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September 20, 2026

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The issue of September 20, 2026

Oscar de la Renta Fall/Winter 1987

Every question from this issue, with the answers, the hints and the reading behind them.

Play the September 20, 2026 issue

Round one — the runway

Oscar de la Renta · Fall/Winter 1987

Oscar de la Renta Fall/Winter 1987

House: Oscar de la Renta · Designer: Oscar de la Renta · Season: Fall/Winter 1987

"Oscar de la Renta Fall 1987 marks the return of the hourglass, a collection that explores femininity through sharply sculpted coats, suits, and dresses with a supremely modern sensibility. Persimmon, lilac, vivid red, taupe, and deep teal accentuate gently fitted, bowed, and bustled silhouettes, while crystal bows and intricate embroidery bring romance to cocktail jackets and evening gowns."

Don't have much to add on this one, looks pretty! It does seem very 80s and when doing research on this show I wasn't exactly shocked that he once dressed Nancy Regan. I wonder if she put her alleged talents to use while wearing one of these pieces...

At the exact moment of this show, de la Renta was president of the CFDA.
At the exact moment of this show, de la Renta was president of the CFDA.
His most famous client at the time was First Lady Nancy Reagan.
His most famous client at the time was First Lady Nancy Reagan.
De la Renta studied painting in Madrid before apprenticing under Cristóbal Balenciaga, then worked as a couture assistant at Lanvin in Paris, training that shaped the sculpted, embellished silhouettes that defined his work for the next five decades.
De la Renta studied painting in Madrid before apprenticing under Cristóbal Balenciaga, then worked as a couture assistant at Lanvin in Paris, training that shaped the sculpted, embellished silhouettes that defined his work for the next five decades.

Sources: Oscar de la Renta's Official Archive Series · The Daily Beast · 1st Dibs · 1st Dibs

The questions

Put these fashion inventions in order from earliest to latest.

Put these fashion inventions in order from earliest to latest.
original United States patent drawing for the backless brassiere

Answer: The first modern bra is patented by Mary Phelps Jacob. → Keds mass-produces the first canvas-and-rubber sneaker. → René Lacoste designs the modern polo shirt. → Sam Foster begins mass-producing sunglasses.

In 1914, Mary Phelps Jacob (later known as Caresse Crosby) patented the first modern bra, sewn from two handkerchiefs and a ribbon after she got fed up with a whalebone corset ruining the line of her dress.

In 1916–17, the U.S. Rubber Company consolidated over 30 shoe brands into one label, Keds, and mass-marketed the first canvas-and-rubber "sneaker," a name coined by ad man Henry Nelson McKinney because the soft soles let wearers move silently.

In 1926, French tennis champion René Lacoste designed the modern polo shirt, a soft, short-sleeved knit piece that was far more practical on court than the stiff, long-sleeved button-ups players had worn before.

And in 1929, Sam Foster began mass-producing affordable celluloid sunglasses under the name Foster Grant, selling them out of a Woolworth's on the Atlantic City boardwalk.

The hints

  1. All four happened between World War I and the Great Depression.
  2. The bra is the oldest invention here.
  3. The sneaker predates the polo shirt by almost a decade.
  4. Sunglasses came last, just months before the 1929 stock market crash. I imagine a lot of people wore these to hide the misery of poverty that latched onto their eyes

Sources: Bra. · Keds. · Foster Grant

In January 2024, Kanye West released an official Yeezy collaboration with designer Mowalola Ogunlesi, based on a sheer tank top his wife Bianca Censori had been photographed wearing. What single word was printed across the shirt?

Answer: WET

In January 2024, Bianca Censori was photographed leaving a tanning salon in a sheer white tank top reading "WET" in bold black letters, paired with black boxers and pumps, her hair slicked back to match. Kanye West, directing paparazzi on how to shoot the moment, then turned it into an actual product: he and Mowalola Ogunlesi, the Nigerian-British designer behind many of Censori's most talked-about looks, officially released the "WET" shirt as a Yeezy collaboration, selling for $20. Mowalola had already been dressing the entire West family by that point, having been appointed Yeezy Gap's design director back in 2020, and Kanye had personally funded her Spring 2024 collection presentation. Shortly after the shirt went viral, Kanye posted a follow-up photo of Censori in an oversized fur coat, captioned simply "DRY."

WET

Sources: Complex · Complex · Hola

Match the name to the lapel.

Answer: Notch Lapel → 1 · Peak Lapel → 2 · Shawl Lapel → 3

The peak lapel, worn here by Daniel Craig in Casino Royale, is the most formal of the three, its elongated points trace back to the full dress tailcoat, and it remains the classic, conservative choice for black tie. The shawl lapel, worn here by Cary Grant, is actually the original dinner jacket style: in 1865, the future King Edward VII asked his tailors for something less formal than a tailcoat for private dinners, and Henry Poole delivered a single-breasted jacket with a rounded shawl collar borrowed from the smoking jacket, making it technically the least formal of the three despite its now-classic status. The notch lapel, worn here by Sean Connery, is the standard lapel found on everyday business suits, and while less traditional for black tie, it's become an accepted modern alternative for a slightly less formal tuxedo look.

The hints

  1. The shawl lapel is worn by an actor who almost played Bond, but the producers wanted a three-to-five-picture commitment and he'd only agree to one, so the role went to Sean Connery instead.
  2. One has a sharp point that juts outward and upward toward the shoulder. One curves in a single unbroken line with no notch or point at all. The third has a simple V-shaped notch where the lapel meets the collar, the same shape you'd see on an everyday business suit.

Sources: Mister Tuxedo Dallas · Bond Suits

Round three — sketch from memory

Tiffany & Co. Elsa Peretti Large Bone Cuff in Silver

Tiffany & Co. Elsa Peretti Large Bone Cuff in Silver

Tiffany & Co. Elsa Peretti Large Bone Cuff in Silver

Play the September 20, 2026 issue

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