Wondering what to wear with a beanie and look SLAYYYY? You’re in the right place!
In this post, I’m not just gathering all the popular outfit combos, but also offering styling tips to ensure you look 100% flattering in a beanie!

As a chubby-faced girl who has tried all kinds of beanies since my teenage years (and now I’m in my late 20s), you can trust me on these tips. As we all know, looking stylish and cool is all in the details.
Many people think about what to wear with a beanie to look good, but let’s not forget that picking the right type of beanie that fits your face shape is also key!
Without further ado, below are 15 ways (both classic and creative) to rock your beanie this season, along with some under-the-radar styling tips – enjoy, my fashion babes!

Before diving into all these styling combos, let’s get the basics right, shall we?
(If you have a small, pointy face, you can skip this part because you will look wonderful in all kinds of beanies!)
And if you have a chubby face like mine, take notes now.
When it comes to creating the illusion of a smaller face, it’s all about the comparison.
That said, go for a slouchy beanie that adds a fun bit of height on top to elongate your head and balance out your face shape.
On the contrary, tight beanies can make your face look even rounder by comparison.
So, I’d say skip the snug fit and keep it playful!
To ensure you fully understand this rule, here are some examples:
Yes, a chunky knit beanie will make your face appear smaller than a normal ribbed one.
The beanie with a big pom-pom will be more face-flattering than a standard one.
1. Beanie with Headphones
Want to stay toasty and chic at the same time? Try out the beanie and headphone combo, and voilà – you’re the real deal!

And yes, headphones are definitely making a major comeback this year (and there’s a high chance this trend will stick around for a while).
Fun fact:
Did you know that some Gen Z individuals believe that wearing EarPods gives off a whole corporate vibe, which they want to avoid? (No joke, there’s source for this statement)
I’m curious about your thoughts on this. For me, I guess it really depends on your fashion style.

Need I say more? This look totally gives off a punky vibe reminiscent of the nostalgic “2010s” era.
Together with these statement rings and nails, this whole fit screams, “I’ve got style & I ROCK it!”
Black x Black = double coolness.

Need I say more? This look is just … BOMB.
From the Barbie pink Balenciaga motor bag to the nostalgic raglan tee to this cool beanie, this girl is so on point.

Pin this look for later! You won’t regret it.
❤️Girl’s fashion hack #1:
Use nail polish clear coat on fraying thread ends to stop further unraveling until you can properly repair the item!
2.Beanie x hoodie look
Wanna look extra Instagrammable? Put the hood to look effortlessly chic.

I love how she matches the colour of the beanie and puffer jacket in the same shade — they just look so put together without trying too hard.

This outfit is screaming, “I am a chill girl.”.
Love this tone-on-tone fit – a tint of burnt orange on an all-black fit.

Camo style anyone?!
❤️Girl’s fashion hack #2:
Prevent button-down shirts from gapping between buttons by using double-sided fashion tape <3
3. Keep it cool keep it fun
Feeling extra playful today?
Well, it’s time to get experienmental with this “pigtail braids x beanie” combo.

Just a perfect mix between laid-back and playful charm.
For real, I’m in my late 20s, but guess what? I’m gonna rock this combo.

Never let your age define you, my loves x!
Okay, I never thought about this combo – definitely gonna try.

❤️Girl’s fashion hack #3:Rub clear deodorant on the inside hem of pants/skirts to prevent thigh chafing. ❤️
If you are reading this blog post till now, there’s one thing for sure…
You have good taste! <3 If you approve of some of these looks, please kindly pin or share some of these outfits so many tasteful fashion babes can come across this outfit inspo, thanks pretty! ❤️

And…it would truly mean the world to me if you stay until the very end. ❤️
4. Beanie x sunnies
Okay, loves, it’s official: everyone has leveled up their sunnies game now, and if you are one of the fashion babes, it’s time to keep up.
Do you know what’s actually cooler?
The beanie and thick-frame sunnies look great!

This is giving off an “I’ve got style, and I know it” vibe.
Does anyone know where these white-frame sunnies are from? I want them so badly.


Sunnies over beanies because why not? Just refreshingly stylish.

When in doubt, choose a wide-frame oversized pair of sunnies for a small face illusion.
❤️Girl’s fashion hack #4:Use rolled-up magazine pages to maintain boot shape when storing – truly work wonders imo lol
5. Hottie look: Beanie x sports bra
Shout out to all the hotties and baddies out there: you gotta try this beanie and sports bra look because it just SLAYS.

Honestly, when you team this with baggy pants, it’s not just good; it creates a smaller waist illusion.
As an apple-shaped girl, I love this combo.

It’s that “unbothered” look, and the statement hoop earrings elevate the look even more.

Flannel shirt, anyone? Another perfect alternative I’d suggest is a bomber jacket—it just gives off the right vibe.
❤️Girl’s fashion hack #5:
Stretch tight shoes by wearing them with thick socks and blowing them with a hairdryer!
❤️For my baddies who wanna spoil themselves: ❤️
For the baddies who wanna spoil themselves but don’t wanna break the bank… check out the bags babies below❤️
From my backend data, almost every 3 days someone from LTK and my email list will buy these two bags lol (Different sizes - some prefer mini some prefer the normal).
It's always so fun see from data to know what you girls prefer!
6. Puffer jacket x beanie
A black puffer jacket is not interesting enough to wear?
Well, what about this layered two-tone look?

The highlight here is tucking the pants to the boots.

This is giving a granola girl vibe.

❤️Girl’s fashion hack #6:
Quick fix – Brighten yellowed white clothing by soaking in a solution of lemon juice and hot water!
7. The high street look
For a casual athleisure look, think a good old hoodie and mom jeans for the vibes.
The white Air Jordans are definitely a good pick here to complement the whole fit.

SIDE NOTE:
Is that just me, or will I save all kind of mirror selfie poses? 🤣
Otherwise I will keep doing the same old pose—which isn’t cool enough for ig stories. 🤣

This slouchy fit is just so one of a kind, from the tinted sunnies to the blue boho bag and the Adidas shorts.
Another tip to achieve a smaller face even in beanie – wear oversized sunnies!
Again, everything is about proportion.
❤️Girl’s fashion hack #7:
Whenever I feel bloated, I’ll always use a rubber band to loop through a button hole and around the button for a temporary fix to pants that are too tight!
8. Add an extra pop of fun
For the cool girlies out there who love rocking all-black outfits, it’s time to add an extra dash of color to your look, like the one below.

It makes your beanie pop even more.

Such an aesthetic look that will always stand out on IG!
❤️ Girl’s fashion hack#8: Keep Jewelry Organized While Traveling hackThread necklaces through drinking straws to prevent tangling – simply clasp the necklace and thread the chain through a straw.
FINAL THOUGHTS:
So there you go my loves – the 15 looks to wear with a beanie and smaller face tips!
What are your thoughts on that? I hope that get you inspired!




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