First Dates: A Not-So-Cool Twenty-Something’s Guide

What (not) to talk about on the first date

I date a lot. (Mum, if you’re reading this, a lot is an exaggeration) By this, I mean that in the past two years, I’ve gone out on at least one date with ten to fifteen people, ranging from friends of friends to complete strangers carefully curated from dating apps, or in one case, someone I’ve run into in a cafe. These have included coffee dates, dinners, movies, bookstore visits, poetry slams, cookouts, and aimless walks or drives around town.

Now if you’re smirking at the fact that I call this “dating a lot”, well, don’t read ahead. If you’re still here, good for you. If like me, you’re less than bothered about not having Angelina Jolie-esque looks, are “not here for hookups”, have only ever awkwardly danced at weddings, and swear by hot coffee instead of chilled beer, well there’s still a date for you somewhere. So, after you’ve crafted a bio, swiped left and right, and found a person you enjoy talking to, what next? Well, you need to meet them. (In a public place, please.)

You could choose not to, of course, but most of the time, a date turns out to be fun, interesting and a genuinely pleasant experience, very different than the perception created by a stream of Romedy Now movies and our very own Karan Johar. There possibly won’t be any love at first sight, or second, but let’s be honest- don’t we often go on dates only because we’re starved of human company? Treat your first date as an experience firmly rooted in the present, instead of the beginning of a pre-planned progression and you’re likely to end up with a smile and some food for thought. (Or just some food, which isn’t bad either.)

There are a lot of articles out there that talk about dating etiquette- who pays, where you meet, etc. What I’m going to talk about here, is what not to talk about. It’s not just the obvious taboos- sex, your ex, their ex, sex (I wonder why), your baggage, their baggage, etc. Apart from my own dates (most of which have been fantastic, thanks to some really intuitive people), the following points come out of significant work experience in eavesdropping on date conversations in cafes and restaurants (Writers are a shameless breed, it’s how we make our living.) –

  1. The Weather: A sentence or two on how hot it is getting is fine, but if they really wanted a blow-by-blow weather update, they’d rather have a chat with Siri or Cortana or whichever AI they prefer.

Overheard on a first date: “When I went to Gangtok, it was October and it was 11 degrees…” “No it couldn’t have been 11 because when I went I’d to use the fan, and it was 10.5 only in February and 9.2 in January…” and so on. Unless you’re both co-workers in the Met department, no. Actually, not even then.

2. Bodily Fluids: Puke stories are funny, but only with your best friends at 2 a.m. For a first date, it’s best to steer clear of any kind of…umm…discharges, and project a really clean image of yourself. If they’re meant to know all your (literally) dirty secrets, then save it for the fourth or fifth date, or maybe even for the actual relationship if it happens.

3. Distance, Time and Speed: Unless you’re a Math teacher, and they get turned on by quantitative details, it’s best not to sit down and compute in detail how long it took your date to get from their office to the cafe you’re sitting in, and whether they could have taken a route that is 650 meters shorter. Google Maps, bro.

4. The “What did you eat for *Insert previous meal* today?” conversation filler: Yes, I understand some awkward pauses are likely, but they don’t need to be filled by this question. Save it for the “sweatpants and farts” stage of the relationship. Ask them what cuisines they prefer, if you’re that into food.

5. Sartorial Discussions: In eight out of ten cases, if someone compliments what you’re wearing, it is a polite ice-breaker(the remaining two might imply that you’re out with a fashion designer). A simple Thank You works.

Narrating your entire sartorial history and the three possible options your tailor offered before making the blouse in this cut- err, no. Trying to be casual whilst saying “ Yeah, it’s from *Insert expensive brand*” doesn’t work either, unless they’re a brand snob and you’re playing it up. (In which case, more power to you.)

6. Obscure Relations: While most people steer clear of mentioning family troubles on a first or even a second date, a funny story about a distant relative can become significantly less funny if you’re spending ten minutes explaining how it’s your mother’s second cousin’s third-oldest grandchild. “No not that cousin, the other one who lives in Gujarat.” Details. Save them for married life, period.

At this point, if you’re an introvert bordering on ambivert and obsessively plan conversations in your heads before they happen, you might be looking really pissed off wondering which weird questions are actually allowed. Yes, contrary to what those other articles will tell you, you do have the right to ask some unconventional questions if you so please, but this comes with a disclaimer.

If you end up making ordinary, polite conversation, you’ll definitely have a peaceful first date, which is what most people want, and possibly even get a second one. If, however, like me, you’re not sure whether you’ll have a second one (for me it’s mostly because I’m never in one place that long) and if you have the unabashed directness of a four-year-old on roller skates, you can ask the weird ones. The disclaimer is that this will scare away some people. But not all people.

(If anyone, at all, is reading this and wants me to do a piece on potentially awkward questions you should try asking on a First Date, please leave a comment.)

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