outfits to wear with short hair

19+ CUTE EVERYDAY OUTFITS 

While shopping for occasion wear or dreaming up vacation outfits is always exciting, building a wardrobe of stylish yet casual outfits you can rely on every day is key to simplifying your routine. The beauty of cute, everyday outfits lies in how effortlessly they make getting dressed!

Whether you’re running errands, meeting friends, or working at a coffee shop, these outfits will help you feel comfortable and true to yourself. Ahead, I’ve curated a list of casual looks that are perfect for daily wear. No matter your style, these laid-back options are sure to spark some outfit inspiration!

PUFFER VEST + SWEATER

A puffer vest is one of my go-to pieces for fall and winter—it’s stylish, keeps you warm, and doesn’t feel bulky while you’re on the move. To keep things extra cozy, I’ve paired it with this incredibly soft cashmere fisherman sweater. Add a nice pair of jeans, Sambas, and a baseball cap to finish off the look. For an even more laid-back vibe, swap the jeans for a matching sweatsuit set that’s perfect for taking you from morning to evening.

WHITE TEE, SWEATER + SHORTS

If you’re looking to embody those Coastal Grandmother vibes this summer, you’ll want to save this next outfit idea. These Agolde jean shorts feature a longer length that’s incredibly flattering and pairs well with both casual and dressy tops. Simply add a white tee and drape a striped sweater over your shoulders, then complete the look with some sandals. This outfit is just as adorable for seaside strolls as it is for everyday outings.

COZY SWEATER + BARREL JEANS

Nothing exudes casual-chic quite like a stylish pair of denim paired with a luxe knit. For an elevated yet comfy outfit, loose-fitting denim is the perfect choice. I’m a fan of these Everlane barrel pants; they’re lightweight, stretchy, and their trendy silhouette adds a touch of sophistication to any look. Team them with a cozy sweater and sneakers for an effortlessly chic vibe. If barrel jeans aren’t your cup of tea, you can easily recreate this outfit with relaxed trousers instead.

DENIM SKIRT, BLAZER + MARY JANES

Denim midi skirts are definitely a wardrobe staple. They’re a fantastic alternative to jeans or shorts when you want to switch things up. For a high-fashion yet practical everyday look, pair your denim midi with a nude tank and comfortable Mary Jane flats that are both stylish and easy to walk in. An oversized blazer adds a chic layer that ties the entire outfit together, but feel free to leave it off if the weather is warm!

LINEN SHIRT, TANK TOP + SANDALS

My love for linen is still going strong! A simple linen shirt is a versatile summer staple that can be thrown over a dress, paired with a midi skirt, or layered over a tank top and short jeans, as I’ve done here. The possibilities are endless (and always chic). Pair it with sandals like Birkenstocks, and voilà! You’ve got an outfit you’ll want to wear all spring and summer long.

OVERSIZED BLAZER + WHITE TANK

Want to keep your favorite white tank and jeans but still look polished? An oversized blazer is the simplest way to elevate your basic outfit into something chic. This formula offers plenty of versatility. For a casual vibe, pair it with comfortable sneakers and sunglasses. If you’re heading to a dressier event, swap out the sneakers for sling-back heels and add some statement jewelry for a more sophisticated touch.

BALLET VIBES

Balletcore has undeniably been a huge trend this year, and I’m all for it! I love incorporating dance-inspired pieces into my everyday wardrobe for a hint of elegance. A black long-sleeve bodysuit paired with ballet flats creates a beautiful look, offering the perfect contrast to more casual streetwear items like cargo pants.

LINEN SHORTS + VEST TOP

On scorching summer days when you still want to look cute, linen is your best friend. A pair of black linen shorts, like these from Aritzia, looks effortlessly chic when paired with a stylish shoulder bag and leather flip-flops. A linen vest top is just as breezy and comfy as a cotton tank but offers a more elevated look. And don’t forget your sunhat and SPF!

LOGO SWEATSHIRT + WOOL COAT

Wool coats are an essential chilly weather staple that elevate even the most casual outfits. You can easily wear one throughout fall and winter with your favorite jeans and a cool graphic sweatshirt or tee for a practical, everyday-approved look. Complete the outfit with dad sneakers, a baseball cap, and a crossbody bag for an effortlessly low-key vibe.

ATHLEISURE + CRISP WHITE SHIRT

Looking for everyday outfit ideas that are ultra-comfy? Athleisure is the way to go! A matching workout set is the perfect hack for looking put-together, even if you just rolled out of bed. Elevate the look with cool-girl touches like chunky New Balance sneakers, long socks, and a crisp white shirt—talk about effortless business casual!

DENIM + BUTTON-DOWN SHIRT

Here’s another take on my go-to denim and button-down shirt combo—proof that you can keep the same outfit formula feeling fresh with just a few changes! For this casual look, I’ve chosen denim. Adding a baby blue button-down provides a light layer and a fun pop of color to the neutral outfit. Feel free to mix and match your button-down shirts with any laid-back look—it’s a style that’s hard to get wrong!

OFF WHITE + DENIM JACKET

You can never go wrong with an all-white look—it’s effortlessly chic and timeless. Elevate this everyday base by adding coordinating black accessories and a denim jacket. I love wearing leather flip-flops for warm spring and summer days, but you can easily transition this outfit into fall with ballet flats or heeled boots.

STRIPED SHIRT, WHITE SKIRT + SANDALS

Midi skirts are definitely having a moment right now, and I can’t get enough of them! The outfit combo above is ideal for refreshing your everyday look while staying chic and comfy. A white midi skirt—the ultimate piece for spring and summer—feels effortlessly flowy and casual when paired with a striped shirt, fisherman sandals, and an oversized tote. Style your hair in loose, undone waves for a relaxed, low-key vibe.

BLACK TEE, JEANS + FLIP-FLOPS

Who says a basic outfit can’t be chic? Straight-leg jeans and a black tee are a super simple combination that many of us wear on repeat. Elevate this relaxed look by adding a leather belt, a stylish handbag, and chic sandals that tie everything together beautifully.

DOUBLE DENIM

According to Who What Wear, double denim is making a comeback in 2024. However, in my book, it never really went out of style! Embrace this iconic Y2K pairing by wearing a denim jacket and jeans in a similar wash. Keep it casual with a plain tee and lived-in sneakers, or opt for a more feminine touch with a shirred top and ballet flats for a cute twist.

BLACK JEANS + OVERSIZED SHIRT

This cute everyday outfit totally gives off model-off-duty vibes! Loose black jeans have a relaxed, laid-back feel, especially when paired with a casual tank top and my favorite sneakers for 2024—Adidas Sambas. The oversized fit of a polished button-down adds a chill touch, so try layering it over a casual base for a more styled look.

CARGO JEANS, CARDIGAN + SNEAKERS

Looking to spice up your daily denim? Cargo-inspired jeans are the perfect addition to your everyday wardrobe. You can style them just like your favorite jeans with sneakers and a cute cardigan, but it’s the details that make your outfit stand out. For added flair, accessorize with feminine touches like a little leather clutch and dainty jewelry to elevate your look.

STRIPED SWEATER, JEANS + BALLET FLATS

You can create countless outfits around a great-fitting pair of jeans. This simple combo is perfect for school, shopping, a lunch date, or casual days at the office. Start with a base of high-quality jeans and a white tank, then layer a striped sweater on top. Complete the look with ballet flats and a trendy shoulder bag for a chic finish.

RELAXED JEANS + LEATHER JACKET

In my opinion, any variation of jeans and a white tee makes for a cute everyday outfit. To refresh your go-to combo, try swapping your blue jeans for a relaxed pair in khaki or oat colors. A leather jacket adds a grungy touch, while black accessories help your white tee stand out beautifully.

KNIT DRESS, JEAN JACKET + SNEAKERS

For women who appreciate a balance of feminine and masculine styles, this next look is perfect for you. A knit midi dress paired with gold jewelry and a shoulder bag typically feels polished, but adding a denim jacket and trendy sneakers gives the outfit a more casual vibe. It’s an ensemble I’d wear out to dinner, to a friend’s house, or for any informal occasion.

CONCLUSION

From casual and comfy to stylish and sophisticated, there’s something here for everyone. Remember, the most important thing is to feel confident and comfortable in what you’re wearing. So, experiment, have fun, and let your inner cuteness shine through!

20 CHIC OUTFITS WITH BLACK DOC MARTENS TO TRY 

If you ever find yourself struggling to choose the right shoes, black Doc Martens are the perfect solution! You’re missing out if you don’t already own a pair. These boots are incredibly versatile and effortlessly stylish, complementing any outfit. They’ll have your back no matter the occasion. What more could you want in a pair of boots? Docs will quickly become your go-to footwear!

HOW TO WEAR DOC MARTENS?

Plain black boots may seem like they require a lot of upkeep—and they do! However, when you consider how often you’ll wear your Doc Martens, you’ll realize that keeping them clean and polished is essential for looking great every day.

Aim to give your black Docs a wash at least once a month. An old toothbrush, some water, and liquid soap work wonders for cleaning them. Avoid machine washing, as this can alter their shape. While it may be an extra step, using black shoe polish is worth it if you love your Docs. It adds a beautiful shine and keeps them looking brand new!

CHIC OUTFIT IDEAS TO TRY

THE PERFECT BLACK FIT

This outfit is perfect just the way it is! Achieve this look by pairing a black oversized blazer with stockings. While plain stockings work beautifully, opting for ones with unique prints can add a fun twist to your ensemble.

WHEN TO WEAR DR MARTENS

They’re versatile enough for various occasions! We recommend wearing them to birthday parties, semi-formal events, running errands, and enjoying lunch or dinner dates with friends and family. Plus, they’re perfect for those cute outings with your partner!

PLAID PANTS OUTFIT

Plaid pants are all the rage right now, so be sure to grab a pair if you haven’t already! They can be styled with plain tops or even more plaid for a fun mix. Your black Dr. Martens will elevate your outfit, highlighting the plaid print and ensuring you’re the center of attention wherever you go!

BLACK ON BLACK

An all-black outfit is the perfect match for black Doc Martens! Pair a black shirt with your boots and throw on a black leather jacket for an effortlessly stylish look. The leather jacket will complement the boots beautifully, creating a cohesive and edgy ensemble.

WITH HIGH NECK SWEATER

A high-neck sweater paired with black Doc Martens is a classic combination that never goes out of style. This outfit offers a perfect blend of warmth, comfort, and edgy appeal.

FOR THE DRESS LOVERS

If you’re unsure how to style Doc Martens with dresses, don’t worry—we’ve got you covered! Simply pair a summer dress with your Docs, and bring along a jacket or sweater for when the weather changes. This cute look is perfect for summer outings, whether you’re heading to parties, carnivals, or any adventurous activities!

OVERSIZED SWEATERS FOR THE WIN

You can easily throw on an oversized sweater with your Docs, and you’ll be good to go! This effortless combination is stylish and comfortable, making it perfect for any casual outing (can be combined with short skirt as shown in the picture above).

SKIRTS AND DOCS

Skirts are a fun way to stay stylish! Pairing a skirt with black Doc Martens is effortless. You can choose any shirt, crop top, or sweater to complete the look. This outfit is perfect for running errands, meeting friends, or enjoying a walk in the park.

WITH OVERCOATS

Overcoats are essential for winter, but many people reserve their Doc Martens for the colder months. The good news is you can also rock your Docs in the summertime without feeling uncomfortable! Regardless of the season, they’re fantastic for winter outfits. Pair them with overcoats, oversized hoodies, or cozy sweaters for a stylish and warm look!

WITH JEANS

Jeans are a staple in most of our wardrobes, and I’m here to tell you that Doc Martens look amazing with them! If you’ve only been wearing your Docs with shorts or skirts, it’s time to give them a try with your favorite jeans. 

WITH BLACK JEANS

You can pair almost any outfit with black shoes, but this look truly stands out. The brown leather jacket is sharp and eye-catching—definitely a must-have! Black jeans complement the brown leather beautifully, creating a cohesive and stylish ensemble. This outfit is perfect for a date, family events, or outings with friends. It exudes a classy vibe that you won’t want to miss!

FLANNELS FOR DAYS

Flannels are incredibly versatile and can complement any outfit! You can wear a flannel shirt with biker shorts or pants if shorts aren’t your style. When paired with Docs, they create a standout look that’s sure to turn heads. There’s just something about those boots that grabs attention and completes the outfit perfectly!

SPORTY OUTFIT

Who doesn’t love tracksuits? They’re the ultimate in comfort! A cozy tracksuit is perfect for lounging around, running errands, or even going out. Pairing it with Doc Martens adds an extra edge and style. Complete your look with a bag, sunglasses, and some jewelry, and you’ll have a chic outfit ready for any occasion!

ON A RAINY DAY

Rainy days call for stylish yet comfortable outfits! Doc Martens are a great choice because they won’t get soaking wet when you come home. Pairing an oversized sweatshirt with ripped jeans creates a fantastic look that’s both cozy and chic. Add some hoop earrings for a touch of bling, and don’t forget your favorite pair of sunglasses—even if the sun isn’t shining! This outfit will keep you looking great, no matter the weather.

WITH RIPPED JEANS

All you need is a black sleeveless sweater paired with a collared shirt, along with either mom jeans or skinny jeans—though mom jeans will create a better look for this outfit. Black shoes will tie everything together beautifully. This ensemble is perfect for a semi-formal event or a cute date at the bookstore!

COMFY FIT

Of course, we had to include a comfortable fit because Doc Martens are incredibly cozy themselves! You can easily wear a simple oversized shirt or a crop top paired with sweatpants for those days when you don’t feel like getting dressed up but still need to head out. Your black Docs will effortlessly elevate this simple outfit, making it look stylish and put-together!

WITH SKINNY JEANS

They look best with skinny jeans, without a doubt! Skinny jeans draw attention to the boots, and the combination creates the illusion of a slender figure. This pairing will have you looking like a model, and you definitely won’t regret it!

FOR WHEN OFFICE CALLS

If you want to avoid heels while staying comfortable in a semi-casual outfit, Docs are a perfect choice! Pair a blazer with mom jeans and your black Doc Martens for a stunning look. For a more polished vibe, consider putting your hair up in a bun and adding some dainty jewelry to complete the outfit!

VINTAGE STYLE DOCS

You might think wearing black Doc Martens with a slit skirt is a bad idea, but think again! This combination creates a super cute outfit perfect for a lunch date with friends, a family outing, or even running errands. It’s a stylish way to blend comfort with a touch of flair!

WITH MOM JEANS

That outfit sounds fantastic! The combination of a black sleeveless sweater with a collared shirt layered underneath will give you a stylish, polished look. Pairing it with mom jeans adds a trendy, relaxed vibe, while the black shoes will tie everything together beautifully. It’s versatile enough for both semi-formal events and a casual date at the bookstore. Enjoy your outing!

CONCLUSION

Black Doc Martens are a timeless and versatile footwear choice that can elevate any outfit. With their iconic design and rugged appeal, they effortlessly add a touch of cool and edge to your ensemble. So, don’t be afraid to experiment and embrace the versatility of black Doc Martens. With the right outfit choices, you can create chic and stylish looks that are both comfortable and confident.