Top 10 Most Controversial Oprah Moments

You get a controversy and you get a controversy! Welcome to MsMojo, and today we’re counting down our picks for the most heated controversies that have dogged media mogul, Oprah Winfrey, throughout her extensive career. Our countdown includes the wagon of fat, the Olsen twins interview, Tom Cruise jumps on the couch, and more! What other controversial Oprah moments shocked YOU? Let us know in the comments below!

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[kamsismith]

Michael Jackson and the Olsen twins were the first people that came to mind.

[Rebelwithacause]

Respect for Michael Jackson for refusing to ask that inappropriate question.
Also as a recovered person from an eating disorder asking someone how much they way is the worst question you could ask and only adds to the misconception about eating disorders.

[TheVitamin]

the audacity of her to ask Michael Jackson if he was a virgin, so rude.

[jeffsanders]

I thought her interview with Nathan Lane and Robin Williams during the time of The Birdcage would had been on the list. For those not aware, Nathan Lane wasn’t out yet and was worried his career would be affected if so. But during the interview, Oprah was asking questions in a way to get Nathan to come out or talk about his sexuality. Robin could see what was happening and he swooped in and saved him and steered the interview in a different direction.

[blugreen]

She dumped Dr. Phil and Dr. Oz on us. Enough said. 😐 When she lit into author James Frey because her ego was bruised was a close second. Asking MJ if he was a virgin was so gross.

[jemimahjulian]

The Meghan Markle interview was more controversial than Tom cruise stepping on the couch!

[Sileaine]

What about her friendship with Harvey Wienstein.

[SuperiorPhantom-dxvh]

Michael Jackson was innocent all the way.

[AmmandaWithmz]

Though not considered as controversial as the ones listed here, what about Nathan Lane and Robin Williams promoting The Birdcage? Lane voiced his suspicions of Oprah wanting to out him before he was ready to Williams. When such questions were about to arise, there was good old Robin Williams diverting the topic to a different direction.
Robin, yay! Nathan, yay! Oprah, ugh.

[COMPFUNK]

Why was Tom Cruise jumping on the couch controversial though?

[criminalmindsgirl]

That's not Oprah's fault that Tom Cruise was acting crazy because he was in love 🤦‍♀️🙄

[TheMisterEMS]

She has proven time and time again to be a horrible person all around just like many people in her field. It's horrendous how she has gotten away with it for so long.

[anitasirlin]

Prince Harry and Megan Markle interview

[Aygo]

The best Oprah moments for me... Were when Debra Wilson immaculately mocked her on Mad TV

[TightyWhiteyTrash]

6:34 wait…wait…wait a minute. *6.5 miles A DAY?!* EVERYDAY? As in *7 DAYS/WEEK?* So that’s a few miles short of someone running from Washington DC to Baltimore 😳

[carameldiva]

She only did the Maui fund because she has a compound there

[topher]

How anyone can see that Tom Cruise moment and see anything but a scripted bit is beyond me.

[kingoogierd]

I haven’t been this excited for a new type of list that isn’t a rehash of old content is good

[dannigro]

Every time I watch the Tom Cruise Oprah interview I can’t help think of scary movie 4

[benarizola]

Did anyone notice how terrified Katy Holmes looked ? And how rough Tom manhandled her ?