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dating
City News
Kiss and Tell: “My date’s apartment was full of snakes”
Rachel, a 28-year-old marketing manager, was less bothered by the slithering reptiles than by the slimy guy she wound up with
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City News
Kiss and Tell: “I went on a date and invited my friends along to watch”
Shade, a 28-year-old journalist, wanted to stop taking dating so seriously. So she planned a date at the same time as her two best friends, at the same bar
City News
“After my heterosexual date took me to a queer bar, I went home with another woman”
Mehar, a 36-year-old veterinary technician, had a hot date at the Beaver—but not with the man who asked her out
City News
“My date tricked me into meeting her father”
Niko, a 25-year-old screenwriter, was surprised when Milena asked him to drive her home. Then her dad pulled out his shotgun
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City News
Kiss and Tell: “My podiatrist co-worker turned out to have a foot fetish”
Kelly, a 33-year-old receptionist at a health clinic, thought the staff podiatrist was just being friendly when he offered her some free sessions. Then the candles came out
City News
“My Earls hookup turned out to have a diaper fetish”
Zoey, a 30-year-old painter, thought she’d scored with a mysterious suit from the bar. Then he opened his briefcase
City News
“My first date got crashed by my mom, three neighbours, two dogs and a parakeet”
Johnny, a 64-year-old musician, wanted to spend some time alone with Anika. If only life were so easy
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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
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
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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
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
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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
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
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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
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
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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
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
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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”
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
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Summer Camp Guide
City News
Summer Camp Directory 2026
Discover our top-rated summer camps for kids of all ages
Best New Restaurants
TL Events
Toronto Life
’s Best Restaurants returns for its 10th-anniversary edition on June 8
General admission tickets are now on sale for Toronto’s biggest culinary night, featuring top chefs, restaurants and drinks
Big Stories
Deep Dives
Dead Reckoning: The executor of their estate was supposed to divide it among their friends and family. Instead, he bankrupted it
When Sami and June Suomalainen died, it fell to the executor of their wills, a lawyer they hardly knew, to sell their million-dollar midtown home and split the proceeds among their inheritors. Seven years and six lawsuits later, the beneficiaries haven’t seen a cent
Deep Dives
These are Toronto’s best new restaurants of 2026
This year’s list includes a 150-square-foot omakase counter, a Parisian brasserie in the Annex, Korean comfort food, Filipino karaoke and a Summerhill seafood spot that’s reinventing the raw bar
Deep Dives
Hoop Dreams: Inside the making of the Toronto Tempo, the city’s newly assembled WNBA team
After years of false starts, months of nail-biting negotiations between the league and the players’ union, and an 11th-hour scramble to build a roster, Toronto finally has its own major-league women’s basketball team. Now it just has to live up to the hype
Deep Dives
Live From New York: Inside the slay-or-be-slayed world of Studio 8H with
SNL
rookie Veronika Slowikowska
Slowikowska is the first Canadian to join the cast of
Saturday Night Live
in more than 25 years. She’s also this season’s breakout star. Now all she has to do is keep crushing it
Deep Dives
Better Call Deepak: Meet drug lord Ryan Wedding’s self-styled cocaine lawyer
The man who represented the infamous drug lord is unapologetically flashy—he has a Lamborghini and two Maseratis and wears $1,200 Louboutins. But did he become an accomplice to his client’s crimes? Deepak Paradkar says he was just doing his job. The FBI says he crossed a line
Deep Dives
The Redemption Tour: The Blue Jays are back. Can they finish what they started?
We’re not over it, but they are. Six months after that devastating defeat, the Jays take the field once more, bent more than ever on winning the World Series. Dispatches from the dugout
Deep Dives
My Life as a True Crime Spectacle: My father’s crimes fractured our family. Then came the press
My dad was the infamous Rolex Killer. The news of his crimes nearly broke me. And ever since, my family has been hounded by reporters, podcasters and true crime fanatics—a whole new circle of hell
Deep Dives
Robby on the Line: Out and about with Robby Hoffman, comedy’s equal opportunity assassin
Larry David is the indisputable king of brutal honesty. But if anyone comes close, it’s Robby Hoffman, the suddenly everywhere comic from whom no group is safe
Deep Dives
Notes on an Academic Scandal: Why did TMU demote a leading advocate of DEI?
Pamela Sugiman, a former arts dean at Toronto Metropolitan University, was a key player in the school’s push for diversity, equity and inclusion. When the backlash against DEI arrived, she was demoted. The school says it was a coincidence. She disagrees
Deep Dives
City of Renters: The dream of home ownership isn’t dead. Maybe it should be?
Scenes from the rent-for-life revolution
Deep Dives
This generation was pummelled by Covid high school. Now the job market wants to replace them with AI
It’s hard out here for a 20-something
Deep Dives
The High Price of Hope: Inside Toronto’s white-hot fertility market
Desperate wannabe parents are betting their life savings on unproven treatments and false promises
Deep Dives
Man vs. Machine: ChatGPT caused him to spiral into delusion. Now he’s suing OpenAI
Last spring, a chatbot convinced Allan Brooks that he had discovered a revolutionary mathematical theory. He says it nearly destroyed him
Deep Dives
Smart City: 20 mind-blowing Toronto inventions that are changing the world
Homegrown innovations that will transform lives for the better
Deep Dives
293 Days Without My Son: I gave up everything to rescue my kidnapped child from my abusive husband
When Valentino was abducted, I knew three things: he’d been taken by his father, he was somewhere in India and I would not rest until I found him
Deep Dives
The Violent Life of a Tow Truck Driver: How an unremarkable profession turned Toronto into a war zone
The towing industry has been hijacked by criminals and kingpins who fleece customers, beat up dissenters and shoot their enemies. Inside the brutal turf war for the city’s wrecks
Deep Dives
Street Fight: Inside the battle raging over Toronto multiplexes
If this city stands any chance of solving the housing crisis, it will need buildings with multiple units in residential neighbourhoods—a move that has many residents saying, “Anywhere but here!”
Just Listed
Just Listed
For Sale: 92 Arjay Crescent
As luxury buyers become increasingly focused on wellness, privacy, and long-term livability, a new generation of custom homes is emerging – one defined less by excess and more by thoughtful design
Just Listed
For Sale: 171 Durant Ave
This rare property features 2 houses on 1 lot
Just Listed
For Sale: 50 First Avenue
A testament to time presiding over one of Uxbridge's most storied streetscapes, this magnificently preserved circa 1880 residence commands its prominent corner lot with the quiet confidence of a true architectural landmark
Just Listed
For Sale: 7 Bentley Drive
A commanding architectural statement in prestigious Stonegate–Queensway, this newly completed custom residence by Bali Homes Group presents a refined interpretation of contemporary luxury living
Just Listed
For Sale: 75 Queen Street
Guelph is having a moment