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Three years ago, we created a simple game asking people questions nobody had ever asked them. People opened up like never before.
Our inboxes exploded with "I need this" and "This changed everything." So we turned our Google Docs experiment into a real card game—your bridge from small talk to deep connection.
For getting to know someone new, when you run out of things to talk about, or when it's been a while since you connected deeply.
Three levels that escape small talk
"Every single question lit up conversation depths I didn’t think were possible…"
- Amador

Ice Breakers: not the boring ones
From simple things that make you smile to the insecurities you haven't yet grown out of

Confessions: what you've been wanting to say
From your real answer to "how're you?" to the memories you never want to let go of

Getting deep: share your deeper story
From the closure you never had to what you're passionate about but don't tell anyone

Secret connecting challenges
Challenges we keep secret until the game is yours. Don't worry.. they are wholesome.
How to play.. in 20 seconds
"Hands down one of the best card games I’ve ever had the experience to play with people I love."
- Shamal
The game is simple. The 2 rules are:
- Dig deep
- Seek discomfort
Whoever brought up the game starts as Player A. Player A picks a card, answers it, then asks the other player the question.
This process repeats for each players. Once a card is drawn from each level, a challenge card can be drawn.
Play until deep connection arises (some people end up playing 12+ hours)
HDWYG? Compared to..

Questions that are interesting
Cringe questions
Nobody wins, everyone connects
Someone wins, making vibes weird
Gets deeper than on your own
Doesn't get deep the way you want
Not even level 1 is surface level
Stays surface level

It's fun, deep, and connecting
"I've had other thoughtful conversation games, but HDWYG is my favorite!"
- Patrice ★★★★★
What happens when you play?
Let them tell you:
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?
All sales are final, but of course, we will exchange your order if it comes in damaged. Just send us an email at team@howdeepwillyougo.com so we can help you out.
We will not accept exchanges after 30 days of your delivery date.
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.
We guarantee our game will spark your favorite conversations. Try it with a few people, and if it doesn't deliver memorable moments, simply request a refund. Jo, our customer happiness manager, will take care of you.