Deena’s journey began in Brooklyn, New York, but after high school, she relocated to Boca Raton, Florida. Initially working as a nurse’s aide at an elderly nursing home, she found the job to be financially unrewarding and emotionally draining. Seeking better opportunities, Deena transitioned to exotic and feature dancing in South Florida during the early 1990s. To enhance her earning potential, Deena underwent her first breast augmentation, sponsored by her club, increasing her size to approximately 550cc. Embracing the trend among busty performers in the adult entertainment industry, she opted for massive breast augmentations, eventually reaching a size billed as FFF cup. Her debut in photo shoots for publications like Score and Bust-Out marked the beginning of her career in the adult industry.

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