I don’t like the word “meeting,” and I definitely don’t like the word “appointment.” “Date” seems like a much more agreeable sounding thing, and a more accurate representation of what you’re in for anyway. Let’s call it a date.
And the truth is that the possibilities are endless.
I’m the sort of guy who works just as well with a quiet night at home as I do between Major Gift Donors at the Met. I love theater and opera and I’m reasonably well versed in both. I spent years at the School of Visual Arts (including a semester abroad at the Sorbonne) studying graphic design and art history, so I’m no slouch at the museum, either.
I’d love to meet you for dinner someplace cozy (I can do fancy, but what I love more than anything is someplace quiet and out of the way where I can really get to know you better) and talk about your life and how you came to know about me.
Afterwards, there’s nothing more exciting than a walk together through city streets, both of us excited to get back to your place. Toronto has some of the most beautiful new hotels and real estate in the world, so I’m forever brimming with excitement when I get to see an impressive suite or apartment with a view.
When the door closes, it’s just the two of us, and nobody needs to know what else we learn about each other (or how many times the hotel has to call to ask that we stop jumping on the bed). Maybe we build a fort with the couch cushions, too.
What you should expect is that I will be as clever and present as I’ve promised here. And that your worries about rejection or not being X enough for me will be unfounded and summarily dismissed. I’m excited to get to know you, and that is what our first date will be about.