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Leonardo DiCaprio + His Newsboy Cap = True Love

19 photos
Jun 01, 2016 11:11 PM
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Leonardo DiCaprio
1/19
Alo Ceballos/GC Images

Inside the Love Affair

Despite his long, impressive history with the world's most beautiful women, Leonardo's one real love will always be his newsboy cap. This hat has been with him through thick, thin, and literally everywhere else he's ever been. Let's look back on their most romantic moments together and see all the evidence that this couple is meant 2 b.


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2/19
Teach/FameFlynet Pictures

Way Back to 2012

Is this the first sighting of the Newsboy? One can never be sure, but it certainly wasn't the last...especially with a bike.


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3/19
AKM-GSI

A Man, a Hat and Some Tennis

Their relationship dates back years (and possibly decades), but it was only several years ago that they started stepping out in public together. Here are Leo and the newsboy cap catching the French Open with friend and fellow hat aficionado Lukas Haas.  


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4/19
INFphoto.com

The Newsboy Gets Some Culture

Only a guided tour will do for these two (the two being the hat and Leo, of course. Never mind Toni Garnn).


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5/19
Brett Kaffee/Thibault Monnier, PacificCoastNews.com

Welcome to Miami, Newsboy

Here, the happy couple checks out the view from their room in South Beach during Art Basel 2013.


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6/19
INF/WENN.com

Formula One Is for Lovers

What better way to celebrate your love, with both female and hat companion, than by watching a bunch of rich dudes drive around really fast in Monaco?


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7/19
Noel Vasquez/Getty Images

The Original P***y Posse

Leonardo DiCaprio, Lukas Haas, Tobey Maguire and The Hat.


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8/19
Miramax Films

Hat Gangs of New York

Okay, so this is actually a still from the 2002 Martin Scorsese drama Gangs of New York, but it's hard to ignore the newsboy roots.


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9/19
Eric Charbonneau/Invision for Netflix/AP Images

The Newsboy Cap Meets Oprah

It's an even bigger step in a relationship than meeting the parents.


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10/19
AKM-GSI

Christmas Eve With the Cap

What are the holidays for if not spending with your nearest and dearest?


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11/19
PETER FOLEY/EPA /LANDOV

The Couple Rallies for Climate Change

In 2014, Leo brought the hat, along with pals Mark Ruffalo and Edward Norton, to the People's Climate March.


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12/19
Tom Meinelt/Splash News

Lazy Sunday

Every couple needs some downtime where you can just veg out in your sweats!


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13/19
Splash News

The Best Bodyguard

One of Leo's favorite activities to do in his newsboy cap is leave nightclubs—there's no better buffer from the leering photographers than that previously unnecessary brim.


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14/19
MiamiPIXX/SBMF/VEM/FAMEFLYNET PICTURES

No Shave November

A true partner sticks by your side even when you extend your beard challenge all the way into December. 


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15/19
RGK, PacificCoastNews

Leo, Toni, & the Hat

Former girlfriend Toni Garnn attempts to pretend she isn't actually the third wheel in the relationship.


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16/19
Courtesy McDonald's & Stingray Pool Party

We're On a Boat

Leo and his cap enjoy the balmy yachting weather.


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17/19
Splash News

London Calling...All Newsboy Caps

Before heading to a rousing trip across the pond, Leo always remembers to pack his newsboy.


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18/19
Jacson / Splash News

Leaving Da Club

There are three things that Leonardo DiCaprio always needs when he embarks on a night out: a deep posse, good drinks, and his newsboy cap.


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19/19
Splash News

Citibikes Are for Lovers

Who needs a helmet when you have a newsboy cap?


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