Dinner With Cupid

Making the grade

Will this educator find everything on her checklist?


English teacher


HER HOBBIES > She takes improvisation, swing dancing, and Portuguese classes.

WHAT SHE’D NEED ON A DESERT ISLAND > Her insulin pump, pictures of family, a bag of books

Get Today's Headlines in your inbox:
The day's top stories delivered every morning.
Thank you for signing up! Sign up for more newsletters here


Medical services director

HIS HOBBIES > Sports, photography, running, traveling


WHAT HIS EXES WOULD SAY > He’s difficult to please but a hard worker.



SARAH I watched a little TV and took a shower. I was a little nervous but excited. I like meeting new people.

CLAUDIO [I was] a bit nervous, since I didn’t know anything about [her].

SARAH I arrived first and picked the table. The restaurant was relatively empty, so when he walked in alone and was close to my age, I had a feeling it was him. He is very handsome – tall, dark hair, dark eyes – my type. He also had a really nice smile.

CLAUDIO [She was] very cute, well dressed, and well put together.


SARAH We talked about the fact that the Bruins were raising their banner – it was a madhouse trying to get into the North End and to find parking. We then realized we were both from Quincy.

CLAUDIO [We talked about] the basics – where we were from, background, where we grew up, work.

SARAH We started with calamari. We discovered that we definitely are not on the same page food-wise. He’ll eat pretty much anything, and my tastes are more selective.

CLAUDIO The food was OK and the service was good.

SARAH We definitely had a laugh about this one – we are both Portuguese. We are both originally from Rhode Island. We both currently live in Quincy. I was wondering if there was some sort of checklist when [we were] matched up!

CLAUDIO [I found out] she used to do improv – comedy.

SARAH We talked about things ranging from friends to religion to travel to work. I enjoyed talking to him. The conversation never really lulled.

CLAUDIO [I felt] very comfortable. She was easy to talk to. She was super funny.

SARAH I did think: “I’d like to see him again.” While one date is definitely enough for me to dismiss a match, it isn’t enough for me to be swept away.

CLAUDIO I thought “this could work” – just in the middle where we got comfortable enough to let our true personalities out.


SARAH Eventually the restaurant emptied and it felt like we should leave, but I was enjoying the conversation.

CLAUDIO We stayed at the restaurant for a while. [I] think they wanted us to leave.

SARAH We did walk back toward our cars together, but that was all [we did afterward]. I thought the rules said we couldn’t. I’m a rule follower.

CLAUDIO I walked her to the parking garage where her car was.

SARAH He asked me for my phone number and I gave it to him. [We gave each other] a good night hug.



SARAH B+ (I’m a teacher. I need another date to see if it can be an A.)


CLAUDIO Yes. It was a lot of fun and I would do it again.

SARAH I would definitely go out with him again. I would like to get to know him better.

-- Compiled by Melissa SchorrGO ON A BLIND DATE We’ll pick up the tab. Fill out an application at
Loading comments...
Real journalists. Real journalism. Subscribe to The Boston Globe today.
We hope you've enjoyed your free articles.
Continue reading by subscribing to for just 99¢.
 Already a member? Log in Home
Subscriber Log In

We hope you've enjoyed your 5 free articles'

Stay informed with unlimited access to Boston’s trusted news source.

  • High-quality journalism from the region’s largest newsroom
  • Convenient access across all of your devices
  • Today’s Headlines daily newsletter
  • Subscriber-only access to exclusive offers, events, contests, eBooks, and more
  • Less than 25¢ a week
Marketing image of
Marketing image of