When Harry Met Sally: A Nomex Flight Jacket on New Year’s Eve

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

Billy Crystal and Meg Ryan assure their old acquaintance won’t be forgot among fellow New Year revelers as the eponymous leads in When Harry Met Sally… (1989)

Vitals

Billy Crystal as Harry Burns, sarcastic political consultant

New York City, New Year’s Eve 1988

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

WARNING! Spoilers ahead!

Background

Happy New Year’s Eve!

One of my favorite romantic comedies, When Harry Met Sally… follows its two eponymous leads over twelve years of off-and-on friendship from their contentious meeting during a ride home from the University of Chicago up through a climactic New Year’s Eve party. Continue reading

Boogie Nights: Don Cheadle’s White ’80s Suit

Don Cheadle as Buck Swope in Boogie Nights (1997)

Don Cheadle as Buck Swope in Boogie Nights (1997)

Vitals

Don Cheadle as Buck Swope, adult film star-turned-stereo entrepreneur

Los Angeles, Winter 1983

Film: Boogie Nights
Release Date: October 10, 1997
Director: Paul Thomas Anderson
Costume Designer: Mark Bridges

WARNING! Spoilers and gore ahead!

Background

Approaching the new year and the prospect of fresh starts, I wanted to revisit the modern masterpiece Boogie Nights and in particular one of its ensemble cast that I have always found most compelling: Don Cheadle’s performance as the well-meaning but oft-hindered Buck Swope, a former porn actor looking to build a new life with his wife and fellow ex-porn star Jessie (Melora Walters).

After his employment history interferes with his prospects to fund his entrepreneurial endeavor to open his own stereo shop, Buck encounters a reversal of fortune just two weeks before Christmas. Continue reading

Marlene Dietrich in Morocco

Marlene Dietrich as Amy Jolly in Morocco (1930)

Marlene Dietrich as Amy Jolly in Morocco (1930)

Vitals

Marlene Dietrich as Amy Jolly, sultry French nightclub singer

Essaouira, Morocco, Summer 1930

Film: Morocco
Release Date: November 14, 1930
Director: Josef von Sternberg
Costume Designer: Travis Banton (uncredited)

Background

The white tie dress code dates to before the turn of the 20th century, designed to make any man look his best when appropriately tailored, so there’s considerable irony in the fact that one of the most iconic film appearances of a white tie, top hat, and tails was worn by a woman: Marlene Dietrich, the German screen legend born 120 years ago today on December 27, 1901.

As previously featured on this site, today’s post continues the blog’s regular focus on menswear but here memorably worn by a woman, specifically the impeccable evening ensemble that Dietrich wore for her Academy Award-nominated performance as the brassy club singer at the center of the intrigue in the pre-Code drama Morocco, her second of seven eventual collaborations with director Josef von Sternberg. Continue reading

White Christmas: Bing’s Fireside Flannel and Festive Socks

Bing Crosby as Bob Wallace in White Christmas (1954)

Bing Crosby as Bob Wallace in White Christmas (1954)

Vitals

Bing Crosby as Bob Wallace, Broadway crooner and World War II veteran

Pine Tree, Vermont, December 1954

Film: White Christmas
Release Date: October 14, 1954
Director: Michael Curtiz
Costume Designer: Edith Head

Background

Merry Christmas Eve! One of my family’s favorite perennial movies to watch during the holiday season is White Christmas, the VistaVision that opened and closed with the iconic eponymous tune that Bing Crosby had introduced over a decade earlier in Holiday Inn.

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Jingle All the Way: Schwarzenegger in Cashmere and Corduroy

Arnold Schwarzenegger in Jingle All the Way (1996)

Arnold Schwarzenegger in Jingle All the Way (1996)

Vitals

Arnold Schwarzenegger as Howard Langston, massive Austrian bodybuilder midwestern mattress sales executive and family man

Minneapolis, Christmas Eve 1996

Film: Jingle All the Way
Release Date: November 22, 1996
Director: Brian Levant
Costume Designer: Jay Hurley

Background

With only a few more shopping days left until Christmas, some may still be scrambling for that perfect gift to put under the tree. This family-friendly ’90s comedy satirized the lengths to which people had to go in the blessed pre-Amazon days, represented by Minneapolis mattress king Howard Langston’s increasingly desperate attempts to track down a prized Turbo-Man action figure for his son… on Christmas Eve!

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It’s a Wonderful Life: Jimmy Stewart’s Barleycorn Tweed Suit

James Stewart and Donna Reed in It's a Wonderful Life (1946)

James Stewart and Donna Reed in It’s a Wonderful Life (1946)

Vitals

James Stewart as George Bailey, reluctant banker

Bedford Falls, New York, Spring 1932

Film: It’s a Wonderful Life
Release Date: December 20, 1946
Director: Frank Capra
Costume Designer: Edward Stevenson

Background

Released 75 years ago today, It’s a Wonderful Life has become an enduring Christmas classic… almost by accident! Based on Philip Van Doren Stern’s self-published novella The Greatest Gift, the movie had been relatively well-received at the time of its release, even earning five Academy Award nominations including one for Best Picture, but it would be overshadowed by the epic blockbuster The Best Years of Our Lives that told the story of servicemen returning from World War II.

Despite being a personal favorite of director Frank Capra and star Jimmy Stewart, It’s a Wonderful Life seemed destined for obscurity as just another “old movie” when a clerical error prevented proper renewal of the copyright. Though small royalties were still owed as it was derived from Stern’s story, TV stations leapt at the chance to air high-quality, low-cost seasonal programming, launching It’s a Wonderful Life to its status as a perennial favorite for holiday viewers by the 1980s.

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Brad Pitt’s Diagonally Cut Suits in Ocean’s Eleven

On Brad Pitt’s 58th birthday, I’m pleased to present another guest post contributed by my friend Ken Stauffer, who had also covered George Clooney’s fashionable suit in Out of Sight. You can learn more from Ken about the style of the Ocean’s film series on his Instagram account, @oceansographer.

Brad Pitt as "Rusty" Ryan in Ocean's Eleven (2001)

Brad Pitt as “Rusty” Ryan in Ocean’s Eleven (2001)

Vitals

Brad Pitt as Robert “Rusty” Ryan, poker pro and casino heister

Los Angeles and Las Vegas, Spring 2001

Film: Ocean’s Eleven
Release Date: December 7, 2001
Director: Steven Soderbergh
Costume Designer: Jeffrey Kurland
Tailor: Dominic Gherardi

Background

Happy Birthday, Brad Pitt! The Academy Award-winning actor and producer turns 58 today, and to celebrate, we’re taking a look back at one of his most fashionable roles, Rusty Ryan, in Ocean’s Eleven. Believe it or not, Steven Soderbergh’s reimagining of the Rat Pack caper, which resuscitated the heist film genre in 2001, celebrated its 20th anniversary this month. I think we can all agree that both actor and film have aged well.

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The Office: Season 2’s Christmas Party – Ranking Holiday Looks

Christmas is awesome. First of all, you get to spend time with people you love. Secondly, you can get drunk and no one can say anything. Third, you give presents. What’s better than giving presents? And fourth, getting presents. So, four things. Not bad for one day. It’s really the greatest day of all time.

With some offices reinstating the traditional holiday parties this year, I also want to return to my own December tradition of reviewing how the off-the-peg office drones of Dunder Mifflin Scranton dress for their annual Christmas extravaganza.

The Office first approached the festive season with the simply titled “Christmas Party”, midway through the series’ masterful second season. This has always been one of my favorite episodes of The Office, and “Christmas Party” was actually the first-ever iTunes Store purchase I had made after Christmas 2005 found a video iPod in my stocking… appropriately enough, as fans of the episode would realize.

At this point, The Office was still a more restrained satire of American workplaces—rather than the zanier character-driven comedy it would become—and the first Christmas party reflects that mundanity, with cheap decorations, cheap vodka, and cheap grab bag gifts, and seemingly none of the staff happy to be part of this forced corporate fun, save for the oblivious manager Michael Scott (Steve Carell).

Rainn Wilson, Jenna Fischer, Steve Carell, B.J. Novak, and John Krasinski on The Office

The main cast of The Office—Rainn Wilson, Jenna Fischer, Steve Carell, B.J. Novak, and John Krasinski—in a promotional photo for the second season’s “Christmas Party”.

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The Silent Partner: Elliott Gould’s Holiday Tweed

Elliott Gould as Miles Cullen in The Silent Partner (1978)

Elliott Gould as Miles Cullen in The Silent Partner (1978)

Vitals

Elliott Gould as Miles Cullen, mild-mannered bank teller

Toronto, Christmas 1977

Film: The Silent Partner
Release Date: September 7, 1978
Director: Daryl Duke
Wardrobe Credit: Debi Weldon

Background

One of the most fun yet under-celebrated of Christmas-adjacent thrillers, The Silent Partner should sell most new viewers on the simple elevator pitch of Christopher Plummer as a gun-toting robber in a Santa Claus suit who increasingly torments Elliott Gould as a scheming teller.

The action begins on Tuesday, December 14—set exactly 44 years ago today—as the meek Miles Cullen (Gould) wraps up his daily duties at a First Bank of Toronto branch when his flirtatious sketches on a deposit slip wise him to a potential robbery plot. Continue reading

Frank Sinatra’s 1971 Retirement Concert Tuxedo

Frank Sinatra

Frank Sinatra sings his ’40s-era hit “All or Nothing at All” during his June 1971 retirement concert in L.A.

Vitals

Frank Sinatra, multi-talented entertainer facing retirement

Los Angeles, Summer 1971

Series: Sinatra: All or Nothing At All
Air Date: April 5-6, 2015
Director: Alex Gibney

Background

Born December 12, 1915, Frank Sinatra had recently turned 55 when he started talking seriously with close friends about retirement. For more than 30 years, the entertainer had enjoyed a landmark career, beginning with his days as a pop idol, then a career downturn in the early ’50s that was reinvigorated by an Oscar win for From Here to Eternity and a series of concept albums for Capitol Records that launched him to massive success.

Throughout the ’60s, Sinatra evolved from one of the most popular entertainers in the nation to one of the most influential entertainers across the world. He had founded his own record label with Reprise Records, been a confidante of a sitting U.S. President (before their famous falling-out), and continued to prove his success on the charts with songs like “My Way” (despite his resentment for this particular tune.)

Like so many successful 55-year-old Americans, Ol’ Blue Eyes decided to hang up his tilted hat and retire, with his final performance to be June 13, 1971, at the Ahmanson Theatre in Los Angeles. Alex Gibney’s 2015 HBO documentary Sinatra: All or Nothing at All was framed around the singer’s hand-chosen setlist for the concert, and how the eleven musical milestones Sinatra selected essentially told the story of his life to that point. Continue reading