Michael Douglas as Gordon Gekko, smug and successful corporate raider
New York City, Spring 1985
Film: Wall Street
Release Date: December 11, 1987
Director: Oliver Stone
Costume Designer: Ellen Mirojnick
Tailor: Alan Flusser
Happy birthday to Michael Douglas, the actor, producer, and activist born September 25, 1944, who may be most famous for his iconic Academy Award-winning performance as ruthless financier Gordon Gekko in Wall Street.
Michael Keaton as Bruce Wayne, enigmatic millionaire and defender of Gotham
Gotham City, Fall 1989
Release Date: June 23, 1989
Director: Tim Burton
Costume Designer: Bob Ringwood
Clothes By: Giorgio Armani
Happy 70th birthday, Michael Keaton! Born September 5, 1951 just outside of Pittsburgh, Keaton rose to fame throughout the ’80s in comedies like Night Shift, Mr. Mom, and Beetlejuice before he was tapped for the titular role in Tim Burton’s adaptation of Bob Kane’s famous comics. The casting decision initially soured fans, who mailed thousands of letters to Warner Bros. in protest, but his unassuming performance quickly won over audiences and Batman became one of the top-grossing movies of 1989.
Robert Redford as John Gage, smooth billionaire and proposer of indecency
Off the coast of Santa Barbara, California, Summer 1993
Film: Indecent Proposal
Release Date: April 7, 1993
Director: Adrian Lyne
Costume Design: Beatrix Aruna Pasztor, Bernie Pollack, & Bobbie Read
Happy birthday, Robert Redford! To celebrate the screen legend and style icon turning 85 today, I asked my Instagram followers a few weeks ago which of Redford’s yet-uncovered looks I should cover in today’s post: his black tuxedo for his on-screen introduction in 1974’s The Great Gatsby or the cream Cerruti suit he wears for consummation of the eponymous Indecent Proposal. With more than 3,000 votes cast, it was a close race, but Indecent Proposal won by just over 70 votes.
For those who haven’t seen Indecent Proposal, Redford stars as super-billionaire John Gage who—rather than launching himself into space—offers to provide a struggling young couple, David and Diana, with one million dollars… in exchange for one night with Diana. Continue reading
Elvis Presley as “Lucky” Jackson, mechanic and aspiring race car driver
Las Vegas, Summer 1964
Film: Viva Las Vegas
Release Date: May 20, 1964
Director: George Sidney
Costume Designer: Donfeld (Donald Lee Feld)
Tailor: Sy Devore
WARNING! Spoilers ahead!
On the sad anniversary of the King of Rock and Roll’s death, I wanted to celebrate Elvis Presley’s legacy via his style in one of his best-regarded movies, the 1964 musical vehicle Viva Las Vegas.
Set in the bright-lit berg known as America’s Playground, Viva Las Vegas united Elvis with Ann-Margret, a fellow multi-talent with whom the King quickly bonded to form what was first a romance and would evolve into a lifelong friendship. Continue reading
Griffin Dunne as Paul Hackett, mild-mannered data processor
New York City, Spring 1985
Film: After Hours
Release Date: September 13, 1985
Director: Martin Scorsese
Costume Designer: Rita Ryack
Friday the 13th is traditionally a day for bad luck, so it’s appropriate that Martin Scorsese’s After Hours, centered around one New Yorker’s evening of arguably bad luck, was released on Friday the 13th in September 1985.
A surreal black comedy with elements of neo-noir, After Hours begins just before 5:00 for Paul Hackett, a data processor ostensibly living the yuppie dream with his secure job and Manhattan apartment… but the job sucks, his apartment’s cramped despite no one to share it with, and he has no social life outside of training new employees. In search of any human connectivity into his life, Paul takes his dog-eared copy of Henry Miller’s Tropic of Cancer to an all-night diner. Continue reading
Daniel Craig as James Bond, tough British government agent
Lahore, Pakistan, Summer 2005
Film: Casino Royale
Release Date: November 14, 2006
Director: Martin Campbell
Costume Designer: Lindy Hemming
On the 00-7th of August, with just two months until Daniel Craig’s final Bond movie will [likely] be released, I wanted to reflect on the start of his tenure and also include some insights from my friend Caleb Daniels, who many in the Bond fan-iverse know as the creator of the @CommandoBond Instagram and blog, discussing the then-significant return of 007’s trademark Walther PPK! Continue reading
Marlon Brando as Sky Masterson, smooth gambler
New York, Spring 1955
Film: Guys and Dolls
Release Date: November 3, 1955
Director: Joseph L. Mankiewicz
Costume Designer: Irene Sharaff
I always found it interesting to watch a method—ahem, that’s Method—actor like Marlon Brando navigating the artificially staged Broadway of Guys and Dolls, the gangland-adjacent musical by Frank Loesser, which had been based on a book by Jo Swerling and Abe Burrows… which had itself been based on several stories by Damon Runyon.
Arnold Schwarzenegger as Ivan Danko, disciplined Moscow police captain
Chicago, Summer 1987
Film: Red Heat
Release Date: June 17, 1988
Director: Walter Hill
Costume Designer: Dan Moore
Tailor: Tommy Velasco
WARNING! Spoilers ahead!
Thanks to a recommendation from Pete Brooker of the excellent From Tailors with Love podcast, I beat the summer heat by revisiting Red Heat, the buddy cop actioner that paired Arnold Schwarzenegger as a tough Russian police captain with Jim Belushi as the stereotypical cigarettes-and-coffee American detective, working together to capture the dangerous Georgian gangster Viktor “Rosta” Rostavili (Ed O’Ross).
Robert Culp as Bob Sanders, swinging documentary filmmaker
Las Vegas, Summer 1969
Film: Bob & Carol & Ted & Alice
Release Date: September 17, 1969
Director: Paul Mazursky
Costume Designer: Moss Mabry
“Bob and Carol and Ted and Alice!” is the subject of the titular toast Alice (Dyan Cannon) delivers in a shared suite at the Riviera in Las Vegas, where the foursome—so to speak—has gathered for a weekend of gambling and a Tony Bennett concert.
A discussion of “I Left My Heart In San Francisco” leads to a newly open-minded Alice questioning where Bob (Robert Culp) and Carol (Natalie Wood) have been leaving more than just their hearts. The swinging couple’s admissions lead to a peanut-munching Ted (Elliott Gould) confessing his own recent affair to Alice who, following her initial outrage, has the most unpredictable reaction of any of the spouses as she begins to undress and declares that the four need to have an orgy.
Although it was Bob’s breakthrough at Esalen that got the ball (or, uh, balls) rolling in exploring this degree of openness, it’s both men who require the most convincing, particularly Ted, who finally gives in after deciding: “We’ll have an orgy, and then we’ll go see Tony Bennett.” Continue reading
Walter Matthau as Henry Graham, self-serving profligate
New York City, Summer 1969
Film: A New Leaf
Release Date: March 11, 1971
Director: Elaine May
Costume Designer: Anthea Sylbert
Tailor: Roland Meledandri
I’d long been intrigued by Elaine May’s directorial debut A New Leaf, released 50 years ago this spring, but it was an Instagram story posted by my friend Jonathan (@berkeley_breathes) showcasing Walter Matthau’s dapper wardrobe that finally prompted me to watch this offbeat classic.
Matthau brings his characteristically cantankerous charisma to to role of Henry Graham, a wasteful heir gradually blowing his family fortune on capricious spending from his immaculately tailored wardrobe to weekly maintenance for his Ferrari. The wry family lawyer Beckett (William Redfield) is tasked with managing the unmanageable Graham, who ducks Beckett’s calls of cautions as long as he can… until his last check bounces.