Updated: 31 October 2026

Relationship check-in questions

This prompt gives twenty questions for a monthly check-in with your partner, grouped into appreciation, feeling connected, practical matters, future plans and what you would like more or less of.

text-relationship-check-in — chatgpt — 53 words

Give me 20 questions for a monthly check-in with my partner.

Group them into appreciation, feeling connected, practical matters, future plans and things I would like more or less of. Our situation: [TOGETHER / LONG-DISTANCE / NEW RELATIONSHIP]. Add ground rules for listening and a simple way to end on a positive note.

Edit in the builder Copy & open ChatGPT ↗Copy & open Gemini ↗Copy & open Claude ↗

Do it in a relaxed setting and start with appreciation before discussing problems.

Get a better result

What you will get

Twenty questions in five groups (appreciation, connection, practical matters, future plans, more or less of), a few listening ground rules and a short, positive way to finish.

Common mistake

The questions feel like a job interview.

Fix: Ask for casual wording and for five questions you can pick from each month, not all twenty at once.

Also watch for

Long-distance details are ignored. Choose your situation in the brackets. For long-distance, ask for questions about calls, visits and time zones.
A big conflict gets squeezed into the check-in. Keep the check-in light. If one topic keeps coming back or feels unsafe, talk it through separately or with a counsellor.

Try a variation: make a new-year version

Ask for a once-a-year version for the new year, looking back at the best moments and choosing one shared goal for the year ahead.

Still not right? Reply with this

Give me a fresh set of 20 questions in the same five groups, keeping these ones we both liked: [QUESTIONS].