When Your Child Is Scared to Try Again: A Penguin Story That Helps

Penny the Penguin children's book cover showing a penguin snowboarder with Kitty and Dino on a snowy mountain

8 min read

Key Takeaways

  • Reading about a character who feels the same fear gives a child language for something too big to explain out loud.
  • A kid who asks for the same “brave” story over and over is practicing courage, not stalling bedtime.
  • Progress after a scary moment rarely shows up right away — it can take months, even a year, to surface.
  • Praising the trying, not just the finished skill, is what keeps a child willing to attempt something hard again.

It happens fast. Last week your kid was flying on their bike. This week they won’t even look at it. One fall, one scrape, one moment of seeing that it can go wrong — and suddenly the thing they loved is off-limits.

If you have a child between ages 3 and 8, you’ve probably seen this exact thing play out. The “I can’t do it.” The sudden passion for a completely different, much safer activity. It looks like stubbornness, but it isn’t. It’s fear doing what fear does best: it makes the thing that hurt feel like it could hurt again.

The problem is you can’t argue your way past it. You can list every reason they should try again. They already know those reasons. What they need is something harder to give them: the experience of trying while scared and discovering it works.

That’s where Penny the Penguin comes in. It’s a children’s picture book that shows kids exactly what trying again looks like — not through lectures, but through a story they want to hear.

The Real Story Behind Penny

I ask my son, most nights, which animal Kitty and Dino should help next. The idea behind Penny came from swimming class — the one he begged to skip.

Water up the nose stung, and every week brought a new argument about a note that would get him out of it. So I wrote Penny the Penguin, afraid of the triple jump, who works up her courage with Kitty and Dino right beside her. My son asked for the story again and again — some nights twice.

A year passed. Then one evening in the bath, he looked up mid-splash and announced he could hold his breath underwater without pinching his nose shut. Swimming is his favorite class now.

What Happens In Penny the Penguin

Kitty and Dino are going about their day when snow starts falling — out of season, out of nowhere. They follow the trail up a mountain they’ve never seen, and there they find Penny.

Penny should be excellent at snow. She lives on a mountain. She snowboards. She’s got the gear and the moves and the whole thing dialed in. But right now she’s sitting in the middle of a storm she can’t control, crying so hard her tears freeze before they hit the ground. Something scared her on the Triple Loop, and now her snow magic won’t stop.

She’s not hurt. She’s not broken. She’s scared. There’s a difference, and kids feel it.

What Kitty and Dino do next is the whole lesson. They don’t fix her. They don’t bring a manual for penguin snow recovery. They just stay. They ask questions. They start suggesting small steps — a smaller jump, something easier to warm up with. They create the conditions for Penny to try again without pressure.

And here’s what matters for your kid: the snowstorm stops because Penny learned she could be afraid and try anyway. Not because she stopped being afraid. Because she found out the fear wasn’t the thing that had to stop.

Why “Try Again” Books Matter for Ages 3 to 8

Between ages 3 and 8, kids are building their first real sense of what they’re capable of. They’re testing physical skills — bikes, climbers, swimming, drawing, building blocks. They’re also building the emotional equipment to handle frustration, sit with discomfort, and push through when something is hard.

Books like Penny give them a safe place to practice that. They watch a character they like go through something hard and come out the other side — not rescued, not fixed, but helped by people who stayed while she figured it out.

For parents, this book opens up a useful conversation. Not “why won’t you try again?” but “what happened to Penny when she got scared? What did Kitty and Dino do?” Sometimes it’s easier to talk about the penguin first, and then your kid starts telling you about their own version of the Triple Loop.

Why Teachers Use It Too

Early childhood educators have picked up on this book for the same reason parents do — it works as a teaching tool without feeling like one. The story structure gives kids enough distance from their own situation to talk about it openly. What scared Penny? Why couldn’t she make the snow stop? What did she do differently in the end?

These are the same questions teachers use during circle time or SEL curriculum discussions. The book gives you a story-shaped handle on topics like resilience, fear management, and what friendship looks like when someone is struggling. It doesn’t lecture. It just tells a good story and lets the conversation find its own shape.

The reading level sits around 400 to 600 words, which means emergent readers can follow along with minimal support. Parents report their kids picking it up and narrating it back, which is a reliable sign that the language is landing.

What Happens Over Multiple Readings

After the first reading, kids remember the snowboarding. After the third, they start picking up on the pattern — scared Penny, practice jumps, confidence comes back. After the fifth, they start applying it to their own lives without being prompted.

That’s what parents consistently report as the book’s strength. It doesn’t dump a lesson. It tells a story that rewards attention, and the lesson lands because the story earned it.

The length is right for bedtime too. Around 500 words. Moves without dragging. Ends before everyone is too tired to care about the ending. That sounds simple, but it’s harder to do than it looks, and the Kitty & Dino series pulls it off consistently.

Where to Find It

Penny the Penguin is on Amazon as part of the Magical Tales of Kitty and Dino series. It’s one of those books that earns its place on the shelf by getting picked up again and again.

If you want more bedtime stories that hit the emotional notes without being preachy about it, the full series is worth browsing. Same warmth, same three-character dynamic, same way of showing — not telling — what friendship and resilience look like in practice.

Looking for spring reading books for kids ages 3-8? Penny the Penguin makes a great addition to any seasonal reading rotation.

Buy Penny the Penguin on Amazon

Explore all the Magical Tales of Kitty and Dino at kittyanddino.com.

FAQ: When Your Child Is Scared to Try Again

Is Penny the Penguin only for kids afraid of swimming?
No. Penny’s fear happens to be about jumping into water, but the story is really about trying something again after it went wrong once. Parents use it for kids stuck on bikes, monkey bars, diving boards, even the first day back at an activity they quit. The fear on the page is water; the fear in your house can be anything.
What age is Penny the Penguin best for?
It’s written for ages 3 to 8, and it holds up across that whole range. Younger kids respond to Kitty and Dino cheering Penny on; older kids notice the part where trying again takes more than one attempt. Most families read it at bedtime, but it works just as well right before a scary activity — a first swim lesson, a first day of soccer.
Does it help with fears that have nothing to do with water?
Yes. The book never mentions swimming by name, so it maps onto almost any fear a child is avoiding — a new sport, a doctor’s visit, speaking up in class. What matters is the shape of the story: something feels too hard, a character is scared to try, and trying again with someone beside her is what gets her there.
How many times should we read it?
As many times as your child asks for. Repetition is doing real work here — each reading is a low-stakes rehearsal of the feeling you’re hoping she’ll handle in real life. Some kids need one read and a nudge; others want it nightly for a month before the fear loosens, and that’s normal too.

From the Kitty & Dino bookshelf

Gentle picture books that bring this to life for ages 3–8:

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