Well, this is a pretty good dilemma to have, as dilemmas go.
I’m leaving for NYC to see my grandmother and go to my dad’s house for Passover on Wednesday morning, and have been trying to coordinate schedules with friends and family. The most difficult person to coordinate with is a very old and dear friend, the last of my college crowd remaining in NYC, who is a workaholic investment banker, currently a rather high-level person at a very old-school top firm in the biz (and whose wife, also a finance person, is almost as much of a workaholic as he is).
Given our respective schedules, the only available times we can meet up are between Saturday, oh, 6-ish and Sunday early afternoon before I fly home. He told me they have tickets for a play, and I am welcome to join them and then spend the night in the city before heading back to Dad’s place in Queens on Sunday morning - they can get me a ticket, but I probably wouldn’t be sitting with them.
So I looked up the play to see if it’s even anything I want to see - and it looks interesting, but a) it’s a Broadway show, which means $$$$, and b) the only tickets the theater has left are the super-expensive ones, unless I can find something through a ticket broker (or unless my friend has a connection of some sort), which probably means even more $$$$.
Now really, my main goal is to hang out with my friends for a bit - the play is not the thing. But if I don’t go to the play with them, that means my remaining choices are a) meet up with them late, after the play; or b) stay at Dad’s Saturday night, where I will be bored to tears (because Dad will go to bed by 9 pm, and my almost-17-year-old half-brother will think I am hopelessly boring and retreat to his room to do things I probably don’t want to know about), and meet my friends for Sunday brunch or something (which will probably also be a complete zoo anywhere in Manhattan, because Sunday is Easter). But in any case, we wouldn’t have much in the way of quality hanging-out time - an hour or two at most.
The thing about my friend, though, is that he and his wife are both filthy rich, at least by my modest middle-class standards (not estate-with-servants rich, but gorgeous-duplex-on-Central-Park-West-straight-out-of-Architectural-Digest rich, anyway, which might as well be the same thing as far as I’m concerned), and insanely generous. They never let me pay for anything, which generally makes me feel a bit awkward if it’s something like $15 for dinner, which I generally compensate for by sending them a thank-you gift afterward or baking them cookies or something. It’s sometimes a level of generosity which would be fiscally irresponsible for me, but which is an insignificant amount of money to them, but all the same, I feel like I can never quite reciprocate.
So chances are, if I tell them I do want to go to the play, they will get a ticket and then refuse to let me pay for it. Which could probably cost almost as much as my whole plane ticket to NY, and would make me feel really awkward, because let’s face it, it’s not something I’d spend that kind of money on if it were me buying. But really, I just want to hang out with them. So, any ideas?