Right after his problematic relationship with Alesia Riabenkova, DiCaprio moved on to date Toni Garrn, the German-born Calvin Klein model, Hollywood actress, and self-titled humanitarian. Garrn worked with both Calvin Klein and Victoria’s Secret and even acted in a couple of films. She became an ambassador for Plan International’s global “Because I am a Girl” campaign, whose goal is to help eliminate gender inequality worldwide. She also founded the Toni Garrn Foundation, which seeks to help women’s rights and advocate for gender equality.
DiCaprio and Garrn dated on and off through 2013 and 2014. Perhaps this was the actor’s way of filling the void left by his former girlfriend, Bar Refaeli, who happens to look very similar to Garrn. Leo and Toni didn’t quite manage to make things stick and left the on-and-off relationship, which lasted for about a year. In a stunning turn of events, Leo was seen in 2017 walking hand in hand again with Garrn, as the two presumably got back together for a short time before splitting up again. You can really tell the look of pride on Toni Garrn’s face as she took the bachelor out for a walk. She was grinning from side to side while he held his head down in shame. The model has over 1.5 million Instagram followers, and it seems her modeling career will only get better for her from now on.
Kat Torres
After his relationship with Brazilian supermodel Gisele Bündchen ended in 2013, Dicaprio dated Kat Torres, another Brazilian model who was more than happy to share details about their romance with the world. Torres became a model when she was just seven years old and turned it into her full-time career at age 14. She's an avid supporter of animal rights and environmental protection and donates much of her income to organizations such as the WWF, Greenpeace, PETA, Care2, and ASPCA. She currently lives in Los Angeles and considers herself a businesswoman, writer, entrepreneur, and philanthropist.
Kat Torres offers life coaching at affordable rates on her website, where you can presumably ask Torres about her short-lived romance with DiCaprio. Kat also has her own YouTube channel with over 350,000 subscribers, where she has shared many self-help tips and vlogs in her native language. She looks like she has a very interesting and successful career ahead of her, although her potential for a future with Leonardo DiCaprio is appearing slimmer by the day.
Alesia Riabenkova
When you date a lot of women, especially those who come from the glamorized entertainment industry of Hollywood acting and modeling, you're bound to stumble on some wacky women. Alesia Riabenkova may not be crazy, but she certainly has a lot of drama surrounding her. This ex of Leonardo Dicaprio was also the girlfriend of Gerard Butler at one time.
Alesia Riabenkova has been involved in some controversy over the years. It's a good thing DiCaprio dated her before allegations ever emerged, as he has been quite clear of any controversy despite dating so many women. The Latvian-born model will probably not see a lot of work from Hollywood in the coming years, mostly because fashion companies tend to stay away from women who are considered "troubled." It’s not a surprise then that the DiCaprio-Riabenkova relationship was nothing but a short blip on the iconic actor’s romantic resume.
Katie Cleary
Katie Cleary considers herself a model, actress, philanthropist, and filmmaker, and spends much of her time helping improve animal welfare. It seems that the philanthropist part might not be so accurate, as it literally means "lover of people." Apparently, the celebrity was caught getting herself all nice and cozy with Leonardo DiCaprio at the Cannes 2014 festival while she was still married to her then-husband, Andrew Stern. It has been rumored that she also had some fun with "Entourage" star Adrian Grenier at that same event. This and probably many other events resulted in her husband, Stern, committing suicide mere weeks after the event.
Cleary ended up receiving exactly nothing in inheritance from her husband's estate, which all went to her late husband's parents. Katie runs an animal charity, and the two (Leo and Katie) probably got together over their shared passion for the environment and animal rights. Still, perhaps it would have been better to also think of the rights and needs of those closest to her. After the whole tragedy had run its course, the actress continued her life as usual and is currently working as a Netflix producer. Clearly also founded World Animals News, a website that shares all the latest in animal updates worldwide.
Demi Moore
Young Demi Moore was considered one of the hotties of Hollywood back in the '80s and married stars such as Freddy Moore, Bruce Willis, and even Ashton Kutcher. All of the successful actresses' marriages dissolved after 3 to 6 years, and DiCaprio just happened to be somewhere in between Willis and Kutcher. The then-young actor met with Demi Moore for a few late-night dates, and in a picture that looks like something from a movie scene (it was captured just after the actress finished filming “G.I. Jane” where she shaved her hair), DiCaprio was clearly looking a bit uncomfortable and perhaps even in pain, as he wasn't used to dating women older than him, especially those without long blonde hair.
This cougar didn't manage to catch DiCaprio, and the two dissolved about as quickly as the foams in their late-night lattes. Moore was considered quite a big-time actress in the '80s and '90s and went on to break many records, including being the highest-paid actress in history when she received $12.5 million for her role in the 1996 black comedy "Striptease." She then acted in various films, including "G.I. Jane," "Charlie's Angels: Full Throttle," "Margin Call," and many more, although nothing managed to top her fame from the '90s, which was certainly her best decade. Since then, the actress has focused much of her time on supporting charities and doing work to promote animal rights, and attempting to disrupt child trafficking.