Let's be honest, finding a hat that actually fits when you've got a larger-than-average head can feel like searching for a unicorn. I’ve been there, done that, and bought the ill-fitting hat (more than once!). For years, I struggled to find hats that didn't look ridiculous or feel like they were squeezing my brain. But through trial and error, I've finally discovered some reliable options. This is my journey, and hopefully, it will help you find the perfect hat too.
For as long as I can remember, hat shopping has been a source of frustration. Standard sizes are often too small, leaving me with a hat perched precariously on top of my head, or worse, a headache after just a few minutes. Baseball caps? Forget about it – the adjustable strap is usually maxed out, and the hat still feels tight. I always felt like I was missing out on a fun accessory that could complete my outfits. The struggle is real for those of us with larger heads, and it's not just about vanity; it's about comfort and finding a hat that actually stays put!
My first breakthrough came when I stumbled upon a brand called Mr. Fatman. I saw someone mention their measurements and how the brand makes fantastic hats of all kinds. Intrigued, I decided to check them out. And I was so happy I did! I found a few styles I really liked that actually fit comfortably. It was a game-changer. Finally, a hat that didn't feel like it was trying to compress my skull!
Since then, I've explored other brands and styles. I've had good luck with ’47 brand and Gramicci. Their caps tend to run a bit larger and fit my head much better than the standard options. It's all about finding those brands that cater to a wider range of head sizes.
Another brand that was suggested to me, and I've had great success with is OddJob. They specialize in hats for larger heads, which is exactly what I needed. They even offer blanks of their designs, which are what I usually go for. My favorite is their unstructured flat bill. It’s comfortable, stylish, and most importantly, it fits!
I also experimented with different hat styles. I’ve found that a deep cap from man-tle works well, providing enough coverage and a comfortable fit. The key is to look for hats with a deeper crown or a more generous fit.
For a different look, I also tried a cap from Quaker Marine Supply. The brim is quite long, which makes the hat seem more proportional on my head. It's a simple yet stylish option that I often reach for.
More recently, I bought two Jacquemus bucket hats on SSENSE. What I loved about these was that they came in various sizes. This made it much easier to find a bucket hat that fit my head properly. It's a relief to finally have a bucket hat that doesn't constantly slide off!
Recently, I've been looking for a stylish winter hat that keeps me warm and also complements my outfits. After browsing through various online stores, I discovered a beanie black beret that caught my eye. It's from Wholecustomdesign's homepage, and it’s designed for women, featuring a wool tweed material and a retro octagonal design. The size range is 56-58cm, which is perfect for me.

I was a bit hesitant at first, since buying hats online can be tricky, but I decided to give it a try. When it arrived, I was pleasantly surprised. The wool tweed material feels soft and warm, and the octagonal design adds a touch of retro charm to my winter look. What I appreciate most is that it fits comfortably without squeezing my head. I also noticed that the design of the hat helps to make my face look smaller, which is always a plus! It’s become my go-to hat for cold weather.
The beanie black beret from Wholecustomdesign has quickly become one of my favorite hats. It combines style, comfort, and warmth, making it a perfect choice for the winter season. I highly recommend checking it out if you're also looking for a hat that fits well and looks great.
Over the years, I've learned a few tricks that have made my hat shopping experience much easier. Here are some tips that might help you too: