Bring Context & Cringe
to Your Team

Context & Cringe is designed to spark conversations about privacy that rarely happen in traditional discussions.

You can run it with friends, but it becomes especially powerful when used in teams, workshops, classrooms, or conference sessions.

With a bit of facilitation, the game can help people move from “this feels weird” to “here is why.”

The same game.
Different levels of depth.

Depending on your goals, Context & Cringe can work as a quick icebreaker or a structured learning exercise.

Independent

Play and see what happens.

Self-run. Productive discomfort.

The game works well on its own. Players run it themselves and quickly start reacting to uncomfortable design choices — no facilitation required.

“Wait... that feels worse than I expected.”

Perfect for
Informal sessions Awkward fun time
Coordinated

Activate the conversation.

Light touch. High reaction.

With light facilitation, the game becomes a more impactful tool for raising privacy awareness. A facilitator points the players in the right (wrong) direction by introducing the game and objectives, and handling logistics.

The goal is not to reach agreement, but to make people notice when something suddenly feels wrong.

Perfect for
Conference activities Icebreakers Team building
Guided

Turn reactions into learning.

Structure. Discussion. Educational.

With more intentional facilitation, the game becomes a deeper educational exercise. The facilitator challenges participants to move beyond “that feels cringey” and start exploring what contextual factors caused the reaction — and how the same reasoning applies to real systems.

Perfect for
Privacy training Champions programmes Privacy design workshops

Facilitation turns play into insight.

The game surfaces instinctive reactions. That moment when something suddenly feels uncomfortable is data.

A facilitator helps translate that reaction into discussion, reflection, and shared understanding. Without facilitation, the cringe happens and passes. With it, the cringe becomes a conversation.

What caused that reaction? Was it the data type? The app? The combination? Would everyone agree? Do they?

Facilitation turns play into insight.

Cringe is the starting point.

Anywhere people are building systems
that affect users.

Privacy & AppSec trainings
Security conferences & workshops
Team awareness sessions
University classrooms
Design & product kickoffs
Conference activities
Icebreakers
Security and Privacy Champions Programmes

Everything you need to run a session is already in the box.

These resources help you adapt the game to different groups and goals.

📋

Facilitator Guidelines

Step-by-step guidance for running a session from setup to debrief.

🎮

Training Mode Suggestions

How to adapt the game for different learning objectives and group sizes.

💬

Discussion Prompts

Questions to surface the reasoning behind reactions and open up reflection.

📝

Lessons Learned

Shortcuts for turning game outcomes into lasting takeaways.

Ready to run
a session?

Grab the deck.
Gather a group.
Start combining cards.

Then wait for someone to say:
“Umm... I am not comfortable with that.”
That is where the interesting conversations begin.