Tagged: What to Wear on a Date

When Harry Met Sally: Harry’s Tweed Sports Coat

Billy Crystal and Meg Ryan in When Harry Met Sally (1989)

Billy Crystal and Meg Ryan in When Harry Met Sally (1989)

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Billy Crystal as Harry Burns, sarcastic political consultant and recent divorcée

New York City, Fall 1987

Film: When Harry Met Sally…
Release Date: July 14, 1989
Director: Rob Reiner
Costume Designer: Gloria Gresham

WARNING! Spoilers ahead!

Background

Today being my wedding day (congratulations to me!) feels like an appropriate time to revisit the style of one of my favorite romantic comedies, When Harry Met Sally. In addition to being a famously great fall movie, Rob Reiner’s chronicle of enemies-becoming-friends-becoming-lovers also demonstrates a surprising parade of great autumnal menswear, from Billy Crystal’s cozy sweaters to military surplus jackets. Continue reading

Indecent Proposal: Robert Redford Tailored in Cream Cerruti

Robert Redford as John Gage in Indecent Proposal (1993)

Robert Redford as John Gage in Indecent Proposal (1993)

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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

Background

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

Goodbye, Columbus: Neil’s Date Night Seersucker

Richard Benjamin as Neil Klugman in Goodbye, Columbus (1969)

Richard Benjamin as Neil Klugman in Goodbye, Columbus (1969)

Vitals

Richard Benjamin as Neil Klugman, listless library employee and Army veteran

Westchester, New York, Summer 1968

Film: Goodbye, Columbus
Release Date: April 3, 1969
Director: Larry Peerce
Costume Designer: Gene Coffin

Background

In addition to today being the birthday of star Richard Benjamin—born on this day in 1938—today also marks three years since the death of Philip Roth, who died of congestive heart failure on May 22, 2018. Roth’s novella Goodbye, Columbus provided the source material for Ali MacGraw’s major screen debut acting opposite Benjamin.

Goodbye, Columbus has been favorably compared to The Graduate, inviting parallels with its similar-looking leads: a somewhat awkward, naive, and listless young man romancing a dark-haired “princess” against her parents’ wishes (though for a dramatically different reason than the Robinsons had), scored against the backdrop of a hip band from the late ’60s, in this case The Association as opposed to Simon & Garfunkel’s famous soundtrack for The Graduate.

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A Warm December: Sidney Poitier’s Navy Double-Breasted Blazer

Sidney Poitier as Dr. Matt Younger in A Warm December (1973)

Sidney Poitier as Dr. Matt Younger in A Warm December (1973)

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Sidney Poitier as Matt Younger, widowed father and clinic physician

London, Summer 1972

Film: A Warm December
Release Date: May 23, 1973
Director: Sidney Poitier
Wardrobe Supervisor: John Wilson-Apperson

Background

Happy birthday to screen legend Sidney Poitier, born 94 years ago today on February 20, 1927 in Miami. After two decades of screen success that landed him the Academy Award for Best Actor (and he remains both the oldest living and longest surviving recipient), Poitier began directing his own movies in the early 1970s, beginning with the groundbreaking 1972 Western Buck and the Preacher.

Poitier proved the diversity of his directorial talent by sliding to the other end of the genre spectrum the following year when he released the romantic drama A Warm December, in which he also starred as a recently widowed doctor who finds love across the Atlantic when he meets the magnetic Catherine (Esther Anderson) during an extended trip to London with his daughter.

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La Dolce Vita: Mastroianni’s Black Suit

Marcello Mastroianni and Anita Ekberg in La Dolce Vita (1960)

Marcello Mastroianni and Anita Ekberg in La Dolce Vita (1960)

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Marcello Mastroianni as Marcello Rubini, playboy gossip journalist

Rome, Spring 1959

Film: La Dolce Vita
Release Date:
February 5, 1960
Director: Federico Fellini
Costume Designer: Piero Gherardi
Tailor: Brioni

WARNING! Spoilers ahead!

Background

The two headlining stars of Fellini’s classic La Dolce Vita would have celebrated their birthdays this week—Marcello Mastroianni tomorrow (September 28, 1924) and Anita Ekberg the following day (September 29, 1931)—and watching these two Libras glide together through the Trevi Fountain at daybreak has become one of the most enduring images of Italian cinema.

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Robert Redford’s Colorful Fair Isle Sweater in The Way We Were

Robert Redford as Hubbell Gardner in The Way We Were (1973)

Robert Redford as Hubbell Gardiner in The Way We Were (1973)

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Robert Redford as Hubbell Gardiner, privileged college student

Upstate New York, Spring 1937

Film: The Way We Were
Release Date: October 19, 1973
Director: Sydney Pollack
Costume Design: Dorothy Jeakins & Moss Mabry

Background

Happy birthday, Robert Redford! As the actor celebrates his 84th birthday today, and college students prepare to go back to school under surreal conditions, it feels right to take another look at Redford’s style as Hubbell Gardiner, a popular and privileged scholar athlete at “Wentworth College” (filmed at Union College in Schenectady, New York.)

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The Graduate: Dustin Hoffman’s Seersucker Jacket

Dustin Hoffman as Benjamin Braddock in The Graduate (1967)

Dustin Hoffman as Benjamin Braddock in The Graduate (1967)

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Dustin Hoffman as Benjamin Braddock, nervous and aimless college graduate

Los Angeles, Summer 1967

Film: The Graduate
Release Date: December 22, 1967
Director: Mike Nichols
Costume Designer: Patricia Zipprodt

Background

Dustin Hoffman may be turning 83 today, but for many he’ll always be the young Benjamin Braddock, freshly home from college with his entire adult life—with all of its expectations and inevitable disappointments—to follow.

Benjamin’s first summer as a college graduate is spent with lazy days by the pool and covert nights with Mrs. Robinson (Anne Bancroft), the domineering yet vulnerable wife of his father’s law partner. The Braddocks, obviously unaware of their son’s ongoing assignations with her mother, pressure him into taking Elaine Robinson (Katharine Ross). A Berkeley student, Elaine would be a more suitable partner for Benjamin due to age, temperament, and several other factors, but the formidable Mrs. Robinson—we never do learn her first name—won’t have it.

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Jack Lemmon’s Double-Breasted Date Blazer in Avanti!

Jack Lemmon as Wendell Armbruster Jr. in Avanti! (1972)

Jack Lemmon as Wendell Armbruster Jr. in Avanti! (1972)

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Jack Lemmon as Wendell Armbruster, Jr., bitter Baltimore businessman

Ischia, Bay of Naples, Summer 1972

Film: Avanti!
Release Date: December 17, 1972
Director: Billy Wilder
Wardrobe Supervisor: Annalisa Nasalli-Rocca

Background

“I guess there is something to what it says in the tourist guide… it says Italy is not a country, it’s an emotion,” says Pamela Piggott (Juliet Mills), laying naked on a rock surrounded by sun and sea next to an equally bare but considerably more nervous Wendell Armbruster, Jr., who exclaims in response, “Well, it’s certainly been an experience!”

Despite the context, the two aren’t yet lovers, instead brought to the romantic bay of Naples after the death of Wendell’s father and Pamela’s mother who, as they learn, had been enjoying a decade-long extramarital affair. While not among the more celebrated of Jack Lemmon and Billy Wilder’s seven cinematic collaborations, Avanti! is a fitting and still entertaining work as both actor and director were maturing in their age and career. “Billy Wilder’s last great comic romance is an Italian vacation soaked in music, food, scenery and sunshine,” wrote Glenn Erickson in his excellent review for Trailers from Hell. “It’s the best movie ever about Love and Funerals.”

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The Graduate: Dustin Hoffman’s Herringbone Tweed Jacket

Dustin Hoffman as Benjamin Braddock in The Graduate (1967)

Dustin Hoffman as Benjamin Braddock in The Graduate (1967)

Vitals

Dustin Hoffman as Benjamin Braddock, nervous and aimless college graduate

Los Angeles, Late Spring 1967

Film: The Graduate
Release Date: December 22, 1967
Director: Mike Nichols
Costume Designer: Patricia Zipprodt

Background

The myriad impacts of the worldwide COVID-19 epidemic has included a halt on college graduation ceremonies, which would typically be occurring around this time; indeed, my own commencement was on April 30, nine years ago today.

The Graduate provided Dustin Hoffman with his breakout role as Benjamin Braddock, a recent graduate suffering from the ennui of balancing one’s achievements and desires with what’s expected of them. After a humiliating 21st birthday party where his parents forced him to scuba dive into the family pool in front of their friends, Benjamin asserts himself by arranging his first assignation with the seductive and unsatisfied Mrs. Robinson (Anne Bancroft) at the Taft Hotel (in fact, L.A.’s famous Ambassador Hotel), where he chain-smokes Parliaments and nurses a highball while waiting for her in the hotel lounge. At her prompting, he nervously reserves a room for them under the unconvincing alias of “Mr. Gladstone.” Continue reading

Jimmy Stewart’s Blue-Gray Flannel Suit in Vertigo

James Stewart as John "Scottie" Ferguson in Vertigo (1958)

James Stewart as John “Scottie” Ferguson in Vertigo (1958)

Vitals

James Stewart as John “Scottie” Ferguson, former San Francisco detective

San Francisco, Fall 1957

Film: Vertigo
Release Date: May 9, 1958
Director: Alfred Hitchcock
Costume Designer: Edith Head

WARNING! Spoilers ahead!

Background

In the spirit of yesterday, March 12, being deemed Alfred Hitchcock Day, not to mention being one week away from the first day of spring in the Northern Hemisphere, even if the weather itself can’t make up its mind…

For those whose offices call for jackets and ties, dressing for work during these transitional weather periods can be a challenge, balancing professionalism with comfort in the context of an uncertain weather forecast. As San Francisco detective “Scottie” Ferguson in Vertigo, James Stewart provides a solution.

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