Leonardo DiCaprio’s complete romantic history

Leo and Bridget Hall dated from May 1994. The two teens at the time had been spotted out and about in New York City. It was rumored that Bridget broke it off with Leo after a disappointing night of rigorous activity together.

Leo dated Brittany Daniel briefly in 1994. It is rumored that she seduced him on set of the film Basketball Diaries.

Leo and English model Naomi Campbell’s fling didn’t last long when they dated in 1995, but all wasn’t lost, proving to be better friends than lovers they can regularly be seen holidaying, and hanging out together.

Leo dated model Kristen Zang for 15 months in 1996 before he skyrocketed to fame from his role in Titanic. The two broke up in 1998 because Kristen was sick of his immature behavior.

Leo reportedly had a fling with Actress Natasha Henstridge in 1997

Leo’s reputation as being a modeliser was reinforced when he dated Helena Christensen in 1997.

Who says love at first sight isn’t a thing? When Leo saw Amber Valletta in a magazine in 1998 he had his people track her down and organised for them to meet.

Leo continued with his stream of models in 1998 having a one month affair with Victoria’s Secret Model Eva Herzigova while she was still married to Bon Jovi drummer, Tico Torres.

Leo and Brazilian model Gisele Bundchen were together for five years from 2000 – one of Leo’s longest relationships yet. The two broke it off in 2005 on good terms.

In 2005 Leo begun casually seeing Bar Refaeli who shared his passion for activism. They dated on and off for six years.

Leo dated Russian beauty (and Victoria’s Secret model) Anne Vyalitsyna in 2009, during his 6 month break from Bar Refaeli.

In 2011 Leo took a break from his queens of the runway and dated actress Blake Lively. The relationship lasted 5 months before Leo moved on to models again and Blake found actor Ryan Reynolds.

Leo met Victoria’s Secret model Erin Heatherton in 2011. The two couldn’t keep up with each others crazy scheduled and separated a year later in 2012.

Leo and Miranda Kerr were spotted together in 2012 after her split from Orlando Bloom.

In 2013 Leo dated former 2012 Miss Caieiras Beauty Queen, Kat Torres.

Leo and 24 year old Victoria’s Secret Model Toni Garnn dated in 2013. The relationship lasted a year, until Leo got bored and moved on in 2014.

Leo dated Sports Illustrated model Kelly Rohrbach in the spring of 2015, there were rumors of engagement circulating but in the end things didn’t last and they broke up in early 2016.

Leo and pop sensation Rihanna have been igniting dating rumors since 2015 after being seen together in a Paris night club

It seems Leo has found love with his current girlfriend 24-year-old Sports Illustrated Model, Nina Agdal, who he has been dating for nearly a year now. It is believed things kicked off for the pair when they attended the Cannes Film Festival together.