One Question Deeper

Name: One Question Deeper
Brand: Inkylines & Words
Price: 47.75 AUD
Availability: PreOrder

First Dates & New Friends. 280 Questions and 560 Follow-Ups for Getting Past Small Talk

By: Carl Williams

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Paperback | 7 November 2026

At a Glance

Paperback
318 Pages

Dimensions(cm)
20.3 x 12.7 x 1.81

Paperback

$47.75

or 4 interest-free payments of $11.94 with

Available: 7th November 2026

Preorder. Will ship when available.

You don't need more things to talk about. You need somewhere for the conversation to go.

One Question Deeper: First Dates & New Friends gives you 280 questions and 560 follow-ups to help you go beyond small talk and build meaningful conversations, whether you're on a first date, meeting new friends, or getting to know someone better.

The questions move gently from light to deep across eight sections: Easy Openers, where nothing is at stake; What You Like; How You Spend Your Life; The Stories Behind You; How You See the World; People & Relationships; Who You're Becoming; and Should We Do This Again?, an honest ending that neither forces a connection nor rushes away from one.

Every question comes with two follow-ups and a NOTICE prompt that helps you hear what is actually being said. Questions range from "What is something you have been looking forward to all week?" and "What is a custom or ritual from your upbringing that you still carry?" to "What is something you did recently that you did not know you had in you?"

The method is simple: ask a real question, listen to the actual answer, follow up one question deeper, and let what you hear matter. Use it on date nights, over coffee, during a walk, on a road trip, or at a gathering. Part of the One Question Deeper series of conversation books by Carl Williams.

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