6 Teacher-Approved Outfits for Cooler Weather

by - November 02, 2022


We had a bit of fall weather in my neck of the woods in mid-October, and a few downright cold days, so my daily outfits officially made the switch from summer to fall...and I'm not looking back anytime soon.

One of the best things I learned from working at the television station was how to incorporate my personal style into a business-casual professional wardrobe. Don't get me wrong. Blazers are great, heels are polished, and the right pair of slacks can make a statement, but who ever said a leather jacket, graphic tee, and chunky boots don't belong in the work place? Certainly not me!

The trick, I've found, is to not go overboard. Sprinkle those untraditional pieces in with your business pieces in moderation. So let's dive into some of my latest outfit creations that are perfect for the classroom but still showcase my personal style choices.

Sizing info: I'm 5'2" and weigh about 140 lbs. I typically wear size 6 or small/medium in clothes and size 7 in shoes.


I'm not really sure how it's possible, but this is the first reading-themed t-shirt I've owned as an adult. But if I had to wait to add one to my collection of graphic tees, this was a good one to start with. And if you're in the market for a polka dot skirt that's just this side of classic, this skirt is for you! It's so good in person, and I'm so excited to style it multiple ways.


This leopard-print skirt is it. I love it so much that words truly don't do it justice. If you follow me on Instagram, then you'll have already heard this story, so feel free to skip ahead... I decided that a black bodysuit was just the thing to wear with this skirt because I wouldn't have to worry about it not staying tucked in. What I didn't take into account was how aggravating dealing with buttons would be when paired with an extra long skirt and so-fast-you-almost-miss-them bathroom breaks. So, learn from my lesson, friends.


This tunic sweater is one of my most favorite Amazon purchases ever. I always wear it over leggings, but I switch up the shoes depending on my mood. My black Chelsea boots are probably my favorite combo, even if it's just because they're so dang comfortable.

Shirt / Pants (similar) / Belt / Boots

I think this was my most-complimented outfit from this roundup, at least by adults. My jeans came in either a StitchFix or a Wantable box (I truly can't remember), and I can't find them anywhere online. I'm linking to a pair that's pretty close. My shirt is several years old. It's one of those poet-style blouses from Old Navy, but they don't have anything even remotely close to it right now, so I'm not linking to anything for this one, sorry.

Shirt (similar) / Jeans (similar) / Shoes

These flats, y'all. If you've been looking for a pair of neutral-colored loafer-style flats, definitely give these a shot. They are the most comfortable pair of flats I own. Literally the entire inside of the shoe is squishy. They come in quite a few colors and have a cute little bow detail that's not obnoxious.

Shirt / Skirt / Shoes

I'd been wanting a school-appropriate faux leather skirt, so when I came across this one I decided to give it a shot. Full disclosure - this is not the greatest quality. It's pretty thin and unlined and if you sit for too long it'll probably get creases. However, it is cute on, doesn't make that annoying squeaky sound a lot of faux leather makes when you move, and isn't stiff at all. Side note: my shirt is really old, and I can't find anything similar that's worth sharing.

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