You are one 'game' away from feeling the closeness you always wanted.

Tried and tested questions to build a genuine connection with anyone.

Get My Game

30,000+ customers use it

Why does it work? Psychology says so...

When you want to get to know someone new, you have to get past the surface to really feel a connection.

When you want to nourish an existing relationship you need to stay curious so the people you care about don't one day say,

"I don't feel like you know me anymore.."

This is the right conversation

The conversations that bring you closer are the ones that give people the context for who you are..

Fun facts, heartbreaks, life lessons, and favorite memories.

But these are also the ones that don't come up naturally. We turned these deeper topics into a game with levels to make it comfortable and fun.

Connect deeper with the people "for you"

"I really didn’t think the prompts would be better than natural conversation but the framework really provided a special experience."

- Sterling ★★★★★

How it works

You have never had a conversation this memorable...

level 1: Ice Breakers

Level 1 is all about breaking the ice, but they take a spin on your average conversation starters. They feel different.

level 2: Confessions

Level 2 Digs a bit deeper. Some fun, some real, and some getting things off your chest. These create bonding moments

level 3: Getting Deep

How you see the side of someone you don't normally see. These transform relationships with deep understanding

Wildcards

Challenges we keep secret until the game is yours.

Take the challenge to share your deeper story and get theirs.

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HOW DEEP WILL YOU GO? Original

HOW DEEP WILL YOU GO? Original

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Original is a game of deep conversation with questions you don't normally ask, to feel closer in a way you never felt. The conversations where time doesn't exist, hours pass, and your heart feels filled. You probably have them once or twice, but it's hard to bring them back. Original guides these conversations for you. Play with anyone, even yourself.

✓ open-ended questions to play multiple times

✓ for existing and new relationships

✓ you win by connecting deeper

Regular price $34.99 USD
Regular price Sale price $34.99 USD
Sale Sold out
Shipping calculated at checkout.

featuring..

  • 90 questions to open up split into 3 levels
  • 9 wildcards we keep secret until the game is yours
  • Simple Instructions included (only 2 rules)
  • 2-8 players (play with anyone)

shipping info

Domestic Orders (US)

Orders will be fulfilled within 1-3 business days and will ship depending on what service you select. Typically 5-10 business days.

International Orders

For international orders, there may be import costs to the shipping carrier, such as duties, import taxes, or brokerage/disbursement fees upon delivery which the customer is responsible for paying.

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How Deep Will You Go? works with anyone

We even played our game with strangers to test it in real time, unscripted..

"When deep and thought provoking questions are framed as a "game" they become much less intimidating. It's an amazing way to get to know people and spark those deep conversations with the people you love."

- Noah from the video

98% of customers love HDWYG?

Popular Questions

Why is it so expensive?

For all the people you love in your life and the ones who aren't yet in it, is worth improving each one of these relationships for less than the cost of a night out?

How is this different from other card games?

None of the other games went through a process like ours. We built a social media brand asking everyday people meaningful questions they have never been asked before.

From our videos we got thousands of messages from people telling us how impactful it was to them as a viewer. We were told it was therapeutic and wholesome, and it made people feel good. Before we knew it, everyone was asking us for the questions, and our volunteers remembered us years later..

So we sat down, sifted through hundreds of questions to condense it into 99 question cards and wildcards that help you have a feeling of closeness you never felt.

We created a physical representation of the experiences we were creating; shared vulnerability that brings you closer.

Who can I play this with?

Play with anyone. If you look at our reviews you will see people playing the game with friends, strangers, lovers, family, siblings, you name it.

Any tips?

Follow the two rules.

How do I get in contact with support?

If you want to get in touch, email team@howdeepwillyougo.com.

When will my order be shipped?

Domestic Orders (US)
Orders will be fulfilled within 1-3 business days and will ship depending on what service you select.

International Orders
For international orders, there may be import costs to the shipping carrier, such as duties, import taxes, or brokerage/disbursement fees upon delivery which the customer is responsible for paying. Shipping times may also be longer than expected.

Do you have a return/exchange policy?

UPDATED: To help you feel confident with your purchase, we promise this game will help you open up and feel deeply connected with every single person you play it with. If you hate it, tell us we suck, get a refund, and you get to keep it for free.

How deep does this really go?

Most reviews say it goes deeper than they could have imagined. Some even call it life changing. We might need to come out with a box of tissues.

OUR GUARANTEE:

We promise this game will help you open up and feel deeply connected with every single person you play it with. If you hate it, tell us we suck, get a refund, and you get to keep it for free.