A Timeline of Kylie Jenner’s Transformation Over the Years

kylie jenner transformation

It’s safe to say Kylie’s looks have changed drastically over the years. We’ve seen the youngest Jenner go from adorable teen to full-on glamour girl all within the space of a few years, leading her to become a social media sensation and beauty mogul.

What Kylie Jenner Looks Like Without Makeup

Throughout her teenage years and now as a young adult, Kylie has faced rumors of cosmetic surgery after taking on a whole new appearance including an hourglass figure, polished face, and a plumped up pout. Her dramatic beauty transformation has been mind-blowing to say the least…

kyliejenner | Instagram
kylie jenner 2019
kyliejenner | Instagram

But despite receiving heavy criticism about getting a cosmetic procedure at only 17 years-old, Kylie built an empire out of her most famous asset – her ever-changing lips. Kylie Cosmetics is now worth a whopping $900 million!

Turns out, Kylie Jenner’s transformation was worth it after all – it’s helped her become one of the wealthiest women in the world.

Want to see what we’re babbling on about? Continue reading below to see Kylie’s face and body transform in this timeline…

Baby Kylie
Late 90s

We’ll start by presenting to you a very young Kylie Jenner. A far cry from her glam face and famous pout, once upon a time, she was fresh-faced, innocent, and certainly adorable. In fact, the influencer looks a lot like her daughter, Stormi, here.

10 Year-Old Kylie

Fast-forward a decade later, and here’s Kylie during the early seasons of Keeping Up With the Kardashians. Compare this look with her current one, and you’ll be surprised at how different the reality star actually looks.

Where have those cute freckles gone, Kyles?

14 Year-Old Kylie

We’re going to jump ahead to Kylie’s early teenage days, as this is when her drastic transformation started to unfold.

Long before her super hot photoshoots, this was Kylie’s idea of posing for a shot. We can’t see her donning this look again anytime soon. Jaw-dropping, I know.

kylie jenner 2011
kyliejenner | Instagram

But that’s what being a teenager is all about, right? Cringe poses, embarrassing hairstyles, and awful makeup. We all thought we were drop-dead gorgeous growing up.

At this point, 14 year-old Kylie didn’t worry about having full lips or a voluptuous figure, she embraced her natural, sweet beauty.

The photo below accentuates how different Kylie’s chin and jaw used to be…

kylie jenner 2011 face
kylie jenner | Instagram

15 Year-Old Kylie

15-year old Kylie will have you doing a double take!

Just like your regular girl next door, the youngest of the Kardashian/Jenner clan would pull a duckface and apply a bold lip color to make her pout look bigger.

kylie jenner 2012
kyliejenner | Instagram

We can’t imagine what Kylie would have looked like today had she not touched-up her face. There’s no surprise why some say she’s had her chin reshaped and her jaw shaved.

kylie jenner face 2012
kylie jenner | Instagram

The body Kylie has today was basically non-existent during her teenage years. This photo was taken long before her makeover and days of rumored hip and butt implants.

She clearly had a long, lean figure, similar to that of her sister’s, Kendall.

kylie jenner body 2012
kylie jenner | Instagram

Kylie’s booty was average sized with no implantations in sight. She was once proud to show off what her momma really gave her!

kylie jenner body before
kyliejenner | Instagram

16 Year-Old Kylie

Throwback to 2013! Is this really the Kylie Jenner we all know today?

In case you forgot, young Kylie’s lips were thinner than a lasagna sheet. Before the age of 17, Kylizzle actually looked her age. She wore less makeup and wasn’t afraid to show-off her natural look.

kylie jenner before
kyliejenner | Instagram

Once again, Kylie shows off her slender body, with natural curves and a thinner frame. I mean, not even 1000 squats a day could lead to the booty and body she has now!

kylie jenner 2013 body
kylie jenner | Instagram

17 Year-Old Kylie

And so it began. The celebrity‘s pout went from zero to hero in matter of months.

Kylie and the lip-gate kicked off in mid-2014 when she began sharing selfies like this one. Her plumped up pout appeared out of nowhere and everyone knew there was more to Kylie Jenner’s lips than just makeup.

kylie face 2014
kylie jenner | Instagram

But that was just the beginning…

Long gone were her freckles, her “old” chin and her thin lips. In came her plumped lips, false lashes and expert contouring!

A whole new Kylie Jenner was born in 2014 and the world hasn’t stopped talking about it since. What a face evolution!

kylie jenner big lips
kyliejenner | Instagram

While everyone was convinced the beauty mogul had lip fillers, Kylie lied to numerous sources telling them her lip tricks were simply due to “lip liner and a little lip balm”. 

“You guys have watched me grow up since I was nine. My face is going to get different. Now, I know how to do my makeup, contour and everything,” she told Cosmopolitan.

Urm, if only “puberty” was that kind to us, right?

Kylie Jenner’s Dating History

Despite having a brand new face, Kylie’s body still pretty much looked the same in 2014. I mean, what more would you expect from a 17 year-old?

kylie beach body 2014
kylie jenner | Instagram

Even her backside looked pretty normal. There were no Kardashian-kurves in sight just yet. But perhaps this was the moment when Kylie decided to get rid of her tiny waist? Maybe this was the picture that inspired her to make more changes to her body?

kylie jenner selfie 2014
kylie jenner | Instagram

18 Year-Old Kylie

Kylie’s lips were growing bigger by the selfie, making many wonder if she’d augmented them. Puberty nor makeup can increase your lip size by that much.

Her brows looked higher, her chin and jaw had shrunk and her lips were suddenly larger than life. Everyone was desperate to know the secret to that luscious pout.

After denying it several times, Kylie finally came clean and admitted to having lip fillers in 2015. In an E! clip from Keeping Up With The Kardashians, Kylie announced that she “had temporary lip fillers”. “It’s just an insecurity of mine and it’s what I wanted to do,” she said.

kylie jenner blonde wig
kyliejenner | Instagram

Here she is just a few months later.

In 2015, Kylie was also rumored to have gotten secret breast implants. This revealing photo shoot pretty much confirmed that she’d undergone a body transformation. Girl, that cleavage appeared out of nowhere!

kylie jenner new body
kylie jenner | Instagram

Kylie denounced any rumors about surgery, asserting that a wonder-type-bra does the job:

“Everyone thinks I’ve gotten a breast augmentation recently and I haven’t. I just use the ‘Bombshell’ by Victoria’s Secret – it’s life-changing. I’ve gotten all my sisters on it, all my friends and if you ever want the look of bigger breasts, that’s what I do.”

She also blamed her curvy chest and hips on a “fat-enhancing cream”.

GURL – we weren’t born yesterday! Look at how cartoonishly-curvaceous Kylie’s booty became just ONE YEAR later!

kylie jenner body 2015
kylie jenner | Instagram

Cool Facts About Kylie Jenner

Kylie, is that you? The fashionista switches up her look so regularly that it’s hard to recognize her!

Come winter 2015 and it looked like Kylie aged by a decade. The lighter hair and eyebrows made SUCH a change!

kylie jenner new look
kyliejenner | Instagram

19 Year-Old Kylie

Everyday brings something new from Kylie Jenner. Year-by-year, the Lip Kit queen’s pout grows a few inches plumper, making her physically unrecognizable to those who watched her grow up.

Kylie revealed that she got the Juvéderm lip fillers by Dr. Ourian in Beverly Hills. This formula reportedly lasts 4-6 months, depending on where it’s injected. They’re reversible and “if you do not like the results the doctor can inject the enzyme, hyaluronidase, to dissolve it,” Dr. Swift told Hollywood Life.

Whether it’s her hair or a new makeup technique, Kylie isn’t going to stop until she changes every aspect of her appearance.

kylie jenner hair transform
kylie jenner | Instagram

On her reality-TV show, Life of Kylie, she revealed her true motivation to get lip fillers – and it involves a boy.

After her first kiss, “the guy was like, “I didn’t think you were gonna be a good kisser, ’cause you have such small lips.” I took that really hard. When a guy says that…I don’t know, it just really affected me. I didn’t feel desirable or pretty. It really sticks with you”, she told her therapist on the show.

Who is this stranger? We’re sure we’re not the only ones who had to do a double take looking at this photo. Kylie changed her face once again, making us certain she revamps her look every 5 minutes…

kylie jenner adweek
kyliejenner | Instagram

With rumors of even a nose job and brow lift, everyone started accusing Jenner of “buying” her new face, but she was quick to shut down the rumors: “People think I fully went under the knife and completely reconstructed my face, which is completely false,” Jenner told Paper Magazine. “I’m terrified! I would never. They don’t understand what good hair and makeup and, like, fillers, can really do.”

Wearing less makeup and donning a plain-but-pretty hairstyle, the reality TV star toned down her look in mid-2016. But it was only a matter of time before she transformed drastically again!

kylie jenner face 2016
kylie jenner | Instagram

Like we said, it wouldn’t be long before Kylie made a drastic change to her appearance again. In 2016, we saw Kylie’s derrière more than we saw our own!

Let’s just say that “cream” is pure magic because her hips and backside certainly grew a lot!

kylie new body 2016
kylie jenner | Instagram

20 Year-Old Kylie

In 2017, Kylie was rumored to be pregnant, and so kept a low profile in public and on social media.

She was spotted with a newfound face in September, leading many to assume she’d done more work to her cheeks and lips.

It was later confirmed that the 20 year-old was indeed pregnant. Is this what her pregnancy glow looked like? If only we all looked this good carrying a baby!

kylie jenner pregnant
kylie jenner | Instagram

21 Year-Old Kylie

Kylie expanded the Jenner family tree after giving birth to her baby girl on February 1st 2018. This news not only transformed Kylie’s appearance, but her entire life, too.

A List of Kylie Jenner Merchandise to Buy

Life as a mom meant less makeup and owning a more mature, natural look. Here she is in early 2018 looking like the gorgeous young mother she is…

kylie jenner 2018
kylie jenner | Instagram

From blushes to Kyshadows and Kylighters, she’s played with every makeup look in the book, but her best is when she’s most natural. Kylizzle looks absolutely breathtaking in this photo with her baby girl!

kylie jenner stomi
kylie jenner | Instagram

When fans started noticing that she “looked like the old Kylie”, the entrepreneur admitted that she had removed her lip fillers after having Stormi, and this photo proves it! “I got rid of all my filler,” she told fans.

Her pout certainly looks smaller than usual, although we can still see some plumpness there, so we’re not convinced it’s completely dissolved.

kylie removes lip injections
kylie jenner | Instagram

22 Year-Old Kylie

The launch of Kylie’s skincare line, Kylie Skin saw the celeb donning a more makeup-free look. Instead of being caked in cosmetics, Kylie wanted to promote a fresh face.

We could even see those freckles reappearing!

Despite dropping pounds of makeup that year, Kylie refused to let go of plastic surgery. It seemed her booty grew double the size in 2019 and she wasn’t afraid to prove it.

kylie jenner 2019
kylie jenner | Instagram

23 Year-Old Kylie

2020 arrived and while everyone stripped back their looks during lockdown at home, this superstar decided to amp hers up and adopt a totally new glamorized look.

Kylie dyed her hair brown, possibly enhanced her breasts some more, and put on additional makeup, giving herself a totally different face!

kylie different face
kylie jenner | Instagram

24 Year-Old Kylie

As 2021 rolled in, Kylie continued experimenting with different hairstyles (or shall we say, faces) and even brought back the bigger pout!

Anyone else also think Kylie is about to transform into Kim Kardashian? We totally see the inspiration here.

kylie jenner 2021
kylie jenner | Instagram

Money really does work wonders! From your typical girl-next-door cutie to a pouty, sexy selfie-queen, Kylie has changed so much in such a short time. These gorgeous photos make us want to blow $500k on a Kylie Jenner transformation!

What do you think of Kylie’s ever-changing looks? Let us know in the comments below!



Tale Teller
Angela Stephanou

Angela Stephanou

Owner and chief editor of Tell Tales. Angela has a BA in Communications and oversees the content and strategy across Tell Tales, building an audience of pop culture junkies like herself. Her social media follows have more celebrities than real-life friends, music runs through her veins and she’d much rather be glued to her TV screen, piled under an array of snacks than go out on a Friday night. Angela’s guilty pleasure is watching cheesy reality shows like Keeping Up with the Kardashians, but she’s also a sucker for all things Marvel and DC - two entirely different worlds, we know.

8 Responses

  1. Gross, I think all fake women are pretty grotesque. How do you explain to your kids that you look nothing alike and you don’t like how they look so you spent a half mil to literally rearrange your face.

  2. At the end, she transformed herself into into a 40 years old Latina. Even, she invented a new skin color for white people.

  3. These chicks are so fake and everyone buys there junk. Come on people spend your money on false boobs, lips are butt. Stop supporting these fools.

  4. Lol.. even kylie’s makeup artist mentioned about her plastic surgery in her 18th birthday makeup video. Maybe she forgot about that..haha.. how come only kylie gets her booty n boobs getting popped out and making her hips thinner day by day when she is gaining weight?? And other people gets belly fats.. :p

    1. I guess that kinda confirms that her hips, booty and boobs aren’t real. Otherwise, she’d be gaining weight all over, right?

  5. The only thing that makes me “cringe” is the fact you think she’s like this now because “puberty was kind to her.” LOOOL.

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