brands-similar-to-guess

13+ Brands That Will Satisfy Your Guess-Like Cravings

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I still remember the first time I stepped into a Guess store. I was a teenager and absolutely mesmerized by the edgy styles and trendy looks.

As I got older, Guess continued to be one of my go-to brands for everything from jeans to dresses and accessories.

But over the years, I discovered many other awesome brands with a similar aesthetic and vibe as Guess.

From fashion-forward pieces to that signature denim style, keep reading for my top 15 picks for brands like Guess!

Guess has been around since 1981, starting with their iconic denim and expanding into a full lifestyle brand over the decades.

1. Express

brands-similar-to-guess

Express is one of my favorites for stylish clothes at affordable prices.

They have a huge selection of cute dresses, sexy going-out tops, and slimming pants.

I especially love their jeans – they come in multiple cuts like skinny, boyfriend, and bootcut.

The quality and fit are on par with Guess in my opinion.

And their sale rack always has great deals!

I shop at Express all the time for work and going out.

Their bodycon dresses are super flattering and they have trendy prints and colors.

I recently bought a cobalt blue fit and flare dress from Express for a wedding.

It had a v-neckline and flutter sleeves.

I got so many compliments when I wore it!

For denim, Express has a huge selection of washes and fits.

Their high waisted jeggings are my go-to for a sexy night out look.

I have them in black, light wash, and white.

They make my legs look a mile long!

I also love their Powersoft jeans for stretch and comfort.

The bootcut is perfect for pairing with heels or booties.

Express often has sales on their jeans – I usually pay around $50-$60 per pair.

Their jeans hold up well too – no sagging or weird stretching out.

For trendy, going out blouses, Express can’t be beat.

They have a ton of sexy bodycon styles, off the shoulder tops, and lace details.

I recently bought a burgundy lace crop top that looks so similar to a Guess one I’ve had my eye on!

It has flutter sleeves and a tie front closure.

I’ve worn it out to dinner with high waisted black jeans and heels.

So chic but also comfortable.

Express is my number one recommendation for that young, trendy Guess aesthetic at a more affordable price point.

2. Zara

brands-similar-to-guess

If you love Guess for their trendy, fashion-forward pieces, check out Zara.

This Spanish fast-fashion brand is known for taking runway looks and adapting them for the masses, including lots of leather, faux fur, bold prints, and going-out looks.

Their accessories like shoes and handbags are also super stylish.

One tip: shop early in the season for the best selection of new arrivals.

I love browsing the new arrivals section at Zara – it’s like a trend forecast for what’s hot each season!

They always have the most coveted styles in fun prints and unique silhouettes.

For example, this spring they had so many cute puff sleeve and shoulder pad pieces.

I found an amazing hot pink mini dress with giant puff sleeves, a square neckline, and tie waist detail.

It was such a bold runway inspired look.

I wore it to a music festival and got so many compliments.

Zara is also my go-to for edgy leather pieces like moto jackets, pants, and skirts.

Their faux leather is really high quality and looks so expensive.

Last fall I found a shimmery silver pleated faux leather skirt from Zara that I wore nonstop.

It had that disco, rock and roll vibe I love.

Zara’s shoes and accessories are always on point too.

They do great flat mules, heeled booties, statement bags, and layered jewelry.

I have a pair of their western style booties that are so comfortable thanks to the chunky heel.

And the square toe is very on trend.

My only complaint is that sizes and stock can be limited at Zara since pieces sell out quickly.

So I always try to shop early in the season right after new styles hit the store.

Overall, if you love Guess for bold colors, prints, and details, you’ll find similar statement styles at Zara.

3. Topshop

brands-similar-to-guess

Topshop is a British brand that brings major style from across the pond.

Like Guess, they have an awesome denim selection including skinny jeans, boyfriend jeans, overalls, and jean jackets.

And their dresses and tops offer similar bold prints, sleek silhouettes, and details like lace-up accents.

Topshop is a bit edgier and younger feeling than Guess – perfect for trendy fashionistas!

I discovered Topshop in college and fell in love with their cool British style.

They offer so many cute going out looks.

For example, I have a silky zebra print cami dress that has a cowl neck and cut outs on the waist.

It’s sexy but also easy to dress down with sneakers and a denim jacket.

Topshop has fun, youthful prints and colors that give off that rocker vibe.

Their jeans are also amazing – the Jamie and Joni styles are flattering at a reasonable price point.

I have the Joni jeans in black, blue, and white.

They hold you in but don’t squeeze and are super comfy.

Topshop jeans have just the right amount of stretch and come in petite sizing too.

For denim jackets, you can’t beat Topshop’s selection.

They have every wash imaginable, including cute embroidered and patched designs.

And the jackets are tailored – not bulky.

My favorite is a light wash denim jacket with pearl embellishments on the collar.

It looks designer but I think I paid $70 on sale.

Topshop’s shoes are also really fun, stylish, and comfortable.

They do a lot of chunky dad sneakers and cool boots.

And their prices are reasonable – most boots and booties are under $150.

I’d say Topshop leans junior and young 20s, while Guess skews mid-20s to 30s.

But both have that trendy, edgy vibe perfect for nights out and festivals.

4. Levi’s

brands-similar-to-guess

You can’t talk denim without mentioning Levi’s!

This heritage brand offers high quality, classic denim pieces from jeans to jackets and shorts.

They have multiple jean fits and washes, so you can find a similar look and feel to your favorite pair from Guess.

And Levi’s often does cool collabs with other designers for limited edition styles.

If you love denim, Levi’s is a must-try.

Levi’s has been around since the 1800s – they basically invented denim jeans.

When I was in high school, I was obsessed with Guess.

I had Guess t-shirts, Guess jeans, Guess handbags.

You name it, I had it.

It was my go-to brand for everything.

But as I got older, my tastes changed, and I started to explore other brands that could satisfy my Guess-like cravings.

And boy, did I find some good ones.

So, if you’re like me and looking for some brands that are similar to Guess, look no further.

I’ve got you covered.

Their most iconic style is the 501 original fit jean. It has that classic straight leg look and comes in a variety of washes.

I have a pair of 501s in a vintage light wash that I love pairing with basics like white sneakers and a t-shirt.

It gives that all-American, model off duty vibe that Guess is also known for.

In addition to the 501, Levi’s has so many on-trend styles now like high waisted skinny jeans and jeggings.

Their 721 high rise skinny jeans are my new obsession – they make your legs look a mile long!

I have them in black and blue. The fabric is thick and holds you in without sagging.

And Levi’s jeans don’t lose their shape – I’ve had some pairs for 3+ years that still fit like new.

For a similar legging style jean, Levi’s also has great coated jeggings.

These have a glossy, leather-like finish in colors like black, burgundy, and olive green.

They look so edgy and cool paired with boots.

Levi’s denim jackets are also a must – the Trucker style is my personal fave.

I found an oversized light wash Trucker jacket at a thrift store and added cute pins and patches to make it my own.

Levi’s often does really cool designer collaborations too.

Recently they partnered with Ganni on a 70s inspired limited edition collection.

Everything had that vintage, nostalgic vibe that Guess is known for.

The quality of Levi’s denim can’t be beat – especially for the price.

Their jeans hold up so well and last for years.

If you love that all-American denim look, Levi’s is an iconic choice.

5. Rag & Bone

brands-similar-to-guess

New York based Rag & Bone has mastered effortless, Downtown cool style.

Their clothes have a casual vibe but still very put-together.

I especially love their jeans – the skinny fit has just the right amount of stretch and comes in unique washes.

And their leather moto jackets add an edgy flair.

Expect to pay higher prices than Guess, but the quality is worth it.

I first discovered Rag & Bone when I was living in NYC in my mid 20s.

Their clothes just oozed that effortless model off duty vibe.

Everything is super high quality and uses luxurious fabrics like silk, cashmere, and premium denim.

Their jeans fit like a glove and create a long, lean silhouette.

The stretch skinny style is my fave – I have it in a pale grey wash that makes my legs look endless.

The fabric doesn’t stretch out and they retain their shape wash after wash.

Rag & Bone’s moto leather jackets are also absolute staples for me.

I have their classic black leather moto that I’ve worn for years. It goes with everything!

And their jackets have cool details like zippers, buckles, and quilted panels.

The quality of their leather is amazing – it ages beautifully over time.

Rag & Bone’s t-shirts and tanks are the perfect basics too.

I stock up on their tissue tees – they’re so soft and drape beautifully on the body.

The scoop neck and cap sleeves are flattering and easy to dress up or down.

Their clothing palette tends to be more neutral and earth tones.

Lots of black, white, grey, and army green.

It makes mix and matching effortless.

The price point is higher than Guess – jeans start around $200.

But the quality and fit is worth the investment in my opinion.

If you like Guess for elevated basics and premium denim, Rag & Bone is a great brand to explore.

6. AllSaints

brands-similar-to-guess

Head to AllSaints for leather jackets, drapey silhouettes, and dark romantic vibes.

This British fashion house excels at edge meets luxe.

Their clothes have details like raw hems, buckles, and distressed accents.

And the quality of their leather is amazing.

Pair their tough moto jacket with a silky cami and dark skinny jeans for a signature Guess-inspired look.

AllSaints is my go-to for a grunge-luxe vibe.

I love mixing their edgy, rocker inspired pieces with feminine silhouettes.

For example, I’ll pair their famous leather biker jacket with a silky slip dress and heels.

It creates that perfect contrast of masculine and feminine.

Their biker jackets come in classic black as well as cool metallics.

I have a silver cracked leather version that always gets compliments.

It has that same edgy look as Guess moto jackets but feels a bit more elevated.

AllSaints does amazing drapey silhouettes too.

Think slinky midi dresses, silky camisoles, and flowy wide leg pants.

I love their long sleeve wrap maxi dress – it’s so sexy and elegant at the same time.

The fabric drapes beautifully and has skinny spaghetti straps.

It’s the perfect date night dress, especially in black.

For a casually cool daytime look, I’ll pair an oversized AllSaints tee with leggings and sneakers.

Their t-shirts come in cool vintage washes with deconstructed details.

The quality of their basics feels designer level – so soft and luxe.

AllSaints pricing is similar to Guess – jeans around $200, dresses $200-$300.

But they often have sales around the holidays where you can score deals.

If you love Guess for the rebellious, rocker vibe mixed with some feminine polish, AllSaints is a great brand to explore.

7. J Brand

brands-similar-to-guess

J Brand is the OG of designer denim.

Their skinny jeans are flattering on every body type thanks to the perfect stretch fabric.

And they use innovative techniques like laser burning to achieve that perfectly worn-in, vintage look.

Expect prices around $200+ but remember you’re investing in quality denim that molds to your body and lasts for years.

Very similar to top-tier Guess denim.

I first tried J Brand jeans back in my early 20s when skinny jeans were just gaining popularity.

Their Maria high rise skinny style looked amazing on every body type.

The fabric contained just the right about of stretch to contour your legs without losing structure.

I’m obsessed with their black coated skinny jeans – they make your legs look super long and lean.

The coated fabric has a leather-like look that instantly dresses up any outfit.

J Brand was really ahead of the curve when it came to jeans finishes and fabric innovation.

For example, they use laser technology to burn small holes and fraying to give that perfectly worn-in look.

So the jeans feel vintage and lived-in right away.

But the denim quality also allows their jeans to mold to your body over time.

Unlike cheaper brands that stretch out quickly.

J Brand’s detailing is so thoughtful – from the contour waistband to custom hardware.

Their jeans really feel like an investment piece.

I also love the heritage-inspired styles J Brand has been doing lately, like vintage washes and cheeky bum slits.

It gives their denim a cool retro vibe similar to Guess.

The price point is definitely higher than Guess – most styles range from $200-$300.

But the premium fabric and quality construction make them worth the splurge in my opinion.

The jeans truly mold to your body and retain their shape after years of wear.

One tip with J Brand – definitely try them on in store before buying.

Some of the stiff denim styles can run large.

I like to size down for a really contoured slim fit.

If you invest in one premium denim brand, make it J Brand.

Their innovative fabrics and vintage-inspired washes give that model-off-duty cool perfected by Guess.

8. Free People

Free People’s boho, vintage-inspired aesthetic has some overlap with Guess.

I especially love their denim – they have a ton of distressed styles and cool embroidered designs.

And their tops and dresses often have lacy or crochet details similar to many Guess pieces.

Free People’s sizes are pretty forgiving too.

Overall, expect softer, more romantic looks compared to edgy Guess.

Free People is my go-to brand when I want something feminine and flirty.

Their clothes have an easy, boho vibe with whimsical details like ruffles, florals, and lace.

For example, I’m obsessed with their embroidered denim jackets.

I have one in white that has delicate pink flowers embroidered on the lapels and hem.

It looks like a vintage piece but the quality is amazing.

Free People’s tops and dresses often feature lace-up details, pom poms, embroidery, and crochet.

I love mixing their feminine pieces with edgier accessories like moto boots.

It creates that eclectic style Guess is also known for.

Their jeans come in so many cool washes and distressed styles too.

I have a pair of light wash flares with raw hems and extreme whiskering and fading.

They’re super flattering for a vintage, 70s vibe paired with wedges.

Free People’s intimates and loungewear are gorgeous too.

I live in their distressed linen shorts in the summer – they’re so soft and lightweight.

And their lacy bralettes are beautiful layered under an open blouse or cami.

The prices are actually quite reasonable too – dresses around $100, jeans $80-$150.

Free People goes up to a size 24 too, so their clothes are pretty inclusive.

Overall, expect a more feminine, boho spin on Guess from this brand.

9. Aritzia

Canadian brand Aritzia has mastered laidback, model-off-duty style with a twist.

They’re known for cozy knits, leather blazers, and perfectly slouchy tees and tanks.

Their denim leans more premium with Japanese fabrication.

And the Babaton line offers minimalist, tailored basics.

Aritzia’s clothes skew a bit dressier than Guess – perfect for work or nights out.

I discovered Aritzia when I started my first office job and needed work clothes with an edge.

Their Wilfred line has gorgeous blouses, pants, and dresses that transition seamlessly from work to cocktails.

For example, I have a black pleated satin midi skirt that looks so sharp with a cropped sweater and booties.

But I can also edge it up at night with a lacy cami and moto jacket.

Aritzia’s famous Babaton line is also perfect for easy, minimalist basics.

Their t-shirts are substantial and thick without being too heavy.

And they come in so many colors – I pretty much have one in every shade to layer under blazers and cardigans.

They also make great pencil skirts for work and faux leather leggings that look like real leather!

For denim, I love Aritzia’s coated jeans and vintage washes.

The fabric is super high quality – they keep their shape all day without stretching out.

And the coated denim is ultra skinny without feeling too tight.

Aritzia’s sweaters and knits are statement too – so many beautiful textures and details.

Their prices are similar to Guess – jeans $150-200, blouses $100-150.

Definitely check them out for sleek workwear inspired by Guess’ tailored, polished aesthetic.

10. Reformation

If you love Guess for their flirty dresses and feminine tops, Reformation is a great brand to check out.

Made in LA, their clothes feature pretty prints, puff sleeves, and retro silhouettes with a modern twist.

Lots of crop tops, minis, and mesh or lace details.

And Reformation prioritizes sustainability which is awesome.

Their prices are on the higher side but the products emphasize quality.

Reformation is my go-to when I want feminine, flirty dresses with vintage inspiration.

Their silhouettes really accentuate your curves in a tasteful way.

For example, I’m obsessed with their bodysuits.

They have halter neck, square neck, and open back options that show just the right amount of skin.

I pair them with everything from jeans to maxi skirts.

Reformation’s floral prints and puff sleeves give me major retro vibes too.

I have a few of their wrap mini dresses that cinch at the waist and smock at the shoulders.

They’re perfect for summer weddings and events.

And Reformation’s sustainable credentials are amazing – they use renewable fabrics and low waste cuts.

Their denim line also offers cool vintage inspired styles, like 70s flares and high rise skinnies.

I love the light wash with raw hems!

Reformation’s prices do add up – dresses $200-$300, jeans $150-$200.

But they frequently run sales on their site so sign up for emails!

If you love Guess for the sexy, retro vibes, Reformation should definitely be on your radar.

11. Madewell

Think of Madewell as the more grown-up, tailored sister of Guess.

Their aesthetic leans classic but still has stylish touches like raw hems, patchwork, and modern silhouettes.

I especially love their curvy jeans – the perfect amount of stretch without losing structure.

For denim with sophistication, Madewell is your brand.

Great quality at a mid-tier price point.

Madewell is my go-to for effortlessly stylish pieces I know I’ll wear for years.

12. Calvin Klein

  • Calvin Klein is known for their sleek and modern designs.
  • They offer a range of clothing, from jeans to dresses to outerwear.

Calvin Klein, a prominent fashion brand, was established in the late 1960s and has since become synonymous with modern elegance and minimalistic sophistication.

The brand’s founder, Calvin Klein himself, revolutionized the fashion industry by introducing a distinctive blend of clean lines, simplicity, and timeless appeal.

Similar to the “Guess” brand, Calvin Klein has carved out a niche in the fashion world by offering a diverse range of products that exude an air of effortless style.

While Calvin Klein is recognized for its iconic denim creations, the brand extends its influence far beyond jeans.

From clothing to accessories, fragrances, and even home furnishings, Calvin Klein’s offerings span various categories, appealing to individuals seeking a cohesive and refined aesthetic across multiple aspects of their lives.

Calvin Klein’s attention to detail and commitment to quality are reflected in every aspect of their products.

Their clothing boasts impeccable tailoring, superior fabrics, and exquisite finishes, ensuring a luxurious experience for their customers. This dedication to craftsmanship is akin to the “Guess” brand’s commitment to delivering high-quality fashion items that stand the test of time.

Additionally, Calvin Klein has been renowned for its provocative and boundary-pushing advertising campaigns, which have played a significant role in shaping the brand’s identity.

Through these bold and controversial campaigns, Calvin Klein has been able to connect with a diverse and fashion-forward audience, just as “Guess” has successfully appealed to a wide range of consumers through their marketing strategies.

13. Tommy Hilfiger

  • Tommie Hilfiger is an American fashion designer who is known for his preppy and classic style.
  • His clothing is perfect for a day out on the yacht or a casual Sunday brunch.

With a mastery of design, Tommy Hilfiger effortlessly fashions attire that suits every occasion, elevating the mundane into the extraordinary.

Whether you seek a statement piece for a glamorous soiree or attire that effortlessly exudes charm for a leisurely gathering, his collection offers a sartorial symphony of options that cater to the discerning tastes of individuals across the globe.

Much like the intriguing game of Guess Brand, Tommy Hilfiger unveils a brand identity that resonates with individuals seeking more than just clothing.

It encapsulates a lifestyle—an embodiment of effortless elegance and a celebration of the vibrant tapestry of life.

Just as Guess Brand embodies the spirit of iconic style, Tommy Hilfiger stands tall as a beacon of timeless fashion, forever etching his name in the annals of sartorial splendor.

14. Ralph Lauren

  • Ralph Lauren is a fashion icon who has been designing clothes for over 50 years.
  • His classic style is perfect for any occasion, from a day at the office to a night out on the town.

Ralph Lauren, the illustrious fashion virtuoso, stands as an immortalized emblem of sartorial artistry.

For half a century, he has woven threads of creativity and elegance, conjuring garments that transcend time itself. With an unparalleled eye for fashion, he has bestowed upon the world a myriad of collections that have become the epitome of sophistication and refinement.

Like a master painter meticulously crafting his strokes, Ralph Lauren has curated a style that exudes timeless allure, effortlessly adorning men and women alike.

His designs possess an enchanting duality, capable of transforming an ordinary day at the office into a symphony of sartorial brilliance, or imbuing a nocturnal escapade with an extra dash of panache.

Every stitch, every fabric choice, and every embellishment is carefully orchestrated to capture the essence of Ralph Lauren’s vision.

From the elegant lines that accentuate the contours of the body to the intricate details that whisper tales of exquisite craftsmanship, his creations are a testament to his unwavering dedication to perfection.

In a world where trends fade like fleeting whispers on the wind, Ralph Lauren’s artistry stands firm, impervious to the whims of fashion’s fickle nature.

Just as Guess Brand represents an undying legacy of style and individuality, Ralph Lauren has etched his name in the annals of fashion, leaving an indelible mark that defies the passage of time.


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ABOUT ME

You might be wondering, “Who’s this fashion enthusiast behind the screen?”

I’m Jennifer a coffee addict who believes that a killer outfit is just as essential as that morning caffeine fix.

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I’ve always had a passion for fashion, starting from the days when I would raid my mom’s closet to put together the most questionable outfits (sorry, Mom!).

But over the years, I’ve refined my style sensibilities and embraced the world of trends, runway shows, and closet essentials.

I’m on a mission to make fashion accessible & FUN for everyone!

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