How Deep Will You Go? Card Game – 99 Deep Conversation Questions – Build Meaningful Connection – for Friends, Couples, Family, 1-1 Or in Groups, Anyone | Ages 17+ | Game Night & Gatherings

HOW DEEP WILL YOU GO? Original strengthens your social connections by removing barriers to open up. It turns vulnerable and honest questions into a game to make opening up feel euphoric. Ask and answer questions you always wanted to and never thought to. Play with anyone, even yourself.

• 90 questions to open up split into 3 levels
• 9 wildcards we keep secret until the game is yours
• Simple Instructions included (only 2 rules)
• 2-8 players (play with anyone)

SKIP SMALL TALK AND BUILD REAL CONNECTION – 99 questions designed to take you from surface-level conversations to meaningful moments. Perfect for couples who want to stay close, friends who want to go deeper, or anyone tired of “how was your day?”
3 PROGRESSIVE LEVELS YOU CONTROL – Start with Ice Breakers, move to Confessions, go deep with Getting Deep. You decide how vulnerable you want to be. Each level takes the conversation further than the last.
SECRET WILDCARD CHALLENGES INCLUDED – 9 mystery cards that change everything. We keep them secret until you play. These are the moments people say “I’ve never told anyone this before.”
PERFECT FOR COUPLES, FRIENDS, AND FAMILY – Use it on date nights to deepen intimacy, with friends to move past surface-level catch-ups, or with family to actually get to know each other. Play with anyone. Works for 2-8 players.
PLAYED BY 100,000+ PEOPLE LOOKING FOR REAL CONNECTION – Join thousands who’ve used this to express what they need, open up emotionally, and have conversations that actually matter.