On Friday, the God's Plan rapper was photographed leaving Mamo in a brown vintage Hermès fringed shawl dating from the 1990s, layered over a black long-sleeved shirt.
He completed the outfit with black leather trousers and matching shoes as he departed the restaurant.
The following day, Drake made another eye-catching appearance in a leopard-print Chrome Hearts jacket decorated with red crosses, worn over a crisp white button-up shirt.
Red leather pants, brown boots and gold jewelry finished the colorful ensemble, which he wore ahead of his birthday festivities.
The Daily Mail has contacted Drake's representatives for additional comment.
Drake, 40, made a series of flashy fashion statements in New York City while celebrating his milestone birthday over the weekend
The Grammy-winning artist enjoyed a packed birthday weekend, hosting a lavish Friday night celebration at Casa Cipriani attended by more than 400 guests. The Backstreet Boys also took the stage during the event.
According to TMZ, Drake joined the group to perform their iconic 1999 hit I Want It That Way.
Addressing the crowd, Drake said the night was not about “a tour, an album release, or a bunch of videos we shot,” adding, “It's about being alive, staying alive.”
The party reportedly featured a game show offering substantial cash prizes, while guests received luxury gifts, including handbags from Chanel and Hermès.
Drake later shared a photo from the star-studded celebration on Instagram, placing himself at the center of the festivities.
He captioned the image, “Ok now what…”
The birthday celebrations had been underway throughout the week, with Drake also gathering with friends at Toronto's CN Tower, located in his hometown.
Drake continued the celebrations with a second birthday party at Delilah on Saturday, TMZ reported. Guests included Alix Earle, Travis Scott, Landon Barker and Jack Harlow.
The God's Plan rapper wore a brown vintage 1990s Hermès fringed shawl over a black long-sleeved shirt while leaving Mamo on Friday
Drake stepped out Saturday in a leopard-print Chrome Hearts jacket featuring red crosses over a white button-up shirt
The In My Feelings artist paired his statement jacket with red leather pants, brown boots and gold jewelry before the birthday festivities
Drake's birthday week also brought a major career milestone. On Friday, the Recording Industry Association of America awarded him 30 new certifications, Billboard reported.
He became the first artist to surpass 350 million units certified by the organization. His latest album, Iceman, was also certified platinum after its May 15 release.
He also had multiple releases reach Diamond status - releases that were sold or streamed at least 10 million times - including his 2016 album VIEWS, as well as singles such as 2011's Marvins Room and 2018's In My Feelings.
The musical mainstay has a total of 18 Diamond certifications, the most of any artist.
