Yesterday while making small talk with the guy working the deli counter at my neighborhood grocery store, I asked him something that made me feel like a total heel. So I felt inspired to sit down and hammer out a short and simple article on 5 questions I have found are best to avoid asking altogether, as they have a significant chance of leading to awkwardness and the insertion of one’s foot into one’s mouth.

Here they are:

1. “Did you go there for fun?”

This was the question I asked the deli counter guy. He had told me he had been gone last week for a trip to Minnesota. To which I replied: “Ah cool. Did you go there just for fun?” His answer: “Actually it was for my grandfather’s burial.” Me: “Oh. I’m sorry.” Stares at feet. The Fine Art of Small ... Fine, Debra Best Price: $1.99 Buy New $9.97 (as of 02:50 UTC - Details)

A variation of this is when someone says they took a trip to such and such a place, and you say, “Oh, that must have been awesome! I love it there!” To which they reply, “Well, I went there with my wife to get a second opinion on her cancer.”

A better question: “What took you out there?” or “What was the reason for your trip?”

2. “When are you guys going to have kids?”

This seems like a common, fairly innocuous question. Except when the couple you level your query at has been trying to have kids without success. Then your friendly question just becomes another shake of salt on the wound. And there’s no good response for the couple to give in this situation, as they probably don’t want to share details of their fertility problems with you. Or perhaps they haven’t decided if they want kids at all, or one partner does and How to Talk to Anyone:... Lowndes, Leil Best Price: $2.00 Buy New $9.79 (as of 08:15 UTC - Details) one doesn’t, in which case you’re inviting further tension into the conversation.

A better question: None — don’t ask. If they want to tell you about their plan for producing progeny, they will.

3. “Is this your mother/sister/daughter?”

You may feel like you know the relationship between two people, but you could be wrong. You ask if so-and-so is some guy’s daughter, and he replies, “She’s my girlfriend, actually.” Or you ask a lady if the woman standing next to her is her daughter, and — doh! — it turns out to be her sister.

A better question: “And who is this lovely lady I have the pleasure of meeting?”

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The Best of Brett and Kate McKay

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