Dinner with Cupid

Lights, camera, action

Will they star in their own romantic comedy?

May 2, 2010

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Isaac Goldstein, 28, Academic program coordinator

His sense of humor: A mix of Mitch Hedberg, Dave Chappelle, and early Albert Brooks

Last book he read: Post Office, by Charles Bukowski

Ali Mahon, 27, Drama teacher

Her perfect Saturday begins: Waking up to Otis Redding’s music and a dog nuzzling her nose

Describes herself as: Fun, easy to talk to, loyal, open-minded

7:15 p.m. Russell House Tavern, Harvard Square

Act 1 Ali: I was concerned Isaac would be crazy or boring. My friend Maggie works at the restaurant, so I was reassured knowing she was watching my back if something were to go terribly wrong.

Isaac: When I gave my name, there was a look of recognition in the hostess’s eyes. It seemed the staff was expecting us. It was a bit surreal. I felt like an actor in a film and they were leading me to my scene.

Ali: Isaac was smiling when I first met him, which automatically made him look cute, friendly, and kind.

Isaac: She was bright and effervescent. There was a nervous excitement to her, a bubbliness that tickled the nose like champagne.

The Plot Thickens Ali: We were able to easily begin conversation. Isaac is hilarious, so regardless of the situation, I was always laughing.

Isaac: I believe we exchanged variations of “hello” about five or so times. It was silly and funny and exciting.

Ali: We also decided to take the pictures right away so we wouldn’t forget.

Isaac: We opted for a series of silly shots – an awkward prom shot, an American Gothic-style one, and a traditional datey type picture.

Ali: We started with drinks. Isaac had the Sixpoint Bengali Tiger IPA and I the Rogue Dead Guy. For food, we went with our fabulous waitress Jamie’s recommendations. We were talking so much that our food grew cold.

Isaac: Ali and I shared a similar offbeat sense of humor. She’s very creative and outgoing. We talked about her work and shows she had put on with her students; the anatomy of chickens; we also imagined names for restaurant staff and patrons and made up silly stories about them.

Ali: Isaac and I were both in comedy troupes while in undergrad, and he took some acting classes. We have a passion for education.

Isaac: Once the giddiness subsided, it was as if we’d known each other since elementary school.

Ali: When I found out Isaac was a midnight Toys R Us shopping cart champion, I knew we were bound to be friends and that we needed to race.

Isaac: If there had been “sparks,” I abide by the notion that a gentleman never tells. Especially to a national newspaper.

And . . . Scene Ali: We didn’t leave the restaurant until after midnight, and it was a Monday.

Isaac: We said goodbye to our server and all the excellent staff we’d met and walked to the garage together.

Ali: We hugged before parting.

Post-Mortem Ali says: A

Isaac says: Though she had offered me the tidy sum of $20 to assure herself an A, she didn’t have to. She earned it.

Second Date? It’s in the works.

KNOW A GREAT SINGLE GUY? SEND HIM TO CUPID. Men of all ages wanted for a blind date and a free dinner. Apply at

  • May 2, 2010 cover
  • may 2 globe magazine cover
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