36 Questions × New York

Choose 3 words that describe your life in New York right now.

Name one of your favorite foods or dishes in the city. Where do you get it?

Describe your apartment in the language of New York realtors. What detail do you omit?

Describe your perfect Saturday in New York from morning until night.

Name 3 things you and other New Yorkers have in common.

What is one dream you have for your future in New York?

What is a simple pleasure of yours in the city?

If a time machine could transport you to any time and place in New York’s history, where would you go?

Alternate sharing places you love in New York. Share a total of five places.

What do you love to do absolutely alone in New York?

If you could go back in time and change one thing about your life in New York so far, what would it be?

If you could trade places with another New Yorker for one day, who would you choose?

Tell your partner about a significant high point of your life in New York so far.

Tell your partner about a significant low point of your life in New York so far.

If you could go dancing or see live music anywhere in the city this weekend, what is your dream venue and what music is playing?

What is one special thing about New York that can be easy to forget?

Describe the last time you discovered or experienced something magical in the city.

What is something in New York that your partner needs to try once?

What does being a friend in New York mean to you?

Complete this sentence:

“I wish I had someone in New York with whom I could ... “

What did you last choose to wait in line for in New York?

If you were going to become roommates with your partner, please share what would be important for them to know.

If you are roommates already, share something they do not know about you yet.

When did you last cry in front of another person in the city? By yourself?

Take one minute and tell your partner about a striking New York memory in as much detail as possible.

If you were leaving New York tonight with no chance to return, what would you most regret not having achieved?

If you could open any business or venue in New York, what and where would it be?

Your apartment building catches fire from an e-bike battery.

After saving your loved ones and pets, you have time to make a final dash and save any one item. What would it be? Why?

What is the last thing you’ve done for the very first time in New York?

Describe a person you met in New York that left a strong impression on you. How did you meet them?

What is your favorite sound in the city? What is your least favorite?

How has the city changed you?

Make three true “we” statements each:

For instance, “We both live in New York feeling ... “

You’re taking a walk through the city by yourself. What music are you listening to, if any? Where are you walking?

Of all the places and venues in New York, which closure would you find most upsetting? Why?

What is the one amenity you would love to have in your home or free access to nearby that would be life-changing?

Share a challenge you’re facing in navigating life in New York and ask for advice on how to handle it.

Also, ask your partner to reflect back to you how you seem to be feeling about the challenge you have chosen.