R&B superstar Drake shared online the jaw dropping amount of money he has not only gambled but lost in the past month.

The Toronto rapper now holds the record for the most Diamond-certified singles in RIAA history, hitting a total of 10 as of Tuesday (May 28). The latest tracks to reach the coveted 10-times ...

His dramatic entrance opened the first of Drake's 16-date Anita Max Wynn Tour, which will include multiple nights at arenas in Melbourne, Brisbane, Sydney, and Auckland, New Zealand.

Anita Max Wynn Explained Drake Meme. Posted: April 11, 2025 | Last updated: May 2, 2025 "Follow me, Arnie Negrete, for more mind-blowing life hacks, hilarious fails, and crazy experiments you won ...

On his latest 'Anita Max Wynn' tour, Drake gave a shoutout on stage to his past collaborators who "didn't turn pussy" on him.

Drake’s tour name stems from a 2023 livestream moment where he introduced his alter ego named “Anita Max Wynn”. It plays on the gambling expression “I need a max win” which refers to as ...

Drake postponed the remaining handful of dates on his Anita Max Win Tour slated to run through Australia and New Zealand in March. And now, fans are reacting to the unexpected news.

Drake has postponed the remaining dates on his Anita Max Win Tour in Australia/New Zealand. See how fans are reacting.

Drake made sure to make his Anita Max Wynn Tour memorable for his fans.During his Australian stop the God’s Plan singer made one lucky fan’s dream come true. In a viral video posted over ...

Drake beat a fan at rock-paper-scissors during one of his concerts and offered them $20K as a consolation prize. The rapper has been gifting fans thousands of dollars during his Anita Max Wynn ...

Drake is proving once again that he’s not just a rap superstar—he’s also one of the most generous artists in the game. During his Anita Max Wynn Tour stop in Sydney, the OVO boss showered lucky fans ...