Dinner with Cupid
Blind date: ‘He was wearing a nice sweater and a classy watch’
Will these two daters write their own love story?
Latest Dinner With Cupid headlines
Dinner With Cupid
Blind date: ‘The Orange Line was down and I knew I was going to be late’
Will a delayed arrival derail this date?
Dinner with Cupid
Blind date: ‘She began the conversation by rattling off 10 questions’
Will live music provide the right atmosphere for these daters?
Dinner with Cupid
Blind date: ‘It bothered me that he never asked me any questions about my job’
Will this professor of comic book theory find herself a Superman?
Dinner with Cupid
Blind date: ‘I was sad to see her go’
Will their shared experience as educators bond these daters?
Dinner with Cupid
Blind date: ‘The bar had to close early due to a fire’
Will spicy food — and a fire — bring this date to an early end?
Dinner with Cupid
Blind date: ‘He biked to the date, so I figured there was no way serial killers bike to dates.’
Will these two daters recover from their meeting mix-up?
Dinner with Cupid
Blind date: ‘She owned her space like a rock star entering TD Garden on gig night’
Will these two rock climbers reach the romantic heights?
Dinner With Cupid
Blind date: ‘She ordered a Lord Hobo Boomsauce IPA — earning immediate respect’
Will this foodie and Australian transplant order a second round?
Dinner with Cupid
Blind date: ‘I was happy he didn’t look ancient or unkempt!’
Will this avid sailor find a worthy first mate?
Dinner with Cupid
Blind date: ‘I told [the host] she would have to cause a distraction if things went poorly’
Will these two bibliophiles end up on the same page?
Dinner with Cupid
Blind date: ‘I honestly thought to myself, “Wow, this girl is way out of my league”’
Will things be looking up or down for this elevator shop employee?
Dinner with Cupid
Blind date: ‘I came back from the bathroom ... and he was ordering his Uber’
Will his previously booked after-dinner plans tank this date?
Dinner with Cupid
Blind date: ‘I appreciated her asking if the 10-year age difference bothered me’
Will these two daters dance off into the sunset?
Dinner with Cupid
Blind date: ‘He told me how cute his dog was and did not even have a picture’
Will a love of canines be enough to bond these daters?
Dinner with Cupid
Blind date: ‘We get our hair cut at the same salon’
Will these two daters discover more in common than their MBAs and hair care?
Dinner with Cupid
Blind date: ‘She said she knew within a narrow range what my net worth was’
Will this financial planner’s ability to calculate his assets lead to a total loss?
Dinner with Cupid
Blind date: ‘I respect his choice in workout playlists’
Will this appealing North End setting work some romantic magic?
Dinner with Cupid
Blind date: ‘My initial reaction was, “I’m going out with a hippie” ’
This inquisitive pair was determined to figure out why they were matched.
Dinner with Cupid
Blind date: ‘I was convinced I was being stood up’
Will he be impressed by his date’s Southern charm and parking karma?
Dinner with Cupid
Blind date: ‘We actually went to the same formal junior year. Small world.’
Will these transplanted Southerners find romance in the North?
Dinner with Cupid
Blind date: ‘My stupid jokes are sometimes a deal breaker’
Will this skier and snowboarder come away from this date laughing?
Dinner with Cupid
Blind date: ‘I felt the need to wax enthusiastically about candlepin bowling’
Will these seasoned daters foul or pick up a spare?
Dinner with Cupid
Blind date: ‘Not feeling like you need a cellphone is one of the privileges of being a guy’
Will one dater’s disdain for constant connectivity create a disconnect?
Dinner with Cupid
Blind date: ‘I’m a Boston sports fan and he joked that this won’t work out then’
Will a date between two hardcore hoops fans be a slam dunk?
Dinner with Cupid
Blind date: ‘I told Cupid that they’d get 10 points if my date showed up on a bicycle’
Will this cycling advocate find a worthy biking companion?
Dinner with Cupid
Blind date: ‘Rule number one: Always check his shoes’
Will his footwear prompt her to take a hike?
Dinner with Cupid
Blind date: ‘I was ... fishing to have him ask to see pictures of my dog’
Will the night go south for these two Providence-area daters?
Dinner with Cupid
Blind date: ‘He had the energy of a suave Billy Crystal’
Will it be comedy or tragedy for these dramatic daters?
Dinner with Cupid
Blind date: ‘He . . . arrived with questions and an open mind-set’
Will their mutual appreciation of art make this matchup a masterpiece?
Globe Magazine
Blind dates: A behind-the-scenes look at Dinner with Cupid on its 10th anniversary
Fearless Cupid daters spilled some surprising revelations about the (sometimes cringeworthy) experience.
Dinner with Cupid
Blind date: ‘I asked about her dating history, and that filled most of our meal’
Will too much talk about their exes haunt this date?
Dinner with Cupid
Blind date: ‘I was stuck on the fact that she looked familiar’
Will a previous encounter make this date heat up or flame out?
Dinner with Cupid
Blind date: ‘I walked downstairs and recognized him’
Will a shared hometown be a plus or minus for these daters?
Dinner With Cupid
Blind date: ‘Topics I’m glad we did not talk about: when I last got my teeth cleaned’
Will this future doctor and dentist share chemistry?
Dinner With Cupid
Blind date: ‘I thought maybe I’d been wrong all along’
Will this analytical dater be forced to revise his first impression?
Dinner with Cupid
Blind date: ‘I was getting nervous that I was getting stood up’
Will these two daters be able to smooth over a nerve-racking start to their dinner?
Dinner with Cupid
Blind date: ‘After the calamari, I wanted to leave’
Will these sports enthusiasts team up for a knockout or a strikeout?
Dinner With Cupid
Blind date: ‘There were a lot of birthdays that night in the restaurant’
Will too many rounds of “Happy Birthday” kill the mood for these daters?
Dinner with Cupid
Blind date: ‘We almost forgot to order because we were talking so much’
Will these two daters manage to overcome their political differences?
Dinner with Cupid
Blind date: ‘I was worried it was going to be awkward and I’d feel trapped’
Will a sports fan and a sports agnostic find something to bond over?
Dinner With Cupid
Blind date: ‘She was tall and smelled like a Yankee Candle’
Will it be a swing and a miss for this Red Sox groundskeeper?
Dinner With Cupid
Blind date: ‘I have really terrible hearing, and he spoke quite softly’
Will this DJ make his date tune in?
Dinner with Cupid
Blind date: ‘My favorite thing was that he shares a disinterest in “Game of Thrones” ’
Does shared apathy over a popular TV show equal a love match?
Dinner with Cupid
Blind date: ‘His type of genuineness feels rare’
Will she steal his heart with talk of an unsolved art heist?
Dinner with Cupid
Blind date: ‘We said goodbye with three long hugs’
They’re baby boomers and former programmers. Can they find a framework for romance?
Dinner With Cupid
Blind date: ‘You can cover a lot of ground in a five-hour date’
Could this possibly be Cupid’s best matchup ever?
Dinner with Cupid
Blind date: ‘We debated just ordering drinks, then going to Chipotle’
Will shared confusion over menu items bond this 911 dispatcher and assistant teacher?
Dinner with Cupid
Blind date: ‘She struck me as . . . much more logical than emotional’
He’s a Gemini, she’s a Virgo. Are they hopelessly incompatible?
Globe Magazine
What’s your favorite Dinner With Cupid blind date?
Are you a romantic who’s hoping for a love match? Or do you prefer the train wrecks? We want to know.