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---
title: First Lady Fashion Photos: Michelle Obama, Eleanor ROosevelt
description: Tim Gunn and other fashion experts weigh in on First Ladies from Dolley Madison to Michelle Obama
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author: Denver Nicks
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article:published_time: 2014-10-02T17:28:44.000Z
article:modified_time: 2026-05-11T04:42:50.232Z
og:title: First Lady Fashion Photos: Michelle Obama, Eleanor ROosevelt
og:description: Tim Gunn and other fashion experts weigh in on First Ladies from Dolley Madison to Michelle Obama
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og:image:width: 1940
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og:image:alt: First Lady Fashion Jacqueline Kennedy
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twitter:title: First Lady Fashion Photos: Michelle Obama, Eleanor ROosevelt
twitter:description: Tim Gunn and other fashion experts weigh in on First Ladies from Dolley Madison to Michelle Obama
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![](https://static.time.com/v3/assets/bltea6093859af6183b/blt319b80c5c49154fa/6986a5a4d0b6f2b682306552/first-lady-fashion-jackie-kennedy.jpg?branch=production&width=1200&quality=75&auto=webp&crop=16:9)


# From Eleanor to Michelle: The Inside Scoop on First Lady Fashion

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## Denver Nicks


Oct 2, 2014 5:28 PM UTC

![First Lady Fashion Jacqueline Kennedy](https://static.time.com/v3/assets/bltea6093859af6183b/blt319b80c5c49154fa/6986a5a4d0b6f2b682306552/first-lady-fashion-jackie-kennedy.jpg?branch=production&width=1200&quality=75&auto=webp&crop=3:2)

First Lady Jackie Kennedy wearing a fitted silk apricot dress and triple strand of pearls, walking through crowds during a visit to Udaipur, India on March 1, 1962.

First Lady Jackie Kennedy wearing a fitted silk apricot dress and triple strand of pearls, walking through crowds during a visit to Udaipur, India on March 1, 1962. Art Rickerby—The TIME & LIFE Picture Collection/Getty Images

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## Denver Nicks


Oct 2, 2014 5:28 PM UTC

It’s hard to imagine a job in which the clothes you wear to work are more closely scrutinized than that of the First Lady of the United States. Not even the President is so meticulously judged. And in any event, choosing between a dark suit or a [tan suit](http://time.com/3214633/barack-obama-tan-suit/) (gasp!) doesn’t leave a whole lot of room for error.

The First Lady’s fashion choices are — and always have been — imbued with political power and laden with controversy, as I learned the National Archives’ event “Style and Influence: First Ladies’ Fashions,” a raucous panel discussion—not an oxymoron, turns out—moderated by _Project Runway_’s Tim Gunn. Fashionistas present included Valerie Steele, museum curator at the Fashion Institute of Technology, Lisa Kathleen Graddy, curator at the Smithsonian’s First Ladies Collection and designer Tracy Reese.

Admirers have praised Michelle Obama’s elegance — Gunn called her “divine” — while her critics have lambasted her informality (remember [Shortsgate](http://content.time.com/time/nation/article/0,8599,1917858,00.html)?). But striking the delicate balance between the need of the First Lady to meet high fashion standards while appealing to America’s populist inclinations has always preoccupied the women who’ve held the office.

Dolley Madison (in the White House 1809 to 1817) was derided for being too flashy for American tastes, even though her most well-known dress, a red, high-waisted, no-corset, “empire style” gown, evokes the republican values of ancient Rome. Dolley’s famous red dress is rumored to have been made out of White House curtains she rescued from British arsonists during the War of 1812 — a legend that is, tragically, almost certainly just that.

By the latter half of the century, Dolley’s sleek gowns were old news and American men were all about that bass, no treble. That fuller look was reflected in the wardrobe of the Harriet Lane, the niece of lifelong bachelor President James Buchanan and the first person to be called “First Lady” by the press (they simply didn’t know what else to call her).


According to one writer in the 1880s, “No man would stay long with a woman whose skinny buttocks he could hold in the palm of one hand,” said FIT’s Valerie Steele. And as Tracy Reese noted, we may have come full circle on the big-bottomed style of the era. “Sounds like Nicki Minaj,” she said.

Through the end of the turn of the century, the Roaring Twenties and into the Depression, some First Ladies wore the fashions of their era better than others. Edith Wilson, wife to President Woodrow Wilson, liked to do her own alterations to her clothes with mixed success—Gunn guessed she’d be the first jettisoned from Project Runway. And the image of Eleanor Roosevelt as intrepid if somewhat unfashionable is not altogether true. The Smithsonian’s Lisa Graddy told of a dress that looks conservative on a mannequin but that Mrs. Roosevelt wore with the sleeves removed and unclasped, giving the gown a “nice, draped, low back.”


“She was a bit of a minx,” added Gunn.

The First Lady’s fashion decisions have always had political impact but never more so than in the era of mass visual media, beginning roughly with Jackie Kennedy’s gilded tenure. Jackie’s famously expensive, quasi-aristocratic taste in clothes was such that GOP politicos deliberately tailored the styles of the next Republican woman to inhabit the White House, Pat Nixon, to strike an everywoman note meant to appeal to the supposedly average Americans in President Nixon’s “silent majority.”

Then in the 1980’s, Valerie Steele from FIT notes that Nancy Reagan “almost single handedly, transformed red from the color of Communist revolution to the color of Republicans.” Not a bad scalp for the better half of Mr. “tear down that wall.”

Not all First Ladies are particularly interested in fashion. Hillary Clinton was surprised by the amount of attention her clothes attracted, Steele said. And Laura Bush was largely uninterested in the kind of high-concept fashion thinking that preoccupied someone like Nancy Reagan, who, we’re told, meticulously labeled every dress with the last occasion on which it was worn.


The fashion pendulum has swung back again with Michelle Obama, who, notwithstanding her taste for affordable middle-brow threads (she’s a J. Crew fan), seems to have a personal stake in the statements she makes with her formal wear. Tracy Reese designed the dress Obama wore to the 2012 Democratic National Convention, a dress that was delivered with sleeves attached, Reese said. Obama, who has a well-known fondness for going sleeveless, personally had the sleeves removed.

![07/06/1998 - D:BOB2Madison5.tif - slug: WK/MONTPELIER. date: 7/6/98. photographer: Robert A. Reede](https://static.time.com/v3/assets/bltea6093859af6183b/bltb66f4d92623b1d30/6986a64c55a85928e3a82ea5/dolly-madison.jpg?branch=production&width=1200&quality=75&auto=webp)

Left: A portrait of Dolly Madison, circa 1800; right: Dolly Madison's famous red dress on display at the home on James Madison in Montpelier, Va. Getty Images (2)

![First Lady Fashion Mrs., Abraham Lincoln](https://static.time.com/v3/assets/bltea6093859af6183b/blt8facb709aba2b7ad/6986a5a655a8593d32a82d4c/first-lady-fashion-lincoln.jpg?branch=production&width=1200&quality=75&auto=webp)

Mrs. Mary Todd Lincoln, wife of Abraham Lincoln, in 1863. Getty Images


![Harriet Lane](https://static.time.com/v3/assets/bltea6093859af6183b/blt34aead76ac0d7271/6986a653e53aba0fa74d4b48/harriet-lane-first-lady.jpg?branch=production&width=1200&quality=75&auto=webp)

Portrait of Harriet Lane, circa 1860s. Harriet Lane was the first "acting First Lady" to her uncle, life-long bachelor, President James Buchanan. Getty Images

![First Lady Fashion Grace Coolidge](https://static.time.com/v3/assets/bltea6093859af6183b/blt99f8d31c22c2e9c4/6986a5a5e8524b4e68604eea/first-lady-fashion-grace-coolidge.jpg?branch=production&width=1200&quality=75&auto=webp)

Mrs. Grace Coolidge, the First Lady to Calvin Coolidge, in 1925. Getty Images

![Eleanor Roosevelt wears Arnold Constable gown she will wear](https://static.time.com/v3/assets/bltea6093859af6183b/blte0a44d7ae26b4b7d/6986a651d0b6f29f66306686/eleanor-roosevelt.jpg?branch=production&width=1200&quality=75&auto=webp)

Eleanor Roosevelt wears the Arnold Constable gown she will wear to the White House diplomatic corps reception, Nov. 10, 1939. NY Daily News Archive/Getty Images


![First Lady Fashion Mrs. Richard M. Nixon;Mrs. Dwight D. Eisenhower](https://static.time.com/v3/assets/bltea6093859af6183b/blt53398978a2851a2a/6986a5a5d0b6f23afa306556/first-lady-fashion-eisenhower-nixon.jpg?branch=production&width=1200&quality=75&auto=webp)

Mrs. Mamie Eisenhower (L) sharing her fur with Mrs. Patricia Nixon on a chilly night in 1952. Ed Clark—The TIME & LIFE Picture Collection/Getty Images

![First Lady Fashion Jacqueline Kennedy](https://static.time.com/v3/assets/bltea6093859af6183b/blt319b80c5c49154fa/6986a5a4d0b6f2b682306552/first-lady-fashion-jackie-kennedy.jpg?branch=production&width=1200&quality=75&auto=webp)

First Lady Jackie Kennedy wearing a fitted silk apricot dress and triple strand of pearls, walking through crowds during a visit to Udaipur, India on March 1, 1962. Art Rickerby—The TIME & LIFE Picture Collection/Getty Images

![Lady Bird Johnson](https://static.time.com/v3/assets/bltea6093859af6183b/blt73915fbf1bca8356/6986a5a0810bbb2ecdc93a7b/lady-bird-johnson-first-lady-fashion.jpg?branch=production&width=1200&quality=75&auto=webp)

Lady Bird Johnson Bettmann/Corbis


![First Lady Fashion Pat Nixon](https://static.time.com/v3/assets/bltea6093859af6183b/bltbef36d8765324e23/6986a5a406f2c128e9330f63/first-lady-fashion-nixon.jpg?branch=production&width=1200&quality=75&auto=webp)

Mrs. Patricia Nixon at home reading the newspaper in Washington, 1960. Ed Clark—The TIME & LIFE Picture Collection/Getty Images

![Nancy Reagan, decked out in red lace dress & gold](https://static.time.com/v3/assets/bltea6093859af6183b/blt712f76df61b79423/6986a653cd684869b0096c20/nancy-reagan-red.jpg?branch=production&width=1200&quality=75&auto=webp)

Nancy Reagan, decked out in red lace dress, gold earrings and necklace set, at "President's dinner" in Washington on May 11, 1988. Diana Walker—TTime & Life Pictures/Getty Images

![First Lady Fashion Hillary Clinton](https://static.time.com/v3/assets/bltea6093859af6183b/blt5612d197658d7ceb/6986a5a71eebf75906372e24/first-lady-fashion-hillary-clinton1.jpg?branch=production&width=1200&quality=75&auto=webp)

First Lady Hillary Rodham Clinton in the White House Rose Garden during a meeting with the League of Women Voters in Washington on June 7, 1993. Cynthia Johnson—The TIME & LIFE Picture Collection/Getty Images


![US-VOTE-2012-DEMOCRATIC CONVENTION](https://static.time.com/v3/assets/bltea6093859af6183b/blt110327a9b6483bdc/6986a656d0b6f29cd930668a/michelle-obama.jpg?branch=production&width=1200&quality=75&auto=webp)

First Lady Michelle Obama waves to supporters on the first day of the Democratic National Convention at the Time Warner Cable Arena in Charlotte, N.C. on Sept. 4, 2012 Stan Honda—AFP/Getty Images

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