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dating
City News
Kiss and Tell: “My date arrived in the middle of the night and refused to leave”
Connor, a 22-year-old vintage clothing seller, thought he’d cancelled a date—until she turned up at the front door of his parents’ house
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City News
Kiss and Tell: “My date started with art and ended with nude modelling”
Deepi Harish, a 41-year-old writer, realized her date was more attracted to himself than she was
City News
Toronto Life
’s most-read Kiss and Tells of 2024
This year’s worst romantic encounters include ER trips, elaborate lies and hasty marriages
City News
Kiss and Tell: “My Tinder date wouldn’t stop trying to hold my hand”
Eleanor, a 30-year-old laboratory tech, suspected that his physical affection was covering up something more sinister
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City News
Kiss and Tell: “My date ordered me a salad and told me to get liposuction”
Lora, a 46-year-old educational assistant, was not impressed by his audacity
City News
Kiss and Tell: “I started dating my best friend’s ex. It ruined our relationship”
Mackenzie, a 31-year-old physiotherapist, was surprised to learn that everyone had their own version of events
City News
Kiss and Tell: “I saw my friend’s boyfriend on Tinder. We decided to ambush him”
Isabella, a 29-year-old freelancer, spent weeks laying the groundwork for their revenge
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City News
Kiss and Tell: “After my date, I had to get my tampon removed in the ER”
For Elizabeth, a 23-year-old student, it was a rough morning after
City News
Kiss and Tell: “My girlfriend said her ex’s mom was dying. Turns out she was cheating on me”
Erik, a 28-year-old film producer, learned the truth on the TTC
City News
Kiss and Tell: “My Tinder match cold-called and kept me on the phone for four hours”
Demetra, a 23-year-old student, didn’t manage to escape until after her date insisted on singing her a lullaby
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City News
Kiss and Tell: “I started sleeping with my roommmate. Then he fell in love with someone else”
Leigh, a 23-year-old social worker, learned the hard way why “no hooking up” is the cardinal roommate rule
City News
Kiss and Tell: “My date got a fish bone stuck in his teeth. He insisted on calling 911”
Gigi, a 32-year-old design consultant, tried to help—but couldn’t prevent an unnecessary visit from the paramedics
City News
Kiss and Tell: “I tried to break up with my boyfriend, but his dad wouldn’t let me”
Nina, a 25-year-old designer, didn’t realize that there was a third party influencing her and her boyfriend’s conversations
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City News
Kiss and Tell: “For months, I wrote every text my friend sent to the guy she was seeing”
Camille, a 28-year-old music producer, enjoyed the feeling of living a double life
City News
Kiss and Tell: “I started sending a 10-point questionnaire to men on dating apps”
Becca, a 28-year-old medical aesthetician and makeup artist, needed an efficient way to cull the herd
City News
Kiss and Tell: “My Hinge date started ignoring me. It turned out he was buying concert tickets”
Kai, a 21-year-old office coordinator, was not impressed when her date left abruptly so he could go “pre-game”
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City News
Kiss and Tell: “My night out ended with three strangers having sex in front of me”
Ashley, a 26-year-old designer, made the mistake of thinking an invitation to play
Mario Kart
was really about video games
City News
Kiss and Tell: “We had sex behind Burrito Boyz”
Luke, a 43-year-old advertising professional, was looking for love. Instead, he got a crash course in public fornication
City News
“The borders closed after our second date”: How this cross-border couple kept their romance alive during the pandemic
"As soon as I saw Silvia, I thought, 'Okay, this is my human right here'"
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City News
“We’ve spent 260 days together and haven’t had a disagreement”: When Covid hit, this long-distance couple found love in Toronto
Natasha and Eric met on the dating app Raya at the end of 2019, and they quickly embarked on a long-distance romance between Toronto and California. He was here when the pandemic hit—so they moved in together
Life
We met on Tinder during the pandemic—and by the second date, I asked her if she’d join my bubble
In May, feeling lonely during lockdown, Ryan Zade logged onto Tinder. Within a couple of days, he matched with Vicki Braide
City News
Our first date was supposed to be in mid-March—and then the entire world shut down. How we fell in love during a pandemic
"I was incredibly nervous for our first FaceTime date. I put on nice clothes. I put on shoes. I even put on cologne. She wasn't going to smell me, but I wanted to get in the zone"
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City News
“I’ve been going on two or three dates a week. Everyone’s feeling claustrophobic and horny”: Toronto singles on the ins and outs of dating during Covid
Toronto romance seekers discuss online speed dating, Zoom movie nights and how they decide when to let someone in their homes
Culture
Is Toronto photographer Petra Collins dating Justin Theroux? We weigh the evidence
Is Jennifer Aniston's ex with a Torontonian?
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The Private and Independent School Directory Spring 2025
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Deep Dives
Dancing Queens: Patrons, staff and performers share their wildest memories of Crews and Tangos, Toronto’s most storied drag bar
Crews and Tangos has been enforcing the rules of the Village for more than 30 years: wear what you want, kiss who you want, but don’t forget to tip the drag queens. With a condo development looming, we asked around for tales from the iconic spot
Deep Dives
The Joy of Sex with Strangers: A Toronto hotwife’s adventures in ethical non-monogamy
Three months ago, I was a suburban mom in a monogamous relationship. Now I’m sleeping with people I meet online—with my husband’s blessing—and we’ve never been happier. Don’t judge us until you’ve read our story
Deep Dives
The Scandal, the Firing and the Fallout: Anatomy of a Bay Street fiasco at RBC
Nadine Ahn was a high-ranking executive at the bank. Ken Mason, her subordinate, was rapidly promoted. Then someone claimed to see them canoodling at the Royal York, tipped off HR and triggered an inquisition
Deep Dives
Edward the Conqueror: The unlikely ascent of Canada’s telecom king
Edward Rogers was dismissed as a meddling nepo baby—until he muscled out his siblings, acquired his competitors, cornered the telecom market and became the dominant force in Canadian sports
Deep Dives
Lady Parts: Inside Meredith MacNeill and Jennifer Whalen’s new show,
Small Achievable Goals
The
Baroness von Sketch Show
alumnae have elevated joking about women’s issues to an art. Their new show takes aim at menopause. How funny is that?
Deep Dives
Murder in the Blue Mountains: The story behind the killing of Ashley Schwalm
Ashley and James Schwalm had what seemed like a fairy tale life—two wonderful children, fulfilling careers and a gorgeous home close to the private ski club where they’d fallen in love. Then Ashley’s remains turned up in a burned-out car at the bottom of a ditch, and all signs pointed to her husband
Deep Dives
Dark Horse: Inside the fall of Eric Lamaze, Canada’s most famous equestrian
For years, Lamaze was the world’s top-ranked show jumper, living an enviable life filled with fancy cars, international travel and adoring fans—the kind of life a person might do anything to protect
Deep Dives
Dividing Line: How the Bloor Street bike lane turned the city into a battlefield
A few kilometres along Bloor has become Toronto’s most contested strip of concrete, igniting fights over congestion, safety and the future of downtown
Deep Dives
The Chosen One: At just 23, Scottie Barnes is the new face of the Raptors—and the team’s best chance of salvation
Barnes is shouldering the weight of an impatient, basketball-mad city, a hit-and-miss team, and his own colossal ambitions. Does he look worried?
Deep Dives
Almost
Famous: Inside the Beaches’ rise to rock stardom
A viral earworm about a breakup turned the Beaches into Toronto’s hottest export. Now, the panty-throwing, stage-diving, all-girl rock band is seducing fans around the world
Deep Dives
“I was nearly beaten to death by my partner. The case was dismissed because it took too long to get to trial”
How an overburdened justice system is failing survivors of intimate partner violence
Deep Dives
Brave New Year: The ultimate try-anything-once bucket list for 2025
For inspiration on wonderful, wild and even some slightly reckless experiences to enjoy in the year ahead
Deep Dives
The stars of the PWHL’s Toronto Sceptres on finally having a league of their own
After kicking off a new chapter for hockey with the PWHL, Natalie Spooner, Sarah Nurse and Blayre Turnbull are blazing a trail for women in sports
Deep Dives
The 50 Most Influential Torontonians of 2024
Our annual ranking of the people whose courage, smarts and clout are changing the world as we know it
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Food & Drink
The US tariffs are coming for your espresso martini
With Kahlúa no longer available at the LCBO, Toronto bartenders are getting creative
Food & Drink
These Ontario-made booze collaborations are coming to a restaurant near you
Toronto bars and restaurants are partnering with their favourite distillers, winemakers and brewers to produce custom-made drinks. Here, nine crushable new concoctions
Food & Drink
“We have over 100 cases of American wine trapped at the LCBO”: Toronto’s Grape Witches on what it’s like to run a bottle shop during a trade war
It’s not as simple as taking sides when you’re a small business
Food & Drink
Six Toronto restaurants serving up all-Canadian menus
With a trade war upon us, our city’s chefs are taking a stand