American comedian and actor Matt Rife, best known for his self-produced comedy specials, previously talked about the stand-up shows he's done, being on "Wild 'n Out" and sliding into American actress-singer Zendaya's DMs.

In a podcast guesting on "No Chaser with Tim Chantarangsu" in 2019, Rife was asked about his relationship status. At the time, he revealed he was single and was not looking for anyone. He went on to share that he might be single, but he's got a crush - a girl he found adorable.

The host asked if Rife slid into Zendaya's DMs, and he responded, "Of course." After being asked if the actress replied to her, all of them answered in unison, "Of course not," and laughed.

"I'm waiting to run into her as a man now," he said at the time. Then, he talked about the viral "Wild 'n Out" encounter he had with Zendaya.

In the "Wild 'n Out" episode, Zendaya was featured in a game where the participants, including Rife, needed to make jokes intended to make the actress laugh and spit out the water in her mouth.

However, Rife's joke seemingly didn't sit well with Zendaya at the time, as she kept a straight face throughout. He said, "Look, you're mixed, I want to be Black. Let's make a lifestyle move."

When Zendaya didn't break character, he continued and said, "Spit that water out so I can get your number, please."

The video clip showing the comedian's "awkward advances" went viral and has since gained over 26.2 million views on YouTube.

In recent news, Matt Rife's Netflix comedy special, "Matt Rife: Natural Selection," started streaming on the video-on-demand streaming service on Wednesday.

In this special, Rife "leaves no topic untouched - from crystals to social media trolls - and no audience member spared," per Netflix.

Rife went from struggling to sell one hundred tickets on a show last summer to selling around 600,000 tickets in just 48 hours for his "ProbleMATTic World Tour" earlier this year.

His self-produced comedy specials include "Only Fans" and "Matthew Steven Rife and Walking Red Flag."

The subjects of his stand-up comedy acts include American culture, pop culture, current events and human sexuality, among others.

Tags
Zendaya, Stand up comedy