Dinner with Cupid - The Boston Globe

This week's daters: Courtney and Andrew

‘Opening up to a lawyer during a blind date is not easy!’

Will these two Duke University alums be a match?

This week's daters: Graham and Cassie.

Blind date: ‘There is no on time — you are either early or you’re late’

Will this professional recruiter find her perfect candidate?

This week's daters: Tiffany and Jay.

Blind date: ‘There seemed to be some chemistry’

Will these two daters conduct themselves with class?

Blind date: ‘We grew up a town over from each other’

Will these daters bond over their hometown ties?

Dinner with Cupid

This week's daters: Ben and Gabe

Blind date: ‘I really wish I asked him what his skin care regimen was’

Will these daters scratch below the surface?

Dinner with Cupid

This week's daters: Patrick and Alina.

Blind date: ‘I have this taco Red Sox hat that I never wear, so I gifted it to her’

These daters boldly decide to change venues.

Dinner with Cupid

This week's daters: Nate and Jim

Blind date: ‘The host actually sat us at two different tables’

Will these two pet owners find their person?

Dinner with Cupid

This week's daters: Caroline and Matthew

Blind date: ‘She does West Coast swing; I do Lindy Hop, the other big swing style in Boston’

Will these swing dancing singles Lindy Hop into love?

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More Dinner With Cupid Headlines

Dinner with Cupid

This week's daters: Joe B. and Katrina Z.

Blind date: ‘We discovered we both had done AmeriCorps after college’

Will these daters bond over their common volunteer experience?

Dinner with Cupid

A composite image that puts the daters' headshots side by side.

Blind date: ‘We shared roommate stories — a classic Boston experience’

Will a pool player and an accountant take a shot at a second date?

Dinner with Cupid

This week's daters: Brendan and Maddy.

Blind date: ‘Despite the biker jacket, he seemed really approachable’

She sings in a choir; he’s into metal. Will Cupid strike the right tune with this match?

Dinner with Cupid

A composite image that puts the headshots of the March 17, 2024, Dinner With Cupid daters side by side.

Blind date: ‘I ordered the garlic soup (I know, dating faux pas right there)’

Will these daters overcome a questionable dinner order?

Dinner with Cupid

A composite image putting the headshots of this week's Dinner With Cupid daters side by side.

Blind date: ‘He is one of the most interesting people I’ve ever met’

Will this paramedic and his date feel the rush of romance?

Dinner with Cupid

A photo of this week's Dinner With Cupid daters standing together in the restaurant where they met.

Blind date: ‘We are both devoted to uplifting the world through our work’

Will their positive energy flow into a second date?

Dinner with Cupid

A composite image that puts the Feb. 25, 2024, Dinner With Cupid daters' pictures side by side.

Blind date: ‘He likes music and singing karaoke with friends’

Will a cinematographer and his date have a Hollywood ending?

Dinner with Cupid

A composite image that puts the Dinner With Cupid daters side by side.

Blind date: ‘She had a crocheted scarf around her neck . . . and a construction worker’s vest sticking out of her purse’

Will these daters be swept off their feet right before Valentine’s Day?