Andrews was born on March 22, 1992 in Miami, Florida. At the age of 17, Andrews had been working as a sales associate for American Apparel before entering the adult film industry. One of her friends, who had worked as an extra, told her "how much she made for showing her boobs," which motivated Andrews to look for work in the industry. She moved to Los Angeles, California in late 2010. In 2012, Andrews started to shoot pornographic films, and performed in over 140 adult films with men and women.

Andrews is of Irish and Latvian descent. She is also one quarter Chinese on her father's side. In 2010, Jessie dropped out of high school just three months shy of graduation and headed west to Los Angeles to pursue film and television. Within the year, Jessie became one of the few adult Actress to break through to mainstream—proclaimed an "It Girl" by GQ, and Hypebae before getting scouted while shopping at an American Apparel store to be the brand's exclusive model. Jessie transitioned to a successful modeling career, gracing the covers of LA Weekly, Monster Children, and C-Heads. By age 20, Jessie was a model, international DJ, and Producer.

In July 2012, Jessie started designing fine jewelry as a passion project. Her Bagatiba line became a Celebrity favorite, worn by the Hadids, Jenner's & Kardashians. As the company grew, it appeared across the pages of many of the top fashion publications like Vogue and Refinery 29. Her online store's popularity grew to become one of the top performing stores on Shopify. Simultaneously, Jessie launched two other fashion brands: Basic Swim, a collection of attainable minimalist swimwear styles and Jeu Illimité, a Parisian-inspired ready-to-wear essentials line. Jessie oversees all three lines out of her downtown Los Angeles headquarters — 1201 B Studios.

In October and November 2013, Jessie Andrews embarked on a Canadian tour as a DJ. She performed in Montreal, Thunder Bay, Victoria, Edmonton, Vancouver and Calgary. Andrews also toured in Asia playing FLY in Singapore, We the Fest in Jakarta and Sunny Side Up Festival at Potato Head in Bali. In 2015 Jessie Andrews toured across North America playing to larger crowds in bigger venues like Marquee New York City, Exchange L.A, LIV Miami and Ultra Music Festival also in Miami. In November 2015 Andrews toured nationally across Australia with the largest festival in that country Stereosonic playing in Sydney, Melbourne, Perth, Adelaide and Brisbane as well as a sideshow in Sydney with Diplo. In 2016, Jessie released another single "Slowly" through OneLove Recordings.