Rumors have surfaced that timeless babe Leonardo DiCaprio left a club with 20 women on his arm, which actually sounds... kind of plausible. Let's face it, DiCaprio is constantly riding waves that primarily consist of statuesque blonde beauties. Most of them models, some rumored flings, some confirmed girlfriends. And hey, let's not forget the other two most important women in his life, the ones he's, you know, not involved with romantically.
On the one hand, I have to admit that I'm morally against that kind of philandering, and when I see behavior like that in real life I'm entirely repulsed. On the other hand, it's Leo. I mean...
Let's just indulge ourselves, if only for a moment, and rehash 20 women that are a part of the Leonardo DiCaprio legend, be it footnotes, chapters or long story arcs.
DiCaprio may-or-may-not have de-virginized this stunning blonde supermodel, the first in a series of many. It also may-or-may-not have been, according to Hall, “disappointing.”
They met on the set of The Basketball Diaries, which, having no love for sports, is something I have never watched.
They partied together and may have had a fling in the early ’90s. Can you even imagine?
Queen of the catwalk Campbell was romantically entangled with DiCaprio on a short-term basis, before settling for being platonic yachting buddies years later.
Sadly Jack and Rose ending up together will only remain the stuff of fanfiction, but at least Winslet and DiCaprio have one of the sweetest and most enduring friendships in Hollywood.
Christensen is another model who may have hooked up with DiCaprio Post-Titantic.
They may have had a fling in 1997 while she was still with Bruce Willis. Who am I to judge?
As in, Quincy Jones and Peggy Lipton’s eldest daughter, sister to one Rashida Jones. Allegedly, she and DiCaprio were an item for a time in the late ’90s.
Duh. Before she settled for Tom Brady (who, to my understanding, plays football) she was involved in probably one of his longest-standing relationships.
This, also a pretty long-term relationship on DiCaprio’s part, is a substantial follow-up to Bundchen, no?
The two dated casually for about five months. Then, of course, she ended up with Ryan Reynolds, which I guess is a fair consolation prize.
Yes, a model, and barely a blip on the record. Apparently, her and DiCaprio were friends and had been seen partying together. Then, under the stress of marital issues, her husband committed suicide. People were quick to link those two events, which is unfair to all involved, and a pretty dark chapter in our story.
Plot twist: DiCaprio dates a Victoria’s Secret angel.
Once again, he really wanted to change things up, so he decided to date a tall, blonde lingerie model.
Mama (Irmelin) DiCaprio
I mean, at the end of the day, who did he end up taking to the Oscars?