3 Weeks of Teacher Outfits

by - September 19, 2023

I've had this outfit roundup post sitting in my drafts for at least two weeks - so long that I've had to update it twice! Between losing multiple planning periods a week which results in planning after school to the mountain of homework I have for my teacher certification program, I have honestly just not had any desire to spend any extra time sitting in front of a computer these days.

However, fall will soon be upon us (even if the temperature in my neck of the woods doesn't reflect it), so I definitely need to go ahead and share these looks with you while they're still relevant.

Sizing info: I'm 5'2" and weigh about 135 lbs. I typically wear size 6 or s/m in clothes and size 7 in shoes.

This is the third of these dresses that I own, and I love it just as much as the first two. I did size down in this one from medium to small. The only place I can tell a difference is the buttons on the bodice. They pull just enough for me to notice, but because of the fabric underlay no one else can tell.

I decided to wear my slip-on white sneakers, mostly because I wanted to be comfortable but also because I love the 90s-early 2000s nostalgia they give me. You're going to see these quite a bit throughout this post. I'm linking to the exact pair that I've got, but they're selling out in almost all sizes so if you want a pair, you need to hurry!

Shirt / Pants (similar) / Shoes (similar)

This is really similar to something I wore last year around this time, except this time I chose pants instead of a skirt. My pants are that ponte material, which makes them feel like really thick leggings. These don't fit the best. They're about two inches too long and a bit baggy, but they're really comfortable. I did get these off a clearance rack and couldn't find the exact pair online, but I'm linking to a similar pair.

My Oxfords are old and long sold out. I'm linking to a pair that's similar but with a thicker sole.

At this point, I think it's safe to say that graphic tees are one of my personality traits. I love that most of them can be mixed in with professional clothes to show off your personality. As an ELA teacher, I try to wear as many writing and literature-themed shirts as possible. This booktrovert t-shirt is one of my favorites.

Shirt / Jeans (similar) / Shoes

So is this text evidence tee. I tell my students that so long as they can prove their answer in my class, I'll give them credit for it.

Dress (sold out) / ShirtShoes

This dress is from this past spring, and I haven't found anything remotely similar. It's still too warm for a jacket so I made it school appropriate by layering it over a plain white t-shirt. I felt very much like a 90s kid, especially when I finished the look with my backless, slip-on white sneakers.

Target has brought back their super popular office sweatpants in new prints! These are like a grayish-brown color with pinstripes. I decided to pair them with my Stevie Nicks t-shirt and Converse to keep things from feeling too dressed up.

Shirt / Pants (similar) / Shoes

Simple as it is, I really like this outfit. I know it's hard to tell from the picture, but my shirt has gold stripes. I really like how it works with the olive green, and these loafers are still my most-comfortable work shoes. I need to get them in other colors.

Shirt / Leggings / Shoes (similar)

I don't know what possessed me to break out leggings this early in the year, but here we are. I'm fairly certain this was the day we had a school assembly, and I just wanted to be comfortable.

This outfit is a repeat from last school year. I don't know if slip skirts are still on trend, but I don't see myself giving them up.

This is an old skirt given some new life with a new t-shirt. I'd been stalking this one on Amazon for awhile but could never bring myself to pay nearly $20 for it. Then it popped up in a Temu ad for less than $10!

Dress / Shoes (similar)

This dress is also from Temu. I ordered it in a size larger than I usually order because typically things on these sites run small. This dress did not. It's not hanging off me by any means, but I wish I'd ordered my regular size. I'm hoping it will shrink in the wash.

My shoe choice here wasn't my most fashionable choice, but I really just wanted comfort. I don't hate the way they look with the dress, but I also don't think I'm cool enough to pull the high-top sneaker look off with a dress.

Dress (sold out) / ShirtShoes

I technically didn't wear this to work, but I would. I picked up this spaghetti-strap dress from Cato over the summer and have worn it tons but not photographed it. Sadly it's no longer available. I've been wearing it on its own, but this weekend I decided I needed something over my shoulders so pulled out my short-sleeve chambray button-up. I tied it up around my natural waist, tucking the tail of the shirt under all the way around, and finished the look with my slip-on sneakers.

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