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    • 25 sec
    • Kate Ng
    • Bridget Hall, 1994. DiCaprio (20 at the time) and US model Bridget Hall (then 17) dated at the start of his Hollywood movie career. However, the pair’s relationship has been described as a “fling” and lasted only a brief period of time.
    • Naomi Campbell, 1995. Naomi Campbell attends the 68th Academy Awards, held at the Dorothy Chandler Pavilion in Los Angeles, California, 25th March 1996. (Getty Images)
    • Kristen Zang, 1995-1999. Kristen Zang dated DiCaprio on-and-off for four years when they were both in their early 20s. She wrote an essay for People magazine last year, in which she called out “ageist” headlines about his split from Camila Morrone.
    • Helena Christensen, 1997. Following his extraordinary success with the 1997 classic Titanic, DiCaprio (early twenties) was spotted partying with Danish model Helena Christensen (29 at the time) on a number of occasions.
  2. May 18, 2024 · All About Vittoria Ceretti, Leonardo DiCaprio’s Girlfriend. In August, Leonardo DiCaprio was seen with Italian model Vittoria Ceretti, despite rumors of a potential relationship with model Gigi...

    • 3 min
    • Bridget Hall (1994) Leo had his first public relationship with supermodel Bridget Hall. The two were spotted canoodling in 1994 when they were just teens, though neither ever confirmed the relationship.
    • Naomi Campbell (1995) Naomi Campbell is arguably the biggest name on the list of models Leo dated in the ‘90s. Their relationship, however, was as fabled as it was brief.
    • Kristen Zang (1996 to 1997) A year after breaking up with Naomi, Leo started seeing actress and model Kristen Zang. The two were madly in love and had a lot of common friends, like one big happy family.
    • Amber Valletta (1997) In the colourful saga of Leonardo DiCaprio’s dating history, the chapter on Amber Valletta unfolds in three parts: Leo glimpsed Amber in a magazine, was immediately smitten, and a brief affair followed.
  3. Sep 26, 2022 · Leonardo DiCaprio reportedly dated co-star Brittany Daniel briefly in 1994, according to The Sun. They met while filming 1995's "The Basketball Diaries." Brittany starred alongside her real...

    • Bernadette Roe
  4. Apr 1, 2024 · DiCaprio and Ceretti have been linked romantically since August 2023 after they were first seen spending time together in Santa Barbara, California. In September, the pair were seen spending time...

    • Tommy Mcardle
  5. Toni Garrn (2013-2014) Leo dated the Victoria’s Secret model for 18 months until they broke up in 2014. According to tabloids, Garrn broke it off after Leo was spotted leaving a Miami nightclub ...

  6. Sep 11, 2022 · Leonardo DiCaprio recently split with his girlfriend of several years, Camila Morrone. In the past, the "Titanic" actor has been romantically linked to Gisele Bündchen, Rihanna, and more.