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Dinner With Cupid

But seriously, folks

Will this lighthearted pair wind up funny valentines?

Jon Brenner and Jennifer Twitchell.

JON BRENNER > 22

Associate account manager

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HIS “PERFECT DATE” INCLUDES Outdoor activities or going out for food and drinks

HE IS HAPPIEST WHEN I’m never not happy; life is too awesome.

JENNIFER TWITCHELL > 24

Administrative assistant

HER “PERFECT DATE” INCLUDES A restaurant that neither one of us has ever gone to

SHE IS HAPPIEST WHEN I’m with a few good friends . . . enjoying a beer or two.

7:30 P.M. BENEVENTO’S, NORTH END

> WHOOPEE

JON I wasn’t nervous [before the date]. I was only curious as to what this would be like, as I had never been on a blind date.

JENNIFER [I was] very calm — I knew, if anything, this was just going to be a great way to meet someone new and have a good time.

JON I was mostly wondering if we would shake hands, hug, or what.

JENNIFER He was there before I was. He was sitting right by the door. I wasn’t sure if he was really my date. He was dressed pretty casually . . . like he was going to meet up with friends for a drink. That threw me off a little bit right off the bat.

JON She came in and immediately gave me a very professional handshake. It was off-putting at first, but we laughed about it later.

JENNIFER He had already ordered a beer before I got there, so we made some small talk and joked about how I went to the wrong restaurant first.

JON I thought she was attractive.

> PEEL

JON [Over dinner], we talked a lot about our own lives and things we had in common.

JENNIFER We both enjoy a few of the same TV shows, and [we] talked about the music we both enjoy.

JON We discovered we both work in real estate [and] we seem to have a similar sense of humor (I thought she was funny, and she laughed at most of my attempts at jokes).

JENNIFER [I felt] very comfortable. We both admitted that this was kind of a joke for us mid-date, so that definitely relieved any tension that may have been there.

> BUZZER

JON Neither of us was looking for a relationship because we were both recently out of long ones.

JENNIFER Initially, I knew it wasn’t what I was looking for just based on the fact that he was wearing a hat at the dinner table, but . . .  the age difference is what [really] got me.

JON We got along well [and] went to another bar afterward and had fun.

JENNIFER I hoped that we could still be friends and figured that going out with a big group after dinner wouldn’t send any mixed signals.

> POST-MORTEM

JON B+

JENNIFER C

> SECOND DATE?

JON I want to, even though it’s not going anywhere; I just had fun with her.

JENNIFER No. We both realized that this wasn’t going to work out and that we weren’t really looking for anything.  — Compiled by Peter Cocchia

GO ON A BLIND DATE. WE’LL PICK UP THE TAB.Fill out an application at boston.com/cupid.

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