Kylie Jenner’s Sexiest Photos – Hollywood Life

Kylie Jenner’s Sexiest Photos

By:
February 21, 2024 9:39AM EST
Kylie Jenner
Noam Galai/Getty Images for WSJ. Magazine Innovators Awards

Kylie Jenner has truly become such a bombshell. The youngest of the Kardashian-Jenner clan has grown into such an incredibly strong, fierce young woman and fans have absolutely loved seeing the young mogul and mom’s style evolve over the years as she comes into her own.

One thing about Kylie Jenner is for sure — she has completely owned her sexy style since maturing into the young woman that she is. Kylie has seriously brought it to every single red-carpet event she has attended. She can so easily bring elegance to a look, and swap it for something ultra sexy.

But it’s not just the red carpet where fans can find Kylie’s sexiest looks. The mogul has totally turned her Instagram into a collection of amazing looks over the years. Between her going-out style to even her loungewear, Kylie knows how to work the camera. To see Kylie’s sexiest photos, check out the rest of this gallery by scrolling through the images below!

1 of 57

Kylie Jenner Slays Orange Cutout Dress

Kylie Jenner Slays Orange Cutout Dress
SplashNews.com

Kylie Jenner rocks a cutout dress like nobody’s business. Her orange, summer-ready, off-the-shoulder look certainly turned heads. 

October 18, 2020, 7:31PM
2 of 57

Kylie Jenner Departs Malika and Khadijah Haqq’s 40th Birthday Celebration

Kylie Jenner Departs Malika and Khadijah Haqq’s 40th Birthday Celebration
BACKGRID

Kylie Jenner keeps a low-profile exiting Malika and Khadijah Haqq’s 40th birthday celebration at The Nice Guy in West Hollywood. She wore a black sheer dress.

March 11, 2023, 10:24AM
3 of 57

Kylie Jenner at Paris Haute Couture Fashion Week

Kylie Jenner at Paris Haute Couture Fashion Week
TheRealSPW / MEGA

Kylie Jenner stunned in this skintight strapless corset Jean Paul Gaultier dress at the Gaultier runway show during Paris Haute Couture Fashion Week. She also had her hair pulled back.

January 25, 2023, 2:20PM
4 of 57

Kylie Jenner’s Cutout Dress

Kylie Jenner’s Cutout Dress
TheRealSPW / MEGA

Kylie Jenner rocked a cutout bondage-style dress on Jan. 24, 2023. The outfit featured black leather boots, gloves, and a high-slit. She also completed her stylish look with a bold lip color and gold eyeshadow.

January 24, 2023, 10:10PM
5 of 57

Kylie Jenner in Givenchy

Kylie Jenner in Givenchy
TheRealSPW / MEGA

Kylie Jenner rocked a blue Givenchy dress for Paris Fashion Week on Jan. 23, 2023. She completed her look with a noose-like necklace, pink boots, and sunglasses.

January 23, 2023, 10:13AM
6 of 57

Kylie Jenner Smiles

Kylie Jenner Smiles
David Fisher/Shutterstock

Kylie Jenner at the Schiaparelli show. It was during Haute Couture Fashion Week in Paris, France.

January 23, 2023, 8:14AM
7 of 57

Kylie Jenner Exits the Maison Margiela Fashion Show in Paris

Kylie Jenner Exits the Maison Margiela Fashion Show in Paris
Best Image / BACKGRID

Kylie Jenner is seen exiting the Maison Margiela fashion show during Paris Fashion Week. She wore a light blue outfit. 

January 23, 2023, 8:16AM
8 of 57

Kylie Jenner Shopping in Aspen, Colorado

Kylie Jenner Shopping in Aspen, Colorado
TheRealSPW / MEGA

Kylie Jenner steps out on December 23, 2022 in Aspen for a little holiday shopping. She rocked an incredibly cute minidress style black coat with white fur trim, paired with black tights and a black hat. Of course, black boots finished the glam winter look. 

December 30, 2022, 2:28PM
9 of 57

Kylie Jenner at Yazawa Japanese BBQ Restaurant in Beverly Hills

Kylie Jenner at Yazawa Japanese BBQ Restaurant in Beverly Hills
BACKGRID

Kylie Jenner looked fabulous in this sheer black lace dress that showed off her bra & underwear beneath. She styled it with an oversized David Koma Black Convertible Paneled Textured Leather Biker Jacket, black & silver slingback pumps & a bright red lip while out to dinner at Yazawa Japanese BBQ in Beverly Hills.

December 21, 2022, 2:08PM
10 of 57

Kylie Jenner Shows Off Her incredible Figure in a PVC Dress

Kylie Jenner Shows Off Her incredible Figure in a PVC Dress
BACKGRID

Kylie Jenner is all dressed up as she arrives at Catch Steak LA restaurant ready to party with DJ friend Zack Bia. She wore a black PVC style outfit.

December 18, 2022, 10:16AM
11 of 57

Kylie Jenner Slays in a Black Corset Dress

Kylie Jenner Slays in a Black Corset Dress
Erik Pendzich/Shutterstock

Kylie Jenner wore a strapless black corset dress with feathered gloves to the Mugler exhibition opening in Brooklyn, New York. She also had on a massive diamond headpiece. 

November 16, 2022, 7:55AM
12 of 57

Kylie Jenner Wears a Silk Robe to the Mugler Exhibition

Kylie Jenner Wears a Silk Robe to the Mugler Exhibition
TheRealSPW / MEGA

Two looks, one night! Kylie Jenner changed into a black sheer catsuit and a white silk robe to walk inside the Mugler exhibition at the Brooklyn Museum. 

November 16, 2022, 7:55AM
13 of 57

Kylie Jenner at the Baby2Baby Gala

Kylie Jenner at the Baby2Baby Gala
Lisa OConnor / AFF-USA.com / MEG

Kylie Jenner looked stunning in a black gown at the Baby2Baby Gala. She attended the event with members of her family.

November 13, 2022, 10:40AM
14 of 57

Kylie Jenner Stuns in a Black Gown at the Baby2Baby Gala

Kylie Jenner Stuns in a Black Gown at the Baby2Baby Gala
Jordan Strauss/Invision/AP/Shutt

Kylie Jenner showed off her train at the 2022 Baby2Baby Gala. She accessorized with gorgeous diamond earrings. 

November 13, 2022, 10:40AM
15 of 57

Kylie Jenner’s Night Out Look

Kylie Jenner’s Night Out Look
BlayzenPhotos / BACKGRID

Kylie Jenner added a pop of color to her night out look in New York City. She wore a colorful top and black leather skirt for dinner at Carbone.

November 9, 2022, 10:40PM
16 of 57

Kylie Jenner Poses in Lace

Kylie Jenner Poses in Lace
Reynaud Julien/APS-Medias/ABACA/

Kylie Jenner attends the BoF500 gala during Paris Fashion Week in Paris, France on October 1, 2022. She wore a black lace sheer outfit. 

October 2, 2022, 10:32AM
17 of 57

Kylie Jenner at Paris Fashion Week

Kylie Jenner at Paris Fashion Week
TheRealSPW / MEGA

Kylie Jenner rocked a white scoop-neck tank top with a pair of high-waisted white underwear over a pair of sheer black tights to the Loewe show during Paris Fashion Week. She accessorized with a long gray peacoat, sunglasses & black pointed-toe pumps.

September 30, 2022, 11:15AM
18 of 57

Kylie Jenner Shows Off Her Curves in a Fitted Red and White Lace Dress

Kylie Jenner Shows Off Her Curves in a Fitted Red and White Lace Dress
TheRealSPW / MEGA

Kylie Jenner shows off her curves in a fitted red and white lace dress while out in Paris. 29 Sep 2022. She also carried a lipstick red purse.

September 29, 2022, 8:36PM
19 of 57

Kylie Jenner in Blue Velvet

Kylie Jenner in Blue Velvet
TheRealSPW / MEGA

Kylie Jenner looks stunning in blue velvet while heading to the Schiaparelli Show in Paris. She also showed off epic makeup.

September 29, 2022, 8:45AM
20 of 57

Kylie Jenner in White

Kylie Jenner in White
Laurent Vu/SIPA/Shutterstock

Kylie Jenner in an angelic white gown at the Acne Studios show. It was during Paris Fashion Week.

September 29, 2022, 8:11AM
21 of 57

Kylie Jenner Showing Skin

Kylie Jenner Showing Skin
David Fisher/Shutterstock

Kylie Jenner shows up at the Balmain show. She showed off a lot of skin in a crochet style mini dress.

September 29, 2022, 8:12AM
22 of 57

Kylie Jenner Arrives at the Restaurant César Paris

Kylie Jenner Arrives at the Restaurant César Paris
Best Image / BACKGRID

Kylie Jenner arrives at restaurant César Paris while attending Women’s Spring/Summer 2023 Fashion Week. She wore a chic black coat and pants. 

September 29, 2022, 8:11AM
23 of 57

Kylie Jenner During a Dinner Outing

Kylie Jenner During a Dinner Outing
BACKGRID

Kylie Jenner looks stylish in an all black ensemble during a night out with her sister Kendall Jenner in Brentwood, CA. She also wore sunglasses.

August 27, 2022, 12:37PM
24 of 57

Kylie Jenner With Stormi at the 818 Tequila Party

Kylie Jenner With Stormi at the 818 Tequila Party
RMLA / LESE / BACKGRID

Kylie Jenner held hands with her daughter Stormi as they arrived for the 818 Tequila party in August 2022. The Kylie Cosmetics founder rocked a denim dress for the party.

August 19, 2022, 8:04AM
25 of 57

Kylie Jenner at SoHo House

Kylie Jenner at SoHo House
PhotosByDutch / SplashNews.com

Kylie Jenner rocked a gray dress for an 818 Tequila party in Malibu. She held hands with a friend as they headed to the event.

August 19, 2022, 8:04AM
26 of 57

Kylie Jenner in Malibu

Kylie Jenner in Malibu
Maciel-Ngre / BACKGRID

Kylie Jenner arrived in a silver dress as she went out for dinner with Travis Scott in Malibu. Along with her dress, she kept comfortable and rocked a pair of sneakers for the evening.

August 16, 2022, 8:48AM
27 of 57

Kylie Jenner Goes Out in London with Travis Scott

Kylie Jenner Goes Out in London with Travis Scott
Old Boy's Club / BACKGRID

Kylie Jenner wears a glittery metallic silver top with a hood on a date night with Travis Scott in London. The pair enjoyed a night out at Tape nightclub without their two children.

August 8, 2022, 7:47AM
28 of 57

Kylie Jenner in London

Kylie Jenner in London
MEGA

Kylie Jenner was super sultry in a strappy denim dress as she leaves the Sun Studios in London on Aug. 5, 2022. The hardware-heavy look had a choker and matching boots. She carried an itty-bitty metallic bag.

August 5, 2022, 2:46PM
29 of 57

Kylie Jenner and Stormi in London

Kylie Jenner and Stormi in London
MEGA

Kylie Jenner looks like a hands-on mom while heading back to her London hotel with her daughter Stormi in August of 2022. She wore a pink blouse with puffy gloves popping off the front. A black miniskirt and clear heels completed the look.

August 5, 2022, 2:47PM
30 of 57

Kylie Jenner at Giorgio Baldi

Kylie Jenner at Giorgio Baldi
TPG / BACKGRID

Kylie Jenner looked stunning in this plunging white mini dress with a corset peplum top & a skintight, pearlescent mini skirt. She styled it with pointed-toe white leather pumps and a tiny white purse while out at Giorgio Baldi in Santa Monica.

July 21, 2022, 8:50AM
31 of 57

Kylie Jenner at a Friend’s Birthday Party

Kylie Jenner at a Friend’s Birthday Party
BACKGRID

Kylie Jenner departs Stassie Karanikolaou and Zack Bia’s joint birthday party on June 8, 2022. She wore baggy pants and a plunging silver top.

June 10, 2022, 11:17AM
32 of 57

Kylie Jenner in NYC

Kylie Jenner in NYC
TheRealSPW / MEGA

Awesome! Kylie Jenner looked glamorous when she landed in NYC wearing a custom Y/PROJECT Coat by Glenn Martens styled with matching pointed-toe slouchy Y/PROJECT Nude Draped Knee Boots, a sparkly silver Louis Vuitton Virgil Abloh Keepall 50B duffel bag, Dior Y2k Diorgo Tinted Sunglasses & Y/PROJECT Mini Silver Deconstructed Hoop Earrings.

May 2, 2022, 8:52AM
33 of 57

Kylie Jenner Rocks a Long White Dress

Kylie Jenner Rocks a Long White Dress
TheRealSPW / MEGA

Kylie Jenner looked stunning as she quietly attended ‘The Kardashians’ Hulu TV show viewing party in Hollywood. It was in April of 2022.

April 8, 2022, 8:47AM
34 of 57

Kylie Jenner at ‘The Kardashians’ Hulu Event

Kylie Jenner at ‘The Kardashians’ Hulu Event
Diggzy/Shutterstock

Kylie Jenner rocked this custom white Isidora Durovic suit with a transparent Coperni x Heven glass blown Signature Devil-Horned Swipe bag that was made out of glass and filled it with Kylie Cosmetics lip glosses, at a press event for the new Hulu series, ‘The Kardashians’, at Nobu Malibu. She also had her hair down and rocked white pointy heels.

April 7, 2022, 8:54AM
35 of 57

Kylie Jenner in a Sheer Lace Bodysuit

Kylie Jenner in a Sheer Lace Bodysuit
Shotbyjuliann / BACKGRID

A pregnant Kylie Jenner, who as expecting her second child with Travis Scott, stepped out in a black sheer lace jumpsuit in New York on September 9, 2021. She looked great!

September 9, 2021, 11:16PM
36 of 57

Kylie Jenner in a Crop Top and Orange Coat

Kylie Jenner in a Crop Top and Orange Coat
Diggzy/Jesal/Shutterstock

Kylie Jenner, seen here pregnant with baby number 2 with Travis Scott, rocks a crop top and stylish orange overcoat. She was leaving her hotel in New York on September 9, 2021.

September 9, 2021, 7:51PM
37 of 57

Kylie Jenner in a White Mini Dress

Kylie Jenner in a White Mini Dress
BlayzenPhotos / BACKGRID

Kylie Jenner debuts her baby bump amid her second pregnancy in a curve-hugging white mini dress in New York for fashion week on September 8, 2021. Wow!

September 8, 2021, 11:40PM
38 of 57

Kylie Jenner in a White Mini Dress

Kylie Jenner in a White Mini Dress
BACKGRID

Kylie Jenner debuts her baby bump amid her second pregnancy in a curve-hugging white mini dress in New York for fashion week on September 8, 2021. She looked incredible!

September 8, 2021, 11:25PM
39 of 57

Kylie Jenner in Green

Kylie Jenner in Green
The Daily Stardust / BACKGRID

Kylie Jenner looks fierce in a monochromatic green look while arriving for a night out at The Nice Guy in Los Angeles. She wore a protective face mask as well.  

May 8, 2021, 5:42PM
40 of 57

Kylie Jenner Looking Incredible

Kylie Jenner Looking Incredible
BACKGRID

Billionaire Cosmetics mogul Kylie Jenner flaunts her toned physique while heading to dinner in Beverly Hills. She showed off her abs in a cutout bodysuit and white pants. 

April 25, 2021, 11:59AM
41 of 57

Kylie Jenner Rocks a Pucci Dress at Nobu

Kylie Jenner Rocks a Pucci Dress at Nobu
TheRealSPW / MEGA

Kylie Jenner steps out in a Pucci dress and Bottega Veneta bag for dinner at Nobu on April 21, 2021. She kept her hair in a long braid.

April 22, 2021, 11:38PM
42 of 57

Kylie Jenner in a Sheer Jumpsuit

Kylie Jenner in a Sheer Jumpsuit
iamKevinWong.com / MEGA

Kylie Jenner rocks a sheer red jumpsuit while attending Justin Bieber’s album release party on March 25, 2021. She paired the look with heels and a long red coat, along with a Louis Vuitton purse.

March 26, 2021, 8:12AM
43 of 57

Kylie Jenner Rocks Shiny Orange PVC Pants

Kylie Jenner Rocks Shiny Orange PVC Pants
TheRealSPW / MEGA

Kylie Jenner steps out for dinner wearing bright orange PVC pants and a red blouse in Beverly Hills, CA. She made the evening glow in her ensemble. 

November 16, 2020, 11:16PM
44 of 57

Kylie Jenner in a Crop Top

Kylie Jenner in a Crop Top
TheRealSPW / MEGA

Kylie Jenner sported a crop top and sweat pants with a Louis Vuitton handbag and Bottega Veneta shoes while leaving Delilah Bar/Restaurant in West Hollywood on August 22, 2020. She dazzled in the white look. 

October 18, 2020, 7:31PM
45 of 57

Kylie Jenner at the Vanity Fair Oscar Party

Kylie Jenner at the Vanity Fair Oscar Party
Evan Agostini/Invision/AP

Kylie Jenner arrives at the Vanity Fair Oscar Party on Sunday, Feb. 9, 2020. She dazzled in this midnight blue Ralph and Russo dress. 

October 18, 2020, 7:31PM
46 of 57

Kylie Jenner Arrives to Craigs in Los Angeles

Kylie Jenner Arrives to Craigs in Los Angeles
Pap Nation / SplashNews.com

Kylie Jenner arrives to Craigs in Los Angeles. She channeled Elle Woods with her all-pink outfit and her long blonde ‘do!

October 18, 2020, 7:31PM
47 of 57

Kylie Jenner Attends the 2017 Met Gala

Kylie Jenner Attends the 2017 Met Gala
Star Max/IPx

Kylie Jenner at the 2017 Costume Institute Gala – ‘Rei Kawakubo/Comme des Garcons: Art Of The In-Between.’ She looked incredible with her blunt blonde bob and sheer dress. 

October 18, 2020, 7:31PM
48 of 57

Kylie Jenner Attends a VMA After Party in New York City

Kylie Jenner Attends a VMA After Party in New York City
SplashNews.com

Kylie Jenner is seen leaving her hotel on her way to a VMA after party in New York City. Kylie rocked thisleather all black outfit with a strapless corset top. 

October 18, 2020, 7:31PM
49 of 57

Kylie Jenner Leaving the Nice Guy Club in LA

Kylie Jenner Leaving the Nice Guy Club in LA
Vantagenews.com/IPx

Kylie Jenner is seen leaving the Nice Guy Club in LA on September 7, 2018. She looked super fierce with her blonde ‘do and latex blush dress.

October 18, 2020, 7:31PM
50 of 57

Kylie Jenner Out in Pink in West Hollywood

Kylie Jenner Out in Pink in West Hollywood
Photographer Group/MEGA

Kylie Jenner and her crew are color coordinated as they leave the Nice Guy restaurant in West Hollywood. Kylie wore a tight pink leather dress for the outing on May 22, 2019. 

October 18, 2020, 7:32PM
51 of 57

Kylie Jenner at the 2018 Met Gala

Kylie Jenner at the 2018 Met Gala
zz/ESBP/STAR MAX/IPx

Kylie Jenner poses on the steps at the 2018 Met Gala. She wore this Alexander Wang dress and totally slayed the look. 

October 18, 2020, 7:31PM
52 of 57

Kylie Jenner Seen in West Hollywood

Kylie Jenner Seen in West Hollywood
zz/GOTPAP/STAR MAX/IPx

Kylie Jenner is seen outside Craig’s Restaurant in West Hollywood on June 16, 2018. She went comfortable and casual in white for her night out. 

October 18, 2020, 7:31PM
53 of 57

Kylie Jenner Wears a Tight Little Red Dress in New York

Kylie Jenner Wears a Tight Little Red Dress in New York
SplashNews.com

Kylie Jenner wears a tight little red dress by Alexander Wang in New York. She looked super chic while hitting the town.

October 18, 2020, 7:31PM
54 of 57

Kylie Jenner at the 2019 Met Gala

Kylie Jenner at the 2019 Met Gala
Charles Sykes/Invision/AP

Kylie Jenner attends The Metropolitan Museum of Art’s Costume Institute benefit gala celebrating the opening of the ‘Camp: Notes on Fashion’ exhibition on Monday, May 6, 2019, in New York. She wore this gorgeous violet Versace ensemble.

October 18, 2020, 7:31PM
55 of 57

Kylie Jenner Leaving the Mercer in NYC

Kylie Jenner Leaving the Mercer in NYC
MEGA

Kylie Jenner is seen leaving The Mercer in NYC on May 8, 2018. She looked fierce and fab in this skintight long sleeved dress. 

October 18, 2020, 7:31PM
56 of 57

Kylie Jenner at Jeremy Scott

Kylie Jenner at Jeremy Scott
Christopher Smith/Invision/AP

Kylie Jenner is seen at Jeremy Scott at Skylight Clarkson Square on Friday, Feb. 10, 2017, in New York. She rocked this beaded two-piece skirt set. 

October 18, 2020, 7:31PM
57 of 57

Kylie Jenner Rocks Quay Australia Eyewear

Kylie Jenner Rocks Quay Australia Eyewear
SplashNews.com

Kylie Jenner launches a limited-edition sunglasses range with eyewear company Quay Australia — and wears a faux pixie cut. Kylie rocked a one-piece and a pair of the sunglasses in her fierce look for the photo shoot.

October 18, 2020, 7:31PM
ad