Entertainment TV 25 Must-See Throwback Photos of Kylie Jenner Look back at the reality star and beauty mogul's early days in the spotlight By Lydia Price Updated on August 10, 2022 07:35 AM Share Tweet Pin Email Trending Videos 01 of 25 PIGTAIL PRINCESS Kylie Jenner Instagram Days ahead of her 21st birthday, Kylie opted for a walk down memory lane with some adorable pics of her younger self. 02 of 25 BOWLING BASH Kylie Jenner Instagram Anyone else hoping to see Kylie and Caitlyn Jenner recreate this super sweet candid moment at a bowling birthday party? 03 of 25 PRO BOWLER Kylie Jenner Instagram And this one too, duh. Especially the leopard print and glow necklace combo. 04 of 25 NAP TIME Kendall Jenner/Instagram Because covering yourself in stickers and falling asleep in bizarre places is just a part of childhood. 05 of 25 'BABY KY' Kylie Jenner "These #TBT pics of me as a baby are pretty cute, right?!" Stormi's mom wrote on her website, sharing throwback snaps of herself as a baby. "They're even better because I have food on my face, lol. I guess I always liked posing for the camera!" 06 of 25 BURGER BUDS Kylie Jenner/ Instagram Ah, yes, back when they were considering alternative careers. 07 of 25 GIVE ME A 'K'! Kylie Jenner/Instagram Why are we just now learning that Kylie was a cheerleader? 08 of 25 RULE THE SCHOOL Kylie Jenner/ Instagram She, too, had to memorize a locker combo, and somehow this is shocking. 09 of 25 CURL GIRL Kylie Jenner/ Instagram Here's to hoping for a Kylie curls revival. 10 of 25 BORN RICH Kylie Jenner/ Instagram There was a time when she needed a hat to tell people that, we guess. 11 of 25 LITTLE LADY Kylie Jenner/Instagram Were we ever so young? 12 of 25 TEEN DREAMS Kylie Jenner/ Instagram She was friends with Ariana?! 13 of 25 STAR POWER Kylie Jenner/ Instagram ... and Selena?! 14 of 25 LITTLE PRINCESS Kylie Jenner/ Instagram Rob was all about the bleached hair trend. 15 of 25 DIRT-BIKER CHICKS Kylie Jenner/ Instagram Dirty hair, don't care. 16 of 25 CHEESIN' AT CHEESECAKE Kylie Jenner/ Instagram This was literally probably before Sofia Richie could watch PG-13 movies. 17 of 25 YOUNG & FIERCE Kylie Jenner/ Instagram Get it. 18 of 25 LIKE MOTHER, LIKE DAUGHTER Kylie Jenner/ Instagram Actually the cutest. 19 of 25 SERVING ATTITUDE Kylie Jenner/ Instagram Bangs happened. 20 of 25 TOGETHER FOREVER Kylie Jenner/ Instagram Time is so fleeting… 21 of 25 PICTURE IT Kylie Jenner/ Instagram Just beginning to get those selfie skills down. 22 of 25 THE VERY BESTIE Kylie Jenner/ Instagram Some friends really are forever. (We're looking at you, Jordyn Woods!) 23 of 25 RAY OF SUNSHINE Kylie Jenner/ Instagram Wait, did we miss a beanie phase? 24 of 25 PARTY PEOPLE kyliejenner/Instagram Because big sis Khloé has always known how to have fun. 25 of 25 THE DEVIL WEARS PRADA kyliejenner/Instagram Even as youths, the young Jenner sisters were ahead of the trends. Happy Birthday, Kylie!