Ice Breakers
Some are lighthearted memories, and some are questions you never thought to ask your family.
For Families
Family isn't actually forever, so get their life stories while you can. 99 questions that surface the stories, memories, and lessons you've never actually heard. Organized across 3 levels for conversations that start easy and end with things you'll pass on to your kids. Ask your dad what he was actually like at your age. Ask your mom what she wishes she'd done differently. Ask a sibling what they never told you growing up.
$35
- The family game night everyone actually wants to play again
- The gift that brings the whole family closer; kids to grandparents
- Perfect for dinner tables, road trips, and holiday gatherings
30-Day Money-Back Guarantee
Fast U.S. Shipping
Alonso
"Changed the dynamic with my parents and siblings. To think that such a simple game could have such an impact in someones life."
No pressure. No right answers. Just presence.
We spent months finding the perfect sequence of questions to ask with family that create the most connecting moments. Then we organized them into levels, so you control how deep you go.
01
Pull a card.
Start the moment.
02
Answer together.
Go through the levels and start feeling connected like you never have.
03
Play until a deeper connection arises.
Everyone wins in this game.
How we made For Families
Brainstormed with family
Our team compiled a list of what they wish they could talk more about as a family, plus a beautiful sunset color, and our signature instructions.
Tested with our families
The team played the draft version with their families.
Made it perfect
We removed what didn't work and added what made it even better. The result is a game that connects the family through conversation like never before.
Brainstormed with family
Our team compiled a list of what they wish they could talk more about as a family, plus a beautiful sunset color, and our signature instructions.
Tested with our families
The team played the draft version with their families.
Made it perfect
We removed what didn't work and added what made it even better. The result is a game that connects the family through conversation like never before.
Make the room more meaningful
Confessions
Where you expose your more vulnerable side with some fun questions, too.
Getting Deep
Learn about your family in a way you never have before.
Challenge
Wholesome challenges where you connect without any questions.
Carefully and Intentionally Made
Our games vs others
Carefully and Intentionally Made
Our games vs others
Original
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Others
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progressive levels that go deeper as you play
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carefully chosen questions from experience & research
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created by best friends of 5+ years
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online community of 1 million+ people
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on a mission to deepen human connection
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deeper conversations that feel natural
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Hype you can trust.
Here are the numbers:
Hype you can trust.
Here are the numbers:
0k+
growing deeper relationships
0%
5-star reviews when we ask.
9/10
people we approach love to play
* Based on internal studies and customer feedback surveys.
Here's the FAQ
Find answers to questions about our products, shipping, returns, and more.
Who do I play this with?
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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.
How can I contact support?
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If you want to get in touch, email team@howdeepwillyougo.com
When will my order be shipped?
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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 refund policy?
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Yes. 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.
We will not accept exchanges after 30 days of your delivery date.
What payment methods do you accept?
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We accept major credit cards, PayPal, Shop Pay, and Apple Pay for your convenience and security.
How deep does this go?
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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.
How can I contact support?
+
If you want to get in touch, email team@howdeepwillyougo.com
Do you have a refund policy?
+
Yes. 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.
We will not accept exchanges after 30 days of your delivery date.
How deep does this 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.
Money-Back Guarantee
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.
BUY NOW
100% Satisfaction
Fast Shipping
Easy Returns
Money-Back Guarantee
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.
BUY NOW
100% Satisfaction
Fast Shipping
Easy Returns