How to Know Your Cap Size (and Avoid Caps That Squeeze)
If every time you wear a cap it leaves a mark on your forehead, messes up your hair, or you take it off after ten minutes… the problem isn’t your head. It’s the size.
At Free Heads, we design big caps for men who want style without the squeeze. In this guide, you’ll learn how to measure your head, understand cap sizes and choose models that actually feel comfortable — even if you have a larger head.
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1. Why most caps feel too tight
Most caps on the market are designed for head sizes between 55 and 58 cm. If your head is bigger than that, it’s normal that:
- The cap doesn’t sit down properly and looks like it’s just resting on top.
- It leaves a deep mark on your forehead after a while.
- You have to use the last hole on the snapback (or it doesn’t even close).
- You feel pressure or headaches after some minutes.
The solution isn’t to “get used to it”, but to find the right size and caps designed for larger heads.
2. How to measure your head step by step
You only need a flexible measuring tape. If you don’t have one, you can use a string and then measure it with a ruler.
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Stand in front of a mirror. This helps you keep the tape straight.
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Wrap the tape around your head, passing it above your eyebrows and ears, at the widest point.
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Adjust without squeezing. The tape should be snug but not digging into your skin.
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Write down the measurement in centimeters. This is your reference for cap sizes.
3. Cap size chart (quick guide)
This chart is a reference. Each brand may differ slightly, but these ranges are common:
| Head circumference | Approximate size | Notes |
|---|---|---|
| 55–58 cm | Standard (M–L) | Most caps on the market. |
| 59–61 cm | Large (XL) | Standard caps will usually feel tight. |
| 62–64 cm | Extra large | You need caps designed for big heads. |
At Free Heads, our caps start at around 59.5 cm of internal circumference, designed specifically for men with larger heads.
4. What to do depending on your measurement
If your head measures under 58 cm
You’ll likely be fine with standard caps. Still, avoid caps that feel very tight — a good cap should not hurt.
If your head measures between 59 and 61 cm
This is where trouble starts. It’s common that:
- “One size fits all” caps feel tight or don’t sit properly.
- You use the last hole on the snapback closure.
- Flexfit or fitted caps squeeze after some time.
In this range, we recommend looking for XL caps and unstructured or soft crowns (for example, Free Heads XL Dad Hats).
If your head measures 62 cm or more
You need caps designed specifically for big heads. Otherwise, you’ll always feel some pressure.
In our store you’ll find XL Truckers and other big caps for men made for this kind of measurements.
5. Common mistakes when choosing cap size
- Buying “one size fits all” hoping it will stretch. If it’s tight from the start, heat and sweat will make it worse.
- Trusting only the back closure. If the crown is too small, extra snaps won’t solve it.
- Choosing flexfit when you have a big head. They feel okay at first, but the elastic band often squeezes over time.
- Ignoring the structure. A soft Dad Hat usually adapts better than a very rigid cap.
If you want to compare how different types of caps fit, check out our article: Gorra Dad Hat vs Gorra Trucker: ¿Cuál te queda mejor?
6. How Free Heads helps if you have a big head
If you’re reading this, you probably know what it’s like to go from store to store and never find a cap that truly fits. That’s exactly why Free Heads was born.
- Our caps are designed from scratch for larger heads.
- We use a bigger internal circumference and real sizing — not “one size fits all”.
- We select materials so you can wear your cap for hours without discomfort.
FAQ – Frequently Asked Questions
How often should I measure my head?
It doesn’t change much, but if it’s been years — or your weight has changed — it’s worth measuring again.
Is it normal for a new cap to feel a bit tight?
It can feel firm at first, but it should not hurt or leave deep marks. If it does, it’s too small.
Which cap style is most comfortable for big heads?
Soft Dad Hats and XL Truckers with a good back closure are usually the most comfortable options.
Can I rely only on traditional hat sizes?
They help, but the best is to measure in centimeters and compare with each brand’s size chart.
