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Dinner With Cupid

Dinner With Cupid: Blind date between fun-loving types

Will these two let the good times roll?

JARED GREIFF > 24

Job coach

Continue reading below

HIS PERFECT SATURDAY Sleep in, drink beer on the beach, concert

HIS IDEAL DATE Spending a day at a music festival; just hanging out and listening to music all day

KAYLA CAPUANO > 22

Student, marketing assistant

HER PERFECT SATURDAY Frolicking outdoors in warm weather, followed by wine

HER IDEAL DATE Perhaps on a boat. A guitar will be involved, as I would love to be serenaded.

7:30 P.M. SCOLLAY SQUARE, DOWNTOWN

> KEEPING IT CHILL

JARED I just wore jeans and a flannel short-sleeved shirt. Nothing crazy.

KAYLA I had about three glasses of wine to prepare.

JARED I’m early everywhere I go, so I got there kind of early and she was [about] 20 minutes late.

KAYLA I got lost in a city I’ve lived in for four years. The fact that I was late had me extremely frazzled.

> JUST HANGING

JARED I went back outside and hung out there [to wait]. Every girl who walked by who was attractive, I was like, “Oh, is this her?”

KAYLA I actually walked right past him, which I felt really bad about.

JARED She’s not a girl I would normally find attractive. A little short for my taste.

KAYLA He was tall, very tall.

JARED We talked about where she goes to school, how she heard about Cupid, if she’d been on a blind date before.

 > SHOOT THE BREEZE

KAYLA I was really happy to learn he [has been] to Israel, because I will be traveling there in July. We also both like music, but he was definitely better versed in bands, concerts, singers than I am.

JARED I was a little surprised we didn’t have more in common. I mean, I guess she likes dancing.

KAYLA He shared a lot more than I was expecting for a first date. Some of the things he talked about were things I didn’t learn about close friends until months after I knew them. 

JARED I asked if she liked Quentin Tarantino movies, and she didn’t know who that was. I was like, “Nope, this isn’t going to work.”

KAYLA I could tell he was a super nice guy; however, I don’t exactly think the two of us are the best match.

JARED As the date went on, I discovered we had less and less in common. But then I realized I could keep ordering drinks, so I just stayed and did that.

 > A CONNECTION?

JARED We both realized we love [the sitcom] It’s Always Sunny in Philadelphia. I was like, “Wow, we have something in common!”

KAYLA I was sort of over it by our last drink.

JARED We exchanged numbers, but I didn’t save hers. I was like, “Yeah, maybe we can hang out sometime,” but I didn’t really mean it.

> POST-MORTEM

JARED C-

KAYLA B+

 > SECOND DATE?

JARED With this person? No.

KAYLA He will make someone happy someday, but I don’t think it will be me.

 — Compiled by Marian DaniellsGO ON A BLIND DATE. WE’LL PICK UP THE TAB. Fill out an application at boston.com/cupid.
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