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“Would you rather?” Questions for the WIN!

Tuesday, April 29, 2025

Deepening Bonds: Engaging 'Would You Rather?' Questions for Parents & Young Athletes

In today's fast-paced world, it can be challenging to find the time and space to connect meaningfully with our children. However, building strong relationships through conversation is both simple and powerful. In this post, we're diving into fun yet profound conversations with a playful twist—through the game of "Would You Rather?".

Welcome to the Ride

I'm Valerie Alston, your host of Confident Calm and Clutch Car Ride Conversations, where I aim to help parents and young athletes engage in meaningful dialogue about mental toughness, resilience, and confidence. Whether you're headed to practice, a game, or just running errands, consider this podcast your go-to for building stronger relationships and lifelong skills—one car ride at a time.

The Inspiration

The inspiration behind this episode comes from my own experiences, as I'm about to head back to Minnesota for a memorable alumni weekend with the Gopher Softball team. These weekends are filled with laughter, stories, and that deep sense of connection that comes from sharing time and history with those who've been in the trenches with me.

Whether it's sharing car rides post-practice, bus rides and drives, or inventing games while waiting in airports, the key to great relationships is simple: spend time together, talk, and share moments that are both serious and silly.

Engaging Conversations

This episode is about creating space for fun conversations that build trust, open communication, and strengthen bonds with your child or parent. It's not about having all the answers. After all, "Would You Rather?" questions are sometimes quite ridiculous, but meaningful relationships are built on asking good questions, listening, and enjoying the journey.

Game Rules and Structure

Here are a few special rules for playing "Would You Rather?" with your kids:

1. No Wrong Answers: Every answer is valid, so encourage openness.
2. Take Turns and Listen:Ensure everyone gets a chance to speak and listen.
3. Minimize Distractions: Try to immerse yourselves in the conversation.
4. Make a Choice: You must pick one option—no choosing both.
5. Discuss: Take time to discuss each question after answering.

Now, let's dive in with some playful questions like whether you’d prefer to play with cartoon sound effects or in slow motion, or if you’d rather have loud cheering or silent support from the back row. These questions are just a starting point for deeper conversations and shared laughter.

Would You Rather?
Would you rather always play in slow motion or always play with cartoon sound effects in the background?
Would you rather have your parent cheer loudly at every game or silently support you from the back row?
Would you rather get honest feedback that helps you grow or endless praise that feels good in the moment?
Would you rather have to sing everything you say for a whole day or dance everywhere you go?
Would you rather be able to teleport anywhere or be able to talk to animals?
Would you rather win the championship but play your worst game, or lose in the first round but play your absolute best?
Would you rather relive your best sports moment or go back and redo your toughest one with what you know now?
Would you rather have a pet dragon or a pet unicorn?

Beyond simply answering questions, think about how these playful exchanges can lead to profound reflection and growth. Be it choosing between teleporting anywhere or talking to animals, or contemplating if you'd rather win a championship while playing poorly or excel individually in a losing effort, these questions open doors to discuss values and preferences.

Conclusion and Staying Connected

If you found this exercise both helpful and fun, extend the conversation until the car ride ends, and continue to explore your version of "Would You Rather?" on future journeys. Our mission at Confident Calm and Clutch Car Ride Conversations is to guide you toward ongoing, enjoyable dialogue that results in a stronger connection with your young athletes.

For more weekly tips, mindset shifts, and conversation starters, subscribe to my newsletter at www.confidentcalmclutch.com/newsletter. I invite your suggestions for new topics and episode ideas—simply reach out via the show notes or DM me on Facebook or Instagram @valstoncoaching.

Let’s keep those conversations rolling, and until next time!

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Hi, I Am ValErie Alston

Certified Mental Performance Consultant

Resilience Trainer and Performance Expert for the Army

Author

Former D1 Softball Player

Crossfit Enthusiast

Avid Traveler and lover of food

And Awesome Auntie!