Leonardo DiCaprio was seen walking the New York streets with the then 23-year-old German model Lorena Rae. This beauty was somewhat of a departure from his usual list of blondes, but not so different. In fact, the differences end with her being a brunette. They apparently started dating somewhere around August 2017, but the romance didn’t last long. Leo was also seen wooing his ex-girlfriend, Toni Garrn, who’s also a model of German descent. It’s no wonder that his relationships don’t last for more than a few weeks — because when you’re Leonardo DiCaprio, why settle for one model when you can go for two?
Lorena Rae was born in Diepholz, Germany, and learned to speak English by watching American TV shows like “Gossip Girl” (starring Leo’s other flame – Blake Lively). She began modeling in her twenties and has since worked for various agencies, including The Lions, Boss Models, Unique Models, PMA, and Dulcedo Management. Her most famous act to date was walking in the Victoria’s Secret Fashion Show in 2018.
Ella Ross
After DiCaprio split up with model Nina Agdal, he was looking for a new partner to spend his nights with. The actor found that partner in another model, Ella Ross. The two were spotted in a celebrity hotspot called Venue while the star was hanging out with his longtime friend Tobey Maguire. According to a source, DiCaprio and Ross were seen "talking and dancing together for a while," the source said, “It looked rather cozy, and they seemed pretty interested in each other.”
Ross was just coming out of a relationship with reality star Scott Disick when she was spotted getting jiggy with Leonardo DiCaprio on the dance floor. This just goes to show that according to the dramatic affairs in which DiCaprio often finds himself, he's obviously not afraid of a little competition.
Victoria Robinson
Leonardo DiCaprio also had a fling with the then-23-year-old Victoria Lee Robinson while he was 41 years old. That's almost twice her age! The two were seen leaving a party together at Justin Bieber's place in the Spring of 2016, which raises the question — what was DiCaprio doing at a Justin Bieber party!?
All jokes aside, the two were starting to look like a hot item together, but as luck would have it, the inevitable came, and their fling was over within a few short weeks. Victoria Lee Robinson is a fairly unknown model from Los Angeles. She has an Instagram following of just over 150,000 followers and works for Chic Model Management.
Kristen Zang
One of the more interesting love interests that DiCaprio has dated over the years was model and actress Kristen Zang. At the time, he was just 23 years old and still new to Hollywood, as the actor was yet to find his rise to fame through Titanic. He invited her to his premiere of "Romeo + Juliet" and looked truly happy to be with her. Unfortunately, Zang is known as one of the only women alive who didn't want Leo and reportedly broke up with him due to his immaturity, telling him that he needed to “grow up.” Leonardo clearly didn’t take that advice seriously, at least not when it comes to dating, and some speculate that she is one of the main reasons that the actor has stayed a bachelor, dating blonde actresses and models for all these years.
Perhaps if she had stayed with him, there would still be hope when it came to locking this party boy down. Nowadays, the actor never looks this happy on dates, as you rarely even see his teeth in a smile when he's out on one of his dates. The two looked truly happy together, and that only leaves you wondering — what would their lives look like right now if this 15-month relationship had actually stood the test of time?
Bridget Hall
Another one of the superstar's young romances occurred when he was just twenty years old. Bridget Hall was apparently the first model that DiCaprio has ever dated, which means that she might be the one who gave him his original appetite for Victoria's Secret models like her. This beautiful blonde was seen attending an event with the young and upcoming DiCaprio, back when he still had his childhood innocence and quirky-happy look. The two attended several events together in 1994 and always looked extremely happy and like they had a really good thing going.
Hall's modeling agency denied any relationship between the two, which, based on the pictures, looks like a complete fabrication.