As a longtime reality television star, successful entrepreneur, and member of one of the most famous families in modern-day pop culture Kourtney Kardashian is no stranger to receiving buzz. However, it’s her cutting-edge style that has put the eldest Kardashian sister on our sartorial radar for years. Donning ensembles that reflect her trademark confidence and exude self-love, every inch of her wardrobe is unapologetically herself. From retro fits and vintage finds to contemporary trends and playful silhouettes, this trendsetter is not afraid to experiment. Whether it’s accentuating her petite figure in head-to-toe Balmain latex during Paris Fashion Week or it’s rocking one of her infamous glittering blazers—oversized as a dress or paired with 70s-esque bell-bottoms—it seems her only style rule is to have fun and look chic while doing so. Yet, her accessories may be her unsung closet centerpieces with a barely-there heel or mini belt bag subtly elevating each look to new heights. Click through the gallery above for a look at some of the most memorable moments in her reign as a trendsetter.