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Leonardo DiCaprio’s Impressive List of Beautiful Girlfriends

What is there not to like about Leonardo DiCaprio?! From his stunningly good looks to an amazing acting career that has brought him enormous success, he has it all. DiCaprio has so many redeeming qualities that he can capture the attention of almost any woman he lays his eyes on. Don't just take our word for it, check out his list of girlfriends here!

Toni Garrn

Leo does pretty well for himself in the ladies department. Well, some might say that is an understatement. This girl here is Toni Garrn. She is a super babe and she knows it.

Bridget Hall

Bridget Hall has been linked to this Oscar winner. Both might consider them lucky. Look at Hall here at the beach. She is a supermodel for sure.

Brittany Daniel

Look at those seductive eyes. Who seduced who when her and Leo hooked up? I believe it was a win-win situation. Brittany Daniel and Leo dated after being in the film Basketball Diaries with Leonardo.

Naomi Campbell

Everyone knows who Naomi Campbell is. She is a natural beauty and a well-known supermodel. Campbell and Leo did also date for a time. What a luscious pair they are.

Claire Danes

Claire Danes was and still is a gorgeous girl. She was one of the “it” girls of the 90s. Back in the day she and Leo starred in a move together. The film was the modern version of Romeo and Juliette. The two dated during that time in the 90s.

Kristen Zang

No one has that perfect bone structure like Kristen Zang. Leo definitely knows it, so he went for her. Just look at those cheekbones. She has great eyes too, just like Leo.

Helena Christensen

Helena Christensen, you are killing the viewers here with that photo. She is luscious and seductive lady. Helen seemed to have seduced Leo too. The two dated in the late 90s.

Bijou Phillips

Bijou Phillips is almost perfect! The girl from Connecticut was a well-known model in the 90s and moved on to acting. It was in the late 90s that the two dated.

Amber Valletta

Amber Valletta is beautiful of course. It is safe to say she is also a total sweetheart. It should be no surprise that she modeled for Vogue as early as 18. It should also be no surprise that Leo dated the beauty as well.

Liv Tyler

Liv Tyler is very pretty. Who would have though, being that she is the daughter of rocker Steven Tyler. She went on to have an acting career which has since slowed down. Apparently Leo had some “Sweet Emotions” for her at a time.

Eva Herzigova

Eva Herzigova is a model who is not afraid to bare it all. I guess it did not take long for Leo to take a bite. Who could blame the old chap? The two had an affair in the late 90s.

Gisele Bundchen

Gisele Bundchen is another one on the list. Bundchen dated the actor in the late 90s. They sure do make them beautiful in Brazil. Leo knows it, she is not the only Brazilian Leo has been with.

Trishelle Cannatella

Trishelle Cannatella is one of a few Playboy models on Leo’s list. Seeing that she is more prone to reality shows, she probably is not the brightest bulb on the list. But she sure is hot! The fling did not last long.

Sienna Miller

Sienna Miller has a face that is almost perfect. She is perfect blonde ten. Most people would want to put a ring on it. For Leo on the other hand, this angel was just a fling.

Bar Refaeli

It looks like Leo always goes international. Bar Refaeli a beautiful girl from Israel. A perfect blonde supermodel, so of course the two are linked! The two dated for quite some time in the mid 2000’s.

Ashley Roberts

If you have not figured it out already, Leo likes blonde. It should not be a surprise that he has had Ashley Roberts. It was only brief though. It is understood that the Pussy Cat doll only had a fling.

Anna Vyalitsyna

Anna Vyalitsyna is yet one more blonde on the list. She is perhaps one of the most beautiful. She is Russian model, only in Russia could they mold blondes like that. It seems Leo went after her after seeing her in the Sports Illustrated Swimsuit issue.

Blake Lively

Blake Lively! Just look at that sweet face. With that smile she sure does look lively. It was said to be whirlwind romance. But I suppose it was over too quick for the two. The relationship lasted five months. I guess it is a long time for Leo.

Madalina Ghenea

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Look at the great body on this girl. Looks like Leo got his paw wet with her too. Her name is Madalina Ghenea. Leo and Madalina dated for a time.

Erin Heatherton

Erin Heatherton might just have the perfect body as made evident by this photograph. Just look at those hips! She is a model for Victoria’s Secret and it is no secret why. How great it must be to be Leo, he could more or less spot these ladies in magazines and actually go and meet them. The two have dated for a time but both have since moved on.

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