Drake Courts ‘Goth Baddie’ Pinkchyu with Extravagant Private Date at Toronto’s Historic Castle
Drake pulled out all the stops for his latest romantic rendezvous, renting out an entire historic castle in Toronto for an ultra-exclusive private dinner with viral sensation Pinkchyu.
Taking the dating game to royal heights, the 4-time Grammy winner flew his “goth baddie” north of the border this past week for a one-of-a-kind evening at Casa Loma—Toronto’s iconic, nearly 200,000-square-foot historic gothic revival castle.
1. A 98-Room Castle All to Themselves
Known for orchestrating grand romantic gestures (having famously rented out Dodger Stadium in Los Angeles for a private dinner in the past), the OVO hitmaker ensured complete exclusivity for their Toronto outing:
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Complete Landmark Buyout: The historic 98-room estate was completely closed off to the public for the evening.
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Intimate Dining: With only essential staff on hand—including a dedicated server, bartender, and security detail—the pair enjoyed an intimate sushi dinner while having the sprawling castle grounds entirely to themselves.
2. From Viral Dating Show to High-Profile Dates
The grand date marks a notable escalation in the pair’s budding dynamic:
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The Viral “20-v-1” Spark: Pinkchyu first captured global internet attention as the standout winner of Drake’s viral “20-v-1” livestream dating challenge, where she famously commanded the rapper to bark on camera.
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Fulfilling Big Promises: Beyond the lavish dates, Drake previously pledged during the viral stream to purchase a new home for Pinkchyu’s mother—a promise she recently confirmed he is actively fulfilling.
From viral streaming moments to a private dinner across the halls of a historic fortress, Drake continues to prove that his signature flair for over-the-top romance remains unmatched.
