old hollywood outfit ideas

19 MOST TALKED-ABOUT KYLIE JENNER OUTFITS OF ALL TIME

Each of the five Kardashian-Jenner sisters has had their own fashion journey. Kim loves a sensual style with a sporty touch, Kourtney has moved from trendy to grungy, Khloe favors stylish activewear, and Kendall’s model-off-duty look is clean and chic. Kylie Jenner’s outfits, however, are often more surprising than her older sisters’.

From bold colors to body-hugging styles and simple French-girl looks, you never know what Kylie will wear next. We love that she keeps us guessing! While her sisters have clear styles, Jenner enjoys trying out different looks, and with so many designers available to her, it makes sense to mix things up.

Kylie Jenner’s outfits—whether on the red carpet or in everyday life—offer lots of fashion ideas for everyone. To help you keep track of the beauty mogul and mom of two’s best looks, we’ve picked out some of our favorites.

KYLIE JENNER IN L.A. IN AUGUST 2018

The Kardashian-Jenners are all about that Barbie vibe, and Kylie is definitely no exception. It’s hard to pick what we love most about this look—the stunning dress, the chic shoes, or the sleek platinum ponytail!

KYLIE JENNER AT THE MTV VMAS IN 2018

There’s no need to tell you that the business owner and founder is a boss; this sharp blazer dress outfit speaks for itself.

KYLIE JENNER IN N.Y.C. IN NOVEMBER 2018

Why go for denim-on-denim with separates when you can nail the Canadian Tuxedo look with a stylish jumpsuit? This all-denim outfit is definitely one we can support.

KYLIE JENNER AT THE GRAMMY AWARDS IN 2019

Balmain suits Jenner perfectly, as shown by this blush pink jumpsuit with dramatic sleeves she wore to the Grammys. We imagine this one-piece is as comfy as it is beautiful; it’s a nice change from her usual body-hugging dresses, and we love it!

KYLIE JENNER AT THE MET GALA IN 2019

At one point, Jenner had a purple phase. She brought back her signature color for the 2019 Met Gala and perfectly captured the “Camp: Notes on Fashion” theme.

SOPHISTICATED SEXY

For the premiere of Travis Scott: Look Mom I Can Fly, Jenner chose an outfit that exuded sophistication. The white bodycon dress highlighted her signature curves, while the sexy back cutouts added a fun twist. We also loved the addition of the bow choker!

KYLIE JENNER AT THE ‘VANITY FAIR’ OSCAR PARTY IN 2021

This mermaid-style gown from Ralph and Russo combines sparkly fun with Old Hollywood glamour. Jenner said the look was worth it, even though it made sitting down a bit tricky!

KYLIE JENNER IN L.A. IN MARCH 2021

Is it just a coincidence that Jenner wore a strikingly similar outfit to celebrate the Haqq sisters’ birthday in 2023, just like she did in 2021 at the same venue? The only difference is the color: red instead of black. It just goes to show that even celebrities repeat outfits—sort of!

KYLIE JENNER AT THE BALMAIN SHOW AT PARIS FASHION WEEK IN SEPTEMBER 2022

Having designer friends definitely pays off, especially when they create exclusive looks just for you. Jenner has been a muse for many designers, but this crochet minidress by Balmain’s Olivier Rousteing is one of our top five favorites.

KYLIE JENNER IN PARIS IN SEPTEMBER 2022

Jenner is a strong supporter of the underwear-as-outerwear trend. She paired white hipster briefs with a matching tank top, black tights that blend into her boots, and a grey overcoat on top—simple yet absolutely showstopping!

KYLIE JENNER AT THE THE BOF 500 GALA IN PARIS IN 2022

Jenner is no stranger to a mesh look, but this outfit from the Business of Fashion 500 gala in Paris last fall really caught our eye. Custom-made for her by Casey Cadwallader, the creative director of Mugler, it features a stunning design of asymmetrical lace.

KYLIE JENNER AT THE COPERNI SHOW AT PARIS FASHION WEEK IN SEPTEMBER 2022

Although Jenner has recently been seen in more neutral tones, she’s always been “a big fan of color,” as Lizzie McGuire’s Miranda Sanchez would say. She particularly shines in blue, making the floral minidress she wore front row at the Coperni Spring/Summer 2023 show a must-have on this list. Don’t miss the matching sunglasses and heels!

KYLIE JENNER IN N.Y.C. IN NOVEMBER 2022

Jenner has certainly influenced many street style trends, but we think she may have borrowed the no-pants look from her big sister Kendall. Regardless, she nails the leggy style with a neutral base, an oversized black trench coat, and pointed-toe heels.

KYLIE JENNER IN ARCHIVE MUGLER AT THE MUGLER COUTURISSIME OPENING IN N.Y.C. IN 2022

At the Mugler Couturissime exhibition opening, Jenner called herself the “Mugler king” on Instagram. Given that it’s been almost a year since the event and we’re still talking about her look, we definitely agree! The Morticia Addams-inspired corset dress is fabulous on its own, but her headpiece would have turned heads even without it.

KYLIE JENNER IN PARIS IN FEBRUARY 2023

Remember when Jenner experimented with bright pastel hair colors? Well, blue is still her go-to! For an afternoon stroll in Paris, the mom of two wore a long-sleeved, body-hugging midi dress in a striking blue shade, pairing it with glittering Barbie-pink boots.

KYLIE JENNER IN L.A. IN MARCH 2023

It’s no surprise that for Malika and Khadijah Haqq’s 40th birthday, the youngest Jenner celebrated in style. The Kylie Cosmetics founder dazzled in a sexy set featuring a satin miniskirt and a matching black satin peek-a-boo mesh top. She completed the look with a leather trench coat, sheer black tights, and pointed-toe heels.

KYLIE JENNER IN MAISON MARGIELA AT THE ‘VANITY FAIR’ OSCAR PARTY IN 2023

Maison Margiela custom-made Jenner’s stunning metallic gown for the 2023 Vanity Fair Oscar Party, and the design did not disappoint. The original piece featured a statement bow tied at the bust and a cape train flowing from her mid-back. The only way this look could have been better is if the beauty mogul arrived in the Batmobile, because it’s definitely giving “superhero, but make it fashion.”

KYLIE JENNER IN JEAN PAUL GAULTIER AT THE MET GALA IN 2023

If anyone knows how to make a statement on the red carpet, it’s Kylie. The Haider Ackermann for Jean Paul Gaultier gown she wore to the 2023 Met Gala turned heads with every step. With its asymmetrical neckline, cold shoulder, and high thigh slit, this fiery ensemble was undoubtedly one of her best looks.

KYLIE JENNER IN PARIS IN MAY 2023

Jenner made a splash in the quiet luxury trend while in Paris. The reality star wore a crisp white midi dress with a corset waist and matching heels, keeping her accessories simple with small silver hoops, black sunglasses, and a tiny white handbag.

CONCLUSION

Kylie Jenner’s impact on the fashion world is undeniable. Her bold, daring, and often trendsetting outfits have captivated audiences worldwide, cementing her status as a style icon. From her early days as a reality TV star to her current role as a successful businesswoman and influencer, Jenner’s fashion choices have continued to evolve and inspire.

The outfits featured in this list represent just a glimpse of Jenner’s extensive style repertoire. Her ability to seamlessly blend high fashion with streetwear, her willingness to experiment with bold trends, and her knack for creating iconic looks have solidified her place in fashion history. As Jenner’s career continues to flourish, it is clear that her influence on the fashion industry will only grow stronger.

16 TRENDY NIGHT OUT OUTFITS TO WEAR THIS WEEKEND AND BEYOND

Calling all weekend warriors and party peeps! It’s time to dust off your glad rags and hit the town. Whether you’re dancing the night away at a club, catching up with friends at a bar, or attending a swanky event, looking your best is half the fun. This guide dives into 16 of the hottest night-out outfit trends that are guaranteed to turn heads and make you feel confident. We’ve got all styles covered, from glam dresses to chic pantsuits, so get ready to find the perfect look for your next adventure!

SATIN EVERYTHING 

Satin is having a major moment, and it’s the perfect fabric to add instant sophistication to your night-out look. Slip into a bias-cut satin dress that drapes beautifully over your curves, or embrace a strong silhouette with a satin pantsuit. For a touch of edge, try a satin slip dress layered over a crisp white shirt or a cool graphic tee. Satin separates are also a great option – pair a satin skirt with a crop top or a bustier for a flirty vibe, or rock a satin bomber jacket over jeans and a cami for a more laid-back yet undeniably chic look. No matter how you wear it, satin guarantees a touch of old-school Hollywood glamour that will make you shine all night long.

FLORAL BLOUSE AND MOM JEANS

The classic floral blouse gets a trendy upgrade when paired with relaxed mom jeans. This playful combo is perfect for a casual night out or drinks with friends. Choose a floral blouse with a statement sleeve, like a puff or ruffle detail, to add a touch of femininity. Tuck the blouse partially into your jeans for a flattering silhouette, or leave it loose for a more relaxed vibe. Keep the footwear versatile – heels will elevate the look for a night out, while sneakers or cute flats are perfect for a more casual setting. Accessorize with a statement necklace or bold earrings to tie the outfit together. This look is all about effortless chic, making it perfect for those evenings where you want to look put-together but still feel comfortable and carefree.

SWEATER DRESS

Cozy never looked so chic! Sweater dresses are a fantastic option for a night out, offering both comfort and style. The key to pulling off this look is choosing the right dress for the vibe. Bodycon sweater dresses in rich jewel tones or with interesting textures like cable knit add a touch of glamour, perfect for a club night or a special occasion. For a more casual night out, opt for a looser-fitting sweater dress with a chunky knit or a midi length. Layer a turtleneck sweater dress under a statement blazer for a polished yet comfortable look. Accessorize with tights, booties, and a statement necklace to elevate your sweater dress from cozy to night-out ready.

TIED UP CROP TOP 

Channel your inner trendsetter with a tied-up crop top for your next night out. This versatile piece offers a ton of styling options to match your vibe. Want something flirty and feminine? Pair a cute floral or patterned tie-up crop top with a high-waisted skirt or wide-leg pants. Feeling bold? Rock a sleek black or metallic tie-up top with a leather mini skirt or high-waisted jeans. For a touch of the unexpected, layer a tie-up crop top over a flowy slip dress or a button-down shirt with the sleeves rolled up. The adjustable ties allow you to customize the amount of skin you show, making this a great option for all comfort levels. Don’t forget to play with accessories – a chunky chain necklace or statement earrings can add the perfect finishing touch to your tied-up crop top look.

CROP TOP WITH MIDI SKIRT

The crop top and midi skirt combo is a night-out staple for a reason. It strikes the perfect balance between showing some skin and maintaining a touch of elegance. Choose a fitted or flared midi skirt depending on your desired silhouette. A bodycon midi skirt pairs beautifully with a looser crop top, while a flowy midi skirt looks stunning with a more fitted crop top. Play with textures and patterns – a silky midi skirt with a sequined crop top adds instant glamour, while a denim midi skirt with a graphic tee crop top keeps things cool and casual. This outfit is endlessly versatile, allowing you to dress it up with heels and statement jewelry or dress it down with sneakers and a denim jacket.

ONE-SHOULDER TOP

The one-shoulder top is a night-out must-have for its ability to flatter and add a touch of drama. This asymmetrical silhouette draws attention to your shoulders and collarbone, making it perfect for showing off your décolletage. Choose a sleek satin one-shoulder top for a sophisticated look, or embrace a playful vibe with a ruffled or off-the-shoulder detail. Pair your one-shoulder top with high-waisted pants or a fitted skirt for a balanced look. Want to add some edge? Try a one-shoulder top in a bold color or metallic fabric. This statement piece allows you to keep the rest of your outfit simple, letting the top take center stage. Don’t forget to accessorize with a statement earring on the exposed shoulder for an extra touch of flair.

LINGERIE BODYSUIT 

Lingerie bodysuits are a daring choice for a night out, offering a sultry and confident look that’s perfect for turning heads. Key to this trend is choosing a bodysuit that feels appropriate for the setting. Lace or mesh bodysuits with intricate detailing are ideal for club nights or special occasions, while opaque bodysuits in richer fabrics can work for a more dressed-up dinner or bar outing. The beauty of the lingerie bodysuit is its versatility – wear it solo for a bold statement, or layer it under a blazer or kimono for a touch of intrigue. Pair it with high-waisted jeans or a skirt for a complete look. No matter how you style it, a lingerie bodysuit is guaranteed to make you feel confident and undeniably sexy.

BABY DOLL TANK WITH WHITE JEANS

A babydoll tank and white jeans can create a sweet and effortlessly chic look for a casual night out. The key is to elevate the outfit with a few key touches. Choose a babydoll tank with interesting details like lace trim, embroidery, or a smocked bodice to add a touch of femininity. Play with textures – a silk or satin babydoll tank adds a touch of luxury, while a crocheted or eyelet tank offers a more bohemian vibe. To balance the sweetness of the babydoll silhouette, keep the white jeans sleek and fitted. High-waisted white jeans will elongate your legs and flatter your figure. Complete the look with statement heels or mules for a dressier touch, or keep it casual with cute sandals or sneakers.

MONOCHROMATIC APPROACH

This timeless trend involves wearing different shades and tones of a single color, creating a look that’s both polished and effortlessly chic. Play with textures to add visual interest – combine a silk slip dress with a leather jacket, or pair a chunky knit sweater with sleek satin pants. Don’t be afraid to experiment with different shades within the same color family – a deep burgundy top with burgundy wine pants adds depth, while a light pink top with a dusty rose skirt offers a softer look. Accessorize with pops of color in your shoes, jewelry, or bag to add personality. The monochromatic approach is a flattering and versatile choice for any night-out occasion.

CASUAL ARTIST TOP 

Infuse your artistic spirit into your night-out look with a casual artist top. This isn’t your typical button-down – think relaxed silhouettes, bold prints, or unique textures. An oversized linen shirt with paint splattered patterns is perfect for a summer night out, while a flowy chiffon blouse with a dramatic ruffled neckline adds a touch of whimsy. Graphic tees with artistic prints or band shirts showcasing your favorite artists can also be a fun way to express your individuality. To elevate the look for the evening, pair your artist top with dressier bottoms like a high-waisted midi skirt or sleek leather pants. Accessorize with statement jewelry or a bold clutch to pull the outfit together. This look is perfect for those who want to express their creativity and stand out from the crowd.

FLORAL TANK DRESS

A floral tank dress is a summertime staple that effortlessly transitions into a breezy night-out outfit. The key to transforming this dress from daytime casual to evening chic lies in the details. Choose a dress with a flattering silhouette – a flowy A-line dress is universally flattering, while a fitted bodice with a full skirt adds a touch of drama. Opt for a floral print in a richer color palette, like jewel tones or darker florals, for a more sophisticated look. Elevate the outfit with statement accessories – a chunky gold necklace, sparkling chandelier earrings, or a bold clutch can add instant glamour. Heels will instantly dress up the look, while sandals or wedges offer a more relaxed vibe.

SIMPLE BLACK JEANS 

The humble black jean remains a night-out hero for its endless versatility and ability to be dressed up or down. The key to creating a standout look with black jeans lies in the details of what you pair them with. For a sleek and sophisticated vibe, try a silk cami or a bodysuit tucked in with a statement belt. Feeling a little bolder? Go for a cropped leather jacket or a sequined top for a touch of glamour. Black jeans also work beautifully with dressier tops like a satin blouse or a ruffled off-the-shoulder top. Play with footwear – heels elevate the look for a night out, while boots add a touch of edge, and booties offer a versatile in-between option. No matter your style preference, there’s a black-jean night-out outfit waiting to be created.

A ROMPER OR JUMPSUIT

Rompers, with their shorts silhouette, offer a flirty and fun option, perfect for warm summer nights or dancing the night away. They come in a variety of styles, from dressy lace rompers to playful printed ones. Jumpsuits, on the other hand, provide a more sophisticated and polished look. They come in a wide range of styles too, from sleek and tailored jumpsuits for a fancy dinner to flowy wide-leg jumpsuits for a more relaxed feel. Consider comfort as well – rompers offer more leg freedom, while jumpsuits can provide a more secure and covered-up feeling. Ultimately, the best choice depends on your personal preference and the specific occasion!

LEATHER SKIRT

Leather skirts are a timeless night-out staple, adding a touch of edgy sophistication to your look. The key to rocking a leather skirt for nighttime fun lies in playing with silhouettes and textures. A classic mini skirt in black leather creates a bold and confident statement, perfect for pairing with a silk blouse or a statement tee. For a more unique look, explore different skirt lengths – a midi skirt in a rich brown leather feels effortlessly polished, while a maxi skirt with a side slit adds a touch of drama. Don’t be afraid to experiment with textures – a buttery soft leather skirt feels luxurious, while a distressed leather skirt adds a touch of rock-and-roll edge. To balance the edgy vibe of leather, pair your skirt with feminine details like a lace cami or a ruffled blouse.

SILK MIDI DRESS

A silk midi dress is the epitome of effortless night-out elegance. The luxurious drape of silk combines with the universally flattering midi length to create a silhouette that’s both comfortable and undeniably chic. It’s a versatile option that can be dressed up or down depending on the occasion. For a glamorous look, choose a bias-cut dress that skims your curves or a halter neck style that shows off your shoulders. Keep accessories minimal and let the dress be the star of the show. For a more casual vibe, opt for a looser-fitting silhouette with a square neckline or short sleeves. Add a denim jacket or a leather moto jacket for a touch of edge, or layer a chunky knit cardigan over the dress for a cozy yet put-together look.

TROUSERS

Trousers are a fantastic option for a night out, offering a chic and polished alternative to dresses. The key to creating a standout look with trousers is choosing the right style and pairing them with complementary pieces. For a classic and sophisticated vibe, go for high-waisted tailored trousers paired with a silk cami or a tucked-in blouse. Feeling bold? Opt for a wide-leg trouser in a vibrant color or a metallic fabric for a head-turning statement. Trousers also work beautifully with statement tops like a sequined crop top or a ruffled off-the-shoulder blouse. Play with textures by pairing a flowy silk blouse with sleek satin trousers, or create a cool contrast with a chunky knit sweater over cigarette pants.

CONCLUSION

So there you have it – 16 sizzling night-out outfit ideas to take you from dance floor to dinner date and everywhere in between! Remember, fashion is all about expressing yourself and having fun. Don’t be afraid to experiment, mix and match trends, and create a look that makes you feel confident and fabulous. Now get out there and shine!