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Estimated delivery: May 25 ⁠– May 26

FREE SHIPPING ON ALL U.S. ORDERS

Discover what really matters in the relationships that matter most

We all have invisible boundaries—those unspoken dealbreakers and green flags that shape our connections with others. Maybe you can't imagine life with someone who doesn't love animals. Perhaps you need someone who shares your unique sense of humor. Or maybe there are quirks you never realized were important until now.

Where Do You Draw The Line? transforms these hidden boundaries into hours of fascinating conversation. Through one-sentence scenarios that could be red flags, green flags, dealbreakers, or things you secretly do yourself—you'll uncover where people really stand... and maybe discover your own boundaries aren't quite where you thought they were.

The conversation game that turns minutes into hours

What makes this game special? Our players tell us that just a handful of cards can spark two hours of meaningful conversation. The prompts feel perfectly balanced—deep enough to be interesting but approachable enough that everyone feels comfortable sharing.

Perfect for 2-12 players, it's the ultimate icebreaker for:

  • Date nights that go beyond small talk
  • Friend gatherings where you'll learn something new about even your oldest friends
  • Family time that bridges generation gaps
  • Party settings where you want connections that go deeper than the usual chatter
What's inside:
  • 90 "Dip Your Toes" prompts and wildcards for warming up the conversation
  • 90 "Take the Plunge" prompts and wildcards for when you're ready to go deeper
  • 20 bonus prompt digital download for even more conversation starters
  • Simple rules that get you playing in under a minute
Here's the surprising truth:

The boundaries you think are clear-cut? They're probably a lot blurrier than you realize. And discovering where you and others actually draw those lines leads to the kind of authentic, engaging conversations that strengthen relationships and create lasting memories.

So... where do YOU think you draw the line? There's only one way to find out.

Turns strangers into friends, and friends into family—with just a few cards.


  1. Shipping & returns

    Your shipping cost will be computed at checkout. Please visit the brand's website for more information on returns and exchanges. For more detailed information view our shipping and returns policy.

  2. About where do you draw the line

    we started this game because we were sick of dating the wrong people, or finding out WAY too late that we were dating the wrong people. now you can deepen existing relationships and foster new ones. where do you draw the line explores one sentence scenarios that could be red flags, dealbreakers, or even something we do ourselves. great for dates, team building, and hangs with friends.

    View Brand Page
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where do you draw the line card game

$36.99


FREE SHIPPING ON ALL U.S. ORDERS

Discover what really matters in the relationships that matter most

We all have invisible boundaries—those unspoken dealbreakers and green flags that shape our connections with others. Maybe you can't imagine life with someone who doesn't love animals. Perhaps you need someone who shares your unique sense of humor. Or maybe there are quirks you never realized were important until now.

Where Do You Draw The Line? transforms these hidden boundaries into hours of fascinating conversation. Through one-sentence scenarios that could be red flags, green flags, dealbreakers, or things you secretly do yourself—you'll uncover where people really stand... and maybe discover your own boundaries aren't quite where you thought they were.

The conversation game that turns minutes into hours

What makes this game special? Our players tell us that just a handful of cards can spark two hours of meaningful conversation. The prompts feel perfectly balanced—deep enough to be interesting but approachable enough that everyone feels comfortable sharing.

Perfect for 2-12 players, it's the ultimate icebreaker for:

  • Date nights that go beyond small talk
  • Friend gatherings where you'll learn something new about even your oldest friends
  • Family time that bridges generation gaps
  • Party settings where you want connections that go deeper than the usual chatter
What's inside:
  • 90 "Dip Your Toes" prompts and wildcards for warming up the conversation
  • 90 "Take the Plunge" prompts and wildcards for when you're ready to go deeper
  • 20 bonus prompt digital download for even more conversation starters
  • Simple rules that get you playing in under a minute
Here's the surprising truth:

The boundaries you think are clear-cut? They're probably a lot blurrier than you realize. And discovering where you and others actually draw those lines leads to the kind of authentic, engaging conversations that strengthen relationships and create lasting memories.

So... where do YOU think you draw the line? There's only one way to find out.

Turns strangers into friends, and friends into family—with just a few cards.


  1. Shipping & returns

    Your shipping cost will be computed at checkout. Please visit the brand's website for more information on returns and exchanges. For more detailed information view our shipping and returns policy.

  2. About where do you draw the line

    we started this game because we were sick of dating the wrong people, or finding out WAY too late that we were dating the wrong people. now you can deepen existing relationships and foster new ones. where do you draw the line explores one sentence scenarios that could be red flags, dealbreakers, or even something we do ourselves. great for dates, team building, and hangs with friends.

    View Brand Page
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© 2025 Flagship. All rights reserved.

Flagship helps creators work with 500+ brands

Create a shop on Flagship in less than 5 minutes, and we will help you with the heavy lifting.

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