HOW DEEP WILL YOU GO? Original
HOW DEEP WILL YOU GO? Original
The game to share the deeper parts of each other that go unseen so you can feel more connected.
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Get ready for a new way to connect that beats normal conversations or any other conversational game you've tried.
How Deep Will You Go? helps you have those special conversations where time flies and you feel incredibly close to someone in a new connection, an existing connection, or someone you love. We made the game after our viral social media series testing different kinds of deep questions and challenges until we came down to the 99 that made a difference.
You'll end every game so connected once you share: The story of your favorite place you traveled to. Your first memories with each other. What you're afraid to let go of. The last time you cried. What your happiest moment has been. What your worst heartbreak taught you. Playing a random song from your playlist and telling the full story of why it's there.
Perfect for any get-together, but especially any occasion 1 on 1, consider this your authentic approach to deepen any connection.
Featuring..
Featuring..
- 90 questions split into 3 levels to have conversations you don't normally have to connect deeper than you ever have.
- 9 wildcards we keep secret to anticipate a fun challenge that creates a meaningful experience.
- Simple Instructions included because other games make it hard for no reason. (only 2 rules)
- We recommend playing 1 on 1, but you can have up to 8 players to connect with anyone.
Who do I play with?
Who do I play with?
You can play the game with anyone. As long as you can conversate, you can play the game.
What kind of setting?
What kind of setting?
Play the game in a group social setting, one on one, or even with yourself for self-reflection.
Are there dirty questions in here?
Are there dirty questions in here?
Nope, all wholesome and meant to creat more deep, meaningful connection.
What started as a viral video series in 2022 revealed something powerful...
Three years ago, we started going to different colleges, asking people deep questions they’d never been asked before. What we saw blew us away.
People opened up. They shared things they’d never told anyone. And it all happened because of this one game on Google Docs.
Soon, we'd open Instagram to hundreds of DMs asking for the game. So we made it physical—one designed to take you from just talking to truly connecting.
Not your typical conversation game
It's a powerful connection tool disguised as an addictively fun game that brings people closer.
"I really didn’t think the prompts would be better than natural conversation but the framework really provided a special experience."
- Sterling ★★★★★
Three levels. Endless connecting moments
"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
"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.