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Vintage Kardashian-Jenner Photos You Have To See

8. Santa Barbara Weekends
In 2003, the Jenners went to Santa Barbara for the Annual Santa Barbara Triathlon, where Jenner competed to benefit the Dream Foundation. While this is a cute family photo, the best part is the early-2000s outfits. Check out Kendall's pink army pants and Kylie's neon capris. They definitely had the California beach style on lock for these looks, and Kris appeared ready to take on her own athletic adventure in her Burberry windbreaker, Lacoste polo, and Chuck Taylors.