Born and raised in Pompano Beach, Kenley is the youngest daughter of a tugboat captain. She began her career in fashion at the age of 16, when she started buying vintage clothing and reconstructing them for herself and friends. After graduating from Florida State University with a marketing degree, Kenley found herself in New York City with a sales job for Missy Wear. No longer than a week later, she was promoted to a design position where she was able to blossom in the industry. Since then, she has been working on her own line and has begun freelancing and teaching in her spare time.