Now, I’m guessing she doesn’t want “If you were dumped on a desert island what five books would you want to have along?” type of question. They sound horribly awkward when they’re trotted out on dates (I know from experience) and anyway, I don’t think they’re as telling as they’re supposed to be. If I was going to be abandoned on a desert island I’d probably want “Desert Island Survival for Dummies,” “Home Desalination Made Easy,” “101 Recipes from a Palm Tree,” “The Boy Scout’s Guide to Being Rescued at Sea,” and “1001 Games You Can Play Alone.”
Now, if I had to choose five books to take on a boring vacation with me, the list would be rather different. And I can’t tell you what would be on it because I’d want books I haven’t read yet and I don’t know what I won’t have read by the time the vacation happens.
But anyway, every time one of my dates has used one of those questions (“So, if you could live anywhere, where would you want to live?” Dunno, that’s not an option I’ve ever thought about, seeing as it isn’t very relevant.) it has positively jarred the conversation. Probably because they’re always thrown in when things are slowing, have zero relevance to anything else in the conversation, and just don’t sound natural.
So please send Gila your questions, and post them below as well. And do us all a favor and make them natural sounding, the kind you can slip into a conversation without sounding like you’re trying too hard.