Benefit for March of Dimes Birth Defects Foundation at Waldorf Hotel in New York City. [more]
  • 17
    Jennifer Flavin and Sylvester Stallone
     148      8
    Jennifer Flavin and Sylvester Stallone August 1988
    (17 May 1997 - present) 3 children Jennifer met Sylvester Stallone at a restaurant in Beverly Hills, 1988 when she was 19. They were engaged in January of 1996 and were married on May 17th, 1997 in a civil ceremony at The Dorchester Hotel in London, England followed by a chapel ceremony at Blenheim ... [more]
  • 16
    Sylvester Stallone and Alannah Stewartt
     7      8

    Alana Stewart

     Taurus Taurus
    Sylvester Stallone and Alannah Stewartt May 1988 RUMOR
    As for Stallone, Guest obviously meets his main requirement—the right hair color. For Sly, this is simply a case of the blond leading the blonds. There was his fair-haired first wife, Sasha, Susan Anton, second wife Brigitte Nielsen, model Kathy Lyn Davis, Alana Stewart and now Cornelia Guest ... [more]
  • 15
    Sylvester Stallone and Vanna White
     20      11

    Vanna White

     Aquarius Aquarius
    Sylvester Stallone and Vanna White April 1988
    Had a brief fling in 1988. Vanna was Stallone's date to the White House Correspondent's Dinner. [more]
  • 14
    Sylvester Stallone and Dena Goodmanson
     6      12
    Sylvester Stallone and Dena Goodmanson February 1988
    From the Lewiston Journal, March 7 1988: "Cornelia Guest is high-tailing it to the West Coast this weekend - and none too soon. While she was in New York this week doing New York type things, Sylvester Stallone had this pulchritudinous, red-haired beauty on his arm Wednesday night at a Los Angeles ... [more]
  • 13
    Sylvester Stallone and Cornelia Guest
     5      12

    Cornelia Guest

     Sagittarius Sagittarius
    Sylvester Stallone and Cornelia Guest 1987 - March 1988
    In fact, it was polo that chucked them together. After meeting at a party last summer, soon after Stallone filed for divorce from Nielsen, Guest took a tour of the tack room at his polo field. She was surprised to find a picture of her father on his wall. He was surprised that the guy was her father ... [more]
  • 12
    Brigitte Nielsen and Sylvester Stallone
     88      22

    Brigitte Nielsen

     Cancer Cancer
    Brigitte Nielsen and Sylvester Stallone July 1985 - July 1987
    (15 December 1985 - 13 July 1987) (divorced) "Nielsen allegedly met Stallone, her second and most famous husband, by sending him a nude photograph of herself to Stallone's hotel room. Shortly thereafter, she was cast in Rocky IV, as Ludmilla Vobet Drago, the wife of Russian boxer Ivan Drago ... [more]
  • 11
    Sylvester Stallone and Mary Hart
     9      14

    Mary Hart

     Scorpio Scorpio
    Sylvester Stallone and Mary Hart 1985 RUMOR
    Mary Hart (born November 8, 1950) is an American television personality and was the long-running host of the syndicated gossip and entertainment round-up program Entertainment Tonight from 1982 to 2011, which is the longest running entertainment magazine show of all time. She was also Miss South Dakota 1970. [more]
  • 10
    Sylvester Stallone and Susan Anton
     16      12

    Susan Anton

     Libra Libra
    Sylvester Stallone and Susan Anton October 1979 - March 1980
    Susan Ellen Anton (born October 12, 1950) is an American actress and singer. [more]
  • 9
    Sylvester Stallone and Tessa Hewitt
     3      13
    Sylvester Stallone and Tessa Hewitt 1979
    "Tessa enjoyed her share of male attention - including an approach from Rocky star Sylvester Stallone: "I went to Tramp nightclub one night and Stallone was there surrounded by all his bodyguards," she says. "One of them came up to me and said that he really wanted to have a drink ... [more]
  • 8
    Joyce Ingalls and Sylvester Stallone
     4      12

    Joyce Ingalls

     Capricorn Capricorn
    Joyce Ingalls and Sylvester Stallone November 1977 - March 1978
    "In front of a we-told-you-so movie community, the Italian Stallion swaggered off into a crazy time of self-importance. He left Sasha, his through-thin-and-thick mate of eight years (three his wife), for a fling with Joyce Ingalls, the 26-year-old co-star of his forthcoming Paradise Alley. Earlier ... [more]
  • 7
    Sasha Czack and Sylvester Stallone
     63      10

    Sasha Czack

     Cancer Cancer
    Sasha Czack and Sylvester Stallone May 1973 - February 1985
    (28 December 1974 - 14 February 1985) (divorced) 2 children At age 28, on December 28, 1974, he married Sasha Czack from Pennsylvania. The couple had two sons, Sage Moonblood (May 5, 1976 – July 2012) and Seargeoh (May 17, 1979). His younger son was diagnosed with autism at an early age. The couple ... [more]
  • 6
    Sylvester Stallone and Julie Benz
     7      12

    Julie Benz

     Taurus Taurus
    Sylvester Stallone and Julie Benz unknown date RUMOR
    Julie Marie Benz (born May 1, 1972) is an American actress, best known for her roles as Darla on Buffy the Vampire Slayer and Angel (1997–2004) and Rita Bennett on Dexter (2006–2010), for which she won the 2006 Satellite Award for Best Supporting Actress and the 2009 Saturn Award for Best Supporting Actress. She has also starred on the series Roswell (1999–2000), Desperate Housewives (2010), No Ordinary Family (2010–2011), A Gifted Man (2011–2012), Defiance (2013–2015), and Hawaii Five-0 (2015–p ... [more]
  • 5
    Jami Gertz and Sylvester Stallone
     17      7

    Jami Gertz

     Scorpio Scorpio
    Jami Gertz and Sylvester Stallone unknown date RUMOR
    Jami Beth Gertz (born October 28, 1965) is an American actress. Gertz is known for her early roles in the films Sixteen Candles, Crossroads, The Lost Boys, Less Than Zero and Quicksilver, the 1980s TV series Square Pegs with Sarah Jessica Parker, and 1996's Twister, as well as for her roles as Judy Miller in the CBS sitcom Still Standing, and as Debbie Weaver in the ABC sitcom The Neighbors. [more]
  • 4
    Naomi Campbell and Sylvester Stallone
     26      24

    Naomi Campbell

     Gemini Gemini
    Naomi Campbell and Sylvester Stallone unknown date
    Naomi Elaine Campbell (born 22 May 1970) is an English model, actress and singer. Recruited at the age of 15, she established herself amongst the most recognizable and in-demand models of the late 1980s and the 1990s, and was one of six models of her generation declared supermodels by the fashion industry. [more]
  • 3
    Maryam d'Abo and Sylvester Stallone
     6      9

    Maryam d'Abo

     Capricorn Capricorn
    Maryam d'Abo and Sylvester Stallone unknown date RUMOR
    Maryam d'Abo (born 27 December 1960) is an English film and television actress, best known as Bond girl Kara Milovy in the 1987 James Bond film The Living Daylights. [more]
  • 2
    Tamara Beckwith and Sylvester Stallone
     6      11

    Tamara Beckwith

     Aries Aries
    Tamara Beckwith and Sylvester Stallone unknown date RUMOR
    Tamara Beckwith (born 17 April 1970) is an English celebrity. [more]
  • 1
    Jennifer Peace and Sylvester Stallone
     3      14

    Jennifer Peace

     Sagittarius Sagittarius
    Jennifer Peace and Sylvester Stallone unknown date
    Star Info: "A petite and perky brunette, Devon has all but lost her soft Southern accent while retaining all her Southern charm. Her name popped up in the news in `94 when she claimed to have heard a damning admission from A.C. Cowlings relative to the O.J. Simpson murder case. She`s a star f**ker with a mouth that roars, so celebrities are advised to watch out for her! Her obvious love of women had a lot of people thinking she might be gay, but in truth there is nothing this lady loves more ... [more]
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