At the Oval Office meeting on Tuesday, Trump reminded reporters that he had been on one of Winfrey's last shows.
The presidential buzz follows Winfrey's impassioned call for "a brighter morning even in our darkest nights" at the Golden Globes on Sunday night in a speech that left some viewers contemplating the idea of the Democratic Party embracing a celebrity candidate of its own to challenge Trump in 2020.
Late-night show host Jimmy Kimmel said at a press conference Monday that he thought Winfrey's speech was "preaching to the choir" with her Hollywood audience.
King said: "She loves this country and would like to be of service in some way".
And while Winfrey's partner, Stedman Graham, was initially quoted as saying that she "absolutely" would run, he has since said his remarks were taken out of context and that he only meant to convey that she would "absolutely" make a great president if she did run.
If you were inspired by Oprah Winfrey's acceptance speech for the Cecil B. DeMille Award at the 2018 Golden Globes, you definitely have to check out the second speech she made backstage. That election could provide an invaluable insight into Trump's vulnerabilities with the electorate, and is expected to be a tight race for Republicans to hold onto their dominance of Congress.
Germany to US: Call out Iran but Keep Nuclear Deal
Under the deal, Iran agrees to halt its nuclear weapon programme in exchange for economic aid and lifting of worldwide sanctions. Trump must decide by mid-January whether to continue waiving US sanctions on Iran's oil exports under the terms of the pact.
In November, she told a Tokyo summit that sexual harassment of women should "never be tolerated".
"It's not happening. She has no intention of running", the source said.
To all the powerful men out I say your times up. Trump, of course, was a businessman-turned-reality-television-star before his extraordinary political rise.
"Yeah, I'll beat Oprah", Mr Trump told reporters during a meeting to discuss immigration reform with United States senators.
But look, I get it. Democrats have been traumatized by recent events, and one of the responses is to throw up your hands and say, "Fine then".
'Oh I forgot, that's right....you'd heard the rumours but you had no idea he was actually serially assaulting young stary-eyed actresses who in turn had no idea what they were getting into.
On Wednesday, Family Guy creator Seth MacFarlane also questioned Winfrey's presidential ambitions, writing that a Trump-Winfrey matchup in 2020 would be "troublingly dystopian".