It may not be Thursday yet, folks, but Kendall Jenner just gave us a transformative throwback to trump all throwbacks. And what I mean by that is she’s provided a glimpse of two (!!) different hairstyles that make her look pretty unrecognizable. Enter: the iconic 50s bouffant bob and a modern shoulder-skimming lob.
Celebrity hairstylist Syd Hayes took to Instagram to share a clip of the throwback looks, which were created for a 2019 campaign with fashion brand Reserved. So if you’ve ever wondered what Kendall would look like with not one but two very different bob cuts, look no further. Peep a look at the styles Kenny kind of created herself (read: she put on wigs) below:
Kendall also re-shared a glimpse at the look on her Instagram, where she wrote: “a throwback to one of my favorite moments.”
Post-wig-cap application, the first of the two looks applied is a caramel latte brown-colored bob, styled into 50s curls. It’s certainly giving Marilyn Monroe vibes.
Next up and the one of choice is a blunt-cut black lob that sits perfectly at shoulder-length. The flicked-in ends give the modern, middle-parted look a ’90s feel to it. And although not her typical look, it’s very much Kendall’s vibe—if she were to cut a good few inches off of her natural locks, that is.
Now, seeing as this was one of her fave moments, perhaps she’ll go for the big bob chop following bestie Hailey Bieber....One can only hope, right?!
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Lia Mappoura (she/her) is the Beauty Writer at Cosmopolitan UK, with over four years of experience reporting across the brand's print, social, video and digital platforms. Lia covers everything from emerging trend analysis to viral celebrity hair and makeup moments, making her an expert at spotting the season’s next big beauty look (before it takes over social media feeds).
In 2025, she was named The Rising Media Star at the Love Perfume Awards with The Perfume Shop, recognised for her outstanding digital fragrance content and for building genuine authority within the space. She is passionate about challenging outdated beauty stereotypes, championing inclusive representation in beauty, and educating readers on the trends, products and conversations shaping the industry today. Follow her on Instagram or find her on LinkedIn.
