A Celebration of Kylie Jenner's 20 Years of Not Letting the Critics Get Her Down

In 2011, Tyga and Kylie first met at Kendall Jenner’s Sweet Sixteen, where the rapper performed. Kylie was 14 at the time. Three years later, Tyga ended his engagement with Blac Chyna, the mother of his son King Cairo—and shortly after, began appearing on Kylie’s Instagram, prompting rumors they were dating. Both Kylie and Tyga denied the relationship—though it was the subject of a line in Drake’s “6 p.m. in New York” and the topic of some scathing words from Amber Rose—until the following year, when Kanye West let slip on The Breakfast Club. The gist of the controversy: Kylie and Tyga’s wide age gap, and the appearance that he left Blac Chyna for a teenager.

After Kylie launched Kylie Cosmetics with her eponymous lip kits, some beauty bloggers noted distinct similarities to ColourPop’s far more affordable range; parent company Seed Cosmetics later confirmed it manufactured both ColourPop and Kylie Cosmetics.

Kylie Cosmetics has been at the center of many of its founder’s controversies over the past two years—both because of the beauty brand itself, and because it has presented Kylie with a massive platform. For the brand’s Holiday 2016 campaign, which debuted in September, it released an image of gold-painted fingers framing a deep, cranberry lip—mirroring almost exactly an image by makeup artist Vlada Haggerty. Haggerty filed a suit against Kylie Cosmetics, but the feud was resolved before any court battle began.

Considering the previous Tyga drama, someone might have advised Kylie that naming one of her new blushes “Barely Legal” might not be the best plan.

Earlier this year, Kylie, one of the celebrity faces of Puma (like Rihanna, and like The Weeknd), appeared in a campaign in which she was depicted mid-running stride, in one image, and springing up into the air as if on a trampoline, in another. Just as her sister Kendall before her was criticized for appearing in a ballet-themed Vogue España editorial, Kylie was criticized for ostensibly taking the place of a real athlete in the campaign. Complaints about her running form—her feet not flexed properly, her knees not at the right angle—abounded, and then subsided in time for Kylie to appear in another campaign several months later.

Just after her brother Rob Kardashian was embroiled in his own controversy with ex-girlfriend Blac Chyna (the same Blac Chyna who was once engaged to Tyga), Kylie tapped her brother, sock entrepreneur and founder of Arthur George, to collaborate with Kylie Cosmetics. Many questioned the timing of the collaboration, as it was unveiled just after Rob had unleashed an Instagram tirade, including several graphic photos (that Chyna had not consented to be released), against his former girlfriend.

In the midst of building a beauty empire, Kylie also manages to balance collaborating with her elder sister Kendall on their Kendall + Kylie clothing label. As part of the brand’s most recent drop, the sisters debuted new “vintage” merch, featuring iconic images of the likes of Tupac and the Notorious B.I.G. with Kendall and Kylie’s own likenesses splashed over the front. The families and estates of the late rappers, as well as other artists featured in the collection, immediately struck back—and the tees were promptly pulled from Kendall + Kylie. (Since then, Kendall + Kylie has been struck by several lawsuits.)