Beyond “So, What Do You Do?”: How to Keep a Conversation Going on a First Date

The first date jitters are real, and few things are more anxiety-inducing than the dreaded silence or the feeling that you’re stuck in an interview. A great first date isn’t about being perfectly witty; it’s about being genuinely curious and using simple techniques to transform a basic exchange into an engaging dialogue.

Here’s a guide on how to keep the conversation flowing smoothly and meaningfully on a first date.

1. Shift from Interrogation to Exploration

The quickest way to kill a conversation is to ask a series of closed-ended questions that only require a “yes,” “no,” or a one-word answer.

Stop Doing This (Interrogation)Start Doing This (Exploration)
“So, do you like your job?” (Yes/No answer)“What’s the most surprising thing you’ve learned in your job?” (Requires a story)
“Did you grow up here?” (One-word answer)“What’s one thing you miss about your hometown, and what’s the best part about living here now?” (Creates a comparison)
“Do you have any hobbies?” (A list)“What’s a hobby you’ve picked up recently that you’re really excited about, and why?” (Focuses on passion)

The key is to use Open-Ended Questions that start with “How,” “Why,” or “What if.” These prompts encourage your date … READ MORE ...