The 20 Questions Every Newly Engaged Couple Should Ask Each Other

The 20 Questions Every Newly Engaged Couple Should Ask Each Other

Getting engaged is one of those rare moments where time seems to slow down. There is excitement, emotion, celebration and a quiet sense that something meaningful has shifted.

Then, almost immediately, the questions start.

When should we set a date?
How many people should we invite?
What sort of wedding do we even want?

Many couples tell us they feel unsure of where to begin, not because they lack ideas, but because they have not yet had the space to talk things through properly. Wedding planning has a habit of jumping straight to venues, suppliers and styling before couples have had the chance to understand what really matters to them.

That is exactly why we created our 20 Questions Wedding Game and Workbook.

Not as a checklist.
Not as a planning spreadsheet.
But as a conversation.

Why we created the 20 Questions Wedding Game

Over the years, we have seen that the smoothest weddings often start with the quietest conversations.

Before any bookings are made, couples who take time to talk about their preferences, values and expectations tend to feel more confident, more aligned and far less overwhelmed once planning begins.

The 20 Questions Wedding Game is designed to help you:

  • Understand each other’s priorities

  • Identify where you naturally align (and where you differ)

  • Explore your style, tastes and shared memories

  • Lay the groundwork for decisions you will make later

There are no right or wrong answers. The aim is not to decide everything at once, but to start talking.

How the game works

The download includes two parts: a set of question cards and a workbook.

You simply:

  • Print the question cards and worksheets

  • Take turns reading each question aloud

  • Write your answers down separately

  • Compare your responses at the end

Some answers will match straight away. Others may surprise you. Both are equally valuable.

What matters is that you are having the conversation together.

The four areas the questions explore

The questions are gently grouped into four themes, each designed to uncover something different about how you approach your wedding.

1. The Budget

These questions are not about exact figures or spreadsheets. They are about scale, comfort and expectations.

They help you talk about:

  • Whether you imagine something big or small

  • The kind of setting that feels right

  • Saving habits and priorities

  • Family contributions, if any

It is about being honest with each other before external opinions come into play.

2. The Details

This section focuses on what makes your relationship yours.

You are encouraged to think about:

  • Shared memories and meaningful moments

  • Places that matter to you

  • Music you love

  • Activities you enjoy together

These conversations often reveal ideas couples want to subtly weave into their day, even if they had not realised it yet.

3. Personal Taste

This is where food, drink and lifestyle naturally come into the conversation.

You will explore:

  • Favourite foods and dishes

  • Cocktails or drinks you gravitate towards

  • Guilty pleasures

  • Pets and the role they play in your lives

These answers often become incredibly useful later when discussing menus, styling and atmosphere.

4. Personal Style

The final section looks at how you express yourselves.

It covers:

  • Colours you love

  • Seasons that feel meaningful

  • How you describe your personal style

  • Sentimental objects and possessions

This forms the emotional and visual foundation for the day, without ever needing to label it as a “theme”.

Why this matters before you start planning

Wedding planning becomes much easier when decisions are guided by clarity rather than pressure.

By working through these questions early on, couples often find that:

  • Decisions feel more confident

  • Compromises feel easier

  • Supplier conversations are clearer

  • The day reflects who they are, not what they think they should do

Most importantly, it keeps the focus on the two of you, not the noise around you.

Download the 20 Questions Wedding Game

If you are newly engaged and unsure where to begin, this is a gentle, thoughtful place to start.

Our 20 Questions Wedding Game and Workbook is free to download and designed to be used at home, at your own pace, with a cup of tea or a glass of wine nearby.

No pressure.
No timelines.
Just conversation.