boots to wear with leather jacket

HOW TO WEAR SKINNY JEANS IN 2025

Are skinny jeans out of style in 2025? While Gen-Z might say they are, many women still love wearing them. And honestly, if you love skinny jeans, go ahead and rock them! Skinny jeans have stood the test of time as a classic wardrobe essential. That said, the way Millennials used to style them has definitely evolved over the years. Keep reading for plenty of styling tips and outfit inspiration to make skinny jeans work for you!

TRY A STIRRUPS SPIN-OFF

You’ve seen stirrup leggings, but have you tried stirrup skinny jeans? These Victoria Beckham-approved jeans, featuring detachable stirrups, pair perfectly with a knit crop top and matching shrug for a chic, fashion-forward look.

ADD A WESTERN TWIST

Calling all coastal cowgirls! Pair your favorite cowboy boots with skinny jeans for a fresh, trendy look. Mixing a new style with a classic wardrobe staple is an easy way to give your jeans a modern update.

SAY “YES” TO DENIM ON DENIM

The Canadian tuxedo doesn’t have to be all denim. Give denim on denim a modern twist by pairing embellished skinny jeans with a matching denim top. Leave a few buttons undone for an added touch of street style.

CHANNEL THE GIRL NEXT DOOR

If you’re a fan of the classic jeans-and-T-shirt combo, try swapping your tee for a cute crop top. Pair it with strappy sandals for a simple yet sexy look that’s perfect for a “girl-next-door” vibe.

BREAK OUT A WHITE PAIR

A metallic blouse practically begs to be paired with white skinny jeans. Whether you’re dressing up with strappy sandals or keeping it casual with sneakers, white skinny jeans offer a chic, elevated look.

GO SLIGHTLY SHORTER

Make a statement with cropped skinny jeans that hit at the ankle. Pair them with chic loafers or flats to show off your shoes. This style works perfectly for showcasing minimal, luxury staples or a bold statement jacket.

EMBRACE TWO TONES

Update your skinny jeans game by opting for two-toned or dual-textured styles. Whether you choose leather-trimmed jeans or a bold color block design, this look adds dimension and flair to your outfit.

FINISH WITH HEELS

For a truly celebrity-inspired look, pair your skinny jeans with sleek heels. This classic combo can be customized with any personal style, making it versatile enough for day-to-night wear.

THROW ON A BLAZER

Light-wash skinny jeans may feel casual, but throw on a blazer, and the whole outfit is instantly elevated. Whether paired with flats or heels, the blazer adds structure and sophistication.

LOAD UP ON LAYERS

Pair skinny jeans with ankle boots and a statement outerwear piece like a shearling coat. Layering with cozy, bold pieces is the perfect way to elevate your winter style.

STRIKE A BALANCE

For a chic yet laid-back look, balance your skinny jeans with denim flats and a sleek duster. This pairing adds high-fashion flair while maintaining a minimalist street-style vibe.

REACH FOR A STATEMENT TOP

Skinny jeans are the perfect base for a bold statement top. With their simple, sleek silhouette, they act as a neutral backdrop for a standout piece, like a ruffled blouse or dramatic top.

15 TRENDY OUTFIT IDEAS TO ROCK CASUAL STREETWEAR

Fashion trends may come and go, but one constant remains: the way our clothes make us feel. Whether it’s confidence, sexiness, cuteness, or modesty, our generation is embracing all styles and realizing we can wear whatever we desire!

If you’re feeling a bit lost in the streetwear trend, don’t worry! Just think of your everyday wardrobe staples: comfy jeans, a classic tee, that reliable hoodie. Streetwear takes these basics and infuses them with a unique personality. It’s all about transforming the ordinary into the extraordinary. All you need are the right clothes and the confidence to rock this aesthetic!

FLANNEL SHIRT AND SHORTS

As I mentioned before, here at May the Ray, we’re big fans of flannel shirts! They pair perfectly with just about anything. Check out how great they look with this crop top and shorts outfit!

CROPPED PRINT TEE, JEANS AND DOCS

Nothing beats the classic combination of a black printed tee and jeans! Paired with Doc Martens, this look effortlessly adds that extra cool factor to any outfit.

LEATHER JACKET, JEANS AND BOOTS

This outfit is effortlessly chic and trendy! The chunky boots and oversized jacket are simply perfect together!

FLANNEL BLOUSE, CROP TOP & DENIM SHORTS

I absolutely love flannel! Please tell me I’m not alone in this obsession! Honestly, if you’re not a fan of flannel, you just haven’t styled it right (just kidding!). An open flannel blouse is a streetwear staple. When paired with a crop top and denim shorts (and of course, some badass boots), it creates a simple yet cute outfit!

LACY CROP TOP AND JEANS

Street style can definitely embrace femininity, showcasing looks like a cute lacy top instead of just baggy t-shirts! You can also add a fun pop of color with a vibrant pair of sneakers to elevate your outfit. This blend of styles allows for a fresh and playful take on streetwear.

PRINTED TEE, MINI SKIRT & BOOTS

This outfit is a bold choice, especially if mini-skirts aren’t usually your go-to! However, when paired with a tee and boots, it creates an undeniably cute look. The knotted t-shirt and boots bring that cute-girl vibe right to the street style scene!

 LITTLE BLACK DRESS & OVERSIZED FLANNEL SHIRT

Absolutely! Little black dresses have a unique charm that fits seamlessly into any wardrobe, including streetwear fashion. Their versatility allows them to be dressed down with casual pieces, making them a stylish choice for a laid-back yet chic look.

TENNIS SKIRT OUTFIT

Printed tees layered over collared shirts might seem like an odd combination, but they work surprisingly well! When you pair this look with a cute pleated mini-skirt and some Nikes, you create a stylish and playful outfit.

BLACK JEANS, CROP AND SANDALS

These jeans are everything! Street style aesthetics don’t always have to revolve around printed tees and tough girl boots!

HOODIE + TENNIS SKIRT

Pleated mini skirts are absolutely adorable! They always remind me of my high school P.E. days when I felt preppy, sporty, and cute. This timeless style is versatile and can easily be dressed up or down for various occasions.

ALL BLACK PRINTED TEE AND PANTS

All-black outfits are a surefire way to channel your inner badass. This baggy tee and pants combination is no exception!

TUCKED PRINT TEE AND JEANS

I’m totally obsessed with checkered Vans too! They’re such a cool addition to any outfit. And with wide-leg jeans? This look is everything! (And by “we,” I mean me—because let’s be honest, it’s a one-person show over here!

OVERSIZE PRINT TEE & SHORTS

Earlier, I mentioned how trendy biker shorts can be. Let’s take it a step further: biker shorts are not just trendy; they absolutely need to be a staple in your wardrobe!

BIKER SHORTS OUTFIT

If you’re bold enough to wear biker shorts outside the house (confidence level: 100), then this is a super trendy summer outfit!

BAGGY PRINT TSHIRT AND JEANS

I love how early 2000s fashion is making a slow comeback! It’s time to bring back the baggy jeans!

conclusion

In conclusion, street style is all about embracing your unique vibe, blending comfort and personality. From the classic little black dress to playful biker shorts, the options are endless. Incorporating feminine pieces, vibrant sneakers, or nostalgic flannel shirts allows for creativity in every outfit. Whether you’re channeling sporty vibes with pleated skirts or showcasing laid-back chic with oversized tees, remember to have fun and express yourself through your fashion choices. Embrace the trend and make it your own!