36 Questions That Lead to Love: One Couple’s Review

If you listen to the Modern Love podcast you may be familiar with the 36 Questions That Lead to Love. Pretty interesting concept and made for a really great New York Times essay turned podcast episode if you’re interested. But stay and read my thing first.

36 Questions that lead to love? Let's give this a whirl.

Glen and I decided to try out the questions over dinner on our Parents’ Night Out in the city. Not at all for lack of being in love, but for intellectual curiosity and to ensure we did not spend dinner talking about finding the best price on diapers. We got all gussied up; Glen even considered ironing his shirt (but didn’t, please, it’s not like we were going to have tea with the Queen). Then we stuffed ourselves full of trail mix, because we don’t know how to eat dinner post 5:30 anymore and were ravenous, and made our way to the restaurant. Here’s how we did with the questions:

Question 1: If you could have dinner with anyone who would it be? Dead or alive.

Glen: Dead.

Becca: What? No. You can’t just pick “Dead.” Like a person…

Question 2: Gah! Is my dress on backyards?

Glen: Ha! Yes, definitely is.


15 minutes prior to this conversation I walked down the streets of Boston practicing my runway walk because I felt so pulled together and fancy. Not exaggerating. Wish I was exaggerating.

Question 11: Take four minutes and tell your partner your life story in as much detail as possible.

Becca: We good on this one?

Glen: Yah. Next.

Becca: We’re getting that lava cake for dessert right?

Glen: Of course.

Question 16:  What do you value most in a friendship?

Glen: Feeling comfortable because so much else can build on that if you are comfortable together. Laughter, support, being completely yourself.

Becca: That’s such a good answer!! Can I just steal your answer? I can’t beat that…

Midway through I turned this into a competition somehow. I could be wrong but I don’t think that was the writer’s original intent.

Question 21: Should I care more that the little flame under this fancy bowl of butter is going out every 45 seconds? The waiter seems to care a lot and I’ve noticed zero times.

Glen: How bad could slightly less warm butter be?

All of the death questions:

Glen and Becca: Um, these are super sad… I don’t want to do these ones. Where’s that lava cake?

In all seriousness though there were some really interesting questions on the list which brought up topics we had somehow skipped over in 10 years of courtship. And spoiler alert, we are in love so it totally worked. Also in all seriousness, has anyone else ever been to a restaurant that asks if you would prefer a black napkin instead of the white napkin that was provided to you? We both said no and it’s one of the biggest regrets of my life. Was it a trick question? Was there a prize in the other napkin? Was this part of a larger social experiment and there was someone sitting behind a two way mirror? I’ll never know and that’s devastating.

In closing, grab your significant other or a stranger and try out the questions to see if you can beat our high score. (Wait, that’s still not the point is it? Whatever. Have fun!)


Bring it on!

With way more than 36 questions,

BeccaWith love and a little self-deprecation

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12 thoughts on “36 Questions That Lead to Love: One Couple’s Review

  1. The mister and I have been meaning to go on a date since Little One was born (we’ve only been planning it for nine months or so). I hope our night on the town is as interesting as yours!


  2. After 33 years of marriage, I avoid going out to dinner with just my husband. We have literally nothing to talk about. And we seem to disagree on EVERY topic under the sun. My daughter once pointed out that we often agree on something but NEVER at the same time!!! I am envious of those couples that always find stuff to talk about.


  3. Pingback: Just Show Up | With Love and A Little Self Deprecation

  4. Oh that is so funny! I’ve worn a dress backwards once too. Thankful I’m not the only one.

    I live wiestions like these. They really do help us dig deeper and know each other better.

    Where did they offer s choice of napkins? It totally had to be a social experiment. That’s so crazy!

    Liked by 1 person

    • Right?? It was Flemmings in Boston. I’ve heard since writing this post that the napkin choice is to help avoid lint if you’re wearing blank pants. Oh the fanciness!!


  5. I was cracking up!!! This is telling… ya’ll love each other and can be comfortable with being uncomfortable! I think this is probably how a night out with my husband would go! Always have a light heart! Be willing to laugh! Don’t be so serious>>> lessons I’m learning! Thank you for sharing and adding a bit of comedy to my day!

    Liked by 1 person

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