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Street Style: Woofstock’s high tea service for decked-out dogs

By Jean Grant| Photography by Sarah Campbell
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Woofstock, Toronto’s festival for dogs, kicked off this weekend with a fashionable tea service at the Westin Harbour Castle. This year, the dogs came dressed as their celebrity doppelgängers, resulting in hilarious canine takes on stars like Elton John, Mr. T., Lady Gaga and Melania Trump. We asked some of the most dedicated doggy parents to explain their costume choices.

Street Style: Woofstock's high tea service for decked-out dogs
Ms. Charmin

3, Maltese “She’s dressed as Jackie Kennedy Onassis, mostly because I didn’t have to buy the white gloves! This costume is perfect for her personality: she’s a fashionista, and very comfortable modelling.”    

Street Style: Woofstock's high tea service for decked-out dogs
Amber

12, Royal Imperial Shih Tzu “She’s dressed as Lady Gaga, or ‘Doggy Gaga.’ I love Lady Gaga, and Amber is similar—she’s very out-there and different.”  

Street Style: Woofstock's high tea service for decked-out dogs
Carter

3, Standard Poodle “He gets a mohawk every time he goes to the groomers so Mr. T seemed like the best celebrity to represent his personality. He’s a total goofball, always doing things to make us laugh. When he gets excited, he toots!"    

Street Style: Woofstock's high tea service for decked-out dogs
Shaggy

4, Old English Sheepdog “He’s dressed as Andy Warhol. Someone said his new haircut made him look like Warhol, so we decided to just add a turtleneck and camera.”    

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Street Style: Woofstock's high tea service for decked-out dogs
Bauser

8, Beagle “He’s dressed as the Red Baron because he’s a beagle. What could be more appropriate? He’s very mischievous. He won the ‘Lifetime Baddest Beagle’ award in my beagle group—they told me not to enter him anymore.”    

Street Style: Woofstock's high tea service for decked-out dogs
Bentley

4, Yorkie “He’s supposed to be Elton John. I have a million outfits for him, so we just tried on a bunch of options to see what looked best.”    

Street Style: Woofstock's high tea service for decked-out dogs
Mila

7, Miniature Pinscher mix “She’s dressed as Jennifer Lopaws, because she’s a diva like J.Lo.”    

Street Style: Woofstock's high tea service for decked-out dogs
Bella

14 weeks, Miniature Pinscher “She’s dressed as Messi; my son is a big fan. We bought the jersey at Woofstock last year. Bella’s spunky, smart and extremely affectionate.”    

Street Style: Woofstock's high tea service for decked-out dogs
Lucy

2, Golden Doodle “She’s dressed as Lucille Ball. She has a headband but it won’t stay on. She’s very friendly and nurturing, especially to baby animals—they’re drawn to her. She’s basically adopted orphan kittens before.”    

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Street Style: Woofstock's high tea service for decked-out dogs
Winnie

4, Australian Shepherd “She’s actually Ferris Bueller. We have a sign that says ‘Bueller, Bueller.’ My daughter chose the costume, but was worried no one would get it.”    

Street Style: Woofstock's high tea service for decked-out dogs
Chelsea

9, Italian Greyhound “She’s dressed as Melania Trump, complete with the diamond ring and fake boobs. I thought it would be a fun costume. Chelsea has the same long legs and attitude.”    

Street Style: Woofstock's high tea service for decked-out dogs
Loki

10 months, Maltese Shih Tzu “He’s dressed like Michael Jackson, because he’s got moves like MJ. He’s also American—he was born in Orlando.”    

Street Style: Woofstock's high tea service for decked-out dogs
Cersei

4, Corgi “She’s dressed as Audrey Hepburn because I wanted to showcase her style and class.”    

Street Style: Woofstock's high tea service for decked-out dogs
Daisy

6, King Charles Cavalier “She’s Dash from the movie Victoria, because Queen Victoria always owned King Charles Cavaliers. Daisy thinks she’s a person. She’s laid-back and quirky—and loves eating Kleenex.”    

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Street Style: Woofstock's high tea service for decked-out dogs
Kirby

9, Husky German Shepherd mix “He’s dressed as Frank Sinatra, or ‘Ol’ Blue Eyes,’ because he has blue eyes. Also, he does things his way.”

Jean Grant has been a freelance writer since 2015, covering a range of lifestyle topics like shopping, interiors, wellness and culture for publications like Maclean’s and Toronto Life. She also enjoys working with brands to develop custom content, and shares personal essays through her Substack newsletter, Nobody is Thinking About You.
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