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Context & Cringe Application Privacy Game

Regular price £23.00

EU customers: Taxes included. No additional charges (including duties) on delivery.

🏆 Winner of our 2025 CyberSec Game Challenge, Context & Cringe is a fast-paced card game about application privacy, awkwardness, and real human impact that helps teams understand why privacy decisions matter. 

Who is it for?

Context & Cringe is for people who build products that use personal data, from developers and product managers to designers and architects. It gives teams a quick way to compare what feels reasonable, what feels intrusive and why.

For privacy and security facilitators, it’s a playful icebreaker for a lunch-and-learn or a threat modelling workshop.

Bulk pricing

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Designed and manufactured by

CyberSec Games

  • Components
    Cards, Tokens, 30 second timer, Instructions and Facilitator Guide
  • Suits
    App, Feature, Data
  • # Cards
    78
  • Created by
    Kim Wuyts & Avi Douglen

About the game

Players build product scenarios using three card types: App, Feature, and Data, aiming to minimise their own “cringe” while sabotaging others with awkward or amusing combinations. The game starts laughter, debate, and meaningful discussion about privacy expectations and user trust.

Designed for developers, product managers, architects, security teams and privacy champions, it works equally well as a workshop activity, training tool, icebreaker, or team-building exercise. Rounds are quick, easy to facilitate, and highly replayable.

From ‘aha’ to ‘uh-oh’

What makes a piece of data feel right in one app and wildly out of place in another? On The Application Security Podcast, creators Kim Wuyts and Avi Douglen explain why they made Context & Cringe, how a round works and how the game helps teams spot privacy questions worth asking about the products they build. 

How to play?

Everyone has two cards of each type. Three card types, plenty of combinations.

  • Combine or place cards to create an app (App + Feature + Data)
  • Pitch your combination briefly to the group
  • Players vote “comfy” or “cringe” for each scenario
  • Your aim: To get the lowest cringe score!

The real game isn’t winning. It’s that moment when someone realises they wouldn’t actually be comfortable with it.

About Kim & Avi

Kim Wuyts and Avi Douglen are leading voices in privacy engineering and application security, combining deep expertise with a refreshing sense of play. Active across the privacy and OWASP communities, they’re known for turning serious topics into practical learning experiences. Together, they are the creators of the Context & Cringe privacy card game proving that learning about privacy can be engaging, memorable, and even fun.