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.
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.
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).
Welcome to Miami, Newsboy
Here, the happy couple checks out the view from their room in South Beach during Art Basel 2013.
The Original P***y Posse
Leonardo DiCaprio, Lukas Haas, Tobey Maguire and The Hat.
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.
Christmas Eve With the Cap
What are the holidays for if not spending with your nearest and dearest?
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.
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.
No Shave November
A true partner sticks by your side even when you extend your beard challenge all the way into December.
We're On a Boat
Leo and his cap enjoy the balmy yachting weather.
London Calling...All Newsboy Caps
Before heading to a rousing trip across the pond, Leo always remembers to pack his newsboy.

