Oprah Winfrey's awkward interview with Olsen twins where she asks then-teens their ‘size’ resurfaces

Mary-Kate and Ashley Olsen appeared on 'The Oprah Winfrey Show' in 2004, around the time when Mary-Kate was allegedly struggling with an eating disorder
UPDATED FEB 25, 2025
Oprah Winfrey was called out for her 'tone-deaf' 2004 interview with Mary-Kate and Ashley Olsen (YouTube/Daily Blast LIVE)
Oprah Winfrey was called out for her 'tone-deaf' 2004 interview with Mary-Kate and Ashley Olsen (YouTube/Daily Blast LIVE)

LOS ANGELES, CALIFORNIA: Oprah Winfrey’s old clip of her interviewing the Olsen twins — Mary-Kate and Ashley Olsen — has resurfaced once again that shows her asking inappropriate questions to them, including “What size are you?”

The sisters were only 17 when the interview happened in 2004. Also, Mary-Kate was rumored to be battling an eating disorder at the time of the taping, as reported by the Daily Mail.

The former actress was even admitted to a rehab facility for weeks to receive treatment for a health problem.



 

Oprah Winfrey pushed Olsen twins to answer questions about their ‘size’

But Oprah Winfrey, who was 50 years old then, did not consider their struggles and told the twins on 'The Oprah Winfrey Show', “I know a new rumor [that has] recently surfaced has really upset you, right? You know, the one about eating.”

Ashley then replied, “Yeah, you know people are gonna write what they’re gonna write. We try not to read the good or the bad because it just comes with the territory. Either you’re too fat, too skinny and people are just gonna write what they–”

Designers Ashley Olsen and Mary-Kate Olsen pose with 2018 CFDA Accessories Designer of The Year award during the 2018 CFDA Fashion Awards Winners Walk at Brooklyn Museum on June 4, 2018 in New York City.
Designers Ashley Olsen and Mary-Kate Olsen pose with the 2018 CFDA Accessories Designer of The Year award during the 2018 CFDA Fashion Awards Winners Walk at Brooklyn Museum on June 4, 2018, in New York City (Getty Images)

However, the TV producer cut her off before asking, “What size are you, by the way?”

The question reportedly made the duo feel uncomfortable before Ashley remarked, “Size?”

Her twin sister then said that they had always been “petite”.

Oprah Winfrey seemingly made fun of Olsen twins

Oprah Winfrey attends the premiere of Netflix's
Oprah Winfrey attends the premiere of Netflix's 'The Six Triple Eight' at The Egyptian Theatre Hollywood on December 3, 2024, in Los Angeles, California (Maya Dehlin Spach/WireImage)

But Winfrey, without any remorse, sarcastically said, “Oh, that’s so interesting. That is so interesting, I’m obsessed with size and you’re like, ‘I really don’t know'.”

Mary-Kate, however, added, “If we were obsessed with our size it’d be, I don’t know, a different story.”

Many people over the years have called out Winfrey for her inappropriate questions.

Internet calls Oprah Winfrey ‘tone deaf’

Oprah Winfrey, Global Media Leader speaks on stage in conversation with Gayle King, Co-host, CBS Mornings, Editor-at-Large, Oprah Daily (not pictured) during 2024 Massachusetts Conference for Women at Boston Convention and Exhibition Center on December 12, 2024 in Boston, Massachusetts. (Photo by Marla Aufmuth/Getty Images for Massachusetts Conference for Women)
Oprah Winfrey, Global Media Leader speaks on stage during the 2024 Massachusetts Conference for Women at the Boston Convention and Exhibition Center on December 12, 2024, in Boston, Massachusetts (Marla Aufmuth/Getty Images for Massachusetts Conference for Women)

A YouTube user said, “Hey, Oprah they didn't want to tell you.  Why couldn't you show them respect instead of making fun of them?  Why would you grill a couple of teenagers who were at the time suspected of having eating disorders?  You were beyond tone deaf, Oprah.”

Another user said, “Oprah was so hyped on getting the scoop on the twins, she should be ashamed and offer an apology. A lot of hosts should be apologizing to celebrities from back in the day honestly.”

“Ashley sounded so mad I don't blame her,” one shared.

A person commented, “Ashley's eyes when she gets asked her size...I'm recovered anorexic.(mostly) and this interview broke my heart. To me, MK  seemed to freeze and Ashley was horrified. She was protecting her sister by jumping in to answer but also you can see how she was also hurting over the whole issue. EDs are merciless destroyers of life. This line of questioning was out of line, insensitive, dangerous and unnecessary. There was plenty else to discuss. To purposely trigger someone for ratings? Disgusting and manipulative. I don't think Oprah is any different now.”

Someone else wrote, “I felt so upset by this. Totally inappropriate MS O.”

“Oprah has done way worse,” a comment read.

This article contains remarks made on the Internet by individual people and organizations. MEAWW cannot confirm them independently and does not support claims or opinions being made online.

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