Photos of Bruce Willis Looking Effortlessly Cool – Esquire

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He is a natural treasure, as the pictures help illustrate.
A couple of self-evident truths: Bruce Willis is one of the coolest men Hollywood has ever produced. There is a confidence and effortlessness to how he carries himself, how he dresses, and how he wears a baseball cap that makes other men look at Willis and think: I want to be like that guy. These photos from the last several decades demonstrate that effortless cool. The other aspect of Willis fueling this cool factor—and it’s the other self-evident truth—is that he’s appeared in some excellent movies, many of which have incredible repeat value. Die Hard. Pulp Fiction. Armageddon. 12 Monkeys. The Sixth Sense. Moonrise Kingdom. To name but a few. On March 30, 2022, Willis’s daughter, Rumer, announced that her dad was suffering from aphasia, a condition affecting his cognitive abilities and that he would be stepping away from acting. It’s a heartbreaking announcement, and we wish Willis all the good health in the world.
Backstage at the Emmy Awards in L.A. on September 21, 1986.
Arriving at rehearsals for the ’86 Emmy Awards.

At the 1988 Democratic Celebrity Caravan in Los Angeles.
With this then-wife Demi Moore for the premiere of Chances Are in L.A. on March 8, 1989.

At Bar One Nightclub in Beverly Hills on June 16, 1990.
At China Club in Hollywood on June 26, 1990.
Walking into CNN Hollywood Studios for a taping of “Larry King Live” on May 17, 1991.
At the Carlyle Hotel in New York City on October 21, 1991.
Performing on stage at the grand opening of Planet Hollywood in Washington, DC, on October 3, 1993.
Same night, taking off (or putting on?) his pants.
On roller skates on Columbus Avenue in New York City on April 30, 1994.
At the Pulp Fiction party during the 47th Annual Cannes Film Festival in May 1994.
At the American Cinematheque Award Salute to Bruce Willis on September 23, 2000 in Beverly Hills.
Exiting the Broadhurst Theatre in New York City on February 14, 2016.
At the Comedy Central Roast of Bruce Willis on July 14, 2018 in Los Angeles.


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