"Within 3 cards, nobody wanted to stop and it took up the entire night!"
HOW DEEP WILL YOU GO? Original
HOW DEEP WILL YOU GO? Original
We spend thousands filling a void with therapy, distractions, anything to feel less alone. Real connection doesn't have to cost that much or feel that hard. This is a game of deep questions that brings you closer with someone every time you play, even with people you've known for years. 99 questions across 3 levels that let emotional depth happen naturally. All chosen through thousands of real conversations to find which ones connect us most.
Couldn't load pickup availability
- Fast U.S. Shipping
- 100,000+ players
- Money Back Guarantee
What's inside?
What's inside?
- 90 unique question cards that turn small talk into "I've never told anyone this" — so you get closer every single time you play
- 9 secret challenge cards that bond you through actions, not words — so you feel impossibly close in ways conversation can't reach
- 3 deepening levels from icebreakers to confessions to getting deep — so strangers become best friends and long-term relationships feel brand new
- The 1 game that works with anyone: first dates, married couples, strangers, or family. So you can deepen every relationship in your life
Are there dirty questions in here?
Are there dirty questions in here?
Nope, all wholesome and meant to creat more deep, meaningful connection.
It Works With Anyone
(Even The Skeptics)
"The Ads Don't Lie"
"The best game for friendship"
"I'm in a 7 year relationship"
What makes this game different?
Most conversation card games just have random questions with no real plan.
And if you Google "deep questions," you'll get AI-generated lists that feel awkward.
We spent months interviewing over 1,000 people to find which questions actually create connecting moments.
Not what a computer thinks sounds deep.
Then we organized them into 3 levels, so you control how deep you want to go.
Three levels that make a room softer
"Every single question lit up conversation depths I didn’t think were possible…"
- Amador
Ice Breakers: past the small talk
From simple things that make you smile to the insecurities you haven't yet grown out of
Confessions: where the walls come down
From your real answer to "how're you?" to the memories you never want to let go of
Getting deep: where relationships transform
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 (simple)
-
1: Follow the 2 rules
Dig deep, seek discomfort. Get lost in the deep end together.
-
2: Start with level 1
Choose an icebreaker question. Answer it honestly, then ask the other player(s) to answer. Vulnerability creates connection.
-
3: Keep going
Continue choosing a question from each level in order. Play until you feel deeply connected.
After One Game, You'll Experience:
- The room gets quieter and everyone leans in
- Someone says "I've never told anyone this before"
- You forget to check your phone for hours
- You see a side of someone that changes how you feel about them
- You realize you're the most present you've been in months
- You don't want the conversation to end
Some people play for 12+ hours.
Honest reviews:
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.