Caleb Pressley Says Drake Has “The Most Security”

Caleb Pressley says that Drake has the “most security” he’s ever seen. The Barstool host recently interviewed Drake for an episode of his show, Sundae Conversation. Sitting down with Theo Von for an interview, earlier this week, Pressley explained what it was like arriving at the legendary Toronto rapper’s home.

Pressley began by explaining that he was in Drake’s house for at least 90 minutes before he even laid eyes on the rapper. “His security’s insane. He has the most security. You ever seen security? Imagine more.” Fans in the comments section of a post from RapTV had jokes in response to the claim. One wrote, “You know you made it when somebody wanna know if you answer yo own front door.” Another commented, “You know you made it when you’re security got security.”

Drake & His Son, Adonis

TORONTO, ON – APRIL 7: Drake sits with his son Adonis before the Toronto Raptors play the Philadelphia 76ers in their basketball game at the Scotiabank Arena on April 7, 2022 in Toronto, Ontario, Canada. (Photo by Mark Blinch/Getty Images)

During the interview, Pressley also spoke with Drake’s son, Adonis. When the child admitted he’s not a strong reader, Pressley asked, “Do you think if he did a better job with you at home that you’d be able to read?” Adonis replied, “Yeah.” As for his conversation with Drake, Pressley asked the rapper about betting. In response, Drake affirmed that his most chips are in on parenting. “Fatherhood. I just mean, in an encouraging way, like, ‘You can always bet on fatherhood. For all the people out there, you can always bet on fatherhood.”

On the music side of things, Drake recently premiered an unreleased song on Friday night’s episode of Sound 42’s The Fry Yiy Show on SiriusXM Radio. On the track, he samples Kim Kardashian discussing the idea of getting a divorce from Kanye West. The audio comes from an episode of Keeping Up with the Kardashians in 2021. Drake is also preparing for a collaborative tour with 21 Savage this summer. The two previously worked together on the 2022 album, Her Loss. Additionally, Drake has hinted at releasing a new album of his own before the end of the year.

Caleb Pressley’s Interview With Theo Von

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Drake & Son Adonis In Hilarious Barstool Sports Interview

Drake and his son Adonis just participated in a hilarious interview with Barstool Sports. Moreover, it formed part of the Sundae Conversation with Caleb Pressley series, where he interviews various celebrities. Of course, there’s a bit of a parody element to it, thanks to Pressley’s comical questions and delivery. Furthermore, they covered a lot of topics, including the 6 God’s parenting skills, his private plane, and his 42-diamond necklace. Overall, it was a pretty funny and earnest interview, and all parties seemed to have a good time.

TORONTO, ON – APRIL 7: Drake sits with his son Adonis before the Toronto Raptors play the Philadelphia 76ers in their basketball game at the Scotiabank Arena on April 7, 2022 in Toronto, Ontario, Canada. NOTE TO USER: User expressly acknowledges and agrees that, by downloading and/or using this Photograph, user is consenting to the terms and conditions of the Getty Images License Agreement. (Photo by Mark Blinch/Getty Images)”n”n”n”n”n

Well, Adonis didn’t thank Caleb for his new basketball merch, but that was the only part. He also had a hilarious moment where he said he didn’t know how to read. Pressley asked him if he thought he’d be able to read if he had a better dad. Looking over at Drake, Adonis said “This is my better dad. [But] yeah. And that’s a funny dad, and also he does a lot of jokes.” In addition, Pressley asked Drake if his son ever cockblocks him to not split his inheritance.

However, one of the most interesting revelations in the interview concerns the Canadian star’s chain made of engagement rings. Readers may remember that the promotion behind it claimed that its 42 diamonds represent each time he wanted to propose. However, Drake clarified that it’s not meant to represent that so literally. “Well, yeah, it was more just a joke. But, obviously people took it pretty literal. I was just trying to have an interesting story.” To give you an idea of how the interview went, Pressley’s response was quite odd. He pointed to his co-host and said he has a necklace for every time he’s thought about boobs. Drake laughed hard, especially after he saw the necklace dragged down into a massive clump on the floor.

Also, they spoke of how to properly call women: b***hes or h*es. Moreover, Drizzy said that the latter is always better than the former, and doesn’t throw around the b-word in the everyday anymore. Of course, these comments are quite cheeky considering some of his lyrical content. “I’ll blow half a million on you h*es, I’m a feminist,” he rapped on Her Loss. Another hilarious moment was a debate on whether Dan Aykroyd invented Patrón Tequila.

Fun fact: Aykroyd’s the importing agent for Patrón into Canada. Overall, the “One Dance” star gave one piece of cryptically wise advice when talking about gambling. “You can always bet on fatherhood,” he expressed. Given that Drake interviews are rare, such a hilarious video with so many highlights is even rarer. Check out the full interview above and let us know your favorite moments in the comments down below. Also, as always, stay tuned to HNHH for the latest on Drake and more funny interview moments.