Dinner With Cupid

Perfectly pleasant

Will this Anglophile charm his leading lady?

June 26, 2011

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Meg Winikates, 28, art museum educator

What comedian’s humor mirrors her own: Jane Austen’s – ironic, occasionally sarcastic or snarky.

Last book she read: The Guernsey Literary and Potato Peel Pie Society

Jim Dolan, 27, economic development executive

His interests: politics. He’s interned in the Senate, the White House, and the British Parliament.

Last book he read: A Journey, by Tony Blair

7:30 p.m. at Union Bar and Grille, South End

The royal treatment

Meg: I wasn’t too nervous about the blind date aspect. I checked the menu online because I’m a bit of a picky eater.

Jim: I did ask my friends for guidance on what to wear and what their blind date experiences had been.

Meg: I was early, but I [enjoyed] myself people watching while I waited. The waitstaff were extremely attentive, which was both lovely and amusing. I started to wonder if there was a sign over my head saying “on a blind date.”

Jim: I was definitely a little nervous. This was [my] first time being set up and going in completely blind.

Meg: When Jim arrived they brought him over and he introduced himself quite cheerfully. He was nicely dressed and had a very friendly face.

Jim: I thought she was very cute. I especially liked her red hair. She had a very cheerful face and a beautiful smile.

Continental chitchat

Meg: We talked about our jobs and where we live. I’m mid-installation of a new exhibit at the museum, so I enthused about that for a while, and he reciprocated, talking about how studying abroad in Edinburgh helped lead to his current job.

Jim: It turns out that we grew up in towns next door to each other. We may have passed each other on the commuter rail and not known it.

Meg: We have a lot of interests in common: Broadway musicals, steak dinners, travel in Europe. We’d visited a lot of the same places, so it was very fun to compare notes. We’ve both worked in libraries and at historic sites. We’ve both acted in musicals and like to sing.

Jim:. I was relieved Meg revealed that steak was her favorite food, as I like eating meat.

Meg: He mentioned he likes to pick karaoke songs which let him goof around a little, like “She Thinks My Tractor’s Sexy.” I thought that was endearing.

Jim: I liked that she seemed to be ambitious and very intelligent.

Meg: We didn’t have any trouble keeping the conversation going over the course of the evening. It brushed up against politics more than once!

Jim: Every time a new topic came up, it seemed like we were on the same page. It was exciting to meet someone I had so much in common with.


Meg: We didn’t end up going anywhere after the meal – neither of us were terribly familiar with the area, so it was easier to call it a night. Once we had taken care of the bill, things wrapped up very quickly.

Jim: We swapped contact details and she gave me a hug.

Meg: A handshake just seemed like it would have been silly.


Jim: A-

Meg: A-

A second date?

Jim: I’d be interested in seeing what would happen on another date.

Meg: We exchanged e-mail addresses, so it’s possible. It was a perfectly pleasant evening.

GO ON A BLIND DATE. We’ll pick up the tab. Fill out an application at