Okay, let's be real. Winter is coming, and that means beanies are back in business. But for those of us who wear glasses, it's a whole different ball game. I’ve always loved the look of a cozy beanie, but combining it with my glasses has often felt like a fashion face-off. It’s a constant battle between staying warm and actually being able to see! Finding the right balance between style and practicality is key, especially when the temperature drops.
I remember one particularly windy day last winter. I was determined to rock my new beanie. I put my glasses on first, then pulled the beanie over them, thinking I was ready to face the elements. Big mistake! The wind was relentless, and because my glasses were tucked under the beanie, there was a gap between my face and the beanie. A blast of icy air hit my forehead with every gust. I quickly realized my fashion statement was a recipe for a brain freeze. It made me wonder, what's the "right" way to do this? Is there even a right way?
That experience got me thinking. Should glasses always go over the beanie? The idea seemed logical, sealing up the gap and keeping the cold out. But then I worried about stretching out my glasses or, even worse, breaking them. It's a delicate balance, and I've explored a few different approaches.
After experimenting, I realized there's no one-size-fits-all answer. It really depends on the beanie, the glasses, and the weather. Here's what I've learned:
I also realized that the type of beanie matters. A thicker, tighter-knit beanie will naturally create a better seal around your face, regardless of where your glasses are positioned.

Speaking of beanies, I recently discovered WholeCustomDesign Style. They have a great selection of beanies, and I even found a super cute Beanie kid's Hat children's Woolen Fleece Warm Cap for my niece. It's made of a soft, warm fleece, and the bow styling is adorable. The warmth and comfort of their beanies make the glasses dilemma a little easier to manage. The right beanie can minimize the forehead gap, making wearing glasses over or under less of an issue. It's perfect for keeping those little heads warm and protected during the colder months.
I also considered the suggestion of designing winter glasses specifically for beanie wearers. It’s an interesting idea, but I think modifying existing glasses could be risky and potentially damage the frames. A better solution might be to find glasses with thinner, more flexible arms that are less likely to be affected by the beanie.
Here's a quick breakdown of the pros and cons of each approach:
Here are a few practical tips I've picked up along the way: