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Looking for the perfect back-to-school outfit ideas for this fall and winter? Whether you’re gearing up for college, university, or high school, there’s something here for everyone! With the holidays almost over, it’s time to start thinking about your back-to-school wardrobe.

Planning your outfits in advance can save you time each morning, especially during that first week when you have so much else to focus on. The last thing you want to stress about is what to wear.

If you haven’t decided on your first-day outfit or mapped out your looks for the first week, here are 20 stylish ideas to inspire you!

CUTE WINTER LOOK WITH SKIRT

A cute winter look with a school skirt that combines warmth and style in an easy way. Pair a cozy knit sweater with a solid or wool mini skirt. Finish the look with knee boots or a trendy scarf to keep you warm but still look stylish in colder weather.

HAPPY SPORTY LOOK

Here’s a fun athleisure look for school that blends comfort and style, perfect for active days. Start with solid joggers or leggings and a lightweight zip-up hoodie for a bright outfit. Finish it off with trendy sneakers and some fun accessories to add your own touch while staying ready for any adventure!

MOM BLUE JEANS

Mom blue jeans are a versatile choice for a school outfit, offering both comfort and a relaxed fit. A trendy cropped sweater or a classic tee complements them for a laid-back yet stylish look. Adding fashionable sneakers and a crossbody bag completes the ensemble, making it perfect for everyday wear.

GREY SWEATPANTS

Grey sweatpants are a cozy and stylish option for school wear, providing comfort for long days. Pair them with a matching hoodie or a tight T-shirt for a balanced look that is both comfortable and polished. Complete the outfit with trendy sneakers and a backpack to stay comfortable while still expressing your personal style.

COZY JACKET

A cozy jacket is an essential addition to any school outfit, offering warmth and style as the seasons change. Choose a fleece-lined or denim jacket to layer over a simple tee or hoodie for a chic yet casual look. Pair it with jeans or leggings and your favorite sneakers to create an effortlessly cool ensemble that keeps you comfortable throughout the day.

OVERSIZED SWEATER AND LEGGINGS

Ah, the classic “I woke up like this but still look fabulous” outfit. An oversized sweater with leggings feels like a cozy hug all day long. Go for a chunky knit in a neutral color for ultimate comfort and style. Pair it with knee-high boots, and you’ll be all set for that 8 AM class. Pro tip: Choose fleece-lined leggings for added warmth—your legs will definitely thank you

PLAID SKIRT AND TURTLENECK

Embrace your inner Cher Horowitz with this preppy-chic look. A plaid skirt paired with a fitted turtleneck gives off major “smart cookie” energy. Keep warm by layering with cozy tights or knee-high socks, and top it off with a blazer for extra warmth and a dash of sophistication. Who says you can’t ace your chemistry test while looking like you stepped out of a ’90s rom-com?

PUFFER VEST AND JEANS

Let’s talk about the unsung hero of winter fashion: the puffer vest. It’s like wearing a cozy sleeping bag in public without any judgment. Style it with your favorite jeans and a long-sleeve tee for a look that says, “I’m ready for anything—whether it’s a pop quiz or an impromptu snowball fight.” Bonus: The pockets are perfect for stashing hand warmers. You’re welcome!

SWEATER DRESS AND KNEE-HIGH BOOTS

Who says dresses are only for summer? A sweater dress is basically a cozy blanket, but make it fashion. Pair it with some stunning knee-high boots for a look that’s both comfy and chic. If it’s extra chilly, throw on some thick tights for warmth. It’s the ideal outfit for days when you want to look stylish but still feel like you’re wrapped up in bed.

LAYERED TURTLENECK AND DENIM JACKET

Layering is essential for winter fashion, and this combo is a total winner. Start with a turtleneck (your neck’s new best friend), then add a denim jacket, and voila! It’s like wearing a cozy hug, but with a cool edge. Throw on some jeans and sneakers, and you’re ready for the day. Pro tip: Keep a beanie handy for those extra chilly days. Bad hair day? Not anymore!

CROPPED SWEATER AND HIGH-WAISTED PANTS

Who says you can’t show a little skin in winter? A cropped sweater and high-waisted pants strike the perfect balance between cozy and chic. Opt for a thick, chunky knit to stay warm, and style it with wide-leg trousers for a look that says “fashion editor on a coffee break.” Finish it off with ankle boots, and you’ll be strutting through those school hallways like it’s your own personal runway.

SHACKET AND JOGGERS

Let’s talk about the shacket—the perfect blend of a shirt and jacket that’s become a fashion must-have. Style it with joggers for the ultimate comfy-cool vibe. It’s basically like wearing pajamas to school, but totally acceptable. Throw on some chunky sneakers, and you’re set for whatever the day brings.

SWEATER VEST AND BUTTON-UP

Channel your inner grandpa (but make it fashion) by layering a sweater vest over a button-up shirt. It’s preppy, cozy, and the perfect way to look smart while staying warm. Add some jeans and loafers for a look that says, “Yes, I did finish the extra credit assignment.” Push up your sleeves for that effortlessly cool vibe. Glasses are optional, but highly recommended for maximum scholarly style.

TEDDY COAT AND SKINNY JEANS

Wrap yourself in a teddy coat and enjoy the sensation of being embraced by a very stylish bear. Combine it with skinny jeans for a sleek silhouette. This outfit is ideal for those days when you want to feel like you’re still in bed but need to adult. Slip on some ankle boots, and you’re ready to take on the day!

TURTLENECK DRESS AND OVER-THE-KNEE BOOTS

Want to feel like a total boss babe? Slip into a turtleneck dress and over-the-knee boots. It’s sleek, chic, and warm—what more could you ask for? If it’s particularly chilly, add some tights and throw on a long coat for maximum drama as you walk into class.

COLORFUL PUFFER JACKET AND LEGGINGS

Who says winter has to be all doom and gloom? Brighten up those dreary days with a colorful puffer jacket. Style it with leggings for a look that’s part “ready for the gym” and part “human ray of sunshine.” It’s like wearing a mood booster, and you’ll never lose your friends in a crowd again!

FLANNEL SHIRT AND CORDUROY PANTS

Nothing says “cozy winter vibes” quite like a flannel shirt and corduroy pants. It’s like wearing a warm hug all day long. Roll up the sleeves of your flannel for a laid-back look, or button it all the way up for extra warmth. Add some combat boots, and you’re ready to take on the world (or at least that group project). Fun fact: Corduroy pants create a satisfying “swish” sound when you walk. Instant ASMR, anyone?

SWEATER BLAZER AND PLEATED SKIRT

Want to look put-together without sacrificing comfort? Meet the sweater blazer. Team it with a pleated skirt for a look that’s part academic chic and part cozy queen. Add some warm tights and loafers, and you’ll be ready to ace that presentation (or at least look like you know what you’re talking about)!

TURTLENECK SWEATER AND LEATHER SKIRT

Want to mix cozy with edgy? Try a soft turtleneck sweater with a leather skirt. It’s like your top half is ready for a nap, while your bottom half means business. Add some sheer tights and ankle boots for a look that’s part “I’m here to learn” and part “I might head to a concert later.” Word of caution: This outfit may inspire you to strike poses in reflective surfaces. Embrace your inner model!

LONG SLEEVE SWEATER DRESSES

Long sleeve sweater dresses are a cozy and fashionable choice for school, providing warmth and style in cooler weather. These dresses can be easily dressed up or down, making them versatile for various occasions. Combining them with ankle boots or sneakers and a denim jacket creates a chic yet comfortable look that’s perfect for everyday wear.

CONCLUSION

Winter doesn’t have to mean sacrificing style. With the right pieces and a little creativity, you can create adorable and cozy outfits that are perfect for school. From classic sweaters and jeans to trendy puffer coats and boots, there are countless options to explore. Remember to layer up for warmth and don’t be afraid to experiment with different colors and textures.

Our gallery of 90s hairstyles for women features iconic looks, from Rachel’s unforgettable cut in Friends and Janet Jackson’s stunning braids to Mariah Carey’s fabulous curls. Best of all, we showcase how these classic styles are being reimagined and styled today!

The Rachel

Is there really any need for an explanation? Didn’t think so!

90’s Voluminous Blowout

Cindy Crawford perfectly embodied the essence of hair that radiates volume and glamour. With her stunning locks, she set the standard for luxurious hairstyles that captivated audiences everywhere. Her ability to combine volume with a glamorous finish made her a true style icon, inspiring countless women to embrace their own luscious, eye-catching hair.

Hair in an Updo

This hairstyle involves pulling the hair back tightly and securing it at the crown of the head, resulting in a sleek and polished appearance. This elegant style not only showcases the face beautifully but also exudes sophistication and confidence. The tightness of the pull ensures that the hair remains in place, allowing for a refined look that highlights the wearer’s features and adds a touch of glamour to any outfit.

Teeny Double Dutch Pigtails

This effortless hairstyle is a total ’90s throwback. Britney Spears styled her short hair into two messy plaits, secured with elastics, leaving just a hint of hair peeking out at the ends for a fun and playful look.

The Rachel Haircut

The shoulder-length hairstyle, featuring face-framing layers and choppy ends, was expertly crafted by hairstylist Chris McMillan. This iconic look gained immense popularity through its association with Friends, becoming a highly sought-after style that many women desired. Its effortless yet chic appearance perfectly complemented various face shapes, making it a go-to choice for those looking to achieve a modern and versatile look.

Thick Braids

The influence of the film Poetic Justice extended far beyond the silver screen, leaving a lasting impact on cultural trends and hairstyles. In the 90s, braids emerged as a powerful symbol of empowerment and self-expression, particularly for Black women. Braids became more than just a fashion statement; they represented cultural identity, resilience, and individuality, allowing women to express their unique personalities and heritage.

Butterfly Clips

Stefani was never shy about experimenting with her hair. In this look, she embraces a trend that nearly every ’90s girl rocked: the iconic butterfly clip. It was truly a defining accessory of the era!

Shoulder Length Curls

No one, and I repeat, no one, rocked shoulder-length curls quite like J-Lo. Her stunning curls, known for their ability to add incredible volume and dimension, quickly became a beloved style among women in the 90s. J-Lo’s signature look not only highlighted her features but also captured the essence of glamour. Her curls continue to inspire and influence hairstyles today, proving that true style is timeless.

Bumped Bob

The soft curls enhance this classic bob, giving the hairstyle a captivating twist. Seen on the angelic Angelina Jolie, this updated version of the bob would certainly turn heads if it graced the streets today.

Short Pixie with Short Fringe

This hairstyle is reminiscent of the traditional pixie cut but features a shorter fringe, drawing even more attention to the overall profile. The shorter bangs frame the face beautifully, accentuating the eyes and cheekbones while adding a playful touch to the classic look. It’s a striking choice for those who want to make a bold statement, offering a fresh and modern twist that keeps all eyes on the wearer.

The Hilary Banks

Everything about The Fresh Prince of Bel-Air embodies ’90s culture, but nothing quite matches Hilary Banks’s perfectly coiled hairstyle. She often accessorized it with a statement hat or an oversized bow, adding a chic touch to her ensembles.

Hair with Bandana

Bandanas were a staple accessory in 90s fashion, playing a pivotal role in defining the era’s edgy and rebellious style. Often worn in a multitude of ways—tied around the head, neck, or wrist—they added a distinctive touch of casual cool to any outfit. Whether paired with denim, oversized jackets, or casual tees, bandanas served as a bold statement piece, embodying the spirit of the 90s and contributing to the decade’s iconic aesthetic.

Feathered Fringes

There was a time when nearly every TV character showcased voluminous, feathered fringes. From D.J. Tanner to Kelly Bundy, and, of course, Tiffani Thiessen as Kelly Kapowski on Saved by the Bell, these bangs epitomized the cool girl vibe

Short Pixie Cut with Fringe

The allure of the short pixie cut lies in its remarkable ability to frame the face beautifully, accentuating features while exuding a chic and modern vibe. This hairstyle is not only stylish but also offers a low-maintenance option for those seeking a short haircut. Its versatility allows for a range of looks, making it an ideal choice for anyone wanting to make a bold statement with minimal effort.

Designer Blonde Wigs

The 90s marked the rise of wig-wearing as a popular trend, with many celebrities embracing this transformative accessory to change their appearance for performances, red carpet events, and media appearances. Wigs allowed for effortless style experimentation, enabling stars to switch up their looks instantly. The influence of this practice continues today, as wigs remain a favored tool for self-expression and reinvention in the world of fashion and entertainment.

Hair Jewellery Clips

Hair jewelry has become a standout accessory, accentuating a diverse array of hairstyles that embody the exaggerated aesthetic of the 90s. From colorful clips and glittering pins to beaded braids and statement headbands, these embellishments add a playful and eye-catching element to various looks. Whether worn in elaborate updos or cascading waves, hair jewelry perfectly captures the spirit of the 90s, celebrating individuality and the joy of accessorizing in a fun, memorable way.

Tiny Twists

The only thing that could make this style more ’90s is a mini clip adorning the end of these tiny twists. This half-rolled hairstyle, affectionately referred to as “picture-day hair” by elementary school kids, dominated the decade. With its playful charm and effortless vibe, it perfectly captured the essence of 90s fashion. This hairstyle was a go-to choice for many, embodying the carefree spirit of youth and the iconic trends that defined an unforgettable era in style.

conclusion

In conclusion, the 90s were a vibrant decade for hairstyling and fashion, marked by bold choices and iconic trends that continue to influence styles today. Accessories like bandanas and hair jewelry played a significant role in enhancing these looks, adding a touch of edge and personality to outfits. The rise of wig-wearing among celebrities further exemplified the era’s spirit of experimentation and transformation. Overall, the 90s left an indelible mark on beauty and fashion, celebrating individuality and self-expression in ways that resonate with many today.