Play once, watch your connections deepen forever - 2.0
New questions, deeper conversations. Join 50,000+ skipping small talk.
"You can definitely tell how well thought out each question is"
- Olivia ★★★★★
50,000+ loved our Original game
So we made 99 more prompts that feel more like "I never thought to ask this!"
How it works
Discover or rediscover everyone..
Refreshing ice breakers
Level 1 is all about breaking the ice, but they take a spin on your average conversation starters. They feel different.
Dive a bit deeper
Level 2 Digs a bit deeper. Some fun, some real, and some getting things off your chest. These create bonding moments
Share your deeper story
How you see the side of someone you don't normally see. These transform relationships with deep understanding
Secret connecting challenges
Challenges we keep secret until the game is yours. These bring out your wholesome side.
'It helped me gain new close friends and renew long-term friendships that were drifting. Nothing is more fulfilling!'
- Olivia ★★★★★
HOW DEEP WILL YOU GO? 2nd Edition
HOW DEEP WILL YOU GO? 2nd Edition
Couldn't load pickup availability
Product Description
Product Description
HDWYG 2.0 is the highly anticipated sequel to our viral conversation game, made from thousands of real stories of connection and breakthrough moments. It's designed for friends, partners, family members, or even self-reflection, who want to experience those rare conversations where time stands still and you discover things about each other you never knew existed. Now reimagined with more powerful prompts based on real player experiences, this game helps you break through small talk and experience the kind of closeness you crave.
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.
One conversation like this can change everything.
What started as a hit game bringing people together in 2022 showed us something incredible:
When you make deep conversations playful, people open up in amazing ways.
We took the feedback from our customers of our Original game and made this version - more of what they already loved.
Because there's nothing better than the feeling of
"I never want this night to end"
and it's already 3AM.
Popular Questions
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. There's so much depth.
How is this version different from Original?
Second Edition is just like the original, but the questions are more specific and unpredictable, making it super fun. Our original game is already amazing, but this one is based on customer feedback. You should try it ;)
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.