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Oleg Cassini and the Jackie Look

by Legacy Staff

Celebrated fashion designer Oleg Cassini dressed decades of top Hollywood stars, from Marilyn Monroe to Renee Zellweger, Natalie Wood to Taylor Swift.

But he was best known for the fashions he designed for one of the 20th century’s greatest style icons — Jackie Kennedy.

Jacqueline Kennedy in red Oleg Cassini suit and beret
Getty Images / The LIFE Picture Collection / Leonard McCombe

First Lady Jackie Kennedy, in red wool suit and beret designed by Oleg Cassini, on a trip to Canada in 1961.

When the Kennedys moved into the White House in 1961, the First Lady appointed Cassini as her exclusive couturier. The “Secretary of Style,” as Cassini became known, made an immediate splash with the dress he designed for the inaugural ball. Later named one of the “50 Dresses that Changed the World,” the dress ushered in an era of breathless admiration — and frequent copying — of Cassini’s designs for Kennedy.

Jackie Kennedy and JFK inauguration
AP Photo

Jacqueline Kennedy lifts the skirt of her ivory double-faced silk satin twill inaugural ball gown, designed by Oleg Cassini, as she and her husband, President-elect John F. Kennedy, leave their Georgetown home in the snowfall en route to the inaugural concert in Washington, D.C., Jan. 19, 1961.

Kennedy loved Cassini’s work, both complimenting him and relying heavily on him. As Cassini once reminisced, “All I remember about those days are nerves, and Jackie on the phone ‘Hurry, hurry, Oleg, I’ve got nothing to wear.'” He always came through, dressing her as what he described as an “American queen.”

Jackie Kennedy in apricot Oleg Cassini dress
JFK Library

First lady Jacqueline Kennedy tours the Palace of the Maharajah in Udaipur, India, wearing an apricot silk ziberline dress by Oleg Cassini during a state visit to India in 1962. 

The clean lines, gorgeous fabrics, and timeless silhouettes of Oleg Cassini’s “Jackie Look” have transcended fashion trends — and they’re still stunning today.

Yellow dress designed by Oleg Cassini and worn by Jackie Kennedy
AP Photo

Visitors to New York’s Metropolitan Museum of Art look at an Oleg Cassini suit in pale yellow silk and wool, and a Halston hat in natural straw previously worn by Jacqueline Kennedy in 1961, during a press preview of the exhibit “Jacqueline Kennedy: The White House Years, Selections From the John F. Kennedy Library and Museum.”  A photograph of Jacqueline Kennedy wearing the suit at a luncheon with France’s President and Mme. Charles de Gaulle is displayed at right.

Jackie Kennedy in yellow dress and designed by Oleg Cassini and hat by Halston
Getty Images / RDA

Jacqueline Kennedy during her official visit to Paris 1961 , Jackie wearing Alaskine (wool and silk) created by Oleg Cassini, pillbox hat created by Roy Halston Frowick.

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