From a 2018 Oval Office meeting to a 2022 dinner at Mar-A-Lago, Ye (formerly known as Kanye West) and Donald Trump have often been seen together. With the election drawing near, Trump found time in his campaign schedule to join Adin Ross’ stream on a recent Monday afternoon. Amidst a group of supporters in red MAGA hats, Trump and Ross went through a quick-fire discussion about various political and cultural figures.
When Kanye West’s photo appeared, Trump took a moment before describing Ye using a reference to Avril Lavigne’s 2002 hit, calling him “very complicated.” He explained that while Ye is genuinely nice and means well, he tends to involve himself and others in complex situations. “He’s got a good heart—really, he does, but he’s complicated,” Trump stated.
This candid remark surprised many fans, though some agreed that Trump’s description was accurate, noting that his comments about Kanye were consistently positive.
Trump has previously expressed his good wishes for Kanye West, notably when he congratulated him and Kim Kardashian on their wedding in 2014. Kanye’s interactions with Trump include casting a Trump look-alike in his “Famous” video and declaring his support for Trump during the 2016 election.
Their friendship was prominently displayed in 2018 when Kanye visited the White House donning a MAGA hat, which he claimed gave him a sense of empowerment. “It’s the bravery that helps you beat this game called life,” Ye told the press during that visit. He emphasized how the hat made him feel powerful, despite friends advising against wearing it.
The dynamics between them seemed to shift in 2022 when Kanye brought controversial political figure Nick Fuentes to a dinner at Mar-A-Lago. During this meeting, Kanye criticized Trump for not supporting those arrested during the January 6th riots financially and even proposed that Trump consider being his vice-presidential running mate for the 2024 election.
In an interesting turn during the stream with Ross, Trump received gifts including a Cyber Truck and a Rolex, which Rolling Stone suggested might breach FEC regulations.