Donald Trump Teases a President Bid During a 1988 Oprah Show | The Oprah Winfrey Show | OWN

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Trump in 1999: Oprah would be my VP choice

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Ivanka on What Growing Up Trump Was Like | The Oprah Winfrey Show | Oprah Winfrey Network

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Oprah Reacts to 1988 Interview with Donald Trump About Being President

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Trump Lashes Out At Oprah Winfrey

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Trump Angrily Reacts To Oprah Winfrey Warning That His Win Could Be The End Of Voting | Election Day

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Trump tells Oprah his political views in 1988

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Why Donald Trump Jr. Doesn't Like Using the Trump Name | The Oprah Winfrey Show | OWN

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Donald Trump Tells Oprah in 1988 What He Would Do as President

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Living the Trump Life: \

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‘Trying to avoid any sentencing whatsoever’: Trump appeals to Supreme Court over hush money case

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Marla Maples' True Feelings About Donald Trump | Where Are They Now | Oprah Winfrey Network

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Donald Trump on Marriage: \

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Donald Trump, 1998 - BBC HARDtalk

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Barack Obama's Roast of Donald Trump Motivated Him to Run for President | Firstpost America

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Donald Trump: 'Putting a Wife to Work Is a Very Dangerous Thing' [FULL 1994 INTERVIEW]

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Inside the luxurious lives of the world's richest kids | 60 Minutes Australia

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Trump asks Supreme Court to block his criminal hush money sentencing

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Donald Trump with Fiancée Melania in Season 2

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Donald Trump: \

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Trump and Oprah: A brief history

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Donald Trump: \

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How Oprah would spend 10 minutes with Trump

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Donald Trump on Oprah's \

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Oprah to Marla Maples: Is Donald Trump Controlling? | The Oprah Winfrey Show | Oprah Winfrey Network

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'She should be ashamed of herself': Trump says of Oprah Winfrey's voting comment

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Donald Trump on the Role Genetics Play in Success | The Oprah Winfrey Show | Oprah Winfrey Network

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If Oprah had 10 minutes with Trump ...

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Oprah Winfrey Reacts to President Trump's 'Hate' Tweet

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'Let's Play It!': Trump Plays Clip Reel Of Kamala Harris's Oprah Interview On Jumbotron At NC Rally

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