Kylie Jenner is the youngest in the Kardashian/Jenner brood, turning 14 on August 10, 2011. This means that the 5'9" beauty may still be growing; and, like her height, her fashion sense is also growing. You can tell in many of the Kardashian/Jenner family photos, Kylie Jenner feels a little uncomfortable. This could be because she's the youngest, she's a teenager or because growing up tall is hard. That said, she tends to choose graphic clothing and sky-high heels with a little more edge than her sister, Kendall Jenner. And if this 14-year-old feels confident rocking five-inch heels, every tall woman should do the same! Expect her to continue testing the limits on fashion and pushing the boundaries as she moves through her teenage years.