How can I wear dresses in winter and not freeze?
13 October
Last Updated: 2025-06-27
Hey there, beautiful souls!
So like, winter's creeping up on us again, and I'm already hearing people talk about "putting away the dresses" and honestly? That makes me a little sad inside. I mean, I get it - nobody wants to be that person shivering in a sundress when it's literally snowing. But also... dresses just make me feel like me, you know? There's something about slipping into one that's like putting on confidence, even when I'm having one of those days where I can't even figure out if my socks match.
1. Knitted Dress
I used to think they were kinda boring? Like, oh great, another sweater dress. But then I actually started wearing them and realized they're kind of genius. You can literally roll out of bed, throw one on with some chunky boots (or honestly, whatever shoes are by the door), and somehow look like you have your life together.
The short knitted ones are pretty fun for those weird fall days when you can't decide if it's cold or not.
And I discovered this thing about irregular striped ones - they do something magical with proportions that I don't totally understand, but I'm not questioning it. Sometimes fashion is just magic and we accept it.
2. Slip Dress
You know that slip dress hanging in your closet? The one you wore to that summer wedding and felt amazing in? Yeah, don't write it off for winter just because some fashion rule says so.
I started experimenting with this because I was genuinely sad about not wearing mine, and it turns out you can totally make it work. Sometimes I'll throw a thin long-sleeve tee underneath - nothing fancy, just whatever's clean. Or if I'm feeling a bit more... I don't know, artistic? I'll put a hoodie over it. I know, I know, it sounds weird, but trust me on this one.
When it gets really cold, I just pile on the layers - cardigan, leather jacket or plus size oversized sweaters, whatever. The trick is keeping the base stuff thin so you don't end up looking like the Michelin man's fashionable cousin. Though honestly, some days that's a vibe too.
3. Maxi Dress + Long Coat
There's something about wearing a vintage maxi dresses under a long coat that makes me feel like I'm in a movie, you know? Like I'm about to have some profound realization while walking dramatically through a park or something.
The hemlines doing different things creates this whole visual thing that I can't really explain, but it works. It's like... effortlessly put-together without actually putting in that much effort? Which is basically my life philosophy at this point.
4. Dress+ Blazers
Pairing a dress with a blazer is probably one of my favorite discoveries. It's like instant "I have my life together" energy, even when you definitely don't.
You can go full professional with heels if you're feeling fancy, or throw on some ankle boots if you want to feel like you could kick down a door if needed. Both are valid moods, and honestly, both are probably needed depending on what kind of day you're having.
5. Dress+ Leather Jacket
If you want to channel your inner rebel (or at least look like you have one), a leather jacket over a dress is pretty much foolproof. It's that whole "sweet but could probably handle herself" vibe that I'm always going for.
Plus, leather jackets make everything look intentional, even when you're just running to the grocery store in yesterday's mascara.
Related Posts: How to Care For Leather Jackets
The Real Talk: Actually Staying Warm
Okay, but like, we need to talk about actually being warm, not just looking warm. Because I learned the hard way that looking cute while slowly getting hypothermia is not actually a good time.
Base Layers Are Your Secret Weapon
I used to skip this step because it seemed like extra work, but thermal base layers are honestly life-changing. Get the thin ones - merino wool or whatever synthetic stuff they have now. You won't even know you're wearing them, but your body will be like "thank you for not letting me freeze."
Fabric Choice Actually Matters (Who Knew?)
Some fabrics are just better at this whole warmth thing:
Wool is obviously great, though the fancy kinds don't make you itchy
Velvet and corduroy have this cozy factor that's hard to beat
Fleece-lined anything is basically like wearing a hug
Even thicker cotton stuff can work if you layer it right
Let's Talk About Tights
Regular tights in winter are basically a joke. Like, why do they even sell them? Get the thick ones - 80 denier or higher. For when it's really cold, fleece-lined tights exist and they're amazing. I wish someone had told me this sooner instead of letting me suffer through winters in basically pantyhose.
Boots Are Non-Negotiable
Your feet are going to determine how miserable or happy you are, so don't mess around here. Ankle boots, knee-highs, whatever - just make sure they're actually warm and not just cute.
Look for the ones with actual insulation (not just "lined" - that could mean anything). And waterproof is important unless you enjoy the sensation of cold, wet socks. Which... I don't recommend.
The Little Things That Make a Big Difference
Don't sleep on accessories! A good scarf can basically be a blanket you wear in public. Beanies or berets keep your head warm and can look pretty cute. And gloves - get ones that actually work, not just the pretty ones that fall apart after two weeks.
Your Questions (Because I Know You Have Them)
Q: Can I actually wear short dresses when it's freezing?
A: I mean, technically yes, but you gotta commit to the whole warm-everything-else situation. Think really good tights, tall boots, warm coat. It's doable, but it's definitely more work.
Q: What if I hate wearing tights?
A: Fair enough - they're not for everyone. Maybe try maxi dresses with good boots? Or thermal leggings that kind of disappear under your boots. There's usually a workaround if you're determined enough.
Q: What coat is actually going to keep me warm?
A: For real warmth? Wool coats (the ones with high wool content), down puffers, or if you're feeling fancy, faux fur. Just make sure it's long enough to actually cover your dress.
So what do you think? Any of these sound like something you'd try? Or do you have your own winter dress secrets that I'm totally missing out on? I'm always down to learn new tricks, especially when it comes to staying warm and not giving up on the clothes that make me happy.
Related articles: How To Convert Sundress To Winter
Post by: Kaning
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