"Within 3 cards, nobody wanted to stop and it took up the entire night!"
HOW DEEP WILL YOU GO? 2nd Edition
HOW DEEP WILL YOU GO? 2nd Edition
A connection game to make any relationship more meaningful. 99 carefully thought-out questions that unlock deeper conversations you’ve never had.
Couldn't load pickup availability
- Fast U.S. Shipping
- Made after OG's virality
- Money Back Guarantee
Description
Description
With everyone raving about our original game, it was only right to expand the mission and create the second version.
Suddenly, your conversations are no longer the same. You’re on a date finishing your bite when they pick another card while you’re thinking, “Wow, getting past small talk shouldn’t be this easy.”
The next night, you’re with your friends, escaping the redundancy of life, and you're wondering how you never knew this stuff in the years you’ve been friends.
You never seem to run out of things to say or do together, because this game feels like a mix of having fun and building a meaningful connection together.
That’s what happens when a few friends get together each week for a year to compile the most inspiring and connecting questions.
And obsessing over little details like changing one word because it sounds more human.
The only question left is, How Deep Will You Go?
Featuring..
Featuring..
- 90 questions & 9 wildcards
- Instructions booklet
- Endless connecting moments
Are there dirty questions in here?
Are there dirty questions in here?
Nope, all wholesome and meant to create more deep, meaningful connection.
It Works With Anyone
(Even The Skeptics)
"Play with everyone you know!"
"100% my favorite game"
"All the questions were very unique."
Why Googling Questions Doesn't Work
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.
The 3 levels that make you feel known
"The questions are brilliantly crafted"
- Ama ★★★★★
Ice Breakers: past small talk
From the highlight of your day to the song you'd play with 5 minutes left to live
Confessions: where walls come down
From an experience that impacted you more than expected to a sentence you regret saying
Getting Deep: where relationships transform
From a feeling you miss to the apology you never got to give
Secret connecting challenges
Sorry, but just like the Orginal we keep these secret. 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.
Thousands are connecting deeper
"You'll wish you bought it sooner"
- Stacy ★★★★★
Popular Questions
Will this feel awkward?
At first, sometimes. But the structured format removes the awkwardness by giving you a guiding hand. Plus, "seeking discomfort" is part of the magic.
What if I am introverted?
Coming from used-to-be introverts, it's perfect! This game is especially useful for introverted people, with all the conversation laid out for you.
Why is it so expensive?
Our games aren't your typical dollar store games. We design our products to last for years so you can play over and over again. The cards are high quality, and the design is sleek. It's like that one piece of clothing with a hundred memories attached to it. It's an investment in relationships.
How is this version different from Original?
The Second Edition is just like an extended version of the original, with all new content.
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?
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.