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27 Cool & Classic Middle School Outfit Ideas for Boys and Girls

middle school outfit ideas

September 7, 2022 //  by Sharayah Lynn Grattan

Middle school is a time when many teens start experimenting with their own sense of style when choosing clothes. Since most schools nowadays do not require a uniform, there is a lot of room for creative expression and originality when school shopping. From contemporary trends and icons of style to comfy sweaters, hair care, and our favorite sneakers; we have all the latest fashion pieces you can wear any day of the week!

Check out our 27 ideas (with a few unisex pieces and outfits), and get ready to impress your classmates this school year!

1. Business Relaxed Pants

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Looking for a nice and easy pant option for a casual but polished outfit? A nice pair of loose trousers can make a comfortable T-shirt and sneakers look professional without trying too hard.

Learn More: Stylevore

2. Ripped Jeans (Knees)

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There are so many styles when it comes to jeans for boys and girls today. These high-waisted tight jeans give this crop sweater a cool look with a touch of edge. You can dress them up or down with comfortable sneakers or a nice pair of flats.

Learn More: Pinterest

3. Varsity Jacket 

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This iconic outerwear has been a staple in fashion for years. These types of jackets use to be exclusive for sports-playing boys (or their girlfriends), but now anyone can rock a varsity jacket in a variety of styles, colors, and graphics!

Learn More: Pop Sugar

4. Rainbow Sneakers

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Color is king when it comes to making a statement with footwear. You can transform an entire outfit with a pair of sneakers, and these days many teens are expressing their tastes through exciting and bold color choices.

Learn More: Pinterest

5. Classic Converse Sneakers

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These canvas shoes were invented over a century ago, originally designed for basketball players with their non-slip bottoms and flexible fabric. Currently, a few different brands make these casual shoes that can chill out any outfit and give boys and girls a classic feel.

Learn More: Outfit Trends

6. Band Tee Vibes

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Who doesn't love sporting their favorite band to school? You can keep it simple and wear it with a pair of jeans, or go for more of an edgy feel with tights and some black boots.

Learn More: Pinterest


7. Cargo Pants

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There are so many cool fashion trends coming from Asia lately, including these super comfy and functional pants for boys and girls. They can give you a bit of a skater vibe while also coming off as casual and polished with the cuffed bottoms.

Learn More: Pinterest

8. Cute Demin Dress

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Here is a versatile piece you can make so many outfits with! This overalls style can go well with a plain t-shirt, or you can jazz it up with a pop of color, some chunky bracelets, or a flannel wrapped around the waist.

Learn More: Pinterest

9. Graphic Pants

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Do we really have to choose between comfort and style? There are SO many unique graphic pants for boys and girls that can spice up any school outfit. Search a color, and design. or logo you are interested in and see what is out there!

Learn More: Pinterest

10. Hair Scarves

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When planning our day of school outfit, we can't forget about our hair! There are tons of hair accessories to choose from, and scarves are a great option to take a braid or a ponytail to the next level.

Learn More: Pinterest

11. Bike Shorts

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For a long time, these athletic shorts were only worn on a bicycle, but they have stepped up their game and can now be seen in many casual outfits including for school! From preppy sweaters and sneakers to denim shirts and handbags, choose the level of style you desire when piecing together your biker shorts look!

Learn More: Pinterest

12. Leather Jacket

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Give your classmates a fashion combo of sweet and salty with this cool outfit topped off with a leather jacket. The striped t-shirt and skirt have a preppy vibe, while the sunglasses and jacket give an edge to your look!

Learn More: Pinterest

13. Dad Sneakers 

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These chunky sneakers have a mess of color, design, and a personality as big as yours! This trend is really popular right now, many boys and girls have embraced the goofy dad look, and brought this expressive energy to school with different outfits and styles.

Learn More: Business Insider

14. Braid Hairstyles

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Looking for some school hairstyle inspiration to go along with your cool new fashion sense? Check out these creative looks using braids for long or short hair!

Learn More: Pinterest

15. Color Block Jeans

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Fashion is so fun and creative! Especially when it comes to getting wild with your jeans. Here is a style I have been obsessed with recently, color block jeans! You can find your perfect pair from the various color combos and patterns available.

Learn More: Pinterest

16. Preppy Crop Top

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Crop tops have been trending since high-waisted pants came back in style. Get a little daring while still keeping it school-friendly with a polo shirt or button-down.

Learn More: Pinterest

17. Dark Wash Jeans

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Sometimes all your school outfit needs are some classic jeans. Dark wash jeans are always a safe choice because they look polished and can match a variety of colors and styles.

Learn More: Pinterest

18. Pinstripe Shorts

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Is it springtime yet? These adorable pinstripe high-waisted shorts go perfectly with a ruffly top or a buttoned-up cardigan for a sweet and sophisticated look.

Learn More: Pinterest

19. Oversized Hoodie

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Now, this is a fashion trend we can all get behind! Massive hoodies are comfy, and warm, and can have words, phrases, designs, or logos that express your individuality and personal style.

Learn More: Pinterest

20. Bracelets

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What the world needs now, is a little pop of color and a dash of sparkle! The trend is layers of different styles and sizes. So pick up a set that includes braided designs and charm bracelets.

Learn More: Pinterest

21. Hair Gems

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You might remember hair accessories like gems and beads being popular in the early 2000s. Well, they are back and ready to rescue your next bad hair day! Create cool lines or designs in your hair or place them in your braids or updo.

Learn More: Pinterest

22. Pleated Shorts

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Looking for a casual style perfect for summertime while still feeling polished? You can find pleated shorts made from jean material and other fabrics such as cotton or linen to make a tank top or plain t-shirt look dressy and clean.

Learn More: Pinterest

23. Plush Cardigan

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There are a variety of different styles, colors, designs, and lengths for cardigans. A comfy vibe suited for the fall season is a baggy cardigan with shorts or boyfriend jeans.

Learn More: Pinterest

24. Checkered Pants

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These pants will make a statement walking down the school halls! A checkered print is always in style and these faded green ones can go along with so many outfit color combos. Pair with a graphic t-shirt, or maybe a crop top and a stylish jean jacket.

Learn More: Pinterest

25. Camouflage Pants

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Camo-print will be in style as long as combat boots are trendy (which basically means forever!). Cargo pants are well-suited to this natural pattern and pair nicely with a plain t-shirt or long sleeve for a casual look.

Learn More: Fashion Hombre

26. Black Out!

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Boys and girls who are looking for an edgy feel can combine these black pieces to create an all-black ensemble. A big trend lately is black combat or biker boots. You can dress up these boots with a leather jacket, a band t-shirt, and some dark wash or black jeans.

Learn More: Pinterest

27. Baby Doll Dress

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Feeling easy and breezy? There are so many styles and prints to choose from with this versatile dress. Going with a plaid or flannel design can pair well with boots and tights for more of a grunge look, or try a floral/pastel pattern if you're feeling sweet!

Learn More: Pinterest

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