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Tell me about your first date, on 6/16.



It was a first date and we went out for drinks and appetizers in Chelsea. He chose the spot, and he paid. It was going to be just drinks, but if you give me alcohol, I have to have some sort of carb, so we got an appetizer sampler. I felt okay with him paying because it was not that expensive.



What about the second first-date you went on?



This was a brunch. I met him on Tinder and we started talking. I asked him for work advice about a few things I was working on. He worked in international law for a little bit, and I wanted to be careful the way I was phrasing something. After bothering him a little bit before we met, I said, “I owe you breakfast for this." So I paid for both of us, which was fine, and he didn't seem uncomfortable with that.



Your date on 6/20 was a second date. Was it with one of the previous two people?



No, he's from before the first week of Keep The Receipts. For this date, he asked to go for a walk around the park, and then get dinner. We split a lobster roll, burrata, and two drinks. For our first date, he paid for juice I had.



I usually let guys choose what to do on dates, mostly because there are interesting things I like to do, but I also like to expand my horizons. If they mention something interesting, I will do it. I have a hard time saying no to people. After this second date, though, I complained to a friend about the fact that I really hate going on dinner dates and drink dates. They're so boring, and I don't like drinking all the time.



She changed my profile to say something like: "Tired of drink dates. Suggest something interesting and then we'll talk." I like walking in the park ones, which is really easy and free. You can kind of tell if someone can hold up their end of the conversation. And in this experiment, my favorite dates were the ones that were cheaper.



That takes us to your date on 6/22 — watching the sun set in a park?



This was my favorite. I met him on Tinder and he was out of town, but asked if I wanted to do something. I said I could, and he replied, “Okay, get ready for the most amazing first date ever.” I thought, GREAT. Into it — and then he texted the next day to see if I wanted to go to Stone Street [Tavern]. I sent him back something like, “Sounds kind of tame for the most amazing first date ever…”, so he said, “Fine, we’ll watch the sunset at Brooklyn Bridge Park.”



After I got to the park, we got ice cream and then walked around. They have public pianos and apparently, he knows how to play, so he sat down and played me Taylor Swift, Katy Perry, and “Ignition” in ballad piano editions. It was really cute! Later, after we walked around he took off his backpack and whipped out rosé, a picnic blanket, real wine glasses, and a water bottle filled with ice in case the rosé got too warm. And then we took the ferry back! It was the best first date I’ve been on.