Hey there! This post contains affiliate links, which means that I receive a small commission if you choose to buy something at ABSOLUTELY NO EXTRA COST TO YOU the buyer. I only recommend things on this page that I absolutely love, have purchased, or plan on purchasing. For more information, please check out my Affiliate Disclaimer Page to learn more.
MUST HAVES

Cute and Comfy Style
These black skinny jeans are super soft and comfy and will be a staple for your fall and winter wardrobe. Easily wear the jeans with the striped peplum top and the chambray jacket. The chambray jacket will also come in handy to layer for the rest of the season. Complete the style with the mauve peep-toed ankle booties and fringe tassel earrings. I selected the ankle booties because of the chunkier heel that is comfy to wear all day.
SHOP ANY OF THESE LOOKS BY CLICKING ON THE COLORED WORDS OR IN THE LIST BELOW.

5 Beauty Must-Haves
I personally own all 5 of these items and use them all frequently. I find the dry-shampoo is necessary for any working mom/teacher/woman or anyone who doesn’t have time to wash and style their hair daily. I personally buy the brunette tint but have used the regular one as well. I use the Need Crystals about 3 times a week with my regular facial soap on my face, neck, and chest and feel like I have a more even tone. The Benefit Gimme Brow wand is something I use daily whether I am working or just running errands! Try the Loreal tan towels during the fall and winter months when your tan is starting to fade. Just add right after a shower. You can use #5 fuzz-away defuzzer with leggings and sweaters when peeling occurs. Enjoy!
SHOP ANY OF THESE LOOKS BY CLICKING ON THE COLORED WORDS OR IN THE LIST BELOW.

Casual Style
These jogger pants are so comfy to wear casually during the day. Wear the elbow patch sweater with the burgundy-colored infinity scarf on chilly days. You can complete the style with the black statement stud earrings and the cheetah Vans.
SHOP ANY OF THESE LOOKS BY CLICKING ON THE COLORED WORDS OR IN THE LIST BELOW.

Work From Home Must-Haves
Working from home is harder than it looks. I have a habit of pulling my computer into my bed and typing away and it was killing my neck. I found this lab top table desk to be a game-changer when trying to work in bed, on the couch, or if you put on your kitchen table and stand up. I love that you can tilt the labtop table for comfort of your arms. Besides neck pain, I sometimes get a headache when I look at a screen to long. The blue light glasses are perfect because they come in a pack of two so, there was one for my husband that is working from home at the moment. If you are needing wireless earbuds, this pair has awesome reviews with long battery life and are perfect for digital meetings and getting some fresh air. My favorite part of this water bottle is the cleaning brush is included! I am constantly wondering how to clean those correctly. I may be biased, but the teacher notepad is perfect for jotting down notes, lesson plans, ideas, and lists (it also matches my blue classroom decor under the SHOP tab or in my TPT store!)
Please note: The prices listed below is what was reflective on Amazon at the time that I was shopping.
SHOP ANY OF THESE LOOKS BY CLICKING ON THE COLORED WORDS OR IN THE LIST BELOW.

Work From Home Teacher Style
Right now so many of us are working from home teaching our students online and planning. Whether you are in the middle of a zoom meeting, hanging out in Google classroom, or getting lessons ready on the couch, this outfit will be super comfy to wear. The Colorfulkoala leggings are awesome and are just as soft as Lululemon but are way cheaper. I love that the side pockets are included on the sides of these leggings. Complete this outfit with the short sleeve side knot tee (9 colors available), knotted headband, and the memory foam slippers. Whether you are planning with other teachers or talking with students online, these wireless headphones will be perfect to use while teaching virtually.
Please note: The prices listed below is what was reflective on Amazon at the time that I was shopping.
SHOP ANY OF THESE LOOKS BY CLICKING ON THE COLORED WORDS OR IN THE LIST BELOW.

Work From Home Must-Haves
You have to be comfy when you are teaching but looking cute is great too! Try these grey moto leggings paired with the the adorable teacher tee that says ” Today, I am winging my lesson plans & my eyeliner”, a denim jacket with removable hood, lace-less sneakers, and a lightweight statement earring. You will feel fashionable and adorable wearing this outfit. The teacher tee is available in 8 different colors and the moto leggings come in a variety of neutral hues.
Please note: The prices listed below is what was reflective on Amazon at the time that I was shopping.
SHOP ANY OF THESE LOOKS BY CLICKING ON THE COLORED WORDS OR IN THE LIST BELOW.

Fun Weekend Style
Being comfy on the weekend is a must! I rarely buy anything that can’t be worn several ways and this outfit will get lots of use! I love how these ripped distressed jeans are fringed at the ankles because they are a little different. Easily wear this outfit for a day of running errands and meeting up with friends for brunch. The crewneck lightweight sweater is perfect this time of the year as the weather is starting to get a little warmer. During the week, swap out the distressed jeans for a pair of skinny pants and wear the crewneck sweater, round statement studs, and mustard bowtie mule slides to work. The peach-colored crossbody is absolutely perfect for the upcoming springtime! The round statement stud earrings are an easy neutral to match almost any color and are under $10 dollars! If mustard isn’t your favorite color, the bowtie mule slides come in a few different patterns and colors and are super comfy! Please note: The prices listed below is what was reflective on Amazon at the time that I was shopping.
SHOP ANY OF THESE LOOKS BY CLICKING ON THE COLORED WORDS OR IN THE LIST BELOW.

Fringe Poncho with Leggings
This striped tassel poncho was instant love because it looks so comfy! This poncho is perfect layered over a long or short sleeve crew neck tee depending on what part of the country you live in for the remainder of the winter. Complete the style with the black moto leggings and the grey ankle booties. You can easily teach wearing the grey ankle booties all day because of the low heel. Add some fun pops of color with the coral statement stud earrings (which you can find and many different colors) and the long leaf charm necklace. P.S. This leaf necklace also comes in a variety of patterns which you can select on Amazon! Please note: The prices listed below is what was reflective on Amazon at the time that I was shopping.
SHOP ANY OF THESE LOOKS BY CLICKING ON THE COLORED WORDS OR IN THE LIST BELOW.

Teacher Maxi Skirt Style
This pop of color maxi skirt is fun and super comfy. You can complete the skirt with a simple crew neck tee and the tortoise shell earrings for a little statement. I absolutely love this denim jacket with the removable hood. I use this one all the time for school and weekend wear. The Tom’s ankle booties will be comfortable to wear while on your feet all day long.
SHOP ANY OF THESE LOOKS BY CLICKING ON THE COLORED WORDS OR IN THE LIST BELOW.
WINTER STYLES

HOLIDAY STYLE
Moto leggings are my absolute favorite because they look like pants but they are as comfy as leggings. You can look cute and comfy wearing these red moto leggings, bulky cream-colored sweater, and leopard print slides. These tortoise shell statement earrings will go great with practically any style shirt and can dress up a simple tee and jeans. Keep your neck extra warm with the fringe infinity scarf!
SHOP ANY OF THESE LOOKS BY CLICKING ON THE COLORED WORDS OR IN THE LIST BELOW.

New Year’s Eve Style
New Year’s Eve is a time to let your outfit sparkle and celebrate the upcoming new year! If you are like me, you may be feeling a little broke after the holidays and don’t want to spend a ton of money on a new look. This outfit is a little over $100 and will have you feeling stylish and ready to ring in the new year! The gold sequin sparkle skirt is perfect for this holiday will go great with the black body suit and the black t-strap heels. I just can’t have fun if my feet hurt and the black t-strap heels are the perfect height to wear to a cocktail party or downtown. Complete this style with the multi-colored crystal earrings and emerald clutch purse. Please note: the prices listed below are reflective of what was listed on the day I was shopping.
SHOP ANY OF THESE LOOKS BY CLICKING ON THE COLORED WORDS OR IN THE LIST BELOW.
- Multi-Colored Crystal Earrings $16.99
- Black Puffy Sleeve Bodysuit $17.00
- Sequin Sparkle Mini Skirt $22.99
- Emerald Clutch Purse $26.99
- Black T-Strap Heels $26.98

Dreaming of Spring in the Winter
When I saw these blush colored pants on Amazon, I immediately wanted them. We have had several dreary days in a row and this outfit has fun pops of spring colors that you can wear while staying warm for the rest of the winter. These blush colored pants will be adorable with the balloon-sleeve sweater while being comfy teaching. You can complete the style with the chunky gold ring, mint-colored fringe earrings, and grey ballet flats. The best part of all is all these pieces will easily transition into the next season. When it does get warmer, try the sweater with an aline skirt in a floral or other fun print! PLEASE NOTE: The prices listed below are reflective of what was on the website when I was searching.
SHOP ANY OF THESE LOOKS BY CLICKING ON THE COLORED WORDS OR IN THE LIST BELOW.
1. Brushed Metal Gold Square Ring $11.99
2. Blush-Colored Pull-On Pants $23.99
3. White Crew Neck sweater with balloon sleeves $30.99
4. Mint-Colored Fringe Tassel Earrings $14.99
5. Grey Pointy Toed D’Orsay Ballet Flats $23.98
SPRING STYLES

Springtime Teacher Style
This outfit is perfect for the weather that is starting to warm up and is super comfy. You can wear the tie front dress with long sleeves to keep warm on days that have some chill in the air. Complete the outfit with the open-toed espadrille sandals, tortoise cuff bracelet, featherweight hoop earrings, and the pop of color tote. This tote bag comes in several colors and is perfect to carry all those papers you need to grade, lunch, and whatever else you may need to tote around. The earrings and espadrille wedges will also be a springtime staple for your closet. The espadrille wedges are perfect for the classroom and being on your feet all day with the low wedge heel.
Please note: The prices listed below is what was reflective on Amazon at the time that I was shopping.
SHOP ANY OF THESE LOOKS BY CLICKING ON THE COLORED WORDS OR IN THE LIST BELOW.
SUMMER STYLES

Modal Box Title
It’s summertime! Whether you are in quarantine or heading to the beach these looks are super fun for the summer days! Have you tried the Goodr brand of sunglasses yet? I was introduced to these by my bootcamp instructor and they are my new favorite. These Goodr sunglasses are lightweight, inexpensive, and don’t bounce when you exercise in them. You can relax in this comfy beach chair and get some sun while reading the Jennifer Serravallo Reading Strategies book. I also loving this beach straw hat complete with UPF 50 that is also foldable.
Shop these looks by clicking on the links below:
FALL STYLES

Pencil Skirts Time!
Ya’ll this is one of those outfits that looks like you are so classy and pulled together AND is so comfy. I am a sucker for floral prints and love this pencil skirt in plum for the fall. This outfit is complete with a comfy blue turtleneck sweater, tall riding boots, and a gold statement necklace. This pencil skirt has an elastic waist so it has the comfort of wearing leggings but looks so much dressier. You can wear this outfit to teach all day or to Thanksgiving dinner for an effortless style!
SHOP ANY OF THESE LOOKS BY CLICKING ON THE COLORED WORDS OR IN THE LIST BELOW.

Fall Hues and a Vest
I absolutely love this outfit for the fall! It is CUTE + COMFY which = Awesome! I love wearing vests in the fall and winter because they are a 2nd layer that you can easily move in and teach without getting too warm. If you want to shop this look, just click on the colored words below.