Bloor Street Entertains 2022: Holiday Dressing Inspiration from Guests

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Myles Sexton at Louis Vuitton. Photography by George Pimentel.

Searching for festive dressing inspo? The fashionable guests of Bloor Street Entertains 2022, a fundraiser benefitting AIDS research, have got you covered.


Date December 8, 2022

Staring at a social calendar stacked with holiday parties and New Year’s Eve bashes? On the hunt for fresh festive dressing inspo? Look no further than the chic boutiques and hotels of Toronto’s Yorkville neighbourhood where the city’s best dressed rubbed sequined and metallic elbows in the name of AIDS research on November 30. There, on the eve of World AIDS Day on December 1, the Canadian Foundation for AIDS Research (CANFAR) held the 26th edition of its Bloor Street Entertains (BSE) fundraiser.

The cause was worthy, the parties were hopping and, lucky for us, the looks were giving holiday. Bold colour (think striking Tiffany blue, joyful cerise and energetic neon green), glitter (naturally) and flourishes of festive metallic were all on display, with guests dining, sipping and dancing at 23 chic venues across the Bloor-Yorkville area including Holt Renfrew, Max Mara, Christian Louboutin, Louis Vuitton, Park Hyatt and The Webster. The official after-party, held at The Four Seasons hotel, was standing room only, where drag superstar Brook Lynn Hytes and dance artist Rêve performed in front of over 800 stylish party-goers.

The 2022 iteration of Bloor Street Entertains, co-chaired by the Hon. Scott Brison, Candice Sinclair and Maxime St-Pierre, wasn’t just a fashionable affair — the event raised nearly $1.4M to support CANFAR’s mission to end HIV in Canada.

Click through the gallery below to see what Toronto’s most fashionable guests wore to Bloor Street Entertains — and get outfit inspiration for your next holiday party.

Myles Sexton at Louis Vuitton

Andrea Graham at Tiffany & Co.

‘FASHION’ editor-in-chief Bernadette Morra at Max Mara

Brooke Lynn Hytes and co-chair Candice Sinclair

Billy Newton Davis at Peter Triantos Gallery

Nikki Yassemi at the Four Seasons

Bojana Sentaler and Victoria Radford at Radford Studio

David Dunkley at the Gardiner Museum

Janice Fricker at Tiffany & Co.

Kara Yang at the Four Seasons

Mason Lyle at the Four Seasons

Seraphina Kim at Peter Triantos Gallery

Osmel B. Maynes at Holt Renfrew

Lily Li at the Four Seasons

Ralph Roach at Tiffany & Co.

Sonja Berman at the Four Seasons

Hillary LeBlanc at the Four Seasons

Mael Akdim at the Four Seasons

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