49 Adorably Awkward Photos of Kendall and Kylie Growing Up

As anyone who watches Hulu's Keeping Up with The Kardashians knows, Kendall Jenner and Kylie Jenner are probably the most private members of the Kardashian family at this point. Yeah, they show up on the show every now and then, but they don't talk about their personal lives, we don't see their relationships play out on-screen, and they keep things pretty simple—usually just popping up to react to someone else's drama. All of which might have something to do with the fact that these two literally grew up in the spotlight thanks to the Kardashians entering the wild world of reality television when they were just kids.

As Kendall put it during the KUWTK reunion, "No offense to my older sisters at all, but I think that Kylie and I specifically have had the opportunity to watch our older sisters go through marriages and relationships and breakups and do them pretty publicly. It was a personal preference from a really young age.…I think it makes my life a lot easier and our relationship a lot better, to be honest. I just feel like it's a private matter and not for anybody else to judge or know."

Aside from spending their childhoods with cameras in their house 24/7, Kendall and Kylie have been attending events since they were little kids, and the result? Countless adorably awkward moments of the two of them on red carpets at a series of truly random events. Like, imagine cameras being around for all your most iconic middle school outfits, because that's pretty much what we're dealing with here!