The Mentoring Toolbox
Free · from Creative Resilience Curiosity Lab

Less prep. More room for connection.

Free activities, conversation starters, and creative challenges for adults mentoring children and teens. Find something for the student in front of you, and the time you actually have.

Little to no prepPractical ideas with everyday materials: paper, pens, a ball, a deck of cards.
Across grade bandsKindergarten through grade 12 are open now. Pre-K activities are growing.
Room to adaptOne-on-one, small group, talking, drawing, or doing. Every activity can be changed or passed on.

Find something that fits

Choose who you are meeting with, then what would fit today. You do not need to label a student's mood to use this.

Start with the person in front of you. Grade bands are starting points. Follow the student's interests, communication preferences, and comfort level. Invite them to choose, adapt, or pass, and leave room for the meeting to take a different direction.

Who are you meeting with?

What would fit today?

Showing 56 of 56 activities for Grades 6 to 8

Students can pass or use a fictional example for personal answers. Join in alongside them when meeting one-on-one.

First meeting

The Completely Unofficial User Manual

Share what helps you participate, in the style of a ridiculous product manual.

About 10 to 15 minOne-on-one or small group
First meeting

Expert for Three Minutes

The student teaches you something they know while you play the curious learner.

About 5 to 10 minBest one-on-one
First meeting

This or That, with an Appeal

Quick either-or choices where students can argue for a third option.

About 5 to 10 minOne-on-one or small group
First meeting

Defend the Ridiculous

Take turns defending harmless claims with mock-serious arguments.

About 10 minOne-on-one or small group
Quiet

Doodle Trade

Transform each other's abstract shapes into something. Talk happens on the side.

About 10 to 15 minOne-on-one or small group
Quiet

Silent Conversation

Talk entirely on paper with words, symbols, arrows, or sketches.

About 10 minBest one-on-one or pairs
Creative

Tiny Map, Big Story

Draw a map of an ideal hangout or imaginary town and tell its story.

About 15 minBest one-on-one
Creative

Soundtrack to My Week

Title the week like an album and list the track names.

About 15 minOne-on-one
Creative

Sneaker Design Challenge

Design a custom shoe that says something about who you are.

About 20 minOne-on-one or small group
Challenge

The Five-Item Expedition

Pick five ordinary objects for an imaginary mission and handle a surprise.

About 15 minOne-on-one or small group
Challenge

Build It, Change It

Build a paper structure, then try again with a new constraint. No winner needed.

About 15 minOne-on-one or small group
Challenge

Back-to-Back Blueprint

One person describes a drawing; the other recreates it without seeing it.

About 15 minPairs
Creative

Sell Me This Terrible Invention

Pitch an inconvenient product, then redesign one feature to make it useful.

About 10 to 15 minOne-on-one or small group
Challenge

Rule Remix

Change one rule of a familiar game and see what happens.

About 10 to 15 minOne-on-one or small group
Movement

Walk-and-Talk Laps

Walk side by side. Movement and no eye contact make talking easier.

About 10 to 20 minOne-on-one
Movement

Opinion Compass

Walk to a spot that matches your opinion and explain it if you want.

About 10 to 15 minBest in small groups
Movement

Mirror DJ

One person leads slow movements while the other mirrors, with imaginary music genres.

About 5 to 10 minOne-on-one or small group
Movement

Human Remote Control

Control the movement with four commands and invent a fifth.

About 5 to 10 minOne-on-one or small group
Movement

Catch, Choose, Continue

Toss a soft ball; the catcher chooses between two prompts.

About 10 minOne-on-one or small group
Quiet

Battery Check

Draw three batteries and fill each to its current level.

About 5 minOne-on-one or small group
Next step

Inside and Outside My Control

Sort stressors into what you can influence and what you cannot.

About 10 to 15 minOne-on-one
Next step

Patch Notes for My Week

Borrow the language of game updates for a weekly check-in.

About 5 to 10 minOne-on-one or small group
Next step

Two Wins and a Workaround

Name two things you did, however ordinary, and one adjustment that helped.

About 5 minOne-on-one or small group
Next step

Decision Tournament

Compare four options in pairs using a different criterion each time.

About 15 minOne-on-one
Next step

Future-Me Postcard

Write a short note to open at your next meeting.

About 10 minOne-on-one
Challenge

Index Card Tower

Build the tallest freestanding tower and talk about how the group worked.

About 15 minSmall group
First meeting

Question Auction

Bid on questions for the mentor, then choose whether to answer too.

About 5 to 15 minOne-on-one or small group
First meeting

The Anti-Bucket List

Compare playful no-thanks lists and possible maybes.

About 5 to 15 minOne-on-one or small group
First meeting

Personal Mount Rushmore

Build a four-favorite monument and give it a name.

About 5 to 15 minOne-on-one or small group
First meeting

Small Hill, Big Opinion

Explore oddly specific, low-stakes preferences.

About 5 to 10 minOne-on-one or small group
First meeting

Interview the Mentor: Follow-Up Edition

Interview the mentor using three connected follow-up questions.

About 5 to 15 minOne-on-one or small group
Creative

Fortunately, Unfortunately

Build a fictional story with alternating good news and complications.

About 5 to 15 minOne-on-one or small group
Creative

Wrong Answers Only

Invent deliberately wrong explanations for harmless questions.

About 5 to 10 minOne-on-one or small group
Creative

One-Star Reviews of Inconveniences

Review everyday annoyances with dramatic, object-focused humor.

About 5 to 15 minOne-on-one or small group
Challenge

Word Ban Challenge

Describe a familiar topic without three obvious words.

About 5 to 15 minOne-on-one or small group
Creative

The Alphabet Alibi

Explain a fictional mystery one alphabet-led sentence at a time.

About 5 to 15 minOne-on-one or small group
Creative

Fold-and-Reveal Creatures

Reveal a shared creature drawn secretly in folded sections.

About 5 to 15 minOne-on-one or small group
Creative

Continuous-Line Portraits

Make deliberately imperfect drawings without lifting the pen.

About 5 to 15 minOne-on-one or small group
Challenge

The Paper Loop Puzzle

Experiment with cutting one sheet into a large connected loop.

About 5 to 15 minOne-on-one or small group
Creative

Pocket-Sized Zine

Create a tiny publication about a student-selected topic.

About 5 to 15 minOne-on-one or small group
Challenge

Desk Curling

Slide paper pucks toward a tabletop target together.

About 5 to 15 minOne-on-one or small group
Challenge

What Changed?

Spot one change in an arrangement of everyday objects.

About 5 to 15 minOne-on-one or small group
Quiet

Twenty Questions: Mystery Object

Identify a visible mystery object using yes/no questions.

About 5 to 15 minOne-on-one or small group
Quiet

The Observation Draft

Collect unnoticed room details together.

About 5 to 10 minOne-on-one or small group
Challenge

Count to Twenty Together

Coordinate a shared count without speaking at the same time.

About 5 to 15 minBest in a small group. One-on-one: alternate numbers and try to maintain the same slow rhythm without watching each other.
Challenge

Secret Signal Lab

Invent and test silent signals for a cooperative task.

About 5 to 15 minOne-on-one or small group
Movement

Rock-Paper-Scissors Journey

Move toward a nearby finish through rock-paper-scissors rounds.

About 5 to 15 minOne-on-one or small group
Movement

Category Step Challenge

Reach a nearby destination by naming examples together.

About 5 to 15 minOne-on-one or small group
Movement

Paper-Island Crossing

Move an object across paper islands while feet stay on the floor.

About 5 to 15 minOne-on-one or small group
Movement

Silent Lineup Challenges

Arrange a neutral lineup using gestures rather than speech.

About 5 to 15 minBest in a small group. One-on-one: silently arrange six numbered or lettered scraps together, each using only one hand.
Movement

Walk-and-Spot Bingo

Notice three student-selected categories on a permitted short walk.

About 5 to 15 minOne-on-one or small group
Next step

Compliment Detective

Notice a helpful action and describe its effect.

About 5 to 15 minOne-on-one or small group
Next step

Help Menu

Choose the kind of help that fits a fictional situation.

About 5 to 15 minOne-on-one or small group
Next step

The Missing Information Game

Explore several explanations before deciding what information is missing.

About 5 to 15 minOne-on-one or small group
Next step

Teach Me Your Shortcut

Teach each other a practical everyday shortcut.

About 5 to 15 minOne-on-one or small group
First meeting

Make a Meeting Tradition

Choose a tiny, changeable opening or closing ritual together.

About 5 to 15 minOne-on-one or small group

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The question deck

Quirky icebreaker questions for grades 6 to 8. Let students answer, invent an answer, point, watch, or pass. In a group, invite a few responses per question so it stays lively.

Pick a question type, then draw a card.

New mentor? Start here.

You do not have to make every meeting profound. A shared doodle or a conversation about a favorite game can be a worthwhile way to spend your time together.

A simple first meeting

  1. Get acquainted. Offer a choice of two activities and let them pick.
  2. Join in. Take part as a player, and go first with something a little goofy.
  3. Listen with curiosity. Ask one follow-up, then leave space.
  4. Close by naming one thing you would like to try next time, and ask for their idea too.

Starter resources in development

  • Your First Three MeetingsPlanned
  • The Ten-Minute MeetingPlanned
  • When Conversation Is SlowPlanned
  • A Simple Session PlannerPlanned
  • Ending WellPlanned

These resources support mentoring and educational activities. They are not counseling, clinical assessments, or treatment materials. Follow your mentoring program's requirements for supervision, privacy, and responding to concerns.