Entertainment 14 Times Leonardo DiCaprio Was as Cool as You Hope He'd Be  

Jessica Lawshe
904 votes 207 voters 16k views 14 items

List Rules Vote up the best stories of Leo being the awesome guy you always thought he was.

The world has loved Leonardo DiCaprio ever since we saw him clinging to that door in Titanic. Since then, he's proven time and time again that he's one of the most awesome celebrities in Hollywood. Just check out this list of all the times Leonardo DiCaprio was as cool as you hope he'd be.

Leonardo DiCaprio is known for his acting ability (he finally won that Oscar!), but he's also one of the most vocal humanitarian activists in the business. Leo has sought to raise awareness for climate change, fought to protect endangered species, and even created his own foundation to fund his charitable efforts. But he's not always a serious do-gooder bent on saving the world. Sometimes he just wants to brandish a water-gun or rock a headband. He's that awesome. And lucky for you, there are pictures. 

Not only does Leo seem like a nice guy, but he also just seems incredibly cool - like the time he razzed Jonah Hill on the red carpet during promotions for The Wolf of Wall Street, or the time he took his mom to the Academy Awards. Super swoon worthy! As this list proves, Leo is the coolest, and probably always will be. It's no wonder all those supermodels want to hang out with him. Vote up the best stories of Leo being the awesome guy you always thought he was.
1 105 VOTES

When He Took His Mom as His Date to the Academy Awards

When He Took His Mom as His Da... is listed (or ranked) 1 on the list 14 Times Leonardo DiCaprio Was as Cool as You Hope He'd Be
Photo:  Pinterest
Leonardo DiCaprio took his mom to the 2016 Academy Awards because, as he told ABC News, his parents took him to auditions every day after school when he was growing up. And Leo isn't the only celeb who has taken mom along as a date, either!
103 2
Agree or disagree?
2 73 VOTES

When He Used His Birthday as an Opportunity to Raise Money

When He Used His Birthday as a... is listed (or ranked) 2 on the list 14 Times Leonardo DiCaprio Was as Cool as You Hope He'd Be
Photo: Warner Bros.
For Leo's 38th birthday in 2012, he not only partied with other A-listers (like Martin Scorsese, Beyonce, and Jay-z), but he also used the party as an opportunity to raise money for charities supported by the Leonardo DiCaprio Foundation, including $500k for the American Red Cross for Hurricane Sandy relief!
68 5
Agree or disagree?
3 66 VOTES

When He Marched for the People’s Climate March

When He Marched for the People... is listed (or ranked) 3 on the list 14 Times Leonardo DiCaprio Was as Cool as You Hope He'd Be
Photo:  Pinterest
Leo joined marchers during the People's Climate March on September 2014. He then went on to speak at the Clinton Global Citizen Awards in Times Square. 
61 5
Agree or disagree?
4 49 VOTES

When He Did His First Interview

Ranker Video
Video: YouTube
Luckily for all of us, Entertainment Tonight has clips of the first interview Leo ever did, way back when he was 16. At the time he was just starting his guest role on Growing Pains, and was having some growing pains of his own. As you can see in the clip, he had to be corrected a few times about what he could and couldn't reveal during the interview. 
46 3
Agree or disagree?