The Keeping Up With The Kardashians starlet was spotted grabbing a takeaway lunch in Studio City, Los Angeles, on Monday.
However, the reality TV babe suffered a major Marilyn moment as a gust of wind whipped up her dress, causing her to expose her underwear for all to see.
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While the brunette beauty was heading back into her car, her flimsy red dress flew up and flashed her Spanx for the paps.
Wearing the discrete shapewear underneath her red polka dot tea-dress, Kylie headed out with best friend Jordyn Woods.
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WHOOPS: Kylie Jenner suffered a major wardrobe malfunction on Monday
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Despite her undies being bared to the masses, Kylie did manage to maintain her dignity.
Her chiffon frock also featured a plunging neckline, allowing the bombshell to tease her fans with ample cleavage.
The 20-year-old teamed her stylish dress with a pair of black ankle boots and matching bag to complete the ensemble.
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She kept her dark tresses in loose curls, and even decided to go makeup-free for her outing.
At one point Kylizzle was seen covering her face with her iPhone, sheltering herself from nearby photographers.
Just last week Kylie’s mum, Kris Jenner, flashed her own Spanx.
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The 61-year-old was seen having lunch with Scott Disick at Maria’s Italian Kitchen in Woodland Hills, California.
Kris’ tan-coloured underwear was clearly visible as her Stella McCartney frock caught the wind during their embrace.
Well, they do say like mother, like daughter.