kawhi leonard toronto

Kawhi Leonard is back in Toronto and clearly isn't done with his 'Fun Guy' era

Even though the Toronto Raptors' trade for Kawhi Leonard remains paused, it hasn't stopped the 35-year-old NBA superstar from enjoying summer nights in the city.

And judging by his latest outing, Leonard appears to be back in his "Fun Guy" era.

Leonard was spotted at the National Bank Open on Tuesday night, taking in some quarterfinal action with his longtime partner, Kishele Shipley, and Toronto-area real estate mogul Sam McDadi.

The trio were pictured laughing and enjoying the action at Sobeys Stadium, where Coco Gauff faced Belinda Bencic before Naomi Osaka took on Elena Rybakina.

Kawhi wasn't just there to watch the tennis, either.

Kawhi Leonard visited American tennis star Coco Gauff in the players' lounge at the National Bank Open. (Tennis Canada)

After Gauff advanced, the two-time NBA Finals MVP visited the American tennis icon in the players' lounge and managed to get his hands on several autographed tennis balls for his daughter, Kaliyah, from her favourite player.

He then returned to his seat to watch the hard-serving Rybakina defeat Osaka in three sets. And rather than heading for the exits once the match was over, Leonard stuck around in hopes of getting another signed ball — this time from the two-time Grand Slam champion.

Leonard was successful.

This isn't the first time Leonard has been spotted in the city this summer. He was also in attendance at Kyle Lowry's retirement announcement at the OVO Athletic Centre on July 7 and was spotted having dinner in Yorkville the night before.

The Raptors orchestrated a blockbuster reunion with Leonard on June 30, sending Brandon Ingram and Gradey Dick to the Los Angeles Clippers along with several draft picks.

But just 10 days later, the Raptors chose to pause the deal while the NBA continues to investigate the Clippers and Leonard over alleged salary-cap circumvention involving more than $28 million in reported no-show endorsement deals.

The investigation is ongoing and is expected to wrap up before the start of the 2026-27 season. Exactly what happens next remains the big question for Toronto sports fans.

Though if there's one silver lining from Leonard's recent public appearances around the city, it could be a sign that he knows he's here to stay, no matter the outcome of the investigation.

Lead photo by

@nbotoronto


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